31

Colonial Homes for Sale in Winchester County VA

Section Image Section Image
  • /23

    $350,000

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,916 Sq Ft

    317 N Kent St, Winchester, VA 22601

    Step into a world of timeless elegance and modern luxury with this stunning Colonial residence, beautifully renovated in 2015 while preserving its historic charm. Nestled in a serene setting, this detached home offers a perfect blend of classic architecture and contemporary comforts, making it an ideal retreat for those seeking an exclusive lifestyle. As you enter, you are greeted by rich

    Agent Photo

    Clark Smith

    Samson Properties

    317 N Kent St, Winchester, VA 22601
  • /32

    $449,000

    • 4 Beds
    • 4.5 Baths
    • 1,913 Sq Ft

    315 National Ave, Winchester, VA 22601

    Fully reimagined for modern living while preserving its timeless charm, this stunning 1910 home in the heart of Downtown Winchester offers the perfect blend of character, luxury, and value. Completely renovated from top to bottom, every detail has been thoughtfully updated—delivering the feel of new construction within a classic architectural setting.This spacious residence features 4

    Agent Photo

    Carlos Soares

    Samson Properties

    315 National Ave, Winchester, VA 22601
  • /13

    $274,999

    • 2 Beds
    • 2.5 Baths
    • 1,080 Sq Ft

    206 Kimberly Way, Winchester, VA 22601

    Beautifully remodeled 2-bedroom, 2.5-bath townhouse that's ready for you to move right in! This home features a stunning updated kitchen with granite countertops and stainless steel appliances, along with modern finishes throughout. Major improvements include a new roof and heat pump installed in 2023, providing added comfort and peace of mind. Spacious living areas, updated bathrooms, and

    Agent Photo

    Frank Armstrong, IV

    Colony Realty

    206 Kimberly Way, Winchester, VA 22601
  • /40

    $324,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,996 Sq Ft

    802 E Cork St, Winchester, VA 22601

    Motivated Seller! Check out the Virtual Tour! Rich with character and steeped in history, this spacious vintage home sits proudly on a corner lot, offering timeless appeal with many original features still intact. From the moment you enter, you’ll appreciate the craftsmanship of a bygone era—complete with built-in bookshelves, a charming upper-level sleeping porch, and a traditional canning

    Jennifer Egen Samson Properties

    802 E Cork St, Winchester, VA 22601
  • /33

    $455,000

    Open Sun 1PM - 4PM $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    310 Longview Ave, Winchester, VA 22601

    THIS IS A MUST SEE! Huge price reduction from motivated seller. OPEN HOUSE THIS SUNDAY.Amazing, location, 3 years new property, located in short drive to everything, Winchester. This is an offering you don't want to miss out on. Its not often that a nearly new construction home with all the best of everything comes on the market. For starters theres No HOA .All the appliances and operating

    Dave Milburn Coldwell Banker Realty

    310 Longview Ave, Winchester, VA 22601
  • /47

    $379,990

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 2,102 Sq Ft

    519 Fairmont Ave, Winchester, VA 22601

    Expect a long love affair with this home.Some homes feel like they were built with patience, pride, and a sense of permanence—and this historic Winchester beauty has that feeling the moment you step inside. Set near Old Town Winchester and positioned right next to the approved Cider Hill Neighborhood Design District, it offers something rare: preserved historic character today, with a

    Hannah Won Samson Properties

    519 Fairmont Ave, Winchester, VA 22601
  • /48

    $525,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,317 Sq Ft

    938 Wayne Dr, Winchester, VA 22601

    Improved Price!! Welcome to this spacious and well-maintained home in the desirable Meadow Branch South community. Offering over 3,300 square feet, this 4-bedroom, 2.5-bath home provides the perfect blend of space, comfort, and thoughtful updates. The main level features an updated kitchen, ideal for both everyday living and entertaining, along with multiple living areas that offer flexibility

    Kira Grubb Realty ONE Group Old Towne

    938 Wayne Dr, Winchester, VA 22601
  • /46

    $1,150,000

    • 5 Beds
    • 5 Baths
    • 5,695 Sq Ft

    801 Armistead St, Winchester, VA 22601

    There are homes that simply provide shelter. And then there are homes like this—homes that make you slow down, take a deep breath, and picture the life you've been working so hard to create. Nestled in one of Winchester's most beloved neighborhoods, this stately residence blends timeless elegance with the confidence that comes from knowing the important work has already been done. Over the past

    Donna Chong Samson Properties

    801 Armistead St, Winchester, VA 22601
  • /55

    $299,990

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,474 Sq Ft

    406 Highland Ave, Winchester, VA 22601

    HERE IS YOUR CHANCE! BACK ON THE MARKET DUE TO NO FAULT OF THE SELLERS!!DIRECTIONS FOR PARKING; FROM NAT AVE TAKE RIGHT ON ATHEY ALLY TO 4 CAR PARKING AREA ON LEFT - LOOK FOR 406 MARKER. Located in The Historic Old Town Winchester area with private parking right off of Athey Alley, we are happy to list this nicely remodeled 2 story circa 1930s, center hall home.. Since the purchase of this

