Winchester, VA Homes

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  /72

  $494,900

  • 5 Beds
  • 3.5 Baths
  • 3,330 Sq Ft

  118 Russelcroft Rd, Winchester, VA 22601

  Tina Jacobin Main Street Realty

  118 Russelcroft Rd, Winchester, VA 22601
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  /11

  $2,199 per month

  • 3 Beds
  • 2.5 Baths
  • 2,180 Sq Ft
  • Townhouse for Rent

  115 Stribling Way, Winchester, VA 22602

  3 YEAR YOUNG IN FREEDOM MANOR AVAILABLE FOR RENT*GRANITECOUNTER TOPS*STAINLESS STEEL APPLIANCES*. IDEALLY LOCATED BETWEEN 7 AND 50, EAST OF 81 - THIS 3 LEVEL GARAGE UNIT W/EXTENSIONS IS READY FOR THE NICE TENANTS. MAIN LEVEL FEATURES OPEN CONCEPT LAYOUT WITH SPACIOUS LIVING SPACE, POWDER ROOM, KITCHEN WITH LARGE ISLAND AND BREAKFAST NOOK, . UPPER LEVEL HAS PRIMARY BEDROOM WITH ENSUITE BATH AND

  Rajesh Cheruku Ikon Realty - Ashburn

  115 Stribling Way, Winchester, VA 22602
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  /53

  $665,000 Sold Oct 30, 2025

  • 2,981 Sq Ft
  • $223/SF
  • 47 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2024

  124 Triangle Ct, Winchester, VA 22602

  Don’t miss your chance to own this gorgeous home in Abrams Pointe! Built in 2024, this colonial home is nearly new and features 4 bedrooms, 3.5 bathrooms, a 3-car garage, a private study, and a fenced yard, all on a .28 acre premium lot. The covered front porch will be sure to impress you upon arriving, as well as the grand two-story foyer with an abundance of windows and natural lighting. Just

  Crystal Dudurich ERA Liberty Realty

  124 Triangle Ct, Winchester, VA 22602
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  /27

  Est $328,974 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft

  2939 S Pleasant Valley Rd, Winchester, VA 22601

  2939 S Pleasant Valley Rd, Winchester, VA 22601
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  /35

  $409,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  1814 Blythe Way, Winchester, VA 22601

  1814 Blythe Way is an attractive new 3 level townhome with full brick front in Winchester, VA for November move-in. 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 Floors. The kitchen is equipped with beautiful Quartz countertops, Stone Grey cabinets, and stainless-steel

  D.R. Horton Builder

  1814 Blythe Way, Winchester, VA 22601
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  /24

  $1,400 per month

  • 1 Bed
  • 2 Baths
  • 1,173 Sq Ft
  • Condo for Rent

  115 2 Brookland Terrace Unit 2, Winchester, VA 22602

  Beautifully updated one bedroom, two bath condo available for rent! Open floor plan allows for plenty of natural light. Spacious living area off kitchen provides perfect place for relaxing or entertaining. Remodeled kitchen with upgraded cabinets, corian counters and stainless appliances. Separate laundry room provides extra storage and convivence. This condo is convenient to everyday essentials

  Meghan Pachas MAP Property Solutions, LLC.

  115 2 Brookland Terrace Unit 2, Winchester, VA 22602
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  /35

  $540,000 Sold Oct 30, 2025

  • 2,233 Sq Ft
  • $242/SF
  • 44 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  143 Harvest Ridge Dr, Winchester, VA 22601

  Welcome to 143 Harvest Ridge Drive located in the highly desirable VILLAGE AT HARVEST RIDGE, a 55+ community in Winchester, Virginia. The address says Winchester, but the home is located in Frederick County, just outside of the Winchester City limits making it convenient for shopping, dining out, and medical appointments. This home is elegant, well designed, and meticulously maintained. The

  Elizabeth Page Boxwell MarketPlace REALTY

  143 Harvest Ridge Dr, Winchester, VA 22601
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  /22

  Est $330,452 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft

  2935 S Pleasant Valley Rd, Winchester, VA 22601

  2935 S Pleasant Valley Rd, Winchester, VA 22601
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  /49

  $429,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  183 Sioux Loop, Winchester, VA 22602

  December Settlement! The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite countertops, stainless steel appliances, and recessed lighting in the kitchen. Create the 4th bedroom of your dreams in the lower level bonus space! Other highlights include: Spacious 9 ft ceilings on the main level, over-sized kitchen island, upgraded

  D.R. Horton Builder

  183 Sioux Loop, Winchester, VA 22602
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  /19

  $1,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,483 Sq Ft
  • Townhouse for Rent

  213 Emily Ln, Winchester, VA 22602

  Don’t miss this 3 bedroom 2 and 1/2 bath townhome located just minutes from route 7 and I -81. Fenced rear yard. $42 application fee, cash or money order made out to Crum realty Inc. Owner is a licensed real estate agent in the state of Virginia.

