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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
34 W HIGH Street Windsor, PA Looking For A Home With Personality. Look no further!! This farmhouse offers newer upgrade...	4 beds \| 1 baths \| 1,342 sq.ft.	$260,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 5.44% Airbnb Rental Income: $779 Traditional Rental Income: $1937 Airbnb ROI: -0.58% Traditional ROI: 5.44%
126 W MAIN Street Windsor, PA Welcome to 126 W. Main St. in Windsor Boro. This 3 bedroom, 1 bath duplex has been recentl...	3 beds \| 1 baths \| 1,578 sq.ft.	$159,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 6.7% Airbnb Rental Income: $1480 Traditional Rental Income: $1514 Airbnb ROI: 3.61% Traditional ROI: 6.7%
124 W MAIN STREET Windsor, PA Discover the charm of this beautifully maintained Colonial twin home in Windsor Boro, wher...	3 beds \| 1 baths \| 1,233 sq.ft.	$149,900	Airbnb cash on cash: 4.1% Traditional cash on cash: 7.39% Airbnb Rental Income: $1480 Traditional Rental Income: $1516 Airbnb ROI: 4.1% Traditional ROI: 7.39%
333 NEWCOMER RD Windsor, PA Owner is retiring and moving, The property features Two Homes and buildings that were part...	4 beds \| 3 baths \| 2,488 sq.ft.	$999,000	Airbnb cash on cash: -1.69% Traditional cash on cash: 1.15% Airbnb Rental Income: $779 Traditional Rental Income: $3095 Airbnb ROI: -1.69% Traditional ROI: 1.15%
340 GRAHAM Lane Windsor, PA Charming Country Retreat on 2.07 Acres - 3 Bed, 1.5 Bath, 2 Car Garage, Finished Basement ...	3 beds \| 2 baths \| 2,016 sq.ft.	$320,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 5.35% Airbnb Rental Income: $1480 Traditional Rental Income: $2468 Airbnb ROI: 0.62% Traditional ROI: 5.35%
105 FAWN CIRCLE Drive Windsor, PA Beautiful Brand-New 3 Bedroom, 2 Bath Home in Deerfield & Restless Oaks 55+ Community! Thi...	3 beds \| 2 baths \| 1,173 sq.ft.	$155,000	Airbnb cash on cash: 5.23% Traditional cash on cash: 11.05% Airbnb Rental Income: $1480 Traditional Rental Income: $1906 Airbnb ROI: 5.23% Traditional ROI: 11.05%
10 AZALEA Drive Windsor, PA Welcome to this beautifully maintained former model home, thoughtfully designed with quali...	3 beds \| 2 baths \| 3,185 sq.ft.	$475,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 1.45% Airbnb Rental Income: $1480 Traditional Rental Income: $2092 Airbnb ROI: -0.91% Traditional ROI: 1.45%
88 E MAIN Street Windsor, PA SELLER FINANCING AVAILABLE* Welcome to this beautifully maintained townhome that blends ...	2 beds \| 1 baths \| 1,440 sq.ft.	$199,900	Airbnb cash on cash: -1.02% Traditional cash on cash: 4.94% Airbnb Rental Income: $652 Traditional Rental Income: $1484 Airbnb ROI: -1.02% Traditional ROI: 4.94%

Real Estate investment in Windsor, PA

There are 8 properties for sale in the city of Windsor . The median list price in Windsor is $229,950 and the average price per square foot is $127. In December 2025, the average monthly cash on cash return in Windsor is 5.00%. The average monthly rental income in Windsor is $1,922.

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

There are 8 investment properties available for sale in Windsor.

In 2025, the best neighborhood to buy investment property is Windsor.

The ROI for Short-Term is higher than the Long-Term in Windsor with average rental income of $1,480.

Your search for investment property begins and ends here

Investment Property for Sale in Windsor, PA

34 W HIGH Street

Windsor, PA

4 beds | 1 baths | 1,342 sq.ft.

$260,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: 5.44%

Airbnb Rental Income: $779

Traditional Rental Income: $1937

Airbnb ROI: -0.58%

Traditional ROI: 5.44%

126 W MAIN Street

Windsor, PA

3 beds | 1 baths | 1,578 sq.ft.

$159,000

Airbnb cash on cash: 3.61%

Traditional cash on cash: 6.7%

Airbnb Rental Income: $1480

Traditional Rental Income: $1514

Airbnb ROI: 3.61%

Traditional ROI: 6.7%

124 W MAIN STREET

Windsor, PA

3 beds | 1 baths | 1,233 sq.ft.

$149,900

Airbnb cash on cash: 4.1%

Traditional cash on cash: 7.39%

Airbnb Rental Income: $1480

Traditional Rental Income: $1516

Airbnb ROI: 4.1%

Traditional ROI: 7.39%

333 NEWCOMER RD

Windsor, PA

4 beds | 3 baths | 2,488 sq.ft.

$999,000

Airbnb cash on cash: -1.69%

Traditional cash on cash: 1.15%

Airbnb Rental Income: $779

Traditional Rental Income: $3095

Airbnb ROI: -1.69%

Traditional ROI: 1.15%

340 GRAHAM Lane

Windsor, PA

3 beds | 2 baths | 2,016 sq.ft.

$320,000

Airbnb cash on cash: 0.62%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $1480

Traditional Rental Income: $2468

Airbnb ROI: 0.62%

Traditional ROI: 5.35%

105 FAWN CIRCLE Drive

Windsor, PA

3 beds | 2 baths | 1,173 sq.ft.

$155,000

Airbnb cash on cash: 5.23%

Traditional cash on cash: 11.05%

Airbnb Rental Income: $1480

Traditional Rental Income: $1906

Airbnb ROI: 5.23%

Traditional ROI: 11.05%

10 AZALEA Drive

Windsor, PA

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

$475,000

Airbnb cash on cash: -0.91%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $1480

Traditional Rental Income: $2092

Airbnb ROI: -0.91%

Traditional ROI: 1.45%

88 E MAIN Street

Windsor, PA

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

$199,900

Airbnb cash on cash: -1.02%

Traditional cash on cash: 4.94%

Airbnb Rental Income: $652

Traditional Rental Income: $1484

Airbnb ROI: -1.02%