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Winchester VA MLS Search

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View All Latest Winchester 2+ Acre Properties for Sale

0000 Light Rd Ne, Winchester image
0000 Light Rd Ne, Winchester $122,500

Hurry! Don't miss this wooded lot opportunity, in the perfect location on peaceful Light Rd.. No restrictions! Large lot available! WELL ON SITE! Over 8 acres for sale ...

  • 22603 Zip Code
  • ACTIVE Status
Dicks Hollow Road, Winchester image
Dicks Hollow Road, Winchester $325,000

Rare opportuntiy to own 20 unrestricted acres only minutes from Winchester City! This listing includes two parcels, (5.25 acres and 14.79 acres), each currently vacant, ...

  • 22603 Zip Code
  • ACTIVE Status
Lot 18 Siler, Winchester image
Lot 18 Siler, Winchester $389,900

Build your dream home and enjoy beautiful mountain views through every season! Imagine relaxing on your porch, watching the wildlife, and enjoying the privacy of your own...

  • 22603 Zip Code
  • ACTIVE Status
2691 Senseny Rd, Winchester image
2691 Senseny Rd, Winchester $359,900

Privacy and one-level convenience meet on Winchester’s desirable east side! Set back from the road on a peaceful 2-acre lot framed by mature trees, this updated brick-fro...

  • 3 Beds
  • 1 Baths
  • Burning Knolls SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Winchester image
Winchester $145,000

Over 5 acres of unrestricted, wooded property with Well+Septic already installed! Save tens of thousands in well/septic costs, whether building your forever home or a pr...

  • 22602 Zip Code
  • ACTIVE Status
230 Crinoline Ln, Winchester image
230 Crinoline Ln, Winchester $479,777

Remodeled 3 bedroom, 2 bath, home on 5 acres with privacy and plenty of room for your animals (NO HOA). We used upgraded appliances and materials including 20m waterproof...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22603 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 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
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
205 Pond View Ln, Winchester image
205 Pond View Ln, Winchester $669,000

Professional photos coming soon! Enjoy 5 acres of peaceful country living without sacrificing convenience. With no HOA, no gravel roads, and a paved driveway, this spaci...

  • 3 Beds
  • 3 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • COMING SOON 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
Scuttlebutt Road, Winchester image
Scuttlebutt Road, Winchester $299,000

Discover the beauty and possibilities of 11.67 acres on Scuttlebutt Road in Winchester, VA! This scenic property features a partially cleared area surrounded by wooded ac...

  • 22603 Zip Code
  • ACTIVE Status
490 Devland Dr, Winchester image
490 Devland Dr, Winchester $900,000

Enjoy space, privacy, and refreshed country living at 490 Devland Drive! Situated on 6.7 acres, this renovated Colonial offers 4 bedrooms, 3.5 bathrooms, and a striking f...

  • 4 Beds
  • 4 Baths
  • Devland Farms SubDv.
  • 22603 Zip Code
  • ACTIVE Status
4035 Cedar Creek Grade, Winchester image
4035 Cedar Creek Grade, Winchester $475,000

Incredible opportunity to own a farm home in one of the most desirable locations in the Winchester/Shenandoah Valley area! The Sellers prefer to sell the home with the a...

  • 4 Beds
  • 2 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
16 F Back Mountain Rd, Winchester image
16 F Back Mountain Rd, Winchester $165,000

Discover the perfect canvas for your dream home on this stunning 5.35-acre parcel, nestled among serene trees and lush woods. This land offers a unique opportunity to cre...

  • 22602 Zip Code
  • ACTIVE Status
16 B Back Mountain Rd, Winchester image
16 B Back Mountain Rd, Winchester $165,000

Discover an exceptional opportunity to own 5.35 acres of pristine land, perfectly situated to embrace the tranquility of nature. The generous lot size allows for endless...

  • 22602 Zip Code
  • ACTIVE Status
Gravenstein Ct Unit 60, Winchester image
Gravenstein Ct Unit 60, Winchester $275,000

Build Your Dream Home in One of Winchester’s Most Desirable Locations! Discover an exceptional opportunity to build in an exclusive community featuring homes valued at o...

  • 22602 Zip Code
  • PENDING Status
3894 Northwestern Pike, Winchester image
3894 Northwestern Pike, Winchester $399,900

A rare opportunity to own 16.5 wooded acres just minutes from Winchester! Tucked away in a peaceful, private setting, this warm and inviting farmhouse has been cherished ...

  • 3 Beds
  • 1 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • PENDING Status
115 Garnett Ct, Winchester image
115 Garnett Ct, Winchester $859,000

Welcome to this beautifully crafted new construction home offering approximately 2,400 square feet of high-quality living space, perfectly situated on 2 peaceful acres at...

