Winchester, VA Homes

/20
$474,990 New Construction
- 2 Beds
- 1 Bath
- 1,564 Sq Ft
110 Carnation Way, Winchester, VA 22603

Welcome to your ideal one-level villa- the Hemingway! This thoughtfully designed home centers around a spacious kitchen, perfect for both daily life and entertaining guests. The main level offers two generous bedrooms, including a primary suite featuring a large walk-in closet and a private en suite bathroom for ultimate comfort. Convenience is key with a laundry room located just off the 2-car

Brookfield Residential Builder

110 Carnation Way, Winchester, VA 22603
/41
$2,600 per month
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
- House for Rent
140 Wappinger Terrace, Winchester, VA 22602

Brand NEW Detach/Single Family Home. Inside 2000sqft big 2 car garage. 2 Level, 4 bed 2.5 Bath. No Basement. Available ASAP. Use my RENTAL application and email me your credit report then NO application fee. Direction Rt 7 Leesburg Pike turn onto D.R.Horton retreat home at Winding creek -turn HOLLOWED CROSSING WAY, TURN LEFT MASCOUTEN ST. NEW kitchen with new stainless steel appliance build-in

Kim Rosewall Money Realty LLC

140 Wappinger Terrace, Winchester, VA 22602
/9
$110,000 Sold Sep 08, 2025

116-118 W Leicester St, Winchester, VA 22601
- Land
- 5,227 Sq Ft
- $916,667 per Acre
Last Sold Summary
- 309 Days On Market
Current Estimated Value $106,500

Last Listing Agent Kim Hurst MarketPlace REALTY

116-118 W Leicester St, Winchester, VA 22601

/17
Not Listed For Sale

101 Nootka Way, Winchester, VA 22602
- 3 Beds
- 2.5 Baths
- 1,509 Sq Ft
- Built 2024
101 Nootka Way, Winchester, VA 22602

Last Sold Summary
- $247/SF
- 45 Days On Market
- Last Sold Price $372,590
- Mar 26, 2025
Last Listing Agent Tracy Jennings DRH Realty Capital, LLC.

/19
$550,490 New Construction
- 3 Beds
- 2 Baths
- 1,985 Sq Ft
118 Scented Rose Way, Winchester, VA 22602

The Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, single-level living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with LVP flooring sits just off the foyer – ideal for a home office or craft room. 9-foot ceilings lead into the open-concept kitchen, dining, and family room. The kitchen features quartz countertops, soft-close cabinet doors, a gas

D.R. Horton Builder

118 Scented Rose Way, Winchester, VA 22602
/2
$1,600 total monthly price
- 2 Beds
- 1.5 Baths
- Townhouse for Rent
1815 Henry Ave, Winchester, VA 22601

1815 Henry Ave, Winchester, VA 22601
/2
$1,300 Sold Aug 18, 2025

Lot 4 Quail, Winchester, VA 22602
- Land
- 0 Sq Ft
Last Sold Summary
- 138 Days On Market
Last Listing Agent Kaitlyn Behr Samson Properties

Lot 4 Quail, Winchester, VA 22602

/17
Not Listed For Sale

109 Nootka Way, Winchester, VA 22602
- 3 Beds
- 2.5 Baths
- 1,509 Sq Ft
- Built 2024
109 Nootka Way, Winchester, VA 22602

Last Sold Summary
- $252/SF
- 100 Days On Market
- Last Sold Price $379,990
- Mar 24, 2025
Last Listing Agent Tracy Jennings DRH Realty Capital, LLC.

