Real Estate Investment Properties for Sale in Wrentham, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
590 Dedham St #590 Wrentham, MA Ready for you in Wrentham! This well-maintained end unit in Wrentham's "Lost Meadow" is s...	2 beds \| 1 baths \| 952 sq.ft.	$385,000	Airbnb cash on cash: 5.61% Traditional cash on cash: 3.23% Airbnb Rental Income: $3971 Traditional Rental Income: $2263 Airbnb ROI: 5.61% Traditional ROI: 3.23%
15 Ridge Rd Wrentham, MA Motivated Sellers! Quick close possible on this stunning, 4-year-young brick-front Colonia...	4 beds \| 3 baths \| 3,576 sq.ft.	$1,485,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 1.66% Airbnb Rental Income: $5516 Traditional Rental Income: $5680 Airbnb ROI: 0.73% Traditional ROI: 1.66%
118 Woolford Rd Wrentham, MA OH CANCELLED*Enjoy lake views and sunsets from the comfort of your own home. This exq...	3 beds \| 2 baths \| 1,970 sq.ft.	$889,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 2.3% Airbnb Rental Income: $2994 Traditional Rental Income: $3386 Airbnb ROI: 0.99% Traditional ROI: 2.3%
14 Earle Stewart Ln Wrentham, MA 14 Earle Stewart Ln, Wrentham, MA 02093 \| Single Family Residential	4 beds \| 3 baths \| 4,193 sq.ft.	$1,574,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 1.51% Airbnb Rental Income: $5516 Traditional Rental Income: $5551 Airbnb ROI: 0.73% Traditional ROI: 1.51%
8 Weber Farm Rd #8 Wrentham, MA 8 Weber Farm Rd #8, Wrentham, MA 02093 \| Condo/Coop	2 beds \| 2 baths \| 1,734 sq.ft.	$925,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 1.46% Airbnb Rental Income: $3971 Traditional Rental Income: $3790 Airbnb ROI: 0.68% Traditional ROI: 1.46%
11 Earle Stewart Ln Lot 2 Wrentham, MA Lot 2-11 Earle Stewart Ln, Wrentham, MA 02093 \| Single Family Residential	4 beds \| 3 baths \| 4,428 sq.ft.	$1,624,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 0.88% Airbnb Rental Income: $5516 Traditional Rental Income: $4790 Airbnb ROI: 0.63% Traditional ROI: 0.88%
151 Dedham St Wrentham, MA Investor-friendly opportunity in a desirable area of Wrentham.Priced under market value, t...	3 beds \| 1 baths \| 1,079 sq.ft.	$374,999	Airbnb cash on cash: 4.12% Traditional cash on cash: 4.26% Airbnb Rental Income: $2994 Traditional Rental Income: $2353 Airbnb ROI: 4.12% Traditional ROI: 4.26%
74 Whipple Brook Road Wrentham, MA Nestled on a quiet cul-de-sac in one of Wrentham's most private and picturesque neighborho...	4 beds \| 4 baths \| 5,056 sq.ft.	$1,675,000	Airbnb cash on cash: 1% Traditional cash on cash: 1.73% Airbnb Rental Income: $5516 Traditional Rental Income: $5547 Airbnb ROI: 1% Traditional ROI: 1.73%
lot 11 Field Cir Wrentham, MA Nestled in the heart of the coveted Amberfields community, this custom stone front colonia...	4 beds \| 2 baths \| 4,900 sq.ft.	$1,479,999	Airbnb cash on cash: 2.12% Traditional cash on cash: 2.24% Airbnb Rental Income: $5516 Traditional Rental Income: $4567 Airbnb ROI: 2.12% Traditional ROI: 2.24%
430 Franklin St Wrentham, MA 430 Franklin St, Wrentham, MA 02093 \| Single Family Residential	5 beds \| 2 baths \| 2,268 sq.ft.	$724,900	Airbnb cash on cash: 3.08% Traditional cash on cash: N/A Airbnb Rental Income: $4635 Traditional Rental Income: $0 Airbnb ROI: 3.08% Traditional ROI: N/A
19 Bennett St Wrentham, MA 19 Bennett St, Wrentham, MA 02093 \| Single Family Residential	2 beds \| 1 baths \| 792 sq.ft.	$425,000	Airbnb cash on cash: 5.38% Traditional cash on cash: 2.91% Airbnb Rental Income: $3971 Traditional Rental Income: $2134 Airbnb ROI: 5.38% Traditional ROI: 2.91%
