Real Estate Investment Properties for Sale in Boston, MA

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

Explore a variety of short-term homes & houses in Boston, MA. Invest wisely with VRBO & Boston, MA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Boston, MA

Search for Single Family Residential for Sale in Boston, Massachusetts. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 153 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
32 Lime St Boston, MA	4 beds \| 5 baths \| 5,194 sq.ft.	$8,450,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.39% Airbnb Rental Income: $null Traditional Rental Income: $6608 Airbnb ROI: N/A Traditional ROI: -1.39%
11 Wayne St Boston, MA 11 Wayne St, Boston, MA 02121 \| Multi Family	6 beds \| 4 baths \| 4,819 sq.ft.	$1,295,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 2.41% Airbnb Rental Income: $3611 Traditional Rental Income: $5664 Airbnb ROI: 0.04% Traditional ROI: 2.41%
198 Byron St Boston, MA 198 Byron St, Boston, MA 02128 \| Single Family Residential	3 beds \| 1 baths \| 2,385 sq.ft.	$1,150,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 0.22% Airbnb Rental Income: $3055 Traditional Rental Income: $2708 Airbnb ROI: -0.11% Traditional ROI: 0.22%
13 Wellington St Boston, MA Beautiful townhouse on quiet, tree-lined street minutes from T, Prudential Center, Symphon...	4 beds \| 3 baths \| 3,110 sq.ft.	$3,590,000	Airbnb cash on cash: -1% Traditional cash on cash: -0.38% Airbnb Rental Income: $2921 Traditional Rental Income: $4312 Airbnb ROI: -1% Traditional ROI: -0.38%
36 Martin St Boston, MA 36 Martin St, Boston, MA 02132 \| Single Family Residential	4 beds \| 1 baths \| 1,688 sq.ft.	$1,025,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 0.84% Airbnb Rental Income: $4699 Traditional Rental Income: $3011 Airbnb ROI: 1.59% Traditional ROI: 0.84%
14 Avondale St Boston, MA 14 Avondale St, Boston, MA 02124 \| Single Family Residential	4 beds \| 2 baths \| 1,768 sq.ft.	$639,900	Airbnb cash on cash: 2.3% Traditional cash on cash: 3.65% Airbnb Rental Income: $3575 Traditional Rental Income: $3600 Airbnb ROI: 2.3% Traditional ROI: 3.65%
156 Ashmont St Boston, MA 156 Ashmont St, Boston, MA 02124 \| Single Family Residential	4 beds \| 3 baths \| 2,650 sq.ft.	$1,099,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 2.05% Airbnb Rental Income: $2292 Traditional Rental Income: $4456 Airbnb ROI: -0.63% Traditional ROI: 2.05%
63 Johnson St Boston, MA Beautiful 19th-Century Colonial Home located on a generous lot in West Roxbury. You will b...	3 beds \| 1 baths \| 1,813 sq.ft.	$1,295,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 0.78% Airbnb Rental Income: $3924 Traditional Rental Income: $2680 Airbnb ROI: 1.11% Traditional ROI: 0.78%
460 Baker St Boston, MA Come see this charming and updated move-in-ready home, situated on a nicely landscaped cor...	4 beds \| 2 baths \| 2,250 sq.ft.	$1,099,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 2.06% Airbnb Rental Income: $4699 Traditional Rental Income: $3691 Airbnb ROI: 2.09% Traditional ROI: 2.06%
34 Houghton St Boston, MA Rare 4 bedroom with extra large lot which boasts an incredible backyard. There is a great ...	4 beds \| 3 baths \| 1,667 sq.ft.	$315,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 8.97% Airbnb Rental Income: $2292 Traditional Rental Income: $3386 Airbnb ROI: 3.35% Traditional ROI: 8.97%
5 Charles River Sq Boston, MA 5 Charles River Sq, Boston, MA 02114 \| Single Family Residential	4 beds \| 3 baths \| 3,303 sq.ft.	$4,795,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.22% Airbnb Rental Income: $null Traditional Rental Income: $4545 Airbnb ROI: N/A Traditional ROI: -1.22%
