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View All Latest Winchester 1500+ Sq. Ft. Properties for Sale

500 Canyon Rd, Winchester image
500 Canyon Rd, Winchester $535,000

Welcome to this inviting 4-bedroom, 3.5-bath Colonial offering the perfect blend of space, comfort, and classic style. Located in the desirable Sovereign Village communit...

  • 4 Beds
  • 4 Baths
  • Sovereign Village SubDv.
  • 22602 Zip Code
  • COMING SOON Status
1825 Sloane St, Winchester image
1825 Sloane St, Winchester $400,490

NEW TOWNHOME IN WINCHESTER, VA! Discover the Adams, a beautiful new construction townhome at Abrams Crossing featuring 4 bedrooms and 3.5 bathrooms. This stunning interio...

  • 4 Beds
  • 4 Baths
  • Abrams Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1829 Sloane St, Winchester image
1829 Sloane St, Winchester $410,490

New Townhome in Winchester, VA | End-Unit with 4 Bedrooms Discover this beautiful new end-unit townhome in Winchester, VA, located in Abrams Crossing! The Adams floor pl...

  • 4 Beds
  • 4 Baths
  • Abrams Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
Homesite 5 Monteith Dr, Winchester image
Homesite 5 Monteith Dr, Winchester $370,990

***OFFERING UP TO $15,000 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSU...

  • 3 Beds
  • 4 Baths
  • Village At Valor Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1915 Wayland Dr, Winchester image
1915 Wayland Dr, Winchester — None Available $464,900

There's a lot to love about 1915 Wayland Drive, starting with the location! Tucked into an established Winchester neighborhood, this well-maintained Colonial is just minu...

  • 4 Beds
  • 3 Baths
  • Westside Station SubDv.
  • 22601 Zip Code
  • ACTIVE Status
609 Quartzite Cir, Winchester image
609 Quartzite Cir, Winchester $489,900

Welcome to 609 Quartzite Circle! A beautifully maintained 4-bedroom, 3-bath home offering a spacious and functional layout designed for modern living. The main level fea...

  • 4 Beds
  • 3 Baths
  • Limestone Terrace SubDv.
  • 22601 Zip Code
  • ACTIVE Status
119 Gravenstein Ct, Winchester image
119 Gravenstein Ct, Winchester $1,399,000

AN EXTRAORDINARY OPPORTUNITY Coming Soon 119 Gravenstein Court, a spacious, beautifully maintained home where exceptional quality meets an unforgettable setting. Enj...

  • 5 Beds
  • 5 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • COMING SOON Status
102 Duke, Winchester image
102 Duke, Winchester $700,000

**QUICK DELIVERY – DECEMBER 2026!** Welcome to Abrams Pointe, a beautiful new single-family home community featuring spacious homesites in Winchester, Virginia! **W...

  • 4 Beds
  • 5 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
250 Monteith Dr, Winchester image
250 Monteith Dr, Winchester $374,990

***OFFERING UP TO $15,000 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSU...

  • 3 Beds
  • 4 Baths
  • Village At Valor Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
Homesite 1 Monteith Dr, Winchester image
Homesite 1 Monteith Dr, Winchester $384,990

***OFFERING UP TO $15,000 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE! ** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONS...

  • 3 Beds
  • 4 Baths
  • Village At Valor Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
112 Killaney Ct, Winchester image
112 Killaney Ct, Winchester $620,000

Pride of ownership exudes from this cul-de-sac Colonial in Raven Pointe. From the moment you walk up to the brick porch to start your tour imagine relaxing in your rocki...

  • 4 Beds
  • 4 Baths
  • Raven Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
104 Mountain Ldg, Winchester image
104 Mountain Ldg, Winchester $345,000

Peaceful Wooded Views & Numerous Recent Updates! Welcome home to this inviting Colonial built in 2009, offering 1,912 finished sq. ft. across two finished levels. Enjoy h...

