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Come and discover this impressive beauty where easy main-level living meets exceptional indoor-outdoor entertaining. This beautifully appointed Cape Cod offers the convenience of a spacious main-level primary suite, while the heart of the home flows seamlessly from the well-appointed kitchen to a covered rear porch overlooking the sparkling inground pool and hot tub. With ceiling fans and a TV, the covered porch is an inviting gathering space for morning coffee, lazy summer afternoons, or movie night—truly an extension of the home all year long. Inside, the main level offers an ideal blend of an open floorplan and defined rooms with gleaming hardwood floors, soaring ceilings, crown molding, beautiful fresh paint, and an abundance of natural light. The kitchen features generous cabinet storage and prep space,a gas cook top, double ovens, built in microwave, a center island, and breakfast nook with direct access to the covered porch and expansive patio & pool area, making indoor-outdoor entertaining effortless. From the kitchen flow into the spacious living room with charming built-ins to find a warm and inviting place to relax and watch TV while being part of the action. This home also has a formal dining and living room (currently used as office) that flank the welcoming and generously sized foyer. The large main-level primary suite offers a private retreat with a relaxing en-suite bath featuring a soaking tub, step in shower, and huge walk-in closet. The main level is also home to laundry room and gorgeous powder room. Upstairs, three generously sized bedrooms share a full bath, providing comfortable accommodations for family and guests along with a loft area perfect as play area or reading nook. The versatile lower level expands the living space with ceramic tile throughout, a spacious recreation area, full bath, and finished room with closet that could serve as a fifth bedroom, home office, guest space, gym, media room, or game room. Outside, the covered rear porch, expansive patio, inground pool, and hot tub create a backyard designed for enjoying home to the fullest. The inviting front porch adds another charming outdoor space, perfect for morning coffee or winding down at the end of the day. A two-car garage, newer roof (2025), two-zone HVAC, and desirable corner-lot setting add to the home's appeal. Meaningful updates include new pool cover (3 years old), pool pump (2 years old) and brand new sand filter. Located in the quiet, Oakdale Crossing neighborhood, this home offers convenient access to Jim Barnett Park, Shenandoah University, Schools, Costco, Apple Blossom Mall, Winchester Country Club, and everyday amenities. Whether you're looking for the ease of main-level living, a comfortable home for entertaining, or your own private backyard retreat, 200 Fairfield Drive offers a wonderful combination of comfort, convenience, and lifestyle.

200 Fairfield Dr, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$415,000

Don't miss this nearly new townhouse in Rossum Crossing! With 4 bedrooms, 3.5 bathrooms, over 2,000 square feet of finished space, and a one-car garage, this home offers plenty of room and a great layout for everyday living. The lower level features a private bedroom with its own full bathroom, including a tiled walk-in shower, along with direct access to the rear yard. Upstairs, you'll find a bright, open floor plan with a spacious living room that flows right into the kitchen. The kitchen features upgraded white quartz countertops, white cabinetry, stainless steel appliances, a center island, pantry, and counter space for bar seating. Just beyond the kitchen is a half bathroom and a convenient area for a dining table, along with a door leading to a future deck. The upper level includes a primary suite with a walk-in closet and private bathroom featuring a tiled walk-in shower. Two additional bedrooms share a full hall bathroom, making this a practical setup for family or guests. A laundry closet with a stacked washer and dryer completes the upper level. Don't worry about mowing again! This HOA includes mowing in front and rear as well as trash service. This home is conveniently located near many shopping and dining options and close to all major commuting routes for easy access to many areas.

Don't miss this nearly new townhouse in Rossum Crossing! With 4 bedrooms, 3.5 bathrooms, over 2,000 square feet of finished space, and a one-car garage, this home offers plenty of room and a great layout for everyday living. The lower level features a private bedroom with its own full bathroom, including a tiled walk-in shower, along with direct access to the rear yard. Upstairs, you'll find a bright, open floor plan with a spacious living room that flows right into the kitchen. The kitchen features upgraded white quartz countertops, white cabinetry, stainless steel appliances, a center island, pantry, and counter space for bar seating. Just beyond the kitchen is a half bathroom and a convenient area for a dining table, along with a door leading to a future deck. The upper level includes a primary suite with a walk-in closet and private bathroom featuring a tiled walk-in shower. Two additional bedrooms share a full hall bathroom, making this a practical setup for family or guests. A laundry closet with a stacked washer and dryer completes the upper level. Don't worry about mowing again! This HOA includes mowing in front and rear as well as trash service. This home is conveniently located near many shopping and dining options and close to all major commuting routes for easy access to many areas.

109 Marlow Ct, Winchester

Listing courtesy of ERA Liberty Realty. Contact:

$565,000

Rancher built in 2020 on 2.49 acres. partly wooded, partly cleared. HUGE walkout basement with rough-in for 3rd bath! Add a 4th bedroom and - Septic rated for the additional bedroom. COMCAST hi-speed internet, Close to town (approx 5 mins to hospital) high ceilings, oversized windows and modern finishes. LVP floor, island kitchen with granite countertops, extended‑height cabinetry, and stainless steel appliances. Primary with en suite, tray ceiling and walk‑in closet. Off Route 50 West, close to 37, this home offers country living while being close to shopping, dining, and all Winchester amenities.

Rancher built in 2020 on 2.49 acres. partly wooded, partly cleared. HUGE walkout basement with rough-in for 3rd bath! Add a 4th bedroom and - Septic rated for the additional bedroom. COMCAST hi-speed internet, Close to town (approx 5 mins to hospital) high ceilings, oversized windows and modern finishes. LVP floor, island kitchen with granite countertops, extended‑height cabinetry, and stainless steel appliances. Primary with en suite, tray ceiling and walk‑in closet. Off Route 50 West, close to 37, this home offers country living while being close to shopping, dining, and all Winchester amenities.

584 Mcdonald Rd, Winchester

Listing courtesy of Coldwell Banker Realty. Contact:

$597,000

Welcome to this beautifully maintained home in the established Stonebrook Farms community, perfectly situated on a quiet cul-de-sac and surrounded by mature trees and landscaping. This inviting home offers a spacious and versatile floor plan, including a main-level bedroom and full bath—ideal for guests, multigenerational living, or anyone needing convenient main-level accommodations. At the heart of the home is a large family room featuring a wood-burning fireplace, creating a warm and welcoming space for gathering with family and friends. The home has been lovingly cared for, with pride of ownership evident throughout. One of the home's standout features is the beautiful covered and screened-in back porch, offering the perfect place for morning coffee, outdoor dining, or relaxing at the end of the day while overlooking the peaceful and beautifully maintained backyard. With its desirable cul-de-sac setting, flexible main-level living space, spacious family room, and wonderful outdoor living area, this well-maintained Stonebrook Farms home is ready to welcome its next owners!

5 Beds ⋅ 3 Baths

Welcome to this beautifully maintained home in the established Stonebrook Farms community, perfectly situated on a quiet cul-de-sac and surrounded by mature trees and landscaping. This inviting home offers a spacious and versatile floor plan, including a main-level bedroom and full bath—ideal for guests, multigenerational living, or anyone needing convenient main-level accommodations. At the heart of the home is a large family room featuring a wood-burning fireplace, creating a warm and welcoming space for gathering with family and friends. The home has been lovingly cared for, with pride of ownership evident throughout. One of the home's standout features is the beautiful covered and screened-in back porch, offering the perfect place for morning coffee, outdoor dining, or relaxing at the end of the day while overlooking the peaceful and beautifully maintained backyard. With its desirable cul-de-sac setting, flexible main-level living space, spacious family room, and wonderful outdoor living area, this well-maintained Stonebrook Farms home is ready to welcome its next owners!

102 Forest Valley Rd, Winchester

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

$250,000

Welcome to 1125 Conway Ave, a charming bungalow in Winchester City that's move-in ready and full of character! This cozy 2-bedroom, 1-bath home features beautiful hardwood floors and numerous recent updates, including a new roof, fresh interior paint, kitchen remodel, hallway and bathroom flooring, and a new stainless steel refrigerator. The deck has also been restored, providing a great spot to relax or entertain. Conveniently located near shopping, dining and everyday amenities, with quick access to I-81 from Winchester's east side—making it an excellent option for commuters. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance home in the city, this bungalow is worth a look. Schedule your showing today!

