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This Adams interior unit features 4 bedrooms, 3.5 baths, and a 1-car garage. With a total of 1,889 sq. ft, there is plenty of space to entertain and live comfortably. Enjoy 9' ceilings and luxury vinyl plank flooring on the main level. The kitchen features white cabinets with quartz countertops along with stainless steel appliances by Whirlpool. Relax on your 8'x14' rear deck and take advantage of the built-in Smart Home features. Washer and dryer plus whole house blinds included! Set for a November closing! *Photos, 3D tours, and videos are representative of plan only and may vary as built.

4 Beds ⋅ 4 Baths

This Adams interior unit features 4 bedrooms, 3.5 baths, and a 1-car garage. With a total of 1,889 sq. ft, there is plenty of space to entertain and live comfortably. Enjoy 9' ceilings and luxury vinyl plank flooring on the main level. The kitchen features white cabinets with quartz countertops along with stainless steel appliances by Whirlpool. Relax on your 8'x14' rear deck and take advantage of the built-in Smart Home features. Washer and dryer plus whole house blinds included! Set for a November closing! *Photos, 3D tours, and videos are representative of plan only and may vary as built.

141 Sioux Loop, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

$300,000

Classic Winchester charm awaits at 310 Bellview Avenue! This inviting Cape Cod combines character, convenience, and plenty of opportunity to make the space your own. Inside, you’ll find hardwood floors, comfortable living areas, two main-level bedrooms, a full bathroom, and an additional half bath upstairs. A full basement offers extra storage and future possibilities, while the detached one-car garage provides even more room for parking, hobbies, or equipment. Out back, the spacious yard gives you room to relax, garden, entertain, or create the outdoor space you’ve been envisioning. With shopping, dining, parks, and Winchester amenities nearby, this home is ready for its next chapter.

2 Beds ⋅ 1 Baths

Classic Winchester charm awaits at 310 Bellview Avenue! This inviting Cape Cod combines character, convenience, and plenty of opportunity to make the space your own. Inside, you’ll find hardwood floors, comfortable living areas, two main-level bedrooms, a full bathroom, and an additional half bath upstairs. A full basement offers extra storage and future possibilities, while the detached one-car garage provides even more room for parking, hobbies, or equipment. Out back, the spacious yard gives you room to relax, garden, entertain, or create the outdoor space you’ve been envisioning. With shopping, dining, parks, and Winchester amenities nearby, this home is ready for its next chapter.

310 Bellview Ave, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$394,990

New End Unit Under Construction for Fall Move In!! Main-level living at its best in Hiatt Pointe at Snowden Bridge—a gated 55+ active adult community. This low-maintenance villa features a primary bedroom and laundry on the entry level, a screened rear porch, and a one-car garage. Upstairs offers two spacious bedrooms with walk-in closets and a full bath, plus a finished storage area! Enjoy a stylish kitchen with quartz counters and stainless steel appliances. Resort-style amenities include pickleball and bocce courts, clubhouse, fitness and yoga studios, outdoor kitchen, pool and hot tub—plus snow removal, trash, and recycling included. Ask about builder incentives today!

3 Beds ⋅ 3 Baths

New End Unit Under Construction for Fall Move In!! Main-level living at its best in Hiatt Pointe at Snowden Bridge—a gated 55+ active adult community. This low-maintenance villa features a primary bedroom and laundry on the entry level, a screened rear porch, and a one-car garage. Upstairs offers two spacious bedrooms with walk-in closets and a full bath, plus a finished storage area! Enjoy a stylish kitchen with quartz counters and stainless steel appliances. Resort-style amenities include pickleball and bocce courts, clubhouse, fitness and yoga studios, outdoor kitchen, pool and hot tub—plus snow removal, trash, and recycling included. Ask about builder incentives today!

422 Granite Ridge Dr, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

$625,000

Nestled in the charming community of Stonebrook Farms, this delightful ranch-style home offers a perfect blend of comfort and functionality. Built in 1977, this well-maintained residence boasts 2,260 square feet of inviting living space, ideal for creating lasting memories. Step inside to discover a warm and welcoming interior featuring beautiful hardwood floors and an abundance of natural light. The traditional floor plan includes a spacious family room that flows seamlessly into the eat-in kitchen, making it perfect for gatherings and everyday living. The kitchen is adorned with upgraded countertops and newer stainless steel appliances, and a great breakfast bar perfect for quick meals. The home features three generously sized bedrooms, including a primary suite with a walk-in closet and an newly renovated bathroom equipped with a walk-in shower. Additional highlights include a formal dining room, exposed beams, and recessed lighting that enhance the home's character and charm. Enjoy the comfort of a wood-burning fireplace in the family room, perfect for cozy evenings. The main floor laundry adds convenience to your daily routine. Outside, the property sits on a spacious one-acre lot, offering plenty of room for outdoor activities and gardening. The attached two-car garage and ample driveway parking ensure that you and your guests will always have a place to park. Stonebrook Farms is not just about the home; it's about the lifestyle. This friendly neighborhood is known for its strong sense of community, with nearby Rose Hill Park perfect for weekend picnics and leisurely strolls. Stonebrook Club (membership required) offers top-notch services including Tennis, Pickleball, Racquetball, Fitness and Pool just down the street, this option ensures that residents enjoy a high quality of life. With easy access to local amenities, shopping, and dining, everything you need is just a short drive away. This home in Stonebrook Farms is more than just a property; it's a place where you can truly feel at home. Experience the warmth and comfort of this inviting residence, and make it your own today!

3 Beds ⋅ 2 Baths

Nestled in the charming community of Stonebrook Farms, this delightful ranch-style home offers a perfect blend of comfort and functionality. Built in 1977, this well-maintained residence boasts 2,260 square feet of inviting living space, ideal for creating lasting memories. Step inside to discover a warm and welcoming interior featuring beautiful hardwood floors and an abundance of natural light. The traditional floor plan includes a spacious family room that flows seamlessly into the eat-in kitchen, making it perfect for gatherings and everyday living. The kitchen is adorned with upgraded countertops and newer stainless steel appliances, and a great breakfast bar perfect for quick meals. The home features three generously sized bedrooms, including a primary suite with a walk-in closet and an newly renovated bathroom equipped with a walk-in shower. Additional highlights include a formal dining room, exposed beams, and recessed lighting that enhance the home's character and charm. Enjoy the comfort of a wood-burning fireplace in the family room, perfect for cozy evenings. The main floor laundry adds convenience to your daily routine. Outside, the property sits on a spacious one-acre lot, offering plenty of room for outdoor activities and gardening. The attached two-car garage and ample driveway parking ensure that you and your guests will always have a place to park. Stonebrook Farms is not just about the home; it's about the lifestyle. This friendly neighborhood is known for its strong sense of community, with nearby Rose Hill Park perfect for weekend picnics and leisurely strolls. Stonebrook Club (membership required) offers top-notch services including Tennis, Pickleball, Racquetball, Fitness and Pool just down the street, this option ensures that residents enjoy a high quality of life. With easy access to local amenities, shopping, and dining, everything you need is just a short drive away. This home in Stonebrook Farms is more than just a property; it's a place where you can truly feel at home. Experience the warmth and comfort of this inviting residence, and make it your own today!

220 Greenfield Ave, Winchester

Listing courtesy of Colony Realty. Contact:

$499,990

Under construction for fall move in! Discover relaxed, low‑maintenance living in this beautifully crafted twin/semi‑detached home, coming this summer to a sought‑after gated active‑adult community. Designed with today’s vibrant 55+ lifestyle in mind, the home offers effortless main‑level living with both a primary and secondary bedroom conveniently located on the first floor, along with a versatile den—ideal for a home office, creative space, or quiet retreat. The open‑concept design brings the kitchen and family room together, creating a warm, welcoming space perfect for hosting friends or simply enjoying everyday living. The gourmet kitchen features a generous island, stainless steel appliances, colada cabinetry, and elegant quartz countertops—blending style with functionality. Sun‑filled rooms and modern finishes throughout add to the home’s airy, inviting feel. Upstairs, a private third bedroom and full bath provide the perfect accommodations for visiting guests or additional flexible living space. Life at Hiatt Pointe is about more than just the home—it’s about the lifestyle. Residents enjoy resort‑style amenities including a sparkling outdoor pool, fitness center, and tennis courts, all within a secure, gated setting that encourages connection, wellness, and ease. Please note that interior photos are similar while home is under construction This is your opportunity to enjoy comfort, convenience, and community—without compromise. Ask about current builder incentives and make this exceptional home yours today.