/12
$16,000
- Land
- 11,325 Sq Ft
- $61,538 per Acre
Lot 23 Panther Dr, Winchester, VA 22602

Nestled in the tranquil community of Wilde Acres, this partially cleared, .26 acre lot offers endless potential for your dream home. Enjoy the serenity of nature while still being just a short drive from local amenities, the perfect balance of peace and convenience. Whether you’re looking for a weekend retreat or a full-time residence, this property provides the ideal setting to make your vision

Amanda Toothman Dandridge Realty Group, LLC

Lot 23 Panther Dr, Winchester, VA 22602
/16
$2,300 per month
- 4 Beds
- 2 Baths
- 1,667 Sq Ft
- House for Rent
507 National Ave, Winchester, VA 22601

Run, don't walk! This is such a cute home! Professionally renovated and lovingly maintained and ready to move right in. No smokers. Pets considered case-by-case. Pet deposit $500 plus $50 pet rent per pet Photos from prior to current tenants.

Suzanne Serene Keller Williams Realty

507 National Ave, Winchester, VA 22601
/27
$369,990 Sold Sep 18, 2025

106 Pomo Ln, Winchester, VA 22602
- 3 Beds
- 2.5 Baths
- 1,500 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $247/SF
- 41 Days On Market
Current Estimated Value $369,755

D.R. Horton Retreat at Winding Creek - Townhomes

106 Pomo Ln, Winchester, VA 22602

/17
Not Listed For Sale

107 Nootka Way, Winchester, VA 22602
- 3 Beds
- 2.5 Baths
- 1,509 Sq Ft
- Built 2024
107 Nootka Way, Winchester, VA 22602

Last Sold Summary
- $242/SF
- 114 Days On Market
- Last Sold Price $364,990
- Mar 28, 2025
Last Listing Agent Tracy Jennings DRH Realty Capital, LLC.

/12
$80,000
- Land
- 5,662 Sq Ft
- $615,385 per Acre
520 Highland Ave, Winchester, VA 22601

Empty lot ready to build a home one. The lot is fully fenced with front and rear gates. The front of the lot meets the sidewalks and road of Highland Ave. The rear of the lot meets a gravel alley way that could give access to off street parking on this lot. Homes in the city are in demand, so don't miss this opportunity. Zoned HR-1Can only be used for single family dwellingsFront setback:

Michael Sprague Samson Properties

520 Highland Ave, Winchester, VA 22601
/32
$1,425 total monthly price
- 1 Bed
- 1 Bath
- 500 Sq Ft
- Condo for Rent
2555 Bradford Ct, Winchester, VA 22601

The Flats of Winchester is an SDF Residential community located in Winchester, VA, offering a blend of renovated 1- and 2-bedroom apartments. The property features front patio gardens throughout, along with a unique landscape that sets it apart from other apartment complexes while preserving the quaint charm of the surrounding communityYour new home comes freshly remodeled and equipped

2555 Bradford Ct, Winchester, VA 22601
/28
$490,000 Sold May 20, 2025

102 Yurok Ct, Winchester, VA 22602
- 4 Beds
- 2.5 Baths
- 1,953 Sq Ft
- Built 2025
Last Sold Summary
- $251/SF
- 45 Days On Market
Current Estimated Value $497,991

Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

102 Yurok Ct, Winchester, VA 22602

/16
Not Listed For Sale

109 Pawn Ct, Winchester, VA 22602
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
- Built 2025
109 Pawn Ct, Winchester, VA 22602

Last Sold Summary
- $210/SF
- 127 Days On Market
- Last Sold Price $649,999
- Mar 31, 2025
Last Listing Agent Jay Day LPT Realty, LLC

/11
$80,000
- Land
- 3,484 Sq Ft
- $1,000,000 per Acre
24 N Pleasant Valley Rd, Winchester, VA 22601

Ready for building! Clear open lot that is ready for a home to be built. Winchester City is the fastest growing city in the state and homes are in high demand. Don't miss your opportunity. Property has road front access as well as a gravel alley in the rear that could be used for access to off street parking.Zoned MR - medium density residential districtCan only be used for single family

Michael Sprague Samson Properties

24 N Pleasant Valley Rd, Winchester, VA 22601
/28
$2,700 per month
- 4 Beds
- 2.5 Baths
- 1,953 Sq Ft
- House for Rent
232 Munsee Cir, Winchester, VA 22602

Relatively new home available in amenity rich new DR Horton community on Route 7 on Winchester East Side for April 2026 move-in for rental. The Pine is a 1,953 square foot open concept home, offering four bedrooms, two and a half bathrooms and a two-car garage. A foyer with a powder room and coat closet greets you as you enter this home. The open floorplan allows you and your loved ones to spend

Chandrasekhar Rathnakaram Alluri Realty, Inc.