1 Fairfield St Boston, MA 1 Fairfield St, Boston, MA 02116 \| Single Family Residential	6 beds \| 5 baths \| 5,700 sq.ft.	$10,950,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.6% Airbnb Rental Income: $null Traditional Rental Income: $6437 Airbnb ROI: N/A Traditional ROI: -1.6%
189 W Brookline St Boston, MA An exceptional opportunity to transform an impressive 3 family traditional double bow fron...	6 beds \| 5 baths \| 4,320 sq.ft.	$8,250,000	Airbnb cash on cash: -0.93% Traditional cash on cash: -0.54% Airbnb Rental Income: $4336 Traditional Rental Income: $6423 Airbnb ROI: -0.93% Traditional ROI: -0.54%
89 Newfield St Boston, MA Welcome to this Ranch style home situated on a quiet side street on the Chestnut Hill line...	5 beds \| 3 baths \| 3,509 sq.ft.	$1,625,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.5% Airbnb Rental Income: $null Traditional Rental Income: $4391 Airbnb ROI: N/A Traditional ROI: 1.5%
32 Jewett St Boston, MA Welcome to your dream home nestled on a peaceful cul-de-sac. This stunning single-family a...	4 beds \| 3 baths \| 2,047 sq.ft.	$849,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.7% Airbnb Rental Income: $2408 Traditional Rental Income: $3971 Airbnb ROI: -0.02% Traditional ROI: 2.7%
13 W Milton Place Boston, MA Welcome to 13 W Milton Place - a beautiful 2018 Colonial set back from the road filled wit...	4 beds \| 3 baths \| 2,744 sq.ft.	$1,150,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 2.11% Airbnb Rental Income: $2019 Traditional Rental Income: $4260 Airbnb ROI: -0.48% Traditional ROI: 2.11%
14-14R Kennebec St Boston, MA Tucked away on a quiet, private street in the heart of Mattapan, this spacious home offers...	4 beds \| 2 baths \| 1,965 sq.ft.	$550,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 4.86% Airbnb Rental Income: $3575 Traditional Rental Income: $3556 Airbnb ROI: 3.37% Traditional ROI: 4.86%
50 Heron St Boston, MA 50 Heron St, Boston, MA 02132 \| Single Family Residential	3 beds \| 2 baths \| 2,064 sq.ft.	$1,169,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 0.86% Airbnb Rental Income: $3924 Traditional Rental Income: $3448 Airbnb ROI: 0.53% Traditional ROI: 0.86%
183 Temple Street Boston, MA This beautiful Colonial underwent a complete renovation in 2025, introducing luxury amenit...	5 beds \| 4 baths \| 2,450 sq.ft.	$1,545,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.53% Airbnb Rental Income: $null Traditional Rental Income: $4461 Airbnb ROI: N/A Traditional ROI: 1.53%
62 Chestnut St Boston, MA 62 Chestnut St, Boston, MA 02108 \| Single Family Residential	5 beds \| 5 baths \| 3,765 sq.ft.	$7,650,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.33% Airbnb Rental Income: $null Traditional Rental Income: $6449 Airbnb ROI: N/A Traditional ROI: -1.33%
55 Metropolitan Ave Boston, MA 55 Metropolitan Ave, Boston, MA 02131 \| Single Family Residential	5 beds \| 3 baths \| 2,622 sq.ft.	$895,999	Airbnb cash on cash: 1.59% Traditional cash on cash: 3.12% Airbnb Rental Income: $4155 Traditional Rental Income: $4547 Airbnb ROI: 1.59% Traditional ROI: 3.12%
19 Charles River Sq Boston, MA 19 Charles River Sq, Boston, MA 02114 \| Single Family Residential	3 beds \| 3 baths \| 2,983 sq.ft.	$6,750,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.59% Airbnb Rental Income: $null Traditional Rental Income: $4054 Airbnb ROI: N/A Traditional ROI: -1.59%
19 Nixon St Boston, MA 19 Nixon St, Boston, MA 02124 \| Single Family Residential	6 beds \| 3 baths \| 3,200 sq.ft.	$1,050,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 2.45% Airbnb Rental Income: $3458 Traditional Rental Income: $4658 Airbnb ROI: 0.44% Traditional ROI: 2.45%
22 Joy St Boston, MA 22 Joy St, Boston, MA 02114 \| Single Family Residential	4 beds \| 3 baths \| 3,788 sq.ft.	$3,895,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.01% Airbnb Rental Income: $null Traditional Rental Income: $4471 Airbnb ROI: N/A Traditional ROI: -1.01%
