Real Estate Investment Properties for Sale in Middleboro, MA

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
236 Thomas St Middleboro, MA BACK ON MARKET-BUYER'S LOSS, YOUR GAIN! This fully updated 3-bedroom, 1.5-bath home offers...	3 beds \| 2 baths \| 1,639 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.09% Airbnb Rental Income: $null Traditional Rental Income: $3283 Airbnb ROI: N/A Traditional ROI: 4.09%
663 Wareham Street unit: 6 #6 Middleboro, MA Welcome to Stonebridge Condominium-one of Middleboro's most sought-after communities-perfe...	2 beds \| 2 baths \| 1,712 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.09% Airbnb Rental Income: $null Traditional Rental Income: $2958 Airbnb ROI: N/A Traditional ROI: 3.09%
425 A Wareham St Middleboro, MA General Use & Single Family Zoning with 15.2 acres. This parcel includes a single-family h...	3 beds \| 1 baths \| 810 sq.ft.	$1,190,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.69% Airbnb Rental Income: $null Traditional Rental Income: $2474 Airbnb ROI: N/A Traditional ROI: 0.69%
194 Bedford St Middleboro, MA 194 Bedford St, Middleboro, MA 02346 \| Other	N/A beds \| N/A baths \| N/A	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.3% Airbnb Rental Income: $null Traditional Rental Income: $1434 Airbnb ROI: N/A Traditional ROI: -0.3%
0 Wareham/miller St Middleboro, MA 80 Miller St, Middleboro, MA 02346 \| Other	N/A beds \| N/A baths \| N/A	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.01% Airbnb Rental Income: $null Traditional Rental Income: $1505 Airbnb ROI: N/A Traditional ROI: -1.01%
Wood St lot: A Middleboro, MA TO BE BUILT - HOUSE PACKAGE - 2100sq.ft+ Colonial. 4 bedrooms 2 1/2 baths. Farmers Porch. ...	4 beds \| 2 baths \| 2,100 sq.ft.	$825,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.35% Airbnb Rental Income: $null Traditional Rental Income: $1529 Airbnb ROI: N/A Traditional ROI: -0.35%
2602 Green St Middleboro, MA 2602 Green St, Middleboro, MA 02346 \| Single Family Residential	2 beds \| 2 baths \| 1,680 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.71% Airbnb Rental Income: $null Traditional Rental Income: $3091 Airbnb ROI: N/A Traditional ROI: 3.71%
Rear Wareham St Middleboro, MA Rear Wareham St, Middleboro, MA 02346 \| Other	N/A beds \| N/A baths \| 1,836 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.02% Airbnb Rental Income: $null Traditional Rental Income: $1492 Airbnb ROI: N/A Traditional ROI: -1.02%
0 Clay Middleboro, MA 0 Clay, Middleboro, MA 02346 \| Other	N/A beds \| N/A baths \| N/A	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.06% Airbnb Rental Income: $null Traditional Rental Income: $1503 Airbnb ROI: N/A Traditional ROI: -0.06%
302 Wood St Middleboro, MA Brand NEW CONSTRUCTION! Featuring 3 spacious bedrooms and 2.5 baths, this home showcases q...	3 beds \| 2 baths \| 1,768 sq.ft.	$729,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.9% Airbnb Rental Income: $null Traditional Rental Income: $3672 Airbnb ROI: N/A Traditional ROI: 2.9%
620 Plymouth St Middleboro, MA 620 Plymouth St, Middleboro, MA 02346 \| Single Family Residential	3 beds \| 1 baths \| 2,084 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.69% Airbnb Rental Income: $null Traditional Rental Income: $2728 Airbnb ROI: N/A Traditional ROI: 2.69%
312 Wood St Middleboro, MA TO BE BUILT! Featuring 3 spacious bedrooms and 2.5 baths, this home showcases quality cons...	3 beds \| 2 baths \| 1,768 sq.ft.	$719,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.02% Airbnb Rental Income: $null Traditional Rental Income: $3719 Airbnb ROI: N/A Traditional ROI: 3.02%
308 Wood St Middleboro, MA TO BE BUILT - LOT 3! Featuring 3 spacious bedrooms and 2.5 baths, this home showcases qual...	3 beds \| 2 baths \| 1,768 sq.ft.	$719,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.02% Airbnb Rental Income: $null Traditional Rental Income: $3719 Airbnb ROI: N/A Traditional ROI: 3.02%
19 Kashmir's Way #19 Middleboro, MA 19 Kashmir's Way #19, Lakeville, MA 02346 \| Townhouse	4 beds \| 2 baths \| 2,280 sq.ft.	$669,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.24% Airbnb Rental Income: $null Traditional Rental Income: $3823 Airbnb ROI: N/A Traditional ROI: 3.24%
26 Wareham St Middleboro, MA 26 Wareham St, Middleboro, MA 02346 \| Single Family Residential	3 beds \| 2 baths \| 1,570 sq.ft.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.58% Airbnb Rental Income: $null Traditional Rental Income: $3208 Airbnb ROI: N/A Traditional ROI: 4.58%

Real Estate investment in Middleboro, MA

There are 31 properties for sale in the city of Middleboro . The median list price in Middleboro is $694,450 and the average price per square foot is $371. In March 2026, the average monthly cash on cash return in Middleboro is 3.00%. The average monthly rental income in Middleboro is $2,843.

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

There are 31 investment properties available for sale in Middleboro.

The ROI for Short-Term is higher than the Long-Term in Middleboro with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Middleboro, MA

236 Thomas St

Middleboro, MA

3 beds | 2 baths | 1,639 sq.ft.

$549,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.09%

Airbnb Rental Income: $null

Traditional Rental Income: $3283

Airbnb ROI: N/A

Traditional ROI: 4.09%

663 Wareham Street unit: 6 #6

Middleboro, MA

2 beds | 2 baths | 1,712 sq.ft.

$429,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.09%

Airbnb Rental Income: $null

Traditional Rental Income: $2958

Airbnb ROI: N/A

Traditional ROI: 3.09%

425 A Wareham St

Middleboro, MA

3 beds | 1 baths | 810 sq.ft.

$1,190,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.69%

Airbnb Rental Income: $null

Traditional Rental Income: $2474

Airbnb ROI: N/A

Traditional ROI: 0.69%

194 Bedford St

Middleboro, MA

N/A beds | N/A baths | N/A

$749,900

Airbnb cash on cash: N/A

Traditional cash on cash: -0.3%

Airbnb Rental Income: $null

Traditional Rental Income: $1434

Airbnb ROI: N/A

Traditional ROI: -0.3%

0 Wareham/miller St

Middleboro, MA

N/A beds | N/A baths | N/A

$1,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.01%

Airbnb Rental Income: $null

Traditional Rental Income: $1505

Airbnb ROI: N/A

Traditional ROI: -1.01%

Wood St lot: A

Middleboro, MA

4 beds | 2 baths | 2,100 sq.ft.

$825,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.35%

Airbnb Rental Income: $null

Traditional Rental Income: $1529

Airbnb ROI: N/A

Traditional ROI: -0.35%

2602 Green St

Middleboro, MA

2 beds | 2 baths | 1,680 sq.ft.

$349,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.71%

Airbnb Rental Income: $null

Traditional Rental Income: $3091

Airbnb ROI: N/A

Traditional ROI: 3.71%

Rear Wareham St

Middleboro, MA

N/A beds | N/A baths | 1,836 sq.ft.

$1,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.02%

Airbnb Rental Income: $null

Traditional Rental Income: $1492

Airbnb ROI: N/A