2 Beds ⋅ 1 Baths

Welcome to 1125 Conway Ave, a charming bungalow in Winchester City that's move-in ready and full of character! This cozy 2-bedroom, 1-bath home features beautiful hardwood floors and numerous recent updates, including a new roof, fresh interior paint, kitchen remodel, hallway and bathroom flooring, and a new stainless steel refrigerator. The deck has also been restored, providing a great spot to relax or entertain. Conveniently located near shopping, dining and everyday amenities, with quick access to I-81 from Winchester's east side—making it an excellent option for commuters. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance home in the city, this bungalow is worth a look. Schedule your showing today!

1125 Conway St, Winchester

Listing courtesy of NextHome Realty Select. Contact:

$335,000

Welcome to this adorable 3-bedroom, 2-full-bath cottage rancher home located on the East side of Winchester with NO HOA! Offering approximately 1,024 finished square feet on a generous .30-acre level lot, this property presents an excellent opportunity for both homeowners and investors. The home features an oversized two-car detached garage, providing plenty of room for vehicles, storage, hobbies, or a workshop. With no HOA, you’ll enjoy added flexibility and freedom to make the property your own. Custom updated bathrooms, Updated kitchen with stainless appliances, front porch & back patio! All this for an affordable price!

Welcome to this adorable 3-bedroom, 2-full-bath cottage rancher home located on the East side of Winchester with NO HOA! Offering approximately 1,024 finished square feet on a generous .30-acre level lot, this property presents an excellent opportunity for both homeowners and investors. The home features an oversized two-car detached garage, providing plenty of room for vehicles, storage, hobbies, or a workshop. With no HOA, you’ll enjoy added flexibility and freedom to make the property your own. Custom updated bathrooms, Updated kitchen with stainless appliances, front porch & back patio! All this for an affordable price!

182 Mason St, Winchester

Listing courtesy of Young & Associates. Contact:

$354,900

Welcome home to this charming 3-bedroom, 2-bath house nestled on .32 acres, where comfortable living spaces and inviting outdoor areas come together to create a place that truly feels like home. The main level offers two bedrooms and a full bath, along with both a formal living room and an open family room, giving you plenty of space for quiet evenings, everyday living, and time spent with family and friends. The eat-in kitchen provides a welcoming spot to gather and flows into an enclosed porch. From the porch, step onto the deck overlooking the patio and backyard, where mature trees add shade, character, and a peaceful backdrop for outdoor entertaining or relaxing at the end of the day. Upstairs, the primary suite offers a private retreat all its own, complete with a full bathroom and a spacious sitting area/flex space that can easily be tailored to your needs. Whether you envision a home office, dressing area, reading nook, or cozy lounge this space is sure to please. With its flexible floor plan, multiple gathering spaces, private primary suite, and seamless connection to the outdoors, this home offers the space and versatility to settle in, make it your own, and enjoy for years to come.

Welcome home to this charming 3-bedroom, 2-bath house nestled on .32 acres, where comfortable living spaces and inviting outdoor areas come together to create a place that truly feels like home. The main level offers two bedrooms and a full bath, along with both a formal living room and an open family room, giving you plenty of space for quiet evenings, everyday living, and time spent with family and friends. The eat-in kitchen provides a welcoming spot to gather and flows into an enclosed porch. From the porch, step onto the deck overlooking the patio and backyard, where mature trees add shade, character, and a peaceful backdrop for outdoor entertaining or relaxing at the end of the day. Upstairs, the primary suite offers a private retreat all its own, complete with a full bathroom and a spacious sitting area/flex space that can easily be tailored to your needs. Whether you envision a home office, dressing area, reading nook, or cozy lounge this space is sure to please. With its flexible floor plan, multiple gathering spaces, private primary suite, and seamless connection to the outdoors, this home offers the space and versatility to settle in, make it your own, and enjoy for years to come.

1077 Carpers Dr, Winchester

Listing courtesy of Burch Real Estate Group, LLC. Contact:

$364,999

Welcome to this bright and inviting end-unit townhome in Winchester! Additional windows fill the home with natural light, while the open layout creates an easy flow between the kitchen and living spaces, perfect for everyday living and entertaining. The kitchen features stainless steel appliances, and upstairs you’ll enjoy the convenience of laundry on the bedroom level. The walk-in level includes a rough-in for an additional bathroom, offering flexibility for future use. Outside, enjoy one of the largest backyards in the townhome section of the community, fully fenced and ready for pets, entertaining, or relaxing. Perfect for commuters with convenient access to Route 522 and I-81, while just minutes from Downtown Winchester’s Walking Mall, shopping, restaurants, breweries, and nearby walking trails. This end unit offers the space, location, and convenience you’ve been looking for!

Welcome to this bright and inviting end-unit townhome in Winchester! Additional windows fill the home with natural light, while the open layout creates an easy flow between the kitchen and living spaces, perfect for everyday living and entertaining. The kitchen features stainless steel appliances, and upstairs you’ll enjoy the convenience of laundry on the bedroom level. The walk-in level includes a rough-in for an additional bathroom, offering flexibility for future use. Outside, enjoy one of the largest backyards in the townhome section of the community, fully fenced and ready for pets, entertaining, or relaxing. Perfect for commuters with convenient access to Route 522 and I-81, while just minutes from Downtown Winchester’s Walking Mall, shopping, restaurants, breweries, and nearby walking trails. This end unit offers the space, location, and convenience you’ve been looking for!

100 Stribling Way, Winchester

Listing courtesy of Samson Properties. Contact:

$599,500

GREAT LOCATION CLOSE TO TOWN - 5 ACRES THAT POSSIBLY COULD BE SUBDIVIDED - HARDWOOD FLOORING - OPEN FLOOR PLAN - HAS A FLUE FOR WOOD OR PELLET STOVE - THIS PLACE IS READY FOR SOME NEW OWNERS THESE FOLKS HAVE OWNED THE HOME SINCE 1982 !!!! GREAT VIEWS AND SITS UP ON A HILL GIVING SOME PRIVACY !! THE SHED HAS A FULL CELLAR UNDERNEATH PERFECT FOR CANNING OR BAD STORMS

GREAT LOCATION CLOSE TO TOWN - 5 ACRES THAT POSSIBLY COULD BE SUBDIVIDED - HARDWOOD FLOORING - OPEN FLOOR PLAN - HAS A FLUE FOR WOOD OR PELLET STOVE - THIS PLACE IS READY FOR SOME NEW OWNERS THESE FOLKS HAVE OWNED THE HOME SINCE 1982 !!!! GREAT VIEWS AND SITS UP ON A HILL GIVING SOME PRIVACY !! THE SHED HAS A FULL CELLAR UNDERNEATH PERFECT FOR CANNING OR BAD STORMS

479 Perry Rd, Winchester

Listing courtesy of Winchester Real Estate Connection. Contact:

$659,900

Space, style, and room to live your best life come together in this 4-bedroom, 4.5-bath, 3-level Colonial in desirable Oakdale Crossing. With flexible spaces, great indoor-outdoor living, and a location close to everything Winchester has to offer, this home is ready for whatever comes next. The main level features an open, inviting flow between the kitchen, breakfast room, and family room, where a gas fireplace creates the perfect spot to unwind. The kitchen offers granite countertops, while the dining room, living room, and dedicated office give you plenty of flexibility for everyday life. Crown molding and hardwood floors adds a polished touch throughout the main level. Upstairs, the spacious primary suite is your private retreat, complete with a large bath featuring double sinks, a soaking tub, shower and walk-in closet. Two additional bedrooms share a full bath, while a fourth bedroom offers its own en-suite bathroom—ideal for guests or anyone who wants extra privacy. The conveniently located upper-level laundry room makes laundry day a whole lot easier. The walkout lower level is where the fun happens! A huge recreation room with a second gas fireplace gives you space for movie nights, game days, or your favorite hobbies; plus there is an exercise room. A full bathroom with walk-in shower adds even more flexibility. Step outside through the walkout level to the patio and enjoy views of the large backyard—perfect for relaxing, entertaining, or letting your outdoor space become whatever you want it to be or head up to the TimberTech deck for outdoor dining, morning coffee, or summer gatherings. With shopping, restaurants, schools, and Winchester Country Club all nearby, you'll have convenience without giving up the space and privacy of a larger home. Come see how easily this home can fit the way you live today—and all the possibilities ahead. Plus no HOA!!

