Browse All Contemporary Style Properties for Sale

1113 Apple Pie Ridge Rd, Winchester image

1113 Apple Pie Ridge Rd, Winchester $699,000

Custom-designed by architect Crawford Horne and built by local builder Ritter Homes, this 3 BR / 3.5 BA home draws on Frank Lloyd Wright's belief that a house should live...

3 Beds
4 Baths
None Available SubDv.
22603 Zip Code
PENDING Status

1010 Breckinridge Ln, Winchester $1,065,000

Winchester’s established Meadow Branch neighborhood invites you to the first ever offering of 1010 Breckinridge Lane! A thoughtfully designed residence offering generous...

5 Beds
6 Baths
Meadow Branch SubDv.
22601 Zip Code
ACTIVE Status

1748 Handley Ave, Winchester $735,000

Seller is now offering a $15K concession at closing! Exceptional space, thoughtful updates, and tremendous future potential come together in this impressive home! With a...

3 Beds
3 Baths
Williamsburg Heights SubDv.
22601 Zip Code
ACTIVE Status

854 Valley Mill Rd, Winchester $1,075,000 ▼

Unique 5+ acre property in Winchester. Beautiful home with plenty of space for everyone's interests. 5 bedrooms- all with en suite bathrooms. High end kitchen designed by...

5 Beds
6 Baths
None Available SubDv.
22602 Zip Code
ACTIVE UNDER CONTRACT Status

141 Poe Dr, Winchester $589,900

Discover this impressive Hopewell home, ready for quick move-in! Included features: a quiet study with French doors; a spacious great room with an electric fireplace; a d...

4 Beds
4 Baths
Raven Oaks SubDv.
22602 Zip Code
ACTIVE Status

153 Abrams Pointe Blvd, Winchester image

153 Abrams Pointe Blvd, Winchester $640,000

Welcome to this spacious 4-bedroom, 2.5-bath home offering a desirable MAIN LEVEL PRIMARY SUITE and plenty of room for everyday living and entertaining. **THEIR VA LOA...

4 Beds
3 Baths
Abrams Pointe SubDv.
22602 Zip Code
CLOSED Status

199 Meeting House Dr, Winchester $699,000

3.46 ACRES • MOUNTAIN VIEWS • NO HOA • MAIN-LEVEL PRIMARY Discover a different kind of Winchester living at 199 Meeting House Drive. Tucked at the end of a quiet cul-de-...

5 Beds
5 Baths
Fawcett Gap Farm SubDv.
22602 Zip Code
CLOSED Status

336 Apple Valley Rd, Winchester $699,990 ▼

Spacious contemporary craftsman style home built in 2007 on .5 acre lot with rare 3 car attached side load garage as well as a detached 2 car & 1 car garages behind the h...

3 Beds
4 Baths
None Available SubDv.
22602 Zip Code
ACTIVE Status

517 Merrimans Ln, Winchester $875,000

None

4 Beds
3 Baths
Meadow Branch SubDv.
22601 Zip Code
CLOSED Status

432 Spring Valley Dr, Winchester $450,000

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
CLOSED Status

167 Falcon Trl, Winchester $350,000

Discover the perfect blend of comfort and charm of this contemporary home nestled on a large 0.69-acre lot in Shawneeland! Built in 2007, this inviting residence feature...

3 Beds
2 Baths
Shawneeland SubDv.
22602 Zip Code
CLOSED Status

102 Triangle Ct, Winchester $830,000

This home was purchased by the current owner after a buyer backed out and because interest rates were high in 2023 so there was a slow down in the market. The builder gav...

4 Beds
4 Baths
Abrams Pointe SubDv.
22602 Zip Code
CLOSED Status

165 Carroll Ridge Ln, Winchester $899,000 ▼

Modern farmhouse living meets peaceful acreage on 2.75 acres right on Cedar Creek Grade. Built just two years ago by owner/builder Stephen Carroll, this thoughtfully desi...

