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
11 Woodcrest Ct unit: 5 Weymouth, MA Garden-style condo located in convenient South Weymouth location offering 2 bedrooms and 1...	2 beds \| 1 baths \| 765 sq.ft.	$333,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 3.26% Airbnb Rental Income: $1558 Traditional Rental Income: $2148 Airbnb ROI: -0.06% Traditional ROI: 3.26%
19-21 Bursley Rd Weymouth, MA Come see this fabulous side-by-side duplex in North Weymouth with independent driveways, f...	4 beds \| 2 baths \| 1,664 sq.ft.	$779,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 3.11% Airbnb Rental Income: $2411 Traditional Rental Income: $3594 Airbnb ROI: 0.67% Traditional ROI: 3.11%
575 Broad St unit: 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: -1.01% Traditional cash on cash: 2.68% Airbnb Rental Income: $1411 Traditional Rental Income: $2199 Airbnb ROI: -1.01% Traditional ROI: 2.68%
25 Richmond St Weymouth, MA Interior Photos coming soon Cozy one level Ranch in a nice location in Weymouth, walki...	3 beds \| 1 baths \| 1,088 sq.ft.	$559,900	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.49% Airbnb Rental Income: $1372 Traditional Rental Income: $2913 Airbnb ROI: -0.26% Traditional ROI: 3.49%
109 Merryknoll Road Weymouth, MA Attention All Investors, Dreamers & Savvy Buyers Opportunity Knocks Presenting 109 Mer...	2 beds \| 2 baths \| 1,891 sq.ft.	$550,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.59% Airbnb Rental Income: $1466 Traditional Rental Income: $3053 Airbnb ROI: -0.34% Traditional ROI: 3.59%
73 Ryder Rd Weymouth, MA TRUE SHOWPLACE - ONE-OF-A-KIND CUSTOM TRI-LEVEL HOME. This stunning residence offers refin...	3 beds \| 3 baths \| 2,414 sq.ft.	$1,038,800	Airbnb cash on cash: -0.94% Traditional cash on cash: 1.7% Airbnb Rental Income: $1372 Traditional Rental Income: $3506 Airbnb ROI: -0.94% Traditional ROI: 1.7%
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.	$599,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 2.25% Airbnb Rental Income: $1466 Traditional Rental Income: $2410 Airbnb ROI: -0.2% Traditional ROI: 2.25%
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: 0.23% Traditional cash on cash: 3.88% Airbnb Rental Income: $1760 Traditional Rental Income: $3321 Airbnb ROI: 0.23% Traditional ROI: 3.88%
300 West St Weymouth, MA Here is your opportunity to own a 4 bed 2 bath colonial in Weymouth. The moment you walk i...	4 beds \| 2 baths \| 1,386 sq.ft.	$539,900	Airbnb cash on cash: 1.17% Traditional cash on cash: 4.55% Airbnb Rental Income: $2164 Traditional Rental Income: $3323 Airbnb ROI: 1.17% Traditional ROI: 4.55%
122 Tall Oaks Drive unit: N Weymouth, MA OFFER DEADLINE Wednesday 3/11/2026 please make good until Friday 3/13/2026. Welcome home t...	2 beds \| 1 baths \| 1,060 sq.ft.	$349,900	Airbnb cash on cash: -0.27% Traditional cash on cash: 3.46% Airbnb Rental Income: $1558 Traditional Rental Income: $2335 Airbnb ROI: -0.27% Traditional ROI: 3.46%
148 Chard St Weymouth, MA Perfect Location! Walk through the front door and fall in love with this meticulously main...	3 beds \| 2 baths \| 1,535 sq.ft.	$699,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 3.05% Airbnb Rental Income: $1760 Traditional Rental Income: $3246 Airbnb ROI: 0.03% Traditional ROI: 3.05%
64 Broad Reach unit: 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.	$500,000	Airbnb cash on cash: -2.4% Traditional cash on cash: 2.06% Airbnb Rental Income: $1466 Traditional Rental Income: $3118 Airbnb ROI: -2.4% Traditional ROI: 2.06%
85 Kings Cove Beach Rd Weymouth, MA Wake up to waterfront views and end your day with incredible sunsets over Kings Cove Beach...	3 beds \| 1 baths \| 1,520 sq.ft.	$685,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.61% Airbnb Rental Income: $1689 Traditional Rental Income: $2897 Airbnb ROI: -0.02% Traditional ROI: 2.61%
78 Circuit Rd Weymouth, MA OFFER DEADLINE 3/16 @ 5PM This 3-bedroom, 1-bath ranch offers a functional layout with gle...	3 beds \| 1 baths \| 1,037 sq.ft.	$525,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 3.12% Airbnb Rental Income: $1714 Traditional Rental Income: $2558 Airbnb ROI: 0.43% Traditional ROI: 3.12%
49 Raymond St Weymouth, MA Offer deadline changed to SUNDAY 5 pm. Welcome to Weymouth! This well-maintained 4-bedroom...	4 beds \| 2 baths \| 1,680 sq.ft.	$729,900	Airbnb cash on cash: 0.41% Traditional cash on cash: 3.15% Airbnb Rental Income: $2206 Traditional Rental Income: $3517 Airbnb ROI: 0.41% Traditional ROI: 3.15%
38 Saunders Street Weymouth, MA This centrally located, move-in ready home pairs classic charm with an unbeatable Weymouth...	2 beds \| 2 baths \| 1,450 sq.ft.	$599,999	Airbnb cash on cash: -0.16% Traditional cash on cash: 3.3% Airbnb Rental Income: $1466 Traditional Rental Income: $2967 Airbnb ROI: -0.16% Traditional ROI: 3.3%
46 Great Pond Rd Weymouth, MA Tucked away on a quiet dead-end street, this beautifully rebuilt 3-bedroom, 2-bath home (c...	3 beds \| 2 baths \| 2,050 sq.ft.	$765,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 2.85% Airbnb Rental Income: $1714 Traditional Rental Income: $3446 Airbnb ROI: -0.25% Traditional ROI: 2.85%
58 Norma Ave Weymouth, MA Welcome to 58 Norma Ave-where convenience meets comfort. Located on a quiet side street ju...	3 beds \| 1 baths \| 912 sq.ft.	$559,900	Airbnb cash on cash: -0.29% Traditional cash on cash: 2.57% Airbnb Rental Income: $1372 Traditional Rental Income: $2451 Airbnb ROI: -0.29% Traditional ROI: 2.57%
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.	$800,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 3.09% Airbnb Rental Income: $2411 Traditional Rental Income: $3596 Airbnb ROI: 0.7% Traditional ROI: 3.09%
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.	$749,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 4% Airbnb Rental Income: $1595 Traditional Rental Income: $4287 Airbnb ROI: -0.51% Traditional ROI: 4%

