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.

Investment Property for Sale in Boston, MA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
11 Robinwood Ave Boston, MA Right in the heart of Jamaica Plain, just steps from Jamaica Pond and the vibrant shops & ...	5 beds \| 4 baths \| 3,390 sq.ft.	$2,399,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.27% Airbnb Rental Income: $null Traditional Rental Income: $4593 Airbnb ROI: N/A Traditional ROI: 0.27%
160 Commonwealth Ave #520 Boston, MA Welcome to the Vendome, one of Back Bayâs most iconic buildings. A grand lobby welcomes ...	1 beds \| 1 baths \| 726 sq.ft.	$919,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 0.06% Airbnb Rental Income: $4036 Traditional Rental Income: $2142 Airbnb ROI: 1.27% Traditional ROI: 0.06%
555 Beech St Boston, MA 3 bdrm, 1.5 baths. "With Old Time Charm" 3 car tandem with turn around driveway with on st...	3 beds \| 2 baths \| 1,808 sq.ft.	$699,000	Airbnb cash on cash: 4.21% Traditional cash on cash: 2.71% Airbnb Rental Income: $5134 Traditional Rental Income: $3114 Airbnb ROI: 4.21% Traditional ROI: 2.71%
35 Heron Boston, MA INVESTORS/DEVELOPERS, don't miss this superior multi-property investment opportunity. This...	9 beds \| 5 baths \| 7,386 sq.ft.	$1,999,999	Airbnb cash on cash: N/A Traditional cash on cash: 0.69% Airbnb Rental Income: $null Traditional Rental Income: $4023 Airbnb ROI: N/A Traditional ROI: 0.69%
511 E 5th #PH Boston, MA The Penthouse at 511 Flats is quite simply the finest condominium to hit the South Boston ...	2 beds \| 3 baths \| 2,290 sq.ft.	$2,200,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 0.32% Airbnb Rental Income: $5615 Traditional Rental Income: $5342 Airbnb ROI: -0.1% Traditional ROI: 0.32%
511 E. 5th #3F Boston, MA South Boston's most exclusive condominium offerings have arrived. The exceptional "511 Fla...	3 beds \| 2 baths \| 1,529 sq.ft.	$1,399,000	Airbnb cash on cash: 1.26% Traditional cash on cash: 1.47% Airbnb Rental Income: $5816 Traditional Rental Income: $4930 Airbnb ROI: 1.26% Traditional ROI: 1.47%
472 Warren St Boston, MA Tired of touring multifamily properties that just donât cash flow? Cash flow is kingâa...	15 beds \| 3 baths \| 5,718 sq.ft.	$1,650,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 1.19% Airbnb Rental Income: $6922 Traditional Rental Income: $4373 Airbnb ROI: 1.97% Traditional ROI: 1.19%
511 E. 5th #3R Boston, MA EXCLUSIVE LUXURY LIVING. The exceptional "511 Flats" are a collection of seven 2+ and 3+ b...	3 beds \| 2 baths \| 1,529 sq.ft.	$1,299,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 1.37% Airbnb Rental Income: $5816 Traditional Rental Income: $4927 Airbnb ROI: 1.14% Traditional ROI: 1.37%
901 E Broadway #1 Boston, MA Fantastic property with a motivated seller! Come and see one of South Boston's most iconic...	2 beds \| 2 baths \| 1,410 sq.ft.	$899,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 2.97% Airbnb Rental Income: $5615 Traditional Rental Income: $4377 Airbnb ROI: 3.1% Traditional ROI: 2.97%
511 E. 5th #2R Boston, MA ONLY 3 UNITS LEFT !!! The exceptional "511 Flats" are a collection of seven 2+ and 3+ bedr...	3 beds \| 2 baths \| 1,415 sq.ft.	$1,199,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 1.96% Airbnb Rental Income: $5816 Traditional Rental Income: $4795 Airbnb ROI: 1.84% Traditional ROI: 1.96%
380 Harrison Ave #1123 Boston, MA Welcome to The QuinnâSouth Endâs premier luxury condo residence. This spacious 1 bed/1...	1 beds \| 1 baths \| 727 sq.ft.	$995,000	Airbnb cash on cash: 0.31% Traditional cash on cash: -0.63% Airbnb Rental Income: $4319 Traditional Rental Income: $2534 Airbnb ROI: 0.31% Traditional ROI: -0.63%
57 Preble Street #1 Boston, MA This beautiful 2 bedroom / 2 bath Condo has it all. Built in 2012, features include 1023 ...	2 beds \| 2 baths \| 1,029 sq.ft.	$699,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 3.77% Airbnb Rental Income: $4222 Traditional Rental Income: $3753 Airbnb ROI: 3.12% Traditional ROI: 3.77%
616 East Fourth Street #404 Boston, MA Some Buildings are built better than others welcome to 616 E 4th which has the quality of ...	2 beds \| 2 baths \| 1,254 sq.ft.	$1,125,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 1.41% Airbnb Rental Income: $5615 Traditional Rental Income: $4531 Airbnb ROI: 1.37% Traditional ROI: 1.41%
