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Browse All Colonial Style Properties for Sale

460 Cattail Rd, Winchester image
460 Cattail Rd, Winchester $624,000

Stunning Custom-Built Home on 5.43 Acres Near Winchester! Welcome to this amazing custom-built home, nestled on 5.43 beautiful acres with easy access to the City of Winc...

  • 4 Beds
  • 4 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
1151 Wardensville Grade, Winchester image
1151 Wardensville Grade, Winchester $700,000

Enjoy the best of country living with this spacious 4-bedroom, 5-full-bath home nestled on over 7 acres in Frederick County! Surrounded by mountain views and wooded beaut...

  • 4 Beds
  • 5 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
126 Worsham Ter, Winchester image
126 Worsham Ter, Winchester $339,900

Fantastic home in sought-after Brookland Manor community! This end unit townhouse is conveniently located with easy access to I-81 and Route 7, this townhome is just a 10...

  • 3 Beds
  • 3 Baths
  • Brookland Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
327 Ridge Ave, Winchester image
327 Ridge Ave, Winchester $639,900

STUNNING BRICK-FRONT COLONIAL IN SOUGHT-AFTER WHITTIER ACRES — Amazing renovations have been done so the home is absolutely move-in ready!!! Welcome to 327 Ridge Avenue,...

  • 4 Beds
  • 3 Baths
  • Whittier Acres SubDv.
  • 22601 Zip Code
  • ACTIVE Status
407 Tamarack Cir, Winchester image
407 Tamarack Cir, Winchester $499,000

*Short Sale*Beautiful colonial located on a quiet cul-de-sac. The formal living and dining rooms feature hardwood floors, crown molding, and chair rail. The light-filled,...

  • 6 Beds
  • 4 Baths
  • Apple Ridge SubDv.
  • 22602 Zip Code
  • ACTIVE Status
411 W Cecil St, Winchester image
411 W Cecil St, Winchester $645,000

This home is not just a property; it's a place where memories are made and cherished. Don't miss the opportunity to make this delightful residence your own. Metal roof (2...

  • 4 Beds
  • 2 Baths
  • City SubDv.
  • 22601 Zip Code
  • ACTIVE Status
310 Mountain Falls Blvd, Winchester image
310 Mountain Falls Blvd, Winchester $419,900

Set on a beautiful, level lot of more than half an acre, this inviting two-level Colonial a paved road. A must see inside, with beautiful windows that make a bright, air...

  • 4 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status
490 Devland Dr, Winchester image
490 Devland Dr, Winchester $900,000

Enjoy space, privacy, and refreshed country living at 490 Devland Drive! Situated on 6.7 acres, this renovated Colonial offers 4 bedrooms, 3.5 bathrooms, and a striking f...

  • 4 Beds
  • 4 Baths
  • Devland Farms SubDv.
  • 22603 Zip Code
  • COMING SOON Status
1214 Martinsburg Pike, Winchester image
1214 Martinsburg Pike, Winchester $674,927

Solid 1957 custom Cape Cod home now fully renovated! 4 bedroom, 2.5 bath home on .66 acre! All new windows! Freshly painted! Mini splits and hardwood flooring throughout!...

  • 4 Beds
  • 3 Baths
  • Martinsburg Pike SubDv.
  • 22603 Zip Code
  • ACTIVE Status
2926 Sorrell Ct, Winchester image
2926 Sorrell Ct, Winchester $279,900

Welcome to this well-maintained and updated end-unit townhome in Winchester! Offering 3 bedrooms, 1.5 baths, a spacious deck, and a fenced backyard, this home combines co...

  • 3 Beds
  • 2 Baths
  • Sorrell Court SubDv.
  • 22601 Zip Code
  • ACTIVE Status
219 Darby Dr, Winchester image
219 Darby Dr, Winchester $569,900

Welcome to 219 Darby Dr, tucked onto a quiet cul-de-sac in Ravenwing, where through traffic is kept to a minimum. Step inside to a wide entrance with wood flooring, with ...

  • 4 Beds
  • 3 Baths
  • Ravenwing SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
219 Tudor Dr, Winchester image
219 Tudor Dr, Winchester $299,000

Welcome to 219 Tudor Drive, a beautifully appointed 3-bedroom, 3.5-bath townhome offering nearly 2,000 square feet of comfortable living space in the desirable Tudor Squa...

