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Winchester, VA Residential Income Properties for Sale

16 results
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Winchester Multifamily Investment Opportunity
$339,000
1,249 SF

Winchester Multifamily Investment Opportunity

45 Race St, Winchester, VA 22601

Multifamily property with $36,000 rental income near Old Town.

  • High rental income of $36,000 annually.
  • Completely rehabbed apartments featuring new wiring, plumbing, appliances, flooring, and fenced backyards.
  • Long‑term tenants in place, ensuring immediate income.
  • Low‑maintenance property, ideal for hands‑off investment.
  • Located minutes from Old Town Winchester and major commuter routes.
Updated: Feb 12
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Approved Mixed-Use Development Opportunity
$499,000
0.09 Acres

Approved Mixed-Use Development Opportunity

1 N Braddock St, Winchester, VA 22601

Approved mixed-use site plan in downtown Winchester, Virginia.

  • Approved mixed‑use site plan for a multi‑story building with commercial space and luxury condos/apartments.
  • Located in downtown Winchester, one block from the walking mall.
  • Qualifies for a $100K state grant, special financing, tax rebates, and other incentives.
  • Includes land, approved planning and zoning site plan, and building design/floor layout.
  • Potential for 8 total rental units (commercial space plus 6‑7 residential units with rooftop patio).
Updated: Jan 13
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Downtown Winchester Mixed-Use Redevelopment Opportunity
$1,500,000
9,000 SF

Downtown Winchester Mixed-Use Redevelopment Opportunity

B1-zoned property with income, redevelopment potential, and downtown location.

314 N Braddock St, Winchester, VA 22601
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Winchester Land Development Opportunity
$4,500,000
11.43 Acres

Winchester Land Development Opportunity

11.43 acres in Winchester, VA, prime for mixed-use development.

801 Fairmont Ave, Winchester, VA 22601
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Rehabilitated Multifamily Property For Sale
$334,000

Rehabilitated Multifamily Property For Sale

Recently renovated multifamily property with secure parking and included appliances.

553 Highland Ave, Winchester, VA 22601
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Winchester Multifamily Investment Opportunity
$2,490,000

Winchester Multifamily Investment Opportunity

16-unit apartment building near community park, 100% occupied.

600 Smithfield Ave, Winchester, VA 22601
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New Townhome with Modern Features
$419,990

New Townhome with Modern Features

4-bedroom townhome with granite countertops and stainless steel appliances.

187 Sioux Loop, Winchester, VA 22602
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Remodeled Multi-Unit Property with Income
$1,899,000

Remodeled Multi-Unit Property with Income

Completely remodeled multi-unit property with significant rental income potential.

908 Cedar Creek Grade, Winchester, VA 22601
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Downtown Mixed-Use Redevelopment Opportunity
$1,500,000

Downtown Mixed-Use Redevelopment Opportunity

B1-zoned property with income, redevelopment potential, and downtown location.

314 N Braddock St, Winchester, VA 22601
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16-Unit Apartment Building Near Park
$2,490,000

16-Unit Apartment Building Near Park

Fully occupied apartment building with long-term tenants and off-street parking.

600 Smithfield Ave, Winchester, VA 22601
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Renovated Winchester Home Near I-81
$359,800

Renovated Winchester Home Near I-81

Renovated home with B2 zoning near Interstate 81.

148 Amoco Ln, Winchester, VA 22603
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Mixed-Use Building Near Walking Mall
$249,900

Mixed-Use Building Near Walking Mall

Two-story mixed-use building near Winchester Downtown Walking Mall.

109 S Kent St, Winchester, VA 22601
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Winchester, VA Commercial Land
Contact for pricing
115.00 Acres

Winchester, VA Commercial Land

115 acres, mixed-use development potential.

740 Front Royal Pike, Winchester, VA 22602
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Gray Ave Apartments: Winchester, VA
$3,150,000
11,000 SF

Gray Ave Apartments: Winchester, VA

12-unit apartment building, high occupancy.

525-527 Gray Ave, Winchester, VA 22601
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Approved Mixed-Use Development Opportunity
$499,000

Approved Mixed-Use Development Opportunity

Approved mixed-use site plan in downtown Winchester, Virginia.

