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3150 Apple Pie Ridge Rd, Winchester
$549,900
3 Beds ⋅ 3 Baths
<p> FEATURING A PRICE IMPROVEMENT! Located on highly desired Apple Pie Ridge Road with fabulous scenic mountain VIEWS, HORSES ARE ALLOWED at this charming split-foyer home offers over 2,500 finished square feet of comfort and style. With 3 spacious Bedrooms and 3 full Bathrooms, the interior features a very inviting open floor plan. Filled with abundant natural light, the eat-in kitchen is equipped with modern appliances, custom hand-built cabinetry, and a spacious dining area.<p> <p> The finished lower level is highlighted by a cozy brick fireplace in the spacious Recreation Room. Perfect for gatherings or relaxation, the basement also features a full bathroom, laundry & utility room, plus 2 Bonus rooms with full sized windows for ease & functionality.<p> <p> Step outside to a beautifully cleared 5-acre lot that backs to lush fruit trees, providing a tranquil backdrop for outdoor activities. Per the deed written in 1986, TWO horses are allowed as long as they are properly fenced. The expansive deck and patio invite you to savor the peaceful outdoor surroundings. Oh, and don’t forget the 14'x20' shed (with a new roof & shelving) – perfect for all your outdoor equipment!<p> <p> Recent updates include (dates are approximate): New roof & gutters (2021), tilt windows (2016), washer & dryer (2024), refrigerator (2022), well pump (2021), heat pump (2013), and hot water tank (2020).<p> <p> Conveniently located with ample parking on the freshly resealed driveway, this home is just minutes from Valley Health, medical offices, schools, shopping, parks and trails, Amazon, Shenandoah University, major commuter routes, and downtown Winchester’s amenities. Such an ideal retreat for those seeking both privacy and community, you will want to experience the warmth and charm of this exceptional property!

3150 Apple Pie Ridge Rd, Winchester

Listing courtesy of Colony Realty. Contact:

158 Old Forest Cir, Winchester
$665,000
4 Beds ⋅ 3 Baths
NEW PRICE — NOW $665,000! An exceptional opportunity to make 158 Old Forest your new home. With a $10,000 price improvement, this property offers even more value. If you've been waiting to take a second look, now is the time! SELLER OFFERING ONE-YEAR STONEBROOK CLUB MEMBERSHIP! Offering approximately 4,000 square feet of living space, welcome to 158 Old Forest Circle, a spacious and inviting Colonial nestled among mature trees in the desirable Stonebrook Farms community. This classic home features four bedrooms, two full baths and one half bath, along with a partially finished lower level offering additional living space and the potential for a fifth bedroom. Inside, hardwood floors and abundant natural light create a warm and welcoming feel. The spacious living room offers plenty of room to gather and relax, while the separate formal dining room provides a beautiful setting. The kitchen features white cabinetry, granite countertops, stainless steel appliances, generous workspace, and a convenient breakfast bar. Upstairs, four generously sized bedrooms provide plenty of room for family, guests, or a home office. The partially finished lower level adds even more flexibility, with space that can be used for a recreation room, home gym, office, hobby area, or future fifth bedroom. One of the home's most appealing features is its peaceful outdoor setting. Step outside onto the spacious rear deck, perfect for morning coffee, outdoor dining, grilling, or entertaining while surrounded by mature trees and the privacy of the wooded lot. A lower-level garage and extended driveway provide convenient off-street parking. Additionally, seller-provided home warranty offers additional peace of mind. SPECIAL SELLER INCENTIVE: The seller is offering the new owner a one-year membership to the Stonebrook Club, where you can enjoy swimming, tennis, pickleball, a fitness/weight room, and a variety of other recreational and social activities—a wonderful way to begin enjoying the Stonebrook lifestyle from day one.

158 Old Forest Cir, Winchester

Listing courtesy of EXP Realty, LLC. Contact:

511 Mountain Falls Blvd Unit LOT 20, Winchester
$359,000
3 Beds ⋅ 2 Baths
Blue Ocean Modulars introduces The Laurel, a three-bedroom, two-full-bath ranch home to be built in the Wilde Acres subdivision of Frederick County. Nestled against a forested backdrop and built with high-quality workmanship, this residence showcases modern construction designed for durability, comfort, and long-term value. The home features Insul-Stud framing, a cutting-edge system that enhances insulation and significantly improves energy efficiency. From foundation to finishing details, every element reflects careful attention to design and build quality, making it a standout choice in Frederick County’s housing market. Wilde Acres is about 1/2 hour southwest of Winchester, Virginia, on the eastern face of Great North Mountain—completion anticipated by the end of December 2026. House shows photos of a deck. This is an optional add-on.

