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

1310 Whittier Ave, Winchester image
1310 Whittier Ave, Winchester $429,000

Turn-key and move-in ready! This beautifully updated 4-bedroom, 2-bath home features a modern kitchen with recently updated appliances, a new HVAC system, and a new hot w...

  • 4 Beds
  • 2 Baths
  • Northwestern Hills SubDv.
  • 22601 Zip Code
  • ACTIVE Status
107 Lawford Way, Winchester image
107 Lawford Way, Winchester $482,990

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
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
104 Foxglove Dr, Winchester image
104 Foxglove Dr, Winchester $479,000

Welcome to 104 Foxglove Drive, a beautifully updated, move-in-ready home offering 4 bedrooms, 3 full baths, and two spacious living areas, providing plenty of room for ev...

  • 4 Beds
  • 3 Baths
  • Briarwood Estates SubDv.
  • 22602 Zip Code
  • COMING SOON Status
420 W Cork St, Winchester image
420 W Cork St, Winchester $449,000

Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting...

  • 4 Beds
  • 2 Baths
  • Carter & Glaize 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
  • ACTIVE Status
135 Tye, Winchester image
135 Tye, Winchester $405,000

Welcome to this beautifully designed end-unit townhome featuring three finished levels, a 1-car garage, and an open, light-filled floor plan that perfectly blends style a...

  • 3 Beds
  • 3 Baths
  • Senseny Village 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
181 Manor Dr, Winchester image
181 Manor Dr, Winchester $489,900

Welcome to this beautiful new construction home offering over 2300 square feet of living space, This spacious home features 4 bedrooms, 2 1/2 bathrooms, and an attached g...

  • 4 Beds
  • 3 Baths
  • High View Manor SubDv.
  • 22602 Zip Code
  • ACTIVE Status
180 Quaker Ln, Winchester image
180 Quaker Ln, Winchester $439,000

Welcome to 180 Quaker Lane, where timeless charm meets thoughtful updates! Nestled on a peaceful one-acre lot in the desirable Glenside subdivision, this beautifully main...

  • 3 Beds
  • 2 Baths
  • Glenside SubDv.
  • 22603 Zip Code
  • ACTIVE Status
21 E Germain St, Winchester image
21 E Germain St, Winchester $435,000 ▼

Seller offering closing cost assistance on select offers—contact the listing agent for details. Welcome to this beautifully renovated historic home in the heart of Old To...

  • 4 Beds
  • 2 Baths
  • Old Town Winchester SubDv.
  • 22601 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
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
104 Kapok Cir, Winchester image
104 Kapok Cir, Winchester $429,900 ▼

*NEW TUB/SHOWER TO BE ISTALLED IN PRIMARY BATHROOM* Welcome to the neighborhood of Apple Ridge in Eastern Frederick County. You won't find a nicer home or more quiet cul-...

  • 3 Beds
  • 3 Baths
  • Apple Ridge SubDv.
  • 22602 Zip Code
  • ACTIVE Status
432 Spring Valley Drive, Winchester image
432 Spring Valley Drive, Winchester $475,000

Remarkable opportunity to own an marvelously engineered uber contemporary home in Winchester! Rarely do these homes come available and even those this particular one need...

  • 3 Beds
  • 2 Baths
  • Braddock Hills Estates SubDv.
  • 22603 Zip Code
  • PENDING Status
117 Old Dominion Dr, Winchester image
117 Old Dominion Dr, Winchester $409,900

Well-maintained split foyer in a spectacular commuter location, just minutes from I-81 and a short drive to Old Town Winchester. This inviting home features hardwood floo...

  • 4 Beds
  • 3 Baths
  • Dominion Knolls SubDv.
  • 22603 Zip Code
  • COMING SOON 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
105 Vale Ct, Winchester image
105 Vale Ct, Winchester $500,000

Beautiful and well maintained colonial with a large backyard and plenty of updates, so you can move right in! The main level features tons of space including a formal liv...