1 N Braddock St, Winchester, VA 22601
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Valley Avenue Investment Opportunity
$1,250,000

Valley Avenue Investment Opportunity

1.15 acres with rental income and business potential.

2970 Valley Ave, Winchester, VA 22601
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Based on your search, we've compiled 517 Potential Opportunities for your consideration. Besides 16 Active listings in Winchester, VA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 494 Off-Market properties to explore as potential leads, plus 3 Land Listings that present a potential for development.

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Prime Stephenson, VA Land
$5,550,000
200.00 Acres

Prime Stephenson, VA Land

200 acres for residential development

1160 Jordan Springs Rd, Stephenson, VA 22656
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Three Detached Homes Investment Opportunity
$575,000
1,221 SF

Three Detached Homes Investment Opportunity

Three detached homes on one parcel, excellent investment opportunity.

437 Stephenson Rd, Stephenson, VA 22656
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Inviting Duplex in Quiet Cul-de-Sac
$269,900

Inviting Duplex in Quiet Cul-de-Sac

Duplex with spacious master, decks, and open eat-in kitchen.

129 Woodridge Ct, Stephens City, VA 22655
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Charming Condo with Nature Views
$219,900

Charming Condo with Nature Views

Spacious 2-bedroom condo with balcony, trail to lake.

114 Timberlake Ter, Stephens City, VA 22655
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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Winchester Land For Sale
$649,900
1.75 Acres

Winchester Land For Sale

1.75 acres of B-2 zoned land off I-81.

115 Dairy Corner Pl, Winchester, VA 22602
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Approved Lot in Tavistock Estates
$369,900
11.49 Acres

Approved Lot in Tavistock Estates

11.49 acre lot approved for 3 bedroom perk!

Tavistock Dr, Winchester, VA 22602
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Wooded Land Near Winchester, VA
$129,000
8.30 Acres

Wooded Land Near Winchester, VA

8.3 acres of wooded land, ideal for building or recreation.

Light Rd, Winchester, VA 22603
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Explore Off-Market Properties in Winchester, VA

Consider similar Off-Market properties in Winchester, VA. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

564 Loudoun St

564 Loudoun St

APARTMENT HOUSE (UNDER 5 UNITS) • 1,609 SF
Value Estimation by Request
564 Loudoun St, Winchester, VA 22601-4854
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107 Germain St

107 Germain St

APARTMENT HOUSE (UNDER 5 UNITS) • 1,068 SF
Value Estimation by Request
107 Germain St, Winchester, VA 22601-4629
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417 Gray Ave

417 Gray Ave

APARTMENT HOUSE (UNDER 5 UNITS) • 2,048 SF
Value Estimation by Request
417 Gray Ave, Winchester, VA 22601-5241
View details
117 Leicester St

117 Leicester St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,478 SF
Value Estimation by Request
117 Leicester St, Winchester, VA 22601-4615
View details
2321 Roosevelt Blvd

2321 Roosevelt Blvd

APARTMENT HOUSE (UNDER 5 UNITS) • 956 SF
Value Estimation by Request
2321 Roosevelt Blvd, Winchester, VA 22601-3626
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680 Berryville Ave

680 Berryville Ave

APARTMENT HOUSE (UNDER 5 UNITS) • 1,672 SF
Value Estimation by Request
680 Berryville Ave, Winchester, VA 22601-5665
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422 Braddock St

422 Braddock St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,416 SF
Value Estimation
$535,000
422 Braddock St, Winchester, VA 22601-3922
View details
707 Braddock St

707 Braddock St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,363 SF
Value Estimation by Request
707 Braddock St, Winchester, VA 22601-4052
View details

Winchester, VA Residential Income Properties Investment Opportunities Market Analysis

Explore 510 residential income properties for sale in Winchester, VA, showcased through 16 active listings on our real estate platform. These investment opportunities span a total of 3,087,821 square feet of properties for sale, with an estimated market value of $147,883,000.

Sale prices for residential income properties in Winchester, VA start at $95,000, averaging $353,787, and reaching up to $19,195,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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