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Browse All Ranch/Rambler Style Properties for Sale

912 Allen Dr, Winchester image
912 Allen Dr, Winchester $329,000

Charming, meticulously maintained brick rancher in the heart of Winchester City! This move-in-ready home features 3 spacious bedrooms, 1 full bath, and a convenient half ...

  • 3 Beds
  • 2 Baths
  • Eastview Subdivision SubDv.
  • 22601 Zip Code
  • ACTIVE Status
112 Beverly Dr, Winchester image
112 Beverly Dr, Winchester $499,900

Stately rambler on gorgeous 1-acre lot in prestigoius Stonebrook Farms. Major remodel in 2016 includes new kitchen and both full baths. New windows & Sliding Glass Door ...

  • 3 Beds
  • 2 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • ACTIVE Status
3424 Papermill Rd, Winchester image
3424 Papermill Rd, Winchester $229,900

Great location! Convenient to Town and Shopping. The property offers 2 bedrooms, and a full bath Tub/Shower. Detached Garage -left side for storage, other side vehicle....

  • 2 Beds
  • 1 Baths
  • No SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
140 Stonebrook Rd, Winchester image
140 Stonebrook Rd, Winchester $675,000

🏡 Professional Interior Photos Coming Soon! Experience the ease of one-level living in the highly desirable Stonebrook Subdivision, just minutes from Winchester! Situate...

  • 4 Beds
  • 3 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • COMING SOON Status
554 N Kent St, Winchester image
554 N Kent St, Winchester $230,000

Conveniently located in the heart of the City of Winchester, this charming home is just a short walk to the shops, restaurants, entertainment, and events of historic Old ...

  • 3 Beds
  • 1 Baths
  • Liberty Heights SubDv.
  • 22601 Zip Code
  • ACTIVE Status
338 Lanny Dr, Winchester image
338 Lanny Dr, Winchester $435,000

Come home to Whittier Acres and this well maintained Rancher with 1-car garage just minutes from Winchester Medical Center. You'll love the cozy living room with wood bur...

  • 3 Beds
  • 2 Baths
  • Whittier Acres SubDv.
  • 22601 Zip Code
  • COMING SOON Status
245 Hydrangea Way, Winchester image
245 Hydrangea Way, Winchester $599,990

The Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, main floor living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with ...

  • 4 Beds
  • 3 Baths
  • Willow Run SubDv.
  • 22602 Zip Code
  • ACTIVE Status
111 Huntcrest Cir, Winchester image
111 Huntcrest Cir, Winchester $349,900

Enjoy the ease of one-level living in this beautifully maintained all-brick ranch, conveniently located just minutes from Historic Downtown Winchester's shops, restaurant...

  • 3 Beds
  • 2 Baths
  • Heritage Hills SubDv.
  • 22602 Zip Code
  • ACTIVE Status
231 Bentley Ave, Winchester image
231 Bentley Ave, Winchester $489,900

Welcome to this beautifully refreshed 3-bedroom, 2-bath rancher in Chapel Hill. After hearing buyer feedback that the home felt dated, the sellers invested thousands of d...

  • 3 Beds
  • 2 Baths
  • Chapel Hill SubDv.
  • 22602 Zip Code
  • ACTIVE Status
204 Cochise Trl, Winchester image
204 Cochise Trl, Winchester $310,000

Adorable rancher in Shawneeland with access to a lake, trails, beach, and fishing. Ideally you wish for spacious living quarters,3 bedrooms, 2 full baths, and a walkout ...

  • 3 Beds
  • 2 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1826 Kershaw Ln, Winchester image
1826 Kershaw Ln, Winchester $420,000

Welcome to 1826 Kershaw Lane in Willow Lawn Cottages, one of Winchester, Virginia's most sought-after 55+ active adult communities, offering low-maintenance, single-level...

  • 2 Beds
  • 2 Baths
  • Willow Lawn Cottages SubDv.
  • 22601 Zip Code
  • ACTIVE Status
3764 Northwestern Pike, Winchester image
3764 Northwestern Pike, Winchester $750,000

RARE FIND! Discover the freedom and possibilities that come with 12.17 wooded acres—no HOA, no restrictions, just endless opportunity. Whether you're dreaming of creating...

