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Browse All Winchester VA Between $400K - $500K Properties for Sale

1825 Sloane St, Winchester image
1825 Sloane St, Winchester $400,490

NEW TOWNHOME IN WINCHESTER, VA! Discover the Adams, a beautiful new construction townhome at Abrams Crossing featuring 4 bedrooms and 3.5 bathrooms. This stunning interio...

  • 4 Beds
  • 4 Baths
  • Abrams Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1829 Sloane St, Winchester image
1829 Sloane St, Winchester $410,490

New Townhome in Winchester, VA | End-Unit with 4 Bedrooms Discover this beautiful new end-unit townhome in Winchester, VA, located in Abrams Crossing! The Adams floor pl...

  • 4 Beds
  • 4 Baths
  • Abrams Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1915 Wayland Dr, Winchester image
1915 Wayland Dr, Winchester — None Available $464,900

There's a lot to love about 1915 Wayland Drive, starting with the location! Tucked into an established Winchester neighborhood, this well-maintained Colonial is just minu...

  • 4 Beds
  • 3 Baths
  • Westside Station SubDv.
  • 22601 Zip Code
  • ACTIVE Status
609 Quartzite Cir, Winchester image
609 Quartzite Cir, Winchester $489,900

Welcome to 609 Quartzite Circle! A beautifully maintained 4-bedroom, 3-bath home offering a spacious and functional layout designed for modern living. The main level fea...

  • 4 Beds
  • 3 Baths
  • Limestone Terrace SubDv.
  • 22601 Zip Code
  • ACTIVE Status
109 Harvard Dr, Winchester image
109 Harvard Dr, Winchester $465,000

Solid brick, beautifully cared for, and ready for its next chapter. You can feel how much this home has been loved, and the list of updates backs it up. Start your mornin...

  • 3 Beds
  • 3 Baths
  • College Park SubDv.
  • 22602 Zip Code
  • COMING SOON 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
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
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
117 Amberfield Ct, Winchester image
117 Amberfield Ct, Winchester $479,000 ▼

On Amberfield Court in Winchester, this single-story home connects its living and dining areas to a kitchen with a broad island, white cabinetry, dark countertops, and st...

  • 3 Beds
  • 2 Baths
  • Abram's Chase SubDv.
  • 22602 Zip Code
  • ACTIVE Status
125 Fox Dr, Winchester image
125 Fox Dr, Winchester $419,000

Welcome to 125 Fox Drive! This charming brick rancher is ideally situated in the heart of Winchester City, offering a wonderful combination of classic character, modern u...

  • 3 Beds
  • 2 Baths
  • Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
100 Coriander Way, Winchester image
100 Coriander Way, Winchester $419,990

Brand-New Dual Primary End Unit Townhome—Under construction for Move-In this year! Step into modern living with this beautifully designed dual primary bedroom home, idea...

  • 3 Beds
  • 4 Baths
  • Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
204 Goldenrod Rd, Winchester image
204 Goldenrod Rd, Winchester $450,000

Picture your mornings on the screened-in porch, coffee in hand, just steps from your bedroom. That’s everyday life at 204 Goldenrod Rd, a well-maintained home in Briarwoo...

  • 4 Beds
  • 3 Baths
  • Briarwood Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
600 Hemsworth Ln, Winchester image
600 Hemsworth Ln, Winchester $410,000

Discover the charm of this Craftsman-style townhouse in the desirable Lofts at Creekside. Built in 2023, this end-unit home features a warm exterior with inviting sidewal...

  • 3 Beds
  • 2 Baths
  • Lofts At Creekside SubDv.
  • 22601 Zip Code
  • ACTIVE Status
407 Tamarack Cir, Winchester image
407 Tamarack Cir, Winchester $499,000

*Short Sale*Beautiful colonial located on a quiet cul-de-sac. The formal living and dining rooms feature hardwood floors, crown molding, and chair rail. The light-filled,...

  • 6 Beds
  • 4 Baths
  • Apple Ridge SubDv.
  • 22602 Zip Code
  • ACTIVE Status
310 Mountain Falls Blvd, Winchester image
310 Mountain Falls Blvd, Winchester $419,900

Set on a beautiful, level lot of more than half an acre, this inviting two-level Colonial a paved road. A must see inside, with beautiful windows that make a bright, air...

  • 4 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status
912 Opequon Ave, Winchester image
912 Opequon Ave, Winchester $409,900

Welcome to 912 Opequon Ave! This versatile, beautifully updated split-foyer home offers 5 bedrooms, 2 full bathrooms, and approximately 1,810 finished square feet of livi...

  • 5 Beds
  • 2 Baths
  • Abrams Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
104 Stuart Dr, Winchester image
104 Stuart Dr, Winchester $475,500 ▼

*Seller's offering a Home Warranty* Welcome to 104 Stuart Drive! This charming brick ranch offers the ease of one-level living with approximately 2,200 square feet of tho...