  • 3 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • COMING SOON Status
134 Wilkins Dr, Winchester image
134 Wilkins Dr, Winchester $399,900

Welcome to this spacious 4-bedroom, 2-full-bath split-level home in Winchester! Offering 2,556 square feet of living space, there's plenty of room to spread out and enjoy...

  • 4 Beds
  • 2 Baths
  • Green Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status
135 Mascouten St, Winchester image
135 Mascouten St, Winchester $600,000

Welcome home to 135 Mascouten St!!! Walk in to find a lovely foyer and flex space, proceeding to an large open and welcoming floor plan with living/dining and kitchen wit...

  • 6 Beds
  • 5 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 Zip Code
  • ACTIVE Status
150 Harvest Ridge Dr, Winchester image
150 Harvest Ridge Dr, Winchester $689,900

Enjoy the best of low-maintenance living in one of the larger homes in this desirable 55+ community, tucked away yet just minutes from all that Winchester has to offer! L...

  • 4 Beds
  • 3 Baths
  • The Village At Harvest Ridge SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1907 Martinsburg Pike, Winchester image
1907 Martinsburg Pike, Winchester $390,000

Beautiful Cape Cod home situated on approximately 0.57 acres, featuring 3 bedrooms, 2 full bathrooms, 1 half bath, a 2-car garage, and ample driveway parking. The home of...

  • 3 Beds
  • 3 Baths
  • Stephenson SubDv.
  • 22603 Zip Code
  • ACTIVE Status
113 Malbec Ct, Winchester image
113 Malbec Ct, Winchester $677,130

UNDER CONSTRUCTION – THE BIRMINGHAM | WINTER DELIVERY AT ABRAMS POINTE! Welcome to Abrams Pointe! Discover the perfect blend of space, style, and functionality with the B...

  • 4 Beds
  • 3 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
29 Williamson Rd, Winchester image
29 Williamson Rd, Winchester $549,990

TO BE BUILT – THE ROCKFORD | SPACIOUS THREE-LEVEL LIVING AT ABRAMS POINTE! Welcome to Abrams Pointe! Discover the perfect blend of comfort, style, and functionality with ...

  • 4 Beds
  • 3 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
18 Williamson Rd, Winchester image
18 Williamson Rd, Winchester $598,990

TO BE BUILT – THE DREXEL | SPACIOUS RANCH-STYLE LIVING! Discover the perfect blend of comfort, style, and functionality with the Drexel, offering 3,213 square feet of tho...

  • 3 Beds
  • 2 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
109 Harvard Dr, Winchester image
109 Harvard Dr, Winchester $465,000

Solid brick, beautifully cared for, and ready for its next chapter. You can feel how much this home has been loved, and the list of updates backs it up. Start your mornin...

  • 3 Beds
  • 3 Baths
  • College Park SubDv.
  • 22602 Zip Code
  • COMING SOON Status
118 Hardy Way, Winchester image
118 Hardy Way, Winchester $369,900

Imagine starting your morning with coffee on the patio and making plans for the day without wondering when you’ll get around to mowing the lawn. At 118 Hardy Way, there’s...

  • 3 Beds
  • 3 Baths
  • Winchester Landing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Homesite 91 Shuoner Court, Winchester image
Homesite 91 Shuoner Court, Winchester $374,990

🏡 Winter Delivery – St. Paul 4 Bedrooms | 3.5 Bathrooms | Finished Lower Level | Larger Deck | 🔥 Beautiful wooded homesites are available! Enjoy up to 2,250 sq. ft. of...

  • 4 Beds
  • 5 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Homesite 90 Shuoner Court, Winchester image
Homesite 90 Shuoner Court, Winchester $384,990 ▼

🏡 Winter Delivery – St. Paul LAST END UNIT!! 4 Bedrooms | 3.5 Bathrooms | Finished Lower Level | Larger Deck | 🔥 Beautiful wooded homesites are available! Enjoy up to...

