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View All Latest Winchester 1750+ Sq. Ft. Properties for Sale

308 Huntersridge Rd, Winchester image
308 Huntersridge Rd, Winchester $619,900

No HOA! Settled at the end of the cul-de-sac and pushed back from the street to give additional privacy and comfort. This home has received several improvements since 20...

  • 4 Beds
  • 5 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • COMING SOON Status
139 Darby Dr, Winchester image
139 Darby Dr, Winchester $625,000

COMING SOON! Being beautifully remodeled and updated, this home is getting a fresh new look inside and out! Enjoy relaxing times on the expansive front porch and enterta...

  • 5 Beds
  • 3 Baths
  • Raven Wing SubDv.
  • 22602 Zip Code
  • COMING SOON Status
104 Murphy Ct, Winchester image
104 Murphy Ct, Winchester $586,900

Gorgeous 4-Bedroom Colonial in Sought-After Sovereign Village! This beautifully maintained home is nestled on a large cul-de-sac, offering privacy, space, and comfort b...

  • 4 Beds
  • 4 Baths
  • Sovereign Village SubDv.
  • 22602 Zip Code
  • COMING SOON Status
132 Swansong Pl, Winchester image
132 Swansong Pl, Winchester $399,990

Brand-New 4-Bedroom Townhome | Late Summer Move-In! Enjoy stylish, low-maintenance living in Snowden Bridge's newest section. This thoughtfully designed home features a c...

  • 4 Beds
  • 4 Baths
  • Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
117 Castaway Pl, Winchester image
117 Castaway Pl, Winchester $349,990

Enjoy low-maintenance living in this beautifully designed two-level villa in Hiatt Pointe! The main-level primary suite features two walk-in closets for exceptional stora...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
112 Beverly Dr, Winchester image
112 Beverly Dr, Winchester $499,900

Stately rambler on gorgeous 1-acre lot in prestigoius Stonebrook Farms. Major remodel in 2016 includes new kitchen and both full baths. New windows & Sliding Glass Door ...

  • 3 Beds
  • 2 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • ACTIVE Status
450 Green Spring Rd, Winchester image
450 Green Spring Rd, Winchester $3,500,000

Be Sure to View the Video and 3D Tour to Fully Experience this Stunning Property <br><br> **Briede Family Vineyards** presents an exceptional opportunity to acquire one ...

  • 3 Beds
  • 4 Baths
  • No SubDv.
  • 22603 Zip Code
  • ACTIVE Status
107 Dell Ct, Winchester image
107 Dell Ct, Winchester $670,000

Nestled in a private cul-de-sac and ideally located for commuters, this beautifully maintained Colonial offers the perfect blend of comfort, style, and privacy. The home ...

  • 4 Beds
  • 4 Baths
  • Solid Woods SubDv.
  • 22602 Zip Code
  • ACTIVE Status
450 Green Spring Rd, Winchester image
450 Green Spring Rd, Winchester $3,500,000

Be sure to see the video and 3D tour to fully explore this property! <br><br> **Briede Family Vineyards** presents an exceptional opportunity to acquire one of Virginia'...

  • 3 Beds
  • 4 Baths
  • No SubDv.
  • 22603 Zip Code
  • ACTIVE Status
420 W Cork St, Winchester image
420 W Cork St, Winchester $449,000

Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting...

  • 4 Beds
  • 2 Baths
  • Carter & Glaize SubDv.
  • 22601 Zip Code
  • ACTIVE Status
140 Stonebrook Rd, Winchester image
140 Stonebrook Rd, Winchester $675,000

🏡 Professional Interior Photos Coming Soon! Experience the ease of one-level living in the highly desirable Stonebrook Subdivision, just minutes from Winchester! Situate...

  • 4 Beds
  • 3 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • COMING SOON Status
245 Hydrangea Way, Winchester image
245 Hydrangea Way, Winchester $599,990

The Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, main floor living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with ...

  • 4 Beds
  • 3 Baths
  • Willow Run SubDv.
  • 22602 Zip Code
  • ACTIVE Status
160 Wilton Dr, Winchester image
160 Wilton Dr, Winchester $839,900

Welcome to this Beautiful 4 bedroom, 4.5 Bath All Brick Home where traditional character and modern charm meet together all nestled on a Picturesque 4.18-Acre Estate in t...

