Real Estate Investment Properties for Sale in Hillsborough, NH

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
23 Pleasant Street Hillsborough, NH Gorgeous Victorian home in the heart of Hillsborough on a large lot. Don't miss this oppor...	7 beds \| 4 baths \| 4,226 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.78% Airbnb Rental Income: $null Traditional Rental Income: $4382 Airbnb ROI: N/A Traditional ROI: 5.78%
20-22 Church Street Hillsborough, NH Large older four family in good Hillsborough NH location . Numerous updates but wise inves...	N/A beds \| N/A baths \| 4,010 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.99% Airbnb Rental Income: $null Traditional Rental Income: $3990 Airbnb ROI: N/A Traditional ROI: 6.99%
9 Ellen Brook Road Hillsborough, NH If you love the idea of enjoying a babbling brook in your backyard, shared access to desir...	4 beds \| 2 baths \| 1,609 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.43% Airbnb Rental Income: $null Traditional Rental Income: $3352 Airbnb ROI: N/A Traditional ROI: 6.43%
73 W Main Street Hillsborough, NH Welcome to 73 West Main Street, a beautifully refreshed 1853 Victorian offering exceptiona...	6 beds \| 4 baths \| 4,017 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.83% Airbnb Rental Income: $null Traditional Rental Income: $3524 Airbnb ROI: N/A Traditional ROI: 5.83%
298 Second NH Turnpike Hillsborough, NH EZ to show! This 1850 Farmhouse completely renovated sits proudly on 7.5 acres of beauti...	3 beds \| 2 baths \| 2,500 sq.ft.	$524,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.08% Airbnb Rental Income: $null Traditional Rental Income: $3341 Airbnb ROI: N/A Traditional ROI: 4.08%
88 West Mill Street Hillsborough, NH Welcome to 88 West Mill Road in Hillsborough, New Hampshire?an affordable opportunity for ...	3 beds \| 1 baths \| 1,286 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.4% Airbnb Rental Income: $null Traditional Rental Income: $2440 Airbnb ROI: N/A Traditional ROI: 7.4%
11 Hillside Street Hillsborough, NH NEW ROOF COMING SOON! Affordable Housing and the Price is RIGHT! This is a beloved year-r...	2 beds \| 1 baths \| 788 sq.ft.	$239,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.06% Airbnb Rental Income: $null Traditional Rental Income: $1968 Airbnb ROI: N/A Traditional ROI: 6.06%
0 Center Rd #71/136/137 Hillsborough, NH 0 Center Rd #71/136/137, Hillsborough, NH 03244 \| Other	N/A beds \| N/A baths \| N/A	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.49% Airbnb Rental Income: $null Traditional Rental Income: $1329 Airbnb ROI: N/A Traditional ROI: 5.49%
1 W Main St #233-1 Hillsborough, NH 1 W Main St #233-1, Hillsborough, NH 03244 \| Other	N/A beds \| N/A baths \| N/A	$189,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.74% Airbnb Rental Income: $null Traditional Rental Income: $1329 Airbnb ROI: N/A Traditional ROI: 3.74%
0 W Main St #1 Hillsborough, NH 0 W Main St #1, Hillsborough, NH 03244 \| Other	N/A beds \| N/A baths \| 1,250 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.24% Airbnb Rental Income: $null Traditional Rental Income: $1329 Airbnb ROI: N/A Traditional ROI: 1.24%
Lot 14 Old Mill Farm Road Hillsborough, NH TO BE BUILT: This beautifully designed 2218 square foot ranch offers one-level living at i...	3 beds \| 2 baths \| 2,218 sq.ft.	$965,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.4% Airbnb Rental Income: $null Traditional Rental Income: $3293 Airbnb ROI: N/A Traditional ROI: 0.4%
447 Center Road Hillsborough, NH Maplewood Farm- a truly exceptional antique Colonial along a scenic country road 14 acres ...	5 beds \| 5 baths \| 5,321 sq.ft.	$849,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.97% Airbnb Rental Income: $null Traditional Rental Income: $6712 Airbnb ROI: N/A Traditional ROI: 5.97%
31 Central St #G Hillsborough, NH 31 Central St #G, Hillsborough, NH 03244 \| Condo/Coop	2 beds \| 1 baths \| 742 sq.ft.	$179,800	Airbnb cash on cash: N/A Traditional cash on cash: 5.75% Airbnb Rental Income: $null Traditional Rental Income: $1837 Airbnb ROI: N/A Traditional ROI: 5.75%
298 Second NH Turnpike #010-038-000 Hillsborough, NH EZ to show! This 1850 Farmhouse completely renovated sits proudly on 7.5 acres of beautifu...	N/A beds \| N/A baths \| 2,438 sq.ft.	$524,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.14% Airbnb Rental Income: $null Traditional Rental Income: $2206 Airbnb ROI: N/A Traditional ROI: 1.14%
237 Second NH Tpke Hillsborough, NH 237 2Nd Nh Tpke, Hillsborough, NH 03244 \| Single Family Residential	4 beds \| 1 baths \| 1,755 sq.ft.	$329,990	Airbnb cash on cash: N/A Traditional cash on cash: 5.48% Airbnb Rental Income: $null Traditional Rental Income: $2770 Airbnb ROI: N/A Traditional ROI: 5.48%
86 Manselville Rd Hillsborough, NH 86 Manselville Rd, Hillsborough, NH 03244 \| Single Family Residential	3 beds \| 2 baths \| 1,334 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.81% Airbnb Rental Income: $null Traditional Rental Income: $2866 Airbnb ROI: N/A Traditional ROI: 3.81%
28 Merrill Rd Hillsborough, NH 28 Merrill St, Hillsborough, NH 03244 \| Manufactured Home	2 beds \| 2 baths \| 960 sq.ft.	$274,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.27% Airbnb Rental Income: $null Traditional Rental Income: $2276 Airbnb ROI: N/A Traditional ROI: 5.27%
45 Keyes Farm Rd Hillsborough, NH 45 Keyes Farm Rd, Hillsborough, NH 03244 \| Manufactured Home	2 beds \| 1 baths \| 665 sq.ft.	$116,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.4% Airbnb Rental Income: $null Traditional Rental Income: $1833 Airbnb ROI: N/A Traditional ROI: 6.4%
5 Chamberlain Ct #56 Hillsborough, NH 5 Chamberlain Ct #56, Hillsborough, NH 03244 \| Manufactured Home	4 beds \| 1 baths \| 1,171 sq.ft.	$144,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.57% Airbnb Rental Income: $null Traditional Rental Income: $2661 Airbnb ROI: N/A Traditional ROI: 10.57%

