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View All Latest Winchester 3000+ Sq. Ft. Properties for Sale

109 Julee Dr, Winchester image
109 Julee Dr, Winchester $479,900

This lovingly maintained two-owner Colonial has been thoughtfully cared for and improved since 1994, offering the character of an established home with many of the update...

  • 5 Beds
  • 3 Baths
  • Mill Race Estates SubDv.
  • 22602 Zip Code
  • COMING SOON Status
Tumble Leaf Lane, Winchester image
Tumble Leaf Lane, Winchester $805,000

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Main Level Owners Suite floorplan the Box...

  • 4 Beds
  • 4 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE 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
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
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
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
854 Valley Mill Rd, Winchester image
854 Valley Mill Rd, Winchester $1,170,000

Unique 5+ acre property in Winchester. Beautiful home with plenty of space for everyone's interests. 5 bedrooms- all with en suite bathrooms. High end kitchen designed by...

  • 5 Beds
  • 6 Baths
  • None Available SubDv.
  • 22602 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
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
144 Robinson Dr, Winchester image
144 Robinson Dr, Winchester $2,599,000

This upscale custom home blends clean, modern comfort with rustic charm—and does it sublimely with nearly 5,000 finished square feet on one level, including a separate in...

  • 4 Beds
  • 6 Baths
  • Roscommon SubDv.
  • 22602 Zip Code
  • ACTIVE 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
769 Seldon Dr, Winchester image
769 Seldon Dr, Winchester $760,000

Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finis...

  • 5 Beds
  • 5 Baths
  • Meadow Branch SubDv.
  • 22601 Zip Code
  • ACTIVE Status
2216 Laurel Grove Rd, Winchester image
2216 Laurel Grove Rd, Winchester $1,300,000

Welcome to 2216 Laurel Grove Rd, an exceptional custom-built modern farmhouse offering privacy, beautiful views, and relaxed country living on 30 unrestricted acres, all ...

  • 4 Beds
  • 3 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
313 Lehigh Dr, Winchester image
313 Lehigh Dr, Winchester $630,000

***Very motivated Sellers*** Set within the desirable Senseny Village community, 313 Lehigh Drive offers an exceptional blend of refined living and effortless comfort. Th...

  • 5 Beds
  • 4 Baths
  • Senseny Village SubDv.
  • 22602 Zip Code
  • ACTIVE Status
223 Fairfield Dr, Winchester image
223 Fairfield Dr, Winchester $725,000

Beautifully remodeled with exceptional care and attention to detail by its current owners, this stunning 5-bedroom, 3-bath home offers over 4,400 finished square feet on ...

  • 5 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
175 Shields Dr, Winchester image
175 Shields Dr, Winchester $749,900 ▲

Beautiful 5 bedroom, 2.5-bath brick-front home situated on 2 private acres, offering the perfect blend of space, comfort, and recent updates. Shower on the main floor in...

  • 5 Beds
  • 4 Baths
  • Equestrian Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
194 Glendobbin Ln, Winchester image
194 Glendobbin Ln, Winchester $1,350,000

Welcome to an extraordinary custom-built all-brick estate nestled on five beautifully manicured acres in the highly sought-after Apple Pie Ridge area. This exceptional pr...

  • 4 Beds
  • 4 Baths
  • Glendobbin Hills SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
146 Stonebrook Rd, Winchester image
146 Stonebrook Rd, Winchester $649,900 ▼

Spacious ranch home on a beautiful 1-acre lot in the highly desirable Stonebrook Farms community! Surrounded by mature trees and offering a peaceful setting, this home co...

  • 5 Beds
  • 3 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • ACTIVE Status
4241 Cedar Creek Grade, Winchester image
4241 Cedar Creek Grade, Winchester $799,000

Situated on nearly 3 acres of peaceful, private land, 4241 Cedar Creek Grade offers a truly remarkable retreat framed by sweeping, 360-degree views of rolling hills and l...

