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
125 Jaffrey St Weymouth, MA 125 Jaffrey St, Weymouth, MA 02188 \| Single Family Residential	3 beds \| 2 baths \| 2,577 sq.ft.	$779,900	Airbnb cash on cash: 1.06% Traditional cash on cash: 2.89% Airbnb Rental Income: $2674 Traditional Rental Income: $3401 Airbnb ROI: 1.06% Traditional ROI: 2.89%
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: 1.21% Traditional cash on cash: 3.02% Airbnb Rental Income: $3154 Traditional Rental Income: $3872 Airbnb ROI: 1.21% 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: 0.94% Traditional cash on cash: 2.83% Airbnb Rental Income: $2674 Traditional Rental Income: $3363 Airbnb ROI: 0.94% 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: -0.85% Traditional cash on cash: 2.31% Airbnb Rental Income: $2124 Traditional Rental Income: $3056 Airbnb ROI: -0.85% 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.	$519,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 4.89% Airbnb Rental Income: $2674 Traditional Rental Income: $3358 Airbnb ROI: 2.17% Traditional ROI: 4.89%
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: -1.39% Traditional cash on cash: 2.35% Airbnb Rental Income: $1055 Traditional Rental Income: $1971 Airbnb ROI: -1.39% 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: 0.15% Traditional cash on cash: 2.68% Airbnb Rental Income: $1869 Traditional Rental Income: $2199 Airbnb ROI: 0.15% 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.	$829,900	Airbnb cash on cash: 1.33% Traditional cash on cash: 3.38% Airbnb Rental Income: $3179 Traditional Rental Income: $4041 Airbnb ROI: 1.33% Traditional ROI: 3.38%
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: N/A Traditional cash on cash: 3.59% Airbnb Rental Income: $null Traditional Rental Income: $5785 Airbnb ROI: N/A 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.	$525,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 3.87% Airbnb Rental Income: $2904 Traditional Rental Income: $2907 Airbnb ROI: 2.5% Traditional ROI: 3.87%
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.	$560,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 2.48% Airbnb Rental Income: $2124 Traditional Rental Income: $2410 Airbnb ROI: 0.9% Traditional ROI: 2.48%
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: 1.59% Traditional cash on cash: 3.88% Airbnb Rental Income: $2674 Traditional Rental Income: $3321 Airbnb ROI: 1.59% 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: -1.25% Traditional cash on cash: 2.4% Airbnb Rental Income: $2124 Traditional Rental Income: $3118 Airbnb ROI: -1.25% Traditional ROI: 2.4%
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.	$359,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 1.92% Airbnb Rental Income: $2124 Traditional Rental Income: $2329 Airbnb ROI: -0.2% 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: 2.2% Traditional cash on cash: 3.59% Airbnb Rental Income: $2674 Traditional Rental Income: $2692 Airbnb ROI: 2.2% Traditional ROI: 3.59%
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: 0.2% Traditional cash on cash: 3.32% Airbnb Rental Income: $1901 Traditional Rental Income: $2206 Airbnb ROI: 0.2% 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: 1.34% Traditional cash on cash: 4.02% Airbnb Rental Income: $2538 Traditional Rental Income: $3478 Airbnb ROI: 1.34% Traditional ROI: 4.02%
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: 1.5% Traditional cash on cash: 4.51% Airbnb Rental Income: $2124 Traditional Rental Income: $2918 Airbnb ROI: 1.5% 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: 1.93% Traditional cash on cash: 4.89% Airbnb Rental Income: $2493 Traditional Rental Income: $3269 Airbnb ROI: 1.93% 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: 0.8% Traditional cash on cash: 4.21% Airbnb Rental Income: $2207 Traditional Rental Income: $2724 Airbnb ROI: 0.8% 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: 2.19% Traditional cash on cash: 4.32% Airbnb Rental Income: $2932 Traditional Rental Income: $3399 Airbnb ROI: 2.19% Traditional ROI: 4.32%
33 Mulligan Drive #33 Weymouth, MA You will score a hole-in-one when you buy this home at The Villages of Weathervane 1-level...	2 beds \| 2 baths \| 1,787 sq.ft.	$989,900	Airbnb cash on cash: -0.54% Traditional cash on cash: 1.24% Airbnb Rental Income: $2207 Traditional Rental Income: $3290 Airbnb ROI: -0.54% Traditional ROI: 1.24%
48 Sea St Weymouth, MA Exceptional opportunity to own a versatile multi-family property in a prime Weymouth locat...	5 beds \| 3 baths \| 2,725 sq.ft.	$675,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 4.76% Airbnb Rental Income: $5024 Traditional Rental Income: $4110 Airbnb ROI: 4.59% Traditional ROI: 4.76%
52 Sea St Weymouth, MA At 52 Sea St, Weymouth, MA, a distinguished multi-family residence constructed in 1818, sp...	4 beds \| 2 baths \| 1,966 sq.ft.	$635,000	Airbnb cash on cash: 2.51% Traditional cash on cash: 4.09% Airbnb Rental Income: $3452 Traditional Rental Income: $3623 Airbnb ROI: 2.51% Traditional ROI: 4.09%
11 Rosalind Rd Weymouth, MA Welcome to this well-maintained ranch offering comfortable one-level living in a convenien...	3 beds \| 1 baths \| 934 sq.ft.	$479,900	Airbnb cash on cash: 2.86% Traditional cash on cash: 3.23% Airbnb Rental Income: $2932 Traditional Rental Income: $2423 Airbnb ROI: 2.86% Traditional ROI: 3.23%
102 Manzanetta Ave Weymouth, MA Welcome to Idlewell! A wonderful opportunity to own in one of the area's most desirable ne...	3 beds \| 1 baths \| 1,193 sq.ft.	$525,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 3.62% Airbnb Rental Income: $2932 Traditional Rental Income: $2808 Airbnb ROI: 2.49% Traditional ROI: 3.62%

