Real Estate Investment Properties for Sale in Sheffield, MA

Looking for investment property in Sheffield, MA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1180 Ashley Falls Rd Sheffield, MA	3 beds \| 6 baths \| 4,044 sq.ft.	$695,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 9.03% Airbnb Rental Income: $2734 Traditional Rental Income: $7284 Airbnb ROI: 1.02% Traditional ROI: 9.03%
153 East Main St Sheffield, MA Mid-1960s ranch on a quiet street with nearly 1/2 acre! A perfect family home to settle do...	3 beds \| 2 baths \| 1,482 sq.ft.	$365,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 7.1% Airbnb Rental Income: $2734 Traditional Rental Income: $3222 Airbnb ROI: 3.79% Traditional ROI: 7.1%
1592 County Rd Sheffield, MA Michael Harrigan [email protected] 413-429-7788 BERKSHIRE HATHAWAY HOMESERVICES ...	4 beds \| 3 baths \| 1,360 sq.ft.	$399,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 7.06% Airbnb Rental Income: $2815 Traditional Rental Income: $3567 Airbnb ROI: 3.29% Traditional ROI: 7.06%
483 Home Rd Sheffield, MA Suzann Laverack Ward [email protected] 413-329-3031 HOUSATONIC REAL ESTATE	3 beds \| 3 baths \| 1,991 sq.ft.	$695,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 2.76% Airbnb Rental Income: $2734 Traditional Rental Income: $3318 Airbnb ROI: 0.87% Traditional ROI: 2.76%
60 Parsley Ln Sheffield, MA Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath hom...	5 beds \| 5 baths \| 2,841 sq.ft.	$995,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 4.89% Airbnb Rental Income: $5497 Traditional Rental Income: $6519 Airbnb ROI: 2.59% Traditional ROI: 4.89%
168 Main St Sheffield, MA	5 beds \| 3 baths \| 2,750 sq.ft.	$649,000	Airbnb cash on cash: 5.26% Traditional cash on cash: 5.45% Airbnb Rental Income: $5497 Traditional Rental Income: $4505 Airbnb ROI: 5.26% Traditional ROI: 5.45%
1427 Hewins St Sheffield, MA Beautifully Built New Construction in SheffieldMove-in ready and thoughtfully crafted by a...	3 beds \| 2 baths \| 1,730 sq.ft.	$775,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 3.69% Airbnb Rental Income: $2734 Traditional Rental Income: $3507 Airbnb ROI: 1.73% Traditional ROI: 3.69%
95 Water Farm Rd Sheffield, MA Open House 10-11-25 @ 11:00-1:00. Inside photo's to follow. Experience the perfect blend o...	4 beds \| 2 baths \| 1,531 sq.ft.	$495,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 5.64% Airbnb Rental Income: $2815 Traditional Rental Income: $3471 Airbnb ROI: 2.81% Traditional ROI: 5.64%
604 Sheffield Plain Rd Sheffield, MA	6 beds \| 5 baths \| 4,572 sq.ft.	$695,000	Airbnb cash on cash: 4.52% Traditional cash on cash: 8.34% Airbnb Rental Income: $5497 Traditional Rental Income: $6869 Airbnb ROI: 4.52% Traditional ROI: 8.34%

Real Estate investment in Sheffield, MA

There are 9 properties for sale in the city of Sheffield . The median list price in Sheffield is $672,000 and the average price per square foot is $271. In January 2026, the average monthly cash on cash return in Sheffield is 6.00%. The average monthly rental income in Sheffield is $3,668.

Sheffield, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 9 investment properties available for sale in Sheffield.

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

The ROI for Long-Term is higher than the Short-Term in Sheffield with average rental income of $3,668.

Your search for investment property begins and ends here

Investment Property for Sale in Sheffield, MA

1180 Ashley Falls Rd

Sheffield, MA

3 beds | 6 baths | 4,044 sq.ft.

$695,000

Airbnb cash on cash: 1.02%

Traditional cash on cash: 9.03%

Airbnb Rental Income: $2734

Traditional Rental Income: $7284

Airbnb ROI: 1.02%

Traditional ROI: 9.03%

153 East Main St

Sheffield, MA

3 beds | 2 baths | 1,482 sq.ft.

$365,000

Airbnb cash on cash: 3.79%

Traditional cash on cash: 7.1%

Airbnb Rental Income: $2734

Traditional Rental Income: $3222

Airbnb ROI: 3.79%

Traditional ROI: 7.1%

1592 County Rd

Sheffield, MA

4 beds | 3 baths | 1,360 sq.ft.

$399,000

Airbnb cash on cash: 3.29%

Traditional cash on cash: 7.06%

Airbnb Rental Income: $2815

Traditional Rental Income: $3567

Airbnb ROI: 3.29%

Traditional ROI: 7.06%

483 Home Rd

Sheffield, MA

3 beds | 3 baths | 1,991 sq.ft.

$695,000

Airbnb cash on cash: 0.87%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $2734

Traditional Rental Income: $3318

Airbnb ROI: 0.87%

Traditional ROI: 2.76%

60 Parsley Ln

Sheffield, MA

5 beds | 5 baths | 2,841 sq.ft.

$995,000

Airbnb cash on cash: 2.59%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $5497

Traditional Rental Income: $6519

Airbnb ROI: 2.59%

Traditional ROI: 4.89%

168 Main St

Sheffield, MA

5 beds | 3 baths | 2,750 sq.ft.

$649,000

Airbnb cash on cash: 5.26%

Traditional cash on cash: 5.45%

Airbnb Rental Income: $5497

Traditional Rental Income: $4505

Airbnb ROI: 5.26%

Traditional ROI: 5.45%

1427 Hewins St

Sheffield, MA

3 beds | 2 baths | 1,730 sq.ft.

$775,000

Airbnb cash on cash: 1.73%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $2734

Traditional Rental Income: $3507

Airbnb ROI: 1.73%

Traditional ROI: 3.69%

95 Water Farm Rd

Sheffield, MA

4 beds | 2 baths | 1,531 sq.ft.

$495,000

Airbnb cash on cash: 2.81%

Traditional cash on cash: 5.64%

Airbnb Rental Income: $2815

Traditional Rental Income: $3471

Airbnb ROI: 2.81%