  • 4 Beds
  • 5 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
381 Hidden Valley Ln, Winchester image
381 Hidden Valley Ln, Winchester $699,000

Nestled on over 15 peaceful acres, 381 Hidden Valley Lane offers an incredible private retreat featuring not one, but two places to call home! The property is defined by ...

  • 3 Beds
  • 2 Baths
  • Frederick County SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
942 Beehive Way, Winchester image
942 Beehive Way, Winchester $359,900

<p>Location, location, location! This charming duplex in Winchester's Orchard Hill offers a perfect blend of comfort and style in an established in-town location. With n...

  • 3 Beds
  • 3 Baths
  • Orchard Hill SubDv.
  • 22601 Zip Code
  • ACTIVE Status
508 Lanny Dr, Winchester image
508 Lanny Dr, Winchester $400,000

Enjoy your morning coffee sitting in the sunroom overlooking your spacious private back yard & patio. This lovingly cared for home is just waiting for you to make your ow...

  • 3 Beds
  • 2 Baths
  • Whittier Acres SubDv.
  • 22601 Zip Code
  • ACTIVE Status
238 Monteith Dr, Winchester image
238 Monteith Dr, Winchester $381,500

The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Possibility of 4th bedroom or f...

  • 3 Beds
  • 4 Baths
  • Village At Valor Crossing SubDv.
  • 22601 Zip Code
  • PENDING Status
134 Hudson Ave, Winchester image
134 Hudson Ave, Winchester $375,000

Enjoy the perfect blend of country peace and convenience to town in this beautiful brick Colonial. Nestled on two park-like lots with no HOA, this 4-bedroom, 2-bathroom h...

  • 4 Beds
  • 2 Baths
  • Edwards SubDv.
  • 22603 Zip Code
  • ACTIVE Status
1281 Merrimans Ln, Winchester image
1281 Merrimans Ln, Winchester $2,500,000

This exceptional French Country estate enjoys privacy and architectural delight on five acres of dense, mature, professional landscaping. Beyond the stone gates and circu...

  • 4 Beds
  • 7 Baths
  • Roscommon SubDv.
  • 22602 Zip Code
  • ACTIVE Status
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
4694 N Frederick Pike, Winchester image
4694 N Frederick Pike, Winchester $449,900

Welcome to your own private woodland retreat! Nestled among the trees on 5 beautiful acres, this charming log cabin offers the perfect blend of rustic character, peaceful...

  • 3 Beds
  • 3 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • COMING SOON Status
117 Amberfield Ct, Winchester image
117 Amberfield Ct, Winchester $479,000 ▼

On Amberfield Court in Winchester, this single-story home connects its living and dining areas to a kitchen with a broad island, white cabinetry, dark countertops, and st...

  • 3 Beds
  • 2 Baths
  • Abram's Chase SubDv.
  • 22602 Zip Code
  • ACTIVE Status
827 Buckner Dr, Winchester image
827 Buckner Dr, Winchester $610,000

Discover exceptional one-level living in one of Winchester’s premier communities, where homes rarely become available! This exquisite all-brick home combines timeless ele...

  • 3 Beds
  • 2 Baths
  • The Downs At Meadowbranch SubDv.
  • 22601 Zip Code
  • PENDING Status
757 Seldon Dr, Winchester image
757 Seldon Dr, Winchester $867,500

SOARING CEILINGS, EFFORTLESS MAIN-LEVEL LIVING & EXPANSIVE SPACE Welcome to 757 Seldon Drive in Meadow Branch, one of Winchester’s established and coveted communities. O...

  • 4 Beds
  • 4 Baths
  • Meadow Branch South SubDv.
  • 22601 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
1287 N Frederick Pike, Winchester image
1287 N Frederick Pike, Winchester $359,900

**Additional Photos and Details Coming Soon!** This well-maintained split-foyer home is ready to welcome its next owners! The current owners have made numerous improveme...

