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
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%
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: -1.18% Traditional cash on cash: 0.39% Airbnb Rental Income: $3555 Traditional Rental Income: $6823 Airbnb ROI: -1.18% Traditional ROI: 0.39%
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%
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%
14 Wiggin Ave. unit: 14 #14 Dedham, MA Fresh, bright, & move-in ready-this 3-bed, 1.5-bath TH-style Condo truly lives like a sing...	3 beds \| 2 baths \| 1,161 sq.ft.	$500,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 4.07% Airbnb Rental Income: $3610 Traditional Rental Income: $2945 Airbnb ROI: 3.8% Traditional ROI: 4.07%
36 Lancaster Rd Dedham, MA 36 Lancaster Rd, Dedham, MA 02026 \| Single Family Residential	3 beds \| 1 baths \| 1,385 sq.ft.	$499,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 3.58% Airbnb Rental Income: $2778 Traditional Rental Income: $2800 Airbnb ROI: 2.14% Traditional ROI: 3.58%
25 Rockland St #5 Dedham, MA 25 Rockland St #5, Dedham, MA 02132 \| Condo/Coop	2 beds \| 2 baths \| 965 sq.ft.	$499,900	Airbnb cash on cash: -0.15% Traditional cash on cash: 2.51% Airbnb Rental Income: $1928 Traditional Rental Income: $2659 Airbnb ROI: -0.15% Traditional ROI: 2.51%
19 Jake Ln Dedham, MA Seller financing available .Affordable and brand new! This 2025 mobile home features an op...	2 beds \| 1 baths \| 800 sq.ft.	$194,900	Airbnb cash on cash: 4.94% Traditional cash on cash: 10.98% Airbnb Rental Income: $1928 Traditional Rental Income: $2535 Airbnb ROI: 4.94% Traditional ROI: 10.98%

Real Estate investment in Dedham, MA

There are 10 properties for sale in the city of Dedham . The median list price in Dedham is $500,000 and the average price per square foot is $186. In February 2026, the average monthly cash on cash return in Dedham is 3.00%. The average monthly rental income in Dedham is $2,800.

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

There are 10 investment properties available for sale in Dedham.

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

The ROI for Short-Term is higher than the Long-Term in Dedham with average rental income of $2,516.

Your search for investment property begins and ends here

Investment Property for Sale in Dedham, MA

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%

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%

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%

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%

14 Wiggin Ave. unit: 14 #14

Dedham, MA

3 beds | 2 baths | 1,161 sq.ft.

$500,000

Airbnb cash on cash: 3.8%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $3610

Traditional Rental Income: $2945

Airbnb ROI: 3.8%

Traditional ROI: 4.07%

36 Lancaster Rd

Dedham, MA

3 beds | 1 baths | 1,385 sq.ft.

$499,000

Airbnb cash on cash: 2.14%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $2778

Traditional Rental Income: $2800

Airbnb ROI: 2.14%

Traditional ROI: 3.58%

25 Rockland St #5

Dedham, MA

2 beds | 2 baths | 965 sq.ft.

$499,900

Airbnb cash on cash: -0.15%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $1928

Traditional Rental Income: $2659

Airbnb ROI: -0.15%