3 Beds ⋅ 3 Baths

Under construction for fall move in! Discover relaxed, low‑maintenance living in this beautifully crafted twin/semi‑detached home, coming this summer to a sought‑after gated active‑adult community. Designed with today’s vibrant 55+ lifestyle in mind, the home offers effortless main‑level living with both a primary and secondary bedroom conveniently located on the first floor, along with a versatile den—ideal for a home office, creative space, or quiet retreat. The open‑concept design brings the kitchen and family room together, creating a warm, welcoming space perfect for hosting friends or simply enjoying everyday living. The gourmet kitchen features a generous island, stainless steel appliances, colada cabinetry, and elegant quartz countertops—blending style with functionality. Sun‑filled rooms and modern finishes throughout add to the home’s airy, inviting feel. Upstairs, a private third bedroom and full bath provide the perfect accommodations for visiting guests or additional flexible living space. Life at Hiatt Pointe is about more than just the home—it’s about the lifestyle. Residents enjoy resort‑style amenities including a sparkling outdoor pool, fitness center, and tennis courts, all within a secure, gated setting that encourages connection, wellness, and ease. Please note that interior photos are similar while home is under construction This is your opportunity to enjoy comfort, convenience, and community—without compromise. Ask about current builder incentives and make this exceptional home yours today.

114 Carnation Way, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

$335,000

***New Lower Price ***Just a short drive from vibrant Old Town Winchester, this charmingly sophisticated 3-bedroom, 2½-bath townhome blends affordability with modern comfort and thoughtful updates. Lovingly maintained and beautifully situated on a lot backing to mature trees, this home offers an inviting combination of style, functionality, and outdoor living. The main level features a large living room, an open kitchen and dining area that opens to the deck, and a 1/2 bath. Upstairs, you will find 3 bedrooms, 2 full baths, and the laundry room. Recent improvements enhance both the home’s functionality and outdoor living experience, including professionally installed landscape lighting, a new patio, Ring cameras at both the front and rear doors, and GFCI protection for the outdoor fan and TV. The garage has also been refreshed with recessed lighting and freshly painted walls. The lower level is framed, with electrical work completed under Frederick County permits, leaving the space ready for drywall and your personal design vision. Additional updates throughout the home include new light fixtures and ceiling fans, as well as a refreshed primary bathroom featuring a new countertop, backsplash, and sink. The open floor plan makes entertaining friends and family effortless. Step outside to the spacious deck overlooking the mature trees, or gather on the new patio, enhanced by custom lighting for relaxing evenings outdoors. Enjoy all that Winchester has to offer, including museums, Jim Barnett Park, Patsy Cline’s historic home, and the vibrant walking mall. Home to more than 50 boutique shops and retail businesses and over 40 restaurants, cafés, breweries, and bars, Old Town offers something for everyone. After dinner, catch a performance at the Bright Box Theater and make an evening of it.

3 Beds ⋅ 3 Baths

***New Lower Price ***Just a short drive from vibrant Old Town Winchester, this charmingly sophisticated 3-bedroom, 2½-bath townhome blends affordability with modern comfort and thoughtful updates. Lovingly maintained and beautifully situated on a lot backing to mature trees, this home offers an inviting combination of style, functionality, and outdoor living. The main level features a large living room, an open kitchen and dining area that opens to the deck, and a 1/2 bath. Upstairs, you will find 3 bedrooms, 2 full baths, and the laundry room. Recent improvements enhance both the home’s functionality and outdoor living experience, including professionally installed landscape lighting, a new patio, Ring cameras at both the front and rear doors, and GFCI protection for the outdoor fan and TV. The garage has also been refreshed with recessed lighting and freshly painted walls. The lower level is framed, with electrical work completed under Frederick County permits, leaving the space ready for drywall and your personal design vision. Additional updates throughout the home include new light fixtures and ceiling fans, as well as a refreshed primary bathroom featuring a new countertop, backsplash, and sink. The open floor plan makes entertaining friends and family effortless. Step outside to the spacious deck overlooking the mature trees, or gather on the new patio, enhanced by custom lighting for relaxing evenings outdoors. Enjoy all that Winchester has to offer, including museums, Jim Barnett Park, Patsy Cline’s historic home, and the vibrant walking mall. Home to more than 50 boutique shops and retail businesses and over 40 restaurants, cafés, breweries, and bars, Old Town offers something for everyone. After dinner, catch a performance at the Bright Box Theater and make an evening of it.

292 Sage Cir, Winchester

Listing courtesy of Hunt Country Sotheby's International Realty. Contact:

$525,000

Welcome to this like-new Winchester home, built in 2023 and offering the opportunity to enjoy modern construction without the wait! Set in a peaceful country setting yet just under five miles straight into Old Town Winchester, this home offers the perfect balance of quiet surroundings and easy access to the charming shops, restaurants, and small-town atmosphere of downtown. Designed for comfort and ease, all three bedrooms and two full baths are conveniently located on the main level. Stylish finishes and a bright, inviting layout create a move-in-ready feel throughout. The modern kitchen features a spacious center island with seating and opens to the main living area, where a cozy gas fireplace adds warmth and charm. Convenient main-level laundry makes everyday living even easier. The unfinished lower level offers incredible potential to create the space that works best for you. With a bathroom rough-in already in place, there is plenty of room for a future recreation area, guest suite, home office, gym, or additional living space. Outside, enjoy the deck overlooking the surrounding setting, along with a two-car garage for parking and additional storage. With its 2023 construction, convenient one-level living, and close proximity to Old Town Winchester, this home offers a wonderful opportunity to own a property that still feels practically new!

3 Beds ⋅ 2 Baths

Welcome to this like-new Winchester home, built in 2023 and offering the opportunity to enjoy modern construction without the wait! Set in a peaceful country setting yet just under five miles straight into Old Town Winchester, this home offers the perfect balance of quiet surroundings and easy access to the charming shops, restaurants, and small-town atmosphere of downtown. Designed for comfort and ease, all three bedrooms and two full baths are conveniently located on the main level. Stylish finishes and a bright, inviting layout create a move-in-ready feel throughout. The modern kitchen features a spacious center island with seating and opens to the main living area, where a cozy gas fireplace adds warmth and charm. Convenient main-level laundry makes everyday living even easier. The unfinished lower level offers incredible potential to create the space that works best for you. With a bathroom rough-in already in place, there is plenty of room for a future recreation area, guest suite, home office, gym, or additional living space. Outside, enjoy the deck overlooking the surrounding setting, along with a two-car garage for parking and additional storage. With its 2023 construction, convenient one-level living, and close proximity to Old Town Winchester, this home offers a wonderful opportunity to own a property that still feels practically new!

322 Lehigh Dr, Winchester

Listing courtesy of Property Collective. Contact:

$735,000

Exceptional space, thoughtful updates, and tremendous future potential come together in this impressive home! With a brand-new HVAC system, freshly painted interior and exterior, a freshly painted deck, and beautifully refreshed hardwood floors in the living room, much of the work has already been done for the next owner. Seller has obtained a recent professional appraisal; contact listing agent for additional information.” Step inside to a bright and welcoming interior where fresh paint gives the home a clean, updated feel. The living room features newly varnished hardwood floors, adding warmth and character to the space. The home's generous layout provides plenty of room for comfortable everyday living as well as entertaining. One of the property's most exciting features is the expansive unfinished lower level. With extensive framing already in place, this impressive space offers tremendous possibilities for future finishing. Imagine a recreation room, home theater, fitness area, home office, hobby space, guest accommodations, additional storage—or a combination of uses. Existing plumbing and mechanical components further add to the possibilities and allow buyers to envision creating a lower level tailored specifically to their needs. The outdoor living spaces are equally impressive. A large, freshly painted rear deck provides plenty of room for outdoor dining, entertaining, or simply relaxing while overlooking the backyard. Multiple covered brick porch and patio areas create even more usable outdoor space. The spacious fenced backyard is bordered by mature trees, offering a wonderful combination of privacy, open lawn, and wooded views. Additional highlights include the home's attractive brick exterior, architectural arches, numerous windows and doors providing abundant natural light, and convenient connections between the indoor and outdoor living areas. With a brand-new HVAC system, fresh interior and exterior paint, newly varnished living room floors, refreshed deck, expansive unfinished lower level, and generous outdoor living spaces, this home offers an outstanding combination of immediate improvements and exciting possibilities for the future. Move in, make it your own, and enjoy all the space this exceptional property has to offer! Bring your ideas and imagine the possibilities this exceptional property has to offer! Convenient access to Winchester Transit and WinReady on-demand transportation, with nearby service connecting residents to Downtown Winchester, Winchester Medical Center and other destinations throughout the city. The location also offers convenient access to I-81, Route 7, Route 50, Route 37, US-11 and US-522 for travel throughout the Shenandoah Valley and Northern Virginia.

