Winchester, VA Homes for Sale

/52
$240,000
- 2 Beds
- 2 Baths
- 1,173 Sq Ft
127 8 Brookland Terrace Unit 8, Winchester, VA 22602

Fantastic location! This spacious second-floor condo offers vaulted ceilings, generously sized rooms, and a bright, open feel throughout. Enjoy relaxing on the private deck overlooking the common area and mature trees. The floor plan features a large living room, separate dining room, two spacious bedrooms, and two full bathrooms. The primary suite includes a private bath, a large closet, and

Meghan Pachas Realty ONE Group Old Towne

127 8 Brookland Terrace Unit 8, Winchester, VA 22602
/26
$349,900

$15K PRICE DROP
- 3 Beds
- 2 Baths
- 1,584 Sq Ft
156 Geronimo Trail, Winchester, VA 22602

Welcome to your own private retreat in Shawneeland, where wooded surroundings, community amenities, and comfortable one-level living come together just minutes from Winchester. Tucked among mature trees on a beautifully landscaped lot, this 3-bedroom, 2-bath ranch offers the perfect blend of privacy, character, and move-in-ready comfort. The fully fenced front yard creates a peaceful outdoor

Traci Shoberg Samson Properties

156 Geronimo Trail, Winchester, VA 22602
/5
$4,000
- Land
- 13,503 Sq Ft
- $12,903 per Acre
0 Fox Trail Unit VAFV2042734, Winchester, VA 22602

.31 acre wooded lot on an incline. No septic or well tests have been done. Seller doesn't know if it's buildable. Drive by any time to show.

Tanner Pack RE/MAX Roots

0 Fox Trail Unit VAFV2042734, Winchester, VA 22602
/9
$17,000
- Land
- 21,780 Sq Ft
- $34,000 per Acre
Lot 111 Cub Trail, Winchester, VA 22602

Tired of the bustle of city life? Visit Shawneeland in northwestern Frederick County, Virginia. Visit for a day and stay for a lifetime. This mountaintop lot on the western slope is just the place to build a home. Enjoy Shawneeland's amenities: a spring-fed lake perfect for swimming and fishing, a playground for the children, and hiking trails for the entire family.Love the country but want

Rebecca McTavish Long & Foster Real Estate, Inc.

Lot 111 Cub Trail, Winchester, VA 22602
/51
$639,900
- 5 Beds
- 3.5 Baths
- 4,006 Sq Ft
295 Huntersridge Rd, Winchester, VA 22602

Welcome home to this beautifully maintained 5-bedroom, 3.5-bath Colonial, where timeless charm meets thoughtful updates and modern comfort. From the moment you arrive, you'll appreciate the pride of ownership that shines throughout every room.Designed for both everyday living and memorable gatherings, this home offers spacious living areas with 9-foot ceilings, a soaring cathedral ceiling in

Bruce Elsey Long & Foster Real Estate, Inc.

295 Huntersridge Rd, Winchester, VA 22602
/21
$354,990

New Construction $35K PRICE DROP
- 3 Beds
- 3.5 Baths
- 1,784 Sq Ft
218 Monteith Dr, Winchester, VA 22601

End of Row Townhome With All Three Finished Levels! This three level end of row townhome features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height. The first level includes a private finished recreation room and

DRB Homes Builder

218 Monteith Dr, Winchester, VA 22601
/38
$449,990

New Construction
- 4 Beds
- 3.5 Baths
- 1,889 Sq Ft
1819 Reese Ct, Winchester, VA 22601

1819 Reese Court is a move-in ready 3-level townhome with full brick front in Winchester, VA. Our modern Adams floorplan features a 1-car garage, and along with a bedroom and full bathroom on the first floor. Stained oak stairs lead you to the main level with LVP flooring. The kitchen is equipped with beautiful quartz countertops, sasparilla cabinets, and stainless-steel appliances. The upper

D.R. Horton Builder

1819 Reese Ct, Winchester, VA 22601
/79
$1,130,000

New Construction $70K PRICE DROP
- 4 Beds
- 3 Baths
- 2,211 Sq Ft
0 Light Rd, Winchester, VA 22603

Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning new construction nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, and a classic exterior that blends beautifully with its natural

Melissa Johnston ERA Oakcrest Realty, Inc.

