Real Estate Investment Properties for Sale in Wolfeboro, NH

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
172 Center Street Wolfeboro, NH UPDATE: Seller offering up to $5000 toward closing costs Looking for an antique home ...	3 beds \| 2 baths \| 1,910 sq.ft.	$569,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.11% Airbnb Rental Income: $null Traditional Rental Income: $3171 Airbnb ROI: N/A Traditional ROI: 4.11%
33 Sky Lane Wolfeboro, NH Wolfeboro country estate prioritizing privacy and luxury with sweeping views and an in-gro...	4 beds \| 4 baths \| 4,181 sq.ft.	$1,789,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.84% Airbnb Rental Income: $null Traditional Rental Income: $4219 Airbnb ROI: N/A Traditional ROI: 0.84%
69 College Road Wolfeboro, NH Looking for one level living in Wolfeboro? Check out this updated ranch with two bedrooms ...	2 beds \| 1 baths \| 1,176 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.74% Airbnb Rental Income: $null Traditional Rental Income: $2234 Airbnb ROI: N/A Traditional ROI: 4.74%
7 Loon Street Wolfeboro, NH Ideally located within walking distance of two beautiful lakes, 7 Loon offers easy access ...	3 beds \| 3 baths \| 2,670 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.15% Airbnb Rental Income: $null Traditional Rental Income: $3777 Airbnb ROI: N/A Traditional ROI: 3.15%
42 Point Breeze Road Wolfeboro, NH A rare opportunity on Lake Wentworth with access to two of the lakeâs finest beaches! Th...	3 beds \| 2 baths \| 1,243 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.57% Airbnb Rental Income: $null Traditional Rental Income: $2790 Airbnb ROI: N/A Traditional ROI: 0.57%
180 Sewall Road Wolfeboro, NH Rare Sewall Road offering. Welcome to "Wiscasset", a sprawling lake front property in Amer...	4 beds \| 4 baths \| 2,673 sq.ft.	$7,900,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.9% Airbnb Rental Income: $null Traditional Rental Income: $4218 Airbnb ROI: N/A Traditional ROI: -0.9%
116 Middleton Road Wolfeboro, NH Great IMPROVED price for exquisite restored farmhouse in ideal Wolfeboro location. 2 acr...	3 beds \| 4 baths \| 2,375 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.02% Airbnb Rental Income: $null Traditional Rental Income: $2471 Airbnb ROI: N/A Traditional ROI: 2.02%
269 Trotting Track Road Wolfeboro, NH Explore your ideal home on 3.24 acres in the "Oldest Summer Resort in America," now ready ...	3 beds \| 2 baths \| 1,290 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $2800 Airbnb ROI: N/A Traditional ROI: 2.56%
17 Waumbeck Road Wolfeboro, NH Charming Garrison-Style Home in Wolfeboro, NH Welcome to this spacious 3+ bedroom home in ...	4 beds \| 3 baths \| 3,547 sq.ft.	$551,400	Airbnb cash on cash: N/A Traditional cash on cash: 5.18% Airbnb Rental Income: $null Traditional Rental Income: $3777 Airbnb ROI: N/A Traditional ROI: 5.18%
5A Delings Cove Road Wolfeboro, NH This is a rare opportunity to build your dream waterfront home on Springfield Point. This ...	4 beds \| 5 baths \| 6,565 sq.ft.	$6,305,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.22% Airbnb Rental Income: $null Traditional Rental Income: $7898 Airbnb ROI: N/A Traditional ROI: 0.22%
1 Museum Shores Road Wolfeboro, NH Incredible opportunity in a sought-after location, just steps (less than 1,000 feet!) from...	2 beds \| 1 baths \| 720 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.3% Airbnb Rental Income: $null Traditional Rental Income: $1988 Airbnb ROI: N/A Traditional ROI: 4.3%
36 Blueberry Hill Road Wolfeboro, NH VIEWS VIEWS VIEWS!! Welcome to 36 Blueberry Hill in Wolfeboro where you can see the Belkna...	3 beds \| 3 baths \| 3,100 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.19% Airbnb Rental Income: $null Traditional Rental Income: $4221 Airbnb ROI: N/A Traditional ROI: 2.19%
195 Sewall Road Wolfeboro, NH Sewall Road, Wolfeboro, New Hampshire. This private 2BR, full bath home is located just ac...	2 beds \| 1 baths \| 1,400 sq.ft.	$595,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.06% Airbnb Rental Income: $null Traditional Rental Income: $2373 Airbnb ROI: N/A Traditional ROI: 2.06%
165 Ambrose Way Wolfeboro, NH Enjoy four seasons of breathtaking, panoramic views of Lake Winnipesaukee and the Belknap ...	4 beds \| 5 baths \| 4,657 sq.ft.	$2,195,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.85% Airbnb Rental Income: $null Traditional Rental Income: $6510 Airbnb ROI: N/A Traditional ROI: 1.85%
883 Center Street Wolfeboro, NH Own Your Dream Campground in Wolfeboro! Come see this amazing 80+ acre campground with 60 ...	N/A beds \| N/A baths \| 2,025 sq.ft.	$3,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.52% Airbnb Rental Income: $null Traditional Rental Income: $2602 Airbnb ROI: N/A Traditional ROI: -0.52%
68 Railroad Avenue #3 Wolfeboro, NH Summer days on your private patio overlooking Lake Winnipesaukee's quiet Back Bay, surroun...	2 beds \| 2 baths \| 1,342 sq.ft.	$795,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.46% Airbnb Rental Income: $null Traditional Rental Income: $2658 Airbnb ROI: N/A Traditional ROI: 1.46%
408 Governor Wentworth Highway #44 Wolfeboro, NH You will want to visit this amazing architect - designed Cottage constructed with high qua...	1 beds \| 1 baths \| 656 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.96% Airbnb Rental Income: $null Traditional Rental Income: $1929 Airbnb ROI: N/A Traditional ROI: 2.96%
108 Center Street Wolfeboro, NH Imagine living within walking distance of the charming downtown Wolfeboro, in a beautifull...	3 beds \| 3 baths \| 2,158 sq.ft.	$629,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.31% Airbnb Rental Income: $null Traditional Rental Income: $3640 Airbnb ROI: N/A Traditional ROI: 4.31%
427 North Main Street Wolfeboro, NH Traditional home with contemporary flair and inviting country feel. Formal living dining ...	5 beds \| 3 baths \| 4,669 sq.ft.	$995,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.63% Airbnb Rental Income: $null Traditional Rental Income: $4411 Airbnb ROI: N/A Traditional ROI: 2.63%
60 North Wakefield Road Wolfeboro, NH Discover the perfect blend of country charm and modern comfort in this beautifully designe...	3 beds \| 2 baths \| 2,820 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.35% Airbnb Rental Income: $null Traditional Rental Income: $3369 Airbnb ROI: N/A Traditional ROI: 3.35%
35 Westwood Drive Wolfeboro, NH Welcome to 35 Westwood Drive, a well-maintained Garrison-style home located just moments f...	3 beds \| 3 baths \| 2,008 sq.ft.	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.42% Airbnb Rental Income: $null Traditional Rental Income: $3529 Airbnb ROI: N/A Traditional ROI: 4.42%

