Old Town, VA homes for sale & real estate

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209 S Braddock St, Winchester, VA 22601
209 S Braddock St, Winchester, VA 22601
209 S Braddock St, Winchester, VA 22601
ABOUT THIS HOME
Old Town, VA Homes for Sale
Opportunity is knocking! Here's your chance to purchase a unique home in the beautiful Winchester Historic district. Step inside to hardwood flooring to your left is the formal living room with a brick fireplace with a mantel to display your treasures, on the main level you will find a full bath, laundry, and kitchen with Tiled Floors- off the kitchen is a door that leads to a patio and your backyard ready to design to your taste, imagine the possibilities! Upstairs you will find 2 bedrooms- the Primary Bedroom has an exposed stone wall, and a door leading to a landing. The upper level bath has a jetted tub and double sinks. Winchester's Historic district offers Parades which you can watch

$300,000

2 beds2 baths1,446 sq ft

209 S Braddock St, Winchester, VA 22601

4,561 sq ft lot • Very walkable

(540) 349-1400

214 S Braddock St, Winchester, VA 22601
214 S Braddock St, Winchester, VA 22601
214 S Braddock St, Winchester, VA 22601
ABOUT THIS HOME
Old Town, VA Homes for Sale
This property is currently zoned as fully commercial but has the potential to be changed to: Mixed Use or Fully Residential with proper city approval. Additional information from city located in documents. This home will need a Kitchen. Situated in Downtown Winchester, 214 S Braddock is waiting for your ideas! Built in 1865, this home features historic charm including exposed brick walls, beautiful hardwood floors, crown molding, original fireplaces, and super high ceilings, this space is sure to impress! This home is a lot larger than it appears from the outside! Large front porch leads to a space that would be ideal for a enjoying your coffee in the morning or relaxing after a long day!

$439,000

5 beds2 baths2,186 sq ft

214 S Braddock St, Winchester, VA 22601

3,951 sq ft lot • Very walkable

(703) 679-1700

1 N Braddock St, Winchester, VA 22601
1 N Braddock St, Winchester, VA 22601
1 N Braddock St, Winchester, VA 22601
ABOUT THIS HOME
Old Town, VA Homes for Sale
Make Offer! Excellent Development Opportunity! Downtown Winchester, VA! APPROVED (!) Mixed Use site plan for multi-story building consisting of 1st floor commercial space (1,340 SF) with 6x spacious luxury condos/apartments (potential for seven) with rooftop patio above (for total of 8 rental units)! Legacy development opportunity! One North is located in the second historical district and Enterprise Zone. It qualifies for a $100K state grant along with special financing, tax rebates and other incentives to build. Buyer to verify all incentives. VERY FEW infill lots available and certainly not already site plan approved! One block from walking mall. Asking $599,000, price includes land, ap

$599,000

— beds— baths— sq ft

1 N Braddock St, Winchester, VA 22601

3,703 sq ft lot • Walker's paradise

(540) 662-9937

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Nearby homes that match your criteria

201 Parkway St, Winchester, VA 22601
201 Parkway St, Winchester, VA 22601
201 Parkway St, Winchester, VA 22601
ABOUT THIS HOME
Old Town, VA Homes for Sale
Freshly Renovated Charmer in Winchester! Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners. ✨ Recent Updates Include: Fresh interior paint throughout Renovated kitchen and bath Updated fixtures and finishes Clean, move-in ready condition This home offers the perfect blend of charm and function — ideal for a first-time buyer, downsizer, or investor looking for a turnkey rental. With convenient access to downtown Winchester, shops, restaurants, and commuter routes, the location can’t be beat. Don’t miss your chance to own a beautifully refresh

$499,900

4 beds4 baths1,627 sq ft

201 Parkway St, Winchester, VA 22601

Somewhat walkable

(703) 445-9100

16 W Clifford St, Winchester, VA 22601
16 W Clifford St, Winchester, VA 22601
16 W Clifford St, Winchester, VA 22601
ABOUT THIS HOME
Old Town, VA Homes for Sale
Wooden construction, Alley side home ready for construction. Boarders Downton Winchester, blocks form Historic Old town, Walking Mall and restaurant Alley. 5 minutes drive to Shenandoah University. Winchester has been named fastest growing place in all of VA. Best place to retire by FORBS magazine. 15 hour outside of Washington DC excellent location for rental. City approved plans to convert this to a three unit apartment structure available.

$275,000

3 beds2 baths1,804 sq ft

16 W Clifford St, Winchester, VA 22601

2,309 sq ft lot • Very walkable

(703) 378-8810

230 W Boscawen St, Winchester, VA 22601
230 W Boscawen St, Winchester, VA 22601
230 W Boscawen St, Winchester, VA 22601
ABOUT THIS HOME
Old Town, VA Homes for Sale
Multifamily, Professional Office, Historical Residence, or a combination of any of these opportunities! Even potential bed and breakfast or events center! Located in Historical Old Town Winchester, Holly House offers three floors, totaling over 7650 +/- SF, PLUS a HUGE outdoor English courtyard, ideal for urban gardening, building expansion, additional parking or pool! Iconic Federal Style architecture with wrought iron fencing, double height cathedral windows, master fireplace, and original, grand hardwood staircase. Property qualifies for historical tax credits and is ready for renovation back to its original magnificence. Walking distance to Old Town and off street parking make this an

$649,000

— beds— baths7,650 sq ft

230 W Boscawen St, Winchester, VA 22601

0.28 acre lot • Very walkable

(540) 662-9937

413 S Braddock St, Winchester, VA 22601
413 S Braddock St, Winchester, VA 22601
413 S Braddock St, Winchester, VA 22601

$249,000

2 beds1 bath1,542 sq ft

413 S Braddock St, Winchester, VA 22601

6,482 sq ft lot • Very walkable

(540) 662-0400

Average home prices near Old Town, VA

Cities

Neighborhoods

Historic District homes for sale
$494,500
Kernstown homes for sale
$405,000

Old Town, VA real estate trends

$270K

Sale price

-34.0%
since last year

$272

Sale $/sq ft

+36.7%
since last year

Over list price

1.9%

Days on market

Down payment

—

Total homes sold

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