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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
26 Ellen Brook Road Hillsborough, NH Located in the desirable Emerald Lake Village District, this home beautifully blends Chale...	3 beds \| 2 baths \| 1,182 sq.ft.	$335,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 5.43% Airbnb Rental Income: $1357 Traditional Rental Income: $2535 Airbnb ROI: 0.37% Traditional ROI: 5.43%
212 West Main Street Hillsborough, NH Endless possibilities in the heart of Hillsborough! This mixed-use ranch offers both resi...	3 beds \| 2 baths \| 3,020 sq.ft.	$469,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 4.78% Airbnb Rental Income: $1357 Traditional Rental Income: $3418 Airbnb ROI: -0.87% Traditional ROI: 4.78%
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%
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: -0.81% Traditional cash on cash: 4.08% Airbnb Rental Income: $1357 Traditional Rental Income: $3341 Airbnb ROI: -0.81% 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: 0.92% Traditional cash on cash: 7.4% Airbnb Rental Income: $1357 Traditional Rental Income: $2440 Airbnb ROI: 0.92% Traditional ROI: 7.4%
37 Meeting Hill Road Hillsborough, NH THIS IS THE ONE - Welcome to 37 Meeting Hill Rd, a bright and inviting Cape offering 4 bed...	4 beds \| 2 baths \| 1,682 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.37% Airbnb Rental Income: $null Traditional Rental Income: $3411 Airbnb ROI: N/A Traditional ROI: 6.37%
11 Hillside Street Hillsborough, NH Huge Price Drop!!Affordable Housing and the Price is RIGHT! This is a beloved year-round h...	2 beds \| 1 baths \| 788 sq.ft.	$239,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 6.06% Airbnb Rental Income: $1614 Traditional Rental Income: $1968 Airbnb ROI: 2.47% Traditional ROI: 6.06%
50 Pine Glen Road Hillsborough, NH Built in 2019, this 2 bedroom, 1 bath ranch offers easy single-level living with an open-c...	2 beds \| 1 baths \| 1,522 sq.ft.	$350,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 4.39% Airbnb Rental Income: $1614 Traditional Rental Income: $2528 Airbnb ROI: 0.21% Traditional ROI: 4.39%
82 Church St Hillsborough, NH 82 Church St, Hillsborough, NH 03244 \| Single Family Residential	2 beds \| 1 baths \| 1,430 sq.ft.	$289,999	Airbnb cash on cash: 0.74% Traditional cash on cash: 4.53% Airbnb Rental Income: $1614 Traditional Rental Income: $2191 Airbnb ROI: 0.74% Traditional ROI: 4.53%
21 School St Hillsborough, NH 21 School St, Hillsborough, NH 03244 \| Single Family Residential	4 beds \| N/A baths \| 3,743 sq.ft.	$329,500	Airbnb cash on cash: N/A Traditional cash on cash: 10.38% Airbnb Rental Income: $null Traditional Rental Income: $4285 Airbnb ROI: N/A Traditional ROI: 10.38%
19 Boulder Pass Hillsborough, NH 19 Boulder Pass, Hillsborough, NH 03244 \| Single Family Residential	2 beds \| 1 baths \| 1,356 sq.ft.	$329,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 3.7% Airbnb Rental Income: $1614 Traditional Rental Income: $2213 Airbnb ROI: 0.28% Traditional ROI: 3.7%
96 Dean Hill Rd Hillsborough, NH 96 Dean Hill Rd, Hillsborough, NH 03244 \| Single Family Residential	4 beds \| 2 baths \| 5,700 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.02% Airbnb Rental Income: $null Traditional Rental Income: $3610 Airbnb ROI: N/A Traditional ROI: -0.02%
33 Moccasin Trl Hillsborough, NH 33 Moccasin Trl, Hillsborough, NH 03244 \| Single Family Residential	2 beds \| 1 baths \| 1,094 sq.ft.	$489,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 1.2% Airbnb Rental Income: $1614 Traditional Rental Income: $2088 Airbnb ROI: -0.84% Traditional ROI: 1.2%
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 \| 750 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%
11B -425 W Main St Hillsborough, NH 11B -425 W Main St, Hillsborough, NH 03244 \| Other	N/A beds \| N/A baths \| N/A	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.71% Airbnb Rental Income: $null Traditional Rental Income: $1329 Airbnb ROI: N/A Traditional ROI: 3.71%
24 Raccoon Alley Hillsborough, NH This charming A-frame home combines rustic charm with modern comfort. Nestled among the tr...	2 beds \| 1 baths \| 835 sq.ft.	$280,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 4.11% Airbnb Rental Income: $1614 Traditional Rental Income: $1946 Airbnb ROI: 1.11% Traditional ROI: 4.11%
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: -2.22% Traditional cash on cash: 0.4% Airbnb Rental Income: $1357 Traditional Rental Income: $3293 Airbnb ROI: -2.22% Traditional ROI: 0.4%
17 Minott Road Hillsborough, NH Price Improvement! Now offered at $525,000 â motivated seller! This newly built ranch-st...	3 beds \| 2 baths \| 1,540 sq.ft.	$525,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 3.55% Airbnb Rental Income: $1357 Traditional Rental Income: $3184 Airbnb ROI: -1.02% Traditional ROI: 3.55%
165 Second New Hampshire Turnpike Hillsborough, NH Open House Cancelled. Offer accepted. Charming two-bedroom New Englander offers a warm ble...	2 beds \| 2 baths \| 1,248 sq.ft.	$329,900	Airbnb cash on cash: 0.73% Traditional cash on cash: 5.56% Airbnb Rental Income: $1614 Traditional Rental Income: $2654 Airbnb ROI: 0.73% Traditional ROI: 5.56%
447 Center Road Hillsborough, NH Nearly 14 acres of picturesque land set the stage for Maplewood Farm, a truly exceptional ...	5 beds \| 5 baths \| 5,321 sq.ft.	$869,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.81% Airbnb Rental Income: $null Traditional Rental Income: $6712 Airbnb ROI: N/A Traditional ROI: 5.81%
62 County Rd Hillsborough, NH 62 County Rd, Hillsborough, NH 03244 \| Single Family Residential	2 beds \| 1 baths \| 1,186 sq.ft.	$699,000	Airbnb cash on cash: -1.53% Traditional cash on cash: -0.04% Airbnb Rental Income: $1614 Traditional Rental Income: $2133 Airbnb ROI: -1.53% Traditional ROI: -0.04%
77 Henniker Street Hillsborough, NH Step back in time with this delightful one-bedroom "Tiny Farmhouse" offering the...	1 beds \| 1 baths \| 760 sq.ft.	$150,000	Airbnb cash on cash: -2.86% Traditional cash on cash: 8.93% Airbnb Rental Income: $314 Traditional Rental Income: $1764 Airbnb ROI: -2.86% Traditional ROI: 8.93%
31 Central St #G Hillsborough, NH 31 Central St #G, Hillsborough, NH 03244 \| Condo/Coop	2 beds \| 1 baths \| 742 sq.ft.	$179,900	Airbnb cash on cash: 1.77% Traditional cash on cash: 5.75% Airbnb Rental Income: $1614 Traditional Rental Income: $1837 Airbnb ROI: 1.77% Traditional ROI: 5.75%
10 Beaver Glen Road Hillsborough, NH If you're looking for a home where you can kick back and relax, this is the one! Supe...	3 beds \| 2 baths \| 1,764 sq.ft.	$367,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 4% Airbnb Rental Income: $1357 Traditional Rental Income: $2479 Airbnb ROI: -0.46% Traditional ROI: 4%
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%
98 Emerald Drive Hillsborough, NH Experience lakeside living at its finest in this brand-new 2-bedroom, 2.5-bath home perfec...	2 beds \| 3 baths \| 1,260 sq.ft.	$499,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 2.8% Airbnb Rental Income: $1614 Traditional Rental Income: $2873 Airbnb ROI: -0.88% Traditional ROI: 2.8%

