Real Estate Investment Properties for Sale in Southbridge, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
998 Guelphwood Road Southbridge, MA Discover a meticulously maintained single-family residence offering 1256 square feet of re...	4 beds \| 2 baths \| 1,494 sq.ft.	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.85% Airbnb Rental Income: $null Traditional Rental Income: $3558 Airbnb ROI: N/A Traditional ROI: 5.85%
18 Maria Ave #A Southbridge, MA Desirable complex in a wooded setting yet convenient to shopping and highway access. An op...	2 beds \| 2 baths \| 898 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 9% Airbnb Rental Income: $null Traditional Rental Income: $2704 Airbnb ROI: N/A Traditional ROI: 9%
584 Dennison Dr Southbridge, MA This property has so much to offer but it does need TLC. Three bedroom split level. A litt...	3 beds \| 1 baths \| 1,144 sq.ft.	$399,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.09% Airbnb Rental Income: $null Traditional Rental Income: $2671 Airbnb ROI: N/A Traditional ROI: 5.09%
17 OAK STREET Southbridge, MA Invest with success and buy through Auction.com. This bank-owned investment property is a ...	5 beds \| 3 baths \| 2,532 sq.ft.	$470,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.23% Airbnb Rental Income: $null Traditional Rental Income: $4187 Airbnb ROI: N/A Traditional ROI: 7.23%
20 Glover St Southbridge, MA 20 Glover St, Southbridge, MA 01550 \| Single Family Residential	3 beds \| 1 baths \| 1,536 sq.ft.	$324,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.7% Airbnb Rental Income: $null Traditional Rental Income: $3423 Airbnb ROI: N/A Traditional ROI: 8.7%
28 Maple St Southbridge, MA	3 beds \| 1 baths \| 1,670 sq.ft.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.45% Airbnb Rental Income: $null Traditional Rental Income: $3450 Airbnb ROI: N/A Traditional ROI: 7.45%
7 Pearl St Southbridge, MA 7 Pearl St, Southbridge, MA 01550 \| Multi Family	6 beds \| 2 baths \| 1,850 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.35% Airbnb Rental Income: $null Traditional Rental Income: $3624 Airbnb ROI: N/A Traditional ROI: 5.35%
757 South St Southbridge, MA 757 South St, Southbridge, MA 01550 \| Single Family Residential	4 beds \| 2 baths \| 2,634 sq.ft.	$469,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.58% Airbnb Rental Income: $null Traditional Rental Income: $4398 Airbnb ROI: N/A Traditional ROI: 7.58%
22 Jacobs Rd Southbridge, MA 22 Jacobs Rd, Southbridge, MA 01550 \| Single Family Residential	4 beds \| 3 baths \| 3,172 sq.ft.	$999,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.27% Airbnb Rental Income: $null Traditional Rental Income: $4276 Airbnb ROI: N/A Traditional ROI: 2.27%
0 Brentwood Dr Southbridge, MA 0 Brentwood Dr, Southbridge, MA 01550 \| Other	N/A beds \| N/A baths \| N/A	$349,900	Airbnb cash on cash: 1.04% Traditional cash on cash: 2.21% Airbnb Rental Income: $1623 Traditional Rental Income: $1549 Airbnb ROI: 1.04% Traditional ROI: 2.21%
0 Blackmer Rd Southbridge, MA 0 Blackmer Rd, Southbridge, MA 01550 \| Other	N/A beds \| N/A baths \| N/A	$295,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 2.99% Airbnb Rental Income: $1623 Traditional Rental Income: $1540 Airbnb ROI: 1.64% Traditional ROI: 2.99%
325 Ashland Ave #10 Southbridge, MA 325 Ashland Ave #10, Southbridge, MA 01550 \| Condo/Coop	2 beds \| 1 baths \| 811 sq.ft.	$125,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.67% Airbnb Rental Income: $null Traditional Rental Income: $2238 Airbnb ROI: N/A Traditional ROI: 10.67%
876 Worcester Sr Southbridge, MA 876 Worcester Sr, Southbridge, MA 01550 \| Single Family Residential	3 beds \| 2 baths \| 2,236 sq.ft.	$449,995	Airbnb cash on cash: N/A Traditional cash on cash: 6.18% Airbnb Rental Income: $null Traditional Rental Income: $3633 Airbnb ROI: N/A Traditional ROI: 6.18%
564 Main St Southbridge, MA 564 Main St, Southbridge, MA 01550 \| Multi Family	9 beds \| 3 baths \| 5,876 sq.ft.	$789,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 3.51% Airbnb Rental Income: $1623 Traditional Rental Income: $4304 Airbnb ROI: -0.77% Traditional ROI: 3.51%
28 Armory Ln Southbridge, MA 28 Armory Ln, Southbridge, MA 01550 \| Single Family Residential	3 beds \| 2 baths \| 1,872 sq.ft.	$390,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.8% Airbnb Rental Income: $null Traditional Rental Income: $3391 Airbnb ROI: N/A Traditional ROI: 6.8%
437 Main St Southbridge, MA 437 Main St, Southbridge, MA 01550 \| Multi Family	N/A beds \| 1 baths \| 8,476 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.27% Airbnb Rental Income: $null Traditional Rental Income: $1563 Airbnb ROI: N/A Traditional ROI: 2.27%
