Real Estate Investment Properties for Sale in Chelmsford, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
739 Wellman Ave #739 Chelmsford, MA Beautifully maintained 3-level condo in a sought-after community! Hardwood floors in livin...	2 beds \| 2 baths \| 1,174 sq.ft.	$450,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 3.2% Airbnb Rental Income: $4278 Traditional Rental Income: $2924 Airbnb ROI: 4.27% Traditional ROI: 3.2%
181 Littleton Rd #213 Chelmsford, MA It's time to enjoy the easy life in this recently updated 2 bedroom condo with garage unde...	2 beds \| 2 baths \| 1,091 sq.ft.	$389,900	Airbnb cash on cash: 5.34% Traditional cash on cash: 4.82% Airbnb Rental Income: $3713 Traditional Rental Income: $2716 Airbnb ROI: 5.34% Traditional ROI: 4.82%
139 Wellman Ave. #139 Chelmsford, MA Welcome home to desirable Williamsburg I Condominiums. This unit is in move in condition....	2 beds \| 2 baths \| 1,305 sq.ft.	$431,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 3.32% Airbnb Rental Income: $4278 Traditional Rental Income: $2881 Airbnb ROI: 4.54% Traditional ROI: 3.32%
348 Wellman Ave #348 Chelmsford, MA Hardwood floors were just refinished! Welcome home to lovely Williamsburg I! Location lo...	2 beds \| 2 baths \| 1,465 sq.ft.	$434,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 2.86% Airbnb Rental Income: $4278 Traditional Rental Income: $2768 Airbnb ROI: 4.35% Traditional ROI: 2.86%
24 Brouilette St #A Chelmsford, MA Located at 24 Brouilette St U:A, in the charming city of Chelmsford, Massachusetts, this c...	4 beds \| 2 baths \| 1,808 sq.ft.	$769,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.66% Airbnb Rental Income: $null Traditional Rental Income: $3623 Airbnb ROI: N/A Traditional ROI: 2.66%
9 Bonanza Rd Chelmsford, MA Welcome to this spacious and well-maintained 4-bedroom, 2.5-bathroom home, perfectly situa...	4 beds \| 3 baths \| 2,136 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.39% Airbnb Rental Income: $null Traditional Rental Income: $3960 Airbnb ROI: N/A Traditional ROI: 3.39%
265 Wellman Ave #265 Chelmsford, MA End-unit townhome with gorgeous water views along the Merrimack Riverâwatch the boats go...	2 beds \| 2 baths \| 1,510 sq.ft.	$479,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 3.91% Airbnb Rental Income: $4278 Traditional Rental Income: $3378 Airbnb ROI: 3.91% Traditional ROI: 3.91%
6 Clover Hill Drive Chelmsford, MA Deceiving from the outside, this exceptional home is far larger than it appears and truly ...	5 beds \| 3 baths \| 3,064 sq.ft.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.74% Airbnb Rental Income: $null Traditional Rental Income: $4389 Airbnb ROI: N/A Traditional ROI: 2.74%
420 Wellman Ave #420 Chelmsford, MA End Colonial in desirable Williamsburg I. Great location, close to guest parking. This u...	2 beds \| 2 baths \| 1,168 sq.ft.	$429,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 2.97% Airbnb Rental Income: $4278 Traditional Rental Income: $2772 Airbnb ROI: 4.48% Traditional ROI: 2.97%
28 Rainbow Ave Chelmsford, MA Commuter's delight awaits! This spacious, well-maintained corner lot cape is perfectly pos...	4 beds \| 2 baths \| 1,704 sq.ft.	$669,928	Airbnb cash on cash: -0.54% Traditional cash on cash: 3.34% Airbnb Rental Income: $1571 Traditional Rental Income: $3544 Airbnb ROI: -0.54% Traditional ROI: 3.34%
9 Autumn Ln Chelmsford, MA Lovingly owned by the same family for 41 years, this original-owner home reflects pride of...	3 beds \| 2 baths \| 2,292 sq.ft.	$889,900	Airbnb cash on cash: 1.63% Traditional cash on cash: 1.9% Airbnb Rental Income: $4128 Traditional Rental Income: $3476 Airbnb ROI: 1.63% Traditional ROI: 1.9%
162-a Mill Rd #162A Chelmsford, MA A rare find! Donât miss this beautifully maintained 3-bed, 2.5-bath condo in a quaint co...	3 beds \| 3 baths \| 1,806 sq.ft.	$605,000	Airbnb cash on cash: 2.78% Traditional cash on cash: 3.61% Airbnb Rental Income: $4128 Traditional Rental Income: $3719 Airbnb ROI: 2.78% Traditional ROI: 3.61%
7 Pilgrim Rd Chelmsford, MA Nestled in Chelmsfordâs desirable Pine Hills neighborhood, this lovingly maintained open...	3 beds \| 2 baths \| 1,509 sq.ft.	$589,000	Airbnb cash on cash: 7.78% Traditional cash on cash: 3.49% Airbnb Rental Income: $7027 Traditional Rental Income: $3306 Airbnb ROI: 7.78% Traditional ROI: 3.49%
525 Wellman Ave. #525 Chelmsford, MA Welcome home to this beautiful, updated Colonial unit in desirable Williamsburg I. A rare...	2 beds \| 2 baths \| 1,144 sq.ft.	$439,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 2.9% Airbnb Rental Income: $4278 Traditional Rental Income: $2772 Airbnb ROI: 4.37% Traditional ROI: 2.9%
3 Blaisdell Rd Chelmsford, MA Come home to this attractive & well-cared for colonial in a desirable & quiet neighborhood...	4 beds \| 2 baths \| 1,968 sq.ft.	$745,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.95% Airbnb Rental Income: $null Traditional Rental Income: $3675 Airbnb ROI: N/A Traditional ROI: 2.95%
117 Gorham Street Chelmsford, MA Awesome condo alternative. Delightful updated village colonial with great yard. Great mudr...	3 beds \| 1 baths \| 1,095 sq.ft.	$529,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 2.68% Airbnb Rental Income: $2552 Traditional Rental Income: $2476 Airbnb ROI: 1.59% Traditional ROI: 2.68%
7 Amble Rd Chelmsford, MA Stunning, custom-designed authentic post & beam Yankee Barn Home showcasing extraordinary ...	4 beds \| 4 baths \| 4,397 sq.ft.	$1,450,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 2.97% Airbnb Rental Income: $4915 Traditional Rental Income: $5464 Airbnb ROI: 1.81% Traditional ROI: 2.97%
6 Green Valley Dr Chelmsford, MA A fantastic opportunity to own this exceptional custom-built home. Designed w/ flexibility...	4 beds \| 5 baths \| 5,201 sq.ft.	$1,075,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.71% Airbnb Rental Income: $null Traditional Rental Income: $3825 Airbnb ROI: N/A Traditional ROI: 2.71%