  • 3 Beds
  • 3 Baths
  • Jackson's Retreat SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Fall Run Lane, Winchester image
Fall Run Lane, Winchester $179,000

Enjoy rural living on this wooded land in the serene and secluded Fall Run Forest community. This prime piece of land is located a short distance from the rural Mountain ...

  • Fall Run Forest SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
615 Mahlon Dr, Winchester image
615 Mahlon Dr, Winchester $675,000

Welcome to 615 Mahlon Drive, Winchester, VA. Custom-built 2023 home offering the perfect blend of modern comfort, thoughtful upgrades, privacy, and country living on 5 un...

  • 4 Beds
  • 3 Baths
  • Earl Haines-Shanholtz SubDv.
  • 22603 Zip Code
  • ACTIVE Status
310.87/- Acres Off Laurel Grove Rd, Winchester image
310.87/- Acres Off Laurel Grove Rd, Winchester $1,559,000

OUTSTANDING 310+/- ACRES IN WINCHESTER, VA – BEAUTIFUL VIEWS, EXCELLENT HUNTING, AND INCREDIBLE OPPORTUNITY! These two adjoining properties offer a rare opportunity to ow...

  • 22602 Zip Code
  • ACTIVE Status
Hodges Lane, Winchester image
Hodges Lane, Winchester $82,500

Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven area of the county. Access is secured...

  • Back Creek Heights SubDv.
  • 22603 Zip Code
  • CLOSED Status
3336 Hunting Ridge Rd, Winchester image
3336 Hunting Ridge Rd, Winchester $524,990

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 ...

  • 5 Beds
  • 3 Baths
  • Chestnut Grove Estates SubDv.
  • 22603 Zip Code
  • ACTIVE Status
Group of 20 Lots Group Of 20 Lots Glen Ridge Road, Winchester image
Group of 20 Lots Group Of 20 Lots Glen Ridge Road, Winchester $499,900

Builders, here's an opportunity to acquire 20 lots (10 potential homesites) in High View Manor, an established and growing community just 8 miles from Winchester Medical ...

  • High View Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
119 Cheifton Pl, Winchester image
119 Cheifton Pl, Winchester $799,900

Boasting timeless architectural charm and sweeping countryside views, 119 Cheifton Place offers an extraordinary lifestyle on an expansive two plus acre lot. Frame-worthy...

  • 4 Beds
  • 4 Baths
  • The Orchard SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
3016 Siler Rd, Winchester image
3016 Siler Rd, Winchester $649,900

WILLOW POND. Very difficult to find larger acreage 15 minutes from Winchester. 47+ acres with a very unique cabin. Land is wooded with tall hardwoods, pines. The cabin ...

  • 2 Beds
  • 1 Baths
  • Frederick County SubDv.
  • 22603 Zip Code
  • ACTIVE Status
4208 Apple Pie Ridge Rd, Winchester image
4208 Apple Pie Ridge Rd, Winchester $625,000 ▼

Welcome to peaceful country living on sought-after Apple Pie Ridge. This farmette situated on approximately 6.34 acres, offers the space, privacy, and charm that make Sh...

  • 4 Beds
  • 2 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
159 Lavender Hills Ln, Winchester image
159 Lavender Hills Ln, Winchester $749,000 ▼

Welcome to 159 Lavender Hills Lane, where space, comfort, and a peaceful setting come together in a home designed for both everyday living and entertaining. With approxim...

  • 4 Beds
  • 4 Baths
  • Apple Glen Estates SubDv.
  • 22603 Zip Code
  • ACTIVE Status
132 White Pine Ln, Winchester image
132 White Pine Ln, Winchester $225,000

As Is Property! Nestled on a sprawling 6.37-acre lot, this charming cabin-style home offers a unique investment opportunity with significant potential for returns. Built...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • PENDING Status
Lot 6 Cedar Creek, Winchester image
Lot 6 Cedar Creek, Winchester $232,450

Build your estate home on nearly 6 acres on the desirable west side of Winchester. Lot 6 offers a spacious residential homesite with rolling terrain, mountain and country...

  • None Available SubDv.
  • 22602 Zip Code
  • CLOSED Status
132 White Pnes, Winchester image
132 White Pnes, Winchester $225,000

Remarks Coming Soon

  • 22602 Zip Code
  • PENDING Status
Lot 14 Trojan, Winchester image
Lot 14 Trojan, Winchester $229,900

This lot offers a rare opportunity to build the home and lifestyle you’ve been envisioning. Set within the peaceful countryside just outside Winchester, this spacious, ge...