1023 North Woodstock Rd Southbridge, MA 1023 North Woodstock Rd, Southbridge, MA 01550 \| Single Family Residential	5 beds \| 3 baths \| 3,698 sq.ft.	$845,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $4755 Airbnb ROI: N/A Traditional ROI: 3.7%
21-23 Eastford Rd Southbridge, MA 21-23 Eastford Rd, Southbridge, MA 01550 \| Multi Family	7 beds \| 5 baths \| 3,148 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.34% Airbnb Rental Income: $null Traditional Rental Income: $6011 Airbnb ROI: N/A Traditional ROI: 8.34%
1063 Lebanon Hill Rd Southbridge, MA 1063 Lebanon Hill Rd, Southbridge, MA 01550 \| Single Family Residential	3 beds \| 2 baths \| 2,132 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.6% Airbnb Rental Income: $null Traditional Rental Income: $3399 Airbnb ROI: N/A Traditional ROI: 6.6%
841 Dennison Dr Southbridge, MA Are you Ready? As in: "ready to move into" 3 bedrm, 2 bath split-level ranch in Southbridg...	3 beds \| 2 baths \| 1,553 sq.ft.	$399,999	Airbnb cash on cash: N/A Traditional cash on cash: 6.32% Airbnb Rental Income: $null Traditional Rental Income: $3286 Airbnb ROI: N/A Traditional ROI: 6.32%
440 N Woodstock Rd Southbridge, MA 440 N Woodstock Rd, Southbridge, MA 01550 \| Single Family Residential	3 beds \| 2 baths \| 1,522 sq.ft.	$639,899	Airbnb cash on cash: N/A Traditional cash on cash: 3.4% Airbnb Rental Income: $null Traditional Rental Income: $3451 Airbnb ROI: N/A Traditional ROI: 3.4%
106-108 Chestnut St Southbridge, MA 106-108 Chestnut St, Southbridge, MA 01550 \| Multi Family	6 beds \| 2 baths \| 2,872 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.68% Airbnb Rental Income: $null Traditional Rental Income: $3788 Airbnb ROI: N/A Traditional ROI: 5.68%
125 Cross St Southbridge, MA 125 Cross St, Southbridge, MA 01550 \| Multi Family	6 beds \| 3 baths \| 2,988 sq.ft.	$539,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.57% Airbnb Rental Income: $null Traditional Rental Income: $4530 Airbnb ROI: N/A Traditional ROI: 6.57%
17 Cedar St Southbridge, MA 17 Cedar St, Southbridge, MA 01550 \| Single Family Residential	2 beds \| 2 baths \| 1,194 sq.ft.	$364,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.13% Airbnb Rental Income: $null Traditional Rental Income: $2951 Airbnb ROI: N/A Traditional ROI: 6.13%
46-1/2 Old Sturbridge Rd Southbridge, MA 46-1/2 Old Sturbridge Rd, Southbridge, MA 01550 \| Multi Family	4 beds \| 3 baths \| 7,487 sq.ft.	$674,900	Airbnb cash on cash: N/A Traditional cash on cash: 5% Airbnb Rental Income: $null Traditional Rental Income: $4638 Airbnb ROI: N/A Traditional ROI: 5%
60 Pinedale St Southbridge, MA 60 Pinedale St, Southbridge, MA 01550 \| Single Family Residential	3 beds \| 1 baths \| 2,184 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $2784 Airbnb ROI: N/A Traditional ROI: 4.54%
23 Oakes Ave Southbridge, MA 23 Oakes Ave, Southbridge, MA 01550 \| Single Family Residential	3 beds \| 1 baths \| 1,982 sq.ft.	$399,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.92% Airbnb Rental Income: $null Traditional Rental Income: $2770 Airbnb ROI: N/A Traditional ROI: 4.92%
47 Morris St Southbridge, MA 47 Morris St, Southbridge, MA 01550 \| Multi Family	6 beds \| 3 baths \| 2,074 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.79% Airbnb Rental Income: $null Traditional Rental Income: $4207 Airbnb ROI: N/A Traditional ROI: 5.79%
138 Charlton St Southbridge, MA 138 Charlton St, Southbridge, MA 01550 \| Single Family Residential	3 beds \| 1 baths \| 1,140 sq.ft.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.14% Airbnb Rental Income: $null Traditional Rental Income: $2764 Airbnb ROI: N/A Traditional ROI: 6.14%
166 Mechanic St Southbridge, MA This massive 14,500 SQFT mixed-use income generator! Offering unmatched flexibility and in...	8 beds \| 4 baths \| 14,500 sq.ft.	$780,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.54% Airbnb Rental Income: $null Traditional Rental Income: $7721 Airbnb ROI: N/A Traditional ROI: 8.54%
585 Charlton St Southbridge, MA Welcome Home! Situated in a Desirable Neighborhood of Southbridge, this 3 Bedroom, 1 3/4 b...	3 beds \| 2 baths \| 2,160 sq.ft.	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.05% Airbnb Rental Income: $null Traditional Rental Income: $3511 Airbnb ROI: N/A Traditional ROI: 8.05%
409 Worcester St Southbridge, MA 409 Worcester St, Southbridge, MA 01550 \| Multi Family	4 beds \| 2 baths \| 2,048 sq.ft.	$430,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.59% Airbnb Rental Income: $null Traditional Rental Income: $3640 Airbnb ROI: N/A Traditional ROI: 6.59%
272 Eastford Rd Southbridge, MA 272 Eastford Rd, Southbridge, MA 01550 \| Single Family Residential	2 beds \| 3 baths \| 2,946 sq.ft.	$950,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.82% Airbnb Rental Income: $null Traditional Rental Income: $3669 Airbnb ROI: N/A Traditional ROI: 1.82%

