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
20 Sunrise Pl Hillsborough, NH Tucked away in the desirable Emerald Lake Village District, this charming home offers the ...	3 beds \| 1 baths \| 1,281 sq.ft.	$260,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 5.81% Airbnb Rental Income: $1586 Traditional Rental Income: $2435 Airbnb ROI: 0.51% Traditional ROI: 5.81%
578 Center Rd Hillsborough, NH Single story Ranch sits in the Historic Hillsborough Center surrounded by 19th Century atm...	2 beds \| 2 baths \| 1,777 sq.ft.	$439,900	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.07% Airbnb Rental Income: $1390 Traditional Rental Income: $2667 Airbnb ROI: -0.05% Traditional ROI: 4.07%
52 Henniker St Hillsborough, NH Priced to sell New Englander in town,close to everything. Needs TLC, great potential flip ...	2 beds \| 2 baths \| 1,850 sq.ft.	$350,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 5.32% Airbnb Rental Income: $1390 Traditional Rental Income: $2658 Airbnb ROI: 0.19% Traditional ROI: 5.32%
6 Winter Rd Hillsborough, NH Beautiful open concept 3 bedroom home with 2 bathrooms, cathedral ceilings, hardwood and t...	3 beds \| 2 baths \| 1,752 sq.ft.	$385,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 5.58% Airbnb Rental Income: $1586 Traditional Rental Income: $2965 Airbnb ROI: 0.5% Traditional ROI: 5.58%
74 Myrtle St Hillsborough, NH Back on the market buyers' finance fell through! This lovely 3-4 bedroom cape has been be...	4 beds \| 2 baths \| 1,724 sq.ft.	$419,900	Airbnb cash on cash: N/A Traditional cash on cash: 5% Airbnb Rental Income: $null Traditional Rental Income: $2929 Airbnb ROI: N/A Traditional ROI: 5%
44 Bridge St Hillsborough, NH Investor Opportunity to bring this 3-Unit building back to its potential! The property is ...	8 beds \| 4 baths \| 3,751 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.74% Airbnb Rental Income: $null Traditional Rental Income: $4651 Airbnb ROI: N/A Traditional ROI: 8.74%
24 Butler St Hillsborough, NH INVESTORS!! Sweet in-town location on public sewer and water; Large garage, lots of sto...	5 beds \| 3 baths \| 2,033 sq.ft.	$359,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.77% Airbnb Rental Income: $null Traditional Rental Income: $3724 Airbnb ROI: N/A Traditional ROI: 8.77%
22 Autumn Rd Hillsborough, NH Welcome to your log cabin in the woods with a generator that will keep things going no mat...	2 beds \| 1 baths \| 1,332 sq.ft.	$344,900	Airbnb cash on cash: 0.55% Traditional cash on cash: 3.9% Airbnb Rental Income: $1390 Traditional Rental Income: $2052 Airbnb ROI: 0.55% Traditional ROI: 3.9%
25 Raccoon Aly Hillsborough, NH OFFER DEADLINE: TUESDAY 5/16 AT 5PM. Escape to the serene and idyllic setting of the Emera...	3 beds \| 1 baths \| 2,190 sq.ft.	$474,900	Airbnb cash on cash: -0.06% Traditional cash on cash: 3.08% Airbnb Rental Income: $1586 Traditional Rental Income: $2527 Airbnb ROI: -0.06% Traditional ROI: 3.08%
64 Henniker St Hillsborough, NH This home has been totally renovated! On the outside you'll find a new metal roof, newly p...	3 beds \| 2 baths \| 1,385 sq.ft.	$375,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 6.2% Airbnb Rental Income: $1586 Traditional Rental Income: $2937 Airbnb ROI: 1.07% Traditional ROI: 6.2%
1 Midnight Walk Hillsborough, NH Curb appeal abounds at 1 Midnight Walk. Whether youâre looking for a sweet get-away sec...	2 beds \| 1 baths \| 747 sq.ft.	$315,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.25% Airbnb Rental Income: $1390 Traditional Rental Income: $1729 Airbnb ROI: 0.69% Traditional ROI: 3.25%