4 Beds ⋅ 5 Baths

Space, style, and room to live your best life come together in this 4-bedroom, 4.5-bath, 3-level Colonial in desirable Oakdale Crossing. With flexible spaces, great indoor-outdoor living, and a location close to everything Winchester has to offer, this home is ready for whatever comes next. The main level features an open, inviting flow between the kitchen, breakfast room, and family room, where a gas fireplace creates the perfect spot to unwind. The kitchen offers granite countertops, while the dining room, living room, and dedicated office give you plenty of flexibility for everyday life. Crown molding and hardwood floors adds a polished touch throughout the main level. Upstairs, the spacious primary suite is your private retreat, complete with a large bath featuring double sinks, a soaking tub, shower and walk-in closet. Two additional bedrooms share a full bath, while a fourth bedroom offers its own en-suite bathroom—ideal for guests or anyone who wants extra privacy. The conveniently located upper-level laundry room makes laundry day a whole lot easier. The walkout lower level is where the fun happens! A huge recreation room with a second gas fireplace gives you space for movie nights, game days, or your favorite hobbies; plus there is an exercise room. A full bathroom with walk-in shower adds even more flexibility. Step outside through the walkout level to the patio and enjoy views of the large backyard—perfect for relaxing, entertaining, or letting your outdoor space become whatever you want it to be or head up to the TimberTech deck for outdoor dining, morning coffee, or summer gatherings. With shopping, restaurants, schools, and Winchester Country Club all nearby, you'll have convenience without giving up the space and privacy of a larger home. Come see how easily this home can fit the way you live today—and all the possibilities ahead. Plus no HOA!!

291 Huntersridge Rd, Winchester

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

108 Magpie Ln Unit HOMESITE 1035, Winchester

$559,990

Find Homesite 1035, a brand new SINGLE FAMILY HOME designed for Active Adult (55+) living. This never lived-in before, MOVE-IN READY home offers main-level living and low-maintenance design at Hiatt Pointe, a gated community in Winchester, VA. Experience a true RESORT-STYLE lifestyle with exceptional onsite community amenities including a clubhouse, fitness center, pickleball and bocce courts, pool and hot tub, yoga studio, outdoor kitchen, fireside lounge, wine lockers, walking trails, and more. A full calendar of resident activities, from water aerobics and Mahjong game nights to Friday happy hours, creates endless opportunities to stay active, socialize, and enjoy everything Hiatt Pointe by Van Metre Homes has to offer! -----Offering three bedrooms, three full bathrooms, and a two-car front-load finished garage, this home spans across 3,200 finished square feet between two levels. A welcoming covered front porch, 9 ft. ceilings, and Luxury Vinyl Plank (LVP) flooring throughout the main living areas and primary bedroom make this home a standout. At the heart of the home, the kitchen features white quartz countertops, soft-close cabinetry, an oversized island, a walk-in pantry with solid shelving, and stainless steel appliances. The open-concept main level includes a spacious great room with an electric fireplace, a dedicated dining area, a secondary bedroom, and a luxurious primary suite. The spa-inspired primary bath offers dual vanities with quartz countertops, a roll-in frameless shower with floor-to-ceiling tile, and a soaking tub. A second full bath, family foyer with access to the laundry room with a utility sink, walk-in pantry, and two-car garage, complete the main level. The attached finished garage includes an electric opener and exterior keypad, while the home is solar-ready for future energy upgrades. The walkout finished basement adds a bedroom, full bath, and spacious rec room ideal for guests, entertaining, or flexible living. Being a new build, your home is constructed to the highest energy efficiency standards and comes with a post-settlement warranty. This home offers available closing cost assistance when financing with Intercoastal Mortgage and closing with Walker Title. -----Hiatt Pointe (55+) is located in Frederick County with convenient access to historic Downtown Winchester, Route 7, I-81, and I-66. Nearby shopping and dining includes Rutherford Crossing (4 mins away), Apple Blossom Mall (11 mins away), Downtown Winchester (13 mins away), and Winchester Commons (14 mins away). -----NterNow self-touring is available on select homesites at Hiatt Pointe, no agent or appointment required. Buyers may visit independently during daylight hours. For access instructions and availability, contact Van Metre Homes directly or visit our website. -----*Other homesites and delivery dates may be available. Pricing, offers, and availability are subject to change without notice. Images, renderings, and site plans are for illustrative purposes only and may not reflect actual homes or features. Some images and renderings may depict interior designs created in collaboration with AI or may represent a similar home. Additional terms and conditions may apply. Please see a Van Metre New Home Advisor for details.

Find Homesite 1035, a brand new SINGLE FAMILY HOME designed for Active Adult (55+) living. This never lived-in before, MOVE-IN READY home offers main-level living and low-maintenance design at Hiatt Pointe, a gated community in Winchester, VA. Experience a true RESORT-STYLE lifestyle with exceptional onsite community amenities including a clubhouse, fitness center, pickleball and bocce courts, pool and hot tub, yoga studio, outdoor kitchen, fireside lounge, wine lockers, walking trails, and more. A full calendar of resident activities, from water aerobics and Mahjong game nights to Friday happy hours, creates endless opportunities to stay active, socialize, and enjoy everything Hiatt Pointe by Van Metre Homes has to offer! -----Offering three bedrooms, three full bathrooms, and a two-car front-load finished garage, this home spans across 3,200 finished square feet between two levels. A welcoming covered front porch, 9 ft. ceilings, and Luxury Vinyl Plank (LVP) flooring throughout the main living areas and primary bedroom make this home a standout. At the heart of the home, the kitchen features white quartz countertops, soft-close cabinetry, an oversized island, a walk-in pantry with solid shelving, and stainless steel appliances. The open-concept main level includes a spacious great room with an electric fireplace, a dedicated dining area, a secondary bedroom, and a luxurious primary suite. The spa-inspired primary bath offers dual vanities with quartz countertops, a roll-in frameless shower with floor-to-ceiling tile, and a soaking tub. A second full bath, family foyer with access to the laundry room with a utility sink, walk-in pantry, and two-car garage, complete the main level. The attached finished garage includes an electric opener and exterior keypad, while the home is solar-ready for future energy upgrades. The walkout finished basement adds a bedroom, full bath, and spacious rec room ideal for guests, entertaining, or flexible living. Being a new build, your home is constructed to the highest energy efficiency standards and comes with a post-settlement warranty. This home offers available closing cost assistance when financing with Intercoastal Mortgage and closing with Walker Title. -----Hiatt Pointe (55+) is located in Frederick County with convenient access to historic Downtown Winchester, Route 7, I-81, and I-66. Nearby shopping and dining includes Rutherford Crossing (4 mins away), Apple Blossom Mall (11 mins away), Downtown Winchester (13 mins away), and Winchester Commons (14 mins away). -----NterNow self-touring is available on select homesites at Hiatt Pointe, no agent or appointment required. Buyers may visit independently during daylight hours. For access instructions and availability, contact Van Metre Homes directly or visit our website. -----*Other homesites and delivery dates may be available. Pricing, offers, and availability are subject to change without notice. Images, renderings, and site plans are for illustrative purposes only and may not reflect actual homes or features. Some images and renderings may depict interior designs created in collaboration with AI or may represent a similar home. Additional terms and conditions may apply. Please see a Van Metre New Home Advisor for details.

