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Browse All Winchester VA Between $300K - $400K Properties for Sale

2604 Cornerstone Cir, Winchester image
2604 Cornerstone Cir, Winchester $345,000

Low-Maintenance Home in Stonecrest Village Stonecrest Village offers a comfortable Winchester City home in a small, established community with beautiful trees Property Ov...

  • 2 Beds
  • 2 Baths
  • Stonecrest Village SubDv.
  • 22601 Zip Code
  • COMING SOON Status
Homesite 5 Monteith Dr, Winchester image
Homesite 5 Monteith Dr, Winchester $370,990

***OFFERING UP TO $15,000 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSU...

  • 3 Beds
  • 4 Baths
  • Village At Valor Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
2025 Senseny Rd, Winchester image
2025 Senseny Rd, Winchester $340,000

Welcome to 2025 Senseny Road! This home offers a comfortable layout with a welcoming front porch, recently refreshed with a fresh coat of paint. Inside, you’ll find an in...

  • 3 Beds
  • 2 Baths
  • Senseny Road SubDv.
  • 22602 Zip Code
  • ACTIVE Status
425 Crow Dr, Winchester image
425 Crow Dr, Winchester $355,000

Nestled in the serene Wilde Acres community, this charming split foyer home is a canvas awaiting your personal touch. With construction set to be completed in 2026, you h...

  • 3 Beds
  • 2 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • COMING SOON Status
250 Monteith Dr, Winchester image
250 Monteith Dr, Winchester $374,990

***OFFERING UP TO $15,000 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSU...

  • 3 Beds
  • 4 Baths
  • Village At Valor Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
Homesite 1 Monteith Dr, Winchester image
Homesite 1 Monteith Dr, Winchester $384,990

***OFFERING UP TO $15,000 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE! ** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONS...

  • 3 Beds
  • 4 Baths
  • Village At Valor Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
694 Round Hill Rd, Winchester image
694 Round Hill Rd, Winchester $300,000

The moment you step inside, you’re enveloped by the unmistakable feeling of HOME. Nestled on an expansive double lot totaling over half an acre, this charming 1950s resid...

  • 3 Beds
  • 1 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
104 Mountain Ldg, Winchester image
104 Mountain Ldg, Winchester $345,000

Peaceful Wooded Views & Numerous Recent Updates! Welcome home to this inviting Colonial built in 2009, offering 1,912 finished sq. ft. across two finished levels. Enjoy h...

  • 3 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • COMING SOON Status
134 Wilkins Dr, Winchester image
134 Wilkins Dr, Winchester $399,900

Welcome to this spacious 4-bedroom, 2-full-bath split-level home in Winchester! Offering 2,556 square feet of living space, there's plenty of room to spread out and enjoy...

  • 4 Beds
  • 2 Baths
  • Green Acres SubDv.
  • 22602 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
  • PENDING Status
2631 Jones Rd, Winchester image
2631 Jones Rd, Winchester $352,000

Nestled in Jackson Woods Estates, this charming ranch-style home offers a perfect blend of comfort and functionality. You will love all the large windows allowing tons of...

  • 3 Beds
  • 2 Baths
  • Jackson Woods Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1907 Martinsburg Pike, Winchester image
1907 Martinsburg Pike, Winchester $390,000

Beautiful Cape Cod home situated on approximately 0.57 acres, featuring 3 bedrooms, 2 full bathrooms, 1 half bath, a 2-car garage, and ample driveway parking. The home of...

  • 3 Beds
  • 3 Baths
  • Stephenson SubDv.
  • 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
305 Knollwood Ct, Winchester image
305 Knollwood Ct, Winchester $359,000

Welcome to easy, low-maintenance living in Woodbrook Village, a desirable 55+ community in Winchester! Conveniently located near shopping, dining, medical facilities, and...

  • 2 Beds
  • 2 Baths
  • Woodbrook Village SubDv.
  • 22602 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
118 Hardy Way, Winchester image
118 Hardy Way, Winchester $369,900

Imagine starting your morning with coffee on the patio and making plans for the day without wondering when you’ll get around to mowing the lawn. At 118 Hardy Way, there’s...

