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Browse All Winchester VA 2 Bedroom Properties for Sale

1847 Melvor Ln, Winchester image
1847 Melvor Ln, Winchester $355,000

Come see what makes Willow Lawn, a 55+ community, such a desirable place to call home! This inviting one owner Winchester home offers a comfortable blend of charm, funct...

  • 2 Beds
  • 2 Baths
  • Willow Lawn Cottages SubDv.
  • 22601 Zip Code
  • ACTIVE Status
100 Gooseberry Dr, Winchester image
100 Gooseberry Dr, Winchester $515,000

Welcome to 100 Gooseberry Drive, located in Winchester's established Cross Creek Village community! This meticulously maintained brick rancher offers true main-level livi...

  • 2 Beds
  • 3 Baths
  • Cross Creek Village SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Winchester image
Winchester $235,000

Ground floor condo featuring 2 bedroom 2 full baths and concrete patio. Level entry from parking area with no steps as well as wide hallway and doors for handicap access...

  • 2 Beds
  • 2 Baths
  • Parkplace Condominiums SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
323 Copperfield Ln, Winchester image
323 Copperfield Ln, Winchester $290,000

Nestled in the charming Copperfield neighborhood, this delightful townhouse offers a perfect blend of comfort and convenience. Built in 2002, this well-maintained home fe...

  • 2 Beds
  • 3 Baths
  • Copperfield SubDv.
  • 22602 Zip Code
  • ACTIVE Status
214 Molden Dr, Winchester image
214 Molden Dr, Winchester $230,000

Investor opportunity in Winchester! This 2-bedroom, 1-bath home offers 1,112 finished square feet above grade, plus a full unfinished basement with additional space for s...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • PENDING Status
261 Waterford Ln, Winchester image
261 Waterford Ln, Winchester $279,000

Move-in ready and well maintained! This charming 2-bedroom, 1.5-bath townhome offers comfortable living with a spacious main-level living area, eat-in kitchen, and conven...

  • 2 Beds
  • 2 Baths
  • Brookland Heights SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
159 Aspen Trl Trl, Winchester image
159 Aspen Trl Trl, Winchester $295,000 ▲

**Investor & Fixer-Upper Special Endless Potential on Nearly 1 Acre!** Calling all visionaries, weekend warriors, and Airbnb hosts! This secluded retreat in Shawneeland i...

  • 2 Beds
  • 3 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE Status
531 Cedar Grove Rd, Winchester image
531 Cedar Grove Rd, Winchester $675,000

Discover a rare opportunity to own a piece of Frederick County history with this unique farmette property offering approximately 9.79 acres, a charming farmhouse, extensi...

  • 2 Beds
  • 1 Baths
  • Cedar Grove Road SubDv.
  • 22603 Zip Code
  • ACTIVE Status
2519 Hockman Ave, Winchester image
2519 Hockman Ave, Winchester $308,000

This charming cottage in the heart of the City of Winchester is poised for a remarkable transformation with major renovations slated for 2026. Built in 1950, this detache...

  • 2 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1414 S Braddock St, Winchester image
1414 S Braddock St, Winchester $379,900

This charming Cape Cod home in Winchester City, built in 1950 and beautifully renovated in 2026, offers a perfect blend of classic character and modern convenience. With ...

  • 2 Beds
  • 2 Baths
  • Winchester City SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1125 Conway St, Winchester image
1125 Conway St, Winchester $250,000

Welcome to 1125 Conway Ave, a charming bungalow in Winchester City that's move-in ready and full of character! This cozy 2-bedroom, 1-bath home features beautiful hardwoo...

  • 2 Beds
  • 1 Baths
  • Shannon Hill SubDv.
  • 22601 Zip Code
  • ACTIVE Status
103 E Germain St, Winchester image
103 E Germain St, Winchester $260,000

Roof replaced in 2020. Welcome to 103 E Germain St, a charming end-of-row townhouse just blocks from downtown Winchester! Enjoy easy access to restaurants, shops, brewer...

