Real Estate Investment Properties for Sale in Boylston, MA

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
190 Mile Hill Rd Boylston, MA 190 Mile Hill Rd, Boylston, MA 01505 \| Single Family Residential	4 beds \| 2 baths \| 2,346 sq.ft.	$474,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.91% Airbnb Rental Income: $null Traditional Rental Income: $3705 Airbnb ROI: N/A Traditional ROI: 5.91%
289 Sewall St #289 Boylston, MA 289 Sewall St #289, Boylston, MA 01505 \| Condo/Coop	3 beds \| 2 baths \| 2,165 sq.ft.	$735,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 2.67% Airbnb Rental Income: $3154 Traditional Rental Income: $3771 Airbnb ROI: 0.72% Traditional ROI: 2.67%
291 Sewall St #291 Boylston, MA 291 Sewall St #291, Boylston, MA 01505 \| Condo/Coop	3 beds \| 2 baths \| 2,165 sq.ft.	$750,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 2.57% Airbnb Rental Income: $3154 Traditional Rental Income: $3771 Airbnb ROI: 0.67% Traditional ROI: 2.57%
Lot 52 Barnard Hill Rd Boylston, MA Lot 50 Barnard Hill Rd, Boylston, MA 01505 \| Single Family Residential	4 beds \| 3 baths \| 3,200 sq.ft.	$1,675,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.88% Airbnb Rental Income: $null Traditional Rental Income: $4917 Airbnb ROI: N/A Traditional ROI: 0.88%
Lot 49 Barnard Hill Rd Boylston, MA Lot 49 Barnard Hill Ln, Boylston, MA 01505 \| Single Family Residential	4 beds \| 3 baths \| 3,480 sq.ft.	$1,698,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.83% Airbnb Rental Income: $null Traditional Rental Income: $4917 Airbnb ROI: N/A Traditional ROI: 0.83%
5 Barnard Hill Rd Boylston, MA 5 Barnard Hill Rd, Boylston, MA 01505 \| Single Family Residential	4 beds \| 3 baths \| 4,590 sq.ft.	$1,625,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.97% Airbnb Rental Income: $null Traditional Rental Income: $4917 Airbnb ROI: N/A Traditional ROI: 0.97%
904 Edgebrook Drive #904 Boylston, MA Open house & broker's open house 6/27/26 from 2-4. Welcome to Timberbrook, one of Boylston...	3 beds \| 2 baths \| 1,260 sq.ft.	$370,000	Airbnb cash on cash: 4.55% Traditional cash on cash: 6.16% Airbnb Rental Income: $3154 Traditional Rental Income: $3000 Airbnb ROI: 4.55% Traditional ROI: 6.16%
4 Ledgewood Drive Boylston, MA This Classic Cape style home, offers charm and comfortable living in the Morningdale area ...	3 beds \| 2 baths \| 1,382 sq.ft.	$489,900	Airbnb cash on cash: 3% Traditional cash on cash: 4.61% Airbnb Rental Income: $3154 Traditional Rental Income: $3175 Airbnb ROI: 3% Traditional ROI: 4.61%
4 Orient Street Boylston, MA MULTIPLE OFFERSHIGHEST & BEST DEADLINE SUN 6/28 @ 2:00pm**PERFECTLY SITUATED IN QUIET ...	2 beds \| 2 baths \| 1,464 sq.ft.	$499,900	Airbnb cash on cash: 0.29% Traditional cash on cash: 3.99% Airbnb Rental Income: $1743 Traditional Rental Income: $2993 Airbnb ROI: 0.29% Traditional ROI: 3.99%
401 Cross St Boylston, MA 401 Cross St, Boylston, MA 01505 \| Single Family Residential	3 beds \| 2 baths \| 1,284 sq.ft.	$650,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 3% Airbnb Rental Income: $3154 Traditional Rental Income: $3257 Airbnb ROI: 1.65% Traditional ROI: 3%
183 Main St Boylston, MA 183 Main St, Boylston, MA 01505 \| Single Family Residential	4 beds \| 1 baths \| 3,334 sq.ft.	$1,195,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.64% Airbnb Rental Income: $null Traditional Rental Income: $3278 Airbnb ROI: N/A Traditional ROI: 0.64%
225 E Temple St Boylston, MA 225 E Temple St, Boylston, MA 01505 \| Single Family Residential	3 beds \| 2 baths \| 2,694 sq.ft.	$898,000	Airbnb cash on cash: 0.58% Traditional cash on cash: 1.51% Airbnb Rental Income: $3154 Traditional Rental Income: $3216 Airbnb ROI: 0.58% Traditional ROI: 1.51%
9 Bay Path Dr Boylston, MA 9 Bay Path Dr, Boylston, MA 01505 \| Single Family Residential	3 beds \| 2 baths \| 3,320 sq.ft.	$995,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 1.35% Airbnb Rental Income: $3154 Traditional Rental Income: $3405 Airbnb ROI: 0.31% Traditional ROI: 1.35%
904 Edgebrook Dr Boylston, MA 904 Edgebrook Dr, Boylston, MA 01505 \| Condo/Coop	3 beds \| N/A baths \| 1,260 sq.ft.	$405,000	Airbnb cash on cash: 3.96% Traditional cash on cash: 6.01% Airbnb Rental Income: $3154 Traditional Rental Income: $3216 Airbnb ROI: 3.96% Traditional ROI: 6.01%
5 Redwood Cir Boylston, MA 5 Redwood Cir, Boylston, MA 01505 \| Single Family Residential	4 beds \| 3 baths \| 3,243 sq.ft.	$2,590,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.22% Airbnb Rental Income: $null Traditional Rental Income: $4920 Airbnb ROI: N/A Traditional ROI: -0.22%

