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Browse All Colonial Style Properties for Sale

223 Asbury Rd, Winchester image
223 Asbury Rd, Winchester $549,900

“Pioneer Heights Colonial” - Welcome to this beautifully maintained colonial in the desirable Pioneer Heights neighborhood, ideally situated just off Route 7 for easy com...

  • 5 Beds
  • 4 Baths
  • Pioneer Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
812 Appleseed Ct, Winchester image
812 Appleseed Ct, Winchester $359,000

Nestled on a quiet cul-de-sac surrounded by mature trees in the highly desirable Orchard Hills Subdivision with no HOA fees or restrictions, this traditional all-brick ho...

  • 3 Beds
  • 2 Baths
  • Orchard Hill SubDv.
  • 22601 Zip Code
  • ACTIVE Status
114 Tudor Dr, Winchester image
114 Tudor Dr, Winchester $289,900

Spacious three-level townhome in a desirable Winchester community, conveniently located near Sunnyside and Old Town Winchester! Offering generously sized bedrooms, three ...

  • 3 Beds
  • 4 Baths
  • Tudor Square SubDv.
  • 22603 Zip Code
  • COMING SOON Status
2700 Loyalty Ct, Winchester image
2700 Loyalty Ct, Winchester $699,000

Welcome to 2700 Loyalty Court—a beautifully maintained showcase home offering nearly 5,000 square feet of unmatched versatility in one of Winchester City’s most coveted l...

  • 7 Beds
  • 5 Baths
  • Rolling Hills SubDv.
  • 22601 Zip Code
  • ACTIVE Status
302 Canyon Rd, Winchester image
302 Canyon Rd, Winchester $525,000

Welcome to a home that gives you room for all the things that matter—working from home, hosting friends, relaxing at the end of the day, and making the space truly your o...

  • 4 Beds
  • 4 Baths
  • Senseny Glen SubDv.
  • 22602 Zip Code
  • ACTIVE Status
323 Copperfield Ln, Winchester image
323 Copperfield Ln, Winchester $290,000

Nestled in the charming Copperfield neighborhood, this delightful townhouse offers a perfect blend of comfort and convenience. Built in 2002, this well-maintained home fe...

  • 2 Beds
  • 3 Baths
  • Copperfield SubDv.
  • 22602 Zip Code
  • ACTIVE Status
128 Alliance Ct, Winchester image
128 Alliance Ct, Winchester $550,000

Welcome to 128 Alliance Court, a beautifully maintained, move-in-ready home built in 2021 and offering over 3,200 finished square feet across three spacious levels. The o...

  • 4 Beds
  • 4 Baths
  • Freedom Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
214 Molden Dr, Winchester image
214 Molden Dr, Winchester $230,000

Investor opportunity in Winchester! This 2-bedroom, 1-bath home offers 1,112 finished square feet above grade, plus a full unfinished basement with additional space for s...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
900 Enfield Dr, Winchester image
900 Enfield Dr, Winchester $380,000

Nestled in the serene Wilde Acres community, this exquisite Colonial-style residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevate...

  • 4 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status
110 Bentpath Ct, Winchester image
110 Bentpath Ct, Winchester $710,000

Welcome to 110 Betpath Ct, nestled within the premier Twin Lakes Overlook (TLO) enclave of exclusively single-family homes by Toll Brothers and Richmond American, this ex...

  • 5 Beds
  • 4 Baths
  • Twin Lake Overlook SubDv.
  • 22602 Zip Code
  • ACTIVE Status
261 Waterford Ln, Winchester image
261 Waterford Ln, Winchester $279,000

Move-in ready and well maintained! This charming 2-bedroom, 1.5-bath townhome offers comfortable living with a spacious main-level living area, eat-in kitchen, and conven...

  • 2 Beds
  • 2 Baths
  • Brookland Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
236 Delmas Trl Trl, Winchester image
236 Delmas Trl Trl, Winchester $984,900

Nestled in the prestigious Midland Heights community, this exquisite Colonial-style residence offers a harmonious blend of luxury and comfort, set against a breathtaking ...