108 Magpie Ln Unit HOMESITE 1035, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$750,000

Rare Historical Winchester Investment Opportunity – Three Properties in One Location An outstanding investment opportunity awaits in the heart of Winchester City. This unique portfolio comprises three properties positioned along the same street, offering exceptional potential for developers, investors, or those seeking a landmark project for multi-unit rentals or commercial development. Both existing multi-unit buildings have a total of 5 units. The properties benefit from an approved site plan and historical planning approval, providing a valuable foundation for future development, subject to the necessary consents and any relevant conditions. With the convenience of city-center living on the doorstep, the site is ideally placed close to Winchester’s historic attractions, independent shops, restaurants, cafés, transport links, and highly regarded schools. Opportunities of this scale and location are rarely available. Whether considered as a strategic investment, a redevelopment project, or a long-term development opportunity, this is a compelling chance to secure three properties together in the historic heart of Winchester. Key features: • Three properties located on one street • Prime central Winchester location • Approved site plan • Historical planning approval • Strong investment and development potential • Close to shops, restaurants, schools, transport links, and historic landmarks • Rare opportunity to acquire the properties as one portfolio 3 Physical property addresses are 224 Sharp Street, 225 E. Boscowan Street, and 11 S East Lane Interested parties should make their own inquiries with Winchester City Council and obtain independent legal, planning, and financial advice before proceeding.

224 Sharp St, Winchester

Listing courtesy of Real Broker LLC- Winchester. Contact:

$369,990

***OFFERING UP TO $15,000 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! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! 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. Home with backing to trees for added privacy and peaceful views. 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!

3 Beds ⋅ 4 Baths

***OFFERING UP TO $15,000 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! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! 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. Home with backing to trees for added privacy and peaceful views. 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!

229 Monteith Dr, Winchester

Listing courtesy of DRB Group Realty, LLC. Contact:

$245,000

Roof replaced in 2020. Water heater: 2026. NEW PRICE! Welcome to 103 E Germain St, a charming end-of-row townhouse just blocks from downtown Winchester! Enjoy easy access to restaurants, shops, breweries, entertainment, and historic attractions while enjoying low-maintenance living. The bright main level features an open floor plan, beautiful hardwood flooring, a spacious living room, kitchen, and dining area, plus a convenient half bath. Upstairs offers two generously sized bedrooms with ample closet space and a full bath. Step outside to the Trex deck and manageable backyard, perfect for relaxing or entertaining. Off-street parking for two vehicles is a rare bonus in this downtown location. Whether you're a first-time buyer, downsizer, or investor, this home offers comfort, convenience, and an excellent location with easy access to I-81 and Northern Virginia. Enjoy everything Winchester has to offer, including the vibrant Old Town district, locally owned restaurants and boutiques, breweries, cultural attractions, and historic landmarks. Schedule your private showing today! All sizes are approximate.

2 Beds ⋅ 2 Baths

Roof replaced in 2020. Water heater: 2026. NEW PRICE! Welcome to 103 E Germain St, a charming end-of-row townhouse just blocks from downtown Winchester! Enjoy easy access to restaurants, shops, breweries, entertainment, and historic attractions while enjoying low-maintenance living. The bright main level features an open floor plan, beautiful hardwood flooring, a spacious living room, kitchen, and dining area, plus a convenient half bath. Upstairs offers two generously sized bedrooms with ample closet space and a full bath. Step outside to the Trex deck and manageable backyard, perfect for relaxing or entertaining. Off-street parking for two vehicles is a rare bonus in this downtown location. Whether you're a first-time buyer, downsizer, or investor, this home offers comfort, convenience, and an excellent location with easy access to I-81 and Northern Virginia. Enjoy everything Winchester has to offer, including the vibrant Old Town district, locally owned restaurants and boutiques, breweries, cultural attractions, and historic landmarks. Schedule your private showing today! All sizes are approximate.

103 E Germain St, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$359,990

***OFFERING UP TO $15,000 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! 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 $15,000 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! 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.

237 Monteith Dr, Winchester

Listing courtesy of DRB Group Realty, LLC. Contact:

$220,000

Great investment opportunity for this centrally located rambler! Just minutes from Route 7 and I-81, this property offers convenient access to shopping, restaurants, and everyday amenities. The current tenant is under lease through 11/13/26, providing immediate rental income for an investor. With some sweat equity and a few updates, there is potential to increase the rental income significantly. Looking for a home of your own? This property could also be a great opportunity for a first-time homebuyer looking to build equity and make it their own. The home features LVP flooring throughout and a spacious, flat yard with plenty of room to enjoy the outdoors. Whether you're looking to add to your investment portfolio or find a home with room to grow, this one is worth a look!

2 Beds ⋅ 1 Baths

Great investment opportunity for this centrally located rambler! Just minutes from Route 7 and I-81, this property offers convenient access to shopping, restaurants, and everyday amenities. The current tenant is under lease through 11/13/26, providing immediate rental income for an investor. With some sweat equity and a few updates, there is potential to increase the rental income significantly. Looking for a home of your own? This property could also be a great opportunity for a first-time homebuyer looking to build equity and make it their own. The home features LVP flooring throughout and a spacious, flat yard with plenty of room to enjoy the outdoors. Whether you're looking to add to your investment portfolio or find a home with room to grow, this one is worth a look!

187 Valley Mill Rd, Winchester

Listing courtesy of Samson Properties. Contact:

$364,900

NO HOA-City of Winchester on cul-de-sac with a spacious yard that feels like a private oasis.Charming and inviting townhome offering an unusual and versatile four-level floor plan with wonderful indoor and outdoor living spaces! The main level features a welcoming living room with a beautiful bay window, fireplace and built-in shelving, along with a dining room accented by crown molding and chair rail. A convenient closet provides additional storage for china and linens. The updated kitchen offers Corian countertops and includes a refrigerator, dishwasher, disposal, built in microwave and range. A half bath completes the main level. (a chairlift from the first level to the second level can remain with the property or removed) The second level offers three comfortable bedrooms and a full bath that has been updated. The first lower level expands the living space with a finished recreation room featuring built-ins, plus separate laundry area and half bath. Step outside to enjoy the beautifully landscaped rear yard—an unusually generous outdoor space for a townhome. The spacious deck is perfect for relaxing, entertaining or enjoying the surrounding greenery, with convenient access from the lower level recreation room. There is access from the front yard via steps on the side of the home leading to the deck providing both access to the lower level recreation room and deck. Additional steps from the deck lead down to the lush backyard. The lowest level is unfinished and provides a small workshop area, abundant storage and a walkout to the lush rear yard at ground level. An exceptional opportunity to enjoy the space and flexibility of a four level townhome complimented by a wonderfully private and expansive outdoor setting. Additional items of note: New roof 2025, new heat pump 2025, new hot water heater 2026, full bath remodeled 2024, new clothes dryer, 2024, new refrigerator 2020, Exterior painted 2017, windows replaced-2015 (most but not living room bay), kitchen remodeled,2015, wood walkway built on the side of the house, 2015 and additional insulation in attic, 2015

NO HOA-City of Winchester on cul-de-sac with a spacious yard that feels like a private oasis.Charming and inviting townhome offering an unusual and versatile four-level floor plan with wonderful indoor and outdoor living spaces! The main level features a welcoming living room with a beautiful bay window, fireplace and built-in shelving, along with a dining room accented by crown molding and chair rail. A convenient closet provides additional storage for china and linens. The updated kitchen offers Corian countertops and includes a refrigerator, dishwasher, disposal, built in microwave and range. A half bath completes the main level. (a chairlift from the first level to the second level can remain with the property or removed) The second level offers three comfortable bedrooms and a full bath that has been updated. The first lower level expands the living space with a finished recreation room featuring built-ins, plus separate laundry area and half bath. Step outside to enjoy the beautifully landscaped rear yard—an unusually generous outdoor space for a townhome. The spacious deck is perfect for relaxing, entertaining or enjoying the surrounding greenery, with convenient access from the lower level recreation room. There is access from the front yard via steps on the side of the home leading to the deck providing both access to the lower level recreation room and deck. Additional steps from the deck lead down to the lush backyard. The lowest level is unfinished and provides a small workshop area, abundant storage and a walkout to the lush rear yard at ground level. An exceptional opportunity to enjoy the space and flexibility of a four level townhome complimented by a wonderfully private and expansive outdoor setting. Additional items of note: New roof 2025, new heat pump 2025, new hot water heater 2026, full bath remodeled 2024, new clothes dryer, 2024, new refrigerator 2020, Exterior painted 2017, windows replaced-2015 (most but not living room bay), kitchen remodeled,2015, wood walkway built on the side of the house, 2015 and additional insulation in attic, 2015

802 Appleseed Ct, Winchester

Listing courtesy of Colony Realty. Contact:

$750,000

Garage space like this is hard to find. Set on 10.05 private acres in Deerfield Estates, this all-brick rancher is anchored by a five-bay detached garage (garage lifts do not convey) with full electric, a half bath, metal roof, and six garage door openers, plus a two-car attached garage. A separate two-story outbuilding adds even more flexibility with ceramic tile flooring and built-in cabinetry, making it well suited for hobbies, projects, storage, or additional workspace. An additional 8x10 shed conveys, and a whole-house generator adds valuable backup power. Mature trees surround the property and create a private setting across two parcels. Inside, hardwood flooring runs throughout the main level, where the primary suite features an impressive custom shower. The main level also includes a guest bedroom and full bath, living room with gas fireplace and brick surround, luxury kitchen with brand-new appliances, separate dining area, and laundry room with wash sink and built-in cabinetry. The fully finished lower level features LVP flooring throughout and expands the living space with an oversized family room and second gas fireplace, full bath, large walk-in closet, dog spa station, and two bonus rooms ready for office, hobby, or flex use. A rare combination of acreage, privacy, garage capacity, backup power, and versatile space inside and out.