  • 3 Beds
  • 2 Baths
  • Jackson Woods Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
112 Coriander Way, Winchester image
112 Coriander Way, Winchester $429,990

Exceptional value for a 4‑bedroom END‑UNIT townhome will be ready for move‑in this fall! Brand‑new construction offers modern style and comfort with oak stairs with upgra...

  • 4 Beds
  • 4 Baths
  • Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
137 Trellis View Ln, Winchester image
137 Trellis View Ln, Winchester $489,990

Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa blending style and functionality in a main-...

  • 4 Beds
  • 3 Baths
  • Willow Run SubDv.
  • 22602 Zip Code
  • ACTIVE Status
133 Trellis View Ln, Winchester image
133 Trellis View Ln, Winchester $479,990

Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa blending style and functionality in a singl...

  • 4 Beds
  • 3 Baths
  • Willow Run SubDv.
  • 22602 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
411 Mosby St, Winchester image
411 Mosby St, Winchester $429,900 ▼

Welcome home to this charming all-brick rancher, offering timeless appeal, beautiful hardwood floors throughout, and wonderful potential to make it your own! The inviting...

  • 3 Beds
  • 1 Baths
  • Toan & Yost SubDv.
  • 22601 Zip Code
  • ACTIVE Status
182 Front Dr, Winchester image
182 Front Dr, Winchester $429,900

Seller-paid interest rate buy down may be available to buyer with acceptable offer, subject to lender credit approval and program guidelines. Please inquire with listing ...

  • 3 Beds
  • 2 Baths
  • Funkhouser SubDv.
  • 22602 Zip Code
  • ACTIVE Status
114 Princeton Dr, Winchester image
114 Princeton Dr, Winchester $445,000 ▼

Welcome to 114 Princeton Drive, a beautifully maintained custom-designed brick ranch offering over 2,000 square feet of comfortable one-level living on nearly half an acr...

  • 3 Beds
  • 2 Baths
  • College Park SubDv.
  • 22602 Zip Code
  • ACTIVE Status
220 E Cork St, Winchester image
220 E Cork St, Winchester $449,000

Situated near the heart of historic downtown Winchester, 220 E Cork Street offers an exceptional commercial opportunity in close proximity to the iconic walking mall, put...

  • 22601 Zip Code
  • ACTIVE Status
999 Dicks Hollow Rd, Winchester image
999 Dicks Hollow Rd, Winchester $419,500 ▼

Experience effortless main-level living in this charming rancher set on over an acre of scenic, usable land. Inside, an inviting open-concept layout connects the primary ...

  • 3 Beds
  • 3 Baths
  • Charles Conrad 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
107 Oak Ridge Ln, Winchester image
107 Oak Ridge Ln, Winchester $440,000 ▼

Come to one of Winchester's premier neighborhoods - Fairway Estates - bordering the Winchester Country Club! Homes are seldom listed in this community so here is your cha...

  • 4 Beds
  • 4 Baths
  • Fairway Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
100 Vale Ct, Winchester image
100 Vale Ct, Winchester $449,900 ▼

Well maintained 4 bedroom 2.5 baths corner lot on quiet cup de sac. Main level features living room, Dining room, eat in kitchen, family room with fireplace. Covered porc...

  • 4 Beds
  • 3 Baths
  • Senseny Glen SubDv.
  • 22602 Zip Code
  • ACTIVE Status
123 Likens Way, Winchester image
123 Likens Way, Winchester $450,000

One level living in a very easy location, with disability access to the front door and privacy in your back yard! Enjoy the best of both worlds with this charming rambler...

  • 4 Beds
  • 3 Baths
  • Carlisle Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
105 Biscane Ct, Winchester image
105 Biscane Ct, Winchester $420,000

Discover a serene retreat that invites you to unwind and embrace the comforts of home. This charming townhome, with its warm ambiance and thoughtful design, is a canvas r...

  • 3 Beds
  • 4 Baths
  • Fieldstone SubDv.
  • 22602 Zip Code
  • ACTIVE Status
140 Swansong Pl, Winchester image
140 Swansong Pl, Winchester $424,990 ▲

BUILDER OFFERING BELOW MARKET RATE FINANCING OPTION ON THIS QUICK MOVE IN HOME!! Brand-New 4-Bedroom Townhome with deck is ready for Move-In! Enjoy stylish, low-maintenan...

  • 4 Beds
  • 4 Baths
  • Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
337 George St, Winchester image
337 George St, Winchester $429,900

Fantastic location, classic brick charm, and plenty of space! This well-located rambler offers easy access to Route 50, Route 37, and I-81, while being just minutes from ...

  • 5 Beds
  • 2 Baths
  • Whitacre SubDv.
  • 22601 Zip Code
  • ACTIVE Status
138 Copeley Cir, Winchester image
138 Copeley Cir, Winchester $414,900 ▼

Welcome to 138 Copeley Circle! This beautifully maintained 3-bedroom, 3.5-bath home offers spacious, comfortable living with a thoughtfully designed floor plan and plenty...