511 Mountain Falls Blvd Unit LOT 20, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

1008 S Cameron St, Winchester
$350,000
4 Beds ⋅ 2 Baths
This large two-story home seamlessly blends the timeless character of the 1930s with the modern updates today’s buyers appreciate. A classic covered front porch welcomes you home and offers the perfect place to enjoy your morning coffee or relax at the end of the day. Inside, classsic hardwood floors, high ceilings, elegant crown and baseboard molding, and stunning original built-in cabinetry between the living and formal dining rooms showcase the home’s historic charm. Thoughtful updates provide added comfort and convenience, including a renovated kitchen, updated bathrooms, bedroom-level laundry, new windows (2023), a new water heater (2023), and a new roof (2024). Situated on one of the larger lots in the neighborhood, this property also offers incredible outdoor potential. With convenient a convenient shared drive to the rear of the home where there’s plenty of room to add a garage, oversized workshop, or storage shed while still maintaining a spacious backyard for entertaining, gardening, or simply relaxing outdoors. Full of character, thoughtfully updated, and ideally located near all that Old Town Winchester has to offer, this special home is one you won’t want to miss!

1008 S Cameron St, Winchester

Listing courtesy of Redfin Corporation. Contact:

103 Renee Ln, Winchester
$710,000
5 Beds ⋅ 4 Baths
Welcome to this gorgeous single family home with custom details galore in the lovely Lynnehaven community! Approaching the home you are welcomed by a spacious front porch with columns perfect for enjoying your morning coffee on the porch swing. Upon entering you will love the impressive two-story foyer, the luxury vinyl plank flooring throughout the entire main level and the sun flooding through all the windows. The entryway offers an elegant formal living room and a formal dining room which is the perfect place for hosting gatherings along with a dry bar great for entertaining. The spacious great room features a decorative custom wall and a stone fireplace. The expansive kitchen is a true showstopper offering an abundance of space with granite counters, custom painted cabinetry, stainless appliances, double ovens, gas cooking and a custom pantry. This chef's kitchen overlooks the morning room that seamlessly extends the kitchen and offers a warm, welcoming setting for everyday living. The custom niche just inside the door leading from the garage is the perfect spot to drop coats and backpacks. The main level also has a generously sized room offering exceptional versatility and can easily be used as a bedroom, play room, home office or additional living space to suit your needs. A beautifully appointed powder room completes the main level. Upstairs, the expansive primary suite offers an exceptional retreat, featuring a bedroom space with tray ceiling and an impressive private sitting room with custom moldings perfect for relaxing, reading or creating a comfortable lounge space. The beautifully appointed en-suite bath offers dual sinks, a generous walk-in shower, a separate soaking tub and a private water closet, providing both comfort and functionality in a spa-like setting. Display all your clothing and accessories with a huge walk-in closet with custom built shelving. There are three additional bedrooms on the upper level including a charming and imaginative children’s bedroom with a custom-built loft bed and a closet with a ladder leading to a delightful hidden hangout space. The laundry room is conveniently located on this bedroom level with custom cabinets and built-in sink. The basement is fully finished with an expansive recreation room, an impressive movie theatre room complete with awesome seating and an extra large screen TV that convey. An expansive flex room, currently outfitted as a home gym, offers endless possibilities and can easily be transformed into a bedroom, playroom or hobby space. A full bathroom is offered on this level for added convenience. Enjoy outdoor living on the Trex deck overlooking a beautifully fenced backyard, complete with raised flower beds that add charm and color to your outdoor space. Welcome home! * UPDATES: New Roof 2019, New HVAC 2024 Upper unit (both inside and out), New flooring on main level and basement 2025, new subpanel in garage 2025, main level painted 2025. *

103 Renee Ln, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

141 Poe Dr, Winchester
$589,900
4 Beds ⋅ 4 Baths
Discover this impressive Hopewell home, ready for quick move-in! Included features: a quiet study with French doors; a spacious great room with an electric fireplace; a dining nook; an open kitchen with a center island; a main-floor powder room; a convenient laundry; a luxurious primary suite showcasing added windows, a private bath with double sinks and an immense walk-in closet; and an extra bedroom and bath in lieu of a loft. This could be your dream home! Raven Oaks amenities include a community pool, pickleball/basketball court and playgrounds. Residents will appreciate easy access to a variety of unique shopping, dining and recreation options, including Winchester Country Club and Apple Blossom Mall. Close proximity to Shenandoah University, I-81 and SR-7 provides added convenience. **Sellers Need Short Rent Back