Real Estate investment in Hillsborough, NH

There are 33 properties for sale in the city of Hillsborough . The median list price in Hillsborough is $329,700 and the average price per square foot is $174. In October 2025, the average monthly cash on cash return in Hillsborough is 5.00%. The average monthly rental income in Hillsborough is $2,264.

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

There are 33 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 $1,614.

Your search for investment property begins and ends here

Investment Property for Sale in Hillsborough, NH

26 Ellen Brook Road

Hillsborough, NH

3 beds | 2 baths | 1,182 sq.ft.

$335,000

Airbnb cash on cash: 0.37%

Traditional cash on cash: 5.43%

Airbnb Rental Income: $1357

Traditional Rental Income: $2535

Airbnb ROI: 0.37%

Traditional ROI: 5.43%

212 West Main Street

Hillsborough, NH

3 beds | 2 baths | 3,020 sq.ft.

$469,000

Airbnb cash on cash: -0.87%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $1357

Traditional Rental Income: $3418

Airbnb ROI: -0.87%

Traditional ROI: 4.78%

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%

298 Second NH Turnpike

Hillsborough, NH

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

$524,900

Airbnb cash on cash: -0.81%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $1357

Traditional Rental Income: $3341

Airbnb ROI: -0.81%

Traditional ROI: 4.08%

88 West Mill Street

Hillsborough, NH

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

$245,000

Airbnb cash on cash: 0.92%

Traditional cash on cash: 7.4%

Airbnb Rental Income: $1357

Traditional Rental Income: $2440

Airbnb ROI: 0.92%

Traditional ROI: 7.4%

37 Meeting Hill Road

Hillsborough, NH

4 beds | 2 baths | 1,682 sq.ft.

$399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.37%

Airbnb Rental Income: $null

Traditional Rental Income: $3411

Airbnb ROI: N/A

Traditional ROI: 6.37%

11 Hillside Street

Hillsborough, NH

2 beds | 1 baths | 788 sq.ft.

$239,000

Airbnb cash on cash: 2.47%

Traditional cash on cash: 6.06%

Airbnb Rental Income: $1614

Traditional Rental Income: $1968

Airbnb ROI: 2.47%

Traditional ROI: 6.06%

50 Pine Glen Road

Hillsborough, NH

2 beds | 1 baths | 1,522 sq.ft.

$350,000

Airbnb cash on cash: 0.21%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $1614

Traditional Rental Income: $2528

Airbnb ROI: 0.21%