Real Estate investment in Weymouth, MA

There are 64 properties for sale in the city of Weymouth . The median list price in Weymouth is $525,000 and the average price per square foot is $339. In September 2026, the average monthly cash on cash return in Weymouth is 3.00%. The average monthly rental income in Weymouth is $3,194.

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

There are 64 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 $3,194.

Your search for investment property begins and ends here

Investment Property for Sale in Weymouth, MA

125 Jaffrey St

Weymouth, MA

3 beds | 2 baths | 2,577 sq.ft.

$779,900

Airbnb cash on cash: 1.06%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $2674

Traditional Rental Income: $3401

Airbnb ROI: 1.06%

Traditional ROI: 2.89%

83 Wilson Ave

Weymouth, MA

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

$849,900

Airbnb cash on cash: 1.21%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $3154

Traditional Rental Income: $3872

Airbnb ROI: 1.21%

Traditional ROI: 3.02%

10 Richards Rd

Weymouth, MA

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

$749,000

Airbnb cash on cash: 0.94%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $2674

Traditional Rental Income: $3363

Airbnb ROI: 0.94%

Traditional ROI: 2.83%

73 Broad Reach #T41c

Weymouth, MA

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

$499,900

Airbnb cash on cash: -0.85%

Traditional cash on cash: 2.31%

Airbnb Rental Income: $2124

Traditional Rental Income: $3056

Airbnb ROI: -0.85%

Traditional ROI: 2.31%

40 Lake St

Weymouth, MA

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

$519,000

Airbnb cash on cash: 2.17%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $2674

Traditional Rental Income: $3358

Airbnb ROI: 2.17%

Traditional ROI: 4.89%

55 Greentree Ln #49

Weymouth, MA

1 beds | 1 baths | 680 sq.ft.

$364,900

Airbnb cash on cash: -1.39%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $1055

Traditional Rental Income: $1971

Airbnb ROI: -1.39%

Traditional ROI: 2.35%

575 Broad St #215

Weymouth, MA

2 beds | 1 baths | 863 sq.ft.

$349,900

Airbnb cash on cash: 0.15%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $1869

Traditional Rental Income: $2199

Airbnb ROI: 0.15%

Traditional ROI: 2.68%

740-742 Main St

Weymouth, MA

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

$829,900

Airbnb cash on cash: 1.33%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $3179

Traditional Rental Income: $4041

Airbnb ROI: 1.33%