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
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: 1.81% Traditional cash on cash: 2.71% Airbnb Rental Income: $3260 Traditional Rental Income: $3114 Airbnb ROI: 1.81% Traditional ROI: 2.71%
102 Mount Pleasant Ave Boston, MA Come and see what this property has to offer. Completely done over tastefully. Roof was re...	5 beds \| 4 baths \| 2,454 sq.ft.	$1,100,000	Airbnb cash on cash: 5.99% Traditional cash on cash: 3.03% Airbnb Rental Income: $9842 Traditional Rental Income: $4981 Airbnb ROI: 5.99% Traditional ROI: 3.03%
35 Heron Boston, MA INVESTORS/DEVELOPERS, don't miss this superior multi-property investment opportunity. Land...	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%
106 13th Street #304 Boston, MA Welcome home to this beautifully updated condo nestled within the iconic Basilica Building...	2 beds \| 2 baths \| 891 sq.ft.	$629,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 0.37% Airbnb Rental Income: $5879 Traditional Rental Income: $2563 Airbnb ROI: 4.03% Traditional ROI: 0.37%
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: 0.13% Traditional cash on cash: 0.32% Airbnb Rental Income: $6166 Traditional Rental Income: $5342 Airbnb ROI: 0.13% 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: 2.29% Traditional cash on cash: 1.47% Airbnb Rental Income: $7421 Traditional Rental Income: $4930 Airbnb ROI: 2.29% Traditional ROI: 1.47%
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: 2.25% Traditional cash on cash: 1.37% Airbnb Rental Income: $7421 Traditional Rental Income: $4927 Airbnb ROI: 2.25% 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: 3.65% Traditional cash on cash: 2.97% Airbnb Rental Income: $6166 Traditional Rental Income: $4377 Airbnb ROI: 3.65% 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: 3.04% Traditional cash on cash: 1.96% Airbnb Rental Income: $7421 Traditional Rental Income: $4795 Airbnb ROI: 3.04% Traditional ROI: 1.96%
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: 2.91% Traditional cash on cash: 3.77% Airbnb Rental Income: $4053 Traditional Rental Income: $3753 Airbnb ROI: 2.91% 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: 1.81% Traditional cash on cash: 1.41% Airbnb Rental Income: $6166 Traditional Rental Income: $4531 Airbnb ROI: 1.81% 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: 3.96% Traditional cash on cash: 3.5% Airbnb Rental Income: $4126 Traditional Rental Income: $2988 Airbnb ROI: 3.96% Traditional ROI: 3.5%
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: N/A Traditional cash on cash: 6.38% Airbnb Rental Income: $null Traditional Rental Income: $4253 Airbnb ROI: N/A Traditional ROI: 6.38%
151 Emerson St #151 Boston, MA Who needs parking with a winter like this??? This 1 bedroom is located near all of the a...	1 beds \| 1 baths \| 612 sq.ft.	$329,000	Airbnb cash on cash: 6.72% Traditional cash on cash: 6.47% Airbnb Rental Income: $3586 Traditional Rental Income: $2724 Airbnb ROI: 6.72% Traditional ROI: 6.47%
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: 9.14% Traditional cash on cash: 8.56% Airbnb Rental Income: $5262 Traditional Rental Income: $3961 Airbnb ROI: 9.14% 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: -1.32% Traditional cash on cash: 3.05% Airbnb Rental Income: $836 Traditional Rental Income: $4326 Airbnb ROI: -1.32% 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.	$1,545,000	Airbnb cash on cash: -0.89% Traditional cash on cash: -0.14% Airbnb Rental Income: $2638 Traditional Rental Income: $3084 Airbnb ROI: -0.89% Traditional ROI: -0.14%
10 Briarcliff Ter Boston, MA Attention Investors & Contractors! Fantastic opportunity to restore this Mattapan two-fami...	4 beds \| 3 baths \| 1,756 sq.ft.	$580,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 5.98% Airbnb Rental Income: $836 Traditional Rental Income: $3899 Airbnb ROI: -0.28% Traditional ROI: 5.98%
24 Bryon Rd #1 Boston, MA Lovely first-floor two-bedroom unit at Chestnut Hill Village. Sits pretty in a quiet setti...	2 beds \| 1 baths \| 780 sq.ft.	$430,000	Airbnb cash on cash: 6.04% Traditional cash on cash: 2.42% Airbnb Rental Income: $4462 Traditional Rental Income: $2070 Airbnb ROI: 6.04% Traditional ROI: 2.42%
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: 1.48% Traditional cash on cash: 3.24% Airbnb Rental Income: $3399 Traditional Rental Income: $3840 Airbnb ROI: 1.48% Traditional ROI: 3.24%
