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 Looking for an antique home that's move-in-ready? Step back in time with modern comfort in...	3 beds \| 2 baths \| 1,910 sq.ft.	$599,900	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.86% Airbnb Rental Income: $2524 Traditional Rental Income: $3171 Airbnb ROI: 1.62% Traditional ROI: 3.86%
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: -0.22% Traditional cash on cash: 0.84% Airbnb Rental Income: $3180 Traditional Rental Income: $4219 Airbnb ROI: -0.22% Traditional ROI: 0.84%
7 Loon Street Wolfeboro, NH Where modern luxury meets lakeside living on Lake Winnipesaukee! Nestled in one of Wolfeb...	3 beds \| 3 baths \| 2,670 sq.ft.	$850,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.15% Airbnb Rental Income: $2524 Traditional Rental Income: $3777 Airbnb ROI: 0.8% Traditional ROI: 3.15%
6 Orchards Road Wolfeboro, NH Welcome to âThe Orchards,â one of Wolfeboroâs most sought-after and established neig...	3 beds \| 4 baths \| 3,049 sq.ft.	$699,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 4.91% Airbnb Rental Income: $2524 Traditional Rental Income: $4826 Airbnb ROI: 0.44% Traditional ROI: 4.91%
92 Canopache Road Wolfeboro, NH Welcome to this property with load of opportunity nestled in the quiet Canopache associati...	3 beds \| 3 baths \| 1,974 sq.ft.	$2,150,000	Airbnb cash on cash: -0.53% Traditional cash on cash: -0.39% Airbnb Rental Income: $2524 Traditional Rental Income: $2200 Airbnb ROI: -0.53% Traditional ROI: -0.39%
116 Middleton Road Wolfeboro, NH FALL IN LOVE WITH THE NEW PRICE for this exquisitely re-born 1812 expanded Cape with small...	3 beds \| 4 baths \| 2,375 sq.ft.	$749,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 1.82% Airbnb Rental Income: $2524 Traditional Rental Income: $2471 Airbnb ROI: 1.02% Traditional ROI: 1.82%
22 Lakeview Terrace Wolfeboro, NH This Neville full-log home built by John Stanek custom builders of Peterborough, NH takes ...	3 beds \| 4 baths \| 2,767 sq.ft.	$799,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 3.93% Airbnb Rental Income: $2524 Traditional Rental Income: $4737 Airbnb ROI: 0.14% Traditional ROI: 3.93%
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.	$6,405,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 0.2% Airbnb Rental Income: $3180 Traditional Rental Income: $7898 Airbnb ROI: -0.72% Traditional ROI: 0.2%
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: 2.05% Traditional cash on cash: 4.3% Airbnb Rental Income: $1724 Traditional Rental Income: $1988 Airbnb ROI: 2.05% Traditional ROI: 4.3%
36 Blueberry Hill Road Wolfeboro, NH Welcome to 36 Blueberry Hill in Wolfeboro! This property offers fabulous views of the moun...	3 beds \| 3 baths \| 3,100 sq.ft.	$1,100,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 2.19% Airbnb Rental Income: $2524 Traditional Rental Income: $4221 Airbnb ROI: -0.06% 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: 0.03% Traditional cash on cash: 2.06% Airbnb Rental Income: $1724 Traditional Rental Income: $2373 Airbnb ROI: 0.03% 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.	$2,275,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 1.75% Airbnb Rental Income: $3180 Traditional Rental Income: $6510 Airbnb ROI: -0.17% Traditional ROI: 1.75%
67 Middleton Road Wolfeboro, NH Seller is offering concessions towards the buyer's closing cost or rate buy down! Welcome...	3 beds \| 2 baths \| 1,380 sq.ft.	$475,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 4.69% Airbnb Rental Income: $2524 Traditional Rental Income: $2974 Airbnb ROI: 2.3% Traditional ROI: 4.69%
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: -0.44% Traditional cash on cash: 1.46% Airbnb Rental Income: $1724 Traditional Rental Income: $2658 Airbnb ROI: -0.44% Traditional ROI: 1.46%
68 Center Street Wolfeboro, NH Set on over three acres in the heart of Wolfeboro, this stately 1897 Queen Anne Victorian ...	3 beds \| 2 baths \| 3,726 sq.ft.	$1,399,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 0.7% Airbnb Rental Income: $2524 Traditional Rental Income: $3237 Airbnb ROI: -0.31% Traditional ROI: 0.7%
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: -0.22% Traditional cash on cash: 2.96% Airbnb Rental Income: $1004 Traditional Rental Income: $1929 Airbnb ROI: -0.22% Traditional ROI: 2.96%
266 Sewall Road Wolfeboro, NH Welcome to Wolfeboro, NH and the premier address of Sewall Road. Located a little over a m...	5 beds \| 5 baths \| 4,500 sq.ft.	$4,200,000	Airbnb cash on cash: -1.28% Traditional cash on cash: -0.07% Airbnb Rental Income: $2460 Traditional Rental Income: $6578 Airbnb ROI: -1.28% Traditional ROI: -0.07%
92A Canopache Road Wolfeboro, NH 92 Canopache and 92A are the same land. 92 is a compl Canopache and 92A are the same land....	3 beds \| 3 baths \| 1,300 sq.ft.	$1,450,000	Airbnb cash on cash: -1.82% Traditional cash on cash: -0.91% Airbnb Rental Income: $2524 Traditional Rental Income: $3135 Airbnb ROI: -1.82% Traditional ROI: -0.91%
73 Sewall Road Wolfeboro, NH Nestled in prestigious Wolfeboro, New Hampshire, 73 Sewall Road presents an extraordinary ...	4 beds \| 5 baths \| 5,560 sq.ft.	$1,950,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 1.79% Airbnb Rental Income: $3180 Traditional Rental Income: $6730 Airbnb ROI: -0.57% Traditional ROI: 1.79%
78 College Road Wolfeboro, NH Escape to your own private sanctuary in Wolfeboro, Americaâs oldest summer resort. Tucke...	3 beds \| 3 baths \| 1,916 sq.ft.	$895,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 2.3% Airbnb Rental Income: $2524 Traditional Rental Income: $3381 Airbnb ROI: 0.54% Traditional ROI: 2.3%
87 Timberlane Road Wolfeboro, NH Are you dreaming of stunning southwestern views over Lake Winnipesaukee? Discover 87 Timbe...	4 beds \| 1 baths \| 1,056 sq.ft.	$1,790,000	Airbnb cash on cash: -0.27% Traditional cash on cash: -0.14% Airbnb Rental Income: $3180 Traditional Rental Income: $2670 Airbnb ROI: -0.27% Traditional ROI: -0.14%
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: 1.37% Traditional cash on cash: 4.31% Airbnb Rental Income: $2524 Traditional Rental Income: $3640 Airbnb ROI: 1.37% Traditional ROI: 4.31%
88 Ambrose Way Wolfeboro, NH Light and bright colonial with a contemporary flair. Oversized windows and inviting sunro...	3 beds \| 3 baths \| 2,396 sq.ft.	$850,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 2.8% Airbnb Rental Income: $2524 Traditional Rental Income: $3779 Airbnb ROI: 0.45% Traditional ROI: 2.8%
1 Farm House Lane #2 Wolfeboro, NH Welcome to Sky Ridge Farm! This newly renovated condo offers an opportunity to own a piece...	4 beds \| 3 baths \| 1,942 sq.ft.	$675,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.42% Airbnb Rental Income: $3180 Traditional Rental Income: $3871 Airbnb ROI: 1.18% Traditional ROI: 3.42%
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.	$1,200,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 2.02% Airbnb Rental Income: $2460 Traditional Rental Income: $4411 Airbnb ROI: -0.27% Traditional ROI: 2.02%