141 Poe Dr, Winchester

Listing courtesy of Livewell Realty. Contact:

217 Ashland Dr, Winchester
$715,000
4 Beds ⋅ 4 Baths
WOW!!! Sellers are offering a temporary buy-down rate with a qualified buyer and offer... Want a MUCH lower rate for your first two or three years? It's possible at Ashland Dr! (Terms and Conditions apply; see below)* Welcome home to Ashland Dr! This very well maintained ranch, is simply waiting for you to move in and make your own. From fresh paint throughout, new carpet in the primary bedroom (installed after 3D tour), newly updated kitchen appliances, countertop and backsplash to the extensive 4+ acres, Ashland is perfect for entertaining, creating memories and making the space entirely as you envision. With a sizeable primary suite, and three additional bedrooms, there is ample room to use the space for guests, office, craft spaces or more! Boasting over 2300 sf of above grade living space, with an additional 2300+sf in the full basement, two laundry options (basement or main floor), an inviting sun room with new flooring, and much much more, this ranch is a welcoming environment suited for any number of tastes and interests. Over 4 acres provides endless opportunities for the exterior, including the newy installed firepit and gorgeous flagstone that was acquired and being left for your hardscaping dreams. This home was meant for enjoyment and entertainment, located moments from Downtown Winchester and all the area has to offer, all this gorgeous home is missing is you! ***///*** 3D Tour Available on Zillow! ***///*** ATTENTION BUYERS!!! REGARDING SELLER OFFER TO BUYDOWN RATE: Seller is offering a concession that may be applied toward a 2-1 OR 3-2-1 temporary interest-rate buydown, subject to the terms of the purchase agreement. Availability and amount of the concession are subject to seller approval and applicable loan program requirements. Buyer must qualify for financing and the permanent note rate. Temporary buydown availability, terms, eligibility, and permitted seller contributions vary by loan program and lender. This offer is not a commitment to lend and does not guarantee any specific interest rate, APR, payment, loan program, or financing approval. Buyer should consult with a qualified mortgage professional regarding eligibility and available financing options. Equal Housing Opportunity.

217 Ashland Dr, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

313 Lehigh Dr, Winchester
$614,999
5 Beds ⋅ 4 Baths
***Very motivated Sellers*** Set within the desirable Senseny Village community, 313 Lehigh Drive offers an exceptional blend of refined living and effortless comfort. This beautifully appointed five-bedroom, three-and-a-half-bath residence features 3,900 square feet of finished living space, with thoughtfully designed interiors, an upgraded kitchen, and a dramatic stone fireplace creating an inviting sense of elegance. The finished walkout lower level extends the living experience with a generous recreation room, private bedroom, and full bath—ideal for guests, entertaining, or flexible living. A two-car garage and convenient access to Winchester’s shopping, parks, major commuter routes, and historic Old Town make this a sophisticated yet wonderfully livable home.

313 Lehigh Dr, Winchester

Listing courtesy of Golston Real Estate Inc.. Contact:

153 Fox Dr, Winchester
$439,900
3 Beds ⋅ 2 Baths
Welcome home to this beautifully maintained 3-bedroom, 2-bath home offering comfort, convenience, and exceptional outdoor living. Ideally located just minutes from shopping, schools, the hospital, and other everyday amenities, this home combines a prime location with thoughtful updates. Inside, you'll find two recently remodeled bathrooms featuring modern finished and stylish upgrades. The functional layout provides comfortable living spaces perfect for everyday life. The basement has also been professionally waterproofed, and the existing waterproofing warranty will transfer to the new owner, providing added peace of mind. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for children, pets, or entertaining. The extensive hardscaping creates a beautiful, low-maintenance outdoor retreat, while the paver driveway adds outstanding curb appeal. An above-ground pool provides the perfect place to cool off on warm summer days, and the storage shed offers ample space for lawn equipment, tools, and seasonal items. Move-in ready and conveniently located, this home offers the perfect blend of comfort, style. and accessibility. Don't miss your opportunity to make it yours-schedule your private showing today!

