Real Estate Investment Properties for Sale in Windsor, VA

Looking for investment property in Windsor, VA with high ROI ?

Explore a variety of short-term homes & houses in Windsor, VA. Invest wisely with VRBO & Windsor, VA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Windsor, VA

Search for Single Family Residential for Sale in Windsor, Virginia. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 31 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
24209 Lovers Ln Windsor, VA Welcome to 24209 Lovers Ln! This spacious home offers multiple living areas, thoughtful up...	3 beds \| 2 baths \| 2,160 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.28% Airbnb Rental Income: $null Traditional Rental Income: $2317 Airbnb ROI: N/A Traditional ROI: 5.28%
25253 Kelsie St Windsor, VA Beautiful home located in a sought-after Windsor neighborhood, set on a private wooded lot...	5 beds \| 3 baths \| 2,500 sq.ft.	$459,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.68% Airbnb Rental Income: $null Traditional Rental Income: $2828 Airbnb ROI: N/A Traditional ROI: 4.68%
25452 Walters Hwy Windsor, VA Looking for space and privacy? Look no further! This 5-bed, 2-bath, 2,500-square-foot ranc...	5 beds \| 2 baths \| 2,500 sq.ft.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.4% Airbnb Rental Income: $null Traditional Rental Income: $2924 Airbnb ROI: N/A Traditional ROI: 5.4%
12169 Ava Ln Windsor, VA Move in Ready-Quick Close - The Cypress at Windsor Station! Experience the perfect blend o...	4 beds \| 3 baths \| 2,430 sq.ft.	$538,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.93% Airbnb Rental Income: $null Traditional Rental Income: $2918 Airbnb ROI: N/A Traditional ROI: 3.93%
.47AC Holland Dr Windsor, VA WELCOME TO THE MAYFIELD, ANOTHER FABULOUS HOME FROM SUFFOLK & ISLE OF WIGHTS PREMIER CUSTO...	4 beds \| 2 baths \| 2,342 sq.ft.	$588,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $2929 Airbnb ROI: N/A Traditional ROI: 3.38%
Davidson Plan Windsor, VA Davidson Plan, Windsor, VA 23487 \| Single Family Residential	5 beds \| 3 baths \| 3,047 sq.ft.	$544,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.9% Airbnb Rental Income: $null Traditional Rental Income: $2576 Airbnb ROI: N/A Traditional ROI: 2.9%
Cypress Plan Windsor, VA Cypress Plan, Windsor, VA 23487 \| Single Family Residential	4 beds \| 3 baths \| 2,430 sq.ft.	$514,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.66% Airbnb Rental Income: $null Traditional Rental Income: $2331 Airbnb ROI: N/A Traditional ROI: 2.66%
Caldwell Plan Windsor, VA Caldwell Plan, Windsor, VA 23487 \| Single Family Residential	3 beds \| 2 baths \| 2,071 sq.ft.	$499,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.78% Airbnb Rental Income: $null Traditional Rental Income: $1857 Airbnb ROI: N/A Traditional ROI: 1.78%
McDowell Plan Windsor, VA McDowell Plan, Windsor, VA 23487 \| Single Family Residential	4 beds \| 3 baths \| 3,294 sq.ft.	$574,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.87% Airbnb Rental Income: $null Traditional Rental Income: $2157 Airbnb ROI: N/A Traditional ROI: 1.87%
Raleigh Plan Windsor, VA Raleigh Plan, Windsor, VA 23487 \| Single Family Residential	4 beds \| 2 baths \| 2,449 sq.ft.	$509,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.13% Airbnb Rental Income: $null Traditional Rental Income: $2056 Airbnb ROI: N/A Traditional ROI: 2.13%
Drexel Plan Windsor, VA Drexel Plan, Windsor, VA 23487 \| Single Family Residential	4 beds \| 2 baths \| 2,591 sq.ft.	$519,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.93% Airbnb Rental Income: $null Traditional Rental Income: $1996 Airbnb ROI: N/A Traditional ROI: 1.93%
44 N Court St Windsor, VA This 4-bedroom, 2-bath ranch offers comfortable one-level living with a spacious and funct...	4 beds \| 2 baths \| 2,086 sq.ft.	$299,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.44% Airbnb Rental Income: $null Traditional Rental Income: $2694 Airbnb ROI: N/A Traditional ROI: 7.44%
12185 Ava Ln Windsor, VA This NEW Kestrel Ranch in Windsor Station is move-in ready NOW!! Beautiful Craftsman touch...	4 beds \| 3 baths \| 2,618 sq.ft.	$589,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.43% Airbnb Rental Income: $null Traditional Rental Income: $3039 Airbnb ROI: N/A Traditional ROI: 3.43%
11563 Savannah St Windsor, VA This NEW Kestrel Ranch is move-in ready, only finishing touches remain!! Cozy cottage styl...	4 beds \| 3 baths \| 2,347 sq.ft.	$559,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.16% Airbnb Rental Income: $null Traditional Rental Income: $2833 Airbnb ROI: N/A Traditional ROI: 3.16%
12236 Ava Ln Windsor, VA Welcome to Windsor Station! This stunning Halena model will be move-in ready this July and...	4 beds \| 3 baths \| 2,311 sq.ft.	$572,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.02% Airbnb Rental Income: $null Traditional Rental Income: $2781 Airbnb ROI: N/A Traditional ROI: 3.02%