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: 3.65% Traditional cash on cash: 2.88% Airbnb Rental Income: $4092 Traditional Rental Income: $2787 Airbnb ROI: 3.65% Traditional ROI: 2.88%
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.	$580,000	Airbnb cash on cash: 5.33% Traditional cash on cash: 3.64% Airbnb Rental Income: $5349 Traditional Rental Income: $3352 Airbnb ROI: 5.33% Traditional ROI: 3.64%
150 Dorchester Ave 412 Boston, MA $75K PRICE ADJ! Priced Less then $800 PSF! HUGE One bed PLUS ADD'L DEN/OFFICE or 2nd BEDR...	1 beds \| 2 baths \| 1,407 sq.ft.	$1,124,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 0.76% Airbnb Rental Income: $3269 Traditional Rental Income: $3211 Airbnb ROI: 0.11% Traditional ROI: 0.76%
1 Dunreath St #C Boston, MA Time to own a townhouse in the city. Located in the heart of Roxbury near everything inclu...	3 beds \| 2 baths \| 1,279 sq.ft.	$475,000	Airbnb cash on cash: 3.58% Traditional cash on cash: 3.32% Airbnb Rental Income: $3959 Traditional Rental Income: $2997 Airbnb ROI: 3.58% Traditional ROI: 3.32%
783 Washington Street #1 Boston, MA *Open House Sunday 1-3pm*This beautifully renovated and meticulously maintained condo ...	3 beds \| 2 baths \| 1,500 sq.ft.	$685,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 2.56% Airbnb Rental Income: $3308 Traditional Rental Income: $3360 Airbnb ROI: 1.32% 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: 2.12% Traditional cash on cash: 0.74% Airbnb Rental Income: $3512 Traditional Rental Income: $1962 Airbnb ROI: 2.12% 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: 5.69% Traditional cash on cash: 2.35% Airbnb Rental Income: $6989 Traditional Rental Income: $3187 Airbnb ROI: 5.69% Traditional ROI: 2.35%
59 Chellman St Boston, MA Exceptional new construction home with over 3200 sq ft of living space and oversized 2+-ca...	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: 1.51% Traditional cash on cash: -0.31% Airbnb Rental Income: $3792 Traditional Rental Income: $2021 Airbnb ROI: 1.51% Traditional ROI: -0.31%
68 Orient Ave #2 Boston, MA LAST UNIT REMAINING! Experience elevated living in Orient Heights from this meticulously r...	3 beds \| 2 baths \| 1,153 sq.ft.	$769,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 1.45% Airbnb Rental Income: $5349 Traditional Rental Income: $2966 Airbnb ROI: 3.27% Traditional ROI: 1.45%
150 Seaport Boulevard 5G Boston, MA Pinnacle of city living at the prestigious St. Regis in Bostonâs Seaport. New oversiazed...	1 beds \| 2 baths \| 1,104 sq.ft.	$2,200,000	Airbnb cash on cash: -0.71% Traditional cash on cash: -0.92% Airbnb Rental Income: $4053 Traditional Rental Income: $2752 Airbnb ROI: -0.71% Traditional ROI: -0.92%
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: 3.96% Traditional cash on cash: 1.63% Airbnb Rental Income: $4555 Traditional Rental Income: $2377 Airbnb ROI: 3.96% Traditional ROI: 1.63%
9 W Broadway 301 Boston, MA Experience the ultimate urban retreat in this impressive 1,149 sq ft loft-style condo, whe...	2 beds \| 2 baths \| 1,149 sq.ft.	$1,140,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 0.51% Airbnb Rental Income: $4555 Traditional Rental Income: $2585 Airbnb ROI: 1.47% Traditional ROI: 0.51%
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: 3.55% Traditional cash on cash: 1.98% Airbnb Rental Income: $4652 Traditional Rental Income: $2750 Airbnb ROI: 3.55% Traditional ROI: 1.98%
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: 3.78% Traditional cash on cash: 2.12% Airbnb Rental Income: $4652 Traditional Rental Income: $2743 Airbnb ROI: 3.78% Traditional ROI: 2.12%
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: 1.92% Traditional cash on cash: 2.34% Airbnb Rental Income: $3098 Traditional Rental Income: $2598 Airbnb ROI: 1.92% Traditional ROI: 2.34%
21 Glen Rd #13 Boston, MA Last unit left. 21 Glen Rd is exemplified by contemporary urban living, offering 14 one an...	2 beds \| 2 baths \| 1,009 sq.ft.	$769,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.01% Airbnb Rental Income: $2365 Traditional Rental Income: $3163 Airbnb ROI: 0.08% Traditional ROI: 2.01%
773 E 6th St Boston, MA Fantastic opportunity to own this well maintained East Side two family home. Unit two is t...	4 beds \| 4 baths \| 1,710 sq.ft.	$1,315,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 2.38% Airbnb Rental Income: $3586 Traditional Rental Income: $4247 Airbnb ROI: 1.19% Traditional ROI: 2.38%