153 Fox Dr, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

lot 12 Keval Gyan, Winchester
$849,900
3 Beds ⋅ 2 Baths
Four month build time from contract. Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house (Aspen); it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate, brand-new residence, meticulously designed with a flowing 2,512 sq. ft. open floor plan. The builder has redefined "standard features," integrating premium elements throughout the home that others typically label as costly upgrades. Key Features & Elegant Finishes: Striking Curb Appeal: A distinguished full brick front complemented by durable cement siding creates a timeless exterior, highlighted by a large, welcoming concrete front porch and lead walk. Exquisite Main Level: Rich, stained Early American hardwood flooring flows seamlessly across the entire main level, excluding the elegant tiled bathrooms and laundry room, creating a warm, inviting atmosphere. Seamless Indoor/Outdoor Entertaining: Step through to your private outdoor oasis. A covered and screened deck provides an ideal spot for year-round relaxation, extending onto an attached open deck perfect for grilling and sunbathing. This exquisite home represents a unique blend of craftsmanship, luxury, and exclusivity. Don't miss the chance to claim your spot in this premier community.

lot 12 Keval Gyan, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

175 Shields Dr, Winchester
$739,000
5 Beds ⋅ 4 Baths
Recent major updates, 2 private acres, and space to spread out! This beautiful 5-bedroom, 2.5-bath brick-front home offers a wonderful blend of comfort, privacy, and functionality. Enjoy added peace of mind with a new roof in 2025, HVAC systems replaced in 2023, 2024, and 2025, plus a new pressure tank, water heater, sump pump, Culligan water softener, and updated light fixtures. Freshly painted rooms add to the home's bright, refreshed feel. Inside, the kitchen features hardwood flooring, Corian countertops, a pantry, and ample cabinet space. Elegant crown molding adds a touch of character to the main level, where a convenient laundry room includes a shower. A versatile bonus room currently used as a main-level bedroom offers flexibility for guests, a home office, or additional living space. Upstairs, the oversized primary suite features a huge walk-in closet with exceptional storage. The full, unfinished walkout basement offers abundant storage and additional possibilities to suit your needs. Outside, enjoy 2 private acres, along with a spacious deck and paver patio that create inviting spaces for outdoor dining, entertaining, or simply relaxing in the peaceful surroundings. Offering substantial recent updates, flexible living space, and room to enjoy the outdoors, this property combines the privacy of country living with convenient access to nearby amenities. Be sure to explore the attached 3-D tour!

175 Shields Dr, Winchester

Listing courtesy of RE/MAX Roots. Contact:

146 Stonebrook Rd, Winchester
$599,900
5 Beds ⋅ 3 Baths
Spacious ranch home on a beautiful 1-acre lot in the highly desirable Stonebrook Farms community, offering generous living space, a flexible floor plan, and numerous important updates already completed by the current owners: HVAC in 2022, windows and septic system in 2023, water heaters and water softener in 2023, fresh paint throughout in 2024, a new HVAC ventilation system in 2024, and new appliances in 2025, LVT flooring throughout in 2026, and carpet was replaced in 2024. The home's versatile layout offers 5 bedrooms and 3 full baths, including a private room tucked behind the garage with full bath. The 1,000 sq.ft. finished lower level adds even more flexibility as a comfortable apartment-style living space, with its own kitchen, dining area, bedroom, and full bath. This approximately $30,000 renovation was completed in 2024 and provides a ready-to-use space for extended family, guests, recreation, or other rental opportunity. Outside, enjoy a spacious backyard surrounded by mature trees and landscaping, with a patio and plenty of room for gardening, relaxing, and gatherings. The 1-acre setting provides a peaceful country feel while remaining just minutes from shopping, dining, medical facilities, and everything Winchester has to offer. Stonebrook Farms is one of Winchester's most sought-after communities, with the option to join the Stonebrook Club and enjoy swimming, tennis, pickleball, and social activities. If you're looking for a home with substantial updates already completed, flexible living space, and room to make the remaining finishes your own, this property offers an opportunity to settle into a well-maintained home in a highly desirable Winchester location.

146 Stonebrook Rd, Winchester

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

1853 Rosser Ln, Winchester
$385,000
2 Beds ⋅ 2 Baths
Welcome to easy one-level living in Willow Lawn Cottages, a popular 55+ community in Winchester! This well-maintained home has been freshly painted and offers 2 bedrooms and 2 full bathrooms. The open floor plan feels bright and spacious, with vaulted ceilings, plenty of natural light, and luxury vinyl plank flooring throughout. The kitchen includes granite countertops, updated cabinets, stainless steel appliances, and a built-in microwave. The primary bedroom has a walk-in closet and a private bathroom with a walk-in shower. You’ll also find main-level laundry, an attached one-car garage, a covered front porch, and a rear patio where you can relax outdoors. The HOA takes care of lawn maintenance and snow removal and provides access to the community clubhouse, gathering spaces, and sidewalks. Located close to Winchester Medical Center, shopping, restaurants, and historic downtown Winchester, this home offers comfort and convenience in a welcoming community.

