Real Estate Investment Properties for Sale in Weymouth, MA

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

Explore a variety of short-term homes & houses in Weymouth, MA. Invest wisely with VRBO & Weymouth, 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 Weymouth, MA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
83 Wilson Ave Weymouth, MA Welcome to this thoughtfully maintained and efficiently updated 4-bedroom, 2.5-bath home i...	4 beds \| 3 baths \| 1,944 sq.ft.	$849,900	Airbnb cash on cash: 1.19% Traditional cash on cash: 3.02% Airbnb Rental Income: $3139 Traditional Rental Income: $3872 Airbnb ROI: 1.19% Traditional ROI: 3.02%
10 Richards Rd Weymouth, MA This roomy & well-maintained Brick Colonial on a side street in Weymouth Heights sparkles!...	3 beds \| 2 baths \| 1,799 sq.ft.	$749,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 2.83% Airbnb Rental Income: $2041 Traditional Rental Income: $3363 Airbnb ROI: 0.18% Traditional ROI: 2.83%
73 Broad Reach #T41c Weymouth, MA Highly desirable corner 2 bedroom 2 bathroom unit with 2 balconies now available at Weymou...	2 beds \| 2 baths \| 1,230 sq.ft.	$499,900	Airbnb cash on cash: -0.83% Traditional cash on cash: 2.31% Airbnb Rental Income: $2135 Traditional Rental Income: $3056 Airbnb ROI: -0.83% Traditional ROI: 2.31%
40 Lake St Weymouth, MA Nestled in a picturesque waterfront setting, this single family home offers a rare blend o...	3 beds \| 2 baths \| 1,404 sq.ft.	$559,900	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.47% Airbnb Rental Income: $2041 Traditional Rental Income: $3358 Airbnb ROI: 0.94% Traditional ROI: 4.47%
55 Greentree Ln #49 Weymouth, MA Unit is located on the 4th floor, private corner unit. Completely renovated one bedroom wi...	1 beds \| 1 baths \| 680 sq.ft.	$364,900	Airbnb cash on cash: -1.32% Traditional cash on cash: 2.35% Airbnb Rental Income: $1083 Traditional Rental Income: $1971 Airbnb ROI: -1.32% Traditional ROI: 2.35%
575 Broad St #215 Weymouth, MA Amazing opportunity to own this fully renovated 2 bedroom condo in the heart of Weymouth. ...	2 beds \| 1 baths \| 863 sq.ft.	$349,900	Airbnb cash on cash: 0.59% Traditional cash on cash: 2.68% Airbnb Rental Income: $2041 Traditional Rental Income: $2199 Airbnb ROI: 0.59% Traditional ROI: 2.68%
740-742 Main St Weymouth, MA Prime South Weymouth 2-family investment property on Main St/Route 18, property was genera...	5 beds \| 3 baths \| 2,336 sq.ft.	$850,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 3.27% Airbnb Rental Income: $2762 Traditional Rental Income: $4041 Airbnb ROI: 0.84% Traditional ROI: 3.27%
19-25 Common St Weymouth, MA All Updated 4 Units Townhouse Style. well-maintained four-unit multifamily offers strong r...	8 beds \| 5 baths \| 2,939 sq.ft.	$1,180,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 3.59% Airbnb Rental Income: $3431 Traditional Rental Income: $5785 Airbnb ROI: 0.75% Traditional ROI: 3.59%
12 Franklin St Weymouth, MA *Value Range Pricing* 12 Franklin St offers the kind of opportunity today's buyers kee...	3 beds \| 1 baths \| 1,530 sq.ft.	$550,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 3.65% Airbnb Rental Income: $2041 Traditional Rental Income: $2907 Airbnb ROI: 0.94% Traditional ROI: 3.65%
16 Caldwell St Weymouth, MA Live the ultimate coastal lifestyle just steps from Wessagussett Beach! Wake up to ocean v...	2 beds \| 1 baths \| 1,236 sq.ft.	$525,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 2.71% Airbnb Rental Income: $2135 Traditional Rental Income: $2410 Airbnb ROI: 1.04% Traditional ROI: 2.71%
270 Middle St Weymouth, MA Final and best offers due 12 PM Friday 2/13/26. This absolute mint-condition home offers t...	3 beds \| 2 baths \| 1,596 sq.ft.	$599,900	Airbnb cash on cash: 0.65% Traditional cash on cash: 3.88% Airbnb Rental Income: $2041 Traditional Rental Income: $3321 Airbnb ROI: 0.65% Traditional ROI: 3.88%
64 Broad Reach #107 Weymouth, MA Salt air finds you before you even open the slider. You're still in your kitchen, coffee i...	2 beds \| 2 baths \| 1,563 sq.ft.	$450,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 2.4% Airbnb Rental Income: $2135 Traditional Rental Income: $3118 Airbnb ROI: -1.23% Traditional ROI: 2.4%
81 Wessagussett Rd Weymouth, MA Welcome to 81 Wessagussett Rd in North Weymouth, just steps from Wessagussett Beach. This ...	4 beds \| 2 baths \| 2,094 sq.ft.	$699,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 3.67% Airbnb Rental Income: $3203 Traditional Rental Income: $3596 Airbnb ROI: 1.96% Traditional ROI: 3.67%