2 Beds ⋅ 3 Baths

Garage space like this is hard to find. Set on 10.05 private acres in Deerfield Estates, this all-brick rancher is anchored by a five-bay detached garage (garage lifts do not convey) with full electric, a half bath, metal roof, and six garage door openers, plus a two-car attached garage. A separate two-story outbuilding adds even more flexibility with ceramic tile flooring and built-in cabinetry, making it well suited for hobbies, projects, storage, or additional workspace. An additional 8x10 shed conveys, and a whole-house generator adds valuable backup power. Mature trees surround the property and create a private setting across two parcels. Inside, hardwood flooring runs throughout the main level, where the primary suite features an impressive custom shower. The main level also includes a guest bedroom and full bath, living room with gas fireplace and brick surround, luxury kitchen with brand-new appliances, separate dining area, and laundry room with wash sink and built-in cabinetry. The fully finished lower level features LVP flooring throughout and expands the living space with an oversized family room and second gas fireplace, full bath, large walk-in closet, dog spa station, and two bonus rooms ready for office, hobby, or flex use. A rare combination of acreage, privacy, garage capacity, backup power, and versatile space inside and out.

210 Jackson Dr, Winchester

Listing courtesy of Dandridge Realty Group, LLC. Contact:

$561,000

Welcome to 123 Harvest Ridge Dr in Winchester, where low-maintenance living, a great location, and the good life all decided to move in together. Located in a desirable 55+ community, this beautiful home offers just over 2,200 square feet, 3 bedrooms, and 2 full bathrooms—which means plenty of room for guests, hobbies, an office, or that one room where you put all the stuff you swear you’re eventually going to organize. Step inside and you’ll find beautiful hardwood floors and a spacious kitchen featuring stainless steel appliances and plenty of room to cook, entertain, or stand in front of the refrigerator wondering what you came in there for. The comfortable, open layout makes everyday living easy, while the screened-in porch might quickly become your favorite spot in the house. Morning coffee? Absolutely. Evening drink? Even better. Enjoying the outdoors without donating blood to every mosquito in Frederick County? Priceless. With three generously sized bedrooms and two full bathrooms, there’s plenty of space to spread out without having so much house that you spend your entire weekend cleaning it. And when you actually decide to leave home, you’ll appreciate the convenient Winchester location with easy access to major commuter routes, shopping, dining, and everything else you need nearby. If you’ve been looking for a home that lets you spend less time worrying about the house and more time actually enjoying life, 123 Harvest Ridge Dr might just be calling your name. Come take a look—but fair warning: once you sit down on that screened-in porch, you may decide the showing is over and you live here now.

2 Beds ⋅ 2 Baths

Welcome to 123 Harvest Ridge Dr in Winchester, where low-maintenance living, a great location, and the good life all decided to move in together. Located in a desirable 55+ community, this beautiful home offers just over 2,200 square feet, 3 bedrooms, and 2 full bathrooms—which means plenty of room for guests, hobbies, an office, or that one room where you put all the stuff you swear you’re eventually going to organize. Step inside and you’ll find beautiful hardwood floors and a spacious kitchen featuring stainless steel appliances and plenty of room to cook, entertain, or stand in front of the refrigerator wondering what you came in there for. The comfortable, open layout makes everyday living easy, while the screened-in porch might quickly become your favorite spot in the house. Morning coffee? Absolutely. Evening drink? Even better. Enjoying the outdoors without donating blood to every mosquito in Frederick County? Priceless. With three generously sized bedrooms and two full bathrooms, there’s plenty of space to spread out without having so much house that you spend your entire weekend cleaning it. And when you actually decide to leave home, you’ll appreciate the convenient Winchester location with easy access to major commuter routes, shopping, dining, and everything else you need nearby. If you’ve been looking for a home that lets you spend less time worrying about the house and more time actually enjoying life, 123 Harvest Ridge Dr might just be calling your name. Come take a look—but fair warning: once you sit down on that screened-in porch, you may decide the showing is over and you live here now.

123 Harvest Ridge Dr, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$339,000

Great Commuter Location in Brookland Manor!! 3 level townhome features 3 bedrooms, 2 full baths, 2 half baths, one car garage, master suite with full bath (shower and soaking tub) and walk-in closet, family room on lower level, large living room and kitchen on main level. 50-year shingles installed in 2022, new air handler in 2025. Seller is listing both for sale or lease.

3 Beds ⋅ 4 Baths

Great Commuter Location in Brookland Manor!! 3 level townhome features 3 bedrooms, 2 full baths, 2 half baths, one car garage, master suite with full bath (shower and soaking tub) and walk-in closet, family room on lower level, large living room and kitchen on main level. 50-year shingles installed in 2022, new air handler in 2025. Seller is listing both for sale or lease.

108 Monticello Sq, Winchester

Listing courtesy of Virginia Property Group, Inc.. Contact:

$439,000

NEWER HOME • NO HOA • WALK-OUT BASEMENT • MOVE-IN READY Discover a fresh opportunity at 114 Meadow Way! Built in 2021 and beautifully maintained, this 3-bedroom, 2.5-bath home combines the benefits of newer construction with a peaceful Winchester setting—and NO HOA. Step inside to a light-filled, open floor plan designed for today's lifestyle. The kitchen is the heart of the home, featuring crisp white cabinetry, quartz countertops, stainless steel appliances and a center island overlooking the living and dining areas—perfect for everyday living and entertaining. Upstairs, you'll find comfortable bedroom spaces and a well-designed primary suite, while the home's approximately 900-square-foot unfinished walk-out basement offers exciting possibilities for future expansion. Imagine a recreation room, home gym, office, hobby space or additional living area customized to your needs.* Outside, enjoy the composite deck, wooded surroundings and the convenience of an attached two-car garage. With approximately 1,711 finished square feet, newer construction, private well and septic, no HOA and substantial unfinished lower-level space, 114 Meadow Way offers something increasingly difficult to find in the Winchester market. LOWER YOUR MONTHLY PAYMENT FOR THE FIRST TWO YEARS! Seller is offering a credit that may be applied toward a 2,1 temporary interest rate buydown with an acceptable offer and approved financing. A 2,1 buydown provides an interest rate 2% below the note rate during the first year and 1% below the note rate during the second year, before returning to the full note rate in year three. Offer is subject to seller approval, loan program eligibility, lender requirements, and applicable contribution limits.

