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
36 Lancaster Rd Dedham, MA 36 Lancaster Rd, Dedham, MA 02026 \| Single Family Residential	3 beds \| 1 baths \| 1,385 sq.ft.	$699,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 1.93% Airbnb Rental Income: $2744 Traditional Rental Income: $2800 Airbnb ROI: 0.85% Traditional ROI: 1.93%
155 Dale Street Dedham, MA Beautiful Victorian multi-family home with a classic center entrance, front portico, and e...	6 beds \| 5 baths \| 3,432 sq.ft.	$1,050,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 4.6% Airbnb Rental Income: $4481 Traditional Rental Income: $6729 Airbnb ROI: 1.34% Traditional ROI: 4.6%
812 East St Dedham, MA Location, Location, Location! Picture perfect 4 bedroom, 2 bath cape style home located on...	4 beds \| 2 baths \| 1,970 sq.ft.	$799,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $3633 Airbnb ROI: N/A Traditional ROI: 2.56%
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: 4.97% Traditional cash on cash: 7.31% Airbnb Rental Income: $3622 Traditional Rental Income: $3724 Airbnb ROI: 4.97% Traditional ROI: 7.31%
31 Walnut St. Dedham, MA Rarely available at this price point, this true 5-bedroom home offers the space and flexib...	5 beds \| 2 baths \| 1,664 sq.ft.	$770,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 2.82% Airbnb Rental Income: $5444 Traditional Rental Income: $3579 Airbnb ROI: 3.9% Traditional ROI: 2.82%
31 Beech Street Dedham, MA Welcome to 31 Beech Street in Dedham's desirable Endicott neighborhood! Tucked away on a q...	3 beds \| 1 baths \| 1,176 sq.ft.	$685,900	Airbnb cash on cash: 1.03% Traditional cash on cash: 1.82% Airbnb Rental Income: $2744 Traditional Rental Income: $2600 Airbnb ROI: 1.03% Traditional ROI: 1.82%
5245 Washington St #5 Dedham, MA Condo OH Night 5/21! This 2-bedroom, 2-bath luxury residence with modern finishes. Chef's ...	2 beds \| 2 baths \| 1,138 sq.ft.	$799,900	Airbnb cash on cash: -0.89% Traditional cash on cash: 1.89% Airbnb Rental Income: $1718 Traditional Rental Income: $3317 Airbnb ROI: -0.89% Traditional ROI: 1.89%
67 Billings St Dedham, MA 67 Billings St, Dedham, MA 02132 \| Single Family Residential	6 beds \| 3 baths \| 2,317 sq.ft.	$1,025,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 2.33% Airbnb Rental Income: $5458 Traditional Rental Income: $4437 Airbnb ROI: 2.25% Traditional ROI: 2.33%
114 Glenellen Rd Dedham, MA 114 Glenellen Rd, Dedham, MA 02132 \| Single Family Residential	3 beds \| 1 baths \| 1,488 sq.ft.	$749,900	Airbnb cash on cash: 1.92% Traditional cash on cash: 1.81% Airbnb Rental Income: $3810 Traditional Rental Income: $2914 Airbnb ROI: 1.92% Traditional ROI: 1.81%

Real Estate investment in Dedham, MA

There are 10 properties for sale in the city of Dedham . The median list price in Dedham is $759,545 and the average price per square foot is $387. In July 2026, the average monthly cash on cash return in Dedham is 2.00%. The average monthly rental income in Dedham is $3,213.

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 Riverdale.

The ROI for Short-Term is higher than the Long-Term in Dedham with average rental income of $3,428.

Your search for investment property begins and ends here

Investment Property for Sale in Dedham, MA

36 Lancaster Rd

Dedham, MA

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

$699,000

Airbnb cash on cash: 0.85%

Traditional cash on cash: 1.93%

Airbnb Rental Income: $2744

Traditional Rental Income: $2800

Airbnb ROI: 0.85%

Traditional ROI: 1.93%

155 Dale Street

Dedham, MA

6 beds | 5 baths | 3,432 sq.ft.

$1,050,000

Airbnb cash on cash: 1.34%

Traditional cash on cash: 4.6%

Airbnb Rental Income: $4481

Traditional Rental Income: $6729

Airbnb ROI: 1.34%

Traditional ROI: 4.6%

812 East St

Dedham, MA

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

$799,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.56%

Airbnb Rental Income: $null

Traditional Rental Income: $3633

Airbnb ROI: N/A

Traditional ROI: 2.56%

2 Leominster Rd

Dedham, MA

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

$409,000

Airbnb cash on cash: 4.97%

Traditional cash on cash: 7.31%

Airbnb Rental Income: $3622

Traditional Rental Income: $3724

Airbnb ROI: 4.97%

Traditional ROI: 7.31%

31 Walnut St.

Dedham, MA

5 beds | 2 baths | 1,664 sq.ft.

$770,000

Airbnb cash on cash: 3.9%

Traditional cash on cash: 2.82%

Airbnb Rental Income: $5444

Traditional Rental Income: $3579

Airbnb ROI: 3.9%

Traditional ROI: 2.82%

31 Beech Street

Dedham, MA

3 beds | 1 baths | 1,176 sq.ft.

$685,900

Airbnb cash on cash: 1.03%

Traditional cash on cash: 1.82%

Airbnb Rental Income: $2744

Traditional Rental Income: $2600

Airbnb ROI: 1.03%

Traditional ROI: 1.82%

5245 Washington St #5

Dedham, MA

2 beds | 2 baths | 1,138 sq.ft.

$799,900

Airbnb cash on cash: -0.89%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $1718

Traditional Rental Income: $3317

Airbnb ROI: -0.89%

Traditional ROI: 1.89%

67 Billings St

Dedham, MA

6 beds | 3 baths | 2,317 sq.ft.

$1,025,000

Airbnb cash on cash: 2.25%

Traditional cash on cash: 2.33%

Airbnb Rental Income: $5458

Traditional Rental Income: $4437

Airbnb ROI: 2.25%