  • 4 Beds
  • 4 Baths
  • Granville Estates SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT 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
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> Award-Winning Virginia Winery + Luxury Vineyard Estate + Income-Producing Luxury Short Term...

  • 3 Beds
  • 4 Baths
  • No SubDv.
  • 22603 Zip Code
  • ACTIVE Status
102 Julie Ct, Winchester image
102 Julie Ct, Winchester $829,900 ▼

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 $714,000 ▼

Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side close to Rt 7. Situated on a...

  • 5 Beds
  • 4 Baths
  • Twin Lakes Overlook SubDv.
  • 22602 Zip Code
  • ACTIVE 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
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
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
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 UNDER CONTRACT Status
136 Cahille Dr, Winchester image
136 Cahille Dr, Winchester $739,900 ▼

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
118 Aulee Ct, Winchester image
118 Aulee Ct, Winchester $784,900 ▼

This beautiful, well-cared-for home occupies a peaceful setting overlooking a lake and stream directly behind the house. The well-stocked lake has an easily accessible w...

  • 5 Beds
  • 5 Baths
  • Twin Lake Overlook SubDv.
  • 22602 Zip Code
  • ACTIVE Status
108 Norfolk Ct, Winchester image
108 Norfolk Ct, Winchester $690,000 ▼

Welcome home to Norfolk Ct!!! Oh my, where to begin? If you're looking for a turnkey home with ample space and lots of room for your dreams, then this is the home for yo...

  • 4 Beds
  • 5 Baths
  • Twin Lakes SubDv.
  • 22602 Zip Code
  • ACTIVE Status
144 Widener Dr, Winchester image
144 Widener Dr, Winchester $949,000 ▼

Exceptional All-Brick Custom Home with Panoramic Mountain Views! Nestled on a private 2-acre cul-de-sac lot in prestigious Butler Estates, this exceptional all-brick 4-b...

  • 4 Beds
  • 5 Baths
  • Butler Estates SubDv.
  • 22603 Zip Code
  • ACTIVE Status
165 Carroll Ridge Ln, Winchester image
165 Carroll Ridge Ln, Winchester $945,000 ▼

Modern farmhouse living meets peaceful acreage on 2.75 acres right on Cedar Creek Grade. Built just two years ago by owner/builder Stephen Carroll, this thoughtfully desi...

  • 4 Beds
  • 3 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
161 Skylar Lanes Way, Winchester image
161 Skylar Lanes Way, Winchester $824,900 ▼

PRICED BELOW RECENT APPRAISAL>> Gorgeous Country Home on Two Acres — Nearly 5,000 Sq Ft of Well-Appointed Living!! Welcome to 161 Skylar Lanes Way, a thoughtfully-updated...

  • 6 Beds
  • 5 Baths
  • Walnut Springs Estates SubDv.
  • 22603 Zip Code
  • ACTIVE Status
300 Tavistock Dr, Winchester image
300 Tavistock Dr, Winchester $899,990 ▼

Discover the perfect blend of space, privacy and convenience this expansive 3500 sq ft plus ranch home situated on 7.12 beautiful acres. Located just 10 mins from shoppin...

  • 4 Beds
  • 4 Baths
  • Tavistock Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
3336 Hunting Ridge Rd, Winchester image
3336 Hunting Ridge Rd, Winchester $539,000 ▼

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 ...

  • 4 Beds
  • 3 Baths
  • Chestnut Grove Estates SubDv.
  • 22603 Zip Code
  • ACTIVE Status
220 Lehigh, Winchester image
220 Lehigh, Winchester $665,000 ▼

Some homes are new. This one is finished. Welcome to 220 Lehigh Drive, where the details have already been thoughtfully completed, allowing you to skip the time, expense,...

  • 5 Beds
  • 4 Baths
  • Senseny Village SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
108 Nevermore Dr, Winchester image
108 Nevermore Dr, Winchester $667,000 ▼

ATTENTION:Best price per sq ft in the development . Practicality meets long-term value with a $70,000 IN UPGRADES to install a 32 PANEL SOLAR SYSTEM., that that virtua...