  • 2 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
301 Braeburn Dr, Winchester image
301 Braeburn Dr, Winchester $200,000 ▼

Welcome to 301 Braeburn Drive, a spacious brick end-unit townhouse conveniently located in Winchester City. This home features 2 bedrooms, 2.5 baths, and a finished walk-...

  • 2 Beds
  • 3 Baths
  • Huntington Meadows SubDv.
  • 22601 Zip Code
  • PENDING Status
187 Valley Mill Rd, Winchester image
187 Valley Mill Rd, Winchester $240,000

Great investment opportunity for this centrally located rambler! Just minutes from Route 7 and I-81, this property offers convenient access to shopping, restaurants, and ...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
17 Glaize Ave, Winchester image
17 Glaize Ave, Winchester $240,000

Welcome to this charming Winchester home, coming soon! This adorable 2-bedroom, 1-bath property offers 757 square feet of cozy living space and plenty of character. Enjo...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
210 Jackson Dr, Winchester image
210 Jackson Dr, Winchester $800,000 ▲

Garage space like this is hard to find. Set on 10.05 private acres in Deerfield Estates, this all-brick rancher is anchored by a five-bay detached garage (garage lifts do...

  • 2 Beds
  • 3 Baths
  • Deerfield Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
221 Opequon Ave, Winchester image
221 Opequon Ave, Winchester $249,900

Charming 2-bedroom, 1-bath bungalow just blocks from the heart of downtown Winchester! This beautifully maintained home offers the character and convenience you're lookin...

  • 2 Beds
  • 1 Baths
  • Haddox Terrace SubDv.
  • 22601 Zip Code
  • PENDING Status
2640 Limestone Ct, Winchester image
2640 Limestone Ct, Winchester $289,900

Nestled in the charming City of Winchester, this exquisite end-of-row townhouse has undergone a remarkable transformation, with major renovations completed in 2026 that e...

  • 2 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
151 Mccormick Unit #203, Winchester image
151 Mccormick Unit #203, Winchester $319,900 ▼

Welcome to Winchester Landing, a 55+ condominium community offering comfort, convenience, and low-maintenance living. This secured building provides added peace of mind f...

  • 2 Beds
  • 2 Baths
  • Winchester Landing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
102 Zinnia Ln, Winchester image
102 Zinnia Ln, Winchester $474,990

Move right into the effortless lifestyle you've been dreaming of with this beautifully designed single-level semi-attached home, ready for immediate move-in. The open-con...

  • 2 Beds
  • 2 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • PENDING Status
1024 Front Royal Pike, Winchester image
1024 Front Royal Pike, Winchester $239,000

A great lot in a great location! 1024 Front Royal Pike is a prime opportunity packed with potential on a huge, nearly one-acre lot! Located in a highly desirable and con...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
711 Fawn Dr, Winchester image
711 Fawn Dr, Winchester $301,000

Nestled in the charming Wilde Acres subdivision, this delightful Colonial-style home offers a perfect blend of comfort and modern living. Built in 2024, this detached res...

  • 2 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status
611 Fawn Dr, Winchester image
611 Fawn Dr, Winchester $279,000

***OUR LOSS IS YOUR GAIN, BUYER VOIDED DUE TO FINANCING***** Welcome to this beautifully updated 2-bedroom, 1-bath cottage, perfectly tucked away on two picturesque, sere...

  • 2 Beds
  • 1 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status
101 Tonto Trl, Winchester image
101 Tonto Trl, Winchester $349,900

The Perfect Starter or downsize Home Awaits! Current Shawneeland Inventory 208 Beaver Trail 101 Tonto Trail 212 Falcon Trail 211 Inca Trail 107 Pinto Trail 123 Killbuc...

  • 2 Beds
  • 1 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE Status
212 Falcon Trl, Winchester image
212 Falcon Trl, Winchester $324,900

House completed. 1/3 Acre – No Carpet! This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential. Premium Finishes: Hardwood floors t...

  • 2 Beds
  • 3 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE Status
211 Marple Rd, Winchester image
211 Marple Rd, Winchester $399,900 ▼

Set on nearly two acres just minutes from historic downtown Winchester, this beautifully maintained one-level home delivers the rare combination of open country space and...