Real Estate investment in Boston, MA

There are 86 properties for sale in the city of Boston . The median list price in Boston is $850,000 and the average price per square foot is $490. In March 2025, the average monthly cash on cash return in Boston is 2.00%. The average monthly rental income in Boston is $3,388.

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

There are 86 investment properties available for sale in Boston.

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

The ROI for Short-Term is higher than the Long-Term in Boston with average rental income of $4,555.

Your search for investment property begins and ends here

Investment Property for Sale in Boston, MA

555 Beech St

Boston, MA

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

$699,000

Airbnb cash on cash: 1.81%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $3260

Traditional Rental Income: $3114

Airbnb ROI: 1.81%

Traditional ROI: 2.71%

102 Mount Pleasant Ave

Boston, MA

5 beds | 4 baths | 2,454 sq.ft.

$1,100,000

Airbnb cash on cash: 5.99%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $9842

Traditional Rental Income: $4981

Airbnb ROI: 5.99%

Traditional ROI: 3.03%

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%

106 13th Street #304

Boston, MA

2 beds | 2 baths | 891 sq.ft.

$629,000

Airbnb cash on cash: 4.03%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $5879

Traditional Rental Income: $2563

Airbnb ROI: 4.03%

Traditional ROI: 0.37%

511 E 5th #PH

Boston, MA

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

$2,200,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $6166

Traditional Rental Income: $5342

Airbnb ROI: 0.13%

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: 2.29%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $7421

Traditional Rental Income: $4930

Airbnb ROI: 2.29%

Traditional ROI: 1.47%

511 E. 5th #3R

Boston, MA

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

$1,299,000

Airbnb cash on cash: 2.25%

Traditional cash on cash: 1.37%

Airbnb Rental Income: $7421

Traditional Rental Income: $4927

Airbnb ROI: 2.25%

Traditional ROI: 1.37%

901 E Broadway #1

Boston, MA

2 beds | 2 baths | 1,410 sq.ft.

$899,000

Airbnb cash on cash: 3.65%

Traditional cash on cash: 2.97%

Airbnb Rental Income: $6166

Traditional Rental Income: $4377

Airbnb ROI: 3.65%