    Lisette Turner Century 21 Redwood Realty

    406 Highland Ave, Winchester, VA 22601
  • /36

    $385,000

    $14K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,601 Sq Ft

    13 E Leicester St, Winchester, VA 22601

    Incredible location, incredible home! Relax on the elevated front porch overlooking Leicester St, or retreat to the private back yard. Inside, gleaming wood floors and original trim compliment the new kitchen and bathrooms. HVAC, wiring, plumbing, windows, roofing, and siding have been lovingly replaced/updated in the last 5 years. This home is walkable to everything, and sits on a calm side

    William Steinmetz RE/MAX Roots

    13 E Leicester St, Winchester, VA 22601
  • /28

    $400,000

    $29K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,432 Sq Ft

    115 E Monmouth St, Winchester, VA 22601

    Welcome to this 2 level house, the spacious patio backyard will be the perfect spot to relax and enjoy a relaxing day. Located near multiple stores and parks. Schedule your showing today!

    Mafe Zambrano Inmobiliaria De Las Casas LLC

    115 E Monmouth St, Winchester, VA 22601
  • /33

    $399,000

    $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    1025 S Loudoun St, Winchester, VA 22601

    TONS OF UPGRADES! This home has been updated top to bottom. From the roof, windows, kitchen, bathrooms, light fixtures, HVAC, and so on. Located just 1 block from Handley High School, this home and all of its high end improvements make it a treasure waiting to be discovered. As you walk through this home you'll notice that a ton of care and thoughtfulness was put into what it is today. The

    Michael Sprague Samson Properties

    1025 S Loudoun St, Winchester, VA 22601
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /59

    $574,900

    Open Sun 11AM - 1PM
    • 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
  • /67

    $614,999

    • 5 Beds
    • 3.5 Baths
    • 4,292 Sq Ft

    974 Wayne Dr, Winchester, VA 22601

    Finally, a five-bedroom, 3.5 bath home in the city of Winchester with over 4200 sq ft of living space within minutes of Valley Health and shopping. Beautifully landscaped yard, including a vegetable garden, deck, and walkout basement. 2-zone heating and cooling, natural gas heat for the main floor and lower level, and a heat pump for the second floor.

    John Schroth Colony Realty

    974 Wayne Dr, Winchester, VA 22601
  • /41

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 1,992 Sq Ft

    703 S Loudoun St, Winchester, VA 22601

    Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s lifestyle. Inside the main

    John Ginty Samson Properties

    703 S Loudoun St, Winchester, VA 22601
  • /49

    $320,000

    Open Tue 5:30PM - 7PM
    • 4 Beds
    • 2 Baths
    • 2,034 Sq Ft

    410 S Cameron St, Winchester, VA 22601

    Step into a home where timeless character and modern opportunity come together. This spacious property is filled with antique charm and unique details throughout.Featuring 4 bedrooms, 2 full bathrooms, and several versatile flex spaces, this home can easily adapt to your needs or offer increased income potential with a renovation. Enjoy the outdoor living opportunities with a private

    Heloisa Amar Samson Properties

    410 S Cameron St, Winchester, VA 22601
  • /46

    $345,000

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    307 1/2 E Piccadilly St, Winchester, VA 22601

    Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to downtown amenities while still offering the privacy and feel of a standalone home. Inside, you’ll

    Nate Crandell HoneyWay

    307 1/2 E Piccadilly St, Winchester, VA 22601
  • /8

    $689,000

    • 4 Beds
    • 2.5 Baths
    • 3,108 Sq Ft

    1950 Melvor Ln, Winchester, VA 22601

    Step into this meticulously maintained colonial home, a testament to quality craftsmanship and thoughtful design by Richmond American Homes. Situated in the desirable Meadow Branch South neighborhood, this residence offers an exceptional living experience with a perfect balance of formal and casual spaces This home is situated in a vibrant community with easy access to major roads, shopping, and

    Kim Kroner Washington Dulles Real Estate Group

    1950 Melvor Ln, Winchester, VA 22601
  • /52

    $459,900

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    620 Crystal Ct, Winchester, VA 22601

    Rare Cul-de-Sac Gem in the Heart of Winchester! Now priced nearly to sell by motivated seller. Discover the perfect blend of tranquility and city convenience at 620 Crystal Court. Situated in a sought-after, quiet cul-de-sac right in the center of Winchester, this stunning 4-bedroom, 2.5-bathroom residence has been thoughtfully updated and is ready for you to call home. Main Level Elegance &

    VAIBHAV AGARWAL Realty FC, LLC

    620 Crystal Ct, Winchester, VA 22601
How to Buy a Home How to Finance a Home How to Sell a Home