189 Dana Ave Boston, MA This 3 bed / 2 bath home has been recently renovated with great features. Family owned h...	3 beds \| 2 baths \| 1,738 sq.ft.	$610,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 3.5% Airbnb Rental Income: $4138 Traditional Rental Income: $2988 Airbnb ROI: 3.98% Traditional ROI: 3.5%
292-294 Park St Boston, MA Presenting an exceptional Philadelphia-style two-family investment property in thriving Do...	10 beds \| 4 baths \| 4,095 sq.ft.	$1,225,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 1.85% Airbnb Rental Income: $6922 Traditional Rental Income: $4379 Airbnb ROI: 2.91% Traditional ROI: 1.85%
2 Presby Pl Boston, MA Single Family buyers, excellent opportunity!! (Investors take note: strong ROI) Turn-key, ...	4 beds \| 2 baths \| 1,351 sq.ft.	$539,000	Airbnb cash on cash: 7.93% Traditional cash on cash: 6.38% Airbnb Rental Income: $6269 Traditional Rental Income: $4253 Airbnb ROI: 7.93% Traditional ROI: 6.38%
60-62 Houghton St Boston, MA A beautifully well kept two family for sale in a sought after Neponset location. Each unit...	5 beds \| 2 baths \| 2,179 sq.ft.	$429,000	Airbnb cash on cash: 8.3% Traditional cash on cash: 8.56% Airbnb Rental Income: $4859 Traditional Rental Income: $3961 Airbnb ROI: 8.3% Traditional ROI: 8.56%
30 Pleasant Hill Ave Boston, MA Location, Location, Location !!! This unique multi-family located at 30-32 Pleasant Hill ...	7 beds \| 3 baths \| 3,000 sq.ft.	$939,000	Airbnb cash on cash: 5.64% Traditional cash on cash: 3.05% Airbnb Rental Income: $8140 Traditional Rental Income: $4326 Airbnb ROI: 5.64% Traditional ROI: 3.05%
110 Stuart Street PH1 Boston, MA Marvel at south-facing penthouse at the W Residences, boasting a glass curtain wall with p...	2 beds \| 2 baths \| 1,393 sq.ft.	$1,500,000	Airbnb cash on cash: 2.45% Traditional cash on cash: -0.08% Airbnb Rental Income: $8147 Traditional Rental Income: $3084 Airbnb ROI: 2.45% Traditional ROI: -0.08%
141 Dorchester Ave #LW203 Boston, MA Luxury living awaits at this meticulously designed 2BD/2BA condo in the prestigious, Gold ...	2 beds \| 2 baths \| 945 sq.ft.	$899,000	Airbnb cash on cash: 9.76% Traditional cash on cash: 0.52% Airbnb Rental Income: $12901 Traditional Rental Income: $2833 Airbnb ROI: 9.76% Traditional ROI: 0.52%
21 Glen Rd #6 Boston, MA 21 Glen Rd is exemplified by contemporary urban living, offering 14 one and two-bedroom ex...	2 beds \| 2 baths \| 1,051 sq.ft.	$729,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 3.24% Airbnb Rental Income: $5484 Traditional Rental Income: $3840 Airbnb ROI: 4.04% Traditional ROI: 3.24%
1 Franklin St 2412 Boston, MA Experience the pinnacle of luxury living in this breathtaking 24th-floor residence at Bost...	3 beds \| 2 baths \| 1,308 sq.ft.	$2,095,000	Airbnb cash on cash: 1.97% Traditional cash on cash: -0.52% Airbnb Rental Income: $10126 Traditional Rental Income: $3415 Airbnb ROI: 1.97% Traditional ROI: -0.52%
23 Van Winkle St #3 Boston, MA CITY LIVING WITH A BURB FEEL: Discover the charm of this elegant penthouse. Nestled on a ...	2 beds \| 1 baths \| 1,339 sq.ft.	$609,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 2.88% Airbnb Rental Income: $3976 Traditional Rental Income: $2787 Airbnb ROI: 3.48% Traditional ROI: 2.88%
40 Traveler St. 412 Boston, MA Experience modern city living in the heart of Bostonâs South End. This sleek 1-bedroom, ...	1 beds \| 1 baths \| 618 sq.ft.	$725,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 1.22% Airbnb Rental Income: $3992 Traditional Rental Income: $2487 Airbnb ROI: 2.18% Traditional ROI: 1.22%
51 Florida St #3 Boston, MA Introducing a bright penthouse condo on a quiet street in Dorchester you donât want to m...	3 beds \| 1 baths \| 1,134 sq.ft.	$570,000	Airbnb cash on cash: 5.88% Traditional cash on cash: 3.72% Airbnb Rental Income: $5629 Traditional Rental Income: $3352 Airbnb ROI: 5.88% Traditional ROI: 3.72%
150 Dorchester Ave 412 Boston, MA HUGE One bed PLUS ADD'L 2nd BEDRM or DEN/OFFICE. Stunning South Boston Luxury. Priced to s...	2 beds \| 2 baths \| 1,407 sq.ft.	$1,099,000	Airbnb cash on cash: 8.02% Traditional cash on cash: 0.83% Airbnb Rental Income: $12901 Traditional Rental Income: $3211 Airbnb ROI: 8.02% Traditional ROI: 0.83%