1853 Rosser Ln, Winchester

Listing courtesy of Realty FC. Contact:

2122 Jones Rd, Winchester
$699,900
3 Beds ⋅ 3 Baths
Beautifully renovated 1918 farmhouse situated on 10 scenic acres with views of Opequon Creek, accessible creek frontage, a picturesque pond, and some fenced acreage. Conveniently located approximately five miles from downtown Winchester with easy access to shopping, dining, entertainment, Jim Barnett Park, the Trails at the Museum of the Shenandoah Valley, and Rose Hill Park within walking distance. This 3-bedroom, 2.5-bath home blends historic character with modern updates. The remodeled kitchen features new cabinetry, granite countertops, and stainless steel appliances. All bathrooms have been updated with new vanities, tile flooring, lighting, tubs, showers, toilets, and mirrors. Original hardwood floors, stairs, and wood trim have been refinished, while additional improvements include new windows, three exterior doors, fresh interior paint, updated lighting, outlets, ceiling fans, a new roof, and a renovated upper porch with new flooring, ceiling, and railings. Major updates include replaced water and drain lines to the kitchen and bathrooms, replacement boiler for the first-floor oil heat, second-floor HVAC systems and ductwork (2019), electric water heater (2019), new septic distribution box with a completed 8/2026 septic inspection, replacement Permacast front porch columns, updated gutters with gutter guards (2020), and a newer basement steel entry door (2019). The detached garage has also been renovated with a new roof, gutters, fascia, soffit, overhead door and opener, entry door, and concrete floor. A new brick paver walkway and landscaping complete this move-in-ready property, offering the perfect combination of acreage, water views, and modern updates just minutes from Winchester. Chimney Disclosure: All chimneys convey as-is. The chimney behind the kitchen has been permanently sealed and is not functional. The living room chimney is lined for use with a wood or pellet stove. The rear porch chimney serves the boiler heat system. The garage chimney is capped; the cap may be removed if desired. *Agent is related to owner* The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer’s decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent.

2122 Jones Rd, Winchester

Listing courtesy of RE/MAX Roots. Contact:

2810 N Frederick Pike, Winchester
$260,000
3 Beds ⋅ 1 Baths
Recently renovated and move-in ready! This updated 3-bedroom, 1-bath home offers the perfect combination of modern finishes and worry-free living with major upgrades already completed. Enjoy peace of mind with a new roof, new windows, new siding, and a brand-new HVAC system, providing comfort and energy efficiency for years to come. Inside, you'll find stylish luxury vinyl plank (LVP) flooring throughout, creating a seamless and low-maintenance living space. The updated kitchen features all-new stainless steel appliances, offering both functionality and a sleek, contemporary look that's ready for everyday living or entertaining. Conveniently located on N. Frederick Pike with easy access to shopping, dining, schools, and commuter routes, this home is an excellent opportunity for first-time buyers, those looking to downsize, or anyone seeking a turnkey property. Don't miss your chance to own this beautifully renovated home, schedule your private showing today!

2810 N Frederick Pike, Winchester

Listing courtesy of Weichert Realtors - Blue Ribbon. Contact:

1529 Dalton Pl, Winchester
$625,000
4 Beds ⋅ 4 Baths
Roof 2017 - Water Heater 2017 - HVAC 2023. Welcome to 1529 Dalton Place, an exceptional home tucked away on a quiet cul-de-sac in one of Winchester's most desirable locations. Offering 4 spacious bedrooms, 3.5 bathrooms, and an expansive floor plan, this beautifully designed residence delivers the perfect blend of comfort, style, and functionality. From the moment you enter, you'll appreciate the generous room sizes throughout, including elegant formal living and dining rooms ideal for entertaining. The heart of the home features an inviting open-concept kitchen and family room, creating the perfect space for everyday living and gathering with family and friends. A bright and airy sunroom provides the perfect spot to relax while overlooking the backyard. The finished basement offers exceptional flexibility with abundant space for a recreation room, home theater, fitness area, office, or guest suite. A spacious 2-car garage provides plenty of storage and convenience. Ideally situated in a prime location close to shopping, dining, schools, commuter routes, and all that Winchester has to offer, this impressive home combines space, convenience, and timeless appeal. If you're searching for a move-in-ready home with generous living areas and an unbeatable location, 1529 Dalton Place is one you won't want to miss. All sizes are approximate.