  • 3 Beds
  • 4 Baths
  • Tudor Square SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
104 Monet Ter, Winchester image
104 Monet Ter, Winchester $549,999

Opportunities like this don't come around often! Lovingly owned and cared for by the original owners for over 20 years, this beautiful brick Colonial in a highly desirabl...

  • 4 Beds
  • 3 Baths
  • Sovereign Village SubDv.
  • 22602 Zip Code
  • ACTIVE Status
317 S Kent St, Winchester image
317 S Kent St, Winchester $399,000

Welcome to this charming brick home located in the heart of Winchester! Filled with historic character, this home features beautiful hardwood floors throughout, spacious ...

  • 4 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1591 Woodstock Ln, Winchester image
1591 Woodstock Ln, Winchester $215,000

“Woodstock Homestead” - This 1930’s colonial home features 1,400 sq ft, 2-bedrooms, 1-bathroom with a 1-car detached garage and sits approximately 2 miles from Old Town W...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
3894 Northwestern Pike, Winchester image
3894 Northwestern Pike, Winchester $399,900

A rare opportunity to own 16.5 wooded acres just minutes from Winchester! Tucked away in a peaceful, private setting, this warm and inviting farmhouse has been cherished ...

  • 3 Beds
  • 1 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • PENDING Status
121 Lighthouse Ln, Winchester image
121 Lighthouse Ln, Winchester $299,900

Located on the east-side of Winchester and directly across from the community pool, this townhouse is ready for you! The main level boasts a sun-filled living room that s...

  • 2 Beds
  • 2 Baths
  • Windstone SubDv.
  • 22602 Zip Code
  • ACTIVE Status
23 Jigsaw Pl, Winchester image
23 Jigsaw Pl, Winchester $229,000

Affordable homeowership opportunity in city limits. This town home has been cared for by owner for 35 years. Just needs some TLC to make it your own style. Living & din...

  • 2 Beds
  • 2 Baths
  • Jigsaw Village SubDv.
  • 22601 Zip Code
  • ACTIVE Status
3336 Hunting Ridge Rd, Winchester image
3336 Hunting Ridge Rd, Winchester $524,990

Colonial home 21 yrs young on 5 acres in Frederick county 4 bedroom 2 full baths with 1 half bath ., Whole house freshly painted in Jan/Feb 2025, laundry on main level ...

  • 5 Beds
  • 3 Baths
  • Chestnut Grove Estates SubDv.
  • 22603 Zip Code
  • ACTIVE Status
205 Crestleigh Dr, Winchester image
205 Crestleigh Dr, Winchester $630,000

Extensively updated and thoughtfully maintained, this beautiful Colonial in the prestigious Oakdale Crossing community offers 2,884 square feet of comfortable and elegant...

  • 4 Beds
  • 3 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
105 Okeefe Dr, Winchester image
105 Okeefe Dr, Winchester $575,000

WOW! This exceptional home perfectly blends country charm with city convenience, ideally located between Rock Harbor Gof Club and the Medical center. Possible main floor ...

  • 4 Beds
  • 4 Baths
  • Merrimans Chase SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
2820 Saratoga Dr, Winchester image
2820 Saratoga Dr, Winchester $559,000

Welcome Home! This 4 Bedroom Colonial has gleaming hardwood floors throughout both levels. With traditional formal living & dining rooms with beautiful trim mouldings. L...

  • 4 Beds
  • 3 Baths
  • Battle Park Estates SubDv.
  • 22601 Zip Code
  • ACTIVE Status
100 Vale Ct, Winchester image
100 Vale Ct, Winchester $449,900 ▼

Well maintained 4 bedroom 2.5 baths corner lot on quiet cup de sac. Main level features living room, Dining room, eat in kitchen, family room with fireplace. Covered porc...

  • 4 Beds
  • 3 Baths
  • Senseny Glen SubDv.
  • 22602 Zip Code
  • ACTIVE Status
207 Duwamish Trl, Winchester image
207 Duwamish Trl, Winchester $355,000 ▲

STOP RENTING, DITCH THE TOWNHOME PURCHASE & AVOID THE RESALE HOMES! Why pay more to rent? Skip the expensive renovation headaches of resales. Lock in your budget for futu...

  • 3 Beds
  • 3 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
116 Cloverdale Ct, Winchester image
116 Cloverdale Ct, Winchester $390,000 ▼

Reduced List Price on 10/21/2026!! This Home Checks ALL the Relevant Boxes for Buyers Including ALL the Major Homeowner Expenses Which Have Been Addressed by the Sellers!...