4 Beds
3 Baths
None Available SubDv.
22602 Zip Code
ACTIVE Status

411 N Loudoun St Unit 105, Winchester image

411 N Loudoun St Unit 105, Winchester — The Fort $545,000

Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the v...

2 Beds
3 Baths
Old Town SubDv.
22601 Zip Code
CLOSED Status

159 Lauck Dr, Winchester $410,000 ▼

Imagine... a BRAND-NEW CUSTOM HOME (not a townhouse) for your family at just $410,000 AND a BUILDER-PAID 2-1 buydown for FHA loans giving you a starting lender rate of 5...

3 Beds
3 Baths
None Available SubDv.
22603 Zip Code
ACTIVE Status

138 Old Forest Cir, Winchester $568,300

Welcome to this spacious and inviting home nestled in the desirable Stonebrook Farms! Offering a functional layout with room for everyone, this property features a main-l...

4 Beds
4 Baths
Stonebrook Farms SubDv.
22602 Zip Code
CLOSED Status

136 Brookland Ct Unit 8, Winchester image

136 Brookland Ct Unit 8, Winchester — Parkplace $239,900 ▼

✨ Fully Renovated 2026 | Turnkey 2BR/2BA Condo in Park Place ✨ Welcome to 136-8 Brookland Ct—where style, comfort, and convenience come together. This stunning second-fl...

2 Beds
2 Baths
Park Place Condominiums SubDv.
22602 Zip Code
ACTIVE Status

3013 Saratoga Dr, Winchester $549,900

Nestled in the prestigious Battle Park Estates, this exquisite residence embodies the perfect blend of luxury and comfort. Built in 2001, this detached home showcases a t...

3 Beds
3 Baths
Battle Park Estates SubDv.
22601 Zip Code
CLOSED Status

114 Woodys Pl, Winchester $358,000

TOTALLY Renovated & Everything SHINES!! If this home had a Brand, it would be NEW!! Neatly tucked away on a Quiet Cul De Sac Woodys Place backs down to the beautiful ...

3 Beds
2 Baths
Carlisle Estates SubDv.
22602 Zip Code
CLOSED Status

154 Copeley Cir, Winchester $399,000

Beautiful end unit garage townhome available now in Freedom Manor. Bought brand new in 2023 this home showcases close to 2500 finished square feet on 3 levels and is idea...

3 Beds
4 Baths
Freedom Manor SubDv.
22602 Zip Code
CLOSED Status

813 Chelsea Dr, Winchester $560,000

BEAUTIFUL NEW PRICE FOR A BEAUTIFUL HOUSE! ELEGANT AND SPECTACULAR! DRAMATIC SHOW STOPPER HOME IN MEADOW BRANCH SOUTH. If your passion is entertaining and fine living, th...

5 Beds
3 Baths
Meadowbranch South SubDv.
22601 Zip Code
CLOSED Status

310 Longview Ave, Winchester $450,000

Discover a stunning blend of Colonial and Contemporary architecture in this exquisite 3-bedroom, 2.5-bathroom residence, built in 2024. Step inside to find luxurious viny...

3 Beds
3 Baths
None Available SubDv.
22601 Zip Code
CLOSED Status

107 Lenore Ln, Winchester $515,000

Final opportunity in Winchester! Included features: an inviting covered entry, a bedroom and bathroom in lieu of a study and powder room, a well-appointed kitchen offerin...

4 Beds
3 Baths
Raven Oaks SubDv.
22602 Zip Code
CLOSED Status

2206 Indian Hollow Rd, Winchester $787,000

If you are looking for something beautifully different in a home, look no further. This contemporary home has it all. Room to roam, beautiful views, a spectacular area f...

4 Beds
4 Baths
None Available SubDv.
22603 Zip Code
CLOSED Status

141 Rappahannock Trl, Winchester $235,000

Rarely-available premium-lot COTTAGE OVERLOOKING THE LAKE in Shawneeland! Lovingly cared for as a vacation home for the past two decades, now ready for a new owner to ad...