Real Estate investment in Weymouth, MA

There are 23 properties for sale in the city of Weymouth . The median list price in Weymouth is $599,950 and the average price per square foot is $378. In April 2026, the average monthly cash on cash return in Weymouth is 3.00%. The average monthly rental income in Weymouth is $3,158.

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

There are 23 investment properties available for sale in Weymouth.

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

The ROI for Short-Term is higher than the Long-Term in Weymouth with average rental income of $1,689.

Your search for investment property begins and ends here

Investment Property for Sale in Weymouth, MA

11 Woodcrest Ct unit: 5

Weymouth, MA

2 beds | 1 baths | 765 sq.ft.

$333,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $1558

Traditional Rental Income: $2148

Airbnb ROI: -0.06%

Traditional ROI: 3.26%

19-21 Bursley Rd

Weymouth, MA

4 beds | 2 baths | 1,664 sq.ft.

$779,000

Airbnb cash on cash: 0.67%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $2411

Traditional Rental Income: $3594

Airbnb ROI: 0.67%

Traditional ROI: 3.11%

575 Broad St unit: 215

Weymouth, MA

2 beds | 1 baths | 863 sq.ft.

$349,900

Airbnb cash on cash: -1.01%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $1411

Traditional Rental Income: $2199

Airbnb ROI: -1.01%

Traditional ROI: 2.68%

25 Richmond St

Weymouth, MA

3 beds | 1 baths | 1,088 sq.ft.

$559,900

Airbnb cash on cash: -0.26%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $1372

Traditional Rental Income: $2913

Airbnb ROI: -0.26%

Traditional ROI: 3.49%

109 Merryknoll Road

Weymouth, MA

2 beds | 2 baths | 1,891 sq.ft.

$550,000

Airbnb cash on cash: -0.34%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $1466

Traditional Rental Income: $3053

Airbnb ROI: -0.34%

Traditional ROI: 3.59%

73 Ryder Rd

Weymouth, MA

3 beds | 3 baths | 2,414 sq.ft.

$1,038,800

Airbnb cash on cash: -0.94%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $1372

Traditional Rental Income: $3506

Airbnb ROI: -0.94%

Traditional ROI: 1.7%

16 Caldwell St

Weymouth, MA

2 beds | 1 baths | 1,236 sq.ft.

$599,900

Airbnb cash on cash: -0.2%

Traditional cash on cash: 2.25%

Airbnb Rental Income: $1466

Traditional Rental Income: $2410

Airbnb ROI: -0.2%

Traditional ROI: 2.25%

270 Middle St

Weymouth, MA

3 beds | 2 baths | 1,596 sq.ft.

$599,900

Airbnb cash on cash: 0.23%

Traditional cash on cash: 3.88%

Airbnb Rental Income: $1760

Traditional Rental Income: $3321

Airbnb ROI: 0.23%