0 Light Rd, Winchester, VA 22603
/30
$349,900

$20K PRICE DROP
- 3 Beds
- 2 Baths
- 1,510 Sq Ft
616 Cardinal Dr, Winchester, VA 22602

Nestled in the serene Wilde Acres community, this exquisite split foyer home, built in 2024, offers a harmonious blend of modern luxury and inviting comfort. With three spacious bedrooms and two full bathrooms, this residence is designed for both relaxation and entertaining, making it the perfect sanctuary for those who appreciate the finer things in life. Step inside to discover a thoughtfully

Brett Shankle Samson Properties

616 Cardinal Dr, Winchester, VA 22602
/59
$680,000

$5K PRICE DROP
- 4 Beds
- 2.5 Baths
- 3,399 Sq Ft
108 Nevermore Dr, Winchester, VA 22602

OPEN SUNDAY 12-2 Practicality meets long-term value with $70,000 IN UPGRADES to include A 32 PANEL SOLAR SYSTEM., COMPOSITE DECK AND FENCE that virtually reduces monthly electric bills. Welcome to 108 Nevermore Drive, nestled in the sought-after Raven Oaks community of Winchester, where comfort, energy efficiency, and thoughtful design come together seamlessly. From the moment you arrive, this

Mike Dotterweich RE/MAX Gateway, LLC

108 Nevermore Dr, Winchester, VA 22602
/34
$363,900

$1K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,050 Sq Ft
621 Patterson Ave, Winchester, VA 22601

Enchanting Cape Cod in an ideal in‐town location, this home has a welcoming ease to it, offering 3–4 bedrooms and 2.5 bathrooms with a layout that adapts beautifully to everyday living. The main level includes two convenient bedrooms, a comfortable, light‐filled living room, a separate dining area, and a renovated kitchen featuring new cabinets and stainless‐steel appliances. In 2021, the home

LESLIE WEBB Long & Foster Real Estate, Inc.

621 Patterson Ave, Winchester, VA 22601
/8
$250,000
- Land
- 15.63 Acres
- $15,995 per Acre
15.63 Acres 52-2-b, Winchester, VA 22603

15.63 +/- acres, located at the top of Round Hill, call for information about access, the property will be sold with deed restrictions against building at the top of the hill.

John Scully Colony Realty

15.63 Acres 52-2-b, Winchester, VA 22603
/21
$269,000
- 3 Beds
- 1.5 Baths
- 1,280 Sq Ft
321 N Kent St, Winchester, VA 22601

Wonderful opportunity to own in downtown Winchester! Walking distance to the Old Town Mall restaurants, shopping, the library and more. Easy access to Rt. 7 and 81. The main level has a nice open floor plan, consisting of kitchen, dining and living areas. The main level also features a half bath and bonus room, perfect for an office or den. Upstairs you will find three bedrooms, full bathroom and

Amy Capitano MarketPlace REALTY

321 N Kent St, Winchester, VA 22601
/33
$353,990

New Construction
- 3 Beds
- 4 Baths
- 1,669 Sq Ft
136 Swansong Place, Winchester, VA 22603

Brand New, townhome with 3 finished levels, is under construction and will be ready for you to call home this Summer! With builder incentives available, there is no reason to wait to make this the next place you call home!Backing to open space in the newest section of Snowden Bridge, this home will be in close proximity to all of the newest amenities. Natural light flows through the kitchen

Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

136 Swansong Place, Winchester, VA 22603
/72
$548,500

$28K PRICE DROP
- 4 Beds
- 3 Baths
- 2,706 Sq Ft
122 Armstrong Place, Winchester, VA 22602

"Welcome to 122 Armstrong Place, a beautifully maintained 4-bedroom, 3-bath retreat located in the heart of Winchester. Spanning 2,706 square feet, this property blends classic charm with modern comfort. Step inside to discover gleaming wood floors, an expansive eat-in kitchen fully equipped for culinary needs, and an inviting dining space. Enjoy the flexibility of a main-level bedroom perfect

Andrew Hensley Samson Properties

122 Armstrong Place, Winchester, VA 22602
/24
$509,990

New Construction
- 4 Beds
- 2.5 Baths
- 1,953 Sq Ft
124 Wappinger Terrace, Winchester, VA 22602

