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Browse All Oakdale Crossing Properties for Sale

205 Crestleigh Dr, Winchester image
205 Crestleigh Dr, Winchester $630,000

Extensively updated and thoughtfully maintained, this beautiful Colonial in the prestigious Oakdale Crossing community offers 2,884 square feet of comfortable and elegant...

  • 4 Beds
  • 3 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
314 Huntersridge Rd, Winchester image
314 Huntersridge Rd, Winchester $634,900

Your Next Chapter Starts Here! Space, style, flexibility, and a backyard made for entertaining — all tucked away on a quiet cul-de-sac in desirable Oakdale Crossing. Thi...

  • 5 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
200 Fairfield Dr, Winchester image
200 Fairfield Dr, Winchester $645,000

Come and discover this impressive beauty where easy main-level living meets exceptional indoor-outdoor entertaining. This beautifully appointed Cape Cod offers the conven...

  • 4 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
291 Huntersridge Rd, Winchester image
291 Huntersridge Rd, Winchester $659,900

Space, style, and room to live your best life come together in this 4-bedroom, 4.5-bath, 3-level Colonial in desirable Oakdale Crossing. With flexible spaces, great indoo...

  • 4 Beds
  • 5 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
223 Fairfield Dr, Winchester image
223 Fairfield Dr, Winchester $725,000

Beautifully remodeled with exceptional care and attention to detail by its current owners, this stunning 5-bedroom, 3-bath home offers over 4,400 finished square feet on ...

  • 5 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • PENDING Status
308 Huntersridge Rd, Winchester image
308 Huntersridge Rd, Winchester $630,000

No HOA! Settled at the end of the cul-de-sac and pushed back from the street to give additional privacy and comfort. This home has received several improvements since 20...

  • 4 Beds
  • 5 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
297 Huntersridge Rd, Winchester image
297 Huntersridge Rd, Winchester $700,000

Executive Living in Oakdale Crossing Nestled in the highly desirable Oakdale Crossing community, this exceptional brick-front residence offers an impressive blend of ele...

  • 4 Beds
  • 5 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
295 Huntersridge Rd, Winchester image
295 Huntersridge Rd, Winchester $627,500

Price Drop. Come check this home out. The listing remarks below come directly from the Seller's. This home is a true gem. Hello! Human here! I just want to touch base w...

  • 5 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
100 Bing Ct, Winchester image
100 Bing Ct, Winchester $657,000

Tucked gracefully on a cul-de-sac corner lot in the heart of Oakdale Crossing, 100 Bing Court offers an exceptional blend of charm, comfort, and refined living. From the ...

  • 4 Beds
  • 3 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
property image
304 Huntersridge Rd, Winchester $470,000

Welcome to 304 Huntersridge Road, where comfort meets convenience in this charming Winchester abode. This delightful single-family home boasts an expansive backyard (0.4 ...

  • 4 Beds
  • 3 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
property image
203 Fairfield Dr, Winchester $560,000

Simply amazing - almost 4,000 sf of living space on 3 levels. Main level includes formal living room, dining room, formal office with built-in book shelves. Family room...

  • 5 Beds
  • 3 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
property image
223 Fairfield Dr, Winchester $560,000

BUYER'S FINANCING FELL OUT - BACK ON THE MARKET & OPPORTUNITY KNOCKS!! NO issues with home and radon inspections!! LIGHT AND BRIGHT - Over 4,400 finished square feet, o...

  • 5 Beds
  • 3 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
property image
102 Bramble Ct, Winchester $530,000

Welcome to your dream home in the highly sought-after Oakdale Crossing community! This stunning 4-bedroom, 4 1/2-bathroom Cape Cod-style residence boasts over 4,000 squar...

  • 4 Beds
  • 5 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
property image
109 Winterberry Ct, Winchester $455,000

Welcome to your dream home in the highly sought-after neighborhood of Oakdale Crossing, nestled on the charming east side of Winchester. This exquisite 5 bedroom, 4 full ...

  • 5 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
212 Fairfield Dr, Winchester image
212 Fairfield Dr, Winchester $545,000

Welcome to 212 Fairfield Drive, a sprawling, all-brick rancher offering an incredible amount of space and comfort in a highly sought-after Winchester location. This home ...

  • 5 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
101 Winterberry Ct, Winchester image
101 Winterberry Ct, Winchester $675,000

Well-maintained home available in Oakdale Crossing. Great layout, very spacious, and an abundance of natural light permeates every room in the house!! Finished basement w...

  • 4 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
283 Huntersridge Rd, Winchester image
283 Huntersridge Rd, Winchester $638,750

Price improvement!!! The One You've Been Waiting For: 283 Huntersridge Rd – Luxury, Space, Pool & NO HOA! Stop your search! Tucked away in sought-after Oakdale Crossing,...

  • 4 Beds
  • 3 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
107 Dewberry Dr, Winchester image
107 Dewberry Dr, Winchester $610,000

This all-brick rancher is simply magnificent inside and out, setting a new standard for one-level living. With over 3,100 square feet on the main level plus an improved f...

  • 4 Beds
  • 3 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
115 Winterberry Ct, Winchester image
115 Winterberry Ct, Winchester $875,000

Welcome to a gorgeous home on over half an acre in a quiet cul-de-sac on Winchester’s desirable East side, just a mile from the Winchester Country Club. This unexpectedly...

  • 6 Beds
  • 6 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status
105 Fairfield Dr, Winchester image
105 Fairfield Dr, Winchester $520,000

HOUSE IS LISTED UNDER CURRENT APPRAISED VALUE. $ 25,000 OF INSTANT EQUITY COULD BE YOURS. Buyers Financing Fell Though, Welcome to this generously sized 5-bedroom, 3....

  • 5 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • CLOSED Status

Oakdale Crossing Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Oakdale Crossing, Winchester VA. 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!

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Anne Nouri

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