232 Munsee Cir, Winchester, VA 22602
/41
$318,000 Sold Jan 09, 2026

206 Eastside Ln, Winchester, VA 22602
- 3 Beds
- 3.5 Baths
- 1,886 Sq Ft
- Built 2006
Last Sold Summary
- $169/SF
- 68 Days On Market
Current Estimated Value $310,096

Last Listing Agent Adam Brand Pearson Smith Realty, LLC

206 Eastside Ln, Winchester, VA 22602

/22
Est $329,336 Not Listed For Sale

821 Pheasant Dr, Winchester, VA 22602
- 3 Beds
- 2 Baths
- 1,545 Sq Ft
- Built 2024
821 Pheasant Dr, Winchester, VA 22602

Last Sold Summary
- 6% Below List Price
- $227/SF
- 20 Days On Market
- Last Sold Price $350,000
- Dec 13, 2024
Last Listing Agent Paige Ulevich Dream Real Estate

/17
$255,000 Pending
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
136 Parkside Dr, Winchester, VA 22602

Open Hose has been cancelled for today 4/4! Great Investment property or 1st home! Charming and spacious 2 bedroom, 1.5 baths Townhouse. Extra large living room has hardwood floors, lots of natural light, Eat in Kitchen with full size washer & dryer and powder room on the main level. Back door opens to fenced backyard with small storage area. Upstairs has two XL large bedrooms (can fit a king &

Nancy Tessman EXP Realty, LLC

136 Parkside Dr, Winchester, VA 22602
/23
$2,200 per month
- 3 Beds
- 2 Baths
- 1,514 Sq Ft
- House for Rent
110 Rawlings Ave, Winchester, VA 22603

Beautiful remodeled split foyer! Classic floorplan upstairs with kitchen, living and dining all with wood laminate flooring, and three bedrooms off the hallway. Master bedroom is an en suite while the other two bedrooms share a hall bath. Downstairs you will find a large family room, plus storage and laundry, and access to the garage. Fenced yard with concrete patio plus deck for entertaining.

Misty Weaver Samson Properties

110 Rawlings Ave, Winchester, VA 22603
/35
$359,641 Sold Nov 14, 2025

153 Denny, Winchester, VA 22603
- 3 Beds
- 3 Baths
- 1,644 Sq Ft
- Built 2010
Last Sold Summary
- $219/SF
- 14 Days On Market
Current Estimated Value $367,299

Last Listing Agent Stephanie Ryall Realty ONE Group Old Towne

153 Denny, Winchester, VA 22603

/26
Est $326,025 Not Listed For Sale

114 Mountain Lodge Dr, Winchester, VA 22602
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- Built 2025
114 Mountain Lodge Dr, Winchester, VA 22602

Last Sold Summary
- 3% Below List Price
- $259/SF
- 50 Days On Market
- Last Sold Price $337,000
- Mar 06, 2025
Last Listing Agent Abby Walters Preslee Real Estate

/7
$4,000,000 Under Contract
- Land
- 27.2 Acres
- $147,059 per Acre
0 N Frederick Pike Unit VAWI2007698, Winchester, VA 22603

Unprecedented Development Opportunity, County of Frederick, 27.2 acres in land use plan for high density rezoning (RP) and development (currently zoned RA, will require rezoning). Ideal townhouse and apartment project. Gateway to downtown Old Town Winchester. Public utilities to site. Truly a catalyst development opportunity, located in the fast growing metropolitan area in Virginia. Voted #1