The Pine offers 1,964 square feet of modern living space - perfect for growing families or those who love to entertain. This well-designed single family home includes four spacious bedrooms, two and a half bathrooms, and a two-car garage on slab foundation. The open-concept design showcases a contemporary kitchen with stainless steel appliances, quartz countertops, and white cabinetry - combining

D.R. Horton Builder

124 Wappinger Terrace, Winchester, VA 22602
/86
$1,700,000
- 5 Beds
- 4 Baths
- 4,166 Sq Ft
1631 Back Mountain Rd, Winchester, VA 22602

This unique property is the definition of an oasis in the woods. Surrounded by 180 glorious private acres, this home dazzles with grandeur while blending natural elements that mesh with the environment. The handsome hunter green standing seam metal roof with matching accents against wood siding is the ideal look for this 4,166 square foot architectural marvel. Indoors, there’s a thoughtful

Dan Whitacre Colony Realty

1631 Back Mountain Rd, Winchester, VA 22602
/51
$480,000
- 4 Beds
- 2 Baths
- 2,268 Sq Ft
1306 Vanceright Cir, Winchester, VA 22601

Filled with storybook charm and timeless character, this enchanting cottage-style home is much larger than it appears! Newly refinished hardwood floors flow throughout the home, blending warmth and elegance with everyday comfort. The updated kitchen offers modern convenience while maintaining the home's inviting charm. The partially finished basement provides flexible space for a family room,

Julie Teets ERA Oakcrest Realty, Inc.

1306 Vanceright Cir, Winchester, VA 22601
/41
$370,000

$80K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,625 Sq Ft
110 Rugby Place, Winchester, VA 22603

** Bank approved Short sale price ** opportunity with a significant price reduction—bring all offers. Welcome to 110 Rugby—a striking 3-bedroom, 2.5-bath home designed with space, style, and modern comfort in mind. Hardwood floors, a dramatic two-story foyer, recessed lighting, and a statement fireplace set the tone throughout. The open-concept kitchen features quartz countertops, warm wood

Brandon Hatchett Samson Properties

110 Rugby Place, Winchester, VA 22603
/35
$295,000

$5K PRICE DROP
- 2 Beds
- 3 Baths
- 1,028 Sq Ft
902 Enfield Dr, Winchester, VA 22602

Will Walraven Realty One Group Key Properties

902 Enfield Dr, Winchester, VA 22602
/77
$665,000
- 4 Beds
- 2.5 Baths
- 2,904 Sq Ft
104 Bramble Ct, Winchester, VA 22602

Welcome home to this beautifully maintained 3-level Colonial, perfectly situated on a quiet cul-de-sac in the highly desirable Oakdale Crossing community. Offering 4 bedrooms, 2.5 baths, and spacious living areas throughout, this home blends timeless style with modern updates. The main level is designed for both everyday living and entertaining, featuring formal living and dining rooms with

Laura White ERA Oakcrest Realty, Inc.

104 Bramble Ct, Winchester, VA 22602
/46
$568,990

New Construction
- 3 Beds
- 2 Baths
- 1,888 Sq Ft
AZALEA Plan at Willow Run, Winchester, VA 22601

Discover the charm of the Azalea at Willow Run, a thoughtfully designed 1,888 square foot ranch home that embodies comfort and accessibility. With three spacious bedrooms and two modern bathrooms, this single-story layout caters to those who appreciate both style and functionality. Step inside to find an inviting foyer that leads to a seamless open floor plan, merging the dining room, family

D.R. Horton Builder

105 Trellis View Ln Unit 36405635, Winchester, VA 22601
/8
$1,239,000

Coming Soon
- 4 Beds
- 7.5 Baths
- 5,662 Sq Ft
1022 Heth Place, Winchester, VA 22601

This amazing property is ready for you! Located close to Winchester Medical Center, Churches, Shopping, Historic Downtown Winchester, John Kerr Elementary School, and John Handley High School. This property is beautifully landscaped with plush gardens, a koi pond, waterfalls, a large pool, pool room, large deck overlooking the property, and a fenced backyard lined with mature trees for privacy.

