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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
360 Littleton Rd #F2 Chelmsford, MA **Own this home more affordably with special lender offered temporary 1% interest rate red...	2 beds \| 2 baths \| 1,191 sq.ft.	$400,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 4.01% Airbnb Rental Income: $1850 Traditional Rental Income: $2990 Airbnb ROI: -0.35% Traditional ROI: 4.01%
81 Littleton Rd Chelmsford, MA Finally! An affordable, move-in-ready SINGLE-FAMILY home in a convenient location! This ch...	2 beds \| 1 baths \| 999 sq.ft.	$519,900	Airbnb cash on cash: 0.48% Traditional cash on cash: 2.31% Airbnb Rental Income: $1931 Traditional Rental Income: $2309 Airbnb ROI: 0.48% Traditional ROI: 2.31%
61 Jordan St Chelmsford, MA Completely renovated and move-in ready! This beautifully updated Colonial blends modern fi...	4 beds \| 4 baths \| 3,085 sq.ft.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.72% Airbnb Rental Income: $null Traditional Rental Income: $5555 Airbnb ROI: N/A Traditional ROI: 5.72%
129 Old Westford Rd Chelmsford, MA Brand-new Colonial, completed and ready for a closing! Offering 2,384 sq. ft. of thoughtfu...	4 beds \| 3 baths \| 2,384 sq.ft.	$1,069,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.18% Airbnb Rental Income: $null Traditional Rental Income: $4276 Airbnb ROI: N/A Traditional ROI: 3.18%
24 Brouilette St #24 Chelmsford, MA Presenting a distinguished living opportunity at 24 Brouilette St U:24, Chelmsford, MA. Th...	4 beds \| 2 baths \| 1,808 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.73% Airbnb Rental Income: $null Traditional Rental Income: $3749 Airbnb ROI: N/A Traditional ROI: 3.73%
65 Dunstable Rd #A Chelmsford, MA Welcome home to this spacious new construction condo, offering four levels of flexible liv...	2 beds \| 3 baths \| 2,369 sq.ft.	$689,999	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.75% Airbnb Rental Income: $1850 Traditional Rental Income: $3934 Airbnb ROI: -0.26% Traditional ROI: 3.75%
65 Dunstable Rd #B Chelmsford, MA Welcome home to this spacious new construction condo, offering four levels of flexible liv...	2 beds \| 3 baths \| 2,369 sq.ft.	$689,999	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.75% Airbnb Rental Income: $1850 Traditional Rental Income: $3934 Airbnb ROI: -0.26% Traditional ROI: 3.75%
131 Main St Chelmsford, MA Welcome to 131 Main Street, a charming and spacious home set well back from the road on a ...	3 beds \| 2 baths \| 2,217 sq.ft.	$674,900	Airbnb cash on cash: 3.42% Traditional cash on cash: 3.04% Airbnb Rental Income: $4635 Traditional Rental Income: $3434 Airbnb ROI: 3.42% Traditional ROI: 3.04%
5 Grant St Chelmsford, MA Classic Brick Colonial with Character, Space & Location! This impressive and distinctive 4...	4 beds \| 2 baths \| 2,560 sq.ft.	$814,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.01% Airbnb Rental Income: $null Traditional Rental Income: $4015 Airbnb ROI: N/A Traditional ROI: 3.01%
4 Temi Road Chelmsford, MA Welcome to 4 Temi Road in Chelmsford! This sprawling 3,780-square-foot ranch offers a wond...	5 beds \| 4 baths \| 3,780 sq.ft.	$1,050,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $5975 Airbnb ROI: N/A Traditional ROI: 3.83%
23 Pearson St Chelmsford, MA *FIRST OPEN HOUSE SUNDAY OCTOBER 4TH*. Welcome to 23 Pearson Street, located in Chelms...	3 beds \| 2 baths \| 1,508 sq.ft.	$649,900	Airbnb cash on cash: 1.26% Traditional cash on cash: 3.12% Airbnb Rental Income: $2861 Traditional Rental Income: $3323 Airbnb ROI: 1.26% Traditional ROI: 3.12%
8 Roaen Dr Chelmsford, MA Beautifully maintained raised ranch offering an updated kitchen and bathrooms. The living ...	3 beds \| 2 baths \| 1,684 sq.ft.	$657,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 2% Airbnb Rental Income: $4635 Traditional Rental Income: $2753 Airbnb ROI: 3.5% Traditional ROI: 2%
246 Acton Road Chelmsford, MA Fantastic opportunity with exceptional potential! This charming antique property sits on 4...	4 beds \| 3 baths \| 3,096 sq.ft.	$999,900	Airbnb cash on cash: -0.05% Traditional cash on cash: 1.94% Airbnb Rental Income: $3199 Traditional Rental Income: $4328 Airbnb ROI: -0.05% Traditional ROI: 1.94%
175 Littleton Road #B4 Chelmsford, MA Welcome to Glenbrook Condominiums!Comfortable yet spacious this beautifully maintained tow...	2 beds \| 3 baths \| 1,709 sq.ft.	$469,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 5.11% Airbnb Rental Income: $1850 Traditional Rental Income: $3374 Airbnb ROI: 0.51% Traditional ROI: 5.11%
180 Tyngsboro Road #9C Chelmsford, MA Opportunity meets location at Riverview Condominiums! This 2-bedroom, 1-bath - third-floor...	2 beds \| 1 baths \| 660 sq.ft.	$225,000	Airbnb cash on cash: 3.51% Traditional cash on cash: 7% Airbnb Rental Income: $1850 Traditional Rental Income: $2096 Airbnb ROI: 3.51% Traditional ROI: 7%
56 Moore St Chelmsford, MA Welcome to 56 Moore Street, a beautifully maintained Colonial located in a peaceful, highl...	4 beds \| 3 baths \| 2,009 sq.ft.	$839,900	Airbnb cash on cash: 1.28% Traditional cash on cash: 2.66% Airbnb Rental Income: $3632 Traditional Rental Income: $3910 Airbnb ROI: 1.28% Traditional ROI: 2.66%
181 Littleton Rd #441 Chelmsford, MA Discover an exceptional living experience at 181 Littleton Rd a penthouse unit #441, Chelm...	2 beds \| 2 baths \| 1,755 sq.ft.	$727,900	Airbnb cash on cash: -0.09% Traditional cash on cash: 3.07% Airbnb Rental Income: $1850 Traditional Rental Income: $3498 Airbnb ROI: -0.09% Traditional ROI: 3.07%
5 Judith Rd Chelmsford, MA Welcome to 5 Judith Road, a sweet 3-bedroom, 1.5-bath home tucked into one of Chelmsford's...	3 beds \| 2 baths \| 1,727 sq.ft.	$614,900	Airbnb cash on cash: 2.15% Traditional cash on cash: 3.3% Airbnb Rental Income: $3461 Traditional Rental Income: $3353 Airbnb ROI: 2.15% Traditional ROI: 3.3%
6 Courtland Dr Chelmsford, MA Home sweet home, and what a fantastic home it is! This Cape style home features a rear ful...	4 beds \| 2 baths \| 1,873 sq.ft.	$690,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.29% Airbnb Rental Income: $null Traditional Rental Income: $3684 Airbnb ROI: N/A Traditional ROI: 3.29%
859 Wellman Ave. #859 Chelmsford, MA Welcome home to 859 Wellman Ave. Williamsburg II which means no flood insurance required a...	2 beds \| 2 baths \| 1,240 sq.ft.	$415,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 4.73% Airbnb Rental Income: $1850 Traditional Rental Income: $2846 Airbnb ROI: 0.89% Traditional ROI: 4.73%
360 Littleton Rd #B2 Chelmsford, MA Enjoy townhouse-style living in this inviting condominium featuring an open-concept living...	2 beds \| 2 baths \| 933 sq.ft.	$409,900	Airbnb cash on cash: 1.11% Traditional cash on cash: 5.37% Airbnb Rental Income: $1850 Traditional Rental Income: $2990 Airbnb ROI: 1.11% Traditional ROI: 5.37%