  • 4 Beds
  • 5 Baths
  • Mcguire Hills SubDv.
  • 22603 Zip Code
  • COMING SOON Status
102 Julie Ct, Winchester image
102 Julie Ct, Winchester $889,900

Opportunities of this caliber in the highly coveted Stonebrook Farms community are exceptionally rare. Positioned on a premium cul-de-sac lot backing directly to mature, ...

  • 5 Beds
  • 5 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • ACTIVE Status
342 Canyon Rd, Winchester image
342 Canyon Rd, Winchester $724,000

Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side. Situated on a beautifully l...

  • 5 Beds
  • 4 Baths
  • Twin Lakes Overlook SubDv.
  • 22602 Zip Code
  • COMING SOON Status
1311 Handley Ave, Winchester image
1311 Handley Ave, Winchester $600,000

Nestled in the charming City of Winchester, this delightful Colonial home, built in 1952, exudes warmth and character. With its classic brick exterior and excellent condi...

  • 3 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
336 Apple Valley Rd, Winchester image
336 Apple Valley Rd, Winchester $715,000

Spacious contemporary craftsman style home built in 2007 on .5 acre lot with rare 3 car attached side load garage as well as a detached 2 car & 1 car garages behind the h...

  • 3 Beds
  • 4 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • COMING SOON Status
582 Miller Rd, Winchester image
582 Miller Rd, Winchester $1,650,000

Built in 1774, before America was America, this remarkable 31-acre estate has stood through the birth of a nation, and today it's ready for its next chapter. This is his...

  • 4 Beds
  • 5 Baths
  • Belleville Farm SubDv.
  • 22602 Zip Code
  • ACTIVE Status
126 Brockham Ct, Winchester image
126 Brockham Ct, Winchester $387,500 ▼

WOW! 20K PRICE REDUCTION! PRICED TO SELL! MOTIVATED SELLER! Beautifully crafted and meticulously maintained 3-level townhome located in the highly desirable Sovereign Vil...

  • 4 Beds
  • 3 Baths
  • Sovereign Village SubDv.
  • 22602 Zip Code
  • ACTIVE Status
139 Poe Dr, Winchester image
139 Poe Dr, Winchester $599,000

Nestled against a backdrop of mature trees, this nearly new 4-bedroom, 3-bath home offers beautiful finishes and modern comfort in the sought-after Raven Oaks community. ...

  • 4 Beds
  • 3 Baths
  • Raven Oaks SubDv.
  • 22602 Zip Code
  • ACTIVE Status
608 Bellview Ave, Winchester image
608 Bellview Ave, Winchester $580,000

Open House Sunday, July 19th from 12pm - 2pm!  Welcome home to this spacious single-family home in the sought-after Williamsburg Heights community! This great home, locat...

  • 4 Beds
  • 3 Baths
  • Williamsburg Heights SubDv.
  • 22601 Zip Code
  • PENDING Status
111 Sovereign Ct, Winchester image
111 Sovereign Ct, Winchester $539,000

Step into the lifestyle you deserve at 111 Sovereign Ct in Freedom Manor! This 3-level, 4-bedroom, 3.5-bath home is crafted for modern living. The main level has an open-...

  • 4 Beds
  • 4 Baths
  • Freedom Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
181 Manor Dr, Winchester image
181 Manor Dr, Winchester $489,900

Welcome to this beautiful new construction home offering over 2300 square feet of living space, This spacious home features 4 bedrooms, 2 1/2 bathrooms, and an attached g...

  • 4 Beds
  • 3 Baths
  • High View Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Light Rd, Winchester image
Light Rd, Winchester $959,000

Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning...

  • 3 Beds
  • 3 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
226 Summerfield Dr, Winchester image
226 Summerfield Dr, Winchester $849,000

UP TO $5000 SELLER CONCESSION FOR PAINT. CALL FOR DETAILS. Welcome to this stunning Colonial estate nestled in the highly sought-after Raven Pointe neighborhood of Winche...