Cynthia Butler Samson Properties

1022 Heth Place, Winchester, VA 22601
/82
$700,000
- 4 Beds
- 4.5 Baths
- 4,918 Sq Ft
108 Norfolk Ct, Winchester, VA 22602

Welcome home to Norfolk Ct!!! Oh my, where to begin? If you're looking for a turnkey home with ample space and lots of room for your dreams, then this is the home for you! Located on a quiet Cul-de-Sac, this beautiful brick home welcomes you with an impressive foyer and high ceilings. The first floor of this home houses a lovely kitchen with an ample great room, combination formal living/dining

Nicole Lewis Coldwell Banker Premier

108 Norfolk Ct, Winchester, VA 22602
/9
$17,000
- Land
- 18,295 Sq Ft
- $40,476 per Acre
Lot 76 Bear Trail, Winchester, VA 22602

Looking for a lot in a quiet, rural development where you can enjoy the beauty of nature, listen to the birds, and view an occasional wild turkey or deer? This undeveloped lot in Shawneeland may be just the place for you. With its spring-fed lake, great for fishing or swimming, and mountain trails, Shawneeland is the perfect place to build a getaway retreat or a full-time residence. Located

Rebecca McTavish Long & Foster Real Estate, Inc.

Lot 76 Bear Trail, Winchester, VA 22602
/8
$1,400,000
- Land
- 5.73 Acres
- $244,328 per Acre
1667 N Frederick Pike, Winchester, VA 22603

Great highway exposure exposure to state route 37 the bypass around the West side of Winchester and and 5222 north or North Frederick Pike entrance at a signalized intersection

John Scully Colony Realty

1667 N Frederick Pike, Winchester, VA 22603
/25
$575,990

New Construction
- 5 Beds
- 4 Baths
- 2,511 Sq Ft
133 Wappinger Terrace, Winchester, VA 22602

The Hayden is a spacious two-story home offering 6 bedrooms, 4 bathrooms, and over 3,100 square feet of thoughtfully designed living space, perfect for both everyday living and entertaining. The main level features a versatile flex room off the foyer, ideal for a formal dining room, home office, or additional living space. The gourmet kitchen includes an oversized island with seating, a large

D.R. Horton Builder

133 Wappinger Terrace, Winchester, VA 22602
/2
$2,525,100
- Land
- 8.86 Acres
- $285,000 per Acre
0 Kavanaugh Dr Unit VAFV2017570, Winchester, VA 22602

8.86 Acres of undeveloped commercial land zoned B-2 with excellent US 37 future signage visibility, exposure, and location. All utilities available for connection. Approved uses include self-storage warehouses, distribution warehouses, car washes, new car dealerships, hotels and restaurants.

Marie DiLorenzo Oakcrest Commercial LLC.

0 Kavanaugh Dr Unit VAFV2017570, Winchester, VA 22602
/20
$409,900

New Construction $10K PRICE INCREASE
- 3 Beds
- 2.5 Baths
- 1,660 Sq Ft
123 Killbuck Trail, Winchester, VA 22602

Under construction and same home completed 211 Inca TrailPremium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms.Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook.Modern Layout: An airy, open floor

Jim Thomson Realty ONE Group Old Towne

123 Killbuck Trail, Winchester, VA 22602
/106
$895,000

$55K PRICE DROP
- 6 Beds
- 4.5 Baths
- 4,714 Sq Ft
226 Summerfield Dr, Winchester, VA 22602

Nestled in the charming and sought-after Raven Pointe neighborhood,adjacent to farmland yet 7 minutes from Old Town Winchester, thisstunning Colonial home offers a perfect blend of modern comfort andtimeless elegance. This spacious residence boasts 4,714 finishedsquare feet, providing ample room for both relaxation andentertainment. Front porch entrance greets guests with a

Rebecca Sims Century 21 Redwood Realty

226 Summerfield Dr, Winchester, VA 22602
/67
$559,900

$20K PRICE DROP
- 4 Beds
- 3.5 Baths
- 3,460 Sq Ft
104 Murphy Ct, Winchester, VA 22602

Nestled in the charming Sovereign Village, this stunning Colonial home offers a perfect blend of comfort and community. Built in 2007, this spacious residence boasts 4 bedrooms and 3.5 bathrooms, providing ample space for relaxation and entertaining. The inviting gas fireplace serves as a cozy centerpiece in the living area, perfect for gathering with loved ones on chilly evenings. The partially

Jeffrey Konrady Realty ONE Group Old Towne

104 Murphy Ct, Winchester, VA 22602
/40
$299,900
- 2 Beds
- 2 Baths
- 1,173 Sq Ft
110 Brookland Ct Unit 10, Winchester, VA 22602