Real Estate investment in Chelmsford, MA

There are 18 properties for sale in the city of Chelmsford . The median list price in Chelmsford is $597,000 and the average price per square foot is $300. In September 2025, the average monthly cash on cash return in Chelmsford is 3.00%. The average monthly rental income in Chelmsford is $3,378.

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

There are 18 investment properties available for sale in Chelmsford.

In 2025, the best neighborhood to buy investment property is West Chelmsford.

The ROI for Short-Term is higher than the Long-Term in Chelmsford with average rental income of $4,278.

Your search for investment property begins and ends here

Investment Property for Sale in Chelmsford, MA

739 Wellman Ave #739

Chelmsford, MA

2 beds | 2 baths | 1,174 sq.ft.

$450,000

Airbnb cash on cash: 4.27%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $4278

Traditional Rental Income: $2924

Airbnb ROI: 4.27%

Traditional ROI: 3.2%

181 Littleton Rd #213

Chelmsford, MA

2 beds | 2 baths | 1,091 sq.ft.

$389,900

Airbnb cash on cash: 5.34%

Traditional cash on cash: 4.82%

Airbnb Rental Income: $3713

Traditional Rental Income: $2716

Airbnb ROI: 5.34%

Traditional ROI: 4.82%

139 Wellman Ave. #139

Chelmsford, MA

2 beds | 2 baths | 1,305 sq.ft.

$431,000

Airbnb cash on cash: 4.54%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $4278

Traditional Rental Income: $2881

Airbnb ROI: 4.54%

Traditional ROI: 3.32%

348 Wellman Ave #348

Chelmsford, MA

2 beds | 2 baths | 1,465 sq.ft.

$434,000

Airbnb cash on cash: 4.35%

Traditional cash on cash: 2.86%

Airbnb Rental Income: $4278

Traditional Rental Income: $2768

Airbnb ROI: 4.35%

Traditional ROI: 2.86%

24 Brouilette St #A

Chelmsford, MA

4 beds | 2 baths | 1,808 sq.ft.

$769,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.66%

Airbnb Rental Income: $null

Traditional Rental Income: $3623

Airbnb ROI: N/A

Traditional ROI: 2.66%

9 Bonanza Rd

Chelmsford, MA

4 beds | 3 baths | 2,136 sq.ft.

$750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.39%

Airbnb Rental Income: $null

Traditional Rental Income: $3960

Airbnb ROI: N/A

Traditional ROI: 3.39%

265 Wellman Ave #265

Chelmsford, MA

2 beds | 2 baths | 1,510 sq.ft.

$479,000

Airbnb cash on cash: 3.91%

Traditional cash on cash: 3.91%

Airbnb Rental Income: $4278

Traditional Rental Income: $3378

Airbnb ROI: 3.91%

Traditional ROI: 3.91%

6 Clover Hill Drive

Chelmsford, MA

5 beds | 3 baths | 3,064 sq.ft.

$925,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.74%

Airbnb Rental Income: $null

Traditional Rental Income: $4389

Airbnb ROI: N/A