  • 4 Beds
  • 4 Baths
  • Midland Heights SubDv.
  • 22602 Zip Code
  • COMING SOON Status
116 Magpie Ln, Winchester image
116 Magpie Ln, Winchester $595,390

NEW BUILD, move in ready single-family home at Hiatt Pointe, 55+ community at Snowden Bridge by Van Metre Homes! The Sierra 39-F2 at Hiatt Pointe is stunning! This home o...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
308 Fawn Dr, Winchester image
308 Fawn Dr, Winchester $334,000

Nestled in the charming Wilde Acres community, this delightful Colonial home offers a perfect blend of comfort and style. Built in 2009, this residence features 3 spacio...

  • 3 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status
337 Canyon Rd, Winchester image
337 Canyon Rd, Winchester $674,000

Welcome to 337 Canyon Road, a spacious brick-front home offering more than 4,600 finished square feet in desirable Twin Lakes Overlook. The open-concept main level featur...

  • 5 Beds
  • 4 Baths
  • Twin Lakes Overlook SubDv.
  • 22602 Zip Code
  • COMING SOON Status
109 Marlow Ct, Winchester image
109 Marlow Ct, Winchester $420,000

Don't miss this nearly new townhouse in Rossum Crossing! With 4 bedrooms, 3.5 bathrooms, over 2,000 square feet of finished space, and a one-car garage, this home offers ...

  • 4 Beds
  • 4 Baths
  • Rossum Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
938 Wayne Dr, Winchester image
938 Wayne Dr, Winchester $499,900

Beautifully maintained and updated home located in popular area close to Medical Center, schools , services and amenities and with easy access to commuter thoroughfares. ...

  • 4 Beds
  • 3 Baths
  • Meadow Branch South SubDv.
  • 22601 Zip Code
  • PENDING Status
2159 Harvest Dr, Winchester image
2159 Harvest Dr, Winchester $325,000

Spotless, refreshed, and completely move-in ready! This 3-bedroom, 1.5 bath home has been updated top to bottom with a fresh neutral color palette (the entire home has be...

  • 3 Beds
  • 2 Baths
  • Orchard Hill SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
102 Forest Valley Rd, Winchester image
102 Forest Valley Rd, Winchester $597,000 ▼

Welcome to this beautifully maintained home in the established Stonebrook Farms community, perfectly situated on a quiet cul-de-sac and surrounded by mature trees and lan...

  • 5 Beds
  • 3 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • ACTIVE Status
394 Old Baltimore Rd, Winchester image
394 Old Baltimore Rd, Winchester $625,000

Coming Soon! A truly special property in a gorgeous, peaceful setting! This charming 1911 farmhouse sits on 2.75 acres and offers the perfect opportunity for a small farm...

  • 4 Beds
  • 4 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
114 Comanche Trl, Winchester image
114 Comanche Trl, Winchester $389,999

Mountain living meets modern convenience! This immaculate Shawneeland home offers the ultimate retreat while keeping you perfectly close to both the community entrance an...

  • 3 Beds
  • 4 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE Status
100 Stribling Way, Winchester image
100 Stribling Way, Winchester $370,000

Welcome to this bright and inviting end-unit townhome in Winchester! Additional windows fill the home with natural light, while the open layout creates an easy flow betwe...

  • 3 Beds
  • 3 Baths
  • Freedom Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
291 Huntersridge Rd, Winchester image
291 Huntersridge Rd, Winchester $659,900

Space, style, and room to live your best life come together in this 4-bedroom, 4.5-bath, 3-level Colonial in desirable Oakdale Crossing. With flexible spaces, great indoo...

  • 4 Beds
  • 5 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
224 Sharp St, Winchester image
224 Sharp St, Winchester $750,000

Rare Historical Winchester Investment Opportunity – Three Properties in One Location An outstanding investment opportunity awaits in the heart of Winchester City. This un...

  • 22601 Zip Code
  • ACTIVE Status
103 E Germain St, Winchester image
103 E Germain St, Winchester $260,000

Roof replaced in 2020. Welcome to 103 E Germain St, a charming end-of-row townhouse just blocks from downtown Winchester! Enjoy easy access to restaurants, shops, brewer...