  • 4 Beds
  • 3 Baths
  • Senseny Glen SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
117 Wagtail Ln Unit #HOMESITE 1031, Winchester image
117 Wagtail Ln Unit #HOMESITE 1031, Winchester $439,129

A NEW 55+ VILLA HOME at Hiatt Pointe in Winchester by Van Metre Homes, ready for you to move-in IMMEDIATELY. Discover a two-car, front-load garage villa with three bedroo...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
101 Seminole Dr, Winchester image
101 Seminole Dr, Winchester $499,990 ▼

The Glendale is a 2,216 square foot corner homesite, open concept two-story home with a finished basement that offers four bedrooms, three and a half bathrooms with a two...

  • 4 Beds
  • 4 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 Zip Code
  • ACTIVE Status
124 S Braddock St, Winchester image
124 S Braddock St, Winchester $487,900

Circa 1920 office building in downtown Winchester. Currently used as a lawyer's office, but could easily be an office-and-residential space or a single-family home. Off-s...

  • 22601 Zip Code
  • ACTIVE Status
112 Hites St, Winchester image
112 Hites St, Winchester $419,900 ▼

This beautiful home features two primary suites, one on each level, offering flexibility and convenience. The upper-level primary suite includes a versatile flex space, p...

  • 4 Beds
  • 4 Baths
  • Shenandoah Hills SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1813 Sloane St, Winchester image
1813 Sloane St, Winchester $409,690 ▲

1813 Sloane St. is an attractive new 3 level townhome with full brick front in Winchester, VA for August move-in. Included Deck for first 3 homebuyers! Our modern Adams f...

  • 4 Beds
  • 4 Baths
  • Abrams Crossing SubDv.
  • 22601 Zip Code
  • ACTIVE Status
113 Wertland Pl, Winchester image
113 Wertland Pl, Winchester $435,000

Luxury upgrades and thoughtful custom features make this exceptional end-unit townhome a standout in the desirable Winchester Landing 55+ community. With over $80,000 in ...

  • 3 Beds
  • 3 Baths
  • Winchester Landing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
305 Amherst St, Winchester image
305 Amherst St, Winchester $489,900

Downtown Winchester, circa 1926 foursquare. Kitchen addition, 3 bedrooms and two full baths. Walk Up attic, full basement , great yard.

  • 3 Beds
  • 2 Baths
  • Downtown Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
112 Ashley Dr, Winchester image
112 Ashley Dr, Winchester $400,000 ▼

REDUCED PRIICE FOR A QUICK SALE !! HURRY UP!! READY TO MOVE ! This well-maintained residence combines comfort, functionality, and convenience. The main level features an ...

  • 4 Beds
  • 4 Baths
  • Glenmont Village SubDv.
  • 22602 Zip Code
  • ACTIVE Status
620 Crystal Ct, Winchester image
620 Crystal Ct, Winchester $439,900 ▼

Rare Cul-de-Sac Gem in the Heart of Winchester! Now priced nearly to sell by motivated seller. Discover the perfect blend of tranquility and city convenience at 620 Crys...

  • 4 Beds
  • 3 Baths
  • Limestone Terrace SubDv.
  • 22601 Zip Code
  • PENDING Status
112 Sioux Loop, Winchester image
112 Sioux Loop, Winchester $400,145 ▲

his Adams interior unit features 4 bedrooms, 3.5 baths, and a 1-car garage. With a total of 1,889 sqft, there is plenty of space to entertain and live comfortably. Enjoy ...

  • 4 Beds
  • 4 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 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
107 Orchid Ct, Winchester image
107 Orchid Ct, Winchester $440,000

Fantastic commuter location and close to schools! Brick-front split foyer in a spectacular location on the east side of town, offering easy access to Route 7 and downtown...

  • 4 Beds
  • 3 Baths
  • Briarwood Estates SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
101 Charlton Rd, Winchester image
101 Charlton Rd, Winchester $420,000 ▼

Welcome to 101 Charlton Road, a charming 4-bedroom, 2.5-bath Cape Cod situated on a desirable corner lot. This well-maintained home features a main-level primary suite an...

  • 4 Beds
  • 3 Baths
  • Carlisle Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1306 Vanceright Cir, Winchester image
1306 Vanceright Cir, Winchester $480,000

Filled with storybook charm and timeless character, this enchanting cottage-style home is much larger than it appears! Newly refinished hardwood floors flow throughout th...

  • 4 Beds
  • 2 Baths
  • Himelright/Vanceright SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
516 Deer Creek Rd, Winchester image
516 Deer Creek Rd, Winchester $495,000 ▼

Nestled on a private 2-acre lot in the desirable Hogue Creek subdivision, this charming 3-bedroom, 2.5-bath home offers the perfect combination of comfort, character, and...

