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: 1.46% Traditional cash on cash: 0.27% Airbnb Rental Income: $8922 Traditional Rental Income: $4593 Airbnb ROI: 1.46% 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: 1.83% Traditional cash on cash: 0.06% Airbnb Rental Income: $4611 Traditional Rental Income: $2142 Airbnb ROI: 1.83% Traditional ROI: 0.06%
15 Peak Hill Rd Boston, MA Charming 4-Bedroom Cape in a Prime Location! Discover this beautifully maintained Cape-sty...	4 beds \| 2 baths \| 1,224 sq.ft.	$739,900	Airbnb cash on cash: 5.57% Traditional cash on cash: 2.27% Airbnb Rental Income: $6754 Traditional Rental Income: $3163 Airbnb ROI: 5.57% Traditional ROI: 2.27%
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: 3.9% Traditional cash on cash: 2.71% Airbnb Rental Income: $4895 Traditional Rental Income: $3114 Airbnb ROI: 3.9% Traditional ROI: 2.71%
35 Heron Boston, MA INVESTORS/DEVELOPERS, don't miss this superior multi-property investment opportunity. July...	9 beds \| 5 baths \| 7,386 sq.ft.	$1,999,000	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: 0.44% Traditional cash on cash: 0.32% Airbnb Rental Income: $6939 Traditional Rental Income: $5342 Airbnb ROI: 0.44% 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: 1.94% Traditional cash on cash: 1.47% Airbnb Rental Income: $6877 Traditional Rental Income: $4930 Airbnb ROI: 1.94% 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: 1.88% Traditional cash on cash: 1.37% Airbnb Rental Income: $6877 Traditional Rental Income: $4927 Airbnb ROI: 1.88% 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: 4.42% Traditional cash on cash: 2.97% Airbnb Rental Income: $6939 Traditional Rental Income: $4377 Airbnb ROI: 4.42% 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: 2.63% Traditional cash on cash: 1.96% Airbnb Rental Income: $6877 Traditional Rental Income: $4795 Airbnb ROI: 2.63% Traditional ROI: 1.96%
1 Worcester Square 4 Boston, MA Enjoy charming treetop and rooftop vistas from this fantastic 2-bedroom home on Worcester ...	2 beds \| 1 baths \| 940 sq.ft.	$850,000	Airbnb cash on cash: 4.1% Traditional cash on cash: -0.28% Airbnb Rental Income: $7058 Traditional Rental Income: $2228 Airbnb ROI: 4.1% Traditional ROI: -0.28%
592 American Legion Hwy #2 Boston, MA Lowest priced 1bedroom 1bath condo in Boston in well maintained low-rise brick building.. ...	1 beds \| 1 baths \| 624 sq.ft.	$289,900	Airbnb cash on cash: 7.28% Traditional cash on cash: 4.92% Airbnb Rental Income: $3566 Traditional Rental Income: $2138 Airbnb ROI: 7.28% Traditional ROI: 4.92%
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: 0.55% Traditional cash on cash: 3.77% Airbnb Rental Income: $2213 Traditional Rental Income: $3753 Airbnb ROI: 0.55% 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: 2.43% Traditional cash on cash: 1.41% Airbnb Rental Income: $6939 Traditional Rental Income: $4531 Airbnb ROI: 2.43% Traditional ROI: 1.41%
15 Ronan St #3 Boston, MA Attention investors! Rare 4 bedroom condo with 1.5 bathrooms condo near Uphams Corner and ...	4 beds \| 2 baths \| 1,100 sq.ft.	$530,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 3.76% Airbnb Rental Income: $3003 Traditional Rental Income: $3148 Airbnb ROI: 2.08% Traditional ROI: 3.76%
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: 8.29% Traditional cash on cash: 8.56% Airbnb Rental Income: $4854 Traditional Rental Income: $3961 Airbnb ROI: 8.29% 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: 2.96% Traditional cash on cash: 3.05% Airbnb Rental Income: $5326 Traditional Rental Income: $4326 Airbnb ROI: 2.96% Traditional ROI: 3.05%
113 Dakota St Boston, MA Welcome to 113 Dakota Street, a spacious and income-generating property located on a quiet...	5 beds \| 4 baths \| 2,127 sq.ft.	$985,000	Airbnb cash on cash: 3.82% Traditional cash on cash: 3.41% Airbnb Rental Income: $6393 Traditional Rental Income: $4757 Airbnb ROI: 3.82% Traditional ROI: 3.41%
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: 6.62% Traditional cash on cash: 5.98% Airbnb Rental Income: $5326 Traditional Rental Income: $3899 Airbnb ROI: 6.62% Traditional ROI: 5.98%
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.	$539,000	Airbnb cash on cash: 5.08% Traditional cash on cash: 3.99% Airbnb Rental Income: $4909 Traditional Rental Income: $3352 Airbnb ROI: 5.08% Traditional ROI: 3.99%
175 Commonwealth Avenue A Boston, MA Experience modern city living in this expansive and thoughtfully designed, spacious one-be...	1 beds \| 1 baths \| 974 sq.ft.	$900,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 1.71% Airbnb Rental Income: $4611 Traditional Rental Income: $3392 Airbnb ROI: 2.03% Traditional ROI: 1.71%
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: 3.99% Traditional cash on cash: 2.35% Airbnb Rental Income: $5497 Traditional Rental Income: $3187 Airbnb ROI: 3.99% Traditional ROI: 2.35%
68,70-72 Clarkson St Boston, MA Attention savvy investors, developers, and first-time homebuyers! Discover the perfect ble...	10 beds \| 2 baths \| 3,216 sq.ft.	$899,999	Airbnb cash on cash: 0.84% Traditional cash on cash: 2.53% Airbnb Rental Income: $2908 Traditional Rental Income: $3648 Airbnb ROI: 0.84% Traditional ROI: 2.53%
