Real Estate Investment Properties for Sale in Chesterfield, NH

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
821 Route 9 Chesterfield, NH Great opportunity to take on where the current owner left off updating this home with much...	4 beds \| 2 baths \| 1,425 sq.ft.	$314,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.24% Airbnb Rental Income: $null Traditional Rental Income: $3179 Airbnb ROI: N/A Traditional ROI: 8.24%
484 Old Swanzey Road Chesterfield, NH SHOOTING STAR FARM is a private, fully equipped horse facility on 57Â± acres of open turno...	3 beds \| 2 baths \| 2,440 sq.ft.	$1,900,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.03% Airbnb Rental Income: $null Traditional Rental Income: $3309 Airbnb ROI: N/A Traditional ROI: -0.03%
48 Church Street Chesterfield, NH Nestled in the heart of Spofford ,Village, this inviting 3-bedroom, 2-bath home blends cla...	3 beds \| 2 baths \| 2,611 sq.ft.	$429,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.41% Airbnb Rental Income: $null Traditional Rental Income: $3254 Airbnb ROI: N/A Traditional ROI: 5.41%
00 Farr Road #Map 13B Block A Lot 20.3 Chesterfield, NH To be built, new construction where you have the time to pick your colors, cabinets and gr...	3 beds \| 2 baths \| 1,403 sq.ft.	$529,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $3019 Airbnb ROI: N/A Traditional ROI: 3.7%
Investment Properties for Sale in Other Cities of New-hampshire
67 Lang Rd Washington , NH Stake your claim on 20.3 acres of raw potential. This is the property that separates the d...	3 beds \| 3 baths \| 1,768 sq.ft.	$699,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.23% Airbnb Rental Income: $null Traditional Rental Income: $4805 Airbnb ROI: N/A Traditional ROI: 5.23%
733 White Oaks Road Laconia , NH Lake Winnipesaukee access 3 Bedroom, 2 Bath, 2228 Sq Ft Laconia Cape Home with FIRST FLOOR...	3 beds \| 2 baths \| 2,228 sq.ft.	$574,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $3284 Airbnb ROI: N/A Traditional ROI: 3.82%
89 Summerside Avenue Manchester , NH Floor plans are in photos. Much bigger than it looks from the outside!! 1 minute to the B...	3 beds \| 3 baths \| 1,847 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.21% Airbnb Rental Income: $null Traditional Rental Income: $3507 Airbnb ROI: N/A Traditional ROI: 6.21%
1 E Hobart St Nashua , NH Charming and well-maintained 3-bedroom Cape in a prime Nashua location! This move-in ready...	3 beds \| 1 baths \| 1,160 sq.ft.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $2343 Airbnb ROI: N/A Traditional ROI: 2.56%
27 Headlands Rd Winchester , NH Stunning Waterfront! Like new Cape style post and beam beauty with direct waterfront on F...	2 beds \| 1 baths \| 1,351 sq.ft.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.63% Airbnb Rental Income: $null Traditional Rental Income: $2733 Airbnb ROI: N/A Traditional ROI: 1.63%
1123 River Road Westmoreland , NH A site to behold is waiting for you on River Rd. as the Connecticut River guides you along...	3 beds \| 4 baths \| 2,997 sq.ft.	$1,875,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.06% Airbnb Rental Income: $null Traditional Rental Income: $4877 Airbnb ROI: N/A Traditional ROI: 1.06%
8 Lindy Ave Claremont , NH Location, Location, Location! This 3 bedroom 2 bath well maintain cape is located off of M...	3 beds \| 2 baths \| 1,680 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.48% Airbnb Rental Income: $null Traditional Rental Income: $1425 Airbnb ROI: N/A Traditional ROI: 2.48%
34 Stable Rd Milford , NH This extraordinary executive homesite offers an exceptional head start with a newly constr...	1 beds \| 2 baths \| 1,900 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.1% Airbnb Rental Income: $null Traditional Rental Income: $2977 Airbnb ROI: N/A Traditional ROI: 1.1%
27 Eagle Drive Grantham , NH 4-bedroom, 3-bath contemporary home on 1.04+/- AC overlooking the golf course in the covet...	4 beds \| 3 baths \| 2,628 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.96% Airbnb Rental Income: $null Traditional Rental Income: $4066 Airbnb ROI: N/A Traditional ROI: 2.96%
216 Prospect St Berlin , NH This six-room, three-bedroom home has solar panels on the roof to help manage electricity ...	3 beds \| 1 baths \| 1,728 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.29% Airbnb Rental Income: $null Traditional Rental Income: $2658 Airbnb ROI: N/A Traditional ROI: 8.29%

Real Estate investment in Chesterfield, NH

There are 4 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $572,780 and the average price per square foot is $212. In February 2026, the average monthly cash on cash return in Chesterfield is 5.00%. The average monthly rental income in Chesterfield is $3,217.

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

There are 4 investment properties available for sale in Chesterfield.

In 2026, the best neighborhood to buy investment property is Chesterfield.

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

Your search for investment property begins and ends here

Investment Property for Sale in Chesterfield, NH

821 Route 9

Chesterfield, NH

4 beds | 2 baths | 1,425 sq.ft.

$314,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.24%

Airbnb Rental Income: $null

Traditional Rental Income: $3179

Airbnb ROI: N/A

Traditional ROI: 8.24%

484 Old Swanzey Road

Chesterfield, NH

3 beds | 2 baths | 2,440 sq.ft.

$1,900,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.03%

Airbnb Rental Income: $null

Traditional Rental Income: $3309

Airbnb ROI: N/A

Traditional ROI: -0.03%

48 Church Street

Chesterfield, NH

3 beds | 2 baths | 2,611 sq.ft.

$429,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.41%

Airbnb Rental Income: $null

Traditional Rental Income: $3254

Airbnb ROI: N/A

Traditional ROI: 5.41%

00 Farr Road #Map 13B Block A Lot 20.3

Chesterfield, NH

3 beds | 2 baths | 1,403 sq.ft.

$529,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.7%

Airbnb Rental Income: $null

Traditional Rental Income: $3019

Airbnb ROI: N/A

Traditional ROI: 3.7%

Investment Properties for Sale in Other Cities of New-hampshire

Washington , NH

3 beds | 3 baths | 1,768 sq.ft.

$699,999

Airbnb cash on cash: N/A

Traditional cash on cash: 5.23%

Airbnb Rental Income: $null

Traditional Rental Income: $4805

Airbnb ROI: N/A

Traditional ROI: 5.23%

Laconia , NH

3 beds | 2 baths | 2,228 sq.ft.

$574,999

Airbnb cash on cash: N/A

Traditional cash on cash: 3.82%

Airbnb Rental Income: $null

Traditional Rental Income: $3284

Airbnb ROI: N/A

Traditional ROI: 3.82%

Manchester , NH

3 beds | 3 baths | 1,847 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.21%

Airbnb Rental Income: $null

Traditional Rental Income: $3507

Airbnb ROI: N/A

Traditional ROI: 6.21%

Nashua , NH

3 beds | 1 baths | 1,160 sq.ft.

$489,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.56%

Airbnb Rental Income: $null

Traditional Rental Income: $2343

Airbnb ROI: N/A

Traditional ROI: 2.56%

Winchester , NH

2 beds | 1 baths | 1,351 sq.ft.