  • 4 Beds
  • 3 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
145 Wilkins Dr, Winchester image
145 Wilkins Dr, Winchester $424,900

✨ Rare Opportunity on Winchester's East Side with a LOWER-LEVEL IN-LAW SUITE! 🏡 Welcome home to this spacious 4-bedroom, 2-bath beauty offering a warm, inviting layout a...

  • 4 Beds
  • 2 Baths
  • Green Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status
132 Geronimo Trl, Winchester image
132 Geronimo Trl, Winchester $290,000

Professional photos coming soon. Welcome home to 132 Geronimo Trail! Situated in a quiet and highly desirable neighborhood, this charming single-family home is perfect f...

  • 3 Beds
  • 2 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1000 Opequon Ave, Winchester image
1000 Opequon Ave, Winchester $220,000

Opportunity on Opequon! Flip, rental potential or primary occupancy for the right buyer. Ranch style home on an unfinished basement in an established community just acros...

  • 3 Beds
  • 1 Baths
  • Forest Hills SubDv.
  • 22601 Zip Code
  • ACTIVE Status
209 W Cedarmeade, Winchester image
209 W Cedarmeade, Winchester $450,000

Ideal concept for one-level living with an open floor plan that still provides areas for private spaces. Lovely hardwood floors tie the plan together, from the cozy fire...

  • 3 Beds
  • 3 Baths
  • Stonecrest SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
103 Elaine Drive, Winchester image
103 Elaine Drive, Winchester $398,000

This is the one you’ve been waiting for — a beautifully maintained ranch‑style home with thoughtful updates and a bright, comfortable layout throughout. A newer roof, upd...

  • 3 Beds
  • 2 Baths
  • Carlisle Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
375 Tavistock Dr, Winchester image
375 Tavistock Dr, Winchester $640,000

Welcome to this beautiful almost new home, built in 2025, offering the ease of one-level living in the Tavistock Estates community. Situated on a picturesque 5-acre lot, ...

  • 3 Beds
  • 3 Baths
  • Tavistock Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
143 E Dowell J Cir E, Winchester image
143 E Dowell J Cir E, Winchester $265,000 ▼

Charming Rancher with Prime Location and Endless Potential! This well-built, single-level rancher offers 3 bedrooms and 1 full bath across 1,000 square feet of smartly d...

  • 3 Beds
  • 1 Baths
  • Valley Mill Heights SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
101 Locust Ave, Winchester image
101 Locust Ave, Winchester $349,000

Welcome to 101 Locust Avenue in the heart of Winchester on a spacious corner lot! This solid brick ranch home offers 3 bedrooms, 2.5 bathrooms, and comfortable one-level ...

  • 3 Beds
  • 3 Baths
  • F A Crisman SubDv.
  • 22601 Zip Code
  • ACTIVE Status
129 Jalapa Trl, Winchester image
129 Jalapa Trl, Winchester $329,000

Perched high above the Shenandoah Valley in the sought-after mountain community of Shawneeland, 129 Jalapa Trail offers a rare opportunity to embrace the beauty, tranquil...

  • 3 Beds
  • 2 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
140 Poe Dr, Winchester image
140 Poe Dr, Winchester $585,000

Modern craftsman home in one of Winchester’s newer communities. Easy access to RT 50 and I81, Shenandoah University, Jim Barnett Park, shopping, and restaurants. Old Town...

  • 3 Beds
  • 3 Baths
  • Raven Oaks SubDv.
  • 22602 Zip Code
  • ACTIVE Status
415 Puma Trl, Winchester image
415 Puma Trl, Winchester $125,000

Ranch cabin-style home nestled in the woods on a private ½-acre lot. Featuring 1-bedroom, additional room but not technically a bedroom, and 1 full bath, this property o...

  • 1 Beds
  • 1 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1355 Perry, Winchester image
1355 Perry, Winchester $395,000

This beautifully remodeled home showcases quality and attention to detail from the moment you step inside. The kitchen has been completely transformed with abundant cabin...