  • 3 Beds
  • 4 Baths
  • Freedom Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
104 Keswick Ct, Winchester image
104 Keswick Ct, Winchester $415,000

Welcome home to this beautifully updated home offering a light-filled floor plan and stylish finishes throughout. The updated kitchen features stainless steel appliances,...

  • 4 Beds
  • 3 Baths
  • Pembridge Heights SubDv.
  • 22602 Zip Code
  • CLOSED Status
2682 Wardensville Grade, Winchester image
2682 Wardensville Grade, Winchester $437,400 ▼

ONLY TWO YEARS OLD and loaded with thoughtful upgrades! This beautifully maintained 3-bedroom, 3-full-bath home offers the appeal of nearly new construction with added fe...

  • 3 Beds
  • 3 Baths
  • High View Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
409 Fortress Dr, Winchester image
409 Fortress Dr, Winchester $499,900 ▼

Big, beautiful, and ideally located, this spacious three-level Colonial offers 4 bedrooms, 3.5 baths, over 3,100 finished square feet, a 2-car garage, and a fully finishe...

  • 4 Beds
  • 4 Baths
  • Star Fort SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
114 Carnation Way, Winchester image
114 Carnation Way, Winchester $499,990

Under construction for fall move in! Discover relaxed, low‑maintenance living in this beautifully crafted twin/semi‑detached home, coming this summer to a sought‑after ga...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
131 Shirley St, Winchester image
131 Shirley St, Winchester $415,000

Back on Market!!! A full bathroom was added to the property and it appraised for $435k when it had 2.5 bathrooms and now it has 3 full bathrooms. This exquisite Cape ...

  • 3 Beds
  • 3 Baths
  • Neighborhood SubDv.
  • 22601 Zip Code
  • CLOSED Status
510 S Cameron St, Winchester image
510 S Cameron St, Winchester $499,900

Step into a piece of Winchester history, thoughtfully restored and completely renovated in 2025 while preserving the character and craftsmanship that make this historic h...

  • 3 Beds
  • 3 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
421 Longview Ave, Winchester image
421 Longview Ave, Winchester $471,000

A must see property! This is a beautifull well kept colonial house with 3 bedrooms, 2 full bath and 1 half bath. The basement is unfinish but is ready to be build. As you...

  • 3 Beds
  • 3 Baths
  • Wea-Villa SubDv.
  • 22601 Zip Code
  • ACTIVE Status
109 Julee Dr, Winchester image
109 Julee Dr, Winchester $479,900

This lovingly maintained two-owner Colonial has been thoughtfully cared for and improved since 1994, offering the character of an established home with many of the update...

  • 5 Beds
  • 3 Baths
  • Mill Race Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
991 Front Royal Pike, Winchester image
991 Front Royal Pike, Winchester $465,000

Enjoy easy one-level living in this well-maintained ranch home conveniently located in Winchester, close to commuter routes, shopping, restaurants, and everyday amenities...

  • 3 Beds
  • 2 Baths
  • Bufflick Heights SubDv.
  • 22602 Zip Code
  • CLOSED Status
322 E Piccadilly, Winchester image
322 E Piccadilly, Winchester $400,000 ▼

Welcome to a Mid‑Century Modern Home Where Timeless Character Meets Modern Sophistication. This beautifully updated 3–4 bedroom mid‑century modern home, where timeless ch...

  • 4 Beds
  • 1 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
131 Country Club Cir, Winchester image
131 Country Club Cir, Winchester $437,000 ▼

Move-In Ready & No HOA in the Heart of Winchester! Welcome to this charming and spacious brick rancher offering timeless construction, incredible versatility, and a bran...

  • 3 Beds
  • 3 Baths
  • A Melvin Lewis SubDv.
  • 22602 Zip Code
  • ACTIVE Status
100 Gooseberry Dr, Winchester image
100 Gooseberry Dr, Winchester $499,000 ▼

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
300 Pembridge Dr, Winchester image
300 Pembridge Dr, Winchester $410,000

Welcome to this newly renovated and thoughtfully designed 5-bedroom, 3-full-bath home offering exceptional flexibility for modern living or rental income. Featuring two ...

  • 5 Beds
  • 3 Baths
  • Pembridge Heights SubDv.
  • 22602 Zip Code
  • CLOSED Status
310 Goldenrod Rd, Winchester image
310 Goldenrod Rd, Winchester $415,000

This is the one you have been waiting for!! Well cared for home, one story living in desirable Briarwood Estates...east side location convenient to commuter routes, shopp...

  • 3 Beds
  • 2 Baths
  • Briarwood Estates SubDv.
  • 22602 Zip Code
  • CLOSED Status
1412 S Loudoun St, Winchester image
1412 S Loudoun St, Winchester $419,000 ▼

Larger than it appears, this beautiful 3‑bedroom, 2‑bathroom home sits on a convenient street just minutes from historic downtown Winchester. The location offers effortle...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT 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

Between $400K - $500K Winchester Real Estate

Our website features the best real estate search for between $400k - $500k 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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