Real Estate investment in Wolfeboro, NH

There are 30 properties for sale in the city of Wolfeboro . The median list price in Wolfeboro is $795,000 and the average price per square foot is $314. In December 2025, the average monthly cash on cash return in Wolfeboro is 3.00%. The average monthly rental income in Wolfeboro is $3,640.

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

There are 30 investment properties available for sale in Wolfeboro.

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

The ROI for Short-Term is higher than the Long-Term in Wolfeboro with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Wolfeboro, NH

172 Center Street

Wolfeboro, NH

3 beds | 2 baths | 1,910 sq.ft.

$569,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.11%

Airbnb Rental Income: $null

Traditional Rental Income: $3171

Airbnb ROI: N/A

Traditional ROI: 4.11%

33 Sky Lane

Wolfeboro, NH

4 beds | 4 baths | 4,181 sq.ft.

$1,789,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.84%

Airbnb Rental Income: $null

Traditional Rental Income: $4219

Airbnb ROI: N/A

Traditional ROI: 0.84%

69 College Road

Wolfeboro, NH

2 beds | 1 baths | 1,176 sq.ft.

$349,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.74%

Airbnb Rental Income: $null

Traditional Rental Income: $2234

Airbnb ROI: N/A

Traditional ROI: 4.74%

7 Loon Street

Wolfeboro, NH

3 beds | 3 baths | 2,670 sq.ft.

$850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.15%

Airbnb Rental Income: $null

Traditional Rental Income: $3777

Airbnb ROI: N/A

Traditional ROI: 3.15%

42 Point Breeze Road

Wolfeboro, NH

3 beds | 2 baths | 1,243 sq.ft.

$850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.57%

Airbnb Rental Income: $null

Traditional Rental Income: $2790

Airbnb ROI: N/A

Traditional ROI: 0.57%

180 Sewall Road

Wolfeboro, NH

4 beds | 4 baths | 2,673 sq.ft.

$7,900,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.9%

Airbnb Rental Income: $null

Traditional Rental Income: $4218

Airbnb ROI: N/A

Traditional ROI: -0.9%

116 Middleton Road

Wolfeboro, NH

3 beds | 4 baths | 2,375 sq.ft.

$699,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.02%

Airbnb Rental Income: $null

Traditional Rental Income: $2471

Airbnb ROI: N/A

Traditional ROI: 2.02%

269 Trotting Track Road

Wolfeboro, NH

3 beds | 2 baths | 1,290 sq.ft.

$599,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.56%

Airbnb Rental Income: $null

Traditional Rental Income: $2800

Airbnb ROI: N/A