NEWER HOME • NO HOA • WALK-OUT BASEMENT • MOVE-IN READY Discover a fresh opportunity at 114 Meadow Way! Built in 2021 and beautifully maintained, this 3-bedroom, 2.5-bath home combines the benefits of newer construction with a peaceful Winchester setting—and NO HOA. Step inside to a light-filled, open floor plan designed for today's lifestyle. The kitchen is the heart of the home, featuring crisp white cabinetry, quartz countertops, stainless steel appliances and a center island overlooking the living and dining areas—perfect for everyday living and entertaining. Upstairs, you'll find comfortable bedroom spaces and a well-designed primary suite, while the home's approximately 900-square-foot unfinished walk-out basement offers exciting possibilities for future expansion. Imagine a recreation room, home gym, office, hobby space or additional living area customized to your needs.* Outside, enjoy the composite deck, wooded surroundings and the convenience of an attached two-car garage. With approximately 1,711 finished square feet, newer construction, private well and septic, no HOA and substantial unfinished lower-level space, 114 Meadow Way offers something increasingly difficult to find in the Winchester market. LOWER YOUR MONTHLY PAYMENT FOR THE FIRST TWO YEARS! Seller is offering a credit that may be applied toward a 2,1 temporary interest rate buydown with an acceptable offer and approved financing. A 2,1 buydown provides an interest rate 2% below the note rate during the first year and 1% below the note rate during the second year, before returning to the full note rate in year three. Offer is subject to seller approval, loan program eligibility, lender requirements, and applicable contribution limits.

114 Meadow Way, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$396,190

660 Arden Court is an attractive new 3 level townhome with brick backing to trees in Winchester's premier Meadow Branch community for October move-in. Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances. The upper floor offers 3 bedrooms including a spacious owner's suite with a private bath and large walk-in closet and a convenient bedroom level laundry. Abrams Crossing at Meadow Branch features a fully walkable location and offers convenient access to I-81 and all major commute routes. It's close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, D.R. Horton keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! It’s a home that adapts to your lifestyle. And with D.R. Horton's simple buying process and ten-year limited warranty, there's no reason to wait. Up to $7,500 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

660 Arden Court is an attractive new 3 level townhome with brick backing to trees in Winchester's premier Meadow Branch community for October move-in. Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances. The upper floor offers 3 bedrooms including a spacious owner's suite with a private bath and large walk-in closet and a convenient bedroom level laundry. Abrams Crossing at Meadow Branch features a fully walkable location and offers convenient access to I-81 and all major commute routes. It's close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, D.R. Horton keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! It’s a home that adapts to your lifestyle. And with D.R. Horton's simple buying process and ten-year limited warranty, there's no reason to wait. Up to $7,500 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

660 Arden Ct, Winchester

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

$393,495

652 Arden Court is an attractive new 3 level townhome with brick backing to trees in Winchester's premier Meadow Branch community for October move-in. Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances. The upper floor offers 3 bedrooms including a spacious owner's suite with a private bath and large walk-in closet and a convenient bedroom level laundry. Abrams Crossing at Meadow Branch features a fully walkable location and offers convenient access to I-81 and all major commute routes. It's close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, D.R. Horton keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! It’s a home that adapts to your lifestyle. And with D.R. Horton's simple buying process and ten-year limited warranty, there's no reason to wait. Up to $7,500 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

652 Arden Court is an attractive new 3 level townhome with brick backing to trees in Winchester's premier Meadow Branch community for October move-in. Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances. The upper floor offers 3 bedrooms including a spacious owner's suite with a private bath and large walk-in closet and a convenient bedroom level laundry. Abrams Crossing at Meadow Branch features a fully walkable location and offers convenient access to I-81 and all major commute routes. It's close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, D.R. Horton keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! It’s a home that adapts to your lifestyle. And with D.R. Horton's simple buying process and ten-year limited warranty, there's no reason to wait. Up to $7,500 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

652 Arden Ct, Winchester

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

$615,000

Welcome home to this beautifully updated brick-front residence in the City of Winchester, where a thoughtful floor plan, generous living spaces with 9' ceilings on the main and upper levels, and meaningful improvements come together across three finished levels. The main level is designed for connection and comfort, beginning with a two-story foyer that opens into an airy, open-concept layout. The kitchen flows seamlessly into the main living area, creating an ideal space for everyday living and entertaining, while offering defined rooms for flexibility. Just off the kitchen, the mudroom connects to the garage and provides ample storage and seating when entering and exiting the home. A dedicated office provides a quiet place to work, and the formal dining room—enhanced with beautiful moldings—offers an elegant setting for gatherings. A separate music room adds space to relax or unwind. Throughout the main level, new crown molding, freshly painted walls and ceilings, and bamboo flooring create a cohesive feel, while brushed nickel finishes add a modern touch. The fireplace with new gas logs serves as an inviting focal point for the living area. From the main level, step through one of the new sliding glass doors onto the newly built deck, with stairs leading directly to the yard. This outdoor space is ideal for morning coffee, summer dinners, or entertaining friends. Upstairs, new oak hardwood flooring enhances the main stairs, landing, hallway, and primary suite, including a large double-sided walk-in closet. The entire upper level has freshly painted walls and ceilings, while new crown molding extends from the two-story foyer into the hallway. The primary bathroom has been updated and features heated flooring with app control for added comfort. The additional upstairs bathroom has also been updated, and the other three upstairs bedrooms feature new carpeting, giving the entire level a fresh, cohesive feel. One of the most convenient features of the upper level is the dedicated laundry room—no more carrying baskets between floors. Finished with waterproof LVT flooring, cabinetry, a countertop, walk-in closet shelving, and included Consumer Reports top-rated high efficiency washer and dryer, it is both practical and well-appointed. The lower level expands the home even further with nearly 1,000 additional finished square feet. Fresh paint and new carpeting throughout give this level a clean, updated feel. This space includes a large recreation room with a separate entry, offering excellent flexibility for entertaining or everyday living. It also features a fifth bedroom (non-legal egress) and a full bathroom, and an additional washer and dryer hookup - making it ideal for guests, extended stays, or multi-use living arrangements. Behind the scenes, the home has been carefully maintained and upgraded for long-term comfort and efficiency. The roof, washer and dryer, and HVAC system are all approximately four years old. The HVAC system is a Carrier air handler paired with a Carrier air-conditioning unit featuring a variable-speed inverter compressor, providing exceptional efficiency and helping keep energy costs low. Additional improvements include upgraded R-52 attic insulation, Honeywell Home app controls, and a Tamko Titan architectural shingle roof rated for 50 years. The attached 2-car garage has also been enhanced with highly insulated Lewin-Yount doors and Aladdin Connect smartphone control. With approximately 2,700 square feet above grade plus nearly 1,000 finished square feet in the basement, this 5-bedroom, 3½-bath Winchester City home offers a rare combination of space, versatility, and move-in-ready convenience. From its open and functional floor plan to its hardwood and bamboo flooring, updated systems, flexible living spaces, and thoughtful upgrades throughout, this is a home designed for both everyday living and memorable gatherings. Come inside, take your time, and imagine making it yours. Welcome HOME!

5 Beds ⋅ 4 Baths

Welcome home to this beautifully updated brick-front residence in the City of Winchester, where a thoughtful floor plan, generous living spaces with 9' ceilings on the main and upper levels, and meaningful improvements come together across three finished levels. The main level is designed for connection and comfort, beginning with a two-story foyer that opens into an airy, open-concept layout. The kitchen flows seamlessly into the main living area, creating an ideal space for everyday living and entertaining, while offering defined rooms for flexibility. Just off the kitchen, the mudroom connects to the garage and provides ample storage and seating when entering and exiting the home. A dedicated office provides a quiet place to work, and the formal dining room—enhanced with beautiful moldings—offers an elegant setting for gatherings. A separate music room adds space to relax or unwind. Throughout the main level, new crown molding, freshly painted walls and ceilings, and bamboo flooring create a cohesive feel, while brushed nickel finishes add a modern touch. The fireplace with new gas logs serves as an inviting focal point for the living area. From the main level, step through one of the new sliding glass doors onto the newly built deck, with stairs leading directly to the yard. This outdoor space is ideal for morning coffee, summer dinners, or entertaining friends. Upstairs, new oak hardwood flooring enhances the main stairs, landing, hallway, and primary suite, including a large double-sided walk-in closet. The entire upper level has freshly painted walls and ceilings, while new crown molding extends from the two-story foyer into the hallway. The primary bathroom has been updated and features heated flooring with app control for added comfort. The additional upstairs bathroom has also been updated, and the other three upstairs bedrooms feature new carpeting, giving the entire level a fresh, cohesive feel. One of the most convenient features of the upper level is the dedicated laundry room—no more carrying baskets between floors. Finished with waterproof LVT flooring, cabinetry, a countertop, walk-in closet shelving, and included Consumer Reports top-rated high efficiency washer and dryer, it is both practical and well-appointed. The lower level expands the home even further with nearly 1,000 additional finished square feet. Fresh paint and new carpeting throughout give this level a clean, updated feel. This space includes a large recreation room with a separate entry, offering excellent flexibility for entertaining or everyday living. It also features a fifth bedroom (non-legal egress) and a full bathroom, and an additional washer and dryer hookup - making it ideal for guests, extended stays, or multi-use living arrangements. Behind the scenes, the home has been carefully maintained and upgraded for long-term comfort and efficiency. The roof, washer and dryer, and HVAC system are all approximately four years old. The HVAC system is a Carrier air handler paired with a Carrier air-conditioning unit featuring a variable-speed inverter compressor, providing exceptional efficiency and helping keep energy costs low. Additional improvements include upgraded R-52 attic insulation, Honeywell Home app controls, and a Tamko Titan architectural shingle roof rated for 50 years. The attached 2-car garage has also been enhanced with highly insulated Lewin-Yount doors and Aladdin Connect smartphone control. With approximately 2,700 square feet above grade plus nearly 1,000 finished square feet in the basement, this 5-bedroom, 3½-bath Winchester City home offers a rare combination of space, versatility, and move-in-ready convenience. From its open and functional floor plan to its hardwood and bamboo flooring, updated systems, flexible living spaces, and thoughtful upgrades throughout, this is a home designed for both everyday living and memorable gatherings. Come inside, take your time, and imagine making it yours. Welcome HOME!