13 Myrtle St Hillsborough, NH Ideally located within walking distance to schools and the town center, this Multi-Family ...	8 beds \| 3 baths \| 3,714 sq.ft.	$680,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 4.07% Airbnb Rental Income: $1390 Traditional Rental Income: $3861 Airbnb ROI: -0.49% Traditional ROI: 4.07%
170 Jefferson Dr Hillsborough, NH Well maintained cape with full dormer off back is located in Colonial Heights an establis...	2 beds \| 1 baths \| 1,376 sq.ft.	$375,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 3.01% Airbnb Rental Income: $1390 Traditional Rental Income: $2018 Airbnb ROI: 0.03% Traditional ROI: 3.01%
26 Bobolink Ln Hillsborough, NH Set at the end of a quiet dirt road in the Emerald Lake Village District, this home offers...	3 beds \| 1 baths \| 1,145 sq.ft.	$350,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 1.62% Airbnb Rental Income: $1586 Traditional Rental Income: $1443 Airbnb ROI: 0.68% Traditional ROI: 1.62%
25 Gay Ave Hillsborough, NH READY TO MOVE IN new construction home with 1800 sq ft built in Hillsboro, NH. Just needs ...	3 beds \| 2 baths \| 1,966 sq.ft.	$449,900	Airbnb cash on cash: 0.15% Traditional cash on cash: 4.87% Airbnb Rental Income: $1586 Traditional Rental Income: $3120 Airbnb ROI: 0.15% Traditional ROI: 4.87%
50 Pine Glen Rd 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: -0.77% Traditional cash on cash: 3.98% Airbnb Rental Income: $1390 Traditional Rental Income: $2528 Airbnb ROI: -0.77% Traditional ROI: 3.98%
96 Dean Hill Rd Hillsborough, NH 96 Dean Hill Rd, Hillsborough, NH 03244 \| Single Family Residential	4 beds \| 2 baths \| 5,700 sq.ft.	$1,260,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.17% Airbnb Rental Income: $null Traditional Rental Income: $3610 Airbnb ROI: N/A Traditional ROI: -0.17%
33 Moccasin Trl Hillsborough, NH WATERFRONT Home! Welcome to this nicely updated, peaceful, affordable, cozy home with lots...	2 beds \| 1 baths \| 1,094 sq.ft.	$419,900	Airbnb cash on cash: -0.92% Traditional cash on cash: 1.92% Airbnb Rental Income: $1390 Traditional Rental Income: $2088 Airbnb ROI: -0.92% Traditional ROI: 1.92%
M7 L107 Gleason Falls Rd #107 Hillsborough, NH M7 L107 Gleason Falls Rd #107, Windsor, NH 03244 \| Other	N/A beds \| N/A baths \| N/A	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.06% Airbnb Rental Income: $null Traditional Rental Income: $1412 Airbnb ROI: N/A Traditional ROI: 6.06%
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 \| N/A	$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 1 Stowe Mountain Rd #0 Hillsborough, NH Welcome to Lot 1 on Stowe Mountain Road in Hillsborough, NH. Ready for occupancy in Mid Au...	3 beds \| 2 baths \| 1,940 sq.ft.	$639,900	Airbnb cash on cash: -1.42% Traditional cash on cash: 2.72% Airbnb Rental Income: $1586 Traditional Rental Income: $3603 Airbnb ROI: -1.42% Traditional ROI: 2.72%
TBD Jones Rd #3,4,5,6,7 Hillsborough, NH TBD Jones Rd #3,4,5,6,7, Hillsborough, NH 03244 \| Other	N/A beds \| N/A baths \| N/A	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.53% Airbnb Rental Income: $null Traditional Rental Income: $1325 Airbnb ROI: N/A Traditional ROI: -0.53%
20 Pearl St Hillsborough, NH Step back in time and rediscover the elegance of this grand antique Victorian, ready for i...	5 beds \| 2 baths \| 2,481 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.39% Airbnb Rental Income: $null Traditional Rental Income: $3681 Airbnb ROI: N/A Traditional ROI: 7.39%
43 Moccasin Trl Hillsborough, NH Welcome to 43 Moccasin Trail in Hillsborough, NH, a rare waterfront opportunity on beautif...	2 beds \| 1 baths \| 1,391 sq.ft.	$495,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 1.82% Airbnb Rental Income: $1390 Traditional Rental Income: $2292 Airbnb ROI: -1.04% Traditional ROI: 1.82%