2 Beds
1 Baths
Shawneeland SubDv.
22602 Zip Code
CLOSED Status

489 Estate Dr, Winchester $540,000

Calling all nature lovers looking for a haven to unwind! This custom-built gem in Winchester offers the perfect blend of comfort, space, and privacy on 5 sprawling woode...

3 Beds
4 Baths
Country Squire Estates SubDv.
22603 Zip Code
CLOSED Status

316 Longview Ave, Winchester $434,170

None

4 Beds
3 Baths
Wea-Villa SubDv.
22601 Zip Code
CLOSED Status

336 Iris Ln, Winchester $294,000

What an amazing retreat on almost 3 acres. Are you looking for privacy and peace and quiet? Here it is! Winter time views! Home has been painted, new decks, new flooring,...

3 Beds
1 Baths
None Available SubDv.
22602 Zip Code
CLOSED Status

1876 Clayton Ridge Dr, Winchester $617,716

Welcome to this stunning home in the highly sought-after Meadow Branch Community (no HOA), where modern updates and thoughtful enhancements define the living experience. ...

4 Beds
4 Baths
Meadow Branch South SubDv.
22601 Zip Code
CLOSED Status

143 Poe Dr, Winchester $571,999

Beautiful lot that backs to woods for more privacy. The main floor of the popular Hemingway offers a beautiful study, a spacious great room and an open dining area with a...

4 Beds
3 Baths
Raven Oaks SubDv.
22602 Zip Code
CLOSED Status

323 Bobcat Trl, Winchester $549,900

If a custom-built home with an eye for detail, and breathtaking views are what you have been searching for look no further. This 3-bedroom 3-bathroom split foyer offers t...

3 Beds
3 Baths
Shawnee Land SubDv.
22602 Zip Code
CLOSED Status

138 Poe Dr, Winchester $530,410

QUICK MOVE IN HOME! ASK ABOUT SPECIAL FINANCING! Included features of this Lapis home built by Richmond American: a spacious great room with an electric fireplace, a gene...

3 Beds
3 Baths
Raven Oaks SubDv.
22602 Zip Code
CLOSED Status

186/190 Hawthorne Dr, Winchester $882,000

Designed by renowned local architect, Keith Williams, and built by Furman and Kathy Perry of Perry Engineering, this stunning contemporary home sits on a lot of over one ...

4 Beds
5 Baths
Hawthorne Acres SubDv.
22601 Zip Code
CLOSED Status

1509 Handley Ave, Winchester $725,000

Welcome to your dream home! This stunning 5-bedroom, 4 and ½ bath residence sits majestically in the highly sought after City of Winchester! Built in 2018 this home is b...

5 Beds
5 Baths
Williamsburg Heights SubDv.
22601 Zip Code
CLOSED Status

520 Winding Ridge Ln, Winchester $699,000

Welcome to Honey Bear Ridge! This listing offers three (3) parcels, (Lots, 6, 7, and 8, Ritter Mountain Subdivision.), totaling 41.70 acres with a residence. There is ...

3 Beds
3 Baths
Ritter Mountain SubDv.
22603 Zip Code
CLOSED Status

116 Forest Ridge Rd, Winchester $585,000

**Seller SPECIAL FINANCING OFFER: 2-1 Buy Down for Lower Initial Payments!** Great home is a wonderful, sought after community! Welcome to this lovely mid century mode...

4 Beds
5 Baths
Stonebrook Farms SubDv.
22602 Zip Code
CLOSED Status

673 Hillman Dr, Winchester $520,000

Step into your ideal home! This stunning, newly constructed property, expertly crafted by DR HORTON, showcases the magnificent Hadley Model in all its glory. With over 35...

5 Beds
4 Baths
None Available SubDv.
22601 Zip Code
CLOSED Status

2660 N Frederick Pike, Winchester $1,670,000

Don't miss your chance to own this remarkable contemporary home in Winchester. This stunning property is in pristine condition and combines modern elegance on a beautiful...