922 Wayne Dr, Winchester

Listing courtesy of Samson Properties. Contact:

$425,000

PRICED BELOW RECENT APPRAISED VALUE. Welcome home to this beautifully maintained historic log home in the heart of Winchester. Thoughtfully updated while maintaining the charm of yesteryear this home offers the conveniences of modern living. Traditionally appointed, the main level of the home provides the perfect separation of spaces with a large formal living room, dining room, gourmet kitchen, additional full bath and main level washer/dryer. The second level of the home offers a sitting area, primary bedroom with its own half bath and two addtional bedrooms with a shared bathroom. Accessed by the third bedroom, the attic offers a blank canvas and could be easily transformed into a secondary living area, home office, or a recreation and fitness room. Wide plank pine flooring remains throughout most of the home along with many traditional fiixtures. Recent improvements include a new gourmet kitchen with SS appliances, hvac, water heater, exterior clapboard cedar siding replaced where needed and new tile floors in the kitchen, main level bath and utility room. Step outside to the quaint backyard which offers an oasis for relaxation, play and gardening. The location of the home can't be beat. Just a few blocks to the pedestrian mall, one can experience a plethora of dining options, coffee shops, boutique stores, galleries and local social activities.

PRICED BELOW RECENT APPRAISED VALUE. Welcome home to this beautifully maintained historic log home in the heart of Winchester. Thoughtfully updated while maintaining the charm of yesteryear this home offers the conveniences of modern living. Traditionally appointed, the main level of the home provides the perfect separation of spaces with a large formal living room, dining room, gourmet kitchen, additional full bath and main level washer/dryer. The second level of the home offers a sitting area, primary bedroom with its own half bath and two addtional bedrooms with a shared bathroom. Accessed by the third bedroom, the attic offers a blank canvas and could be easily transformed into a secondary living area, home office, or a recreation and fitness room. Wide plank pine flooring remains throughout most of the home along with many traditional fiixtures. Recent improvements include a new gourmet kitchen with SS appliances, hvac, water heater, exterior clapboard cedar siding replaced where needed and new tile floors in the kitchen, main level bath and utility room. Step outside to the quaint backyard which offers an oasis for relaxation, play and gardening. The location of the home can't be beat. Just a few blocks to the pedestrian mall, one can experience a plethora of dining options, coffee shops, boutique stores, galleries and local social activities.

422 S Loudoun St, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$340,000

Welcome to this charming Winchester cottage tucked away on a quiet little side street just off Route 7! Set on nearly a full acre right in town, this property offers a rare combination of space and convenience. The .92 acre lot features a small stream on the property, adding a peaceful natural element to the setting. A path will need to be established to access the creek area, creating an opportunity to make the space your own. Offering 3 bedrooms and 2 full bathrooms, this inviting home features a spacious primary suite, comfortable living spaces, and a fully fenced backyard with a fire pit perfect for relaxing or entertaining. The kitchen is a equipped with upgraded appliances, including a new double oven and triple rack dishwasher, making everyday cooking and entertaining a breeze. The spacious primary suite offers a comfortable retreat with an updated bathroom featuring a beautiful tile shower and double shower heads! Several important updates have already been taken care of, including a newer roof and a brand-new HVAC system installed just weeks ago, an electric anode installation to water heater 2024, Culigan Sulfur Cleer System in 2025, and a new Goodman heat pump and air handler in 2026. An unfinished walkout basement provides additional storage space, while the fully fenced backyard offers room to enjoy the outdoors. Conveniently located just off Route 7, this home is close to shopping, dining, and everyday amenities, while offering an easy commute for those traveling in and around Winchester. A wonderful opportunity for a first-time homebuyer, downsizer, or anyone looking for a charming home in a convenient location with several major updates already completed. Come see all this home has to offer!

Welcome to this charming Winchester cottage tucked away on a quiet little side street just off Route 7! Set on nearly a full acre right in town, this property offers a rare combination of space and convenience. The .92 acre lot features a small stream on the property, adding a peaceful natural element to the setting. A path will need to be established to access the creek area, creating an opportunity to make the space your own. Offering 3 bedrooms and 2 full bathrooms, this inviting home features a spacious primary suite, comfortable living spaces, and a fully fenced backyard with a fire pit perfect for relaxing or entertaining. The kitchen is a equipped with upgraded appliances, including a new double oven and triple rack dishwasher, making everyday cooking and entertaining a breeze. The spacious primary suite offers a comfortable retreat with an updated bathroom featuring a beautiful tile shower and double shower heads! Several important updates have already been taken care of, including a newer roof and a brand-new HVAC system installed just weeks ago, an electric anode installation to water heater 2024, Culigan Sulfur Cleer System in 2025, and a new Goodman heat pump and air handler in 2026. An unfinished walkout basement provides additional storage space, while the fully fenced backyard offers room to enjoy the outdoors. Conveniently located just off Route 7, this home is close to shopping, dining, and everyday amenities, while offering an easy commute for those traveling in and around Winchester. A wonderful opportunity for a first-time homebuyer, downsizer, or anyone looking for a charming home in a convenient location with several major updates already completed. Come see all this home has to offer!

197 Denny Ln, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$360,000

Nestled in the Shawneeland community, this delightful Colonial home, built in 2021, offers a perfect blend of modern comfort and timeless appeal. With three spacious bedrooms and two and a half bathrooms, this residence is designed for both relaxation and entertaining. Step inside to discover warm hardwood floors that flow throughout the main living areas, creating an inviting atmosphere. The heart of the home features a cozy breakfast area, perfect for morning gatherings or casual meals. The kitchen offers appliances, including an electric oven/range, refrigerator, microwave, and dishwasher, making meal prep a breeze. The primary suite is a true retreat, complete with an en-suite bathroom that offers both privacy and convenience. Additional bedrooms provide ample space for guests or a home office, catering to your lifestyle needs. The full, unfinished basement presents a blank canvas, ready for your personal touch—imagine a game room, home gym, or extra storage. With a walkout level, windows, and plumbing for a future bathroom, this space has great potential. Outside, the generous 0.32-acre lot offers plenty of room for outdoor activities or gardening, while the driveway provides convenient parking. Enjoy the tranquility of suburban living while being just a short drive from local amenities. This home is not just a place to live; it’s a place to create lasting memories. Don’t miss the opportunity to make it yours! PRICE ADJUSTMENT!!!! Schedule your appointment NOW!