  Carolyn Waymack Crum Realty, Inc.

  213 Emily Ln, Winchester, VA 22602
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  /59

  $525,000 Sold Oct 30, 2025

  • 1,674 Sq Ft
  • $314/SF
  • 20 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1756

  411 N Loudoun St Unit 203, Winchester, VA 22601

  City Living with History & Style in the Heart of Old Town Winchester. Welcome to The Fort—a one-of-a-kind residence on the historic site of Fort Loudoun, once George Washington’s headquarters during the French and Indian War. While the fort itself is long gone, this landmark property carries a rich story, having served as a tavern, a girls’ seminary, and apartments before its exquisite

  Stephanie Feltner Realty ONE Group Old Towne

  411 N Loudoun St Unit 203, Winchester, VA 22601
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  /19

  Est $327,581 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft

  2927 S Pleasant Valley Rd, Winchester, VA 22601

  2927 S Pleasant Valley Rd, Winchester, VA 22601
• 

  

  /19

  $534,990 New Construction

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

  108 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

  108 Carnation Way, Winchester, VA 22603
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  /3

  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 10,843 Sq Ft
  • Condo for Rent

  443 Millwood Ave Unit 2, Winchester, VA 22601

  Beautiful 2 Bedroom apartment with Washer/dryer. Great Location! Over the Restore, close to Shenandoah university. One assigned parking spot with additional street parking. No pets/No smoking. $30 additional monthly charge for water/sewer.

  Steve DuBrueler Coldwell Banker Premier

  443 Millwood Ave Unit 2, Winchester, VA 22601
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  /69

  $740,000 Sold Oct 29, 2025

  • 2,740 Sq Ft
  • $270/SF
  • 13 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1999

  170 Green Spring Rd, Winchester, VA 22603

  BACK ON THE MARKET AFTER BUYER'S FINANCING FELL THROUGH DAYS BEFORE CLOSING! Priced below appraised value! Welcome to 170 Green Spring Road — a beautifully updated Cape Cod in Winchester’s sought-after Apple Pie Ridge area, situated on 3.82 scenic acres. This 4-bedroom, 4-bath home offers 2,740 sq. ft. of thoughtfully designed living space and a long list of modern upgrades. The main level

  Kira Grubb Realty ONE Group Old Towne

  170 Green Spring Rd, Winchester, VA 22603
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  /21

  Est $323,658 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,060 Sq Ft

  2922 S Pleasant Valley Rd, Winchester, VA 22601

  2922 S Pleasant Valley Rd, Winchester, VA 22601
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  /40

  $299,999

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  114 Woodys Place, Winchester, VA 22602

  This exceptional residential property, located in the desirable Carlisle Estates subdivision, presents a unique opportunity for discerning buyers seeking a blend of contemporary design and functional living space. Constructed in 1988, this detached home showcases a contemporary loft architectural style, offering an inviting atmosphere that is both stylish and practical. Spanning 1,616 square

  Beth Paisley Long & Foster Real Estate, Inc.

  114 Woodys Place, Winchester, VA 22602
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  /27

  $1,999 per month

  • 3 Beds
  • 3.5 Baths
  • 2,233 Sq Ft
  • Townhouse for Rent

  102 Metcalf Terrace, Winchester, VA 22602

  Welcome to 102 Metcalf Terrace, Winchester, VA — a beautifully upgraded 3 bed, 3.5 bath townhome offering 2,233 sq ft of modern living. Step inside to an open-concept floor plan with luxury vinyl plank flooring and a neutral gray-and-white color palette. The chef’s kitchen features include sleek cabinetry, stainless appliances, and many other great features. Enjoy a spacious deck that backs to

  Amanda Slate Keller Williams Realty

  102 Metcalf Terrace, Winchester, VA 22602
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  /72

  $700,000 Sold Oct 29, 2025

  • 4,320 Sq Ft
  • $162/SF
  • 87 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1990

  292 Green Spring Rd, Winchester, VA 22603

  Welcome to your dream home! Nestled on just over 5 serene acres, this beautifully maintained 4-bedroom, 4.5-bathroom property offers the perfect blend of comfort, style, and functionality. From the moment you arrive, you’ll be charmed by the picturesque country and mountain views and the orchard-like feel created by numerous fruit trees (peaches, pears, apples, and cherries) lining the front

  Katie Landi Jordan Samson Properties

  292 Green Spring Rd, Winchester, VA 22603
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  /23

  Est $347,074 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  2919 S Pleasant Valley Rd, Winchester, VA 22601