12177 Ava Ln Windsor, VA Welcome to Windsor Station! This stunning Oakville model will be move-in ready this August...	4 beds \| 3 baths \| 2,650 sq.ft.	$583,800	Airbnb cash on cash: N/A Traditional cash on cash: 3.25% Airbnb Rental Income: $null Traditional Rental Income: $2954 Airbnb ROI: N/A Traditional ROI: 3.25%
11564 Savannah St Windsor, VA Welcome to Windsor Station! This stunning Halena model, elevation B,will be move-in ready ...	4 beds \| 3 baths \| 2,311 sq.ft.	$549,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.25% Airbnb Rental Income: $null Traditional Rental Income: $2794 Airbnb ROI: N/A Traditional ROI: 3.25%
25092 Tyler Dr Windsor, VA Instant equity potential! Appraised 2026 $600K. 4.71 acres & no HOA in Windsor VA. 1994 br...	3 beds \| 2 baths \| 2,567 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $2694 Airbnb ROI: N/A Traditional ROI: 3.38%
MM Kestrel (Ranch) Windsor Station Windsor, VA Welcome to the NEW Kestrel Ranch Model in Windsor Station, which combines country-style li...	3 beds \| 3 baths \| 1,979 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.19% Airbnb Rental Income: $null Traditional Rental Income: $2562 Airbnb ROI: N/A Traditional ROI: 3.19%
MM Drexel Windsor, VA The Drexel is a two-story, four-bedroom, two-and-a-half-bath home with a formal living roo...	4 beds \| 2 baths \| 2,591 sq.ft.	$519,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.93% Airbnb Rental Income: $null Traditional Rental Income: $2924 Airbnb ROI: N/A Traditional ROI: 3.93%
MM Davidson Windsor, VA Enter into The Davidson by Eastwood Homes at Windsor Station, a beautifully designed two-s...	5 beds \| 3 baths \| 3,047 sq.ft.	$544,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $3135 Airbnb ROI: N/A Traditional ROI: 4.04%
MM Caldwell Windsor, VA Experience effortless living in The Caldwell by Eastwood Homes at Windsor Station, a beaut...	3 beds \| 2 baths \| 2,071 sq.ft.	$499,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.4% Airbnb Rental Income: $null Traditional Rental Income: $2575 Airbnb ROI: N/A Traditional ROI: 3.4%
MM Mcdowell Windsor, VA Welcome to The McDowell by Eastwood Homes at Windsor Station, a stunning two-story home de...	4 beds \| 3 baths \| 3,294 sq.ft.	$574,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $3425 Airbnb ROI: N/A Traditional ROI: 4.32%
MM Raleigh Windsor, VA Discover luxury living in The Raleigh by Eastwood Homes at Windsor Station, a stunning two...	4 beds \| 2 baths \| 2,449 sq.ft.	$509,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.03% Airbnb Rental Income: $null Traditional Rental Income: $2926 Airbnb ROI: N/A Traditional ROI: 4.03%
MM Cypress (windsor Station) Windsor, VA Discover The Cypress by Eastwood Homes at Windsor Station, where modern elegance meets tim...	4 beds \| 3 baths \| 2,430 sq.ft.	$514,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.89% Airbnb Rental Income: $null Traditional Rental Income: $2923 Airbnb ROI: N/A Traditional ROI: 3.89%
24129 Johnson Ave Windsor, VA Come and make your new home in Windsor Virginia, voted the friendliest community by Nextdo...	3 beds \| 2 baths \| 1,225 sq.ft.	$308,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $1974 Airbnb ROI: N/A Traditional ROI: 4.86%
9269 Whispering Pines Trl Windsor, VA Hunter's paradise on 5.93 private acres! Zoned Rural Residential, this peaceful property o...	3 beds \| 2 baths \| 1,452 sq.ft.	$380,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.08% Airbnb Rental Income: $null Traditional Rental Income: $2127 Airbnb ROI: N/A Traditional ROI: 4.08%
12242 Ava Ln Windsor, VA 12242 Ava Ln, Windsor, VA 23487 \| Single Family Residential	6 beds \| 3 baths \| 3,958 sq.ft.	$639,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.01% Airbnb Rental Income: $null Traditional Rental Income: $2462 Airbnb ROI: N/A Traditional ROI: 2.01%
12162 Ava Ln Windsor, VA 12162 Ava Ln, Windsor, VA 23487 \| Single Family Residential	5 beds \| 3 baths \| 2,990 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.54% Airbnb Rental Income: $null Traditional Rental Income: $2612 Airbnb ROI: N/A Traditional ROI: 2.54%
18517 Shady Pine LN Windsor, VA Escape to your own private 14.84-Acre wooded retreat in Windsor! Discover ultimate privacy...	5 beds \| 5 baths \| N/A	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.83% Airbnb Rental Income: $null Traditional Rental Income: $4708 Airbnb ROI: N/A Traditional ROI: 5.83%
9545 Windsor Boulevard Windsor, VA Charming rancher on almost 5 acres of land! This cute home features a completely freshly p...	2 beds \| 1 baths \| 1,086 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.48% Airbnb Rental Income: $null Traditional Rental Income: $1622 Airbnb ROI: N/A Traditional ROI: 4.48%