Nestled in the Shawneeland community, this delightful Colonial home, built in 2021, offers a perfect blend of modern comfort and timeless appeal. With three spacious bedrooms and two and a half bathrooms, this residence is designed for both relaxation and entertaining. Step inside to discover warm hardwood floors that flow throughout the main living areas, creating an inviting atmosphere. The heart of the home features a cozy breakfast area, perfect for morning gatherings or casual meals. The kitchen offers appliances, including an electric oven/range, refrigerator, microwave, and dishwasher, making meal prep a breeze. The primary suite is a true retreat, complete with an en-suite bathroom that offers both privacy and convenience. Additional bedrooms provide ample space for guests or a home office, catering to your lifestyle needs. The full, unfinished basement presents a blank canvas, ready for your personal touch—imagine a game room, home gym, or extra storage. With a walkout level, windows, and plumbing for a future bathroom, this space has great potential. Outside, the generous 0.32-acre lot offers plenty of room for outdoor activities or gardening, while the driveway provides convenient parking. Enjoy the tranquility of suburban living while being just a short drive from local amenities. This home is not just a place to live; it’s a place to create lasting memories. Don’t miss the opportunity to make it yours! PRICE ADJUSTMENT!!!! Schedule your appointment NOW!

147 Doe Trl, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

100 Keystone Ln Unit HOMESITE 1090, Winchester

$446,639

Discover a new MOVE-IN READY and thoughtfully designed home for active 55+ living. This BRAND NEW END VILLA gives you more time to enjoy what matters most. Main-level living and a low-maintenance design means less time on upkeep and more time enjoying Hiatt Pointe's RESORT-STYLE AMENITIES and active social calendar events. From pickleball and the pool to water aerobics, Mahjong nights, and Friday happy hours, every day offers a new opportunity to stay active, connected, and engaged—all within a gated community. -----Explore Homesite 1090, the final move-in ready end villa home at Hiatt Pointe (55+). Offering a two-car front-load finished garage, with three bedrooms, two full bathrooms, and one half bathroom. With 9 ft. ceilings on both levels, Luxury Vinyl Plank (LVP) flooring, oak main stairs, and expertly selected finishes, this villa feels effortlessly unique. The kitchen, central to the entire home, is complete with white soft-close cabinetry, white quartz countertops, a large island, Samsung® stainless steel appliances, and a pantry with solid shelving. The great room has an electric fireplace and connects to a spacious outdoor patio for seamless outdoor living. This home has an entry level primary suite which includes a private full bathroom with dual vanities, soft-close cabinets, quartz countertops, a roll-in frameless shower with floor-to-ceiling tile, and elongated comfort-height toilets. Upstairs, enjoy a flexible retreat space, two secondary bedrooms, and a full bathroom. The two-car finished garage with electric opener and exterior keypad adds extra storage and convenience. Being a new build, your home is constructed to the highest energy efficiency standards and comes with a post-settlement warranty. This home offers available closing cost assistance when financing with Intercoastal Mortgage and closing with Walker Title. -----Hiatt Pointe (55+) is located in Frederick County with convenient access to historic Downtown Winchester, Route 7, I-81, and I-66. Nearby shopping and dining includes Rutherford Crossing (4 mins away), Apple Blossom Mall (11 mins away), Downtown Winchester (13 mins away), and Winchester Commons (14 mins away). -----NterNow self-touring is available on select homesites at Hiatt Pointe, no agent or appointment required. Buyers may visit independently during daylight hours. For access instructions and availability, contact Van Metre Homes directly or visit our website. -----*Other homesites and delivery dates may be available. Pricing, offers, and availability are subject to change without notice. Images, renderings, and site plans are for illustrative purposes only and may not reflect actual homes or features. Some images and renderings may depict interior designs created in collaboration with AI or may represent a similar home. Additional terms and conditions may apply. Please see a Van Metre New Home Advisor for details.

Discover a new MOVE-IN READY and thoughtfully designed home for active 55+ living. This BRAND NEW END VILLA gives you more time to enjoy what matters most. Main-level living and a low-maintenance design means less time on upkeep and more time enjoying Hiatt Pointe's RESORT-STYLE AMENITIES and active social calendar events. From pickleball and the pool to water aerobics, Mahjong nights, and Friday happy hours, every day offers a new opportunity to stay active, connected, and engaged—all within a gated community. -----Explore Homesite 1090, the final move-in ready end villa home at Hiatt Pointe (55+). Offering a two-car front-load finished garage, with three bedrooms, two full bathrooms, and one half bathroom. With 9 ft. ceilings on both levels, Luxury Vinyl Plank (LVP) flooring, oak main stairs, and expertly selected finishes, this villa feels effortlessly unique. The kitchen, central to the entire home, is complete with white soft-close cabinetry, white quartz countertops, a large island, Samsung® stainless steel appliances, and a pantry with solid shelving. The great room has an electric fireplace and connects to a spacious outdoor patio for seamless outdoor living. This home has an entry level primary suite which includes a private full bathroom with dual vanities, soft-close cabinets, quartz countertops, a roll-in frameless shower with floor-to-ceiling tile, and elongated comfort-height toilets. Upstairs, enjoy a flexible retreat space, two secondary bedrooms, and a full bathroom. The two-car finished garage with electric opener and exterior keypad adds extra storage and convenience. Being a new build, your home is constructed to the highest energy efficiency standards and comes with a post-settlement warranty. This home offers available closing cost assistance when financing with Intercoastal Mortgage and closing with Walker Title. -----Hiatt Pointe (55+) is located in Frederick County with convenient access to historic Downtown Winchester, Route 7, I-81, and I-66. Nearby shopping and dining includes Rutherford Crossing (4 mins away), Apple Blossom Mall (11 mins away), Downtown Winchester (13 mins away), and Winchester Commons (14 mins away). -----NterNow self-touring is available on select homesites at Hiatt Pointe, no agent or appointment required. Buyers may visit independently during daylight hours. For access instructions and availability, contact Van Metre Homes directly or visit our website. -----*Other homesites and delivery dates may be available. Pricing, offers, and availability are subject to change without notice. Images, renderings, and site plans are for illustrative purposes only and may not reflect actual homes or features. Some images and renderings may depict interior designs created in collaboration with AI or may represent a similar home. Additional terms and conditions may apply. Please see a Van Metre New Home Advisor for details.

100 Keystone Ln Unit HOMESITE 1090, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$454,900

Offering a $5,000.00 credit* Welcome to this beautifully updated Colonial in Winchester, where classic curb appeal meets thoughtful modern upgrades. The exterior shines with new Hardie Plank siding, crisp PVC moldings, natural stone accents across the front and water table, fresh paint, a newly finished deck, and a sleek vinyl fence. Step inside to a bright, refreshed interior featuring a kitchen with new granite countertops and elegantly painted cabinets, a custom built-in media wall with stone surround and recessed TV niche, stylish new ceiling design and lighting, plus a versatile new first-level room with added closet space. Upstairs you’ll find three comfortable bedrooms, all freshly painted for a clean, move-in-ready feel. A warm, character-filled home ready for its next chapter in Winchester.

4 Beds ⋅ 3 Baths

Offering a $5,000.00 credit* Welcome to this beautifully updated Colonial in Winchester, where classic curb appeal meets thoughtful modern upgrades. The exterior shines with new Hardie Plank siding, crisp PVC moldings, natural stone accents across the front and water table, fresh paint, a newly finished deck, and a sleek vinyl fence. Step inside to a bright, refreshed interior featuring a kitchen with new granite countertops and elegantly painted cabinets, a custom built-in media wall with stone surround and recessed TV niche, stylish new ceiling design and lighting, plus a versatile new first-level room with added closet space. Upstairs you’ll find three comfortable bedrooms, all freshly painted for a clean, move-in-ready feel. A warm, character-filled home ready for its next chapter in Winchester.

424 Valley Mill Rd, Winchester

Listing courtesy of Burch Real Estate Group, LLC. Contact:

$400,000

Lofts at Creekside is one of the newest walkable communities in the city of Winchester with proximity to the upscale Creekside Station. Offering eateries, clothing stores, and professional services allows you to start or end your day at a plethora of local store fronts only steps from your home. Being only 2 years young allows the comfort of practically a new home in impeccable condition. Two car garage, front porch, and a recreation room greet you on the ground floor. Main level modern kitchen complemented by soft close cabinets and stunning countertops transitioning to the spacious living room with immense amount of natural light and back porch for morning coffee or evening happy hour. Condo association takes care of lawn maintenance and snow removal.