  • 3 Beds
  • 3 Baths
  • Winchester Landing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Homesite 91 Shuoner Court, Winchester image
Homesite 91 Shuoner Court, Winchester $374,990

🏡 Winter Delivery – St. Paul 4 Bedrooms | 3.5 Bathrooms | Finished Lower Level | Larger Deck | 🔥 Beautiful wooded homesites are available! Enjoy up to 2,250 sq. ft. of...

  • 4 Beds
  • 5 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Homesite 90 Shuoner Court, Winchester image
Homesite 90 Shuoner Court, Winchester $384,990 ▼

🏡 Winter Delivery – St. Paul LAST END UNIT!! 4 Bedrooms | 3.5 Bathrooms | Finished Lower Level | Larger Deck | 🔥 Beautiful wooded homesites are available! Enjoy up to...

  • 4 Beds
  • 5 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
942 Beehive Way, Winchester image
942 Beehive Way, Winchester $359,900

<p>Location, location, location! This charming duplex in Winchester's Orchard Hill offers a perfect blend of comfort and style in an established in-town location. With n...

  • 3 Beds
  • 3 Baths
  • Orchard Hill SubDv.
  • 22601 Zip Code
  • ACTIVE Status
508 Lanny Dr, Winchester image
508 Lanny Dr, Winchester $400,000

Enjoy your morning coffee sitting in the sunroom overlooking your spacious private back yard & patio. This lovingly cared for home is just waiting for you to make your ow...

  • 3 Beds
  • 2 Baths
  • Whittier Acres SubDv.
  • 22601 Zip Code
  • ACTIVE Status
238 Monteith Dr, Winchester image
238 Monteith Dr, Winchester $381,500

The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Possibility of 4th bedroom or f...

  • 3 Beds
  • 4 Baths
  • Village At Valor Crossing SubDv.
  • 22601 Zip Code
  • PENDING Status
134 Hudson Ave, Winchester image
134 Hudson Ave, Winchester $375,000

Enjoy the perfect blend of country peace and convenience to town in this beautiful brick Colonial. Nestled on two park-like lots with no HOA, this 4-bedroom, 2-bathroom h...

  • 4 Beds
  • 2 Baths
  • Edwards SubDv.
  • 22603 Zip Code
  • ACTIVE Status
1287 N Frederick Pike, Winchester image
1287 N Frederick Pike, Winchester $359,900

**Additional Photos and Details Coming Soon!** This well-maintained split-foyer home is ready to welcome its next owners! The current owners have made numerous improveme...

  • 2 Beds
  • 2 Baths
  • J P Darlington SubDv.
  • 22603 Zip Code
  • ACTIVE Status
5 & 7 E Pall Mall St, Winchester image
5 & 7 E Pall Mall St, Winchester $310,000

Charming duplex priced ready to sell! Both sides renovated in 2026 as tenants have moved out, incredibly strong demand for more affordable rentals in this area. Both side...

  • 22601 Zip Code
  • ACTIVE Status
109 Heirloom Way, Winchester image
109 Heirloom Way, Winchester $379,990

Move-in ready and made for the way you want to live! Enjoy easy, low-maintenance living in Hiatt Pointe at Snowden Bridge, a gated 55+ active adult community designed for...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
126 Worsham Ter, Winchester image
126 Worsham Ter, Winchester $339,900

Fantastic home in sought-after Brookland Manor community! This end unit townhouse is conveniently located with easy access to I-81 and Route 7, this townhome is just a 10...

  • 3 Beds
  • 3 Baths
  • Brookland Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
3298 Shawnee Dr, Winchester image
3298 Shawnee Dr, Winchester $395,000

One of the nicest 3 bedroom and 2 full baths. Gleaming hardwood floors. Excellent condition all around. Wonderful large backyard backs to a small spring fed creek. 2 nic...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
338 E Piccadilly St, Winchester image
338 E Piccadilly St, Winchester $399,900

Welcome to 338 E Piccadilly Street, a beautifully updated 3-bedroom, 2-bathroom home perfectly positioned in a highly convenient Winchester location. Overflowing with nat...