1529 Dalton Pl, Winchester

Listing courtesy of RE/MAX Roots. Contact:

300 Panther, Winchester
$359,000
3 Beds ⋅ 2 Baths
Completed new construction in Wilde Acres! This 3-bedroom, 2-bath one-level home in Winchester, VA offers approximately 1,344 finished square feet on a 1-acre lot with an attached 2-car garage. The open floor plan connects the kitchen, dining and living areas and features luxury vinyl plank flooring, granite countertops and stainless steel appliances. The primary bedroom includes a private full bath, with two additional bedrooms and a second full bath completing the layout. Exterior features include a covered front porch, rear deck and wooded surroundings. With construction now complete, this home offers brand-new single-level living on a full acre just outside Winchester. Taxes currently reflect the land only.

300 Panther, Winchester

Listing courtesy of Preslee Real Estate. Contact:

3168 Ruby Royce Dr, Winchester
$635,690
3 Beds ⋅ 4 Baths
Rare Dual Primary Suites on the Main Level! Backing to trees, this stunning new Matisse at Hiatt Pointe at Snowden Bridge offers the perfect blend of comfort and flexibility for active adults 55+. Personalize your finishes and move in this spring! Enjoy a gourmet kitchen with SS appliances including hood, quartz countertops, an oversized island, and walk-in pantry. The open layout features 10' ceilings, a gas fireplace, and a screened porch overlooking the wooded homesite. The finished lower level adds a rec room, third bedroom, and full bath. Enjoy resort-style amenities including a gated entrance, clubhouse, fitness center, pickleball, bocce, pool, and hot tub. Ask about builder incentives!

3168 Ruby Royce Dr, Winchester

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

204 Cougar Trl, Winchester
$320,999
3 Beds ⋅ 3 Baths
This spacious home built in 2020 in Wild Acres with 1667 sqft living space and sitting on a .75-acre lot has plenty to offer! This 3-bedroom, 2.5-bath split-entry home features an inviting layout with bright living and dining areas that flow into the kitchen, creating a welcoming setting for everyday living and gatherings. With a family/recreation room, with the half bath in lower level. With washer and dryer hook ups on main level. Outside with, the large deck overlooks a fenced, tree-lined backyard. An attached 2-car garage, central air/heat, new water softener, its own well and septic (which was just pumped) mature trees, complete this well-rounded property. This home with this PRICE you must see; don’t wait! Book your showing today.......

204 Cougar Trl, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

820 Cedar Grove Rd, Winchester
$379,000
3 Beds ⋅ 2 Baths
REDUCED, This charming brick ranch-style home, built in 1971, offers a perfect blend of comfort and functionality. With 2,198 sq. ft. of thoughtfully designed space, this residence features three inviting bedrooms plus a bonus room and two full bathrooms, ideal for relaxation and privacy. The traditional floor plan is enhanced by beautiful hardwood and ceramic tile flooring, creating a warm and welcoming atmosphere throughout. The heart of the home is the eat-in kitchen, including a built-in microwave, dishwasher, and electric oven/range. Enjoy cozy meals at the kitchen table or gather around the wood-burning/woodstove & propane fireplace in the living area, perfect for creating lasting memories. Additional features include built-ins, ceiling fans, and a convenient main floor laundry area. Step outside to discover a generous 0.74-acre lot, beautifully landscaped and backing onto serene trees, providing a peaceful retreat. The exterior boasts several porches and ample parking with an oversized attached 5-bay garage and paved/gravel driveway, which is fantastic for car enthusiasts! Located in a rural setting, this home offers picturesque views of the garden and surrounding woods, making it an ideal escape from the hustle and bustle. With its combination of comfort, space, and natural beauty, this property is ready to welcome you home. This is a Special Warranty Deed sale. Call for details on garage measurements!