Your search for investment property begins and ends here

Single Family Homes for Sale in Windsor, VA

24209 Lovers Ln

Windsor, VA

3 beds | 2 baths | 2,160 sq.ft.

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.28%

Airbnb Rental Income: $null

Traditional Rental Income: $2317

Airbnb ROI: N/A

Traditional ROI: 5.28%

25253 Kelsie St

Windsor, VA

5 beds | 3 baths | 2,500 sq.ft.

$459,999

Airbnb cash on cash: N/A

Traditional cash on cash: 4.68%

Airbnb Rental Income: $null

Traditional Rental Income: $2828

Airbnb ROI: N/A

Traditional ROI: 4.68%

25452 Walters Hwy

Windsor, VA

5 beds | 2 baths | 2,500 sq.ft.

$435,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.4%

Airbnb Rental Income: $null

Traditional Rental Income: $2924

Airbnb ROI: N/A

Traditional ROI: 5.4%

12169 Ava Ln

Windsor, VA

4 beds | 3 baths | 2,430 sq.ft.

$538,990

Airbnb cash on cash: N/A

Traditional cash on cash: 3.93%

Airbnb Rental Income: $null

Traditional Rental Income: $2918

Airbnb ROI: N/A

Traditional ROI: 3.93%

.47AC Holland Dr

Windsor, VA

4 beds | 2 baths | 2,342 sq.ft.

$588,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.38%

Airbnb Rental Income: $null

Traditional Rental Income: $2929

Airbnb ROI: N/A

Traditional ROI: 3.38%

Davidson Plan

Windsor, VA

5 beds | 3 baths | 3,047 sq.ft.

$544,990

Airbnb cash on cash: N/A

Traditional cash on cash: 2.9%

Airbnb Rental Income: $null

Traditional Rental Income: $2576

Airbnb ROI: N/A

Traditional ROI: 2.9%

Cypress Plan

Windsor, VA

4 beds | 3 baths | 2,430 sq.ft.

$514,990

Airbnb cash on cash: N/A

Traditional cash on cash: 2.66%

Airbnb Rental Income: $null

Traditional Rental Income: $2331

Airbnb ROI: N/A

Traditional ROI: 2.66%

Caldwell Plan

Windsor, VA

3 beds | 2 baths | 2,071 sq.ft.

$499,990

Airbnb cash on cash: N/A

Traditional cash on cash: 1.78%

Airbnb Rental Income: $null

Traditional Rental Income: $1857

Airbnb ROI: N/A