33 Evergreen St #1 Boston, MA The epitome of urban convenience in this contemporary townhome, a haven of style and comfo...	3 beds \| 3 baths \| 2,222 sq.ft.	$1,695,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 1.57% Airbnb Rental Income: $3035 Traditional Rental Income: $4183 Airbnb ROI: 0.39% Traditional ROI: 1.57%
69 Hampstead Rd #1 Boston, MA Welcome home to this new construction where urban convenience meets serene living in this ...	3 beds \| 4 baths \| 2,142 sq.ft.	$1,449,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 0.91% Airbnb Rental Income: $5364 Traditional Rental Income: $4342 Airbnb ROI: 0.87% Traditional ROI: 0.91%
135 Seaport Blvd 1806 Boston, MA Echelon at its finest! Better than new w/$175K+ in upgrades. 2+ bed/2.5 bath home offers s...	2 beds \| 3 baths \| 1,384 sq.ft.	$2,449,000	Airbnb cash on cash: 0.15% Traditional cash on cash: -0.69% Airbnb Rental Income: $6798 Traditional Rental Income: $3581 Airbnb ROI: 0.15% Traditional ROI: -0.69%
452 Park Dr #C Boston, MA This stunning 3-bedroom, 1-bathroom condo offers a beautifully renovated kitchen and elega...	3 beds \| 1 baths \| 828 sq.ft.	$1,594,999	Airbnb cash on cash: 2.19% Traditional cash on cash: 0.25% Airbnb Rental Income: $6542 Traditional Rental Income: $2383 Airbnb ROI: 2.19% Traditional ROI: 0.25%
877 Harrison Avenue Boston, MA Welcome to your next chapter of urban living in Boston's vibrant South End neighborhood. T...	2 beds \| 1 baths \| 1,330 sq.ft.	$799,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 0.76% Airbnb Rental Income: $7058 Traditional Rental Income: $2543 Airbnb ROI: 4.99% Traditional ROI: 0.76%
40 Traveler St 510 Boston, MA Welcome to Siena at Ink Block, a vibrant community nestled in Boston's South End SOWA Dist...	3 beds \| 3 baths \| 1,571 sq.ft.	$1,895,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 0.01% Airbnb Rental Income: $6970 Traditional Rental Income: $4030 Airbnb ROI: 0.92% Traditional ROI: 0.01%
1408 Commonwealth Ave #20 Boston, MA This sunlit two-bedroom condominium offers a practical layout with a spacious living room,...	2 beds \| 1 baths \| 673 sq.ft.	$530,000	Airbnb cash on cash: 4.06% Traditional cash on cash: 1.44% Airbnb Rental Income: $4355 Traditional Rental Income: $2143 Airbnb ROI: 4.06% Traditional ROI: 1.44%
50 Hichborn #408 Boston, MA The pinnacle of luxury living in the Allston/Brighton area near Boston Landing.This rare c...	2 beds \| 2 baths \| 1,161 sq.ft.	$999,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 0.61% Airbnb Rental Income: $4355 Traditional Rental Income: $3366 Airbnb ROI: 0.69% Traditional ROI: 0.61%
933 E Broadway Boston, MA The 3 Decker of ALL 3 Decker's. 933 E Broadway has a Rare Combination for a multi family ...	12 beds \| 6 baths \| 5,400 sq.ft.	$2,995,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 0.98% Airbnb Rental Income: $9418 Traditional Rental Income: $7928 Airbnb ROI: 0.88% Traditional ROI: 0.98%
63 Park Dr. #63 Boston, MA Newly renovated, rare 4-bedroom Fenway condo with private entrance, delivered vacant. Prim...	4 beds \| 1 baths \| 1,035 sq.ft.	$699,000	Airbnb cash on cash: 9.14% Traditional cash on cash: 2.35% Airbnb Rental Income: $8925 Traditional Rental Income: $2821 Airbnb ROI: 9.14% Traditional ROI: 2.35%
19 South St. #11 Boston, MA This spacious, open-design, top-floor unit offers a perfect blend of character and comfort...	2 beds \| 1 baths \| 872 sq.ft.	$659,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 1.11% Airbnb Rental Income: $4355 Traditional Rental Income: $2230 Airbnb ROI: 3.08% Traditional ROI: 1.11%
511 East 7th Boston, MA Price reduction, floors redone and fresh paint! Fantastic, free standing, East side two f...	4 beds \| 3 baths \| 2,000 sq.ft.	$1,399,900	Airbnb cash on cash: 3.9% Traditional cash on cash: 1% Airbnb Rental Income: $9418 Traditional Rental Income: $3895 Airbnb ROI: 3.9% Traditional ROI: 1%
191 Washington 720 Boston, MA Enjoy the epitome of luxury living in this oversized one-bedroom, one-bath condo in Bright...	1 beds \| 1 baths \| 716 sq.ft.	$860,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 0.72% Airbnb Rental Income: $3442 Traditional Rental Income: $2453 Airbnb ROI: 1.01% Traditional ROI: 0.72%
50 Hichborn St 204 Boston, MA One bedroom PLUS den. Located at Boston Landing, one stop to Back Bay on the commuter line...	1 beds \| 1 baths \| 732 sq.ft.	$710,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 2.47% Airbnb Rental Income: $3442 Traditional Rental Income: $2418 Airbnb ROI: 2.87% Traditional ROI: 2.47%
895 Hyde Park Ave #2 Boston, MA 2005 spacious 3 bedroom 1.5 bath condo for sale in Hyde Park. Unit features hardwood floor...	3 beds \| 2 baths \| 1,339 sq.ft.	$459,000	Airbnb cash on cash: 5.96% Traditional cash on cash: 3.97% Airbnb Rental Income: $4895 Traditional Rental Income: $3037 Airbnb ROI: 5.96% Traditional ROI: 3.97%
280 Beacon St 6-5 Boston, MA Sophisticated WATER-VIEW home WITH A FRESH NEW LOOK! This stunning condo offers an open-co...	2 beds \| 2 baths \| 1,286 sq.ft.	$1,745,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 0.68% Airbnb Rental Income: $6750 Traditional Rental Income: $2832 Airbnb ROI: 2.28% Traditional ROI: 0.68%