630 Main Street Weymouth, MA Beautifully renovated and exceptionally spacious, this 4-bedroom Colonial offers the perfe...	4 beds \| 3 baths \| 2,821 sq.ft.	$679,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 4.51% Airbnb Rental Income: $2053 Traditional Rental Income: $4287 Airbnb ROI: 0.14% Traditional ROI: 4.51%
200 Burkhall St #408 Weymouth, MA CONVENIENT WEYMOUTH LOCATION, condo unit at "The Elms." Large windows allow for plenty of ...	2 beds \| 2 baths \| 1,400 sq.ft.	$374,900	Airbnb cash on cash: 0.44% Traditional cash on cash: 4.82% Airbnb Rental Income: $1956 Traditional Rental Income: $2984 Airbnb ROI: 0.44% Traditional ROI: 4.82%
46 Union St #8 Weymouth, MA OFFER DEADLINE 4/27 5pm Union at the Square is an exclusive collection of 14 luxury ...	1 beds \| 1 baths \| 599 sq.ft.	$409,900	Airbnb cash on cash: -1.18% Traditional cash on cash: 2.75% Airbnb Rental Income: $1083 Traditional Rental Income: $2227 Airbnb ROI: -1.18% Traditional ROI: 2.75%
73 Broad Reach #M61c Weymouth, MA Enjoy stunning, unobstructed water views stretching to the Hingham Shipyard and Hull from ...	2 beds \| 1 baths \| 930 sq.ft.	$374,900	Airbnb cash on cash: -0.23% Traditional cash on cash: 1.87% Airbnb Rental Income: $2135 Traditional Rental Income: $2329 Airbnb ROI: -0.23% Traditional ROI: 1.87%
73 Broad Reach #M71c Weymouth, MA Waterfront living with views, value, and amenities! Enjoy stunning, unobstructed water vie...	2 beds \| 1 baths \| 930 sq.ft.	$374,900	Airbnb cash on cash: -0.18% Traditional cash on cash: 1.92% Airbnb Rental Income: $2135 Traditional Rental Income: $2329 Airbnb ROI: -0.18% Traditional ROI: 1.92%
84 Madison St Weymouth, MA This charming 3-bedroom Cape is conveniently located just a short distance to the East Wey...	3 beds \| 1 baths \| 1,316 sq.ft.	$500,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 3.59% Airbnb Rental Income: $2041 Traditional Rental Income: $2692 Airbnb ROI: 1.07% Traditional ROI: 3.59%
43 Aster Cir Weymouth, MA Charming Cape-style gem in the highly desirable Homestead Neighborhood. The interior boast...	3 beds \| 2 baths \| 1,576 sq.ft.	$650,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 3.55% Airbnb Rental Income: $2041 Traditional Rental Income: $3393 Airbnb ROI: 0.44% Traditional ROI: 3.55%
215 Winter Street #1F Weymouth, MA A beautifully updated two-bedroom condominium offers a perfect blend of modern style and f...	2 beds \| 1 baths \| 855 sq.ft.	$275,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 3.32% Airbnb Rental Income: $1994 Traditional Rental Income: $2206 Airbnb ROI: 0.49% Traditional ROI: 3.32%
17 Great Pond Rd Weymouth, MA OPEN HOUSE CANCELED - Welcome home to this beautifully maintained 4-bedroom, 2-bath Coloni...	4 beds \| 2 baths \| 1,500 sq.ft.	$620,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 4.02% Airbnb Rental Income: $2053 Traditional Rental Income: $3478 Airbnb ROI: 0.64% Traditional ROI: 4.02%
229 Summer St Weymouth, MA Great opportunity to own this Colonial style single family home featuring 5 bedrooms, 3 fu...	5 beds \| 3 baths \| 2,808 sq.ft.	$749,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 4.13% Airbnb Rental Income: $3431 Traditional Rental Income: $4346 Airbnb ROI: 1.73% Traditional ROI: 4.13%
61 Broad Reach #T102b Weymouth, MA Amazing opportunity to own this tastefully updated 2-bedroom, 2-bath unit at Weymouthport ...	2 beds \| 2 baths \| 1,115 sq.ft.	$474,900	Airbnb cash on cash: 1.52% Traditional cash on cash: 4.51% Airbnb Rental Income: $2135 Traditional Rental Income: $2918 Airbnb ROI: 1.52% Traditional ROI: 4.51%
216 Park Ave Weymouth, MA * Offer Deadline Sun June 14th at 12:00pm* Offered for the first time in 52 years, thi...	3 beds \| 2 baths \| 1,570 sq.ft.	$499,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 4.89% Airbnb Rental Income: $1862 Traditional Rental Income: $3269 Airbnb ROI: 0.8% Traditional ROI: 4.89%
55 Tall Oaks Dr #L3 Weymouth, MA Welcome to 55 Tall Oaks Drive! This well-maintained 2-bedroom, 2-bath condo offers a desir...	2 beds \| 2 baths \| 1,060 sq.ft.	$335,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 4.21% Airbnb Rental Income: $1956 Traditional Rental Income: $2724 Airbnb ROI: 0.13% Traditional ROI: 4.21%
19 Princeton Ave Weymouth, MA Smart buyers and investors, take note! 19 Princeton Ave delivers the exact layout the mode...	3 beds \| 2 baths \| 1,884 sq.ft.	$575,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 4.32% Airbnb Rental Income: $2757 Traditional Rental Income: $3399 Airbnb ROI: 1.92% Traditional ROI: 4.32%