  • 3 Beds
  • 3 Baths
  • Brentwood Terrace SubDv.
  • 22602 Zip Code
  • ACTIVE Status
637 Treys Dr, Winchester image
637 Treys Dr, Winchester $850,000

Exceptional Winchester living with TWO primary suites, an incredible covered outdoor living space, and a private in-ground pool! This beautifully appointed home offers an...

  • 4 Beds
  • 5 Baths
  • Williamsburg Heights SubDv.
  • 22601 Zip Code
  • COMING SOON Status
508 Emily Ln, Winchester image
508 Emily Ln, Winchester $297,500 ▼

Open House Sunday 12:30 - 3:00!!! Cozy, updated, and close to everything! Welcome to 508 Emily Lane, a move-in-ready townhome offering comfortable living in an establishe...

  • 3 Beds
  • 3 Baths
  • Carlisle Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
220 Amherst St, Winchester image
220 Amherst St, Winchester $749,000

Downtown living at its finest! Welcome to 220 Amherst Street, a stunning brick residence nestled in Winchester’s prestigious historic district. This home blends timeless ...

  • 4 Beds
  • 4 Baths
  • Historic Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
322 Highland Ave, Winchester image
322 Highland Ave, Winchester $269,900 ▼

SINGLE-FAMILY LIVING IN WINCHESTER WITHOUT THE BIG PRICE TAG! Welcome to 322 Highland Ave, an opportunity to get the space of a 4-bedroom detached home at an approachable...

  • 4 Beds
  • 3 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
2660 Daniel Ter, Winchester image
2660 Daniel Ter, Winchester $335,000

Well maintained three story, all brick townhome located in the City of Winchester. This home is on a quiet street and conveniently located close to shopping and restaura...

  • 2 Beds
  • 2 Baths
  • Limestone Terrace SubDv.
  • 22601 Zip Code
  • ACTIVE Status
251 Waterford Ln, Winchester image
251 Waterford Ln, Winchester $279,000

Welcome to 251 Waterford Lane, a charming 3-bedroom, 1.5-bath end-unit townhome in Winchester, VA, offering comfortable living in a convenient commuter location. The trad...

  • 3 Beds
  • 2 Baths
  • Brookland Heights SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
151 Travis Ct, Winchester image
151 Travis Ct, Winchester $524,900

SPACE, PRIVACY & CUL-DE-SAC LIVING IN RED FOX RUN! Discover an exceptional opportunity at 151 Travis Court in Winchester! Situated on one of the larger lots in the commun...

  • 5 Beds
  • 4 Baths
  • Red Fox Run SubDv.
  • 22602 Zip Code
  • ACTIVE Status
961 Meadow Ct, Winchester image
961 Meadow Ct, Winchester $719,000

Warm, elegant, and beautifully maintained, this 5-bedroom, 4.5-bath home offers gracious living in a desirable City of Winchester neighborhood with no HOA. Step into the ...

  • 5 Beds
  • 5 Baths
  • Harvest Ridge Estates SubDv.
  • 22601 Zip Code
  • ACTIVE Status
159 Lavender Hills Ln, Winchester image
159 Lavender Hills Ln, Winchester $764,900 ▼

Welcome to 159 Lavender Hills Lane, where space, comfort, and a peaceful setting come together in a home designed for both everyday living and entertaining. With approxim...

  • 4 Beds
  • 4 Baths
  • Apple Glen Estates SubDv.
  • 22603 Zip Code
  • ACTIVE Status
159 Abrams Pointe Blvd, Winchester image
159 Abrams Pointe Blvd, Winchester $724,900

***SELLER IS WILLING TO CONTRIBUTE UP TO $20,000.00 IN CONCESSIONS TOWARD BUYER CLOSING COSTS OR POINT BUY-DOWN WITH AN ACCEPTABLE OFFER.*** Better than new in coveted Ab...

  • 5 Beds
  • 5 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
116 E Cork St, Winchester image
116 E Cork St, Winchester $389,000

A RARE DOWNTOWN GEM IN THE HEART OF HISTORIC WINCHESTER! Discover the charm and convenience of this beautifully restored circa-1900 row house, ideally located just one bl...

  • 2 Beds
  • 1 Baths
  • Historic Downtown SubDv.
  • 22601 Zip Code
  • ACTIVE Status
440 N Braddock St, Winchester image
440 N Braddock St, Winchester $529,000

An exceptional multifamily investment opportunity awaits in the heart of historic downtown Winchester! Located at 440 N Braddock St, this turnkey property features a time...

