Real Estate Investment Properties for Sale in Hopkinton, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
49 Hayden Rowe St Hopkinton, MA OPEN HOUSE CANCELLED, OFFER ACCEPTED! . The property includes a large level lot, spacious ...	3 beds \| 2 baths \| 2,426 sq.ft.	$879,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 2.2% Airbnb Rental Income: $2036 Traditional Rental Income: $3497 Airbnb ROI: -0.23% Traditional ROI: 2.2%
2 Emerald Drive Hopkinton, MA Welcome to Emerald Drive, an exclusive enclave of 8 exquisite modern farmhouse-style homes...	5 beds \| 6 baths \| 5,248 sq.ft.	$2,199,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 1.85% Airbnb Rental Income: $3796 Traditional Rental Income: $8400 Airbnb ROI: -0.81% Traditional ROI: 1.85%
13 Summer St Hopkinton, MA Welcome Home to this immaculately renovated Colonial nestled in sought after Downtown Hopk...	3 beds \| 2 baths \| 1,460 sq.ft.	$719,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 2.63% Airbnb Rental Income: $2036 Traditional Rental Income: $3216 Airbnb ROI: 0.09% Traditional ROI: 2.63%
1 Emerald Drive Hopkinton, MA Welcome to 1 Emerald Drive, an exceptional new luxury home on Hopkinton's premier cul-de-s...	5 beds \| 6 baths \| 5,357 sq.ft.	$2,250,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 1.69% Airbnb Rental Income: $3796 Traditional Rental Income: $8267 Airbnb ROI: -0.84% Traditional ROI: 1.69%
19 Stoney Brook Rd Hopkinton, MA Magnificent custom home in prestigious Highland Park, set in the highly sought-after commu...	4 beds \| 6 baths \| 6,616 sq.ft.	$2,450,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.5% Airbnb Rental Income: $null Traditional Rental Income: $8500 Airbnb ROI: N/A Traditional ROI: 1.5%
4 Emerald Drive Hopkinton, MA Welcome to 4 Emerald Drive, a remarkable new luxury home set to be built and set on Hopkin...	5 beds \| 5 baths \| 4,167 sq.ft.	$1,999,900	Airbnb cash on cash: -0.67% Traditional cash on cash: 0.76% Airbnb Rental Income: $3796 Traditional Rental Income: $5624 Airbnb ROI: -0.67% Traditional ROI: 0.76%
4 Lowell Dr #4 Hopkinton, MA HOA covered for remainder of 2026!! This beautifully updated condo in an established 5...	2 beds \| 3 baths \| 1,750 sq.ft.	$515,000	Airbnb cash on cash: -2.5% Traditional cash on cash: 2.46% Airbnb Rental Income: $1458 Traditional Rental Income: $3412 Airbnb ROI: -2.5% Traditional ROI: 2.46%
5 Victory Ln Hopkinton, MA Open House cancelled - offer accepted! Experience a home as unique as its setting, where c...	3 beds \| 2 baths \| 1,316 sq.ft.	$685,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.41% Airbnb Rental Income: $2036 Traditional Rental Income: $3049 Airbnb ROI: -0.01% Traditional ROI: 2.41%
9 Davenport Ln unit: 9 Hopkinton, MA 9 Davenport Lane is a beautifully constructed townhome in Davenport Village, a highly desi...	2 beds \| 3 baths \| 2,604 sq.ft.	$1,060,000	Airbnb cash on cash: -2.07% Traditional cash on cash: 1% Airbnb Rental Income: $1458 Traditional Rental Income: $4053 Airbnb ROI: -2.07% Traditional ROI: 1%
64 W Main St Hopkinton, MA VINTAGE CHARM MEETS MODERN UTILITY-WITH A PREMIERE LOCATION TO MATCH! This 1890 gem has be...	3 beds \| 1 baths \| 1,178 sq.ft.	$549,900	Airbnb cash on cash: 0.73% Traditional cash on cash: 2.84% Airbnb Rental Income: $2036 Traditional Rental Income: $2594 Airbnb ROI: 0.73% Traditional ROI: 2.84%
7 S Barn Rd Hopkinton, MA This luxurious contemporary colonial in a premier Hopkinton cul-de-sac offers unmatched so...	4 beds \| 5 baths \| 5,487 sq.ft.	$1,895,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.58% Airbnb Rental Income: $null Traditional Rental Income: $6564 Airbnb ROI: N/A Traditional ROI: 1.58%
5 W Main Street Hopkinton, MA Charming 3-bedroom (plus office with closet, adjacent full bath and separate entrance) ran...	3 beds \| 2 baths \| 1,365 sq.ft.	$585,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 3.56% Airbnb Rental Income: $2036 Traditional Rental Income: $3162 Airbnb ROI: 0.53% Traditional ROI: 3.56%
30 Alprilla Farm Rd Hopkinton, MA Just in time for summer! Step into your dream home with a true backyard oasis. Set on over...	4 beds \| 3 baths \| 2,610 sq.ft.	$1,225,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.33% Airbnb Rental Income: $null Traditional Rental Income: $4108 Airbnb ROI: N/A Traditional ROI: 1.33%
8 Mcneil Cir #8 Hopkinton, MA Discover refined, low-maintenance living in one of Hopkinton's premier 55+ communities. Of...	3 beds \| 3 baths \| 2,867 sq.ft.	$799,900	Airbnb cash on cash: -0.35% Traditional cash on cash: 3.11% Airbnb Rental Income: $2036 Traditional Rental Income: $4087 Airbnb ROI: -0.35% Traditional ROI: 3.11%
54 Cherry Ln #54 Hopkinton, MA Welcome to Legacy Farms's most desirable detached CONTINENTAL style home built in 2021. Th...	3 beds \| 3 baths \| 2,756 sq.ft.	$1,329,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 1.39% Airbnb Rental Income: $2036 Traditional Rental Income: $4442 Airbnb ROI: -0.99% Traditional ROI: 1.39%
2 Red Tail Circle Hopkinton, MA Spacious 5 BR farmhouse style colonial with quality detailing throughout. Ideal kitchen fo...	5 beds \| 5 baths \| 5,268 sq.ft.	$2,199,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 1.53% Airbnb Rental Income: $3796 Traditional Rental Income: $5276 Airbnb ROI: 0.4% Traditional ROI: 1.53%
8 Pheasant Hill Rd Hopkinton, MA Located in a beautiful subdivision but so close to all the recreational fun of the Ashland...	4 beds \| 4 baths \| 3,293 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.11% Airbnb Rental Income: $null Traditional Rental Income: $5550 Airbnb ROI: N/A Traditional ROI: 3.11%
7 Kimball Rd Hopkinton, MA Welcome to lovely 7 Kimball Road, located in highly desirable Springwood. This wooded and ...	5 beds \| 4 baths \| 3,789 sq.ft.	$1,399,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.02% Airbnb Rental Income: $3796 Traditional Rental Income: $5618 Airbnb ROI: -0.01% Traditional ROI: 2.02%
1 Honeybee Pass Hopkinton, MA Better than new at sought-after Turkey Ridge, this spectacular 2-year-young custom home of...	4 beds \| 6 baths \| 5,395 sq.ft.	$2,374,950	Airbnb cash on cash: N/A Traditional cash on cash: 2.84% Airbnb Rental Income: $null Traditional Rental Income: $8582 Airbnb ROI: N/A Traditional ROI: 2.84%