Real Estate investment in Weymouth, MA

There are 29 properties for sale in the city of Weymouth . The median list price in Weymouth is $549,950 and the average price per square foot is $339. In July 2026, the average monthly cash on cash return in Weymouth is 3.00%. The average monthly rental income in Weymouth is $3,269.

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

There are 29 investment properties available for sale in Weymouth.

In 2026, the best neighborhood to buy investment property is South Weymouth.

The ROI for Long-Term is higher than the Short-Term in Weymouth with average rental income of $3,269.

Your search for investment property begins and ends here

Investment Property for Sale in Weymouth, MA

83 Wilson Ave

Weymouth, MA

4 beds | 3 baths | 1,944 sq.ft.

$849,900

Airbnb cash on cash: 1.19%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $3139

Traditional Rental Income: $3872

Airbnb ROI: 1.19%

Traditional ROI: 3.02%

10 Richards Rd

Weymouth, MA

3 beds | 2 baths | 1,799 sq.ft.

$749,000

Airbnb cash on cash: 0.18%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $2041

Traditional Rental Income: $3363

Airbnb ROI: 0.18%

Traditional ROI: 2.83%

73 Broad Reach #T41c

Weymouth, MA

2 beds | 2 baths | 1,230 sq.ft.

$499,900

Airbnb cash on cash: -0.83%

Traditional cash on cash: 2.31%

Airbnb Rental Income: $2135

Traditional Rental Income: $3056

Airbnb ROI: -0.83%

Traditional ROI: 2.31%

40 Lake St

Weymouth, MA

3 beds | 2 baths | 1,404 sq.ft.

$559,900

Airbnb cash on cash: 0.94%

Traditional cash on cash: 4.47%

Airbnb Rental Income: $2041

Traditional Rental Income: $3358

Airbnb ROI: 0.94%

Traditional ROI: 4.47%

55 Greentree Ln #49

Weymouth, MA

1 beds | 1 baths | 680 sq.ft.

$364,900

Airbnb cash on cash: -1.32%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $1083

Traditional Rental Income: $1971

Airbnb ROI: -1.32%

Traditional ROI: 2.35%

575 Broad St #215

Weymouth, MA

2 beds | 1 baths | 863 sq.ft.

$349,900

Airbnb cash on cash: 0.59%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $2041

Traditional Rental Income: $2199

Airbnb ROI: 0.59%

Traditional ROI: 2.68%

740-742 Main St

Weymouth, MA

5 beds | 3 baths | 2,336 sq.ft.

$850,000

Airbnb cash on cash: 0.84%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $2762

Traditional Rental Income: $4041

Airbnb ROI: 0.84%

Traditional ROI: 3.27%

19-25 Common St

Weymouth, MA

8 beds | 5 baths | 2,939 sq.ft.

$1,180,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $3431

Traditional Rental Income: $5785

Airbnb ROI: 0.75%