  • 2 Beds
  • 2 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
1853 Rosser Ln, Winchester image
1853 Rosser Ln, Winchester $400,000

Welcome to easy one-level living in Willow Lawn Cottages, a popular 55+ community in Winchester! This well-maintained home has been freshly painted and offers 2 bedrooms ...

  • 2 Beds
  • 2 Baths
  • Willow Lawn Cottages SubDv.
  • 22601 Zip Code
  • ACTIVE Status
120 Scirocco Ln, Winchester image
120 Scirocco Ln, Winchester $339,999 ▼

This beautifully maintained 3-bedroom, 1.5-bath townhome offers three finished levels of living space with even more potential in the basement to create an additional bed...

  • 2 Beds
  • 2 Baths
  • Windstone SubDv.
  • 22602 Zip Code
  • ACTIVE Status
207 Banbury Ter, Winchester image
207 Banbury Ter, Winchester $275,000 ▼

The perfect first home, or investment property has hit the market!! Here she is folks, with Fresh paint and carpet throughout. Spacious living room and large eat in k...

  • 2 Beds
  • 2 Baths
  • Huntington Meadows SubDv.
  • 22601 Zip Code
  • ACTIVE Status
114 Inca Trl, Winchester image
114 Inca Trl, Winchester $224,000 ▼

This home includes two bedrooms, each with an attached bathroom, and is over 1,500 square feet. It features an open floor plan with cathedral ceilings, exposed beams, and...

  • 2 Beds
  • 2 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
131 Amberfield Ct, Winchester image
131 Amberfield Ct, Winchester $465,000

Move-In Ready Luxury in an Intimate 55+ Boutique Community! Crafted in 2022, this exquisite Craftsman-style residence combines main-level luxury with low-maintenance livi...

  • 2 Beds
  • 2 Baths
  • Abram's Chase SubDv.
  • 22602 Zip Code
  • PENDING Status
107 Lawford Way, Winchester image
107 Lawford Way, Winchester $459,990 ▼

Under construction for late summer Move-In and Backing to Trees! This beautifully designed home offers easy, open-concept living with a stylish gourmet kitchen featuring ...

  • 2 Beds
  • 2 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
1826 Kershaw Ln, Winchester image
1826 Kershaw Ln, Winchester $400,000 ▼

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
136 Brookland Ct Unit #6, Winchester image
136 Brookland Ct Unit #6, Winchester — Parkplace $244,900 ▼

Discover the charm of Parkplace Condominiums, where comfort meets convenience in a vibrant community. This inviting 2-bedroom, 2-bathroom unit features modern stainless s...

  • 2 Beds
  • 2 Baths
  • Parkplace Condominiums SubDv.
  • 22602 Zip Code
  • ACTIVE Status
157 Brookland Ter Unit #6, Winchester image
157 Brookland Ter Unit #6, Winchester — Parkview $239,000 ▼

Fantastic location! This spacious second-floor condo offers more square footage than most units in the community and features an open, light-filled layout, and durable fl...

  • 2 Beds
  • 2 Baths
  • Parkview Condominiums SubDv.
  • 22602 Zip Code
  • ACTIVE Status
313 Avon Ct, Winchester image
313 Avon Ct, Winchester $182,000 ▼

Newly remodeled 2-level townhouse located in a quiet, established neighborhood! This move-in ready home features a bright, sun-filled kitchen with a spacious eat-in dinin...

  • 2 Beds
  • 2 Baths
  • Smithfield Square SubDv.
  • 22601 Zip Code
  • ACTIVE Status
110 Brookland Ct Unit #10, Winchester image
110 Brookland Ct Unit #10, Winchester — Parkplace $289,000 ▼

Welcome home to this one-of-a-kind, fully renovated penthouse condo that has been transformed right down to the studs! Offering luxury finishes rarely found at this price...

