View All Latest Winchester 4000+ Sq. Ft. Properties for Sale

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 $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 $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

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

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 $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

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 $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

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

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 $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

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

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

150 Ewell Dr, Winchester $850,000 ▼

Welcome to Equestrian Estates, a highly sought-after Winchester community with no HOA, where space, style, and flexibility come together beautifully. This stately 5-bedro...

5 Beds
6 Baths
Equestrian Estates SubDv.
22602 Zip Code
ACTIVE Status

4000+ Sq. Ft. Winchester Real Estate

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