  • 2 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
136 Travis Ct, Winchester image
136 Travis Ct, Winchester $589,000

Welcome to 136 Travis Court in Winchester, VA—an impressive, sun-drenched Colonial designed for seamless living and entertaining! An inviting covered front porch welcomes...

  • 4 Beds
  • 5 Baths
  • Red Fox Run SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
108 Monticello Sq, Winchester image
108 Monticello Sq, Winchester $344,000 ▼

Great Commuter Location in Brookland Manor!! 3 level townhome features 3 bedrooms, 2 full baths, 2 half baths, one car garage, master suite with full bath (shower and so...

  • 3 Beds
  • 4 Baths
  • Brookland Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
114 Meadow Way, Winchester image
114 Meadow Way, Winchester $439,000

Discover the perfect blend of modern living and community charm in this stunning Colonial-style home located in the desirable High View Manor subdivision. Built in 2021, ...

  • 3 Beds
  • 3 Baths
  • High View Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
820 Appleseed Ct, Winchester image
820 Appleseed Ct, Winchester $374,000

Welcome to this beautifully maintained all brick 3 level duplex in the sought-after Orchard Hill neighborhood of Winchester City. With tree-lined sidewalks, street lighti...

  • 3 Beds
  • 3 Baths
  • Orchard Hill SubDv.
  • 22601 Zip Code
  • PENDING Status
105 Foxbury Ln, Winchester image
105 Foxbury Ln, Winchester $550,000

Beautifully maintained by its original owner, this all-brick Colonial in the desirable Windsor Hill community reflects years of thoughtful care and pride of ownership. Se...

  • 4 Beds
  • 4 Baths
  • Windsor Hill SubDv.
  • 22602 Zip Code
  • PENDING Status
2640 Limestone Ct, Winchester image
2640 Limestone Ct, Winchester $289,900

Nestled in the charming City of Winchester, this exquisite end-of-row townhouse has undergone a remarkable transformation, with major renovations completed in 2026 that e...

  • 2 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
922 Wayne Dr, Winchester image
922 Wayne Dr, Winchester $615,000

Welcome home to this beautifully updated brick-front residence in the City of Winchester, where a thoughtful floor plan, generous living spaces with 9' ceilings on the ma...

  • 5 Beds
  • 4 Baths
  • Meadow Branch South SubDv.
  • 22601 Zip Code
  • ACTIVE Status
422 S Loudoun St, Winchester image
422 S Loudoun St, Winchester $434,000

Priced at recent appraised value. Welcome home to this beautifully maintained historic log home in the heart of Winchester. Thoughtfully updated while maintaining the cha...

  • 3 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1030 Breckinridge Ln, Winchester image
1030 Breckinridge Ln, Winchester $1,100,000

Welcome to this inviting, beautifully maintained 6-bedroom, 4-full-bathroom, 2-half-bathroom all-brick home in the desirable Meadow Branch subdivision in Winchester, Virg...

  • 6 Beds
  • 6 Baths
  • Meadowbranch SubDv.
  • 22601 Zip Code
  • ACTIVE Status
147 Doe Trl, Winchester image
147 Doe Trl, Winchester $375,000

Nestled in the Shawneeland community, this delightful Colonial home, built in 2021, offers a perfect blend of modern comfort and timeless appeal. With three spacious bedr...

  • 3 Beds
  • 3 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE Status
424 Valley Mill Rd, Winchester image
424 Valley Mill Rd, Winchester $474,900 ▼

Welcome to this beautifully updated Colonial in Winchester, where classic curb appeal meets thoughtful modern upgrades. The exterior shines with new Hardie Plank siding, ...

  • 4 Beds
  • 3 Baths
  • Brentwood Terrace SubDv.
  • 22602 Zip Code
  • ACTIVE Status
102 Primrose Pl, Winchester image
102 Primrose Pl, Winchester $499,900

Nestled in the charming Apple Ridge community, this delightful Colonial home offers a perfect blend of comfort and convenience. With 2,528 sq. ft. of living space, this r...

  • 5 Beds
  • 3 Baths
  • Apple Ridge SubDv.
  • 22602 Zip Code
  • ACTIVE Status
2643 Middle Rd, Winchester image
2643 Middle Rd, Winchester $499,999

Location, Location, Location! NO HOA!!! Priced below assessed value! Hardwood floors on the main level. Formal living and dining room leads to the Family room with sto...