  • 3 Beds
  • 2 Baths
  • Unknown SubDv.
  • 22602 Zip Code
  • ACTIVE Status
225 Fox Dr, Winchester image
225 Fox Dr, Winchester $399,900

Welcome to 225 Fox Dr.! A very well maintained all brick ranch rambler. Has a fully updated kitchen with stainless steel appliances, quartz countertops, updated cabinetry...

  • 3 Beds
  • 2 Baths
  • Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
104 Lloyds Rd, Winchester image
104 Lloyds Rd, Winchester $415,000 ▼

This charming ranch-style home is filled with warmth and sophistication. Step inside to discover an inviting atmosphere, accentuated by exquisite interior features such ...

  • 3 Beds
  • 2 Baths
  • Carlisle Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
466 Merrimans Ln, Winchester image
466 Merrimans Ln, Winchester $899,000

Your long search is over! Beautifully renovated all-brick ranch home situated on a secluded 2.03-acre lot in the city of Winchester, just a short walk to Valley Health. O...

  • 3 Beds
  • 4 Baths
  • Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
202 Cedar Grove Rd, Winchester image
202 Cedar Grove Rd, Winchester $274,900

Calling investors and outdoors enthusiasts: This property is close to town with a large shop, and a potential small home after renovations! The vacant home is in need o...

  • None Available SubDv.
  • 22603 Zip Code
  • PENDING Status
211 Fair Ln, Winchester image
211 Fair Ln, Winchester $314,900 ▼

Beautifully newly remodeled ranch-style home set on a spacious 0.62-acre flat lot. This move-in ready residence features a fully updated interior with a modern kitchen co...

  • 3 Beds
  • 1 Baths
  • Russell's Paradise SubDv.
  • 22603 Zip Code
  • ACTIVE Status
110 Russellcroft Rd, Winchester image
110 Russellcroft Rd, Winchester $545,000 ▼

Nestled in the established Cedarmeade community, this beautifully updated 4-bedroom, 3-bath ranch home offers the perfect combination of comfort, style, and functionality...

  • 4 Beds
  • 3 Baths
  • Cedarmeade SubDv.
  • 22601 Zip Code
  • ACTIVE Status
936 Allen Dr, Winchester image
936 Allen Dr, Winchester $319,900

Charming, beautifully maintained ranch home in a well-established Winchester neighborhood! Meticulously maintained and thoughtfully updated over the years, this special p...

  • 3 Beds
  • 2 Baths
  • Eastview Subdivision SubDv.
  • 22601 Zip Code
  • ACTIVE Status
302 Wentworth Dr, Winchester image
302 Wentworth Dr, Winchester $348,000 ▼

Enjoy one-level living in this spectacularly located brick rambler, nestled in a quiet residential neighborhood while remaining conveniently close to Route 11 with easy a...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
405 Shenandoah Ave, Winchester image
405 Shenandoah Ave, Winchester $295,000

Ideally situated just minutes from I-81 and a short drive to historic Old Town Winchester, this centrally located rambler offers both convenience and investment potential...

  • 3 Beds
  • 1 Baths
  • Forest Hills SubDv.
  • 22601 Zip Code
  • COMING SOON Status
120 Gabriel Ct, Winchester image
120 Gabriel Ct, Winchester $514,900 ▼

Upgraded home in a desirable 55+ community on Winchester's east side! Thoughtfully upgraded and beautifully maintained, this exceptional residence offers the perfect blen...

  • 3 Beds
  • 3 Baths
  • Winchester Landing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
2561 Apple Pie Ridge Rd, Winchester image
2561 Apple Pie Ridge Rd, Winchester $349,900

Welcome home to this beautifully updated rambler, offering comfort, character, and room to grow. The spacious front living room features gleaming hardwood floors and a la...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
114 Williamson Rd, Winchester image
114 Williamson Rd, Winchester $384,900 ▼

Welcome home to this spacious, beautifully maintained all-brick residence on the east side of Winchester. Combining timeless curb appeal with low-maintenance, energy-effi...

  • 3 Beds
  • 3 Baths
  • Senseny Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
201 Woodridge Ln, Winchester image
201 Woodridge Ln, Winchester $440,000

This home has been lovingly maintained and is in excellent condition. Once you step inside you will immediately see the pride of ownership in this all brick, 4 bedroom, ...

