Real Estate Investment Properties for Sale in Windsor, NH

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
235 Windsor Rd Windsor, NH 235 Windsor Rd, Windsor, NH 03244 \| Single Family Residential	5 beds \| 6 baths \| 4,954 sq.ft.	$1,499,000	Airbnb cash on cash: -1.62% Traditional cash on cash: 2.3% Airbnb Rental Income: $2926 Traditional Rental Income: $7708 Airbnb ROI: -1.62% Traditional ROI: 2.3%
M7 L107 Gleason Falls Rd #107 Windsor, NH M7 L107 Gleason Falls Rd #107, Windsor, NH 03244 \| Other	N/A beds \| N/A baths \| N/A	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.48% Airbnb Rental Income: $null Traditional Rental Income: $1412 Airbnb ROI: N/A Traditional ROI: 3.48%
00 Windsor Rd Windsor, NH 00 Windsor Rd, Windsor, NH 03244 \| Other	N/A beds \| N/A baths \| N/A	$100,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.32% Airbnb Rental Income: $null Traditional Rental Income: $1399 Airbnb ROI: N/A Traditional ROI: 10.32%
162 Rocky Ledge Road Windsor, NH Discover the art of refined MOUNTAIN living at 162 Rocky Ledge Road in Windsor, New Hampsh...	3 beds \| 3 baths \| 2,100 sq.ft.	$729,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 3.71% Airbnb Rental Income: $2118 Traditional Rental Income: $3589 Airbnb ROI: 0.75% Traditional ROI: 3.71%
Investment Properties for Sale in Other Cities of New-hampshire
53 Arlington Street Manchester , NH Come FALL in LOVE with this well maintained New Englander on a corner, fenced in lot. Beau...	2 beds \| 1 baths \| 1,080 sq.ft.	$375,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 3.31% Airbnb Rental Income: $1107 Traditional Rental Income: $2034 Airbnb ROI: -0.39% Traditional ROI: 3.31%
733 White Oaks Road Laconia , NH Lake Winnipesaukee access 3 Bedroom, 2 Bath, 2228 Sq Ft Laconia Cape Home with FIRST FLOOR...	3 beds \| 2 baths \| 2,228 sq.ft.	$674,999	Airbnb cash on cash: 0.1% Traditional cash on cash: 3.11% Airbnb Rental Income: $1891 Traditional Rental Income: $3284 Airbnb ROI: 0.1% Traditional ROI: 3.11%
361 Laydon Street Manchester , NH OPEN HOUSE 12:30PM - 1:30PM on Sunday 10/12/25. MOVE-IN READY !!! Welcome to this move-in...	4 beds \| 3 baths \| 3,152 sq.ft.	$650,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 4.17% Airbnb Rental Income: $2932 Traditional Rental Income: $4124 Airbnb ROI: 1.09% Traditional ROI: 4.17%
28 Island Drive #18 Laconia , NH YEAR ROUND, fully furnished waterfront oasis with views from every single room in this hom...	4 beds \| 3 baths \| 2,464 sq.ft.	$1,995,000	Airbnb cash on cash: -1.34% Traditional cash on cash: -0.17% Airbnb Rental Income: $2416 Traditional Rental Income: $3987 Airbnb ROI: -1.34% Traditional ROI: -0.17%
358 Roller Coaster Road Laconia , NH Charming 2-bedroom, 2-bath Ranch-style home built in 1998, offering peaceful living on 40....	2 beds \| 2 baths \| 1,848 sq.ft.	$1,290,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 1.03% Airbnb Rental Income: $1681 Traditional Rental Income: $3109 Airbnb ROI: -0.55% Traditional ROI: 1.03%
89 Woodhill Road Bow , NH Tired of cookie-cutter floor plans? This Bow home is truly one-of-a-kind. Set on over 6 pr...	3 beds \| 3 baths \| 4,456 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.46% Airbnb Rental Income: $null Traditional Rental Income: $3751 Airbnb ROI: N/A Traditional ROI: 1.46%
70 Peak Vista Lane Madison , NH Experience refined mountain living in this exquisite 4-bedroom, 3-bath log home, offering ...	4 beds \| 3 baths \| 3,718 sq.ft.	$2,200,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 0.53% Airbnb Rental Income: $2824 Traditional Rental Income: $4346 Airbnb ROI: -0.54% Traditional ROI: 0.53%
27 Country Hill Road Nashua , NH Welcome to Country Hill Estates! This fantastic single-family home offers easy living in a...	2 beds \| 3 baths \| 1,544 sq.ft.	$445,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 3.43% Airbnb Rental Income: $2055 Traditional Rental Income: $3001 Airbnb ROI: -0.12% Traditional ROI: 3.43%
27 Headlands Road Winchester , NH Stunning Waterfront! Like new Cape style post and beam beauty with direct waterfront on F...	2 beds \| 2 baths \| 1,351 sq.ft.	$735,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.59% Airbnb Rental Income: $2220 Traditional Rental Income: $2733 Airbnb ROI: 0.03% Traditional ROI: 1.59%
18 Monument Road Hinsdale , NH Don't miss this one. Sitting on a lovely mostly level open acre with lots of room for gar...	3 beds \| 1 baths \| 1,856 sq.ft.	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.52% Airbnb Rental Income: $null Traditional Rental Income: $2630 Airbnb ROI: N/A Traditional ROI: 5.52%
300 Wentworth Road Walpole , NH Wake up to glowing sunrises and bright, open spaces in this beautifully maintained 3,000 +...	3 beds \| 3 baths \| 3,254 sq.ft.	$750,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.83% Airbnb Rental Income: $1705 Traditional Rental Income: $3675 Airbnb ROI: -0.66% Traditional ROI: 2.83%