Real Estate investment in Wolfeboro, NH

There are 40 properties for sale in the city of Wolfeboro . The median list price in Wolfeboro is $799,500 and the average price per square foot is $330. In October 2025, the average monthly cash on cash return in Wolfeboro is 3.00%. The average monthly rental income in Wolfeboro is $3,340.

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

There are 40 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 $2,524.

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.

$599,900

Airbnb cash on cash: 1.62%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $2524

Traditional Rental Income: $3171

Airbnb ROI: 1.62%

Traditional ROI: 3.86%

33 Sky Lane

Wolfeboro, NH

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

$1,789,000

Airbnb cash on cash: -0.22%

Traditional cash on cash: 0.84%

Airbnb Rental Income: $3180

Traditional Rental Income: $4219

Airbnb ROI: -0.22%

Traditional ROI: 0.84%

7 Loon Street

Wolfeboro, NH

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

$850,000

Airbnb cash on cash: 0.8%

Traditional cash on cash: 3.15%

Airbnb Rental Income: $2524

Traditional Rental Income: $3777

Airbnb ROI: 0.8%

Traditional ROI: 3.15%

6 Orchards Road

Wolfeboro, NH

3 beds | 4 baths | 3,049 sq.ft.

$699,000

Airbnb cash on cash: 0.44%

Traditional cash on cash: 4.91%

Airbnb Rental Income: $2524

Traditional Rental Income: $4826

Airbnb ROI: 0.44%

Traditional ROI: 4.91%

92 Canopache Road

Wolfeboro, NH

3 beds | 3 baths | 1,974 sq.ft.

$2,150,000

Airbnb cash on cash: -0.53%

Traditional cash on cash: -0.39%

Airbnb Rental Income: $2524

Traditional Rental Income: $2200

Airbnb ROI: -0.53%

Traditional ROI: -0.39%

116 Middleton Road

Wolfeboro, NH

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

$749,000

Airbnb cash on cash: 1.02%

Traditional cash on cash: 1.82%

Airbnb Rental Income: $2524

Traditional Rental Income: $2471

Airbnb ROI: 1.02%

Traditional ROI: 1.82%

22 Lakeview Terrace

Wolfeboro, NH

3 beds | 4 baths | 2,767 sq.ft.

$799,000

Airbnb cash on cash: 0.14%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $2524

Traditional Rental Income: $4737

Airbnb ROI: 0.14%

Traditional ROI: 3.93%

5A Delings Cove Road

Wolfeboro, NH

4 beds | 5 baths | 6,565 sq.ft.

$6,405,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: 0.2%

Airbnb Rental Income: $3180

Traditional Rental Income: $7898

Airbnb ROI: -0.72%