Keller Williams
  • Home
  • Home Value
  • Buyers
  • Sellers
  • Rental Search
  • About
  • Webinars
  • Seminars
  • Downsizing
  • Blog
  • FL Listings
  • VA, MD & DC Listings
Login
1.888.840.5553

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Winchester VA MLS Search

TO
Advanced Search

Address Search

View All Latest Winchester 3500+ Sq. Ft. Properties for Sale

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
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
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
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
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
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
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
801 Armistead St, Winchester image
801 Armistead St, Winchester $1,150,000

This home has a 2.25% VA Assumable Loan. There are homes that simply provide shelter. And then there are homes like this—homes that make you slow down, take a deep breat...

  • 5 Beds
  • 5 Baths
  • Meadowbranch SubDv.
  • 22601 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
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
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
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
150 Ewell Dr, Winchester image
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

3500+ Sq. Ft. Winchester Real Estate

Our website features the best real estate search for 3500+ 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!

Like or Share

Address Search

Anne Nouri headshot
Anne Nouri

keller william luxury
1.888.840.5553
Contact Me

Browse Winchester Homes by Features

  • Styles
  • Subdivisions
  • Buildings

Browse Winchester Homes by Property Type

  • Single Family
  • Townhouses
  • Land
  • Manufactured Homes
  • Historical Homes
  • Foreclosures
  • Short Sales
  • Just Listed
  • Homes with Pool

Browse Winchester Homes by Price Range

  • Under $200K
  • $200K-$300K
  • $300K-$400K
  • $400K-$500K
  • $500K-$600K
  • $600K-$700K
  • $700K-$800K
  • $800K-$900K
  • $900K-$1 Million
  • $1 Million-$2 Million
  • $2 Million-$3 Million
  • $3 Million-$4 Million
  • $4 Million-$5 Million
  • Above $5 Million

Browse Winchester Homes by # of Bedroom

  • 1
  • 2
  • 3
  • 4
  • 5
  • 6+

Browse Winchester Homes by # of Bathroom

  • 1
  • 2
  • 3
  • 4
  • 5
  • 6+

Browse Winchester Homes by Lot Size

  • 1 Acre
  • 2+ Acres
  • 3+ Acres
  • 4+ Acres
  • 5+ Acres
  • 6+ Acres

Browse Winchester Homes by Square Feet

  • 500+ Sqft
  • 700+ Sqft
  • 1000+ Sqft
  • 1250+ sqft
  • 1500+ Sqft
  • 1750+ Sqft
  • 2000+ Sqft
  • 2250+ Sqft
  • 2500+ Sqft
  • 2750+ Sqft
  • 3000+ Sqft
  • 3500+ Sqft
  • 4000+ Sqft
  • 5000+ Sqft
  • 7500+ Sqft

Winchester Real Estate Market Reports

  • Winchester

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years
Calculate

Does not include any taxes or fees.
Please consult a financial professional.

  • Home
  • Advanced Search
  • Sellers
  • Buyers
  • Rental Search
  • About
  • Blog
  • Connect

  • Alexandria
  • Arlington
  • Ashburn
  • Fairfax
  • Leesburg
  • Mclean
  • Middleburg
  • Purcellville
  • Reston
  • Round Hill
  • Springfield
  • Sterling
  • Upperville
  • Vienna
  • Waterford
  • Winchester
  • Woodbridge
  • Delray Beach
  • Jupiter
  • Lake Park
  • North Palm Beach
  • Palm Beach
  • Palm Beach Gardens
  • Palm Springs
  • Royal Palm Beach
  • West Palm Beach
  • Washington DC
IDX Real Estate Websites by
• Accessibility • Terms • Privacy