140 King James Way Wrentham, MA 140 King James Way, Wrentham, MA 02093 \| Single Family Residential	3 beds \| 1 baths \| 2,097 sq.ft.	$615,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 4.38% Airbnb Rental Income: $2994 Traditional Rental Income: $3880 Airbnb ROI: 1.63% Traditional ROI: 4.38%
30 Chestnut St Wrentham, MA 30 Chestnut St, Wrentham, MA 02093 \| Single Family Residential	4 beds \| 2 baths \| 1,536 sq.ft.	$659,900	Airbnb cash on cash: 4.79% Traditional cash on cash: 3.31% Airbnb Rental Income: $5516 Traditional Rental Income: $3495 Airbnb ROI: 4.79% Traditional ROI: 3.31%
2 Vine St Wrentham, MA 2 Vine St, Wrentham, MA 02093 \| Single Family Residential	4 beds \| 3 baths \| 5,460 sq.ft.	$1,595,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 0.07% Airbnb Rental Income: $5516 Traditional Rental Income: $3495 Airbnb ROI: 0.69% Traditional ROI: 0.07%
78 Franklin St Wrentham, MA 78 Franklin St, Wrentham, MA 02093 \| Single Family Residential	4 beds \| 2 baths \| 2,323 sq.ft.	$750,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 3.01% Airbnb Rental Income: $5516 Traditional Rental Income: $3749 Airbnb ROI: 3.95% Traditional ROI: 3.01%
1 King Philip Cir Lot 6 Wrentham, MA 1 King Philip Cir Lot 6, Wrentham, MA 02093 \| Single Family Residential	4 beds \| 3 baths \| 4,473 sq.ft.	$1,674,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 0.88% Airbnb Rental Income: $5516 Traditional Rental Income: $4917 Airbnb ROI: 0.55% Traditional ROI: 0.88%
371 & 377 Franklin St Wrentham, MA 371 & 377 Franklin St, Wrentham, MA 02093 \| Single Family Residential	4 beds \| 2 baths \| 2,000 sq.ft.	$1,000,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 1.86% Airbnb Rental Income: $5516 Traditional Rental Income: $3893 Airbnb ROI: 2.41% Traditional ROI: 1.86%
18 Manchester Dr Wrentham, MA 18 Manchester Dr, Wrentham, MA 02093 \| Single Family Residential	4 beds \| 4 baths \| 4,700 sq.ft.	$1,269,900	Airbnb cash on cash: 1.43% Traditional cash on cash: 0.66% Airbnb Rental Income: $5516 Traditional Rental Income: $3495 Airbnb ROI: 1.43% Traditional ROI: 0.66%
18 A St Wrentham, MA 18 A St, Wrentham, MA 02093 \| Single Family Residential	2 beds \| 1 baths \| 720 sq.ft.	$499,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 2.62% Airbnb Rental Income: $3971 Traditional Rental Income: $2349 Airbnb ROI: 4.27% Traditional ROI: 2.62%
4 Weber Farm Rd #4 Wrentham, MA 4 Weber Farm Rd #4, Wrentham, MA 02093 \| Condo/Coop	2 beds \| 2 baths \| 2,475 sq.ft.	$1,025,000	Airbnb cash on cash: 0.38% Traditional cash on cash: -0.66% Airbnb Rental Income: $3971 Traditional Rental Income: $2134 Airbnb ROI: 0.38% Traditional ROI: -0.66%
9 Earle Stewart Ln Lot 1 Wrentham, MA 9 Earle Stewart Ln Lot 1, Wrentham, MA 02093 \| Single Family Residential	4 beds \| 4 baths \| 4,397 sq.ft.	$1,624,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 1.65% Airbnb Rental Income: $5516 Traditional Rental Income: $5940 Airbnb ROI: 0.64% Traditional ROI: 1.65%
723 Dedham St Wrentham, MA 723 Dedham St, Wrentham, MA 02093 \| Single Family Residential	3 beds \| 2 baths \| 986 sq.ft.	$699,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 2.22% Airbnb Rental Income: $2994 Traditional Rental Income: $2987 Airbnb ROI: 1.17% Traditional ROI: 2.22%