Real Estate investment in Southbridge, MA

There are 38 properties for sale in the city of Southbridge . The median list price in Southbridge is $392,797 and the average price per square foot is $137. In June 2026, the average monthly cash on cash return in Southbridge is 5.00%. The average monthly rental income in Southbridge is $2,767.

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

There are 38 investment properties available for sale in Southbridge.

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

The ROI for Short-Term is higher than the Long-Term in Southbridge with average rental income of $1,623.

Your search for investment property begins and ends here

Investment Property for Sale in Southbridge, MA

998 Guelphwood Road

Southbridge, MA

4 beds | 2 baths | 1,494 sq.ft.

$459,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.85%

Airbnb Rental Income: $null

Traditional Rental Income: $3558

Airbnb ROI: N/A

Traditional ROI: 5.85%

18 Maria Ave #A

Southbridge, MA

2 beds | 2 baths | 898 sq.ft.

$219,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9%

Airbnb Rental Income: $null

Traditional Rental Income: $2704

Airbnb ROI: N/A

Traditional ROI: 9%

584 Dennison Dr

Southbridge, MA

3 beds | 1 baths | 1,144 sq.ft.

$399,999

Airbnb cash on cash: N/A

Traditional cash on cash: 5.09%

Airbnb Rental Income: $null

Traditional Rental Income: $2671

Airbnb ROI: N/A

Traditional ROI: 5.09%

17 OAK STREET

Southbridge, MA

5 beds | 3 baths | 2,532 sq.ft.

$470,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.23%

Airbnb Rental Income: $null

Traditional Rental Income: $4187

Airbnb ROI: N/A

Traditional ROI: 7.23%

20 Glover St

Southbridge, MA

3 beds | 1 baths | 1,536 sq.ft.

$324,500

Airbnb cash on cash: N/A

Traditional cash on cash: 8.7%

Airbnb Rental Income: $null

Traditional Rental Income: $3423

Airbnb ROI: N/A

Traditional ROI: 8.7%

28 Maple St

Southbridge, MA

3 beds | 1 baths | 1,670 sq.ft.

$369,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.45%

Airbnb Rental Income: $null

Traditional Rental Income: $3450

Airbnb ROI: N/A

Traditional ROI: 7.45%

7 Pearl St

Southbridge, MA

6 beds | 2 baths | 1,850 sq.ft.

$499,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.35%

Airbnb Rental Income: $null

Traditional Rental Income: $3624

Airbnb ROI: N/A

Traditional ROI: 5.35%

757 South St

Southbridge, MA

4 beds | 2 baths | 2,634 sq.ft.

$469,500

Airbnb cash on cash: N/A

Traditional cash on cash: 7.58%

Airbnb Rental Income: $null

Traditional Rental Income: $4398

Airbnb ROI: N/A