Real Estate investment in Boylston, MA

There are 17 properties for sale in the city of Boylston . The median list price in Boylston is $620,824 and the average price per square foot is $258. In August 2026, the average monthly cash on cash return in Boylston is 3.00%. The average monthly rental income in Boylston is $3,421.

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

There are 17 investment properties available for sale in Boylston.

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

The ROI for Long-Term is higher than the Short-Term in Boylston with average rental income of $3,421.

Your search for investment property begins and ends here

Investment Property for Sale in Boylston, MA

190 Mile Hill Rd

Boylston, MA

4 beds | 2 baths | 2,346 sq.ft.

$474,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.91%

Airbnb Rental Income: $null

Traditional Rental Income: $3705

Airbnb ROI: N/A

Traditional ROI: 5.91%

289 Sewall St #289

Boylston, MA

3 beds | 2 baths | 2,165 sq.ft.

$735,000

Airbnb cash on cash: 0.72%

Traditional cash on cash: 2.67%

Airbnb Rental Income: $3154

Traditional Rental Income: $3771

Airbnb ROI: 0.72%

Traditional ROI: 2.67%

291 Sewall St #291

Boylston, MA

3 beds | 2 baths | 2,165 sq.ft.

$750,000

Airbnb cash on cash: 0.67%

Traditional cash on cash: 2.57%

Airbnb Rental Income: $3154

Traditional Rental Income: $3771

Airbnb ROI: 0.67%

Traditional ROI: 2.57%

Lot 52 Barnard Hill Rd

Boylston, MA

4 beds | 3 baths | 3,200 sq.ft.

$1,675,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.88%

Airbnb Rental Income: $null

Traditional Rental Income: $4917

Airbnb ROI: N/A

Traditional ROI: 0.88%

Lot 49 Barnard Hill Rd

Boylston, MA

4 beds | 3 baths | 3,480 sq.ft.

$1,698,900

Airbnb cash on cash: N/A

Traditional cash on cash: 0.83%

Airbnb Rental Income: $null

Traditional Rental Income: $4917

Airbnb ROI: N/A

Traditional ROI: 0.83%

5 Barnard Hill Rd

Boylston, MA

4 beds | 3 baths | 4,590 sq.ft.

$1,625,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.97%

Airbnb Rental Income: $null

Traditional Rental Income: $4917

Airbnb ROI: N/A

Traditional ROI: 0.97%

904 Edgebrook Drive #904

Boylston, MA

3 beds | 2 baths | 1,260 sq.ft.

$370,000

Airbnb cash on cash: 4.55%

Traditional cash on cash: 6.16%

Airbnb Rental Income: $3154

Traditional Rental Income: $3000

Airbnb ROI: 4.55%

Traditional ROI: 6.16%

4 Ledgewood Drive

Boylston, MA

3 beds | 2 baths | 1,382 sq.ft.

$489,900

Airbnb cash on cash: 3%

Traditional cash on cash: 4.61%

Airbnb Rental Income: $3154

Traditional Rental Income: $3175

Airbnb ROI: 3%