  • 3 Beds
  • 4 Baths
  • Hogue Creek Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
123 Etnam St, Winchester image
123 Etnam St, Winchester $408,000 ▼

Well-maintained colonial available in one of Winchester’s premier subdivisions, Pembridge Heights. The main level features a formal dining room just off the foyer, perfec...

  • 4 Beds
  • 3 Baths
  • Pembridge Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
170 Mountain View Ct, Winchester image
170 Mountain View Ct, Winchester $439,900

Charming 3-bedroom, 1.5-bath colonial home on 5 acres, with an additional 7 acres available. Nestled in nature, it features a detached 2-car garage with power and lights,...

  • 3 Beds
  • 2 Baths
  • Chestnut Grove Estates SubDv.
  • 22603 Zip Code
  • ACTIVE Status
207 Stanley Dr, Winchester image
207 Stanley Dr, Winchester $495,000 ▼

Well-maintained Colonial offering over 2,800 finished square feet, ideally situated on a large corner lot on a no-thru street with NO HOA. Upon entering, you'll be welcom...

  • 3 Beds
  • 4 Baths
  • Miller Heights SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT 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
206 Dogwood Rd, Winchester image
206 Dogwood Rd, Winchester $425,000

Welcome to 206 Dogwood Rd. Well maintained 5 Bedroom 2 Bath Cape Cod in a quiet neighborhood conveniently located a short distance from the downtown area. HVAC has just b...

  • 5 Beds
  • 2 Baths
  • Shenandoah Hills 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
703 S Loudoun St, Winchester image
703 S Loudoun St, Winchester $450,000

Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just m...

  • Winchester Historic District SubDv.
  • 22601 Zip Code
  • ACTIVE Status
703 S Loudoun St, Winchester image
703 S Loudoun St, Winchester $450,000

***4.25% INTEREST RATE AVAILABLE*** Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city...

  • 3 Beds
  • 3 Baths
  • Winchester Historic District SubDv.
  • 22601 Zip Code
  • ACTIVE 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
1709 Brandon Dr, Winchester image
1709 Brandon Dr, Winchester $425,000

Spacious Home in a Prime Location! Discover the potential of this well-built Cape Cod offering generous living spaces and timeless charm. The welcoming living and dining ...

  • 4 Beds
  • 3 Baths
  • Winchester City SubDv.
  • 22601 Zip Code
  • ACTIVE Status
187 Village Ct, Winchester image
187 Village Ct, Winchester $427,724 ▼

<b>**New Price!!** Move-In Ready • No HOA • Oversized 2-Car Garage! </b>Beautifully updated split foyer tucked away on a quiet cul-de-sac in the desirable Rolling Fields ...

  • 4 Beds
  • 2 Baths
  • Rolling Fields SubDv.
  • 22602 Zip Code
  • ACTIVE Status
159 Lauck Dr, Winchester image
159 Lauck Dr, Winchester $434,500 ▼

BUILDER OFFERING $10,000 TOWARDS CLOSING! BRAND NEW CONSTRUCTION by a local custom builder in an established neighborhood just minutes from downtown Winchester! Welcome ...

  • 3 Beds
  • 3 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
121 Cherokee Trl, Winchester image
121 Cherokee Trl, Winchester $474,500

Lake and mountain views, a private in-ground pool, and an adjoining .63-acre lot — this beautifully updated Shawneeland home sits on .37 acres and conveys with an additio...

  • 3 Beds
  • 4 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE Status
151 Lauck Dr, Winchester image
151 Lauck Dr, Winchester $434,500 ▼

BUILDER OFFERING $10,000 TOWARDS CLOSING! BRAND NEW CONSTRUCTION by a custom local builder in an established neighborhood just minutes from downtown Winchester! Welcome h...

  • 3 Beds
  • 3 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE 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
106 Etnam St, Winchester image
106 Etnam St, Winchester $484,900 ▼

Beautiful updated 3400 sqft home, ready for immediate move-in! Featuring a host of updates including a new roof, flooring,counters and more, this lovingly kept home has ...

  • 5 Beds
  • 3 Baths
  • Pembridge Heights SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT 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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