Real Estate Investment Properties for Sale in Dedham, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
109-111 Rockland St Dedham, MA Location! Location! This is a well maintained 2 Family with all the updates. Professional ...	6 beds \| 4 baths \| 3,286 sq.ft.	$1,199,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.55% Airbnb Rental Income: $null Traditional Rental Income: $5348 Airbnb ROI: N/A Traditional ROI: 3.55%
2 Leominster Rd Dedham, MA Extended family or income opportunity. 2 Homes for the price of one ! There is room for ev...	4 beds \| 3 baths \| 2,183 sq.ft.	$409,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.31% Airbnb Rental Income: $null Traditional Rental Income: $3724 Airbnb ROI: N/A Traditional ROI: 7.31%
35 Shuttleworth Dedham, MA Nestled along a private road in Dedham's Precinct One neighborhood, a wooded, gently slope...	5 beds \| 5 baths \| 6,046 sq.ft.	$2,499,999	Airbnb cash on cash: -1.07% Traditional cash on cash: 0.1% Airbnb Rental Income: $3555 Traditional Rental Income: $5481 Airbnb ROI: -1.07% Traditional ROI: 0.1%
262 Meadowbrook Rd Dedham, MA TO BE BUILT - The highest developable point in the town of Dedham, in the coveted Precinct...	5 beds \| 7 baths \| 6,977 sq.ft.	$3,199,900	Airbnb cash on cash: -1.32% Traditional cash on cash: 0.54% Airbnb Rental Income: $3555 Traditional Rental Income: $8295 Airbnb ROI: -1.32% Traditional ROI: 0.54%
20 Shuttleworth Dedham, MA The second of two new construction homes to be completed in Dedham's Precinct One neighbor...	5 beds \| 5 baths \| 6,046 sq.ft.	$2,779,900	Airbnb cash on cash: -0.18% Traditional cash on cash: 0.39% Airbnb Rental Income: $6650 Traditional Rental Income: $6823 Airbnb ROI: -0.18% Traditional ROI: 0.39%
72 Crane St Dedham, MA Offer deadline Monday 3/9 @ 5pm. This unique, 1940's Cape style home blends classic charm ...	3 beds \| 1 baths \| 1,301 sq.ft.	$649,900	Airbnb cash on cash: 1.26% Traditional cash on cash: 2.1% Airbnb Rental Income: $2778 Traditional Rental Income: $2635 Airbnb ROI: 1.26% Traditional ROI: 2.1%
5257 Washington St #5257 Dedham, MA Tastefully renovated West Roxbury townhouse available for an sale! Two floors of living sp...	2 beds \| 1 baths \| 1,216 sq.ft.	$599,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 2.37% Airbnb Rental Income: $1928 Traditional Rental Income: $2787 Airbnb ROI: -0.08% Traditional ROI: 2.37%
231-245 Grove St Dedham, MA 231-245 Grove St, Dedham, MA 02132 \| Other	N/A beds \| N/A baths \| N/A	$3,695,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.56% Airbnb Rental Income: $null Traditional Rental Income: $2371 Airbnb ROI: N/A Traditional ROI: -1.56%

Real Estate investment in Dedham, MA

There are 9 properties for sale in the city of Dedham . The median list price in Dedham is $924,900 and the average price per square foot is $289. In April 2026, the average monthly cash on cash return in Dedham is 2.00%. The average monthly rental income in Dedham is $2,759.

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

There are 9 investment properties available for sale in Dedham.

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

The ROI for Long-Term is higher than the Short-Term in Dedham with average rental income of $2,759.

Your search for investment property begins and ends here

Investment Property for Sale in Dedham, MA

109-111 Rockland St

Dedham, MA

6 beds | 4 baths | 3,286 sq.ft.

$1,199,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.55%

Airbnb Rental Income: $null

Traditional Rental Income: $5348

Airbnb ROI: N/A

Traditional ROI: 3.55%

2 Leominster Rd

Dedham, MA

4 beds | 3 baths | 2,183 sq.ft.

$409,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.31%

Airbnb Rental Income: $null

Traditional Rental Income: $3724

Airbnb ROI: N/A

Traditional ROI: 7.31%

35 Shuttleworth

Dedham, MA

5 beds | 5 baths | 6,046 sq.ft.

$2,499,999

Airbnb cash on cash: -1.07%

Traditional cash on cash: 0.1%

Airbnb Rental Income: $3555

Traditional Rental Income: $5481

Airbnb ROI: -1.07%

Traditional ROI: 0.1%

262 Meadowbrook Rd

Dedham, MA

5 beds | 7 baths | 6,977 sq.ft.

$3,199,900

Airbnb cash on cash: -1.32%

Traditional cash on cash: 0.54%

Airbnb Rental Income: $3555

Traditional Rental Income: $8295

Airbnb ROI: -1.32%

Traditional ROI: 0.54%

20 Shuttleworth

Dedham, MA

5 beds | 5 baths | 6,046 sq.ft.

$2,779,900

Airbnb cash on cash: -0.18%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $6650

Traditional Rental Income: $6823

Airbnb ROI: -0.18%

Traditional ROI: 0.39%

72 Crane St

Dedham, MA

3 beds | 1 baths | 1,301 sq.ft.

$649,900

Airbnb cash on cash: 1.26%

Traditional cash on cash: 2.1%

Airbnb Rental Income: $2778

Traditional Rental Income: $2635

Airbnb ROI: 1.26%

Traditional ROI: 2.1%

5257 Washington St #5257

Dedham, MA

2 beds | 1 baths | 1,216 sq.ft.

$599,000

Airbnb cash on cash: -0.08%

Traditional cash on cash: 2.37%

Airbnb Rental Income: $1928

Traditional Rental Income: $2787

Airbnb ROI: -0.08%

Traditional ROI: 2.37%

231-245 Grove St

Dedham, MA

N/A beds | N/A baths | N/A

$3,695,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.56%

Airbnb Rental Income: $null

Traditional Rental Income: $2371

Airbnb ROI: N/A