  • 22603 Zip Code
  • ACTIVE Status
261 Merrifield Ln, Winchester image
261 Merrifield Ln, Winchester $2,200,000

Privately sited on 6.11 acres just outside Winchester, 261 Merrifield Lane pairs classic Georgian architecture with extensive recent improvements throughout its approxima...

  • 5 Beds
  • 6 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
150 Albert Cir, Winchester image
150 Albert Cir, Winchester $689,900

Nestled in the serene Estates at Whitacre Farm, this charming ranch-style home offers a wonderful blend of comfort, space, and modern living. Built in 2014 and set on a b...

  • 3 Beds
  • 4 Baths
  • Estates At Whitacre Farm SubDv.
  • 22603 Zip Code
  • CLOSED Status
Lot 2 Covey Lane, Winchester image
Lot 2 Covey Lane, Winchester $174,900 ▼

BUILD YOUR DREAM HOME HERE. Discover the perfect canvas for your legacy on this exceptional 2.65-acre premier corner lot, privately nestled within one of the area's most ...

  • Quail Hill Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Lot75 Lot75 Lacosta Ct, Winchester image
Lot75 Lot75 Lacosta Ct, Winchester $299,900 ▼

Rare opportunity to own premium residential lot in upscale Roscommon subdivision. Located next to public golf course and minutes from the Medical Center. The level two a...

  • Roscommon SubDv.
  • 22602 Zip Code
  • PENDING Status
Winchester image
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...

  • No SubDv.
  • 22603 Zip Code
  • ACTIVE 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
Off Mount Olive Rd, Winchester image
Off Mount Olive Rd, Winchester $1,850,000

Premier builder opportunity!!! Cluster of prime building lots conveniently located less than 10 minutes west of Winchester. What was once the well known Rotz Farm and is ...

  • 22603 Zip Code
  • CLOSED Status
1960 Siler Rd, Winchester image
1960 Siler Rd, Winchester $499,900

Looking for one-level living with acreage, a detached workshop/garage, RV/camper parking, and no HOA? Welcome to 1960 Siler Road, a custom-built ranch situated on 5 fence...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • CLOSED Status
127 Mountain View Rd, Winchester image
127 Mountain View Rd, Winchester $539,900 ▼

Fully Renovated Winchester-Area Retreat on 3.24 Acres with Two Garages! Rarely does a property come along that offers this combination of extensive renovations, usable ac...

  • 4 Beds
  • 3 Baths
  • Indian Lake SubDv.
  • 22603 Zip Code
  • ACTIVE Status
Dominion Road, Winchester image
Dominion Road, Winchester $350,000

Open ground that is prime for investment, livestock or build your future home. Fully unrestriced, this property sits a long the Virginia/West Virginia border but calls Vi...

  • 22603 Zip Code
  • ACTIVE Status
236 Delmas Trl, Winchester image
236 Delmas Trl, Winchester $959,900 ▼

****SELLER IS OFFERING A RATE BUY DOWN TO AN ACCEPTABLE OFFER!***** Nestled in the prestigious Midland Heights community, this exquisite Colonial-style residence offers a...

  • 4 Beds
  • 4 Baths
  • Midland Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
531 Cedar Grove Rd, Winchester image
531 Cedar Grove Rd, Winchester $659,900 ▼

Discover the possibilities at 531 Cedar Grove Road! Situated on 9.79 acres just minutes from Winchester, this distinctive property combines the charm and character of a h...

  • 2 Beds
  • 1 Baths
  • Cedar Grove Road SubDv.
  • 22603 Zip Code
  • ACTIVE Status
158.43/- Acres Laurel Grove Rd, Winchester image
158.43/- Acres Laurel Grove Rd, Winchester $789,000 ▼

158.43± BEAUTIFUL ACRES IN WINCHESTER, VA! This outstanding property offers an incredible opportunity to build your dream home, cabin, or private retreat. The property fe...

  • 22602 Zip Code
  • ACTIVE Status
152.44/- Acres Off Of Laurel Grove Rd, Winchester image
152.44/- Acres Off Of Laurel Grove Rd, Winchester $789,000 ▼

152± BEAUTIFUL ACRES IN WINCHESTER, VA! This outstanding property offers an incredible opportunity to build your dream home, cabin, or private retreat. The property featu...

  • 22602 Zip Code
  • ACTIVE Status
632 Stonymeade Dr, Winchester image
632 Stonymeade Dr, Winchester $970,000

Opportunities in Stonymeade don't come along often—and once you arrive, it's easy to understand why. Tucked away on 3.2 beautifully maintained acres with a wooded perimet...

  • 5 Beds
  • 4 Baths
  • Stonymeade SubDv.
  • 22602 Zip Code
  • CLOSED Status

2+ Acres Winchester Real Estate

Our website features the best real estate search for 2+ acre 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

keller william luxury
1.888.840.5553
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