Winchester County VA Homes for Sale

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  /45

  $449,000

  $56K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,293 Sq Ft

  3137 Eton Place, Winchester, VA 22601

  Welcome to The Lofts at Creekside! Better than new and absolutely breathtaking, this four-level interior townhome delivers style, space, and an unbeatable lifestyle—all within walking distance to top-rated restaurants, shopping, and the historic Kernstown Battlefield. Offering 3 bedrooms and 2.5 baths, the home features a chic upper-level loft that opens to a stunning private terrace, perfect for

  Laura White ERA Oakcrest Realty, Inc.

  3137 Eton Place, Winchester, VA 22601
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  /10

  $255,000

  $10K PRICE INCREASE

  • 2 Beds
  • 2.5 Baths
  • 1,280 Sq Ft

  2967 Sorrell Ct, Winchester, VA 22601

  This diamond in the rough has solid bones and plenty of potential for the right buyer. The HVAC system is only two years old, the water heater is brand new, and both full bathrooms have already been updated. The home could use some fresh paint, and the dishwasher is currently not working, but the major systems are in great shape—making this an excellent opportunity for a starter home or

  Jamie Cook Treck Realty LLC

  2967 Sorrell Ct, Winchester, VA 22601
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  /32

  $389,900

  $9K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,842 Sq Ft

  3138 Eton Place, Winchester, VA 22601

  Beautiful, just like brand new, 3 bedroom 2.5 bath end unit townhome located in The Lofts at Creekside! Walking distance to local restaurants and shopping here in Creekside. Home features large kitchen island, stainless steel appliances, and luxury vinyl plank flooring, private balcony, surrounded by open floor plan which provides for great entertainment. Nice upgrades all throughout the house!

  Christopher Hild Realty FC, LLC

  3138 Eton Place, Winchester, VA 22601
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  /2

  $199,900

  • Land
  • 6,969 Sq Ft
  • $1,249,375 per Acre

  1415 Ramseur Ln, Winchester, VA 22601

  Steve DuBrueler Coldwell Banker Premier

  1415 Ramseur Ln, Winchester, VA 22601
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  /25

  $459,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,025 Sq Ft

  654 Treys Dr, Winchester, VA 22601

  Welcome to 654 Treys Drive - Great corner lot in Williamsburg Heights! No HOA! One story home built in 1986 on crawl space with 3 bedrooms and 2 baths. Gas heat, and electric air conditioning. Beautiful wood floors. Great room with cathedral ceiling. Glassed in sunroom for cozy evenings. Spacious 2-car garage perfect for additional storage. Gas fireplace has not been used for 10 years. Sorry no

  Don Butler Virginia Property Group, Inc.

  654 Treys Dr, Winchester, VA 22601
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  /64

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 2,180 Sq Ft

  706 S Cameron St, Winchester, VA 22601

  Claim your spot in the heart of the city with this authentic 1866 gem, perfectly positioned to enjoy everything downtown Winchester has to offer. Proudly displaying its Winchester Historic Building plaque, this home is just steps from the vibrant local dining scene, boutique shopping, parks, and schools. It’s a rare find that pairs 19th-century soul with modern reliability, featuring the coveted

  Dan Whitacre Colony Realty

  706 S Cameron St, Winchester, VA 22601
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  /6

  $370,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1845 Rosser Ln, Winchester, VA 22601

  Beautifully maintained 2-bedroom, 2-bath Ranch home in the desirable Willow Lawn Cottages 55+Community. The main-level features an open floor plan, vaulted ceiling, ceiling fan, gas fireplace, largeconcrete patio, and 1-car garage. 2026 updates include a new HVAC system. The primary suite offers awalk-in closet, private full bath, and laundry. Low maintenance living includes lawn and

  Derek Greene The Greene Realty Group

  1845 Rosser Ln, Winchester, VA 22601
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  /36

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  302 Wentworth Dr, Winchester, VA 22601

  Enjoy one-level living in this spectacularly located brick rambler, nestled in a quiet residential neighborhood while remaining conveniently close to Route 11 with easy access to I-81. The property currently has a long term month-to-month tenant paying under market value, offering flexibility for an owner-occupant or an investor seeking rental income with potential for increased rent. Situated on

  Heloisa Amar Samson Properties

  302 Wentworth Dr, Winchester, VA 22601
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  /35

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  112 W Germain St, Winchester, VA 22601

  100-Year-Old Downtown Winchester Charmer – Fully Reimagined in 2025!This stunning, fully restored century-old home seamlessly blends historic charm with high-end modern upgrades in the heart of downtown Winchester. Completely taken down to the studs and rebuilt in 2025, every detail was thoughtfully executed—nothing was overlooked. Proudly recognized with the 2025 Preservation of Historic