6 Beds
5 Baths
None Available SubDv.
22603 Zip Code
CLOSED Status

427 Mosby St, Winchester $435,000

This is a must see unique property located in a desired area, in the Winchester City limits. and within walking distance to John Handley High School. This home is much ...

4 Beds
3 Baths
Toan & Yost SubDv.
22601 Zip Code
CLOSED Status

159 Lake Serene Dr, Winchester $700,000

Nestled among mature trees, this idyllic home is part of a lakeside community, secluded, yet minutes from town. The home offers generously sized public rooms with firepl...

3 Beds
3 Baths
Lake Serene SubDv.
22603 Zip Code
CLOSED Status

135 Kent St S Unit 202, Winchester $239,000

SELLER WILL GIVE $2,500 CREDIT TO BUYER TO BUY DOWN THE RATE!!!!! Welcome to your dream condo in the heart of downtown Winchester! Light, bright, adorable and move-in rea...

1 Beds
1 Baths
Winchester City SubDv.
22601 Zip Code
CLOSED Status

678 Lake Serene Dr, Winchester $715,000

Exceptional Contemporary lakeside home, nestled among mature trees exudes resort aura with dramatic open floor plan and outdoor areas overlooking private dock and beautif...

3 Beds
3 Baths
Lake Serene SubDv.
22603 Zip Code
CLOSED Status

112 W Germain St, Winchester $649,500 ▼

100-Year-Old Downtown Winchester Charmer – Fully Reimagined in 2025! This stunning, fully restored century-old home seamlessly blends historic charm with high-end modern ...

3 Beds
3 Baths
Historic Downtown Winchester SubDv.
22601 Zip Code
ACTIVE Status

632 Dry Creek Ln, Winchester $1,525,000

Set on 65 picturesque acres just outside of Winchester, 632 Dry Creek Lane offers a rare blend of refined living and exceptional land, an ideal private retreat within eas...

4 Beds
4 Baths
None Available SubDv.
22603 Zip Code
CLOSED Status

105 Lenore Ln, Winchester $520,000

Welcome to this better-than-new former model home, built in 2024 and thoughtfully upgraded throughout—Offering the ideal blend of style, space, and value, this move-in re...

3 Beds
2 Baths
Raven Oaks SubDv.
22602 Zip Code
CLOSED Status

136 Parkside Dr, Winchester $256,000

Open Hose has been cancelled for today 4/4! Great Investment property or 1st home! Charming and spacious 2 bedroom, 1.5 baths Townhouse. Extra large living room has hard...

2 Beds
2 Baths
Brookland Heights SubDv.
22602 Zip Code
CLOSED Status

4494 Cedar Creek Grade, Winchester image

4494 Cedar Creek Grade, Winchester $509,000

Escape to Your Private Almost 3-Acre Oasis: The Ultimate Modern Homestead! Rarely does a property offer the perfect synergy of a high-end interior renovation and a fully ...

4 Beds
3 Baths
None Available SubDv.
22602 Zip Code
CLOSED Status

151 Darby Dr, Winchester $550,000 ▼

Lovely contemporary home in the established Ravenwing subdivision, featuring a highly desirable main-level primary suite and a layout you’ll instantly fall in love with. ...

4 Beds
4 Baths
Raven Wing SubDv.
22602 Zip Code
ACTIVE UNDER CONTRACT Status

321 Copperfield Ln, Winchester $315,000

Super cute 3 level townhome with a great design, two full baths one in the basement one in the upper level and a half on the main. Spacious and affordable!! 2 assigned pa...

3 Beds
3 Baths
Copperfield SubDv.
22602 Zip Code
CLOSED Status

201 Nathaniel Dr, Winchester $699,900 ▼

100K PRICE DROP!!! Stunning new construction modern contemporary home situated on nearly 6 private wooded acres, offering the perfect balance of privacy and convenience. ...

3 Beds
4 Baths
None Available SubDv.
22603 Zip Code
ACTIVE Status

Winchester Contemporary Style Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in 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!