45 Parley Ave Boston, MA 45 Parley Ave, Boston, MA 02130 \| Single Family Residential	6 beds \| 4 baths \| 6,440 sq.ft.	$3,595,000	Airbnb cash on cash: -1.16% Traditional cash on cash: -0.54% Airbnb Rental Income: $4612 Traditional Rental Income: $5698 Airbnb ROI: -1.16% Traditional ROI: -0.54%
16 Patterson St Boston, MA 16 Patterson St, Boston, MA 02124 \| Multi Family	4 beds \| 1 baths \| 1,600 sq.ft.	$779,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 6.52% Airbnb Rental Income: $2292 Traditional Rental Income: $6439 Airbnb ROI: 0.02% Traditional ROI: 6.52%
22 Kenilworth St Boston, MA Bring your vision & your desire for elevated living to this thoughtfully renovated brick r...	3 beds \| 3 baths \| 2,100 sq.ft.	$1,450,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 1.1% Airbnb Rental Income: $2422 Traditional Rental Income: $3819 Airbnb ROI: -0.38% Traditional ROI: 1.1%
18 Hereford St Boston, MA 18 Hereford St, Boston, MA 02115 \| Single Family Residential	7 beds \| 4 baths \| 4,553 sq.ft.	$4,999,999	Airbnb cash on cash: N/A Traditional cash on cash: -1.06% Airbnb Rental Income: $null Traditional Rental Income: $5508 Airbnb ROI: N/A Traditional ROI: -1.06%
41 Chestnut St Boston, MA 41 Chestnut St, Boston, MA 02108 \| Single Family Residential	5 beds \| 3 baths \| 3,849 sq.ft.	$5,699,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.37% Airbnb Rental Income: $null Traditional Rental Income: $4621 Airbnb ROI: N/A Traditional ROI: -1.37%
6 West Hill Pl Boston, MA 6 West Hill Pl, Boston, MA 02114 \| Single Family Residential	5 beds \| 5 baths \| 4,000 sq.ft.	$6,199,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.12% Airbnb Rental Income: $null Traditional Rental Income: $6446 Airbnb ROI: N/A Traditional ROI: -1.12%
15 West Cedar St Boston, MA 15 W Cedar St, Boston, MA 02108 \| Single Family Residential	4 beds \| 4 baths \| 4,720 sq.ft.	$6,250,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.3% Airbnb Rental Income: $null Traditional Rental Income: $5445 Airbnb ROI: N/A Traditional ROI: -1.3%
886 Canterbury St Boston, MA Welcome to Roslindale! Lovingly cared-for 4 bed 1.5 bath single family home on a fabulous ...	4 beds \| 2 baths \| 1,568 sq.ft.	$790,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 2.74% Airbnb Rental Income: $2408 Traditional Rental Income: $3111 Airbnb ROI: 0.98% Traditional ROI: 2.74%
22 Louisburg Sq Boston, MA 22 Louisburg Sq, Boston, MA 02108 \| Single Family Residential	4 beds \| 5 baths \| 7,424 sq.ft.	$14,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.76% Airbnb Rental Income: $null Traditional Rental Income: $6384 Airbnb ROI: N/A Traditional ROI: -1.76%
14 Pinckney St Boston, MA 14 Pinckney St, Boston, MA 02114 \| Single Family Residential	5 beds \| 3 baths \| 3,347 sq.ft.	$3,995,000	Airbnb cash on cash: N/A Traditional cash on cash: -1% Airbnb Rental Income: $null Traditional Rental Income: $4624 Airbnb ROI: N/A Traditional ROI: -1%
86 Mount Vernon St Boston, MA 86 Mount Vernon St, Boston, MA 02108 \| Single Family Residential	5 beds \| 4 baths \| 4,492 sq.ft.	$8,990,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.54% Airbnb Rental Income: $null Traditional Rental Income: $5767 Airbnb ROI: N/A Traditional ROI: -1.54%
4 Gloucester St Boston, MA 4 Gloucester St, Boston, MA 02115 \| Single Family Residential	7 beds \| 6 baths \| 9,924 sq.ft.	$18,885,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.78% Airbnb Rental Income: $null Traditional Rental Income: $7831 Airbnb ROI: N/A Traditional ROI: -1.78%
80 Pinckney St Boston, MA 80 Pinckney St, Boston, MA 02114 \| Single Family Residential	4 beds \| 6 baths \| 4,122 sq.ft.	$6,150,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.88% Airbnb Rental Income: $null Traditional Rental Income: $7758 Airbnb ROI: N/A Traditional ROI: -0.88%