26 Pine Rock Rd Hillsborough, NH ARE YOU COMING TO THE COTTAGE THIS SUMMER? A RARE LAKESIDE COMPOUND WITH INCOME AND LEGACY...	2 beds \| 1 baths \| 757 sq.ft.	$1,800,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 1.97% Airbnb Rental Income: $1390 Traditional Rental Income: $5759 Airbnb ROI: -0.89% Traditional ROI: 1.97%
15-62 Alpine Way Hillsborough, NH 15-62 Alpine Way, Hillsborough, NH 03244 \| Single Family Residential	3 beds \| 2 baths \| 1,725 sq.ft.	$559,900	Airbnb cash on cash: -1.17% Traditional cash on cash: 2.8% Airbnb Rental Income: $1586 Traditional Rental Income: $3214 Airbnb ROI: -1.17% Traditional ROI: 2.8%
27 Hummingbird Ln Hillsborough, NH 27 Hummingbird Ln, Hillsborough, NH 03244 \| Single Family Residential	3 beds \| 1 baths \| 1,480 sq.ft.	$499,900	Airbnb cash on cash: -0.94% Traditional cash on cash: 2.07% Airbnb Rental Income: $1586 Traditional Rental Income: $2540 Airbnb ROI: -0.94% Traditional ROI: 2.07%
1 Spring St Hillsborough, NH 1 Spring St, Hillsborough, NH 03244 \| Single Family Residential	2 beds \| 1 baths \| 877 sq.ft.	$199,900	Airbnb cash on cash: 1.48% Traditional cash on cash: 6.52% Airbnb Rental Income: $1390 Traditional Rental Income: $1926 Airbnb ROI: 1.48% Traditional ROI: 6.52%
20 Prospect St Hillsborough, NH 20 Prospect St, Hillsborough, NH 03244 \| Single Family Residential	3 beds \| 1 baths \| 1,156 sq.ft.	$309,900	Airbnb cash on cash: 0.41% Traditional cash on cash: 4.34% Airbnb Rental Income: $1586 Traditional Rental Income: $2279 Airbnb ROI: 0.41% Traditional ROI: 4.34%
184 Jefferson Dr Hillsborough, NH 184 Jefferson Dr, Hillsborough, NH 03244 \| Single Family Residential	3 beds \| 1 baths \| 1,400 sq.ft.	$399,900	Airbnb cash on cash: -0.38% Traditional cash on cash: 3.29% Airbnb Rental Income: $1586 Traditional Rental Income: $2509 Airbnb ROI: -0.38% Traditional ROI: 3.29%
53 Butler St Hillsborough, NH 53 Butler St, Hillsborough, NH 03244 \| Single Family Residential	2 beds \| 1 baths \| 1,471 sq.ft.	$279,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 4.72% Airbnb Rental Income: $1390 Traditional Rental Income: $2169 Airbnb ROI: 0.17% Traditional ROI: 4.72%
27 patten hill Rd Hillsborough, NH TO BE BUILT. This 2-bed 2-bath brand new construction home is located in the Emerald Lake ...	2 beds \| 1 baths \| 1,440 sq.ft.	$375,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 4.57% Airbnb Rental Income: $1390 Traditional Rental Income: $2148 Airbnb ROI: 1.22% Traditional ROI: 4.57%
25 Woodlawn Ave Hillsborough, NH Open House to be held on Sun July 19th from 12PM-2PM. Cute as a button 2 Bed/1 Bath Ranch ...	2 beds \| 1 baths \| 850 sq.ft.	$289,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 4.22% Airbnb Rental Income: $1390 Traditional Rental Income: $1940 Airbnb ROI: 0.66% Traditional ROI: 4.22%
34 Harvey Way Hillsborough, NH 34 Harvey Way, Hillsborough, NH 03244 \| Single Family Residential	3 beds \| 1 baths \| 1,400 sq.ft.	$395,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 3.41% Airbnb Rental Income: $1586 Traditional Rental Income: $2527 Airbnb ROI: -0.35% Traditional ROI: 3.41%
129 North Rd Hillsborough, NH 129 North Rd, Hillsborough, NH 03244 \| Single Family Residential	5 beds \| 5 baths \| 9,528 sq.ft.	$2,095,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.16% Airbnb Rental Income: $null Traditional Rental Income: $6578 Airbnb ROI: N/A Traditional ROI: 0.16%
54 Emerald Dr Hillsborough, NH Discover the waterfront lifestyle you've been dreaming of at this beautifully situated yea...	2 beds \| 2 baths \| 1,254 sq.ft.	$500,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 2.61% Airbnb Rental Income: $1390 Traditional Rental Income: $2623 Airbnb ROI: -0.92% Traditional ROI: 2.61%

