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.

Investment Property for Sale in Windsor, PA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
333 Newcomer Rd Windsor, PA Owner is retiring and moving, The property features Two Homes and buildings that were part...	4 beds \| 2 baths \| 2,488 sq.ft.	$949,900	Airbnb cash on cash: -1.72% Traditional cash on cash: 1.26% Airbnb Rental Income: $779 Traditional Rental Income: $3095 Airbnb ROI: -1.72% Traditional ROI: 1.26%
10 Azalea Dr 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.	$450,000	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%
88 E Main St Windsor, PA SELLER FINANCING AVAILABLE* Welcome to this beautifully maintained townhome that blends ...	2 beds \| 1 baths \| 1,440 sq.ft.	$189,995	Airbnb cash on cash: -1.02% Traditional cash on cash: 5.24% Airbnb Rental Income: $652 Traditional Rental Income: $1484 Airbnb ROI: -1.02% Traditional ROI: 5.24%
2 Windsor Acrs Windsor, PA 2 Windsor Acrs, Windsor, PA 17366 \| Manufactured Home	2 beds \| 1 baths \| 800 sq.ft.	$59,500	Airbnb cash on cash: 1.87% Traditional cash on cash: 10.89% Airbnb Rental Income: $652 Traditional Rental Income: $893 Airbnb ROI: 1.87% Traditional ROI: 10.89%
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: 7.03% Airbnb Rental Income: $779 Traditional Rental Income: $1912 Airbnb ROI: -0.62% Traditional ROI: 7.03%
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.	$495,308	Airbnb cash on cash: -1.85% Traditional cash on cash: 1.89% Airbnb Rental Income: $779 Traditional Rental Income: $2191 Airbnb ROI: -1.85% Traditional ROI: 1.89%
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.	$521,583	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.	$434,648	Airbnb cash on cash: -0.22% Traditional cash on cash: 1.4% Airbnb Rental Income: $1480 Traditional Rental Income: $1705 Airbnb ROI: -0.22% Traditional ROI: 1.4%
Harrison Plan Windsor, PA	3 beds \| 2 baths \| 2,002 sq.ft.	$449,133	Airbnb cash on cash: -0.3% Traditional cash on cash: 1.6% Airbnb Rental Income: $1480 Traditional Rental Income: $1841 Airbnb ROI: -0.3% Traditional ROI: 1.6%
100 Schoolhouse Ln #SEBASTIAN Windsor, PA 100 Schoolhouse Ln #SEBASTIAN, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 2,701 sq.ft.	$478,661	Airbnb cash on cash: -1.83% Traditional cash on cash: 1.93% Airbnb Rental Income: $779 Traditional Rental Income: $2140 Airbnb ROI: -1.83% Traditional ROI: 1.93%
Arcadia Plan Windsor, PA	3 beds \| 2 baths \| 1,982 sq.ft.	$489,490	Airbnb cash on cash: -0.48% Traditional cash on cash: 1.26% Airbnb Rental Income: $1480 Traditional Rental Income: $1841 Airbnb ROI: -0.48% Traditional ROI: 1.26%
Kipling Plan Windsor, PA Kipling Plan, Windsor, PA 17366 \| Single Family Residential	3 beds \| 2 baths \| 2,801 sq.ft.	$516,847	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.	$508,115	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.	$467,242	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.	$479,835	Airbnb cash on cash: -1.83% Traditional cash on cash: 1.84% Airbnb Rental Income: $779 Traditional Rental Income: $2104 Airbnb ROI: -1.83% Traditional ROI: 1.84%
Parker Plan Windsor, PA	4 beds \| 2 baths \| 2,705 sq.ft.	$477,061	Airbnb cash on cash: -1.74% Traditional cash on cash: 1.81% Airbnb Rental Income: $779 Traditional Rental Income: $2043 Airbnb ROI: -1.74% Traditional ROI: 1.81%
100 Schoolhouse Ln #ANDREWS Windsor, PA 100 Schoolhouse Ln #ANDREWS, Windsor, PA 17366 \| Single Family Residential	3 beds \| 2 baths \| 1,819 sq.ft.	$443,017	Airbnb cash on cash: -0.36% Traditional cash on cash: 1.69% Airbnb Rental Income: $1480 Traditional Rental Income: $1892 Airbnb ROI: -0.36% Traditional ROI: 1.69%
Andrews Plan Windsor, PA	3 beds \| 2 baths \| 1,819 sq.ft.	$443,017	Airbnb cash on cash: -0.27% Traditional cash on cash: 1.46% Airbnb Rental Income: $1480 Traditional Rental Income: $1758 Airbnb ROI: -0.27% Traditional ROI: 1.46%
Sebastian Plan Windsor, PA	4 beds \| 2 baths \| 2,701 sq.ft.	$478,661	Airbnb cash on cash: -1.74% Traditional cash on cash: 1.8% Airbnb Rental Income: $779 Traditional Rental Income: $2043 Airbnb ROI: -1.74% Traditional ROI: 1.8%
Magnolia Plan Windsor, PA	4 beds \| 2 baths \| 2,953 sq.ft.	$495,308	Airbnb cash on cash: -1.77% Traditional cash on cash: 1.74% Airbnb Rental Income: $779 Traditional Rental Income: $2083 Airbnb ROI: -1.77% Traditional ROI: 1.74%
Addison Plan Windsor, PA	4 beds \| 2 baths \| 2,595 sq.ft.	$479,835	Airbnb cash on cash: -1.75% Traditional cash on cash: 1.71% Airbnb Rental Income: $779 Traditional Rental Income: $2007 Airbnb ROI: -1.75% Traditional ROI: 1.71%
Nottingham Plan Windsor, PA	4 beds \| 2 baths \| 3,600 sq.ft.	$527,554	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.	$467,242	Airbnb cash on cash: -1.72% Traditional cash on cash: 1.75% Airbnb Rental Income: $779 Traditional Rental Income: $1978 Airbnb ROI: -1.72% Traditional ROI: 1.75%
Woodford Plan Windsor, PA	3 beds \| 2 baths \| 2,468 sq.ft.	$473,605	Airbnb cash on cash: -0.41% Traditional cash on cash: 1.49% Airbnb Rental Income: $1480 Traditional Rental Income: $1888 Airbnb ROI: -0.41% Traditional ROI: 1.49%
Ethan Plan Windsor, PA	4 beds \| 2 baths \| 3,211 sq.ft.	$499,577	Airbnb cash on cash: -1.78% Traditional cash on cash: 1.13% Airbnb Rental Income: $779 Traditional Rental Income: $1814 Airbnb ROI: -1.78% Traditional ROI: 1.13%
Devonshire Plan Windsor, PA Devonshire Plan, Windsor, PA 17366 \| Single Family Residential	4 beds \| 2 baths \| 4,016 sq.ft.	$549,963	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.	$508,115	Airbnb cash on cash: -1.79% Traditional cash on cash: 1.06% Airbnb Rental Income: $779 Traditional Rental Income: $1814 Airbnb ROI: -1.79% Traditional ROI: 1.06%
Brentwood Plan Windsor, PA	4 beds \| 2 baths \| 2,074 sq.ft.	$448,086	Airbnb cash on cash: -1.69% Traditional cash on cash: 1.86% Airbnb Rental Income: $779 Traditional Rental Income: $1948 Airbnb ROI: -1.69% Traditional ROI: 1.86%
1155 Gebhart Rd Lot B Windsor, PA 1155 Gebhart Rd Lot B, Windsor, PA 17366 \| Other	N/A beds \| N/A baths \| N/A	$79,900	Airbnb cash on cash: 8.12% Traditional cash on cash: 2.63% Airbnb Rental Income: $1342 Traditional Rental Income: $498 Airbnb ROI: 8.12% Traditional ROI: 2.63%
355 AZALEA Drive Windsor, PA Welcome to this 6 year young lightly lived in property with a convenient main level primar...	3 beds \| 3 baths \| 1,860 sq.ft.	$379,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 4.91% Airbnb Rental Income: $1480 Traditional Rental Income: $2761 Airbnb ROI: 0.08% Traditional ROI: 4.91%
485 Thomas Armor Dr Windsor, PA OPEN HOUSE SATURDAY 1/31/26 12 TO 2 - Welcome Home to 485 Thomas Armor Drive!. Gorgeous, w...	5 beds \| 3 baths \| 4,028 sq.ft.	$435,000	Airbnb cash on cash: 2.43% Traditional cash on cash: 5.81% Airbnb Rental Income: $2861 Traditional Rental Income: $3572 Airbnb ROI: 2.43% Traditional ROI: 5.81%