  • 3 Beds
  • 2 Baths
  • Winchester City SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
130 Country Club Cir, Winchester image
130 Country Club Cir, Winchester $325,000

Opportunity in Winchester! This home offers a convenient location, practical living space, and the chance to make updates to suit your preferences. The property is being ...

  • 4 Beds
  • 3 Baths
  • A Melvin Lewis SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
Homesite 30 Shuoner Court, Winchester image
Homesite 30 Shuoner Court, Winchester $384,990 ▼

🏡 Winter Delivery – St. Paul LAST END UNIT!! 4 Bedrooms | 3.5 Bathrooms | Finished Lower Level | Larger Composite Deck | 🔥 Beautiful wooded homesites are available! E...

  • 4 Beds
  • 5 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Lot 15 Shuoner, Winchester image
Lot 15 Shuoner, Winchester $369,990

🏡 LAST INTERIOR TOWNHOME WITH A GARAGE — MOVE-IN READY! Your opportunity to own the St. Paul Townhome in a beautiful neighborhood is here! Enjoy modern finishes, invitin...

  • 3 Beds
  • 3 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Lot 9 Shuoner, Winchester image
Lot 9 Shuoner, Winchester $364,990 ▼

🏡 LAST INTERIOR TOWNHOME WITH A GARAGE — MOVE-IN READY! Your opportunity to own the St. Paul Townhome in a beautiful neighborhood is here! Enjoy modern finishes, invitin...

  • 3 Beds
  • 3 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
675 Arden Ct, Winchester image
675 Arden Ct, Winchester $359,990

675 Arden Court is an attractive new 3 level end unit townhome with partial brick backing to common space in Winchester's premier Meadow Branch community. Our modern Adam...

  • 3 Beds
  • 3 Baths
  • Abrams Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
287 Sage Cir, Winchester image
287 Sage Cir, Winchester $320,000

Nestled in the tree-lined community of Regents Crest, this charming 2019 townhouse seamlessly combines modern style with everyday comfort. The open main level features lu...

  • 3 Beds
  • 2 Baths
  • Regents Crest SubDv.
  • 22603 Zip Code
  • ACTIVE Status
115 Hickory Ln, Winchester image
115 Hickory Ln, Winchester $349,000

Welcome to 115 Hickory Lane, Winchester, VA! Just outside the Winchester city limits, this inviting 2-bedroom, 1-bath rancher offers comfortable one-level living with up...

  • 2 Beds
  • 1 Baths
  • J P Darlington SubDv.
  • 22603 Zip Code
  • ACTIVE Status
Homesite 61 Shuoner Court, Winchester image
Homesite 61 Shuoner Court, Winchester $369,990 ▼

🏡 YOUR NEW HOME THIS WINTER — ST. PAUL TOWNHOME ✨ Room to Gather. Space to Unwind. A Wooded Setting to Love. 4 Bedrooms | 3.5 Bathrooms | Up to 2,250 Sq. Ft. Finished L...

  • 4 Beds
  • 4 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Homesite 60 Shuoner Court, Winchester image
Homesite 60 Shuoner Court, Winchester $349,999

🏡 110 SHUONER Ct – Model Home | We Have MOVE IN READY 2026 Delivery Available St. Paul TBB | 3 BR | 2.5 BA | Finished Lower Level 🔥 Beautiful wooded homesites available!...

  • 3 Beds
  • 3 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Homesite 52 Shuoner Court, Winchester image
Homesite 52 Shuoner Court, Winchester $369,990 ▼

🏡 YOUR NEW HOME THIS WINTER — ST. PAUL TOWNHOME ✨ Room to Gather. Space to Unwind. A Wooded Setting to Love. 4 Bedrooms | 3.5 Bathrooms | Up to 2,250 Sq. Ft. Finished L...