  • 4 Beds
  • 4 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
118 Marlise Ln, Winchester image
118 Marlise Ln, Winchester $525,000 ▲

118 Marlise Ln is a residence with a functional layout and comfortable living spaces throughout. The kitchen features stainless steel appliances and an accent backsplash,...

  • 4 Beds
  • 3 Baths
  • Steeplechase SubDv.
  • 22602 Zip Code
  • ACTIVE Status
185 Hannah Ct, Winchester image
185 Hannah Ct, Winchester $649,500 ▼

SELLER OFFERING $5000 CREDIT! Welcome home to your private 2-acre sanctuary! This charming 1997 Colonial seamlessly blends classic warmth, modern convenience, and unforge...

  • 4 Beds
  • 4 Baths
  • Ashland Meadows SubDv.
  • 22603 Zip Code
  • ACTIVE Status
1605 Fort Braddock Ct, Winchester image
1605 Fort Braddock Ct, Winchester $530,000

Fort Braddock Heights (Winchester City) - Detached Two-Level Home with Five (5) Bedrooms + Three (3) Full Bathrooms + One (1) Half Bathroom *Approx. 2,417 Finished Square...

  • 5 Beds
  • 4 Baths
  • Fort Braddock Heights SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1950 Jones Rd, Winchester image
1950 Jones Rd, Winchester $1,750,000

Tucked away on a private lane bordered by an elegant stone wall, this impressive all-brick residence offers approximately 8,000 square feet of exceptional living space in...

  • 4 Beds
  • 6 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • PENDING Status
315 Copperfield Ln, Winchester image
315 Copperfield Ln, Winchester $316,900 ▼

*PRICE ADJUSTMENT * Welcome to this beautifully remodeled end-unit townhouse offering three spacious levels of comfortable living. The main level features a refreshed ki...

  • 3 Beds
  • 4 Baths
  • Copperfield SubDv.
  • 22602 Zip Code
  • ACTIVE Status
711 Fawn Dr, Winchester image
711 Fawn Dr, Winchester $301,000

Nestled in the charming Wilde Acres subdivision, this delightful Colonial-style home offers a perfect blend of comfort and modern living. Built in 2024, this detached res...

  • 2 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status
222 Parkside Dr, Winchester image
222 Parkside Dr, Winchester $255,000

Wonderfully maintained affordable 3 bed 1.5 bath end unit townhouse in a great location. The family room comes equipped with a large bay window, hardwood floors, and elec...

  • 3 Beds
  • 2 Baths
  • Brookland Heights SubDv.
  • 22602 Zip Code
  • PENDING Status
158 Old Forest Cir, Winchester image
158 Old Forest Cir, Winchester $665,000 ▼

NEW PRICE — NOW $665,000! An exceptional opportunity to make 158 Old Forest your new home. With a $10,000 price improvement, this property offers even more value. If you'...

  • 4 Beds
  • 3 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • ACTIVE Status
103 Trade Wind Ln, Winchester image
103 Trade Wind Ln, Winchester $329,900

Welcome home to 103 Trade Wind Lane, a beautifully updated townhome offering low-maintenance living on Winchester’s desirable east side! Perfectly situated near top schoo...

  • 3 Beds
  • 3 Baths
  • Windstone SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1008 S Cameron St, Winchester image
1008 S Cameron St, Winchester $370,000

Live just minutes from historic Old Town Winchester, where charming boutiques, local restaurants, and picturesque streets are all close at hand. This beautifully maintain...

  • 4 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
328 Smithfield Ave, Winchester image
328 Smithfield Ave, Winchester $260,000

"Investors take Notice" Here's a 2 unit with long term tenants on a month to month. There is much room for growth. 1 bedroom 1 bath in the back lower level has a Brand-Ne...

  • 22601 Zip Code
  • PENDING Status
103 Renee Ln, Winchester image
103 Renee Ln, Winchester $710,000 ▼

Welcome to this gorgeous single family home with custom details galore in the lovely Lynnehaven community! Approaching the home you are welcomed by a spacious front porch...

  • 5 Beds
  • 4 Baths
  • Lynnehaven 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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