  • 4 Beds
  • 3 Baths
  • Raven Oaks SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1004 Heth Pl, Winchester image
1004 Heth Pl, Winchester $1,179,000

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...

  • 4 Beds
  • 5 Baths
  • Meadow Branch SubDv.
  • 22601 Zip Code
  • ACTIVE Status
159 Abrams Pointe Blvd, Winchester image
159 Abrams Pointe Blvd, Winchester $749,900 ▼

***SELLER OFFERING UP TO $20,000 IN BUYER INCENTIVE TO USE TOWARD CLOSING COSTS OR INTEREST RATE BUYDOWN WITH AN ACCEPTABLE OFFER!!*** Better than new in coveted Abrams ...

  • 5 Beds
  • 5 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
146 Darby Dr, Winchester image
146 Darby Dr, Winchester $674,900

Beautiful brick-front home in sought-after Ravenwing offering three finished levels and exceptional space throughout! This 4-bedroom, 3.5-bath home features a welcoming m...

  • 4 Beds
  • 4 Baths
  • Raven Wing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
2230 Jones Rd, Winchester image
2230 Jones Rd, Winchester $2,200,000

Set on 21.5 acres just minutes from downtown Winchester, this 5-bedroom home offers over 5,800 finished square feet with a blend of space, functionality, and outdoor livi...

  • 5 Beds
  • 5 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
230 Conifer Ln, Winchester image
230 Conifer Ln, Winchester $824,900 ▼

WOW - what a price improvement - schedule your viewing now!! Perched on a picturesque knoll with sweeping mountain views, this thoughtfully designed modern farmhouse co...

  • 4 Beds
  • 3 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1400 Valley Ave, Winchester image
1400 Valley Ave, Winchester $559,000 ▼

Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful original hardwood floors, t...

  • 6 Beds
  • 4 Baths
  • Henry Land SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
1400 Valley Ave, Winchester image
1400 Valley Ave, Winchester $559,000 ▼

Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings,...

  • 22601 Zip Code
  • ACTIVE Status
256 Brookneil Dr, Winchester image
256 Brookneil Dr, Winchester $634,000 ▼

PRICE REDUCTION ALERT! This is your chance to own the private retreat buyers have been waiting for. Step into something special at 256 Brookneil Dr—where space, privacy, ...

  • 4 Beds
  • 4 Baths
  • Brookneill SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Lot 191 Malbec Ct, Winchester image
Lot 191 Malbec Ct, Winchester $696,455

Welcome to Abrams Pointe, a new single-family home community in an established Winchester neighborhood. The Carlisle blends modern design, spacious living, and a desirabl...

  • 5 Beds
  • 5 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • PENDING Status
107 Launchris Dr, Winchester image
107 Launchris Dr, Winchester $799,500 ▼

Looking for a home that gives you space, style, privacy, and the freedom to make it your own? Welcome to this stately Colonial set on nearly an acre of beautiful, private...

  • 5 Beds
  • 4 Baths
  • Dav Mar Village SubDv.
  • 22602 Zip Code
  • ACTIVE Status
153 Harvest Ridge Dr, Winchester image
153 Harvest Ridge Dr, Winchester $619,900 ▼

Welcome to 153 Harvest Ridge Drive, a beautifully appointed home tucked within the highly desirable Village at Harvest Ridge, a premier 55+ community offering comfort, qu...

  • 4 Beds
  • 3 Baths
  • Village At Harvest Ridge SubDv.
  • 22601 Zip Code
  • PENDING Status
Tumble Leaf Lane, Winchester image
Tumble Leaf Lane, Winchester $775,000 ▲

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Chestnut model with standard 10' Main Lev...

  • 4 Beds
  • 3 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status

3000+ Sq. Ft. Winchester Real Estate

Our website features the best real estate search for 3000+ 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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