Real Estate Investment Properties for Sale in Winchester, NH

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

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

Search for Single Family Residential for Sale in Winchester, New Hampshire. 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 10 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
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.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.63% Airbnb Rental Income: $null Traditional Rental Income: $2733 Airbnb ROI: N/A Traditional ROI: 1.63%
49 Forest Lake Circle Winchester, NH Kick back and relax at this stylish year-round lake area country cottage. Includes deed a...	2 beds \| 1 baths \| 937 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $1979 Airbnb ROI: N/A Traditional ROI: 3.72%
82 Howard Street Winchester, NH Discover the potential in this 2-bedroom, 2-bath gem in Winchester, NH! Roll up your sleev...	2 beds \| 2 baths \| 1,060 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.48% Airbnb Rental Income: $null Traditional Rental Income: $2516 Airbnb ROI: N/A Traditional ROI: 10.48%
153 Back Ashuelot Road Winchester, NH **Back on the market due to Buyers Financing**Welcome Homeâan incredible opportunity...	3 beds \| 4 baths \| 2,688 sq.ft.	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $2732 Airbnb ROI: N/A Traditional ROI: 4.86%
12 Miner Court Winchester, NH Welcome to 12 Miner Court - a delightful 3-bedroom, 1-bath home set on a .47-acre lot with...	3 beds \| 1 baths \| 1,416 sq.ft.	$269,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.89% Airbnb Rental Income: $null Traditional Rental Income: $2694 Airbnb ROI: N/A Traditional ROI: 7.89%
45 Forest Lake Circle Winchester, NH Forest Lake Access! This is a charming recently renovated Ranch house. Sprawling 3/4 Bedro...	4 beds \| 2 baths \| 1,500 sq.ft.	$370,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.77% Airbnb Rental Income: $null Traditional Rental Income: $3211 Airbnb ROI: N/A Traditional ROI: 6.77%
240 Forest Lake Road Winchester, NH Real Country Living in an antique post & beam farmhouse on 11+ acres, COMPLETELY remod...	4 beds \| 3 baths \| 2,200 sq.ft.	$610,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.61% Airbnb Rental Income: $null Traditional Rental Income: $3883 Airbnb ROI: N/A Traditional ROI: 4.61%
130 Watson Road Winchester, NH This beautiful 3-bedroom home is set on 12 acres of designated wildlife habitat overlookin...	3 beds \| 2 baths \| 2,145 sq.ft.	$694,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.41% Airbnb Rental Income: $null Traditional Rental Income: $3247 Airbnb ROI: N/A Traditional ROI: 2.41%

Your search for investment property begins and ends here

Single Family Homes for Sale in Winchester, NH

27 Headlands Road

Winchester, NH

2 beds | 2 baths | 1,351 sq.ft.

$725,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.63%

Airbnb Rental Income: $null

Traditional Rental Income: $2733

Airbnb ROI: N/A

Traditional ROI: 1.63%

49 Forest Lake Circle

Winchester, NH

2 beds | 1 baths | 937 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.72%

Airbnb Rental Income: $null

Traditional Rental Income: $1979

Airbnb ROI: N/A

Traditional ROI: 3.72%

82 Howard Street

Winchester, NH

2 beds | 2 baths | 1,060 sq.ft.

$199,900

Airbnb cash on cash: N/A

Traditional cash on cash: 10.48%

Airbnb Rental Income: $null

Traditional Rental Income: $2516

Airbnb ROI: N/A

Traditional ROI: 10.48%

153 Back Ashuelot Road

Winchester, NH

3 beds | 4 baths | 2,688 sq.ft.

$355,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.86%

Airbnb Rental Income: $null

Traditional Rental Income: $2732

Airbnb ROI: N/A

Traditional ROI: 4.86%

12 Miner Court

Winchester, NH

3 beds | 1 baths | 1,416 sq.ft.

$269,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.89%

Airbnb Rental Income: $null

Traditional Rental Income: $2694

Airbnb ROI: N/A

Traditional ROI: 7.89%

45 Forest Lake Circle

Winchester, NH

4 beds | 2 baths | 1,500 sq.ft.

$370,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.77%

Airbnb Rental Income: $null

Traditional Rental Income: $3211

Airbnb ROI: N/A

Traditional ROI: 6.77%

240 Forest Lake Road

Winchester, NH

4 beds | 3 baths | 2,200 sq.ft.

$610,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.61%

Airbnb Rental Income: $null

Traditional Rental Income: $3883

Airbnb ROI: N/A

Traditional ROI: 4.61%

130 Watson Road

Winchester, NH

3 beds | 2 baths | 2,145 sq.ft.

$694,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.41%

Airbnb Rental Income: $null

Traditional Rental Income: $3247

Airbnb ROI: N/A