3 Beds ⋅ 3 Baths

Exceptional space, thoughtful updates, and tremendous future potential come together in this impressive home! With a brand-new HVAC system, freshly painted interior and exterior, a freshly painted deck, and beautifully refreshed hardwood floors in the living room, much of the work has already been done for the next owner. Seller has obtained a recent professional appraisal; contact listing agent for additional information.” Step inside to a bright and welcoming interior where fresh paint gives the home a clean, updated feel. The living room features newly varnished hardwood floors, adding warmth and character to the space. The home's generous layout provides plenty of room for comfortable everyday living as well as entertaining. One of the property's most exciting features is the expansive unfinished lower level. With extensive framing already in place, this impressive space offers tremendous possibilities for future finishing. Imagine a recreation room, home theater, fitness area, home office, hobby space, guest accommodations, additional storage—or a combination of uses. Existing plumbing and mechanical components further add to the possibilities and allow buyers to envision creating a lower level tailored specifically to their needs. The outdoor living spaces are equally impressive. A large, freshly painted rear deck provides plenty of room for outdoor dining, entertaining, or simply relaxing while overlooking the backyard. Multiple covered brick porch and patio areas create even more usable outdoor space. The spacious fenced backyard is bordered by mature trees, offering a wonderful combination of privacy, open lawn, and wooded views. Additional highlights include the home's attractive brick exterior, architectural arches, numerous windows and doors providing abundant natural light, and convenient connections between the indoor and outdoor living areas. With a brand-new HVAC system, fresh interior and exterior paint, newly varnished living room floors, refreshed deck, expansive unfinished lower level, and generous outdoor living spaces, this home offers an outstanding combination of immediate improvements and exciting possibilities for the future. Move in, make it your own, and enjoy all the space this exceptional property has to offer! Bring your ideas and imagine the possibilities this exceptional property has to offer! Convenient access to Winchester Transit and WinReady on-demand transportation, with nearby service connecting residents to Downtown Winchester, Winchester Medical Center and other destinations throughout the city. The location also offers convenient access to I-81, Route 7, Route 50, Route 37, US-11 and US-522 for travel throughout the Shenandoah Valley and Northern Virginia.

1748 Handley Ave, Winchester

Listing courtesy of RE/MAX Real Estate Connections. Contact:

$748,900

Classic all-brick home in a highly desirable Winchester location! Well maintained and thoughtfully designed, this five bedroom, three full bath home offers timeless character, spacious living areas and exceptional convenience. The main level features a gracious living room with fireplace, cozy den with fireplace and bookshelves and a primary bedroom on the main level. Four additional bedrooms provide excellent flexibility for family or guests. The finished basement offers valuable living and recreational space. Outside, enjoy the beautifully landscaped level lot and inviting brick patio. Two car garage. Ideally situated within walking distance to Handley High School and downtown Winchester.

5 Beds ⋅ 3 Baths

Classic all-brick home in a highly desirable Winchester location! Well maintained and thoughtfully designed, this five bedroom, three full bath home offers timeless character, spacious living areas and exceptional convenience. The main level features a gracious living room with fireplace, cozy den with fireplace and bookshelves and a primary bedroom on the main level. Four additional bedrooms provide excellent flexibility for family or guests. The finished basement offers valuable living and recreational space. Outside, enjoy the beautifully landscaped level lot and inviting brick patio. Two car garage. Ideally situated within walking distance to Handley High School and downtown Winchester.

416 Briarmont Dr, Winchester

Listing courtesy of Colony Realty. Contact:

$629,900

Welcome to one level living on Summerfield Drive - one of Winchester's most desirable streets! This impeccably maintained home features tasteful hardwood floors throughout all living and bedroom spaces. Vaulted ceilings, palladain windows and a stone fireplace add character and charm. Built in 2010 by local custom builder, Patriot Homes, the quality of craftsmanship is evident at every turn! The primary suite showcases an elevated tray ceiling, walk in closet, dual sinks, jetted tub, seperate shower and water closet. Secondary bedrooms are generously sized and each offers double closets. Bay windows and frech doors adorn the office/library room. Dining area features spectacular windows and more gorgeous wood flooring. Step into the kitchen to find warm wood cabinets, quartz countertops, tile backsplash, stainless steel appliances, pantry, bar seating, a breakfast nook and gas range! The full, unfinished basement is ready for storage or your custom finished living space. Outside a brick patio and mature landscaping are the icing on the cake. Water softener installed and rough plumbing in basement. This home sits minutes from Costco, dining, shopping and more. Come see all this home has to offer at our open house on Sunday, September 20 from 12pm-2pm!

3 Beds ⋅ 2 Baths

Welcome to one level living on Summerfield Drive - one of Winchester's most desirable streets! This impeccably maintained home features tasteful hardwood floors throughout all living and bedroom spaces. Vaulted ceilings, palladain windows and a stone fireplace add character and charm. Built in 2010 by local custom builder, Patriot Homes, the quality of craftsmanship is evident at every turn! The primary suite showcases an elevated tray ceiling, walk in closet, dual sinks, jetted tub, seperate shower and water closet. Secondary bedrooms are generously sized and each offers double closets. Bay windows and frech doors adorn the office/library room. Dining area features spectacular windows and more gorgeous wood flooring. Step into the kitchen to find warm wood cabinets, quartz countertops, tile backsplash, stainless steel appliances, pantry, bar seating, a breakfast nook and gas range! The full, unfinished basement is ready for storage or your custom finished living space. Outside a brick patio and mature landscaping are the icing on the cake. Water softener installed and rough plumbing in basement. This home sits minutes from Costco, dining, shopping and more. Come see all this home has to offer at our open house on Sunday, September 20 from 12pm-2pm!

222 Summerfield, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$550,000

Discover the charm of this stunning Colonial home nestled in the desirable Freedom Manor community. Built in 2021, this residence boasts a spacious 2,904 sq. ft. layout, perfect for modern living. Freshly painted. Step inside to find an inviting open floor plan that seamlessly connects the gourmet kitchen to the family room, creating an ideal space for gatherings and everyday comfort. The kitchen is a chef's dream, featuring stainless steel appliances, a generous island, and a pantry. Enjoy the convenience of a walk-in shower in the primary bath, along with ample storage in the walk-in closet. The home also includes a cozy electric fireplace, perfect for those chilly evenings. With four well-appointed bedrooms and 2.5 bathrooms, there's plenty of room for everyone. The upper floor laundry adds to the ease of daily living, laundry machines convey with the house. The finished basement offers a versatile space perfect for entertaining, movie nights, game nights, a home gym, home office, or recreation room. The basement also offers the option to add an additional bathroom, with plumbing already roughed in and ready for finishing. Outside, the 0.19-acre lot offers a lovely front yard and a spacious rear fenced yard with a custom vinyl fence, ideal for outdoor activities or simply relaxing in the sun. Parking is a breeze with an attached two-car garage, generous sized driveway and additional on-street options. This home combines modern structure with a warm, inviting atmosphere, making it the perfect place to create lasting memories. Don't miss the opportunity to make this beautiful property your own!

4 Beds ⋅ 3 Baths

Discover the charm of this stunning Colonial home nestled in the desirable Freedom Manor community. Built in 2021, this residence boasts a spacious 2,904 sq. ft. layout, perfect for modern living. Freshly painted. Step inside to find an inviting open floor plan that seamlessly connects the gourmet kitchen to the family room, creating an ideal space for gatherings and everyday comfort. The kitchen is a chef's dream, featuring stainless steel appliances, a generous island, and a pantry. Enjoy the convenience of a walk-in shower in the primary bath, along with ample storage in the walk-in closet. The home also includes a cozy electric fireplace, perfect for those chilly evenings. With four well-appointed bedrooms and 2.5 bathrooms, there's plenty of room for everyone. The upper floor laundry adds to the ease of daily living, laundry machines convey with the house. The finished basement offers a versatile space perfect for entertaining, movie nights, game nights, a home gym, home office, or recreation room. The basement also offers the option to add an additional bathroom, with plumbing already roughed in and ready for finishing. Outside, the 0.19-acre lot offers a lovely front yard and a spacious rear fenced yard with a custom vinyl fence, ideal for outdoor activities or simply relaxing in the sun. Parking is a breeze with an attached two-car garage, generous sized driveway and additional on-street options. This home combines modern structure with a warm, inviting atmosphere, making it the perfect place to create lasting memories. Don't miss the opportunity to make this beautiful property your own!

111 Alliance Ct, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$368,000

Low maintenance living near Town, Restaurants, and Shops. This charming 2 bedroom, 2 bath home is in the 55+ community of Woodbrook Village. Enjoy walking the trails and the large comfortable Community Center for large events or cozy gatherings. Hardwood floors throughout the home and granite countertops in the kitchen with a large pantry in the laundry room. A screened in porch adds additional space opening to a small fenced in garden area for enjoying the outdoors. HOA includes lawncare, trash, water, sewer and snow removal.