Gillian Greenfield Coldwell Banker Premier

0 N Frederick Pike Unit VAWI2007698, Winchester, VA 22603
/14
$2,800 per month
- 2 Beds
- 3 Baths
- 2,384 Sq Ft
- House for Rent
1304 Ramseur Ln, Winchester, VA 22601

SHORT TERM FURNISHED RENTAL!Professionally decorated 2 story condo available w/ 2-6month rental options.This spacious condo features 2 bdrm,3 ba, den, formal living&dining rooms, family room, separate laundry room,&le closet space.1 car garage.Shared court yard & community amenities. max of 3 people. Utilities included w/ allowance. NO PETS, NO SMOKING.

Misty Miller OliveTree Property Group, LLC

1304 Ramseur Ln, Winchester, VA 22601
/91
$685,000 Sold Mar 31, 2026

225 Lehigh Dr, Winchester, VA 22602
- 7 Beds
- 3.5 Baths
- 4,276 Sq Ft
- Built 2023
Last Sold Summary
- 2% Below List Price
- $160/SF
- 46 Days On Market
Current Estimated Value $664,714

Last Listing Agent RAFIQUE JAMAL Pi Realty Group, Inc.

225 Lehigh Dr, Winchester, VA 22602

/27
Not Listed For Sale

410 Fox Trail, Winchester, VA 22602
- 2 Beds
- 1 Bath
- 832 Sq Ft
- Built 2025
410 Fox Trail, Winchester, VA 22602

Last Sold Summary
- $349/SF
- 134 Days On Market
- Last Sold Price $290,000
- Apr 18, 2025
Last Listing Agent Kaitlyn Behr Samson Properties

/25
$249,990 Pending
- 3 Beds
- 1 Bath
- 985 Sq Ft
212 Shawnee Ave, Winchester, VA 22601

Some homes are finished. Others are opportunities. This one is the second kind, and it’s the kind that doesn’t come around often in a location like this. From the outside, it already has what you can’t easily create. A stone-front cottage look, a covered front porch, and a presence that feels welcoming the moment you see it. It’s the kind of curb appeal that draws people in without trying too

Alexander Bracke Real Broker, LLC

212 Shawnee Ave, Winchester, VA 22601
/13
$2,100 per month
- 800 Sq Ft
- Condo for Rent
2971 Valley Ave, Winchester, VA 22601

Fully furnished loft style apartments. Lower level consists of living room, dining room, kitchen and bath. The bedroom is on the second level. These are full furnished units that allow pets. Perfect all inclusive rental. Owners pays for everything to include cable and internet.

Meridee Powars Link Realty Services LLC

2971 Valley Ave, Winchester, VA 22601
/72
$700,000 Sold Oct 29, 2025

292 Green Spring Rd, Winchester, VA 22603
- 4 Beds
- 4.5 Baths
- 4,320 Sq Ft
- Built 1990
Last Sold Summary
- $162/SF
- 87 Days On Market
Current Estimated Value $768,138

Last Listing Agent Katie Landi Jordan Samson Properties

292 Green Spring Rd, Winchester, VA 22603

/62
Est $743,265 Not Listed For Sale

231 Summerfield Dr, Winchester, VA 22602
- 5 Beds
- 3.5 Baths
- 4,422 Sq Ft
- Built 2012
231 Summerfield Dr, Winchester, VA 22602

Last Sold Summary
- 6% Above List Price
- $159/SF
- 4 Days On Market
- Last Sold Price $701,000
- Jul 17, 2023
Last Listing Agent Cara Wilkins MarketPlace REALTY

/74
$364,900 Under Contract
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
707 E Cork St, Winchester, VA 22601