  • 6 Beds
  • 5 Baths
  • Raven Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
180 Quaker Ln, Winchester image
180 Quaker Ln, Winchester $439,000

Welcome to 180 Quaker Lane, where timeless charm meets thoughtful updates! Nestled on a peaceful one-acre lot in the desirable Glenside subdivision, this beautifully main...

  • 3 Beds
  • 2 Baths
  • Glenside SubDv.
  • 22603 Zip Code
  • ACTIVE Status
139 Panarama Dr, Winchester image
139 Panarama Dr, Winchester $799,900

A rare opportunity to own a beautifully updated and meticulously maintained home set on an incredibly beautiful 5‑acre property with perennial gardens, a fountain, mature...

  • 4 Beds
  • 3 Baths
  • Glen E Russell SubDv.
  • 22603 Zip Code
  • PENDING Status
Light Rd, Winchester image
Light Rd, Winchester $959,000

Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning...

  • 3 Beds
  • 3 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
517 Merrimans Ln, Winchester image
517 Merrimans Ln, Winchester $999,000

None

  • 4 Beds
  • 3 Baths
  • Meadow Branch SubDv.
  • 22601 Zip Code
  • ACTIVE Status
LOT 21 Nepal Ct, Winchester image
LOT 21 Nepal Ct, Winchester $389,985

Welcome to Maronda Homes newest townhome community! Winchester Ridge is conveniently located near shopping and dining options. The St. Paul Townhome features FOUR bedro...

  • 4 Beds
  • 4 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
3764 Northwestern Pike, Winchester image
3764 Northwestern Pike, Winchester $750,000

RARE FIND! Discover the freedom and possibilities that come with 12.17 wooded acres—no HOA, no restrictions, just endless opportunity. Whether you're dreaming of creating...

  • 4 Beds
  • 3 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
687 Woodland Ave, Winchester image
687 Woodland Ave, Winchester $569,000

Exceptional opportunity to own this beautifully crafted custom all-brick home on Winchester's desirable east side, nestled in an established neighborhood just minutes fro...

  • 4 Beds
  • 4 Baths
  • Harris SubDv.
  • 22601 Zip Code
  • ACTIVE Status
730 Merrimans Ln, Winchester image
730 Merrimans Ln, Winchester $3,175,000

A Once-in-a-Generation Opportunity: 1765 Heritage Meets Modern Luxury Rarely does a property of this caliber, history, and scale become available within Winchester city ...

  • 6 Beds
  • 7 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
151 Travis Ct, Winchester image
151 Travis Ct, Winchester $535,000 ▼

Welcome to 151 Travis Court, a beautifully maintained 5-bedroom, 3.5-bath Colonial tucked away at the end of a quiet cul-de-sac in the highly desirable Red Fox Run commun...

  • 5 Beds
  • 4 Baths
  • Red Fox Run SubDv.
  • 22602 Zip Code
  • ACTIVE Status
404 Granite Ridge Dr, Winchester image
404 Granite Ridge Dr, Winchester $369,990

Main-level living at its best in Hiatt Pointe at Snowden Bridge—a gated 55+ active adult community. This low-maintenance villa features a primary bedroom and laundry on t...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
121 Fortress Dr, Winchester image
121 Fortress Dr, Winchester $515,000

Welcome home to this spacious 4-bedroom, 3.5-bath Colonial in the conveniently located Star Fort subdivision. Offering three finished levels of comfortable living space, ...

  • 4 Beds
  • 4 Baths
  • Star Fort SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
1022 Heth Pl, Winchester image
1022 Heth Pl, Winchester $1,239,000

This amazing property is ready for you! Located close to Winchester Medical Center, Churches, Shopping, Historic Downtown Winchester, John Kerr Elementary School, and ...

  • 4 Beds
  • 8 Baths
  • Meadow Branch SubDv.
  • 22601 Zip Code
  • ACTIVE Status
231 Rebecca Dr, Winchester image
231 Rebecca Dr, Winchester $695,000 ▼

NEW PRICE! Offering an exceptional blend of elegance, comfort, and modern updates, this meticulously maintained home is designed to impress. An impressive two-story foye...