783 Washington Street #1 Boston, MA This beautifully renovated and meticulously maintained condo in Dorchester, MA, offers the...	3 beds \| 2 baths \| 1,500 sq.ft.	$685,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 2.56% Airbnb Rental Income: $4044 Traditional Rental Income: $3360 Airbnb ROI: 2.28% Traditional ROI: 2.56%
8 Whittier Pl 22B Boston, MA Nestled on the 22nd floor, this one-bedroom condo at 8 Whittier Place offers breathtaking ...	1 beds \| 1 baths \| 833 sq.ft.	$600,000	Airbnb cash on cash: 2.84% Traditional cash on cash: 0.74% Airbnb Rental Income: $3992 Traditional Rental Income: $1962 Airbnb ROI: 2.84% Traditional ROI: 0.74%
28 Adair Rd. Boston, MA Spectacular single family in the heart of Brighton's, Oak Square. This updated, true 4 bed...	4 beds \| 2 baths \| 1,190 sq.ft.	$785,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 2.35% Airbnb Rental Income: $5003 Traditional Rental Income: $3187 Airbnb ROI: 3.43% Traditional ROI: 2.35%
59 Chellman St Boston, MA Luxury living in this exceptional new construction, in a sought-after neighborhood that's ...	4 beds \| 4 baths \| 3,453 sq.ft.	$1,750,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.48% Airbnb Rental Income: $null Traditional Rental Income: $4493 Airbnb ROI: N/A Traditional ROI: 0.48%
15 N Beacon St #1003 Boston, MA Sunny 1 bed/1 bath penthouse in a professionally maintained Mid-Rise in the vibrant Allsto...	1 beds \| 1 baths \| 703 sq.ft.	$560,000	Airbnb cash on cash: 1.37% Traditional cash on cash: -0.31% Airbnb Rental Income: $3707 Traditional Rental Income: $2021 Airbnb ROI: 1.37% Traditional ROI: -0.31%
150 Seaport Boulevard 5G Boston, MA Outstanding value!! Pinnacle of city living at the prestigious St. Regis in Bostonâs Sea...	1 beds \| 2 baths \| 1,104 sq.ft.	$2,000,000	Airbnb cash on cash: -0.48% Traditional cash on cash: -0.79% Airbnb Rental Income: $4212 Traditional Rental Income: $2752 Airbnb ROI: -0.48% Traditional ROI: -0.79%
15 N Beacon St 104 Boston, MA Welcome to 15 N Beacon St, a premier luxury building offering modern living and ultimate c...	2 beds \| 2 baths \| 778 sq.ft.	$565,000	Airbnb cash on cash: 4.34% Traditional cash on cash: 1.63% Airbnb Rental Income: $4793 Traditional Rental Income: $2377 Airbnb ROI: 4.34% Traditional ROI: 1.63%
9 W Broadway 301 Boston, MA BIG PRICE REDUCTION! Experience the ultimate urban retreat in this impressive 1,149 sq ft ...	2 beds \| 2 baths \| 1,149 sq.ft.	$1,000,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 0.72% Airbnb Rental Income: $4793 Traditional Rental Income: $2585 Airbnb ROI: 2.03% Traditional ROI: 0.72%
316 Princeton Street #1 Boston, MA 1400 sf 2-level condo in gut-renovated building with an open floor plan and flexible floor...	2 beds \| 2 baths \| 1,408 sq.ft.	$640,000	Airbnb cash on cash: 2.06% Traditional cash on cash: 1.98% Airbnb Rental Income: $3580 Traditional Rental Income: $2750 Airbnb ROI: 2.06% Traditional ROI: 1.98%
316 Princeton Street #3 Boston, MA TOP FLOOR with soaring ceilings, city views, dedicated deck, minutes to Wood Island T, res...	2 beds \| 2 baths \| 1,000 sq.ft.	$640,000	Airbnb cash on cash: 2.06% Traditional cash on cash: 1.72% Airbnb Rental Income: $3580 Traditional Rental Income: $2595 Airbnb ROI: 2.06% Traditional ROI: 1.72%
316 Princeton Street #2 Boston, MA Welcome to this beautifully designed middle floor 2 bed 2 bath in East Boston, perfect for...	2 beds \| 2 baths \| 894 sq.ft.	$609,900	Airbnb cash on cash: 2.21% Traditional cash on cash: 2.12% Airbnb Rental Income: $3580 Traditional Rental Income: $2743 Airbnb ROI: 2.21% Traditional ROI: 2.12%
7 Lorenzo Street Boston, MA Enjoy this beautifully renovated, open-concept rental home in Neponset Circle, close to pa...	3 beds \| 3 baths \| 1,756 sq.ft.	$1,200,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 1.37% Airbnb Rental Income: $4044 Traditional Rental Income: $3523 Airbnb ROI: 1.06% Traditional ROI: 1.37%
11 Walley St #202 Boston, MA Stop paying rent and start investing in your future! Welcome to 11 Walley, Unit 202, a mod...	1 beds \| 1 baths \| 807 sq.ft.	$525,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 2.34% Airbnb Rental Income: $2988 Traditional Rental Income: $2598 Airbnb ROI: 1.74% Traditional ROI: 2.34%