Real Estate investment in Wrentham, MA

There are 27 properties for sale in the city of Wrentham . The median list price in Wrentham is $924,447 and the average price per square foot is $342. In October 2026, the average monthly cash on cash return in Wrentham is 2.00%. The average monthly rental income in Wrentham is $3,835.

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

There are 27 investment properties available for sale in Wrentham.

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

The ROI for Short-Term is higher than the Long-Term in Wrentham with average rental income of $5,516.

Your search for investment property begins and ends here

Investment Property for Sale in Wrentham, MA

590 Dedham St #590

Wrentham, MA

2 beds | 1 baths | 952 sq.ft.

$385,000

Airbnb cash on cash: 5.61%

Traditional cash on cash: 3.23%

Airbnb Rental Income: $3971

Traditional Rental Income: $2263

Airbnb ROI: 5.61%

Traditional ROI: 3.23%

15 Ridge Rd

Wrentham, MA

4 beds | 3 baths | 3,576 sq.ft.

$1,485,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 1.66%

Airbnb Rental Income: $5516

Traditional Rental Income: $5680

Airbnb ROI: 0.73%

Traditional ROI: 1.66%

118 Woolford Rd

Wrentham, MA

3 beds | 2 baths | 1,970 sq.ft.

$889,000

Airbnb cash on cash: 0.99%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $2994

Traditional Rental Income: $3386

Airbnb ROI: 0.99%

Traditional ROI: 2.3%

14 Earle Stewart Ln

Wrentham, MA

4 beds | 3 baths | 4,193 sq.ft.

$1,574,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $5516

Traditional Rental Income: $5551

Airbnb ROI: 0.73%

Traditional ROI: 1.51%

8 Weber Farm Rd #8

Wrentham, MA

2 beds | 2 baths | 1,734 sq.ft.

$925,000

Airbnb cash on cash: 0.68%

Traditional cash on cash: 1.46%

Airbnb Rental Income: $3971

Traditional Rental Income: $3790

Airbnb ROI: 0.68%

Traditional ROI: 1.46%

11 Earle Stewart Ln Lot 2

Wrentham, MA

4 beds | 3 baths | 4,428 sq.ft.

$1,624,000

Airbnb cash on cash: 0.63%

Traditional cash on cash: 0.88%

Airbnb Rental Income: $5516

Traditional Rental Income: $4790

Airbnb ROI: 0.63%

Traditional ROI: 0.88%

151 Dedham St

Wrentham, MA

3 beds | 1 baths | 1,079 sq.ft.

$374,999

Airbnb cash on cash: 4.12%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $2994

Traditional Rental Income: $2353

Airbnb ROI: 4.12%

Traditional ROI: 4.26%

74 Whipple Brook Road

Wrentham, MA

4 beds | 4 baths | 5,056 sq.ft.

$1,675,000

Airbnb cash on cash: 1%

Traditional cash on cash: 1.73%

Airbnb Rental Income: $5516

Traditional Rental Income: $5547

Airbnb ROI: 1%