  • 6 Beds
  • 5 Baths
  • Fieldstone SubDv.
  • 22602 Zip Code
  • ACTIVE Status
132 Triangle Ct, Winchester image
132 Triangle Ct, Winchester $675,000

Why wait to build when you can have nearly new construction today? Built just 2 years ago, this beautifully upgraded ranch-style home offers the perfect blend of modern d...

  • 3 Beds
  • 2 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
440 Canyon Rd, Winchester image
440 Canyon Rd, Winchester $575,000

Welcome home to this stunning 5-bedroom, 3-bath, 3-story Colonial located in the highly desirable Sovereign Village community on the east side of Winchester. Offering spa...

  • 5 Beds
  • 3 Baths
  • Sovereign Village SubDv.
  • 22602 Zip Code
  • ACTIVE Status
136 Cahille Dr, Winchester image
136 Cahille Dr, Winchester $750,000

Nestled towards the end of a quiet dead-end street in the sought-after Raven Pointe community, this stunning 5-bedroom, 4.5-bath home offers the perfect blend of elegance...

  • 5 Beds
  • 5 Baths
  • Raven Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
115 Marion Dr, Winchester image
115 Marion Dr, Winchester $639,000 ▼

**Seller is offering a $2,500 credit with an acceptable offer, giving the purchaser added flexibility toward closing costs, a mortgage rate buy-down, prepaid expenses, mo...

  • 4 Beds
  • 3 Baths
  • Farms At Frog Hollow SubDv.
  • 22603 Zip Code
  • ACTIVE Status
1352 Ramseur Ln, Winchester image
1352 Ramseur Ln, Winchester $524,900

Welcome to this beautifully maintained townhome in the desirable Meadowbranch Mews community, where comfort, style, and convenience come together. Featuring three bedroom...

  • 3 Beds
  • 4 Baths
  • Meadowbranch Mews SubDv.
  • 22601 Zip Code
  • ACTIVE Status
HOMESITE 8 Monteith Dr, Winchester image
HOMESITE 8 Monteith Dr, Winchester $374,990

END UNIT Luxury 3 level/3-bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available! ***OFFER...

  • 3 Beds
  • 4 Baths
  • Village At Valor Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
105 Vale Ct, Winchester image
105 Vale Ct, Winchester $500,000

Beautiful and well maintained colonial with a large backyard and plenty of updates, so you can move right in! The main level features tons of space including a formal liv...

  • 4 Beds
  • 3 Baths
  • Senseny Glen SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
117 Wagtail Ln Unit #HOMESITE 1031, Winchester image
117 Wagtail Ln Unit #HOMESITE 1031, Winchester $439,129

A NEW 55+ VILLA HOME at Hiatt Pointe in Winchester by Van Metre Homes, ready for you to move-in IMMEDIATELY. Discover a two-car, front-load garage villa with three bedroo...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
375 Tavistock Dr, Winchester image
375 Tavistock Dr, Winchester $640,000

Welcome to this beautiful almost new home, built in 2025, offering the ease of one-level living in the Tavistock Estates community. Situated on a picturesque 5-acre lot, ...

  • 3 Beds
  • 3 Baths
  • Tavistock Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
297 Huntersridge Rd, Winchester image
297 Huntersridge Rd, Winchester $709,900

Executive Living in Oakdale Crossing Nestled in the highly desirable Oakdale Crossing community, this exceptional brick-front residence offers an impressive blend of ele...

  • 4 Beds
  • 5 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
900 Enfield Dr, Winchester image
900 Enfield Dr, Winchester $365,900 ▼

Recently renovated 4 bedroom, 2 1/2 bath county home with beautiful views! Corner lot on paved road just a short walk from community park with small, stocked lake, picni...

  • 4 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • PENDING Status
104 Monet Ter, Winchester image
104 Monet Ter, Winchester $559,900 ▼

Located in an established cul-de-sac this 4 bedrooms, 2 ½ bath, home has an unfinished basement. Also a deep two vehicle garage and storage building with a fenced yard a...

  • 4 Beds
  • 3 Baths
  • Sovereign Village SubDv.
  • 22602 Zip Code
  • ACTIVE Status

1750+ Sq. Ft. Winchester Real Estate

Our website features the best real estate search for 1750+ sq. ft. properties available in Winchester and surrounding areas. 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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