2 Beds ⋅ 2 Baths

Low maintenance living near Town, Restaurants, and Shops. This charming 2 bedroom, 2 bath home is in the 55+ community of Woodbrook Village. Enjoy walking the trails and the large comfortable Community Center for large events or cozy gatherings. Hardwood floors throughout the home and granite countertops in the kitchen with a large pantry in the laundry room. A screened in porch adds additional space opening to a small fenced in garden area for enjoying the outdoors. HOA includes lawncare, trash, water, sewer and snow removal.

102 Buckwood Ln, Winchester

Listing courtesy of CENTURY 21 New Millennium. Contact:

$275,000

Tucked away in the woods of Shawneeland, this 3-bedroom, 1-bath home sits on nearly half an acre and is just 20 minutes from Winchester City. With some TLC and a little vision, this property has the potential to become a charming retreat and a place to truly make your own. Set on a partially wooded lot, the property offers peaceful surroundings and inviting outdoor spaces, including a front deck and a private rear deck. A storage shed is located in the backyard for convenience. The open-concept main level features a kitchen with upgraded quartz countertops and stainless steel appliances, a living room with a stone wood-burning fireplace, and a dining area. Also on the main level is a spacious bedroom, a full bathroom, and a dedicated laundry area. Upstairs, a spiral staircase leads to two additional bedrooms, creating a cozy and flexible layout. Enjoy the privacy and natural beauty of a wooded setting while remaining conveniently close to Winchester. Approximate updates include new roof in 2023,new water heater in 2022, new water softener in 2022, septic pumped in 2026, new pressure tank in 2024, new microwave in 2026.

3 Beds ⋅ 1 Baths

Tucked away in the woods of Shawneeland, this 3-bedroom, 1-bath home sits on nearly half an acre and is just 20 minutes from Winchester City. With some TLC and a little vision, this property has the potential to become a charming retreat and a place to truly make your own. Set on a partially wooded lot, the property offers peaceful surroundings and inviting outdoor spaces, including a front deck and a private rear deck. A storage shed is located in the backyard for convenience. The open-concept main level features a kitchen with upgraded quartz countertops and stainless steel appliances, a living room with a stone wood-burning fireplace, and a dining area. Also on the main level is a spacious bedroom, a full bathroom, and a dedicated laundry area. Upstairs, a spiral staircase leads to two additional bedrooms, creating a cozy and flexible layout. Enjoy the privacy and natural beauty of a wooded setting while remaining conveniently close to Winchester. Approximate updates include new roof in 2023,new water heater in 2022, new water softener in 2022, septic pumped in 2026, new pressure tank in 2024, new microwave in 2026.

132 Dogwood Trl, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$384,990

***OFFERING UP TO $9,500 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* The most affordable townhomes in Winchester City! END OF ROW Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversized island seating for four; perfect for entertaining and everyday living. The third level offers conveniently located laundry near the bedrooms for added convenience. Enjoy outdoor living on the 10x16 maintenance-free deck overlooking mature trees. Attached 1-car garage provides additional storage and convenience. New luxury townhomes in Winchester are selling quickly; schedule your tour today before this opportunity is gone!*Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing

3 Beds ⋅ 4 Baths

***OFFERING UP TO $9,500 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* The most affordable townhomes in Winchester City! END OF ROW Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversized island seating for four; perfect for entertaining and everyday living. The third level offers conveniently located laundry near the bedrooms for added convenience. Enjoy outdoor living on the 10x16 maintenance-free deck overlooking mature trees. Attached 1-car garage provides additional storage and convenience. New luxury townhomes in Winchester are selling quickly; schedule your tour today before this opportunity is gone!*Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing

Homesite 126 Monteith Drive, Winchester

Listing courtesy of DRB Group Realty, LLC. Contact:

$635,000

Welcome to 104 Yarrow Court, a spacious 4 bedroom, 2.5 bath Colonial tucked away on a quiet cul-de-sac in Briarwood Estates. Offering 3,437 finished square feet above grade, this home provides generous living spaces and a flexible layout with room to spread out. The main level features hardwood flooring, a formal dining room, family room off the kitchen, and a gourmet kitchen with granite countertops, stainless steel appliances, maple cabinetry, and a center island. Two fireplaces, including a double-sided gas fireplace, add warmth and character, while the sunroom offers additional space to relax or entertain. Upstairs, you will find four bedrooms, including a spacious primary suite with a walk-in closet and private bath with a soaking tub. Recent improvements include fresh interior paint, new carpet, exterior door repairs and paint, replacement window screens, and refreshed landscaping with rubber mulch. The full unfinished basement offers nearly 2,000 additional square feet for storage or future finishing. Additional features include a patio, attached 2 car garage, .27 acre lot, and convenient access to Route 7, shopping, dining, and everyday amenities.

4 Beds ⋅ 3 Baths

Welcome to 104 Yarrow Court, a spacious 4 bedroom, 2.5 bath Colonial tucked away on a quiet cul-de-sac in Briarwood Estates. Offering 3,437 finished square feet above grade, this home provides generous living spaces and a flexible layout with room to spread out. The main level features hardwood flooring, a formal dining room, family room off the kitchen, and a gourmet kitchen with granite countertops, stainless steel appliances, maple cabinetry, and a center island. Two fireplaces, including a double-sided gas fireplace, add warmth and character, while the sunroom offers additional space to relax or entertain. Upstairs, you will find four bedrooms, including a spacious primary suite with a walk-in closet and private bath with a soaking tub. Recent improvements include fresh interior paint, new carpet, exterior door repairs and paint, replacement window screens, and refreshed landscaping with rubber mulch. The full unfinished basement offers nearly 2,000 additional square feet for storage or future finishing. Additional features include a patio, attached 2 car garage, .27 acre lot, and convenient access to Route 7, shopping, dining, and everyday amenities.

104 Yarrow Ct, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$350,000

Charming 3-bedroom, 2-full-bath Cape Cod situated on .88 acres in a convenient location just minutes from Winchester City. This inviting home offers the flexibility of a main-level bedroom and full bath, along with a cozy wood-burning fireplace that adds warmth and character. Enjoy relaxing or entertaining on the welcoming front porch or side porch, with plenty of outdoor space to enjoy. A standout feature of this property is the large detached barn/garage offering 7 bays—an incredible amount of space for vehicles, equipment, storage, a workshop, hobbies, or recreational toys. With nearly an acre, a versatile floor plan, and exceptional outbuilding space, this property offers a unique combination of convenience, character, and functionality while being extremely close to Winchester.

3 Beds ⋅ 2 Baths

Charming 3-bedroom, 2-full-bath Cape Cod situated on .88 acres in a convenient location just minutes from Winchester City. This inviting home offers the flexibility of a main-level bedroom and full bath, along with a cozy wood-burning fireplace that adds warmth and character. Enjoy relaxing or entertaining on the welcoming front porch or side porch, with plenty of outdoor space to enjoy. A standout feature of this property is the large detached barn/garage offering 7 bays—an incredible amount of space for vehicles, equipment, storage, a workshop, hobbies, or recreational toys. With nearly an acre, a versatile floor plan, and exceptional outbuilding space, this property offers a unique combination of convenience, character, and functionality while being extremely close to Winchester.

144 Apple Valley Rd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

$370,000

With special financing options available, Discover the promise of your future home. This stunning Colonial-style residence all most completed. Move in your new home in just 30 days or less. This property offers a perfect blend of modern design and classic comfort. With three spacious bedrooms and two and a half bathrooms, this home is designed for both relaxation and entertaining. The interior boasts luxurious vinyl plank flooring and cozy carpet, creating a warm atmosphere throughout. An unfinished walkout basement provides endless possibilities for customization, whether you envision a home gym, a cozy den, or additional storage. Enjoy the convenience of upper-floor laundry and a driveway for easy parking. Nestled on a generous 0.27-acre level lot with possible option for expansion, this property invites you to create your own outdoor oasis. Imagine summer barbecues or quiet evenings on your future patio. With its thoughtful design, this home is waiting for your personal touch. Embrace the opportunity to make this house your dream home!

3 Beds ⋅ 3 Baths

With special financing options available, Discover the promise of your future home. This stunning Colonial-style residence all most completed. Move in your new home in just 30 days or less. This property offers a perfect blend of modern design and classic comfort. With three spacious bedrooms and two and a half bathrooms, this home is designed for both relaxation and entertaining. The interior boasts luxurious vinyl plank flooring and cozy carpet, creating a warm atmosphere throughout. An unfinished walkout basement provides endless possibilities for customization, whether you envision a home gym, a cozy den, or additional storage. Enjoy the convenience of upper-floor laundry and a driveway for easy parking. Nestled on a generous 0.27-acre level lot with possible option for expansion, this property invites you to create your own outdoor oasis. Imagine summer barbecues or quiet evenings on your future patio. With its thoughtful design, this home is waiting for your personal touch. Embrace the opportunity to make this house your dream home!