Real Estate investment in Hillsborough, NH

There are 55 properties for sale in the city of Hillsborough . The median list price in Hillsborough is $404,758 and the average price per square foot is $228. In August 2026, the average monthly cash on cash return in Hillsborough is 4.00%. The average monthly rental income in Hillsborough is $2,193.

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

There are 55 investment properties available for sale in Hillsborough.

In 2026, 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 $1,390.

Your search for investment property begins and ends here

Investment Property for Sale in Hillsborough, NH

20 Sunrise Pl

Hillsborough, NH

3 beds | 1 baths | 1,281 sq.ft.

$260,000

Airbnb cash on cash: 0.51%

Traditional cash on cash: 5.81%

Airbnb Rental Income: $1586

Traditional Rental Income: $2435

Airbnb ROI: 0.51%

Traditional ROI: 5.81%

578 Center Rd

Hillsborough, NH

2 beds | 2 baths | 1,777 sq.ft.

$439,900

Airbnb cash on cash: -0.05%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $1390

Traditional Rental Income: $2667

Airbnb ROI: -0.05%

Traditional ROI: 4.07%

52 Henniker St

Hillsborough, NH

2 beds | 2 baths | 1,850 sq.ft.

$350,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 5.32%

Airbnb Rental Income: $1390

Traditional Rental Income: $2658

Airbnb ROI: 0.19%

Traditional ROI: 5.32%

6 Winter Rd

Hillsborough, NH

3 beds | 2 baths | 1,752 sq.ft.

$385,000

Airbnb cash on cash: 0.5%

Traditional cash on cash: 5.58%

Airbnb Rental Income: $1586

Traditional Rental Income: $2965

Airbnb ROI: 0.5%

Traditional ROI: 5.58%

74 Myrtle St

Hillsborough, NH

4 beds | 2 baths | 1,724 sq.ft.

$419,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5%

Airbnb Rental Income: $null

Traditional Rental Income: $2929

Airbnb ROI: N/A

Traditional ROI: 5%

44 Bridge St

Hillsborough, NH

8 beds | 4 baths | 3,751 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.74%

Airbnb Rental Income: $null

Traditional Rental Income: $4651

Airbnb ROI: N/A

Traditional ROI: 8.74%

24 Butler St

Hillsborough, NH

5 beds | 3 baths | 2,033 sq.ft.

$359,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.77%

Airbnb Rental Income: $null

Traditional Rental Income: $3724

Airbnb ROI: N/A

Traditional ROI: 8.77%

22 Autumn Rd

Hillsborough, NH

2 beds | 1 baths | 1,332 sq.ft.

$344,900

Airbnb cash on cash: 0.55%

Traditional cash on cash: 3.9%

Airbnb Rental Income: $1390

Traditional Rental Income: $2052

Airbnb ROI: 0.55%