820 Cedar Grove Rd, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

120 Hawk Trl, Winchester
$349,000
3 Beds ⋅ 2 Baths
Welcome to 120 Hawk Trail in Shawneeland! Built in 2014, this beautifully maintained 2,800+ square foot home offers modern comfort and convenience while enjoying the established character of a mature setting and peaceful wooded surroundings. A covered front porch greets you each day, while the two-car garage with two single doors provides a highly desirable feature in Shawneeland, along with plenty of additional storage. Inside, the spacious living room showcases a high tray ceiling, crown molding, hardwood floors, and large windows that fill the space with natural light. Entertain in the separate formal dining area, enhanced by chair rail and panel molding. Cooking and meal preparation are a pleasure in the well-appointed kitchen, featuring stainless steel appliances, abundant cabinetry, and generous workspace. A bright and cheery breakfast area overlooking the large, open backyard creates a cozy spot for everyday meals, morning coffee, or casual gatherings. Designed for everyday living, the three-bedroom floor plan includes a private primary suite with its own full bathroom and large closet. A second full bathroom is conveniently located near the living areas and additional bedrooms. Both bathrooms feature tile flooring and updated vanities. Downstairs, with direct access to the garage, the full basement is ready for finishing to your specifications, with a rough-in for a future bathroom. Create a recreation room, home gym, office, workshop, guest space, or simply take advantage of the generous storage space. A separate utility area includes the washer and dryer. Outside, the nearly 1/3-acre private, tree-lined lot offers plenty of space for grilling, entertaining, gardening, or simply relaxing surrounded by nature. Lovingly maintained by its original owner, this home features fresh paint, updated lighting and bathroom fixtures, and ceiling fans throughout. Enjoy the many Shawneeland amenities, including fishing ponds, hiking trails, playgrounds, and picnic areas, while Winchester's shopping, dining, medical services, and entertainment are conveniently nearby. Modern construction, 2,800+ square feet, a two-car garage, beautiful interior details, a full basement ready for your plans, and a peaceful wooded setting - come see what makes 120 Hawk Trail so special! Seller will replace carpeting prior to closing, providing the new owner with fresh, move-in-ready flooring.The home is also offered for rent at $1,995 per month.

120 Hawk Trl, Winchester

Listing courtesy of Samson Properties. Contact:

450 Green Spring Rd, Winchester
$3,500,000
3 Beds ⋅ 4 Baths
Be Sure to View the Video and 3D Tour to Fully Experience this Stunning Property <br><br> **Briede Family Vineyards** presents an exceptional opportunity to acquire one of Virginia's distinguished boutique vineyard estates. Offering far more than beautiful real estate, it provides the new owners the opportunity to continue a well-established legacy within the Commonwealth's thriving wine industry. Combining an award-winning vineyard and winery brand with an elegant country residence currently operating as a licensed short-term rental, this remarkable property is ideally suited for those seeking both a lifestyle investment and an established business. The property's total acreage also includes three additional building lots (with approved Well and Septic), providing exceptional opportunities for future residential development, guest accommodations, or investment, subject to applicable approvals.<br><br> For years, Briede Family Vineyards has earned recognition for producing award-winning wines while cultivating a reputation for offering intimate, highly personalized guest experiences. Unlike larger commercial wineries, the vineyard has become known for its thoughtfully curated tastings, signature Champagne experiences, and imported French cheese pairings, creating a destination that guests return to year after year. The recognized brand, loyal clientele, and respected presence within Virginia's wine community provide an invaluable foundation for future ownership.<br><br> The beautifully appointed tasting room and adjoining great room provide an inviting setting for tastings, private gatherings, and special events. Guests can also enjoy the charming covered pavilion overlooking the vineyard, offering an ideal outdoor venue for relaxing, live entertainment, special events, and taking in the surrounding views. Complementing the vineyard experience, the beautifully maintained residence offers guests the opportunity to experience life among the vines. Surrounded by sweeping vineyard vistas and tranquil countryside, the home serves equally well as a private estate residence, luxury guest accommodations, or an expanded hospitality venue, offering exceptional flexibility for a variety of ownership goals.<br><br> The property encompasses established vineyards, meticulously maintained grounds, and the infrastructure necessary to continue current operations while providing opportunities for future growth. This is a true turnkey opportunity, allowing a new owner to step into an established vineyard operation with recognized branding and a well-developed hospitality experience, while providing an exceptional foundation for future growth and continued success. Whether expanding wine production, enhancing agritourism, hosting private events, or preserving the vineyard's boutique character, the possibilities are exceptional.<br><br> Conveniently located in Frederick County, Virginia, with easy access to Northern Virginia, Washington, D.C., and the Shenandoah Valley, Briede Family Vineyards represents a rare opportunity to acquire a recognized vineyard destination where years of dedicated ownership, reputation, and hospitality come together in one remarkable offering.