Your search for investment property begins and ends here

Single Family Homes for Sale in Boston, MA

32 Lime St

Boston, MA

4 beds | 5 baths | 5,194 sq.ft.

$8,450,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.39%

Airbnb Rental Income: $null

Traditional Rental Income: $6608

Airbnb ROI: N/A

Traditional ROI: -1.39%

11 Wayne St

Boston, MA

6 beds | 4 baths | 4,819 sq.ft.

$1,295,000

Airbnb cash on cash: 0.04%

Traditional cash on cash: 2.41%

Airbnb Rental Income: $3611

Traditional Rental Income: $5664

Airbnb ROI: 0.04%

Traditional ROI: 2.41%

198 Byron St

Boston, MA

3 beds | 1 baths | 2,385 sq.ft.

$1,150,000

Airbnb cash on cash: -0.11%

Traditional cash on cash: 0.22%

Airbnb Rental Income: $3055

Traditional Rental Income: $2708

Airbnb ROI: -0.11%

Traditional ROI: 0.22%

13 Wellington St

Boston, MA

4 beds | 3 baths | 3,110 sq.ft.

$3,590,000

Airbnb cash on cash: -1%

Traditional cash on cash: -0.38%

Airbnb Rental Income: $2921

Traditional Rental Income: $4312

Airbnb ROI: -1%

Traditional ROI: -0.38%

36 Martin St

Boston, MA

4 beds | 1 baths | 1,688 sq.ft.

$1,025,000

Airbnb cash on cash: 1.59%

Traditional cash on cash: 0.84%

Airbnb Rental Income: $4699

Traditional Rental Income: $3011

Airbnb ROI: 1.59%

Traditional ROI: 0.84%

14 Avondale St

Boston, MA

4 beds | 2 baths | 1,768 sq.ft.

$639,900

Airbnb cash on cash: 2.3%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $3575

Traditional Rental Income: $3600

Airbnb ROI: 2.3%

Traditional ROI: 3.65%

156 Ashmont St

Boston, MA

4 beds | 3 baths | 2,650 sq.ft.

$1,099,000

Airbnb cash on cash: -0.63%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $2292

Traditional Rental Income: $4456

Airbnb ROI: -0.63%

Traditional ROI: 2.05%

63 Johnson St

Boston, MA

3 beds | 1 baths | 1,813 sq.ft.

$1,295,000

Airbnb cash on cash: 1.11%

Traditional cash on cash: 0.78%

Airbnb Rental Income: $3924

Traditional Rental Income: $2680

Airbnb ROI: 1.11%