Real Estate investment in Hillsborough, NH

There are 21 properties for sale in the city of Hillsborough . The median list price in Hillsborough is $164,850 and the average price per square foot is $79. In December 2025, the average monthly cash on cash return in Hillsborough is 7.00%. The average monthly rental income in Hillsborough is $1,835.

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

There are 21 investment properties available for sale in Hillsborough.

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

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

Your search for investment property begins and ends here

Investment Property for Sale in Hillsborough, NH

23 Pleasant Street

Hillsborough, NH

7 beds | 4 baths | 4,226 sq.ft.

$550,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.78%

Airbnb Rental Income: $null

Traditional Rental Income: $4382

Airbnb ROI: N/A

Traditional ROI: 5.78%

20-22 Church Street

Hillsborough, NH

N/A beds | N/A baths | 4,010 sq.ft.

$429,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.99%

Airbnb Rental Income: $null

Traditional Rental Income: $3990

Airbnb ROI: N/A

Traditional ROI: 6.99%

9 Ellen Brook Road

Hillsborough, NH

4 beds | 2 baths | 1,609 sq.ft.

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.43%

Airbnb Rental Income: $null

Traditional Rental Income: $3352

Airbnb ROI: N/A

Traditional ROI: 6.43%

73 W Main Street

Hillsborough, NH

6 beds | 4 baths | 4,017 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.83%

Airbnb Rental Income: $null

Traditional Rental Income: $3524

Airbnb ROI: N/A

Traditional ROI: 5.83%

298 Second NH Turnpike

Hillsborough, NH

3 beds | 2 baths | 2,500 sq.ft.

$524,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.08%

Airbnb Rental Income: $null

Traditional Rental Income: $3341

Airbnb ROI: N/A

Traditional ROI: 4.08%

88 West Mill Street

Hillsborough, NH

3 beds | 1 baths | 1,286 sq.ft.

$245,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.4%

Airbnb Rental Income: $null

Traditional Rental Income: $2440

Airbnb ROI: N/A

Traditional ROI: 7.4%

11 Hillside Street

Hillsborough, NH

2 beds | 1 baths | 788 sq.ft.

$239,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.06%

Airbnb Rental Income: $null

Traditional Rental Income: $1968

Airbnb ROI: N/A

Traditional ROI: 6.06%

0 Center Rd #71/136/137

Hillsborough, NH

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

$149,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.49%

Airbnb Rental Income: $null

Traditional Rental Income: $1329

Airbnb ROI: N/A