Real Estate investment in Hopkinton, MA

There are 23 properties for sale in the city of Hopkinton . The median list price in Hopkinton is $1,200,000 and the average price per square foot is $342. In May 2026, the average monthly cash on cash return in Hopkinton is 2.00%. The average monthly rental income in Hopkinton is $4,395.

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

There are 23 investment properties available for sale in Hopkinton.

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

The ROI for Short-Term is higher than the Long-Term in Hopkinton with average rental income of $2,036.

Your search for investment property begins and ends here

Investment Property for Sale in Hopkinton, MA

49 Hayden Rowe St

Hopkinton, MA

3 beds | 2 baths | 2,426 sq.ft.

$879,000

Airbnb cash on cash: -0.23%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $2036

Traditional Rental Income: $3497

Airbnb ROI: -0.23%

Traditional ROI: 2.2%

2 Emerald Drive

Hopkinton, MA

5 beds | 6 baths | 5,248 sq.ft.

$2,199,000

Airbnb cash on cash: -0.81%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $3796

Traditional Rental Income: $8400

Airbnb ROI: -0.81%

Traditional ROI: 1.85%

13 Summer St

Hopkinton, MA

3 beds | 2 baths | 1,460 sq.ft.

$719,900

Airbnb cash on cash: 0.09%

Traditional cash on cash: 2.63%

Airbnb Rental Income: $2036

Traditional Rental Income: $3216

Airbnb ROI: 0.09%

Traditional ROI: 2.63%

1 Emerald Drive

Hopkinton, MA

5 beds | 6 baths | 5,357 sq.ft.

$2,250,000

Airbnb cash on cash: -0.84%

Traditional cash on cash: 1.69%

Airbnb Rental Income: $3796

Traditional Rental Income: $8267

Airbnb ROI: -0.84%

Traditional ROI: 1.69%

19 Stoney Brook Rd

Hopkinton, MA

4 beds | 6 baths | 6,616 sq.ft.

$2,450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.5%

Airbnb Rental Income: $null

Traditional Rental Income: $8500

Airbnb ROI: N/A

Traditional ROI: 1.5%

4 Emerald Drive

Hopkinton, MA

5 beds | 5 baths | 4,167 sq.ft.

$1,999,900

Airbnb cash on cash: -0.67%

Traditional cash on cash: 0.76%

Airbnb Rental Income: $3796

Traditional Rental Income: $5624

Airbnb ROI: -0.67%

Traditional ROI: 0.76%

4 Lowell Dr #4

Hopkinton, MA

2 beds | 3 baths | 1,750 sq.ft.

$515,000

Airbnb cash on cash: -2.5%

Traditional cash on cash: 2.46%

Airbnb Rental Income: $1458

Traditional Rental Income: $3412

Airbnb ROI: -2.5%

Traditional ROI: 2.46%

5 Victory Ln

Hopkinton, MA

3 beds | 2 baths | 1,316 sq.ft.

$685,000

Airbnb cash on cash: -0.01%

Traditional cash on cash: 2.41%

Airbnb Rental Income: $2036

Traditional Rental Income: $3049

Airbnb ROI: -0.01%