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
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: -0.65% Traditional cash on cash: 0.1% Airbnb Rental Income: $4708 Traditional Rental Income: $5481 Airbnb ROI: -0.65% 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% Traditional cash on cash: 0.54% Airbnb Rental Income: $4708 Traditional Rental Income: $8295 Airbnb ROI: -1% 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: -0.82% Traditional cash on cash: 0.39% Airbnb Rental Income: $4697 Traditional Rental Income: $6823 Airbnb ROI: -0.82% Traditional ROI: 0.39%
113 Ames Street Dedham, MA Step inside this well-maintained home, built in 1927, where classic charm meets everyday c...	3 beds \| 1 baths \| 1,343 sq.ft.	$599,900	Airbnb cash on cash: 1.6% Traditional cash on cash: 2.37% Airbnb Rental Income: $2901 Traditional Rental Income: $2660 Airbnb ROI: 1.6% Traditional ROI: 2.37%
51 Vine Rock St #2 Dedham, MA This charming unit in a well maintained building, is move-in-ready and waiting for its nex...	2 beds \| 1 baths \| 967 sq.ft.	$499,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 2.3% Airbnb Rental Income: $2067 Traditional Rental Income: $2352 Airbnb ROI: 0.55% Traditional ROI: 2.3%
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: 1.82% Traditional cash on cash: 7.31% Airbnb Rental Income: $2174 Traditional Rental Income: $3724 Airbnb ROI: 1.82% Traditional ROI: 7.31%
137 Robert Rd Dedham, MA Welcome home to this beautifully remodeled split-level on a desirable corner lot, melding ...	3 beds \| 2 baths \| 2,190 sq.ft.	$849,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 2.11% Airbnb Rental Income: $2974 Traditional Rental Income: $3386 Airbnb ROI: 0.73% Traditional ROI: 2.11%
191 Court St Dedham, MA Lovely Colonial in Precinct 1 - bright, move-in ready home blending classic detail with mo...	3 beds \| 2 baths \| 1,254 sq.ft.	$699,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 2.47% Airbnb Rental Income: $2541 Traditional Rental Income: $3014 Airbnb ROI: 0.8% Traditional ROI: 2.47%
11 Cheriton Rd #306 Dedham, MA Wonderfully tucked away on the top floor of this 2 bedroom, 2 bathroom Condo in an amazing...	2 beds \| 2 baths \| 1,245 sq.ft.	$589,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 2.79% Airbnb Rental Income: $1549 Traditional Rental Income: $3202 Airbnb ROI: -1.03% Traditional ROI: 2.79%
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: -0.64% Traditional cash on cash: 2.37% Airbnb Rental Income: $1549 Traditional Rental Income: $2787 Airbnb ROI: -0.64% Traditional ROI: 2.37%
132 Woodley Ave Dedham, MA 132 Woodley Ave, Dedham, MA 02132 \| Single Family Residential	3 beds \| 1 baths \| 1,726 sq.ft.	$879,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.14% Airbnb Rental Income: $2549 Traditional Rental Income: $2848 Airbnb ROI: 0.03% Traditional ROI: 1.14%
1515 Vfw Pkwy #M19 Dedham, MA 1515 Vfw Pkwy #M19, Dedham, MA 02132 \| Manufactured Home	2 beds \| 1 baths \| 500 sq.ft.	$145,000	Airbnb cash on cash: 8.16% Traditional cash on cash: 11.03% Airbnb Rental Income: $2067 Traditional Rental Income: $1932 Airbnb ROI: 8.16% Traditional ROI: 11.03%
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: -1.77% Airbnb Rental Income: $null Traditional Rental Income: $1644 Airbnb ROI: N/A Traditional ROI: -1.77%
67 Billings St Dedham, MA 67 Billings St, Dedham, MA 02132 \| Single Family Residential	6 beds \| 3 baths \| 2,317 sq.ft.	$1,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.84% Airbnb Rental Income: $null Traditional Rental Income: $4437 Airbnb ROI: N/A Traditional ROI: 1.84%
19 New Haven St Dedham, MA 19 New Haven St, Dedham, MA 02132 \| Single Family Residential	3 beds \| 1 baths \| 1,305 sq.ft.	$699,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 2.05% Airbnb Rental Income: $2901 Traditional Rental Income: $2879 Airbnb ROI: 1.06% Traditional ROI: 2.05%
147 Glenellen Rd Dedham, MA 147 Glenellen Rd, Dedham, MA 02132 \| Single Family Residential	3 beds \| 1 baths \| 1,305 sq.ft.	$659,900	Airbnb cash on cash: 1.25% Traditional cash on cash: 3.39% Airbnb Rental Income: $2901 Traditional Rental Income: $3546 Airbnb ROI: 1.25% Traditional ROI: 3.39%
79 Running Brook Rd Dedham, MA 79 Running Brook Rd, Dedham, MA 02132 \| Single Family Residential	3 beds \| 1 baths \| 1,488 sq.ft.	$849,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 1.35% Airbnb Rental Income: $2549 Traditional Rental Income: $2920 Airbnb ROI: 0.11% Traditional ROI: 1.35%
18 Crosstown Ave Dedham, MA 18 Crosstown Ave, Dedham, MA 02132 \| Single Family Residential	4 beds \| 2 baths \| 1,368 sq.ft.	$849,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.2% Airbnb Rental Income: $null Traditional Rental Income: $3595 Airbnb ROI: N/A Traditional ROI: 2.2%
88 Rockland St Dedham, MA 88 Rockland St, Dedham, MA 02132 \| Single Family Residential	3 beds \| 2 baths \| 2,054 sq.ft.	$955,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 1.52% Airbnb Rental Income: $2549 Traditional Rental Income: $3418 Airbnb ROI: -0.15% Traditional ROI: 1.52%