  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
448 Canyon Rd, Winchester image
448 Canyon Rd, Winchester $529,900

Nestled in the charming Sovereign Village, this stunning Colonial home offers a perfect blend of comfort and style. Built in 2009, this spacious residence boasts 2,452 sq...

  • 4 Beds
  • 4 Baths
  • Sovereign Village SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
138 Copeley Cir, Winchester image
138 Copeley Cir, Winchester $414,900 ▼

Welcome to 138 Copeley Circle! This beautifully maintained 3-bedroom, 3.5-bath home offers spacious, comfortable living with a thoughtfully designed floor plan and plenty...

  • 3 Beds
  • 4 Baths
  • Freedom Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1 E Hart St, Winchester image
1 E Hart St, Winchester $299,900

Enjoy downtown Winchester living with plenty of flexibility! This 4-bedroom, 2.5-bath townhome offers a functional layout in a convenient location close to restaurants, s...

  • 4 Beds
  • 3 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
5 E Hart St, Winchester image
5 E Hart St, Winchester $284,900

Enjoy the convenience of downtown Winchester living in this charming 2-bedroom, 2-bath townhome, ideally located within walking distance of restaurants, shopping, school ...

  • 2 Beds
  • 3 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
146 Darby Dr, Winchester image
146 Darby Dr, Winchester $659,900 ▼

FRESH UPDATES & NEARLY 4,000 FINISHED SQ. FT.—COME TAKE ANOTHER LOOK AT 146 DARBY DRIVE! New flooring has just been installed in the kitchen, family room AND finished low...

  • 4 Beds
  • 4 Baths
  • Raven Wing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
25 W Boscawen St, Winchester image
25 W Boscawen St, Winchester $625,000

Awesome income-producing multi-unit property in the heart of downtown Winchester. This stately red brick building delivers immediate cash flow with a great documented CAP...

  • 22601 Zip Code
  • PENDING Status
922 Armistead St, Winchester image
922 Armistead St, Winchester $839,000

Welcome to 922 Armistead Street, a spacious brick Colonial in Winchester's established Morlyn Hills neighborhood offering approximately 4,697 finished square feet across ...

  • 4 Beds
  • 5 Baths
  • Morlyn Hills SubDv.
  • 22601 Zip Code
  • ACTIVE Status
2682 Wardensville Grade, Winchester image
2682 Wardensville Grade, Winchester $439,900

ONLY TWO YEARS OLD and loaded with thoughtful upgrades! This beautifully maintained 3-bedroom, 3-full-bath home offers the appeal of nearly new construction with added fe...

  • 3 Beds
  • 3 Baths
  • High View Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
107 Little River Dr, Winchester image
107 Little River Dr, Winchester $250,000 ▼

Affordable Winchester Townhome with Investment Potential! Welcome to 107 Little River Dr, a conveniently located 2-bedroom, 1-bath townhome offering an excellent opportun...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
151 Nevermore Dr, Winchester image
151 Nevermore Dr, Winchester $619,900

***Seller has an assumable VA loan with a 4.99% interest rate. Contact listing agent for details!*** Welcome to 151 Nevermore Drive, a home that truly has it all! Built i...

  • 4 Beds
  • 4 Baths
  • Raven Oaks SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Winchester image
Winchester $545,000 ▼

Beautiful hardwood floors and ceramic tile throughout, complemented by a spacious open floor plan. Enjoy a private rear yard, with shopping and commuter routes just minut...

  • 4 Beds
  • 4 Baths
  • Park Place SubDv.
  • 22601 Zip Code
  • ACTIVE Status
409 Fortress Dr, Winchester image
409 Fortress Dr, Winchester $499,900 ▼

Big, beautiful, and ideally located, this spacious three-level Colonial offers 4 bedrooms, 3.5 baths, over 3,100 finished square feet, a 2-car garage, and a fully finishe...

  • 4 Beds
  • 4 Baths
  • Star Fort SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
101 Poe Dr, Winchester image
101 Poe Dr, Winchester $619,900 ▼

Marry the house, but date the rate! *****SELLER WILL PAY for a 1-1 TEMPORARY BUYDOWN with use of preferred lender!! That means YOU save 1% on your mortgage rate for TWO Y...

  • 4 Beds
  • 3 Baths
  • Raven Oaks SubDv.
  • 22602 Zip Code
  • ACTIVE Status

Winchester Colonial Style Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Winchester, VA. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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Anne Nouri

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