904 Panther Dr, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$365,000

With special financing options available, Discover the promise of your future home. This stunning Colonial-style residence all most completed. Move in your new home in just 30 days or less. This property offers a perfect blend of modern design and classic comfort. With three spacious bedrooms and two and a half bathrooms, this home is designed for both relaxation and entertaining. The interior boasts luxurious vinyl plank flooring and cozy carpet, creating a warm atmosphere throughout. An unfinished walkout basement provides endless possibilities for customization, whether you envision a home gym, a cozy den, or additional storage. Enjoy the convenience of upper-floor laundry and a driveway for easy parking. Nestled on a generous 0.27-acre level lot with possible option for expansion, this property invites you to create your own outdoor oasis. Imagine summer barbecues or quiet evenings on your future patio. With its thoughtful design, this home is waiting for your personal touch. Embrace the opportunity to make this house your dream home!

3 Beds ⋅ 3 Baths

With special financing options available, Discover the promise of your future home. This stunning Colonial-style residence all most completed. Move in your new home in just 30 days or less. This property offers a perfect blend of modern design and classic comfort. With three spacious bedrooms and two and a half bathrooms, this home is designed for both relaxation and entertaining. The interior boasts luxurious vinyl plank flooring and cozy carpet, creating a warm atmosphere throughout. An unfinished walkout basement provides endless possibilities for customization, whether you envision a home gym, a cozy den, or additional storage. Enjoy the convenience of upper-floor laundry and a driveway for easy parking. Nestled on a generous 0.27-acre level lot with possible option for expansion, this property invites you to create your own outdoor oasis. Imagine summer barbecues or quiet evenings on your future patio. With its thoughtful design, this home is waiting for your personal touch. Embrace the opportunity to make this house your dream home!

902 Panther Dr, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$499,900

Step into a piece of Winchester history, thoughtfully restored and completely renovated in 2025 while preserving the character and craftsmanship that make this historic home so special. Originally built in 1865, this downtown Winchester property has been extensively updated from top to bottom, blending modern comfort with carefully preserved historic details. The kitchen was returned to its original central location within the home, where restored handmade cabinets were thoughtfully combined with new cabinetry and African Mahogany open shelving. The ceiling was raised and a dormer added to bring in additional natural light, while original brick was exposed on two walls. Reclaimed original wood was given new life throughout the space, creating beautiful beams, trim, and a distinctive vent hood. A dedicated coffee area with bar sink adds both function and charm. The main living spaces were opened up by removing the wall between the entry hall and living room, while the doorway to the restored kitchen was widened to create an inviting, connected floor plan. The fireplace was enhanced with gas logs, and even a trap door adds an unexpected touch of history and character. Original hard pine floors in the living room and kitchen were carefully restored, preserving the warmth and authenticity of the home. A new Dutch door welcomes you at the front entrance. The 2025 renovation also brought extensive structural and mechanical improvements, including a new metal roof, new gas furnace, new air conditioning system, upgraded 200-amp electrical service, and a repointed and reinforced brick foundation. A 22' x 16' addition expands the living space and features durable board-and-batten metal siding. Outdoor living was thoughtfully designed as well, with a new 22' x 10' deck featuring wire railing. The space beneath the deck includes a concrete pad and has been waterproofed, creating additional usable outdoor living space. A separate 22' x 9'9" concrete pad has also been added and prepped for electrical, ready for a future hot tub. From the original brick and restored floors to the reclaimed wood details and preserved architectural elements, small pieces of the home's history have been intentionally saved throughout. Every update was completed with an appreciation for what came before, resulting in a home that feels both historic and fresh. With its downtown Winchester location, extensive 2025 renovation, and rare combination of historic craftsmanship and modern amenities, this is a home that truly offers the best of both worlds.

3 Beds ⋅ 3 Baths

Step into a piece of Winchester history, thoughtfully restored and completely renovated in 2025 while preserving the character and craftsmanship that make this historic home so special. Originally built in 1865, this downtown Winchester property has been extensively updated from top to bottom, blending modern comfort with carefully preserved historic details. The kitchen was returned to its original central location within the home, where restored handmade cabinets were thoughtfully combined with new cabinetry and African Mahogany open shelving. The ceiling was raised and a dormer added to bring in additional natural light, while original brick was exposed on two walls. Reclaimed original wood was given new life throughout the space, creating beautiful beams, trim, and a distinctive vent hood. A dedicated coffee area with bar sink adds both function and charm. The main living spaces were opened up by removing the wall between the entry hall and living room, while the doorway to the restored kitchen was widened to create an inviting, connected floor plan. The fireplace was enhanced with gas logs, and even a trap door adds an unexpected touch of history and character. Original hard pine floors in the living room and kitchen were carefully restored, preserving the warmth and authenticity of the home. A new Dutch door welcomes you at the front entrance. The 2025 renovation also brought extensive structural and mechanical improvements, including a new metal roof, new gas furnace, new air conditioning system, upgraded 200-amp electrical service, and a repointed and reinforced brick foundation. A 22' x 16' addition expands the living space and features durable board-and-batten metal siding. Outdoor living was thoughtfully designed as well, with a new 22' x 10' deck featuring wire railing. The space beneath the deck includes a concrete pad and has been waterproofed, creating additional usable outdoor living space. A separate 22' x 9'9" concrete pad has also been added and prepped for electrical, ready for a future hot tub. From the original brick and restored floors to the reclaimed wood details and preserved architectural elements, small pieces of the home's history have been intentionally saved throughout. Every update was completed with an appreciation for what came before, resulting in a home that feels both historic and fresh. With its downtown Winchester location, extensive 2025 renovation, and rare combination of historic craftsmanship and modern amenities, this is a home that truly offers the best of both worlds.

510 S Cameron St, Winchester

Listing courtesy of Samson Properties. Contact:

$634,900

Your Next Chapter Starts Here! Space, style, flexibility, and a backyard made for entertaining — all tucked away on a quiet cul-de-sac in desirable Oakdale Crossing. This impressive 5-bedroom, 4-bathroom, three-level Colonial, with new roof (2026), delivers the kind of versatile space today’s buyers are looking for, with room to work from home, host friends, grow your household, or create the ultimate hangout zone. Start with the front wraparound porch, the perfect spot for morning coffee or winding down at the end of the day. Out back, the fun really begins: multiple composite decks with a pergola overlook a private, fully fenced yard backed by mature trees, creating your own outdoor retreat. The 20' x 30' saltwater above-ground pool takes summer entertaining to the next level. Inside, beautiful hardwood floors run throughout the main and upper levels. The main level offers an easy-flowing layout with a welcoming family room featuring a gas fireplace, separate dining and living rooms, plus a spacious kitchen with upgraded countertops, breakfast bar, and breakfast room. The first floor also includes a bedroom and full bathroom — ideal for guests, a home office, or flexible living arrangements. Upstairs, the spacious primary suite feels like a private escape, complete with double sinks, jetted tub, walk-in shower, and walk-in closet. Three additional bedrooms, a full bathroom, and conveniently located laundry complete the upper level. And then there’s the lower level — a huge bonus space ready for whatever your lifestyle demands. The large family room with wet bar is made for movie nights, game days, parties, or a dedicated entertainment space. An additional room plus a full bathroom offers incredible flexibility for a home gym, office, guest suite, teen hangout, or potential in-law setup. Outside your front door, you're conveniently located near Winchester Country Club, shopping, restaurants, and schools, giving you the best of both convenience and neighborhood living. This isn't just a house — it's the space to live the way you want now, with room for whatever comes next.

5 Beds ⋅ 4 Baths

Your Next Chapter Starts Here! Space, style, flexibility, and a backyard made for entertaining — all tucked away on a quiet cul-de-sac in desirable Oakdale Crossing. This impressive 5-bedroom, 4-bathroom, three-level Colonial, with new roof (2026), delivers the kind of versatile space today’s buyers are looking for, with room to work from home, host friends, grow your household, or create the ultimate hangout zone. Start with the front wraparound porch, the perfect spot for morning coffee or winding down at the end of the day. Out back, the fun really begins: multiple composite decks with a pergola overlook a private, fully fenced yard backed by mature trees, creating your own outdoor retreat. The 20' x 30' saltwater above-ground pool takes summer entertaining to the next level. Inside, beautiful hardwood floors run throughout the main and upper levels. The main level offers an easy-flowing layout with a welcoming family room featuring a gas fireplace, separate dining and living rooms, plus a spacious kitchen with upgraded countertops, breakfast bar, and breakfast room. The first floor also includes a bedroom and full bathroom — ideal for guests, a home office, or flexible living arrangements. Upstairs, the spacious primary suite feels like a private escape, complete with double sinks, jetted tub, walk-in shower, and walk-in closet. Three additional bedrooms, a full bathroom, and conveniently located laundry complete the upper level. And then there’s the lower level — a huge bonus space ready for whatever your lifestyle demands. The large family room with wet bar is made for movie nights, game days, parties, or a dedicated entertainment space. An additional room plus a full bathroom offers incredible flexibility for a home gym, office, guest suite, teen hangout, or potential in-law setup. Outside your front door, you're conveniently located near Winchester Country Club, shopping, restaurants, and schools, giving you the best of both convenience and neighborhood living. This isn't just a house — it's the space to live the way you want now, with room for whatever comes next.

