Real Estate Investment Properties for Sale in Windsor, PA

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

Explore a variety of short-term homes & houses in Windsor, PA. Invest wisely with VRBO & Windsor, PA 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, PA

Search for Single Family Residential for Sale in Windsor, Pennsylvania. 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 28 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
10 AZALEA Drive Windsor, PA Sunday 1/4/26 - Open House 1-3 pm. Featuring an open-concept layout, this 2-3 bedroom, 2 f...	3 beds \| 2 baths \| 3,185 sq.ft.	$465,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.91% Airbnb Rental Income: $1480 Traditional Rental Income: $2092 Airbnb ROI: -0.5% Traditional ROI: 1.91%
42 Water St Windsor, PA 42 Water St, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 1,686 sq.ft.	$199,900	Airbnb cash on cash: -0.62% Traditional cash on cash: 6.73% Airbnb Rental Income: $779 Traditional Rental Income: $1855 Airbnb ROI: -0.62% Traditional ROI: 6.73%
307 Boxwood Dr Windsor, PA 307 Boxwood Dr, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 2,277 sq.ft.	$451,990	Airbnb cash on cash: -1.78% Traditional cash on cash: 1.98% Airbnb Rental Income: $779 Traditional Rental Income: $2055 Airbnb ROI: -1.78% Traditional ROI: 1.98%
311 Boxwood Dr Windsor, PA 311 Boxwood Dr, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 2,277 sq.ft.	$455,990	Airbnb cash on cash: -1.79% Traditional cash on cash: 1.95% Airbnb Rental Income: $779 Traditional Rental Income: $2058 Airbnb ROI: -1.79% Traditional ROI: 1.95%
100 Schoolhouse Ln #MAGNOLIA Windsor, PA 100 Schoolhouse Ln #MAGNOLIA, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 2,953 sq.ft.	$493,763	Airbnb cash on cash: -1.85% Traditional cash on cash: 1.9% Airbnb Rental Income: $779 Traditional Rental Income: $2191 Airbnb ROI: -1.85% Traditional ROI: 1.9%
309 Boxwood Dr Windsor, PA 309 Boxwood Dr, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 2,277 sq.ft.	$449,990	Airbnb cash on cash: -1.78% Traditional cash on cash: 2% Airbnb Rental Income: $779 Traditional Rental Income: $2053 Airbnb ROI: -1.78% Traditional ROI: 2%
100 Schoolhouse Ln #HAWTHORNE Windsor, PA 100 Schoolhouse Ln #HAWTHORNE, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 3,646 sq.ft.	$520,038	Airbnb cash on cash: -1.89% Traditional cash on cash: 1.13% Airbnb Rental Income: $779 Traditional Rental Income: $1929 Airbnb ROI: -1.89% Traditional ROI: 1.13%
Caldwell Plan Windsor, PA	3 beds \| 2 baths \| 1,664 sq.ft.	$433,103	Airbnb cash on cash: -0.22% Traditional cash on cash: 2.94% Airbnb Rental Income: $1480 Traditional Rental Income: $2325 Airbnb ROI: -0.22% Traditional ROI: 2.94%
Harrison Plan Windsor, PA	3 beds \| 2 baths \| 2,002 sq.ft.	$447,588	Airbnb cash on cash: -0.29% Traditional cash on cash: 2.76% Airbnb Rental Income: $1480 Traditional Rental Income: $2325 Airbnb ROI: -0.29% Traditional ROI: 2.76%
100 Schoolhouse Ln #SEBASTIAN Windsor, PA 100 Schoolhouse Ln #SEBASTIAN, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 2,701 sq.ft.	$477,116	Airbnb cash on cash: -1.83% Traditional cash on cash: 1.94% Airbnb Rental Income: $779 Traditional Rental Income: $2140 Airbnb ROI: -1.83% Traditional ROI: 1.94%
Arcadia Plan Windsor, PA	3 beds \| 2 baths \| 1,982 sq.ft.	$487,945	Airbnb cash on cash: -0.48% Traditional cash on cash: 2.32% Airbnb Rental Income: $1480 Traditional Rental Income: $2325 Airbnb ROI: -0.48% Traditional ROI: 2.32%
Kipling Plan Windsor, PA Kipling Plan, Windsor, PA 17366 \| Single Family Residential	3 beds \| 2 baths \| 2,801 sq.ft.	$515,302	Airbnb cash on cash: -0.59% Traditional cash on cash: 1.15% Airbnb Rental Income: $1480 Traditional Rental Income: $1884 Airbnb ROI: -0.59% Traditional ROI: 1.15%