Real Estate investment in Chelmsford, MA

There are 22 properties for sale in the city of Chelmsford . The median list price in Chelmsford is $662,684 and the average price per square foot is $340. In November 2026, the average monthly cash on cash return in Chelmsford is 3.00%. The average monthly rental income in Chelmsford is $3,466.

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

There are 22 investment properties available for sale in Chelmsford.

In 2026, the best neighborhood to buy investment property is Littlton Road Area.

The ROI for Long-Term is higher than the Short-Term in Chelmsford with average rental income of $3,466.

Your search for investment property begins and ends here

Investment Property for Sale in Chelmsford, MA

360 Littleton Rd #F2

Chelmsford, MA

2 beds | 2 baths | 1,191 sq.ft.

$400,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 4.01%

Airbnb Rental Income: $1850

Traditional Rental Income: $2990

Airbnb ROI: -0.35%

Traditional ROI: 4.01%

81 Littleton Rd

Chelmsford, MA

2 beds | 1 baths | 999 sq.ft.

$519,900

Airbnb cash on cash: 0.48%

Traditional cash on cash: 2.31%

Airbnb Rental Income: $1931

Traditional Rental Income: $2309

Airbnb ROI: 0.48%

Traditional ROI: 2.31%

61 Jordan St

Chelmsford, MA

4 beds | 4 baths | 3,085 sq.ft.

$749,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.72%

Airbnb Rental Income: $null

Traditional Rental Income: $5555

Airbnb ROI: N/A

Traditional ROI: 5.72%

129 Old Westford Rd

Chelmsford, MA

4 beds | 3 baths | 2,384 sq.ft.

$1,069,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.18%

Airbnb Rental Income: $null

Traditional Rental Income: $4276

Airbnb ROI: N/A

Traditional ROI: 3.18%

24 Brouilette St #24

Chelmsford, MA

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

$699,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.73%

Airbnb Rental Income: $null

Traditional Rental Income: $3749

Airbnb ROI: N/A

Traditional ROI: 3.73%

65 Dunstable Rd #A

Chelmsford, MA

2 beds | 3 baths | 2,369 sq.ft.

$689,999

Airbnb cash on cash: -0.26%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $1850

Traditional Rental Income: $3934

Airbnb ROI: -0.26%

Traditional ROI: 3.75%

65 Dunstable Rd #B

Chelmsford, MA

2 beds | 3 baths | 2,369 sq.ft.

$689,999

Airbnb cash on cash: -0.26%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $1850

Traditional Rental Income: $3934

Airbnb ROI: -0.26%

Traditional ROI: 3.75%

131 Main St

Chelmsford, MA

3 beds | 2 baths | 2,217 sq.ft.

$674,900

Airbnb cash on cash: 3.42%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $4635

Traditional Rental Income: $3434

Airbnb ROI: 3.42%