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 Dedhamâs Precinct One neighborhood, a wooded, gently slo...	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 Dedhamâs Precinct One neighb...	5 beds \| 5 baths \| 6,046 sq.ft.	$2,779,900	Airbnb cash on cash: -1.18% Traditional cash on cash: 0.39% Airbnb Rental Income: $3555 Traditional Rental Income: $6823 Airbnb ROI: -1.18% Traditional ROI: 0.39%
235 Curve St Dedham, MA Move-in ready and thoughtfully updated, this 3-bedroom, 1.5-bath home in sought-after Dedh...	3 beds \| 2 baths \| 1,521 sq.ft.	$674,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 3.07% Airbnb Rental Income: $1649 Traditional Rental Income: $3218 Airbnb ROI: -0.16% Traditional ROI: 3.07%
14 Arbor Ln Dedham, MA Welcome to this stunning completely remodeled home in an amazing location, minutes to VFW ...	4 beds \| 3 baths \| 2,520 sq.ft.	$1,099,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.58% Airbnb Rental Income: $null Traditional Rental Income: $4192 Airbnb ROI: N/A Traditional ROI: 2.58%
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: 5.92% Traditional cash on cash: 8.4% Airbnb Rental Income: $3555 Traditional Rental Income: $3724 Airbnb ROI: 5.92% Traditional ROI: 8.4%
187 Vincent Rd Dedham, MA Exceptional value and exciting potential! Located in desirable Greenlodge, this charming r...	3 beds \| 1 baths \| 988 sq.ft.	$550,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 2.26% Airbnb Rental Income: $2016 Traditional Rental Income: $2412 Airbnb ROI: 0.47% Traditional ROI: 2.26%
11 Cheriton Rd #102 Dedham, MA 11 Cheriton Rd #102, Dedham, MA 02132 \| Condo/Coop	1 beds \| 1 baths \| 901 sq.ft.	$445,000	Airbnb cash on cash: -1.48% Traditional cash on cash: 2.02% Airbnb Rental Income: $1275 Traditional Rental Income: $2333 Airbnb ROI: -1.48% Traditional ROI: 2.02%
15 Yuill Cir #2 Dedham, MA 15 Yuill Cir #2, Dedham, MA 02136 \| Condo/Coop	2 beds \| 2 baths \| 1,061 sq.ft.	$510,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 4.56% Airbnb Rental Income: $2867 Traditional Rental Income: $3328 Airbnb ROI: 2.2% Traditional ROI: 4.56%
1905 River St #1905 Dedham, MA 1905 River St #1905, Dedham, MA 02136 \| Townhouse	4 beds \| 3 baths \| 2,300 sq.ft.	$850,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 3.42% Airbnb Rental Income: $3741 Traditional Rental Income: $4559 Airbnb ROI: 1.36% Traditional ROI: 3.42%
15 Yuill Cir #1 Dedham, MA 15 Yuill Cir #1, Dedham, MA 02136 \| Condo/Coop	2 beds \| 2 baths \| 1,061 sq.ft.	$525,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 3.81% Airbnb Rental Income: $2867 Traditional Rental Income: $3328 Airbnb ROI: 1.52% Traditional ROI: 3.81%
1916 Hyde Park Ave Dedham, MA 1916 Hyde Park Ave, Dedham, MA 02136 \| Single Family Residential	4 beds \| 2 baths \| 1,996 sq.ft.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.84% Airbnb Rental Income: $null Traditional Rental Income: $3751 Airbnb ROI: N/A Traditional ROI: 2.84%
1896 River St Dedham, MA 1896 River St, Dedham, MA 02136 \| Single Family Residential	3 beds \| 2 baths \| 1,104 sq.ft.	$649,900	Airbnb cash on cash: -0.42% Traditional cash on cash: 2.75% Airbnb Rental Income: $1649 Traditional Rental Income: $3109 Airbnb ROI: -0.42% Traditional ROI: 2.75%
1816 River St Dedham, MA 1816 River St, Dedham, MA 02136 \| Single Family Residential	3 beds \| 2 baths \| 2,221 sq.ft.	$849,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 1.88% Airbnb Rental Income: $1649 Traditional Rental Income: $3339 Airbnb ROI: -0.84% Traditional ROI: 1.88%
1892 River St Dedham, MA 1892 River St, Dedham, MA 02136 \| Single Family Residential	4 beds \| 2 baths \| 2,400 sq.ft.	$799,900	Airbnb cash on cash: 1.58% Traditional cash on cash: 2.63% Airbnb Rental Income: $3741 Traditional Rental Income: $3706 Airbnb ROI: 1.58% Traditional ROI: 2.63%
24 Prescott St #3 Dedham, MA 24 Prescott St #3, Dedham, MA 02136 \| Condo/Coop	2 beds \| 1 baths \| 1,005 sq.ft.	$577,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 1.55% Airbnb Rental Income: $2867 Traditional Rental Income: $2400 Airbnb ROI: 1.17% Traditional ROI: 1.55%

Real Estate investment in Dedham, MA

There are 18 properties for sale in the city of Dedham . The median list price in Dedham is $674,000 and the average price per square foot is $286. In December 2025, the average monthly cash on cash return in Dedham is 3.00%. The average monthly rental income in Dedham is $3,334.

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

There are 18 investment properties available for sale in Dedham.

In 2025, 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 $3,334.

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: -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: -1.18%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $3555

Traditional Rental Income: $6823

Airbnb ROI: -1.18%

Traditional ROI: 0.39%

235 Curve St

Dedham, MA

3 beds | 2 baths | 1,521 sq.ft.

$674,000

Airbnb cash on cash: -0.16%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $1649

Traditional Rental Income: $3218

Airbnb ROI: -0.16%

Traditional ROI: 3.07%

14 Arbor Ln

Dedham, MA

4 beds | 3 baths | 2,520 sq.ft.

$1,099,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.58%

Airbnb Rental Income: $null

Traditional Rental Income: $4192

Airbnb ROI: N/A

Traditional ROI: 2.58%

2 Leominster Rd

Dedham, MA

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

$409,000

Airbnb cash on cash: 5.92%

Traditional cash on cash: 8.4%

Airbnb Rental Income: $3555

Traditional Rental Income: $3724

Airbnb ROI: 5.92%

Traditional ROI: 8.4%

187 Vincent Rd

Dedham, MA

3 beds | 1 baths | 988 sq.ft.

$550,000

Airbnb cash on cash: 0.47%

Traditional cash on cash: 2.26%

Airbnb Rental Income: $2016

Traditional Rental Income: $2412

Airbnb ROI: 0.47%

Traditional ROI: 2.26%

11 Cheriton Rd #102

Dedham, MA

1 beds | 1 baths | 901 sq.ft.

$445,000

Airbnb cash on cash: -1.48%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $1275

Traditional Rental Income: $2333

Airbnb ROI: -1.48%