  2919 S Pleasant Valley Rd, Winchester, VA 22601
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  /32

  $379,000

  • 2 Beds
  • 2 Baths
  • 1,590 Sq Ft

  203 Crestwood Ln, Winchester, VA 22602

  Welcome home to this well-maintained property located in an established Winchester neighborhood. The property features a functional main-level layout with a bright living area and a sunroom that adds additional usable space. Recent updates include a roof installed around 5 years ago, new kitchen appliances, a new hot water heater, and new wood flooring. The kitchen offers ample cabinet and

  Jen Richards MarketPlace REALTY

  203 Crestwood Ln, Winchester, VA 22602
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  /22

  $2,400 per month

  • 3 Beds
  • 3.5 Baths
  • 1,916 Sq Ft
  • Townhouse for Rent

  616 Hemsworth Ln, Winchester, VA 22601

  Modern Townhome with Scenic Views & Prime Location Welcome to your newly built townhome, perfectly situated in the heart of a vibrant shopping complex, offering both luxury and convenience. This spacious 3-bedroom, 3.5-bathroom home features soaring ceilings, creating an airy and open ambiance throughout. Step onto your private deck and take in the breathtaking views of the historic Kernstown

  Donald Winland LPT Realty, LLC

  616 Hemsworth Ln, Winchester, VA 22601
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  /66

  $685,000 Sold Oct 29, 2025

  • 5,903 Sq Ft
  • $116/SF
  • 21 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2005

  2530 Goldenfield Ln, Winchester, VA 22601

  Gorgeous home in the sought after Harvest Ridge neighborhood. Make this immaculately kept and updated home yours. Walk through the front door and be welcomed by a grand staircase. Follow it to the dining room or sitting room. Enjoy preparing a meal in the gourmet kitchen which is perfect for family meals or entertaining. Upstairs features 4 spacious bedrooms, including a master suite and 3 full

  Dave Spence RE/MAX Roots

  2530 Goldenfield Ln, Winchester, VA 22601
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  /19

  Est $328,230 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft

  2951 S Pleasant Valley Rd, Winchester, VA 22601

  2951 S Pleasant Valley Rd, Winchester, VA 22601
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  /12

  $8,500

  • Land
  • 0.5 Acre
  • $17,000 per Acre

  0 Cardinal Dr Unit VAFV2038232, Winchester, VA 22602

  Great opportunity to own a double lot in the Wilde Acres / Mountain Falls Park community of Winchester, VA. These two adjoining parcels offer roughly half an acre of wooded, mountain-view land—ideal for a future home, weekend retreat, or private getaway. Enjoy a peaceful, natural setting while still being just a short drive from downtown Winchester. With ongoing new construction throughout the

  Chris Roszko Colony Realty

  0 Cardinal Dr Unit VAFV2038232, Winchester, VA 22602
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  /8

  $3,900 per month

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft
  • House for Rent

  1950 Melvor Ln, Winchester, VA 22601

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  Kim Kroner Washington Dulles Real Estate Group

  1950 Melvor Ln, Winchester, VA 22601
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  /19

  $246,250 Sold Oct 29, 2025

  • 1,006 Sq Ft
  • $245/SF
  • 35 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1972

  206 Custer Ave, Winchester, VA 22602

  Being Sold As Is but with great potential. Situate in a great location. This brick 3 bed, 1 full bath home on nearly an acre of land, with no HOA in a quiet neighborhood could be just what you are looking for. The addition in the rear will need to be reworked to satisfy the septic approval. Septic was recently inspected for County approval, results attached. Needs new septic tank, all else is in

  Joan Donald MarketPlace REALTY

  206 Custer Ave, Winchester, VA 22602
• 

  

  /19

  Est $327,597 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft

  2947 S Pleasant Valley Rd, Winchester, VA 22601

  2947 S Pleasant Valley Rd, Winchester, VA 22601
• 

  

  /34

  $1,485,000

  • 4 Beds
  • 4.5 Baths
  • 3,484 Sq Ft

  Lot 18 Honeycrisp Way, Winchester, VA 22603

  Remarkable and new to the market Anderson subdivision lots. Located 5 minutes from downtown Winchester and Valley Health Medical Center (2 minutes from James Wood High School) off Apple Pie Ridge. These lots feature panoramic views of the entire Shenandoah Valley from Harper's Ferry to Strasburg to the Western Mountains, providing stunning views from an elevated, very private environment. These 5

  JP Carr Merrifield Realty, LLC

  Lot 18 Honeycrisp Way, Winchester, VA 22603
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  /11

  $1,650 per month

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft
  • Condo for Rent

  7 Brookland Ct Unit 7, Winchester, VA 22602

  Fresh Paint and Flooring. Comfy, clean, new and ready for you! Large covered deck. Huge bedrooms and living spaces. Pets case by case. 16 month lease preferred.