  • 2 Beds
  • 2 Baths
  • J P Darlington SubDv.
  • 22603 Zip Code
  • ACTIVE Status
127 Wappinger Ter, Winchester image
127 Wappinger Ter, Winchester $559,990

Move-In Ready! The Hayden is a spacious two-story home offering 6 bedrooms, 4 bathrooms, and more than 3,100 square feet of thoughtfully designed living space. The main l...

  • 6 Beds
  • 4 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 Zip Code
  • ACTIVE Status
108 Oleander Ct, Winchester image
108 Oleander Ct, Winchester $509,990

asy living starts here, and this home is ready for you now! Discover the freedom of low-maintenance living in Hiatt Pointe at Snowden Bridge, a gated 55+ active adult com...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
109 Heirloom Way, Winchester image
109 Heirloom Way, Winchester $379,990

Move-in ready and made for the way you want to live! Enjoy easy, low-maintenance living in Hiatt Pointe at Snowden Bridge, a gated 55+ active adult community designed for...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
205 Pond View Ln, Winchester image
205 Pond View Ln, Winchester $669,000

5 acres of peaceful country living off of a paved, private lane with NO HOA. With no gravel roads, and a paved driveway, this spacious, beautifully appointed home offers ...

  • 3 Beds
  • 3 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
125 Fox Dr, Winchester image
125 Fox Dr, Winchester $419,000

Welcome to 125 Fox Drive! This charming brick rancher is ideally situated in the heart of Winchester City, offering a wonderful combination of classic character, modern u...

  • 3 Beds
  • 2 Baths
  • Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1113 Apple Pie Ridge Rd, Winchester image
1113 Apple Pie Ridge Rd, Winchester $699,000

Custom-designed by architect Crawford Horne and built by local builder Ritter Homes, this 3 BR / 3.5 BA home draws on Frank Lloyd Wright's belief that a house should live...

  • 3 Beds
  • 4 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • PENDING Status
100 Coriander Way, Winchester image
100 Coriander Way, Winchester $419,990

Brand-New Dual Primary End Unit Townhome—Under construction for Move-In this year! Step into modern living with this beautifully designed dual primary bedroom home, idea...

  • 3 Beds
  • 4 Baths
  • Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
109 Scotch Bonnet Dr, Winchester image
109 Scotch Bonnet Dr, Winchester $724,990

New main‑level primary bedroom home is under construction for year end move in! The main level features luxury vinyl plank flooring and an open, light‑filled layout. The ...

  • 5 Beds
  • 5 Baths
  • Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
204 Goldenrod Rd, Winchester image
204 Goldenrod Rd, Winchester $450,000

Picture your mornings on the screened-in porch, coffee in hand, just steps from your bedroom. That’s everyday life at 204 Goldenrod Rd, a well-maintained home in Briarwoo...

  • 4 Beds
  • 3 Baths
  • Briarwood Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1564 Perry Rd, Winchester image
1564 Perry Rd, Winchester $579,900

Peaceful country living with everyday conveniences just minutes away! Tucked away from the hustle and bustle of main roads, yet less than 10 minutes from shopping, groce...

  • 4 Beds
  • 3 Baths
  • Winchester 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
130 Country Club Cir, Winchester image
130 Country Club Cir, Winchester $325,000

Opportunity in Winchester! This home offers a convenient location, practical living space, and the chance to make updates to suit your preferences. The property is being ...

  • 4 Beds
  • 3 Baths
  • A Melvin Lewis SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
600 Hemsworth Ln, Winchester image
600 Hemsworth Ln, Winchester $410,000

Discover the charm of this Craftsman-style townhouse in the desirable Lofts at Creekside. Built in 2023, this end-unit home features a warm exterior with inviting sidewal...

  • 3 Beds
  • 2 Baths
  • Lofts At Creekside 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

1500+ Sq. Ft. Winchester Real Estate

Our website features the best real estate search for 1500+ 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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Anne Nouri

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