100 Schoolhouse Ln #COVINGTON Windsor, PA 100 Schoolhouse Ln #COVINGTON, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 3,405 sq.ft.	$506,570	Airbnb cash on cash: -1.87% Traditional cash on cash: 1.23% Airbnb Rental Income: $779 Traditional Rental Income: $1929 Airbnb ROI: -1.87% Traditional ROI: 1.23%
100 Schoolhouse Ln #LACHLAN Windsor, PA 100 Schoolhouse Ln #LACHLAN, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 2,346 sq.ft.	$465,697	Airbnb cash on cash: -1.81% Traditional cash on cash: 1.89% Airbnb Rental Income: $779 Traditional Rental Income: $2073 Airbnb ROI: -1.81% Traditional ROI: 1.89%
100 Schoolhouse Ln #ADDISON Windsor, PA 100 Schoolhouse Ln #ADDISON, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 2,594 sq.ft.	$478,290	Airbnb cash on cash: -1.83% Traditional cash on cash: 1.29% Airbnb Rental Income: $779 Traditional Rental Income: $1855 Airbnb ROI: -1.83% Traditional ROI: 1.29%
Parker Plan Windsor, PA	4 beds \| 2 baths \| 2,705 sq.ft.	$475,516	Airbnb cash on cash: -1.74% Traditional cash on cash: 1.39% Airbnb Rental Income: $779 Traditional Rental Income: $1855 Airbnb ROI: -1.74% Traditional ROI: 1.39%
100 Schoolhouse Ln #ANDREWS Windsor, PA 100 Schoolhouse Ln #ANDREWS, Windsor, PA 17366 \| Single Family Residential	3 beds \| 2 baths \| 1,819 sq.ft.	$441,472	Airbnb cash on cash: -0.35% Traditional cash on cash: 1.7% Airbnb Rental Income: $1480 Traditional Rental Income: $1892 Airbnb ROI: -0.35% Traditional ROI: 1.7%
Andrews Plan Windsor, PA	3 beds \| 2 baths \| 1,819 sq.ft.	$441,472	Airbnb cash on cash: -0.26% Traditional cash on cash: 1.46% Airbnb Rental Income: $1480 Traditional Rental Income: $1758 Airbnb ROI: -0.26% Traditional ROI: 1.46%
Sebastian Plan Windsor, PA	4 beds \| 2 baths \| 2,701 sq.ft.	$477,116	Airbnb cash on cash: -1.74% Traditional cash on cash: 1.38% Airbnb Rental Income: $779 Traditional Rental Income: $1855 Airbnb ROI: -1.74% Traditional ROI: 1.38%
Magnolia Plan Windsor, PA	4 beds \| 2 baths \| 2,953 sq.ft.	$493,763	Airbnb cash on cash: -1.77% Traditional cash on cash: 1.25% Airbnb Rental Income: $779 Traditional Rental Income: $1855 Airbnb ROI: -1.77% Traditional ROI: 1.25%
Addison Plan Windsor, PA	4 beds \| 2 baths \| 2,595 sq.ft.	$478,290	Airbnb cash on cash: -1.75% Traditional cash on cash: 1.37% Airbnb Rental Income: $779 Traditional Rental Income: $1855 Airbnb ROI: -1.75% Traditional ROI: 1.37%
Nottingham Plan Windsor, PA	4 beds \| 2 baths \| 3,600 sq.ft.	$526,009	Airbnb cash on cash: -1.82% Traditional cash on cash: 0.93% Airbnb Rental Income: $779 Traditional Rental Income: $1814 Airbnb ROI: -1.82% Traditional ROI: 0.93%
Lachlan Plan Windsor, PA	4 beds \| 2 baths \| 2,346 sq.ft.	$465,697	Airbnb cash on cash: -1.72% Traditional cash on cash: 1.76% Airbnb Rental Income: $779 Traditional Rental Income: $1978 Airbnb ROI: -1.72% Traditional ROI: 1.76%
Woodford Plan Windsor, PA	3 beds \| 2 baths \| 2,468 sq.ft.	$472,060	Airbnb cash on cash: -0.41% Traditional cash on cash: 2.49% Airbnb Rental Income: $1480 Traditional Rental Income: $2325 Airbnb ROI: -0.41% Traditional ROI: 2.49%
Ethan Plan Windsor, PA	4 beds \| 2 baths \| 3,211 sq.ft.	$498,032	Airbnb cash on cash: -1.78% Traditional cash on cash: 1.22% Airbnb Rental Income: $779 Traditional Rental Income: $1855 Airbnb ROI: -1.78% Traditional ROI: 1.22%
Devonshire Plan Windsor, PA Devonshire Plan, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 4,016 sq.ft.	$548,418	Airbnb cash on cash: -1.85% Traditional cash on cash: 0.79% Airbnb Rental Income: $779 Traditional Rental Income: $1814 Airbnb ROI: -1.85% Traditional ROI: 0.79%
Covington Plan Windsor, PA	4 beds \| 2 baths \| 3,405 sq.ft.	$506,570	Airbnb cash on cash: -1.79% Traditional cash on cash: 1.07% Airbnb Rental Income: $779 Traditional Rental Income: $1814 Airbnb ROI: -1.79% Traditional ROI: 1.07%
Brentwood Plan Windsor, PA	4 beds \| 2 baths \| 2,074 sq.ft.	$446,541	Airbnb cash on cash: -1.69% Traditional cash on cash: 1.65% Airbnb Rental Income: $779 Traditional Rental Income: $1855 Airbnb ROI: -1.69% Traditional ROI: 1.65%