Real Estate investment in Dedham, MA

There are 20 properties for sale in the city of Dedham . The median list price in Dedham is $799,000 and the average price per square foot is $353. In May 2026, the average monthly cash on cash return in Dedham is 2.00%. The average monthly rental income in Dedham is $3,062.

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

There are 20 investment properties available for sale in Dedham.

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

The ROI for Short-Term is higher than the Long-Term in Dedham with average rental income of $2,549.

Your search for investment property begins and ends here

Investment Property for Sale in Dedham, MA

35 Shuttleworth

Dedham, MA

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

$2,499,999

Airbnb cash on cash: -0.65%

Traditional cash on cash: 0.1%

Airbnb Rental Income: $4708

Traditional Rental Income: $5481

Airbnb ROI: -0.65%

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%

Traditional cash on cash: 0.54%

Airbnb Rental Income: $4708

Traditional Rental Income: $8295

Airbnb ROI: -1%

Traditional ROI: 0.54%

20 Shuttleworth

Dedham, MA

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

$2,779,900

Airbnb cash on cash: -0.82%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $4697

Traditional Rental Income: $6823

Airbnb ROI: -0.82%

Traditional ROI: 0.39%

113 Ames Street

Dedham, MA

3 beds | 1 baths | 1,343 sq.ft.

$599,900

Airbnb cash on cash: 1.6%

Traditional cash on cash: 2.37%

Airbnb Rental Income: $2901

Traditional Rental Income: $2660

Airbnb ROI: 1.6%

Traditional ROI: 2.37%

51 Vine Rock St #2

Dedham, MA

2 beds | 1 baths | 967 sq.ft.

$499,000

Airbnb cash on cash: 0.55%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $2067

Traditional Rental Income: $2352

Airbnb ROI: 0.55%

Traditional ROI: 2.3%

2 Leominster Rd

Dedham, MA

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

$409,000

Airbnb cash on cash: 1.82%

Traditional cash on cash: 7.31%

Airbnb Rental Income: $2174

Traditional Rental Income: $3724

Airbnb ROI: 1.82%

Traditional ROI: 7.31%

137 Robert Rd

Dedham, MA

3 beds | 2 baths | 2,190 sq.ft.

$849,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 2.11%

Airbnb Rental Income: $2974

Traditional Rental Income: $3386

Airbnb ROI: 0.73%

Traditional ROI: 2.11%

191 Court St

Dedham, MA

3 beds | 2 baths | 1,254 sq.ft.

$699,000

Airbnb cash on cash: 0.8%

Traditional cash on cash: 2.47%

Airbnb Rental Income: $2541

Traditional Rental Income: $3014

Airbnb ROI: 0.8%