450 Green Spring Rd, Winchester

Listing courtesy of Keller Williams Realty. Contact:

159 Williamson Rd, Winchester
$559,990
2 Beds ⋅ 2 Baths
MOVE-IN READY! Welcome home to the Avalon at Abrams Pointe by Maronda Homes. Skip the wait and settle in right away. This beautifully finished ranch offers 2 bedrooms, 2 full baths, and up to 2,658 square feet of thoughtfully designed living space, all ready for you today. The open-concept layout is made for effortless everyday living. A spacious great room flows into a bright, modern kitchen and a welcoming breakfast area, which opens seamlessly to the sunroom. On the main level, you’ll find a generous owner’s suite, a secondary bedroom, two full baths, and a versatile flex room that works perfectly as a home office, den, or hobby space. The finished basement adds abundant extra living space, plus bathroom rough-ins so you can add another full bath down the road. A two-car garage completes the home. Tucked into a peaceful community just minutes from historic Downtown Winchester, you’ll have easy access to local restaurants, boutiques, entertainment, parks, wineries, and commuter routes. Don’t wait on this move-in-ready ranch. Schedule your private tour today! Pictures are representative.

159 Williamson Rd, Winchester

Listing courtesy of New Home Star Virginia, LLC. Contact:

1314 S Braddock St, Winchester
$267,000
3 Beds ⋅ 1 Baths
1314 S Braddock St is a one-story Winchester single-family home with a functional single-level layout. The kitchen is equipped with stainless steel appliances for everyday cooking and cleanup. The bathroom includes a tub and shower for daily use, and a dedicated laundry area with a stacked washer and dryer keeps utility tasks out of the main living space. Multiple bedrooms provide flexible room for sleeping or work-from-home use. Outdoors, a covered front porch offers a shaded sitting area, a rear deck extends the usable outdoor space, and a fully fenced backyard defines the grounds for outdoor activities. Clean interior finishes complete this well-maintained residence with practical amenities throughout every room.. Included 100-Day Home Warranty with buyer activation

1314 S Braddock St, Winchester

Listing courtesy of Open Door Brokerage, LLC. Contact:

904 Archwood Trl, Winchester
$319,900
3 Beds ⋅ 2 Baths
Motivated seller bring offers! "Escape To Archwood" Whether you're looking for a weekend retreat or a primary residence this 3-bedroom, 2-bathroom Chalet Style home is it! With incredible mountain views, privacy and room to stretch out this home can be your happy place! Open concept on the upper level with vaulted ceilings and a large kitchen with stainless steel appliances. Primary bedroom with a sliding door to the deck and private bathroom that has a large standing shower. Pull down steps to a walk-up loft area perfect for storage. Lower level has 2 bedrooms, full bathroom and laundry area. Huge lower and upper decks perfect to drink your morning coffee or relax in the evenings while you enjoy the breathtaking views! Storage shed out back. This home was fully renovated in 2019. New LVP flooring was just installed in the kitchen, living room and hallway area. Many parts of the deck and the vinyl siding off the left side of the upper deck were replaced in 2025. New pressure tank installed in August 2026. New water treatment system installed in September of 2026. New well pump installed in September of 2026. Home is sold as is where is.

904 Archwood Trl, Winchester

Listing courtesy of Samson Properties. Contact:

342 Canyon Rd, Winchester
$699,900
5 Beds ⋅ 4 Baths
Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side close to Rt 7. Situated on a beautifully landscaped corner lot of nearly .40 acres where the schoolbus stop is at the front door, this impressive home offers over 4,264 finished square feet with a thoughtfully designed floor plan perfect for both everyday living and entertaining. The inviting great room features a stunning stone fireplace, while the gourmet kitchen boasts a large center island, abundant cabinetry, and a bright breakfast area. A private main-level office provides the ideal space for working from home or a quiet study. Upstairs, you'll find four generously sized bedrooms, two full bathrooms, dual staircases, and an additional hallway for added convenience. The oversized primary suite has been custom expanded to include a spacious sitting area, creating a true owner's retreat. The partially finished walk-out basement includes a full bedroom, full bath and a wide staircase leading to the backyard, offering excellent flexibility for a recreation room, guest space, home gym, or future finishing. Enjoy outdoor living on the rear deck overlooking mature landscaping that provides exceptional privacy, with seasonal lake views and a nearby walking path to the lake. Additional highlights include a side-loading garage, one of the largest floor plans in the neighborhood, and high-speed Glo Fiber Optic internet. Conveniently located near shopping, dining, schools, and major commuter routes, this exceptional home offers the perfect combination of space, comfort, and versatility. This property is under active video surveillance, all access codes are extremely confidential. Huge primary suite and bonus room/bedroom over garage. School bus stop is at the front door so kids can wait inside for the bus! Water oriented properties don't last long , so schedule your private showing today!

342 Canyon Rd, Winchester

Listing courtesy of Samson Properties. Contact:

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