Charming Colonial in Winchester, VA 3 Bedrooms | 2.5 Baths with additional rooms Step into timeless charm with this beautifully maintained Colonial featuring gleaming hardwood floors throughout, including a stunning custom square inlay design that adds character you simply won’t find in today’s homes.The home offers two full baths full of personality — one with a beautifully tiled shower and

Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

707 E Cork St, Winchester, VA 22601
/8
$1,350 per month
- 1 Bed
- 1 Bath
- 2,058 Sq Ft
- Condo for Rent
36 S Cameron St Unit 2, Winchester, VA 22601

Charming 1-bedroom, 1-bath apartment located in the heart of historic downtown Winchester! This inviting home features a bright living room with beautiful built-in shelving and passthrough openings to the kitchen, creating an open and connected feel. The updated kitchen includes stainless steel appliances, a stylish tiled backsplash, granite countertops, and crisp white cabinetry. Enjoy the

James King RE/MAX Roots

36 S Cameron St Unit 2, Winchester, VA 22601
/2
$800,000 Sold Oct 29, 2025

601 Fall Run Ln, Winchester, VA 22602
- 3 Beds
- 2 Baths
- 2,175 Sq Ft
- Built 2022
Last Sold Summary
- $368/SF
- 75 Days On Market
Current Estimated Value $815,343

Last Listing Agent Theo Theologis Slones Real Estate

601 Fall Run Ln, Winchester, VA 22602

/23
Not Listed For Sale

Lot 4 Cattail Rd, Winchester, VA 22603
Lot 4 Cattail Rd, Winchester, VA 22603

Last Sold Summary
- 9 Days On Market
- Last Sold Price $145,000
- Dec 19, 2024
Last Listing Agent Victor Beltran Century 21 Redwood Realty

/49
$422,999
- 3 Beds
- 2 Baths
- 1,368 Sq Ft
709 Dicks Hollow Rd, Winchester, VA 22603

Welcome to this private gem nestled on a corner lot in beautiful Winchester, VA! This stunning 3-bedroom, 2-bath home offers the perfect balance of modern upgrades, comfort, and peace of mind. Step inside to find a fully remodeled primary bathroom featuring a luxurious walk-in shower — a spa-like retreat in the comfort of your own home. Enjoy the confidence of a brand-new roof with a 30-year

Fehiber Rosario NBI Realty, LLC

709 Dicks Hollow Rd, Winchester, VA 22603
/21
$2,450 per month
- 3 Beds
- 3.5 Baths
- 2,163 Sq Ft
- Townhouse for Rent
210 E Piccadilly St, Winchester, VA 22601

Welcome to Piccadilly Circle, a newly developed luxury home community in the heart of Old Town Winchester, VA. Enjoy a prime location within walking distance of over 30 restaurants, 60 shops, and numerous historical sites and museums, along with nearby playgrounds and parks. On the main level, you'll find a den, hallway, entryway drop zone, and the first-floor bedroom, along with a full bath. The

Liz Rutherford ERA Oakcrest Realty, Inc.

210 E Piccadilly St, Winchester, VA 22601
/32
$400,000 Sold Oct 09, 2025

225 Parkway St, Winchester, VA 22601
- 4 Beds
- 2 Baths
- 2,256 Sq Ft
- Built 1928
Last Sold Summary
- $177/SF
- 13 Days On Market
Current Estimated Value $396,814

Last Listing Agent Tracy Jewell Samson Properties

225 Parkway St, Winchester, VA 22601

/26
Not Listed For Sale

103 Conrad Ct, Winchester, VA 22603
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 2001
103 Conrad Ct, Winchester, VA 22603

Last Sold Summary
- $62/SF
- 10 Days On Market
- Last Sold Price $103,500
- Nov 25, 2024
Last Listing Agent Derek Greene The Greene Realty Group

Showing Results 361 - 400, Page 10 of 18

Virginia Winchester County Winchester

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Winchester, VA Homes

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