Real Estate investment in Windsor, PA

There are 37 properties for sale in the city of Windsor . The median list price in Windsor is $595,495 and the average price per square foot is $191. In March 2026, the average monthly cash on cash return in Windsor is 2.00%. The average monthly rental income in Windsor is $2,053.

Windsor, PA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 37 investment properties available for sale in Windsor.

In 2026, the best neighborhood to buy investment property is Windsor.

The ROI for Long-Term is higher than the Short-Term in Windsor with average rental income of $2,053.

Your search for investment property begins and ends here

Investment Property for Sale in Windsor, PA

333 Newcomer Rd

Windsor, PA

4 beds | 2 baths | 2,488 sq.ft.

$949,900

Airbnb cash on cash: -1.72%

Traditional cash on cash: 1.26%

Airbnb Rental Income: $779

Traditional Rental Income: $3095

Airbnb ROI: -1.72%

Traditional ROI: 1.26%

10 Azalea Dr

Windsor, PA

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

$450,000

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%

88 E Main St

Windsor, PA

2 beds | 1 baths | 1,440 sq.ft.

$189,995

Airbnb cash on cash: -1.02%

Traditional cash on cash: 5.24%

Airbnb Rental Income: $652

Traditional Rental Income: $1484

Airbnb ROI: -1.02%

Traditional ROI: 5.24%

2 Windsor Acrs

Windsor, PA

2 beds | 1 baths | 800 sq.ft.

$59,500

Airbnb cash on cash: 1.87%

Traditional cash on cash: 10.89%

Airbnb Rental Income: $652

Traditional Rental Income: $893

Airbnb ROI: 1.87%

Traditional ROI: 10.89%

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: 7.03%

Airbnb Rental Income: $779

Traditional Rental Income: $1912

Airbnb ROI: -0.62%

Traditional ROI: 7.03%

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.

$495,308

Airbnb cash on cash: -1.85%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $779

Traditional Rental Income: $2191

Airbnb ROI: -1.85%