Winchester Real Estate

Located on a desirable cul-de-sac, Lot 48 features the spacious Elm floor plan and is expected to be ready for a November closing! This thoughtfully designed home offers ...

Welcome to 2817 Papermill Road, a beautifully maintained home that reflects true pride of ownership from the moment you arrive. Situated on an impressive approximately 0....

Situated on a desirable cul-de-sac homesite backing to community open space, this thoughtfully designed home offers the perfect blend of comfort and functionality. The ma...

Welcome to this beautiful single-family home in the sought-after Ravenwing neighborhood of Winchester, Virginia. Conveniently located near local shopping, downtown Winche...

Rare cul-de-sac home! The Hayden offers 6 bedrooms, 4 bathrooms, and over 3,100 square feet of beautifully designed living space. The open-concept main level features a f...

Move-in ready on a desirable corner lot! The Deerfield offers a smart, stylish layout with five bedrooms and four and a half baths—perfect for both everyday living and en...

Classic Winchester charm awaits at 310 Bellview Avenue! This inviting Cape Cod combines character, convenience, and plenty of opportunity to make the space your own. Insi...

Nestled in the charming community of Stonebrook Farms, this delightful ranch-style home offers a perfect blend of comfort and functionality. Built in 1977, this well-main...

Welcome to this like-new Winchester home, built in 2023 and offering the opportunity to enjoy modern construction without the wait! Set in a peaceful country setting yet ...

Welcome to 114 Settlers Circle, a spacious 5-bedroom, 3.5-bathroom home nestled on a quiet street in a prime east-side Winchester location. Classic curb appeal greets you...

Rare opportunity to own premium residential lot in upscale Roscommon subdivision. Located next to public golf course and minutes from the Medical Center. The level two a...

If you've been waiting for a home that offers both character and modern convenience, this one deserves a close look. This all-brick, charming Cape Cod is located on a b...

Charming rambler waiting for your personal touches. New roof installed 2026

Exceptional space, thoughtful updates, and tremendous future potential come together in this impressive home! With a brand-new HVAC system, freshly painted interior and e...

Classic all-brick home in a highly desirable Winchester location! Well maintained and thoughtfully designed, this five bedroom, three full bath home offers timeless chara...

Welcome to one level living on Summerfield Drive - one of Winchester's most desirable streets! This impeccably maintained home features tasteful hardwood floors throughou...

Discover the charm of this stunning Colonial home nestled in the desirable Freedom Manor community. Built in 2021, this residence boasts a spacious 2,904 sq. ft. layout, ...

Tucked away in the woods of Shawneeland, this 3-bedroom, 1-bath home sits on nearly half an acre and is just 20 minutes from Winchester City. With some TLC and a little v...

Welcome to 104 Yarrow Court, a spacious 4 bedroom, 2.5 bath Colonial tucked away on a quiet cul-de-sac in Briarwood Estates. Offering 3,437 finished square feet above gra...

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 ...

Tucked away at the end of the neighborhood and surrounded by serene woods, 610 Puma Trl offers the perfect blend of privacy and charm. This adorable 2-bedroom, 1-bath ran...

Charming 3-bedroom, 2-full-bath Cape Cod situated on .88 acres in a convenient location just minutes from Winchester City. This inviting home offers the flexibility of a ...

Exceptional investor opportunity! This solid 3 bed 1 bath home tucked into the desirable Winchester city limits is ready for you! An easy addition to any portfolio, so br...

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...

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...

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...

Offering three luxuriously finished levels, extensive upgrades, and a backyard designed for entertaining, this 4 bed/3.5 bath colonial is a MUST-SEE! Step inside to a gra...

Welcome to 120 Comanche Trail in Shawneeland! Offering over 1,800 finished sq. ft., this 4-bedroom, 2-bath home combines thoughtful updates with plenty of space inside an...

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...

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

Welcome home! This beautifully maintained two-level home offers 4 bedrooms and 2 full bathrooms in the heart of Winchester. Warm and inviting, the home features a comfort...

Beautifully remodeled Colonial in Pioneer Heights. Designed with primary suite; ideal home office configuration. All large bedrooms, large hardwood living room with stone...

You are going to love this spacious, one-level ranch located on a half-acre lot in a great location! Here are some of the key features and recent updates: - Huge 20x26 fa...

“Pioneer Heights Colonial” - Welcome to this beautifully maintained colonial in the desirable Pioneer Heights neighborhood, ideally situated just off Route 7 for easy com...

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...

265 McDonald Rd is a 1-story Winchester home built in 1974 with a lower level and connected outdoor spaces. The kitchen includes cabinet storage, a preparation counter, a...

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...

No HOA in the heart of Winchester! This charming brick rancher features three bedrooms, two baths, tall ceilings, fresh paint, hardwood floors, and a fireplace on the ma...

Welcome to this charming three-bedroom, two-bathroom raised ranch nestled on a quiet, tree-lined street in one of the area’s most close-knit neighborhoods. Full of charac...

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

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Main Level Owners Suite floorplan the Box...

Development Opportunity at Front Royal Pike and Airport Road Located at the signalized intersection of Front Royal Pike (U.S. 522) and Airport Road, this highly visible c...

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 ...

Welcome to 2700 Loyalty Court—a beautifully maintained showcase home offering nearly 5,000 square feet of unmatched versatility in one of Winchester City’s most coveted l...

Welcome to a home designed for the way you live, with room to work, entertain, relax, and make the space your own. Located in Senseny Glen, this 4-bedroom, 3.5-bath, thre...

Premier builder opportunity!!! Cluster of prime building lots conveniently located less than 10 minutes west of Winchester. Part of what was once the well known Rotz Farm...

Prime building lot conveniently located less than 10 minutes west of Winchester with immediate access to US-50 - Northwestern Pike. Part of what was once the well known R...

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...

Welcome to 128 Alliance Court, a beautifully maintained, move-in-ready home built in 2021 and offering over 3,200 finished square feet across three spacious levels. The o...

Charming 3-Bedroom Rambler on a Spacious Lot! Welcome to 111 Haven Terrace, a conveniently located 3-bedroom, 1-bath rambler situated on approximately 0.26 acres. This si...