Your search for investment property begins and ends here

Single Family Homes for Sale in Windsor, PA

10 AZALEA Drive

Windsor, PA

3 beds | 2 baths | 3,185 sq.ft.

$465,000

Airbnb cash on cash: -0.5%

Traditional cash on cash: 1.91%

Airbnb Rental Income: $1480

Traditional Rental Income: $2092

Airbnb ROI: -0.5%

Traditional ROI: 1.91%

42 Water St

Windsor, PA

4 beds | 2 baths | 1,686 sq.ft.

$199,900

Airbnb cash on cash: -0.62%

Traditional cash on cash: 6.73%

Airbnb Rental Income: $779

Traditional Rental Income: $1855

Airbnb ROI: -0.62%

Traditional ROI: 6.73%

307 Boxwood Dr

Windsor, PA

4 beds | 2 baths | 2,277 sq.ft.

$451,990

Airbnb cash on cash: -1.78%

Traditional cash on cash: 1.98%

Airbnb Rental Income: $779

Traditional Rental Income: $2055

Airbnb ROI: -1.78%

Traditional ROI: 1.98%

311 Boxwood Dr

Windsor, PA

4 beds | 2 baths | 2,277 sq.ft.

$455,990

Airbnb cash on cash: -1.79%

Traditional cash on cash: 1.95%

Airbnb Rental Income: $779

Traditional Rental Income: $2058

Airbnb ROI: -1.79%

Traditional ROI: 1.95%

100 Schoolhouse Ln #MAGNOLIA

Windsor, PA

4 beds | 2 baths | 2,953 sq.ft.

$493,763

Airbnb cash on cash: -1.85%

Traditional cash on cash: 1.9%

Airbnb Rental Income: $779

Traditional Rental Income: $2191

Airbnb ROI: -1.85%

Traditional ROI: 1.9%

309 Boxwood Dr

Windsor, PA

4 beds | 2 baths | 2,277 sq.ft.

$449,990

Airbnb cash on cash: -1.78%

Traditional cash on cash: 2%

Airbnb Rental Income: $779

Traditional Rental Income: $2053

Airbnb ROI: -1.78%

Traditional ROI: 2%

100 Schoolhouse Ln #HAWTHORNE

Windsor, PA

4 beds | 2 baths | 3,646 sq.ft.

$520,038

Airbnb cash on cash: -1.89%

Traditional cash on cash: 1.13%

Airbnb Rental Income: $779

Traditional Rental Income: $1929

Airbnb ROI: -1.89%

Traditional ROI: 1.13%

Caldwell Plan

Windsor, PA

3 beds | 2 baths | 1,664 sq.ft.

$433,103

Airbnb cash on cash: -0.22%

Traditional cash on cash: 2.94%

Airbnb Rental Income: $1480

Traditional Rental Income: $2325

Airbnb ROI: -0.22%