  Amanda Magana RE/MAX Roots

  112 W Germain St, Winchester, VA 22601
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  /32

  $429,000

  • 2 Beds
  • 2 Baths
  • 1,031 Sq Ft

  118 1/2 E Cork St, Winchester, VA 22601

  Seeking the perfect blend of historic character and modern urban living? This exceptional Urban Lofts Condominium is just one and a half blocks from Old Town Winchester Walking Mall, offering easy access to restaurants, boutiques, entertainment, and vibrant downtown living. Originally built in the early 1900s, this beautifully updated home showcases exposed brick walls, timeless architectural

  Janet Flaherty Keller Williams Realty

  118 1/2 E Cork St, Winchester, VA 22601
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  /70

  $749,500

  • 6 Beds
  • 4 Baths
  • 4,672 Sq Ft

  817 Chelsea Dr, Winchester, VA 22601

  Spacious 5-6-bedroom, 4-bath brick-front rancher with a fully finished basement, offering flexible living space for today’s needs. The main level features a welcoming living room with a tray ceiling & a gas fireplace, a formal dining room with crown molding & chair rail, and a well-appointed kitchen with Corian countertops and a walk-in pantry. The primary suite is conveniently located on the

  Sheila Pack RE/MAX Roots

  817 Chelsea Dr, Winchester, VA 22601
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  /40

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft

  225 Fox Dr, Winchester, VA 22601

  Welcome to 225 Fox Dr.! A very well maintained all brick ranch rambler. Has a fully updated kitchen with stainless steel appliances, quartz countertops, updated cabinetry with an induction oven. Very spacious open concept living room, good size bedrooms and hard flooring all around. The basement has plenty of potential and has recently been updated. The home offers paid off solar panels an EV

  Elber Olivo First Decision Realty LLC

  225 Fox Dr, Winchester, VA 22601
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  /87

  $610,000

  • 3 Beds
  • 3.5 Baths
  • 3,140 Sq Ft

  1202 Handley Ave, Winchester, VA 22601

  Nestled on one of Winchester's most sought-after streets, this distinctive mid-century contemporary home offers a rare blend of character, space, and convenience just moments from downtown dining, shopping, and entertainment. Designed for comfortable main-level living, the home combines timeless architectural appeal with thoughtful functionality. The main level features a spacious primary suite

  Leah Marabella Realty ONE Group Old Towne

  1202 Handley Ave, Winchester, VA 22601
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  /50

  $380,000

  • 4 Beds
  • 2 Baths
  • 1,785 Sq Ft

  419 van Fossen St, Winchester, VA 22601

  . Vintage 1950's Build, In The City of Winchester. Perfect City living, across from Virginia Avenue Elementary and Post Office! Walking Distance from Old Town Winchester VA!. Blocks from grocery stores, gas stations, bus stops, shopping, City transit and just of I 81 and Rt 7 for easy commuting ! This 4 Bedroom, 1 and half bath Cape Cod is spacious and ready for the new owner! The curb appeal is

  Tracy Link Coldwell Banker Premier

  419 van Fossen St, Winchester, VA 22601
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  /34

  $369,900

  • 2 Beds
  • 2 Baths
  • 1,219 Sq Ft

  1856 Melvor Ln, Winchester, VA 22601

  Welcome to 1856 Melvor Lane in Winchester! This charming one-level home is nestled on a corner lot in a desirable 55+ community and offers the perfect blend of comfort, convenience, and low-maintenance living. Featuring 2 bedrooms, 2 full baths, and an airy open floor plan with cathedral ceilings, the home is designed for both everyday living and easy entertaining. Recent improvements include

  Natasha Roberts Realty ONE Group Old Towne

  1856 Melvor Ln, Winchester, VA 22601
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  /2

  $489,900

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,429 Sq Ft

  305 Amherst St, Winchester, VA 22601

  Downtown Winchester, circa 1926 foursquare. Kitchen addition, 3 bedrooms and two full baths. Walk Up attic, full basement , great yard.

  John Schroth Colony Realty

  305 Amherst St, Winchester, VA 22601
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  /2

  $275,000

  $85K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,249 Sq Ft

  45 and 45 1/2 Race St, Winchester, VA 22601

  This is a great starter property for those looking to build a real estate portfolio or add to an existing one. Both apartments were completely rehabbed last year - new wiring and plumbing, new appliances, including washer and dryer, new carpet and vinyl plank flooring installed and fenced backyards. Income of $30,000, tenants in place.SHOWINGS WILL START JUNE 9 CALL FOR AN APPOINTMENT.