314 Huntersridge Rd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

$471,000

A must see property! This is a beautifull well kept colonial house with 3 bedrooms, 2 full bath and 1 half bath. The basement is unfinish but is ready to be build. As you enter the main level, you will see a nice welcoming livingroom, diningroom and beautiful granite countertops in the kitchen, with stainless steel appliances and high effitiency washer and dryer to the side. From the kitchen you can easily walkout to a huge concrete patio for a great family cookout and joyful huge backyard. The back yard is infenced with 6ft tall white vinyl privacy fence that makes it look very elegant and secured... In the upper level of the house, you will find the masterbedroom with a masterbath, and a second bath for the 2 other bedroom. This property is minutes away from the Winchester Historic downtown and a short drive to Shenandoah University. This is a well kept property and is waiting for you to make it yours! Schedule your showing online and allow time since the seller has two little dogs to take care off when you go show it. There are video cameras at the property.

3 Beds ⋅ 3 Baths

A must see property! This is a beautifull well kept colonial house with 3 bedrooms, 2 full bath and 1 half bath. The basement is unfinish but is ready to be build. As you enter the main level, you will see a nice welcoming livingroom, diningroom and beautiful granite countertops in the kitchen, with stainless steel appliances and high effitiency washer and dryer to the side. From the kitchen you can easily walkout to a huge concrete patio for a great family cookout and joyful huge backyard. The back yard is infenced with 6ft tall white vinyl privacy fence that makes it look very elegant and secured... In the upper level of the house, you will find the masterbedroom with a masterbath, and a second bath for the 2 other bedroom. This property is minutes away from the Winchester Historic downtown and a short drive to Shenandoah University. This is a well kept property and is waiting for you to make it yours! Schedule your showing online and allow time since the seller has two little dogs to take care off when you go show it. There are video cameras at the property.

421 Longview Ave, Winchester

Listing courtesy of Samson Properties. Contact:

$525,000

Offering three luxuriously finished levels, extensive upgrades, and a backyard designed for entertaining, this 4 bed/3.5 bath colonial is a MUST-SEE! Step inside to a grand foyer with soaring 12-foot ceilings and walls of windows flooding the home with natural light throughout. The main level features a dedicated study room accented by striking arched windows, spacious living and dining areas, an open kitchen with a window overlooking the serene backyard, and a showstopping family room wrapped in eight oversized windows with transoms that frame views of the outdoors and create a bright, airy gathering space centered around a cozy fireplace. Step outside to your own backyard retreat—an entertainer’s dream with an expansive, fully fenced lawn, large low-maintenance composite deck, spacious brick patio, and custom-built outdoor brick fireplace. Imagine summer cookouts on the deck, evenings around the fire, or simply enjoying the abundance of your own private open space. Upstairs, the expansive primary suite feels like a retreat of its own, featuring a separate sitting area perfect for a reading nook or quiet place to unwind, and two walk-in closets, including one conveniently located within the ensuite bath. The spacious primary bath features dual vanities, an oversized walk-in shower, private water closet, and dedicated space ready to add the relaxing soaking tub of your dreams. The upper level is completed by three additional spacious bedrooms with ample closet space, including one with its own walk-in closet, plus an LG washer and dryer conveniently tucked behind closed doors in the hallway for out-of-sight laundry. Head downstairs to the fully finished basement, offering even more versatile living space with a spacious recreation room and full bathroom next to a bonus room with generous closet space—giving you the flexibility to create the guest space, media room, playroom, home gym, or hobby space that fits your lifestyle. The home’s biggest-ticket improvements have already been taken care of, saving you thousands in future costly upgrades! Updates include a newer roof and siding, HVAC systems, water heater, upgraded insulation, sump pump, irrigation system, water softener, radon mitigation system, and whole-house generator, providing the ultimate peace of mind and backup power when the neighborhood experiences an outage. This home presents a RARE OPPORTUNITY, priced significantly below the tax assessed value. Seller welcomes ALL offers—bring yours and make this home your own!

4 Beds ⋅ 4 Baths

Offering three luxuriously finished levels, extensive upgrades, and a backyard designed for entertaining, this 4 bed/3.5 bath colonial is a MUST-SEE! Step inside to a grand foyer with soaring 12-foot ceilings and walls of windows flooding the home with natural light throughout. The main level features a dedicated study room accented by striking arched windows, spacious living and dining areas, an open kitchen with a window overlooking the serene backyard, and a showstopping family room wrapped in eight oversized windows with transoms that frame views of the outdoors and create a bright, airy gathering space centered around a cozy fireplace. Step outside to your own backyard retreat—an entertainer’s dream with an expansive, fully fenced lawn, large low-maintenance composite deck, spacious brick patio, and custom-built outdoor brick fireplace. Imagine summer cookouts on the deck, evenings around the fire, or simply enjoying the abundance of your own private open space. Upstairs, the expansive primary suite feels like a retreat of its own, featuring a separate sitting area perfect for a reading nook or quiet place to unwind, and two walk-in closets, including one conveniently located within the ensuite bath. The spacious primary bath features dual vanities, an oversized walk-in shower, private water closet, and dedicated space ready to add the relaxing soaking tub of your dreams. The upper level is completed by three additional spacious bedrooms with ample closet space, including one with its own walk-in closet, plus an LG washer and dryer conveniently tucked behind closed doors in the hallway for out-of-sight laundry. Head downstairs to the fully finished basement, offering even more versatile living space with a spacious recreation room and full bathroom next to a bonus room with generous closet space—giving you the flexibility to create the guest space, media room, playroom, home gym, or hobby space that fits your lifestyle. The home’s biggest-ticket improvements have already been taken care of, saving you thousands in future costly upgrades! Updates include a newer roof and siding, HVAC systems, water heater, upgraded insulation, sump pump, irrigation system, water softener, radon mitigation system, and whole-house generator, providing the ultimate peace of mind and backup power when the neighborhood experiences an outage. This home presents a RARE OPPORTUNITY, priced significantly below the tax assessed value. Seller welcomes ALL offers—bring yours and make this home your own!

114 Nassau Dr, Winchester

Listing courtesy of RE/MAX Galaxy. Contact:

$293,900

Fresh, stylish, and move-in ready! Welcome to 621 Watson Avenue, a beautifully refreshed 3-bedroom, 1.5-bath duplex offering a wonderful blend of classic character and modern updates. Step inside to find freshly painted walls and beautiful hardwood floors that create a bright, inviting atmosphere throughout the main living areas. The updated kitchen features new cabinetry and stainless steel appliances, creating a clean, contemporary space perfect for everyday living and entertaining. Both bathrooms have also been thoughtfully updated, adding to the home’s fresh and modern appeal. Enjoy your morning coffee or unwind at the end of the day on the covered front porch. The partially fenced yard provides space to enjoy the outdoors, while the storage shed offers convenient additional space for tools, lawn equipment, and seasonal items. Convenient rear-entry parking provides easy access to the home, with additional street parking available in front. The unfinished basement provides valuable additional storage and utility space. With its attractive updates, functional floor plan, outdoor space, storage shed, and convenient parking, 621 Watson Avenue is a standout opportunity in Winchester! Whether you're searching for a comfortable place to call home or a great investment property, this beautifully refreshed duplex is ready for its next owner. Schedule your tour on ShowingTime today and see why 621 Watson Avenue stands out!

3 Beds ⋅ 2 Baths

Fresh, stylish, and move-in ready! Welcome to 621 Watson Avenue, a beautifully refreshed 3-bedroom, 1.5-bath duplex offering a wonderful blend of classic character and modern updates. Step inside to find freshly painted walls and beautiful hardwood floors that create a bright, inviting atmosphere throughout the main living areas. The updated kitchen features new cabinetry and stainless steel appliances, creating a clean, contemporary space perfect for everyday living and entertaining. Both bathrooms have also been thoughtfully updated, adding to the home’s fresh and modern appeal. Enjoy your morning coffee or unwind at the end of the day on the covered front porch. The partially fenced yard provides space to enjoy the outdoors, while the storage shed offers convenient additional space for tools, lawn equipment, and seasonal items. Convenient rear-entry parking provides easy access to the home, with additional street parking available in front. The unfinished basement provides valuable additional storage and utility space. With its attractive updates, functional floor plan, outdoor space, storage shed, and convenient parking, 621 Watson Avenue is a standout opportunity in Winchester! Whether you're searching for a comfortable place to call home or a great investment property, this beautifully refreshed duplex is ready for its next owner. Schedule your tour on ShowingTime today and see why 621 Watson Avenue stands out!

