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
4 Longmeadow Rd Chelmsford, MA NEW PRICE ! Reduced 35,000 from Original Price ! Move in condition , lovingly cared for an...	3 beds \| 2 baths \| 1,826 sq.ft.	$724,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 2.93% Airbnb Rental Income: $2555 Traditional Rental Income: $3483 Airbnb ROI: 0.64% Traditional ROI: 2.93%
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: -0.11% Traditional cash on cash: 3.2% Airbnb Rental Income: $2066 Traditional Rental Income: $2924 Airbnb ROI: -0.11% Traditional ROI: 3.2%
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: -0.02% Traditional cash on cash: 3.32% Airbnb Rental Income: $2066 Traditional Rental Income: $2881 Airbnb ROI: -0.02% 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.	$429,900	Airbnb cash on cash: -0.18% Traditional cash on cash: 2.89% Airbnb Rental Income: $2066 Traditional Rental Income: $2768 Airbnb ROI: -0.18% Traditional ROI: 2.89%
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%
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.	$888,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.9% Airbnb Rental Income: $null Traditional Rental Income: $4389 Airbnb ROI: N/A Traditional ROI: 2.9%
9 Autumn Ln Chelmsford, MA Lovingly owned by the same family for 41 years, this original-owner home showcases pride o...	3 beds \| 2 baths \| 2,292 sq.ft.	$888,900	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%
117 Gorham Street Chelmsford, MA Not your average condo alternative. This updated village colonial is full of charm and fun...	3 beds \| 1 baths \| 1,095 sq.ft.	$529,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 2.68% Airbnb Rental Income: $2532 Traditional Rental Income: $2476 Airbnb ROI: 1.55% Traditional ROI: 2.68%
7 Amble Rd Chelmsford, MA Stunning, custom-designed authentic post & beam Yankee Barn Home showcasing extraordinary ...	4 beds \| 4 baths \| 3,703 sq.ft.	$1,375,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 2.21% Airbnb Rental Income: $4915 Traditional Rental Income: $5464 Airbnb ROI: 0.99% Traditional ROI: 2.21%
181 Littleton Rd Bldg 7 #242 Chelmsford, MA Rare find- Penthouse 3rd floor corner unit with 2-bedrooms, 2-baths! This unit features so...	2 beds \| 2 baths \| 1,599 sq.ft.	$439,900	Airbnb cash on cash: 3.32% Traditional cash on cash: 3.73% Airbnb Rental Income: $3803 Traditional Rental Income: $3151 Airbnb ROI: 3.32% Traditional ROI: 3.73%
14 Belmont Dr Chelmsford, MA Welcome to the neighborhood! Offered for the first time in 41 years, this much loved & met...	4 beds \| 2 baths \| 1,788 sq.ft.	$720,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $3614 Airbnb ROI: N/A Traditional ROI: 2.94%
255 North Rd #154 Chelmsford, MA Welcome to this delightful 2 bedroom condo @ the Rose Garden in Chelmsford Village offerin...	2 beds \| 2 baths \| 1,300 sq.ft.	$385,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 3.45% Airbnb Rental Income: $1793 Traditional Rental Income: $2860 Airbnb ROI: -0.85% Traditional ROI: 3.45%
202 Wellman Ave #202 Chelmsford, MA Offer deadline is Tuesday, Oct 7, 2025 @ 12noon. River Front! End Unit! Welcome to waterfr...	2 beds \| 3 baths \| 1,143 sq.ft.	$439,900	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.53% Airbnb Rental Income: $2066 Traditional Rental Income: $3092 Airbnb ROI: -0.26% Traditional ROI: 3.53%
32 Robert Bigelow Street Chelmsford, MA Nestled on a quiet dead-end road, this beautifully maintained 3-bedroom, 2-bath ranch offe...	3 beds \| 2 baths \| 1,725 sq.ft.	$700,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 2.9% Airbnb Rental Income: $2532 Traditional Rental Income: $3332 Airbnb ROI: 0.73% Traditional ROI: 2.9%
189 Littleton Road #66 Chelmsford, MA Welcome Home to this wonderful condo in desirable Fox Hunt Condos. Top floor oversized uni...	2 beds \| 2 baths \| 1,248 sq.ft.	$419,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 3.29% Airbnb Rental Income: $3713 Traditional Rental Income: $2822 Airbnb ROI: 3.5% Traditional ROI: 3.29%
180 Tyngsboro #C3 Chelmsford, MA This condominium presents an attractive opportunity to own a home in great condition. Remo...	2 beds \| 1 baths \| 644 sq.ft.	$268,900	Airbnb cash on cash: 1.9% Traditional cash on cash: 4.09% Airbnb Rental Income: $2066 Traditional Rental Income: $2089 Airbnb ROI: 1.9% Traditional ROI: 4.09%
415 Wellman Ave. #415 Chelmsford, MA Welcome Home to Williamsburg I Condo's. End Cape unit without a fireplace. Original owne...	2 beds \| 2 baths \| 1,137 sq.ft.	$434,900	Airbnb cash on cash: -0.06% Traditional cash on cash: 2.94% Airbnb Rental Income: $2066 Traditional Rental Income: $2754 Airbnb ROI: -0.06% Traditional ROI: 2.94%

Real Estate investment in Chelmsford, MA

There are 18 properties for sale in the city of Chelmsford . The median list price in Chelmsford is $489,500 and the average price per square foot is $281. In November 2025, the average monthly cash on cash return in Chelmsford is 3.00%. The average monthly rental income in Chelmsford is $3,092.

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 North Chelmsford.

The ROI for Long-Term is higher than the Short-Term in Chelmsford with average rental income of $3,092.

Your search for investment property begins and ends here

Investment Property for Sale in Chelmsford, MA

4 Longmeadow Rd

Chelmsford, MA

3 beds | 2 baths | 1,826 sq.ft.

$724,900

Airbnb cash on cash: 0.64%

Traditional cash on cash: 2.93%

Airbnb Rental Income: $2555

Traditional Rental Income: $3483

Airbnb ROI: 0.64%

Traditional ROI: 2.93%

739 Wellman Ave #739

Chelmsford, MA

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

$450,000

Airbnb cash on cash: -0.11%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $2066

Traditional Rental Income: $2924

Airbnb ROI: -0.11%

Traditional ROI: 3.2%

139 Wellman Ave. #139

Chelmsford, MA

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

$431,000

Airbnb cash on cash: -0.02%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $2066

Traditional Rental Income: $2881

Airbnb ROI: -0.02%

Traditional ROI: 3.32%

348 Wellman Ave #348

Chelmsford, MA

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

$429,900

Airbnb cash on cash: -0.18%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $2066

Traditional Rental Income: $2768

Airbnb ROI: -0.18%

Traditional ROI: 2.89%

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%

6 Clover Hill Drive

Chelmsford, MA

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

$888,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.9%

Airbnb Rental Income: $null

Traditional Rental Income: $4389

Airbnb ROI: N/A

Traditional ROI: 2.9%

9 Autumn Ln

Chelmsford, MA

3 beds | 2 baths | 2,292 sq.ft.

$888,900

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%

117 Gorham Street

Chelmsford, MA

3 beds | 1 baths | 1,095 sq.ft.

$529,000

Airbnb cash on cash: 1.55%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $2532

Traditional Rental Income: $2476

Airbnb ROI: 1.55%