  William Steinmetz RE/MAX Roots

  7 Brookland Ct Unit 7, Winchester, VA 22602
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  /145

  $1,500,000 Sold Oct 28, 2025

  • 4,304 Sq Ft
  • $349/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1790

  731 Apple Pie Ridge Rd, Winchester, VA 22603

  APPLE PIE RIDGE...A Legacy Unbroken: Lost Stream Farm, a 7-Generation Family Heirloom Welcome to Lost Stream Farm, a place where history isn't just a date in a book—it's alive in the brick and stone of every wall. Dating back to the late 1700s, this Quaker-built dwelling has been a cherished family home for an astonishing seven generations. For the very first time in 235 years, it's now ready for

  Ann Smith Berkshire Hathaway HomeServices PenFed Realty

  731 Apple Pie Ridge Rd, Winchester, VA 22603
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  /13

  Est $364,600 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  2912 Grace St, Winchester, VA 22601

  2912 Grace St, Winchester, VA 22601
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  /33

  $245,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  815 Pheasant Dr, Winchester, VA 22602

  Affordable and move-in ready ranch-style home on a little more than a half acre. The mature trees, abundant wildlife, and quiet location make this a serene location. Featuring 2 bedrooms and 1 full bath, this home was freshly painted (Nov 2025) and underwent a major renovation in 2017 (roof, HVAC, water heater, floors, fixtures, and more). Enjoy the comfort of 1-level living with plenty of

  Eric Kronenwetter RE/MAX Roots

  815 Pheasant Dr, Winchester, VA 22602
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  /43

  $2,300 per month

  • 4 Beds
  • 3.5 Baths
  • 2,597 Sq Ft
  • Townhouse for Rent

  120 Woodman Ct, Winchester, VA 22602

  READY FOR MOVE IN IMMEDIATELY. Welcome to this beautiful end unit Townhome with 2597 finished Sq. Ft! One of the largest townhome in the FIELDSTONE subdivision. BACKS TO PRIVATE WOODS! Walk into this home that boasts hardwood flooring and contemporary lighting throughout. The main level has the open concept living you want with a gourmet kitchen w/large island, ample dining space, and an electric

  Arun Jain Ikon Realty - Ashburn

  120 Woodman Ct, Winchester, VA 22602
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  /30

  $313,000 Sold Oct 28, 2025

  • 1,840 Sq Ft
  • $170/SF
  • 271 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2009

  205 Eastside Ln, Winchester, VA 22602

  Wonderful commuter location. Close to Rt. 7 and I-81. Property was previously occupied making it difficult to show. It is now ready to show at any time. Three bedrooms with a fully finished basement complete with a full bath that could become a 4th bedroom. Spacious living areas. Fenced in back yard. Property tucked in a small development right off of Route 7. New carpet has been installed.

  Kelly Bauer Coldwell Banker Premier

  205 Eastside Ln, Winchester, VA 22602
• 

  

  /25

  Est $326,032 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  2817 Papermill Rd, Winchester, VA 22601

  2817 Papermill Rd, Winchester, VA 22601
• 

  

  /13

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  129 Brookland Terrace Unit 1, Winchester, VA 22602

  Great two bedroom ,two bath condo. Very convenient first floor entrance. Zero steps. Great commuter location off Rt. 7

  John Scully Colony Realty

  129 Brookland Terrace Unit 1, Winchester, VA 22602
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  /21

  $2,400 per month

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft
  • Townhouse for Rent

  174 Munsee Cir, Winchester, VA 22602

  Brand New Luxury Unit Townhome!! Excellent Location!! Be the first to live in this stunning, brand-new three-level townhome at The Retreat at Winding Creek! This Adams design offers 1,889 sq. ft. of stylish and spacious living, perfect for modern families and professionals alike. Features You'll Love: 4 Bedrooms & 3.5 Bathrooms: Enjoy ample space and privacy for everyone. Modern Kitchen: Granite

  venkateswararao nekkalapudi Alluri Realty, Inc.

  174 Munsee Cir, Winchester, VA 22602
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  /53

  $620,000 Sold Oct 28, 2025

  • 3,959 Sq Ft
  • $157/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2016

  320 Linden Dr, Winchester, VA 22601

  Experience generational refined living in this stunning luxury home just minutes from Winchester Medical Center. Designed for both elegance and comfort, this residence boasts exquisite crown moldings, rich wood floors, wainscoting, and cathedral ceilings throughout. The main level offers one-level living with an entry-level bedroom, a spacious gourmet kitchen with upgraded quartz countertops, and

  Kimberly Schroeder Long & Foster Real Estate, Inc.

  320 Linden Dr, Winchester, VA 22601
• 

  

  /19

  Est $326,350 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft

  2918 S Pleasant Valley Rd, Winchester, VA 22601

  2918 S Pleasant Valley Rd, Winchester, VA 22601

Showing Results 361 - 400, Page 10 of 18