Welcome home to this one-of-a-kind, fully renovated penthouse condo that has been transformed right down to the studs! Offering luxury finishes rarely found at this price point, this stunning residence is unlike anything else available in Frederick County under $300,000. Every detail has been thoughtfully updated, including a new gas furnace, new HVAC system, new flooring throughout, neutral

Traci Shoberg Samson Properties

110 Brookland Ct Unit 10, Winchester, VA 22602
/20
$154,650
- Land
- 12.9 Acres
- $11,988 per Acre
0 Hodges Lot 11 Ln, Winchester, VA 22603

Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

Chad Pangle Whitetail Properties Real Estate, LLC

0 Hodges Lot 11 Ln, Winchester, VA 22603
/31
$608,745

New Construction $43K PRICE INCREASE
- 2 Beds
- 2 Baths
- 1,748 Sq Ft
227 Hydrangea Way, Winchester, VA 22602

Experience effortless living in our Willow Run Active Adult community! Our Bristol floorplan is a thoughtfully designed 1,748 sq. ft. ranch home, blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen,

D.R. Horton Builder

227 Hydrangea Way, Winchester, VA 22602
/46
$372,990

New Construction
- 4 Beds
- 3.5 Baths
- 1,889 Sq Ft
ADAMS Plan at Retreat at Winding Creek - Townhomes, Winchester, VA 22602

The 1,889 sq. ft. Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1-car garage. You will love the granite counter tops, stainless steel appliances, and recessed lighting in the kitchen. Create the rec room, home office or 4th bedroom of your dreams in the lower level bonus space! The Adams comes with a 12'x10' deck off the rear of the home, perfect for outdoor

D.R. Horton Builder

137 Seminole Dr Unit 36203787, Winchester, VA 22602
/91
$720,000

$19K PRICE DROP
- 4 Beds
- 4 Baths
- 3,825 Sq Ft
2251 Hunting Ridge Rd, Winchester, VA 22603

Dream Home! This exquisite Colonial home offers a blend of luxury, comfort and privacy. Built in 2017, the property has a meticulously maintained interior and exterior featuring vinyl siding and stone accents, complemented by beautifully landscaped grounds that span over 5 acres, providing a private retreat surrounded by lush trees and natural beauty. Step inside to discover an inviting open

Janet Smith NextHome Realty Select

2251 Hunting Ridge Rd, Winchester, VA 22603
/54
$725,000
- 4 Beds
- 2.5 Baths
- 2,453 Sq Ft
622 Tennyson Ave, Winchester, VA 22601

Available now in One of Winchester's Most Sought-After Locations. Opportunities like this don't come along often. Nestled on one of the most desirable streets in Winchester, just behind John Handley High School, this charming Cape Cod offers the perfect blend of character, comfort, and location. Lovingly maintained and full of curb appeal, this delightful four-bedroom, two-and-a-half-bath home

Janet Flaherty Keller Williams Realty

622 Tennyson Ave, Winchester, VA 22601
/8
$574,990

New Construction
- 3 - 5 Beds
- 2 - 4 Baths
- 2,137+ Sq Ft
Rembrandt Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

The Rembrandt is thoughtfully designed to offer a seamless balance of private and communal spaces, all while prioritizing main-level living. A covered entryway gracefully welcomes you home, leading to a central gathering area encompassing the family room, kitchen, and dining area. The kitchen is a culinary enthusiast's haven, featuring a substantial center island, ample cabinetry, and a

Brookfield Residential Builder

105 Wagtail Ln Unit 36578844, Winchester, VA 22603
/11
$624,880

New Construction
- 2 Beds
- 2 Baths
- 2,658 Sq Ft
159 Williamson Rd, Winchester, VA 22602

159 Williamson Rd, Winchester, VA 22602
/27
$624,990

New Construction
- 4 Beds
- 3 Baths
- 3,000 Sq Ft
601 Granite Ridge Dr, Winchester, VA 22603

Brand New Main Level home is under construction and with special financing and closing cost assistance available, there is no reason to wait to make this the next place you call home! Located within Hiatt Pointe at Snowden Bridge, an active adult community for those 55 or better!This Rembrandt, located on a corner lot, a stunning home offering a harmonious blend of private sanctuaries and

Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

601 Granite Ridge Dr, Winchester, VA 22603

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