  • 4 Beds
  • 3 Baths
  • Braddock Hills Estates SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
443 Fairmont Ave, Winchester image
443 Fairmont Ave, Winchester $449,900

So much potential !!! Great location, private yard, lots of square feet. Lot is 3/4 acre !Needs TLC. Listed $120,000 under tax assessment to allow room for updating. Kitc...

  • 2 Beds
  • 2 Baths
  • Fairmont Avenue SubDv.
  • 22601 Zip Code
  • PENDING Status
805 Pheasant Dr, Winchester image
805 Pheasant Dr, Winchester $349,900 ▼

Welcome to this newly built (2026) ranch in Wilde Acres situated on .50-acre lot nestled among the trees Upon entry, enjoy the open living area and luxury Vinyl plank flo...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
179 Woodridge Ln, Winchester image
179 Woodridge Ln, Winchester $445,000 ▼

Spacious Ranch Home with In-Law Suite Potential on 1.58 Acres Discover the perfect blend of space, comfort, and convenience in this ranch home offering over 3,700 finish...

  • 3 Beds
  • 3 Baths
  • Braddock Hills Estates SubDv.
  • 22603 Zip Code
  • PENDING Status
1317 Caroline St, Winchester image
1317 Caroline St, Winchester $499,999 ▼

Conveniently located in the heart of Winchester, this spacious brick ranch offers the perfect combination of timeless character, thoughtful updates, and flexible living s...

  • 4 Beds
  • 2 Baths
  • Whittier Acres SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
140 Cahille Dr, Winchester image
140 Cahille Dr, Winchester $649,000

Welcome to effortless main-level living in this beautifully appointed home, where spacious interiors, elegant finishes, and exceptional functionality come together seamle...

  • 4 Beds
  • 3 Baths
  • Raven Pointe SubDv.
  • 22602 Zip Code
  • PENDING 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
1845 Rosser Ln, Winchester image
1845 Rosser Ln, Winchester $370,000

Beautifully maintained 2-bedroom, 2-bath Ranch home in the desirable Willow Lawn Cottages 55+ Community. The main-level features an open floor plan, vaulted ceiling, ceil...

  • 2 Beds
  • 2 Baths
  • Willow Lawn Cottages SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1611 Apple Pie Ridge Road, Winchester image
1611 Apple Pie Ridge Road, Winchester $674,900

This custom-built beautiful home has only been lived in by one family since being built. It offers 4 bedrooms and 3 full baths. They have kept this home in excellent con...

  • 4 Beds
  • 3 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
250 Creola Dr, Winchester image
250 Creola Dr, Winchester $819,900

Tucked away on 3.54 private wooded acres, this beautifully designed custom home offers the perfect balance of luxury, privacy, and convenience—just 15 minutes from Winche...

  • 3 Beds
  • 4 Baths
  • Hunting Ridge Estates SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
2917 First St, Winchester image
2917 First St, Winchester $310,000 ▼

Welcome home to this charming stone rancher, perfectly situated on a fantastic lot adorned with gorgeous, mature trees and a lush, expansive yard. Step inside to find a s...

  • 3 Beds
  • 1 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • PENDING Status
106 Plantation Dr, Winchester image
106 Plantation Dr, Winchester $389,900 ▼

Charming 4-bedroom, 2-bath rancher situated on a .34-acre lot with mature trees providing shade in both the front and back yards. Enjoy outdoor living with a fenced backy...

  • 4 Beds
  • 2 Baths
  • Burning Knolls SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
100 Huntcrest Cir, Winchester image
100 Huntcrest Cir, Winchester $449,900

Well‑Maintained Ranch Home in a Peaceful, Convenient Winchester Location. This well‑cared‑for ranch home offers an inviting blend of comfort, updates, and flexible living...

  • 4 Beds
  • 3 Baths
  • Heritage Hills SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
134 Country Club Cir, Winchester image
134 Country Club Cir, Winchester $420,000

Charming All-Brick Rancher with inground pool and landscaped backyard. No HOA! This well maintained 3-bedroom, 1 full bath and two half baths home offers classic charm in...

  • 3 Beds
  • 3 Baths
  • A Melvin Lewis SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status

Winchester Ranch/Rambler Style Real Estate & Homes

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