621 Watson Ave, Winchester

Listing courtesy of Samson Properties. Contact:

$479,900

This lovingly maintained two-owner Colonial has been thoughtfully cared for and improved since 1994, offering the character of an established home with many of the updates today's buyers are looking for. Homes in this sought-after neighborhood rarely come to market, making this a special opportunity in one of the area's most convenient commuter locations. Inside, you'll find a comfortable blend of hardwood, tile, and carpet flooring, built-in shelving, fresh paint in many areas, and charming details including chair rail and crown molding in select rooms. The living area features an antique stained-glass mantle that has been beautifully refinished and incorporated above the gas fireplace, creating a distinctive focal point. Upstairs, four large bedrooms provide plenty of comfortable living space, including a spacious primary bedroom with its own private bathroom. A finished and conditioned third-floor loft adds a huge, flexible bonus space ready to meet your needs; perfect for a 5th bedroom, playroom, office, game room, or additional living area. Storage abounds throughout this versatile space, offering possibilities to suit a variety of lifestyles. The kitchen is designed for both everyday living and entertaining, with an oversized island offering abundant storage, a butcher block top, and an eat-up bar area. Granite countertops are complemented by a white subway tile backsplash and a dramatic floor-to-ceiling accent wall. Recent improvements include a new water softener, a 2018 water heater, and a new washer and dryer installed in 2026. The HVAC systems are approximately two and three years old and have been recently serviced. The roof is less than five years old, while newer HardieBoard siding and windows provide additional peace of mind. Step outside to the large covered rear porch, finished with beadboard and a ceiling fan, overlooking the spacious fenced backyard. Mature trees and established landscaping create a private setting that is ideal for relaxing, entertaining, or enjoying outdoor time. The paved driveway adds convenience, while the no-HOA neighborhood provides added flexibility. Perfectly positioned close to town, schools, and everyday amenities while offering quick access to Route 7 for commuters, this home combines a well-established neighborhood setting with an exceptionally convenient location. A home with genuine character, meaningful improvements, and a level of care that is evident throughout.

5 Beds ⋅ 3 Baths

This lovingly maintained two-owner Colonial has been thoughtfully cared for and improved since 1994, offering the character of an established home with many of the updates today's buyers are looking for. Homes in this sought-after neighborhood rarely come to market, making this a special opportunity in one of the area's most convenient commuter locations. Inside, you'll find a comfortable blend of hardwood, tile, and carpet flooring, built-in shelving, fresh paint in many areas, and charming details including chair rail and crown molding in select rooms. The living area features an antique stained-glass mantle that has been beautifully refinished and incorporated above the gas fireplace, creating a distinctive focal point. Upstairs, four large bedrooms provide plenty of comfortable living space, including a spacious primary bedroom with its own private bathroom. A finished and conditioned third-floor loft adds a huge, flexible bonus space ready to meet your needs; perfect for a 5th bedroom, playroom, office, game room, or additional living area. Storage abounds throughout this versatile space, offering possibilities to suit a variety of lifestyles. The kitchen is designed for both everyday living and entertaining, with an oversized island offering abundant storage, a butcher block top, and an eat-up bar area. Granite countertops are complemented by a white subway tile backsplash and a dramatic floor-to-ceiling accent wall. Recent improvements include a new water softener, a 2018 water heater, and a new washer and dryer installed in 2026. The HVAC systems are approximately two and three years old and have been recently serviced. The roof is less than five years old, while newer HardieBoard siding and windows provide additional peace of mind. Step outside to the large covered rear porch, finished with beadboard and a ceiling fan, overlooking the spacious fenced backyard. Mature trees and established landscaping create a private setting that is ideal for relaxing, entertaining, or enjoying outdoor time. The paved driveway adds convenience, while the no-HOA neighborhood provides added flexibility. Perfectly positioned close to town, schools, and everyday amenities while offering quick access to Route 7 for commuters, this home combines a well-established neighborhood setting with an exceptionally convenient location. A home with genuine character, meaningful improvements, and a level of care that is evident throughout.

109 Julee Dr, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$325,000

Welcome home! This beautifully maintained two-level home offers 4 bedrooms and 2 full bathrooms in the heart of Winchester. Warm and inviting, the home features a comfortable, functional layout with classic charm and thoughtful updates throughout. Pride of ownership is evident in every detail, both inside and out. Enjoy spacious living areas, a fully fenced yard perfect for relaxing or entertaining, and a private driveway for convenient off-street parking. Ideally located close to downtown Winchester, shopping, dining, and commuter routes. Move-in ready and waiting for you to make it your own!

4 Beds ⋅ 2 Baths

Welcome home! This beautifully maintained two-level home offers 4 bedrooms and 2 full bathrooms in the heart of Winchester. Warm and inviting, the home features a comfortable, functional layout with classic charm and thoughtful updates throughout. Pride of ownership is evident in every detail, both inside and out. Enjoy spacious living areas, a fully fenced yard perfect for relaxing or entertaining, and a private driveway for convenient off-street parking. Ideally located close to downtown Winchester, shopping, dining, and commuter routes. Move-in ready and waiting for you to make it your own!

805 S Kent St, Winchester

Listing courtesy of Weichert, REALTORS. Contact:

$535,000

Welcome home to 100 Winns Circle, perfectly situated on a generous 0.4-acre corner lot in Pioneer Heights. Located less than 5 minutes from Route 7 east of Winchester, this beautifully updated property offers the rare combination of neighborhood living without close neighbors or crowded structures. Step inside to find a freshly painted interior bathed in natural light, thanks to oversized Andersen windows and new LED lighting throughout. The main level features gleaming hardwood floors in the formal dining room and a massive living room centered around a magnificent floor-to-ceiling stone wood-burning fireplace. From here, premium patio swing doors open to a large rear deck—ideal for entertaining or relaxing. The kitchen is a chef's delight, outfitted with pristine oak cabinets, Corian countertops, brand-new LVP flooring, and new appliances, including a side-by-side refrigerator and slim-profile microwave. Upstairs, the layout is designed for modern living. The spacious primary suite acts as a private wing, cleverly partitioned away from the other bedrooms to include a dedicated home office space and a large bath with a two-person Jacuzzi tub. Practical upgrades abound, ensuring total peace of mind: a new second-floor gas furnace and A/C (warranty conveys), a new 50-gallon gas water heater, a new radon fan system, and upgraded blown-in attic insulation. The oversized two-car garage features a newly epoxied floor, built-in shelving, an extra refrigerator, and a convenient door to the rear deck. Below, an expansive walkout basement with double doors, a concrete patio, and a workshop area stands ready for your storage needs or future finishing. With zero-maintenance front porch PVC railings, a freshly sealed level asphalt driveway, and an incredibly low HOA fee of just $115/year, this move-in-ready gem is an absolute must-see!

4 Beds ⋅ 3 Baths

Welcome home to 100 Winns Circle, perfectly situated on a generous 0.4-acre corner lot in Pioneer Heights. Located less than 5 minutes from Route 7 east of Winchester, this beautifully updated property offers the rare combination of neighborhood living without close neighbors or crowded structures. Step inside to find a freshly painted interior bathed in natural light, thanks to oversized Andersen windows and new LED lighting throughout. The main level features gleaming hardwood floors in the formal dining room and a massive living room centered around a magnificent floor-to-ceiling stone wood-burning fireplace. From here, premium patio swing doors open to a large rear deck—ideal for entertaining or relaxing. The kitchen is a chef's delight, outfitted with pristine oak cabinets, Corian countertops, brand-new LVP flooring, and new appliances, including a side-by-side refrigerator and slim-profile microwave. Upstairs, the layout is designed for modern living. The spacious primary suite acts as a private wing, cleverly partitioned away from the other bedrooms to include a dedicated home office space and a large bath with a two-person Jacuzzi tub. Practical upgrades abound, ensuring total peace of mind: a new second-floor gas furnace and A/C (warranty conveys), a new 50-gallon gas water heater, a new radon fan system, and upgraded blown-in attic insulation. The oversized two-car garage features a newly epoxied floor, built-in shelving, an extra refrigerator, and a convenient door to the rear deck. Below, an expansive walkout basement with double doors, a concrete patio, and a workshop area stands ready for your storage needs or future finishing. With zero-maintenance front porch PVC railings, a freshly sealed level asphalt driveway, and an incredibly low HOA fee of just $115/year, this move-in-ready gem is an absolute must-see!