  • 2 Beds
  • 2 Baths
  • Park Place SubDv.
  • 22602 Zip Code
  • ACTIVE Status
616 Opossum Trl, Winchester image
616 Opossum Trl, Winchester $155,000 ▼

Escape to the peace and privacy of Wilde Acres with this charming 2-bedroom, 1-bath cabin situated on four lots for a total of 1 acre, offering extra space and the possib...

  • 2 Beds
  • 1 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
411 N Loudoun St Unit #105, Winchester image
411 N Loudoun St Unit #105, Winchester — The Fort $554,900 ▼

Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the v...

  • 2 Beds
  • 3 Baths
  • Old Town SubDv.
  • 22601 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 UNDER CONTRACT Status
11 W Germain St, Winchester image
11 W Germain St, Winchester $265,000 ▼

Step inside this historic home in the heart of Winchester and discover a home that offers far more than you might expect. Generously sized rooms provide plenty of space t...

  • 2 Beds
  • 1 Baths
  • Winchester City SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
580 York Ave, Winchester image
580 York Ave, Winchester $268,000 ▼

**PRICE REDUCTION** This charming house in the heart of the City of Winchester has already been renovated, offering the perfect blend of classic charm and modern living...

  • 2 Beds
  • 1 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
437 Beechcroft Rd, Winchester image
437 Beechcroft Rd, Winchester $399,000 ▼

PRICE REDUCED! BRICK BEAUTY ON A CORNER LOT WITH AN ATTACHED CARPORT AND A FULL BASEMENT. This remodeled and freshly painted 2-bedroom, 2-bath rancher with newly refini...

  • 2 Beds
  • 2 Baths
  • Cedarmeade SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1856 Melvor Ln, Winchester image
1856 Melvor Ln, Winchester $359,900 ▼

Low-maintenance, one-level living in Winchester! Located on a corner lot in an established 55+ community, 1856 Melvor Lane offers 2 bedrooms, 2 full baths, an open floor ...

  • 2 Beds
  • 2 Baths
  • Willow Lawn Cottages SubDv.
  • 22601 Zip Code
  • ACTIVE Status
136 Brookland Ct Unit #8, Winchester image
136 Brookland Ct Unit #8, Winchester — Parkplace $249,900 ▼

✨ Fully Renovated 2026 | Turnkey 2BR/2BA Condo in Park Place ✨ Welcome to 136-8 Brookland Ct—where style, comfort, and convenience come together. This stunning second-fl...

  • 2 Beds
  • 2 Baths
  • Park Place Condominiums SubDv.
  • 22602 Zip Code
  • ACTIVE Status
118 1/2 E Cork St, Winchester image
118 1/2 E Cork St, Winchester $399,900 ▼

Seeking the perfect blend of historic character and modern urban living? This exceptional Urban Lofts Condominium is just one and a half blocks from Old Town Winchester W...

  • 2 Beds
  • 2 Baths
  • Winchester Historic District SubDv.
  • 22601 Zip Code
  • ACTIVE Status
902 Enfield Dr, Winchester image
902 Enfield Dr, Winchester $275,000 ▼

None

  • 2 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
711 E Cork St, Winchester image
711 E Cork St, Winchester $379,900

This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an u...

  • 2 Beds
  • 2 Baths
  • Haddox Terrace SubDv.
  • 22601 Zip Code
  • ACTIVE Status
420 E Pall Mall St, Winchester image
420 E Pall Mall St, Winchester $334,900 ▼

"Beautifully Renovated On Pall Mall St." This 2-bedroom, 2-full bath ranch style home is ready for you to move right in! Home has been completely painted on the inside, a...

  • 2 Beds
  • 2 Baths
  • Forest Hills SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
121 Brookland Ct Unit #8, Winchester image
121 Brookland Ct Unit #8, Winchester — Parkplace $224,900 ▼

2 Bed, 2 bath condominium. New appliances, including water heater and heat pump. Gas fireplace, open concept with separate dining room. Patio/ porch with french doors...

  • 2 Beds
  • 2 Baths
  • Park Place Condominiums SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status

2 Bedroom Winchester Real Estate

Our website features the best real estate search for 2 bedroom 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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