  • 4 Beds
  • 4 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Lot 9 Fawn, Winchester image
Lot 9 Fawn, Winchester $310,000

To-be-built 2-bedroom, 2-bath ranch offering approximately 1,344 square feet in the Wilde Acres subdivision of Winchester, VA. This planned new construction offers the op...

  • 2 Beds
  • 2 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • COMING SOON Status
9 & 11 E Pall Mall St, Winchester image
9 & 11 E Pall Mall St, Winchester $330,000 ▼

Awesome investment opportunity in the heart of Winchester! This duplex delivers character with proven rental appeal, due to location and both units rehabbed in 2022/2023....

  • 22601 Zip Code
  • ACTIVE Status
151 Mccormick Cir Unit 105, Winchester image
151 Mccormick Cir Unit 105, Winchester $319,900

Welcome to refined 55+ living in the highly sought-after Winchester Landing Commons. This exceptional ground-floor residence offers two bedrooms and two full baths, showc...

  • 2 Beds
  • 2 Baths
  • Winchester Landing SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
626 Bruce St, Winchester image
626 Bruce St, Winchester $399,044

Thoughtfully renovated home in the City, (although the backyard feels more like a private oasis) This one has all the renovations! Gorgeous Kitchen complete with Custom ...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
709 Ross St, Winchester image
709 Ross St, Winchester $394,900

Pretty as a Picture. Designed for Peace of Mind. With its gorgeous sage-green siding, welcoming paver walkway, and thoughtfully landscaped exterior, this beautiful new...

  • 3 Beds
  • 3 Baths
  • Shannon Hills SubDv.
  • 22601 Zip Code
  • ACTIVE Status
318 Stonehenge Rd, Winchester image
318 Stonehenge Rd, Winchester $399,900

Looking for a ranch-style home with plenty of potential and NO HOA? Offered for the first time by its original owner, this home offers convenient main-level living plus a...

  • 3 Beds
  • 2 Baths
  • Stonecrest SubDv.
  • 22601 Zip Code
  • ACTIVE Status
317 S Kent St, Winchester image
317 S Kent St, Winchester $399,000

Welcome to this charming brick home located in the heart of Winchester! Filled with historic character, this home features beautiful hardwood floors throughout, spacious ...

  • 4 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
115 Ware Pl, Winchester image
115 Ware Pl, Winchester $399,900

Beautifully updated and ready for its next owner! This three-bedroom, two-bath home on Winchester’s desirable east side features fresh paint throughout, new luxury vinyl ...

  • 3 Beds
  • 2 Baths
  • Carlisle Heights SubDv.
  • 22602 Zip Code
  • ACTIVE 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
1 Swansong Pl Unit TEAGAN 24-F2, Winchester image
1 Swansong Pl Unit TEAGAN 24-F2, Winchester $399,990

New personalized TOWNHOMES by Van Metre Homes at SNOWDEN BRIDGE in Stephenson, VA that will be ready for move in MID 2027 based on build time. Discover the Teagan 24-F2—a...

  • 3 Beds
  • 4 Baths
  • Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
2310 Senseny Rd, Winchester image
2310 Senseny Rd, Winchester $320,000

**Great investor opportunity or starter home.** This solid 1960s property has the dependable construction of its era and the lived‑in charm of a home cared for over six d...

  • 3 Beds
  • 1 Baths
  • Burning Knolls SubDv.
  • 22602 Zip Code
  • ACTIVE Status
544 Bluebird Trl, Winchester image
544 Bluebird Trl, Winchester $325,000

Tada!! You have found the perfect starter home! Move in ready 3 bedroom 2 bath home with an entire basement ready to be finished, complete with rough in for a full bath....

  • 3 Beds
  • 2 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status

Between $300K - $400K Winchester Real Estate

Our website features the best real estate search for between $300k - $400k 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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1.888.840.5553
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