Real Estate investment in Windsor, NH

There are 4 properties for sale in the city of Windsor . The median list price in Windsor is $210,000 and the average price per square foot is $60. In October 2025, the average monthly cash on cash return in Windsor is 4.00%. The average monthly rental income in Windsor is $1,412.

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

There are 4 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 $2,522.

Your search for investment property begins and ends here

Investment Property for Sale in Windsor, NH

235 Windsor Rd

Windsor, NH

5 beds | 6 baths | 4,954 sq.ft.

$1,499,000

Airbnb cash on cash: -1.62%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $2926

Traditional Rental Income: $7708

Airbnb ROI: -1.62%

Traditional ROI: 2.3%

M7 L107 Gleason Falls Rd #107

Windsor, NH

N/A beds | N/A baths | N/A

$210,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.48%

Airbnb Rental Income: $null

Traditional Rental Income: $1412

Airbnb ROI: N/A

Traditional ROI: 3.48%

00 Windsor Rd

Windsor, NH

N/A beds | N/A baths | N/A

$100,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.32%

Airbnb Rental Income: $null

Traditional Rental Income: $1399

Airbnb ROI: N/A

Traditional ROI: 10.32%

162 Rocky Ledge Road

Windsor, NH

3 beds | 3 baths | 2,100 sq.ft.

$729,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $2118

Traditional Rental Income: $3589

Airbnb ROI: 0.75%

Traditional ROI: 3.71%

Investment Properties for Sale in Other Cities of New-hampshire

Manchester , NH

2 beds | 1 baths | 1,080 sq.ft.

$375,000

Airbnb cash on cash: -0.39%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $1107

Traditional Rental Income: $2034

Airbnb ROI: -0.39%

Traditional ROI: 3.31%

Laconia , NH

3 beds | 2 baths | 2,228 sq.ft.

$674,999

Airbnb cash on cash: 0.1%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $1891

Traditional Rental Income: $3284

Airbnb ROI: 0.1%

Traditional ROI: 3.11%

Manchester , NH

4 beds | 3 baths | 3,152 sq.ft.

$650,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $2932

Traditional Rental Income: $4124

Airbnb ROI: 1.09%

Traditional ROI: 4.17%

Laconia , NH

4 beds | 3 baths | 2,464 sq.ft.

$1,995,000

Airbnb cash on cash: -1.34%

Traditional cash on cash: -0.17%

Airbnb Rental Income: $2416

Traditional Rental Income: $3987

Airbnb ROI: -1.34%

Traditional ROI: -0.17%

Laconia , NH

2 beds | 2 baths | 1,848 sq.ft.