Real Estate investment in Boston, MA

There are 133 properties for sale in the city of Boston . The median list price in Boston is $827,450 and the average price per square foot is $524. In April 2025, the average monthly cash on cash return in Boston is 2.00%. The average monthly rental income in Boston is $3,108.

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

There are 133 investment properties available for sale in Boston.

In 2025, the best neighborhood to buy investment property is Charlestown.

The ROI for Short-Term is higher than the Long-Term in Boston with average rental income of $4,793.

Your search for investment property begins and ends here

Investment Property for Sale in Boston, MA

11 Robinwood Ave

Boston, MA

5 beds | 4 baths | 3,390 sq.ft.

$2,399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.27%

Airbnb Rental Income: $null

Traditional Rental Income: $4593

Airbnb ROI: N/A

Traditional ROI: 0.27%

160 Commonwealth Ave #520

Boston, MA

1 beds | 1 baths | 726 sq.ft.

$919,000

Airbnb cash on cash: 1.27%

Traditional cash on cash: 0.06%

Airbnb Rental Income: $4036

Traditional Rental Income: $2142

Airbnb ROI: 1.27%

Traditional ROI: 0.06%

555 Beech St

Boston, MA

3 beds | 2 baths | 1,808 sq.ft.

$699,000

Airbnb cash on cash: 4.21%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $5134

Traditional Rental Income: $3114

Airbnb ROI: 4.21%

Traditional ROI: 2.71%

35 Heron

Boston, MA

9 beds | 5 baths | 7,386 sq.ft.

$1,999,999

Airbnb cash on cash: N/A

Traditional cash on cash: 0.69%

Airbnb Rental Income: $null

Traditional Rental Income: $4023

Airbnb ROI: N/A

Traditional ROI: 0.69%

511 E 5th #PH

Boston, MA

2 beds | 3 baths | 2,290 sq.ft.

$2,200,000

Airbnb cash on cash: -0.1%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $5615

Traditional Rental Income: $5342

Airbnb ROI: -0.1%

Traditional ROI: 0.32%

511 E. 5th #3F

Boston, MA

3 beds | 2 baths | 1,529 sq.ft.

$1,399,000

Airbnb cash on cash: 1.26%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $5816

Traditional Rental Income: $4930

Airbnb ROI: 1.26%

Traditional ROI: 1.47%

472 Warren St

Boston, MA

15 beds | 3 baths | 5,718 sq.ft.

$1,650,000

Airbnb cash on cash: 1.97%

Traditional cash on cash: 1.19%

Airbnb Rental Income: $6922

Traditional Rental Income: $4373

Airbnb ROI: 1.97%

Traditional ROI: 1.19%

511 E. 5th #3R

Boston, MA

3 beds | 2 baths | 1,529 sq.ft.

$1,299,000

Airbnb cash on cash: 1.14%

Traditional cash on cash: 1.37%

Airbnb Rental Income: $5816

Traditional Rental Income: $4927

Airbnb ROI: 1.14%