100 Winns Cir, Winchester

Listing courtesy of NetRealtyNow.com, LLC. Contact:

$385,000

You are going to love this spacious, one-level ranch located on a half-acre lot in a great location! Here are some of the key features and recent updates: - Huge 20x26 family room with Red Oak hardwood floors, a brick fireplace, and newly replaced French doors that open onto a large L-shaped front deck. - Bedrooms & Baths: New paint and new flooring throughout bedrooms and bathrooms master bath features a new vanity and new ceramic tile flooring, which is also featured in the hallway bath. master bedroom has full bath -Laundry: 8x8 laundry room complete with washer, dryer, cabinets, and counter space. -Kitchen and living room has Bruce flooring All new painting through out house - Upgrades: New ceiling fans in all rooms. The water pump, septic tank, and attic air handler for the AC unit have all been replaced. Both decks have been recently remodeled and resealed. - Garaging & Parking: you are going to love the Oversized 20x28 garage with front and back entry doors, plus a second attached 12×20 garage with entry door from the main garage! Large driveway with a 10+ car capacity and turnaround area. - Outdoor Space: Fenced backyard with a 10x12 back deck and beautiful pastoral views in both the front and back. Large L-shaped deck on front of house This home offers peaceful country living while remaining convenient to local grocery stores, restaurants, gas stations, schools, and major commuter routes this ranch offers the space & amenities you been dreaming of....... LOOK NO FURTHER!

4 Beds ⋅ 2 Baths

You are going to love this spacious, one-level ranch located on a half-acre lot in a great location! Here are some of the key features and recent updates: - Huge 20x26 family room with Red Oak hardwood floors, a brick fireplace, and newly replaced French doors that open onto a large L-shaped front deck. - Bedrooms & Baths: New paint and new flooring throughout bedrooms and bathrooms master bath features a new vanity and new ceramic tile flooring, which is also featured in the hallway bath. master bedroom has full bath -Laundry: 8x8 laundry room complete with washer, dryer, cabinets, and counter space. -Kitchen and living room has Bruce flooring All new painting through out house - Upgrades: New ceiling fans in all rooms. The water pump, septic tank, and attic air handler for the AC unit have all been replaced. Both decks have been recently remodeled and resealed. - Garaging & Parking: you are going to love the Oversized 20x28 garage with front and back entry doors, plus a second attached 12×20 garage with entry door from the main garage! Large driveway with a 10+ car capacity and turnaround area. - Outdoor Space: Fenced backyard with a 10x12 back deck and beautiful pastoral views in both the front and back. Large L-shaped deck on front of house This home offers peaceful country living while remaining convenient to local grocery stores, restaurants, gas stations, schools, and major commuter routes this ranch offers the space & amenities you been dreaming of....... LOOK NO FURTHER!

178 Payne Rd, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$359,000

Nestled on a quiet cul-de-sac surrounded by mature trees in the highly desirable Orchard Hills Subdivision with no HOA fees or restrictions, this traditional all-brick home features 3 bedrooms, 1.5 bathrooms, a 2-car driveway, and three beautifully finished levels of move-in-ready living space. From the tree-lined sidewalks and charming street lighting, you are welcomed onto a main level boasting gorgeous original hardwood floors, a convenient main-level half bath, a spacious formal dining room, and a warm living room anchored by a cozy wood-burning fireplace. The efficient kitchen offers a brand-new stove, plenty of storage and prep space, and a dedicated pantry for ultimate organization. The entire home has been freshly painted inside, with brand-new carpet installed across the stairs and bedrooms—including the large primary bedroom upstairs. Head downstairs to find a full, finished basement that provides additional living space, an abundance of extra storage, and a dedicated laundry area. Major mechanical updates offer complete peace of mind, including an all-brick exterior, a newer roof, newer HVAC, and newer windows throughout. Step outside to your private oasis—an extensive patio framed by beautiful mature trees that backs directly to the scenic Park Place Park, offering an extended backyard feel and peaceful views with no rear neighbors. Complete with a large storage shed to easily house all of your tools, lawn equipment, or outdoor gear. Conveniently located near shopping, dining, walking trails, and major commuter routes. Come see this home and schedule your private tour today!

3 Beds ⋅ 2 Baths

Nestled on a quiet cul-de-sac surrounded by mature trees in the highly desirable Orchard Hills Subdivision with no HOA fees or restrictions, this traditional all-brick home features 3 bedrooms, 1.5 bathrooms, a 2-car driveway, and three beautifully finished levels of move-in-ready living space. From the tree-lined sidewalks and charming street lighting, you are welcomed onto a main level boasting gorgeous original hardwood floors, a convenient main-level half bath, a spacious formal dining room, and a warm living room anchored by a cozy wood-burning fireplace. The efficient kitchen offers a brand-new stove, plenty of storage and prep space, and a dedicated pantry for ultimate organization. The entire home has been freshly painted inside, with brand-new carpet installed across the stairs and bedrooms—including the large primary bedroom upstairs. Head downstairs to find a full, finished basement that provides additional living space, an abundance of extra storage, and a dedicated laundry area. Major mechanical updates offer complete peace of mind, including an all-brick exterior, a newer roof, newer HVAC, and newer windows throughout. Step outside to your private oasis—an extensive patio framed by beautiful mature trees that backs directly to the scenic Park Place Park, offering an extended backyard feel and peaceful views with no rear neighbors. Complete with a large storage shed to easily house all of your tools, lawn equipment, or outdoor gear. Conveniently located near shopping, dining, walking trails, and major commuter routes. Come see this home and schedule your private tour today!

812 Appleseed Ct, Winchester

Listing courtesy of Realty FC. Contact:

$339,900

Come see what makes Willow Lawn, a 55+ community, such a desirable place to call home! This inviting one owner Winchester home offers a comfortable blend of charm, functionality, and everyday convenience. The Floorplan is open and contemporary. The Great Room has Cathedral Ceilings and is very spacious. The grounds are taken care of by the community so life is easy. One level living w/ newer HVAC, a 4 year old roof, LVP flooring, updated bath, 2 bedrooms + 2 full bath. The 1 car garage is heated and cooled for year round comfort. There is space for a car and small workshop. You'll feel welcomed in this neighborly community where people walk, socialize and have planned activities at the well appointed Community Center. It is right around the corner from this home. Also, this home is located near the Abrams Creek Wetlands Preserve, perfect for walking + biking. Hospital + Down Town Winchester are 10 minutes away. Priced well and ready for you, come take a look today.

2 Beds ⋅ 2 Baths

Come see what makes Willow Lawn, a 55+ community, such a desirable place to call home! This inviting one owner Winchester home offers a comfortable blend of charm, functionality, and everyday convenience. The Floorplan is open and contemporary. The Great Room has Cathedral Ceilings and is very spacious. The grounds are taken care of by the community so life is easy. One level living w/ newer HVAC, a 4 year old roof, LVP flooring, updated bath, 2 bedrooms + 2 full bath. The 1 car garage is heated and cooled for year round comfort. There is space for a car and small workshop. You'll feel welcomed in this neighborly community where people walk, socialize and have planned activities at the well appointed Community Center. It is right around the corner from this home. Also, this home is located near the Abrams Creek Wetlands Preserve, perfect for walking + biking. Hospital + Down Town Winchester are 10 minutes away. Priced well and ready for you, come take a look today.

1847 Melvor Ln, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$375,000

265 McDonald Rd is a 1-story Winchester home built in 1974 with a lower level and connected outdoor spaces. The kitchen includes cabinet storage, a preparation counter, and an adjoining area for dining. The main living room provides space for seating, with an additional finished room on the lower level. The primary bedroom includes a walk-in closet with shelving for organization and an adjoining bathroom with a shower and vanity. A rear deck connects to the home through sliding doors, extending the usable space outdoors. A dedicated laundry area includes cabinetry and a folding counter. The layout combines everyday living with practical storage.

3 Beds ⋅ 2 Baths

265 McDonald Rd is a 1-story Winchester home built in 1974 with a lower level and connected outdoor spaces. The kitchen includes cabinet storage, a preparation counter, and an adjoining area for dining. The main living room provides space for seating, with an additional finished room on the lower level. The primary bedroom includes a walk-in closet with shelving for organization and an adjoining bathroom with a shower and vanity. A rear deck connects to the home through sliding doors, extending the usable space outdoors. A dedicated laundry area includes cabinetry and a folding counter. The layout combines everyday living with practical storage.

265 Mcdonald Rd, Winchester

Listing courtesy of Open Door Brokerage, LLC. Contact: