Save Search

Price

Beds

Baths

Filters 1

Reset

1 Filter Applied

Basic Info

Price

Beds

Baths

Property Type

Listing Status

Purchase Type

Days On Site

Advanced

Less Than

Unit Level

City Limits Y/N

Property Details

SqFt

Switch to Acre

Lot Size

Switch to Acre

Price per Sqft

Monthly HOA Fee

Year Built

Stories

Kitchens

Flooring

Special Listing Condition

Pool

HOA Y/N

Amenities

Acceptable Financing

Level(s)

Fence

Property Sub Type

Ownership

Adult Community

Basement

Elevator

Exterior Finish

Financing

Other Rooms

Acres

Style

Water Front Y/N

Foundation

Full Bathrooms

Half Bathrooms

Area

Minimum Lease Period

Horse Property

Frontage

Pet Allowed

Property Condition

Water Access

New Construction Y/N

Utilities

Tax Amount

Short Sale(Y/N)

Architectural Style

Sewage Type

Water

Laundry

Roof

Building Type

Unit Features

Basement(Y/N)

Outbuilding

Land Lease Fee

Fireplace Y/N

Keyword

Maintenance Fee

Farm Description

Flood Zone

Assessed Value

Interior Features

Fireplace Type

Heating

Cooling

Interior Lot Features

Fireplace Number

Exterior Features

Lot Description

Parking Type

Parking Space

Garage Space

Carport Spaces

Pool Y/N

Garage Y/N

Property Features

Waterfront

Community Features

Water View

Open House

Has Picture

New

Hot

Virtual Tour

3D Tour

Price Reduced

Save Search (2)

28 Properties

28 Properties Available

Name: Open House - 12PM-2PM
Start: 2026-05-17T12:00:00.000Z
End: 2026-05-17T14:00:00.000Z
Location: 2250 ROOSEVELT BLVD, Winchester, VA 22601

Default

Open 5/17 12PM-2PM

$445,000

2250 ROOSEVELT BLVD, Winchester, VA 22601

6 Beds3 Baths1,552 SqFt

MLS# VAWI2010064

Listed by Samson Properties

Price Dropped by $27K

$257,500

332 OPEQUON AVE, Winchester, VA 22601

3 Beds1 Bath1,404 SqFt

MLS# VAWI2010454

Listed by Samson Properties

Price Dropped by $11K

$379,000

433 BEECHCROFT RD, Winchester, VA 22601

4 Beds2 Baths1,328 SqFt

MLS# VAWI2010448

Listed by United Real Estate Premier

Price Dropped by $29K

$510,000

720 S KENT ST, Winchester, VA 22601

4 Beds3 Baths1,798 SqFt

MLS# VAWI2010052

Listed by Pearson Smith Realty, LLC

510 N PLEASANT VALLEY RD, Winchester, VA 22601

Price Dropped by $10K

$310,000

510 N PLEASANT VALLEY RD, Winchester, VA 22601

2 Beds2 Baths1,227 SqFt

MLS# VAWI2010298

Listed by RE/MAX Roots

Price Dropped by $19K

$319,900

2956 GRACE ST, Winchester, VA 22601

3 Beds1 Bath1,699 SqFt

MLS# VAWI2010184

Listed by Samson Properties

Price Dropped by $10K

$285,000

704 WATSON AVE, Winchester, VA 22601

2 Beds2 Baths864 SqFt

MLS# VAWI2010194

Listed by Samson Properties

Price Dropped by $2K

$382,500

540 EAGLE PL, Winchester, VA 22601

3 Beds2 Baths1,450 SqFt

MLS# VAWI2010212

Listed by NextHome Realty Select

Price Dropped by $40K

$545,000

308 RIDGE AVE, Winchester, VA 22601

3 Beds3 Baths3,000 SqFt

MLS# VAWI2010158

Listed by Colony Realty

Price Dropped by $10K

$220,000

523 MONTICELLO ST, Winchester, VA 22601

2 Beds2 Baths1,064 SqFt

MLS# VAWI2010120

Listed by Berkshire Hathaway HomeServices PenFed Realty

Under Contract

$365,000

520 N BRADDOCK ST, Winchester, VA 22601

3 Beds2 Baths1,999 SqFt

MLS# VAWI2010142

Listed by MarketPlace REALTY

Price Dropped by $10K

$299,900

126 S EUCLID AVE, Winchester, VA 22601

3 Beds1 Bath1,086 SqFt

MLS# VAWI2010132

Listed by Samson Properties

Under Contract

$415,000

209 WOOD AVE, Winchester, VA 22601

3 Beds3 Baths1,528 SqFt

MLS# VAWI2010178

Listed by Colony Realty

Price Dropped by $5K

$384,990

221 MONTEITH DR, Winchester, VA 22601

3 Beds4 Baths1,784 SqFt

MLS# VAWI2010162

Listed by DRB Group Realty, LLC

Price Dropped by $29K

$550,000

1317 CAROLINE ST, Winchester, VA 22601

4 Beds2 Baths2,837 SqFt

MLS# VAWI2010126

Listed by Colony Realty

743 BERRYVILLE AVE, Winchester, VA 22601

Price Dropped by $15K

$424,000

743 BERRYVILLE AVE, Winchester, VA 22601

4 Beds2 Baths1,400 SqFt

MLS# VAWI2010062

Listed by Pearson Smith Realty, LLC

Price Dropped by $10K

$409,000

115 E MONMOUTH ST, Winchester, VA 22601

4 Beds2 Baths1,432 SqFt

MLS# VAWI2010138

Listed by Inmobiliaria De Las Casas LLC

153 HARVEST RIDGE DR, Winchester, VA 22601

Price Dropped by $7K

$642,900

153 HARVEST RIDGE DR, Winchester, VA 22601

4 Beds3 Baths3,157 SqFt

MLS# VAFV2040020

Listed by Homecoin.com

Price Dropped by $3K

$469,900

620 CRYSTAL CT, Winchester, VA 22601

4 Beds3 Baths2,100 SqFt

MLS# VAWI2010000

Listed by Realty FC

Price Dropped by $5K

$374,990

218 MONTEITH DR, Winchester, VA 22601

3 Beds4 Baths1,784 SqFt

MLS# VAWI2009978

Listed by DRB Group Realty, LLC

Price Dropped by $10K

$539,900

832 WINDER CT, Winchester, VA 22601

3 Beds2 Baths1,974 SqFt

MLS# VAWI2009800

Listed by Realty ONE Group Old Towne

Price Dropped by $20K

$369,990

214 MONTEITH DR, Winchester, VA 22601

3 Beds4 Baths1,784 SqFt

MLS# VAWI2009620

Listed by DRB Group Realty, LLC

609 SMITHFIELD AVE, Winchester, VA 22601

Active

$1,575

609 SMITHFIELD AVE, Winchester, VA 22601

2 Beds1 Bath976 SqFt

MLS# VAWI2010228

Listed by Samson Properties

Active

$1,700

2965 SORRELL CT, Winchester, VA 22601

3 Beds3 Baths1,280 SqFt

MLS# VAWI2010170

Listed by Virginia Property Group, Inc.

explore listings

Quick Search