  Teri Domanski Your Home Sold Guaranteed Realty - East LLC

  45 and 45 1/2 Race St, Winchester, VA 22601
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  /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
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  /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
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  /34

  $364,900

  • 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
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  /11

  $649,900

  $50K PRICE DROP

  • Studio
  • 3,190 Sq Ft

  434-434 1/2 Fairmont Ave, Winchester, VA 22601

  Major Price Reduction.....ATTENTION ALL INVESTORS OR FUTURE LANDLORDS COME CHECKOUT THIS MULTI FAMILY 3 UNIT PROPERTY. IT CONSIST OF 2 HOUSES. EACH UNIT IS A 2 BED 1BATH EACH HAVE STOVE REFRIGERATOR MICROWAVE WASHER DRYER. CURRENTLY FULLY RENTED. SO NOW IS YOUR CHANCE TO OWN A TURNKEY RENTAL PROPERTY ALL WELL MAINTAINED WITH OFF STREET PARKING. CLOSE TO DOWNTOWN & SHOPPINGRESTRICTED SHOWINGS.

  Richard Kozlowski Long & Foster Real Estate, Inc.

  434-434 1/2 Fairmont Ave, Winchester, VA 22601
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  /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
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  /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
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  /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
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  /64

  $499,999

  $19K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,837 Sq Ft

  1317 Caroline St, Winchester, VA 22601

  Conveniently located in the heart of Winchester, this spacious brick ranch offers the perfect combination of timeless character, thoughtful updates, and flexible living space. Situated on a nearly half-acre corner lot, the property provides room to spread out while remaining just minutes from Winchester Medical Center, shopping, dining, and major commuter routes. Inside, you'll find beautiful

  Kristina Towns Weichert Realtors - Blue Ribbon

  1317 Caroline St, Winchester, VA 22601
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  /61

  $424,000

  $35K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 1,552 Sq Ft

  2250 Roosevelt Blvd, Winchester, VA 22601

  Charming Cape Cod nestled in a quiet residential neighborhood, just minutes from Route 11 and I-81 for easy commuting. This light-filled home welcomes you with a bright living room featuring a stunning stone fireplace as its centerpiece. The cabinet-packed kitchen is the heart of the home and offers granite countertops and a bar-height peninsula that opens seamlessly to the living room . The main

  Heloisa Amar Samson Properties

  2250 Roosevelt Blvd, Winchester, VA 22601
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  /5

  $199,900

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  1033 Allen Dr, Winchester, VA 22601

  Calling all investors, flippers, and DIY enthusiasts! This 3-bedroom rancher at 1033 Allen Drive in Winchester, VA, is brimming with potential and waiting for your vision to make it shine again. Situated in a fantastic location, this property offers a solid opportunity for your next profitable project, rental property or a home to call your own. Inside, you will find beautiful hardwood floors

  Dan Whitacre Colony Realty

  1033 Allen Dr, Winchester, VA 22601
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  /28

  $419,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,094 Sq Ft

  126 Swansong Place, Winchester, VA 22603

  Exceptional value for a 4‐bedroom END‐UNIT townhome—almost ready for summer move‐in! Brand‐new construction offers modern style and comfort with oak stairs with upgraded railings and durable LVP flooring throughout the main level. Backing to open space in the newest section of Snowden Bridge, this spacious home includes a flexible entry‐level bedroom with full bath, a bright open‐concept main

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  126 Swansong Place, Winchester, VA 22603
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  /37

  $379,900

  • 2 Beds
  • 1.5 Baths
  • 1,186 Sq Ft

  711 E Cork St, Winchester, VA 22601

  This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door.

  Marco Novillo Spring Hill Real Estate, LLC.

  711 E Cork St, Winchester, VA 22601
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  /22

  $599,950

  $25K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,948 Sq Ft

  446 N Loudoun St, Winchester, VA 22601

  Fully renovated in 2022, this upgraded duplex near Winchester's historic Walking Mall features all new electrical, HVAC, plumbing, windows, insulation, and appliances. The downstairs is a 3-bed/1-bath unit, and the upstairs is a 2-bed/1-bath unit. Separate utilities, with landlord covering water/sewer. Gross income: $44,640 annually, including shed rental. Quality tenants and off-street parking

  Lawrence Lessin Homes By Owner, Inc.