Real Estate investment in Boston, MA

There are 123 properties for sale in the city of Boston . The median list price in Boston is $921,950 and the average price per square foot is $452. In September 2025, the average monthly cash on cash return in Boston is 2.00%. The average monthly rental income in Boston is $3,366.

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

There are 123 investment properties available for sale in Boston.

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

The ROI for Short-Term is higher than the Long-Term in Boston with average rental income of $4,895.

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: 1.46%

Traditional cash on cash: 0.27%

Airbnb Rental Income: $8922

Traditional Rental Income: $4593

Airbnb ROI: 1.46%

Traditional ROI: 0.27%

160 Commonwealth Ave #520

Boston, MA

1 beds | 1 baths | 726 sq.ft.

$919,000

Airbnb cash on cash: 1.83%

Traditional cash on cash: 0.06%

Airbnb Rental Income: $4611

Traditional Rental Income: $2142

Airbnb ROI: 1.83%

Traditional ROI: 0.06%

15 Peak Hill Rd

Boston, MA

4 beds | 2 baths | 1,224 sq.ft.

$739,900

Airbnb cash on cash: 5.57%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $6754

Traditional Rental Income: $3163

Airbnb ROI: 5.57%

Traditional ROI: 2.27%

555 Beech St

Boston, MA

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

$699,000

Airbnb cash on cash: 3.9%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $4895

Traditional Rental Income: $3114

Airbnb ROI: 3.9%

Traditional ROI: 2.71%

35 Heron

Boston, MA

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

$1,999,000

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: 0.44%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $6939

Traditional Rental Income: $5342

Airbnb ROI: 0.44%

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: 1.94%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $6877

Traditional Rental Income: $4930

Airbnb ROI: 1.94%

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: 1.88%

Traditional cash on cash: 1.37%

Airbnb Rental Income: $6877

Traditional Rental Income: $4927

Airbnb ROI: 1.88%