  446 N Loudoun St, Winchester, VA 22601
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  /42

  $569,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  2532 Middle Rd, Winchester, VA 22601

  Welcome to this stunning, custom-built Craftsman-style home that perfectly balances contemporary elegance with everyday functionality. Located in a prime, highly convenient Winchester location, this property immediately captivates with its striking curb appeal, highlighted by a large covered front porch and a classic architectural silhouette. Step inside to discover an immaculate interior bathed

  Dan Whitacre Colony Realty

  2532 Middle Rd, Winchester, VA 22601
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  /46

  $320,000

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  2917 First St, Winchester, VA 22601

  Welcome home to this charming stone rancher, perfectly situated on a fantastic lot adorned with gorgeous, mature trees and a lush, expansive yard. Step inside to find a spacious living room bathed in natural light, featuring rich hardwood flooring and a cozy stone fireplace that serves as the room's centerpiece. The effortless layout flows seamlessly into the kitchen and formal dining room,

  Dan Whitacre Colony Realty

  2917 First St, Winchester, VA 22601
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  /25

  $285,000

  $35K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,222 Sq Ft

  317 Fairview Ave, Winchester, VA 22601

  HUGE PRICE REDUCTION OF $35,000! Fully Renovated SFH in Historic Winchester! Prime location. Just minutes from charming Historic Downtown Winchester featuring local shops, restaurants, entertainment, and more! Beautifully Updated throughout. This charming home offers bright, inviting living spaces with modern finishes and thoughtfully updates designed for comfortable everyday living. w Just Move

  Donna Lutkins Real Broker, LLC

  317 Fairview Ave, Winchester, VA 22601
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  /2

  $365,000

  • 4 Beds
  • 2.5 Baths
  • 2,678 Sq Ft

  719 National Ave, Winchester, VA 22601

  A true Federal‐style gem, this solid brick home offers the chance to restore a piece of architectural history. Rich with original craftsmanship, it features high ceilings, original hardwood floors, solid wood doors and trim, and a beautiful covered front porch—timeless details that showcase the home’s enduring character. Designed with good bones and a layout that adapts to many visions, this

  Windy Harris Hunt Country Sotheby's International Realty

  719 National Ave, Winchester, VA 22601
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  /50

  $1,179,000

  • 4 Beds
  • 5 Baths
  • 4,970 Sq Ft

  1004 Heth Place, Winchester, VA 22601

  Stepping onto the Southern style covered front porc.h you enter the large foyer with a Schoenbek chandelier. There is a living room to the left which opens to a separate dining room with a hand painted blue and gold ceiling. The kitchen is eating size with granite counter and large island. Double doors lead to a small back porch and stairs to the patio. The first floor family room has a gas

  Kathryn Hallett Long & Foster Real Estate, Inc.

  1004 Heth Place, Winchester, VA 22601
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  /39

  $320,000

  • 3 Beds
  • 1 Bath
  • 1,988 Sq Ft

  528 Battle Ave, Winchester, VA 22601

  Adorable Cape Cod in the heart of Winchester! Beautifully appointed with hardwood floors, signature arched doorways from that era adding tons of charm to this lovely home. Two main floor bedrooms, renovated and updated bath, living room with gas fireplace and brick surround, kitchen with brand new gas range, expanded space perfect for dining and entertaining with doors to the front and rear

  Beckwith Bolle Carter Braxton Preferred Properties

  528 Battle Ave, Winchester, VA 22601
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  /69

  $605,000

  • Studio
  • 4,396 Sq Ft

  540 Monticello St, Winchester, VA 22601

  Welcome to 540 Monticello Street, a turnkey Multi-Unit Investment Opportunity in Prime Downtown Winchester Location!Presenting a Triplex in the heart of Downtown Winchester—a rare opportunity for investors seeking strong cash flow in a highly desirable and commuter-friendly location. Just minutes from I-81 and I-66, and less than an hour from Northern Virginia, this property offers

  Laura King MarketPlace REALTY

  540 Monticello St, Winchester, VA 22601
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  /59

  $574,900

  • 5 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  660 Beehive Way, Winchester, VA 22601

  Enjoy city living in this spacious and light-filled home featuring 5 bedrooms and 3.5 baths. Fresh new carpeting has been installed on the upper level and in the family room, complemented by hardwood floors throughout the main living areas. The kitchen is equipped with stainless steel appliances, double ovens, and a center island—perfect for cooking and entertaining. Formal living and dining

  Traci Shoberg Samson Properties

  660 Beehive Way, Winchester, VA 22601
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  /26

  $369,990

  New Construction $5K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,756 Sq Ft

  13 Monteith Dr, Winchester, VA 22601

  3 Level Townhome with Deck! The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home with backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room. This

  DRB Homes Builder

  13 Monteith Dr, Winchester, VA 22601
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  /40

  $353,000

  $17K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  323 Russelcroft Rd, Winchester, VA 22601

  Priced to reflect the need for some updating, this home offers opportunities for cosmetic improvements and personalization while remaining move-in ready for those who prefer to take on projects You've found it. 2108sf total living space. 3 bedrooms 2 full baths detached home. Detached home with 3 bedrooms and 2 full baths + bonus room on the basement full finished with a family room.This home

  Alexandra Brown Spring Hill Real Estate, LLC.

  323 Russelcroft Rd, Winchester, VA 22601

Showing Results 41 - 80, Page 2 of 3