Real Estate Investment Properties for Sale in Holliston, MA
Looking for investment property in Holliston, MA with high ROI ?
Explore a variety of short-term homes & houses in Holliston, MA. Invest wisely with VRBO & Holliston, 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 Holliston, MA
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
423 South StHolliston, MAStep Back in time w/this Storybook Charming Antique home filled w/Todays Renovations & you... |
3 beds | 1 baths | 1,896 sq.ft. |
$685,000 |
Airbnb cash on cash: -0.86%
|
1366 Washington StHolliston, MA1366 Washington St, Holliston, MA 01746 | Other |
N/A beds | N/A baths | N/A |
$429,900 |
Airbnb cash on cash: N/A
|
Lot 8 Pond VwHolliston, MALot 8 Pond Vw, Holliston, MA 01746 | Single Family Residential |
5 beds | 4 baths | 4,959 sq.ft. |
$2,375,000 |
Airbnb cash on cash: -0.96%
|
228 Norfolk St #228Holliston, MA228 Norfolk St #228, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 1,936 sq.ft. |
$700,000 |
Airbnb cash on cash: -0.8%
|
615 Norfolk StHolliston, MA615 Norfolk St, Holliston, MA 01746 | Single Family Residential |
3 beds | 3 baths | 2,600 sq.ft. |
$825,000 |
Airbnb cash on cash: -1.02%
|
457 Hanlon RdHolliston, MA457 Hanlon Rd, Holliston, MA 01746 | Single Family Residential |
4 beds | 4 baths | 4,834 sq.ft. |
$1,500,000 |
Airbnb cash on cash: N/A
|
243 Oak StHolliston, MA243 Oak St, Holliston, MA 01746 | Single Family Residential |
5 beds | 2 baths | 3,686 sq.ft. |
$924,999 |
Airbnb cash on cash: 1%
|
16 Kingsbury DrHolliston, MANestled in sought-after Cedarbrook, this exceptional 5-bed Colonial offers many updates in... |
5 beds | 5 baths | 7,165 sq.ft. |
$1,795,000 |
Airbnb cash on cash: -0.67%
|
120 Mohawk PathHolliston, MA120 Mohawk Path, Holliston, MA 01746 | Single Family Residential |
4 beds | 3 baths | 4,035 sq.ft. |
$1,275,000 |
Airbnb cash on cash: N/A
|
58 Wedgewood DrHolliston, MA58 Wedgewood, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 2,089 sq.ft. |
$634,000 |
Airbnb cash on cash: -0.65%
|
660 Mayflower LndgHolliston, MA660 Mayflower Lndg, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 2,480 sq.ft. |
$749,990 |
Airbnb cash on cash: -0.9%
|
15 Fiske Pond RdHolliston, MA15 Fiske Pond Rd, Holliston, MA 01746 | Other |
N/A beds | N/A baths | N/A |
$450,000 |
Airbnb cash on cash: N/A
|
74 Westfield DrHolliston, MAFar from your typical ranch! Gutted to the studs and completely reimagined in 2023, this h... |
3 beds | 3 baths | 2,169 sq.ft. |
$799,000 |
Airbnb cash on cash: -0.69%
|
636 Highland StHolliston, MA636 Highland St, Holliston, MA 01746 | Single Family Residential |
3 beds | 1 baths | 2,016 sq.ft. |
$669,900 |
Airbnb cash on cash: -0.74%
|
210 Chamberlain StHolliston, MACHERISHED FAMILY HOME IN BRENTWOOD! Lovingly held by the same family since 1965, this clas... |
3 beds | 1 baths | 1,616 sq.ft. |
$599,900 |
Airbnb cash on cash: -0.61%
|
64 Marshall StHolliston, MA64 Marshall St, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 1,316 sq.ft. |
$685,000 |
Airbnb cash on cash: -0.77%
|
36 Regal StHolliston, MA36 Regal St, Holliston, MA 01746 | Single Family Residential |
3 beds | 1 baths | 1,128 sq.ft. |
$549,900 |
Airbnb cash on cash: -0.42%
|
65 Brooksmont Dr #15Holliston, MA65 Brooksmont Dr #15, Holliston, MA 01746 | Townhouse |
2 beds | 2 baths | 2,360 sq.ft. |
$755,000 |
Airbnb cash on cash: -0.86%
|
85 Fisher StHolliston, MA85 Fisher St, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 2,266 sq.ft. |
$950,000 |
Airbnb cash on cash: -1.17%
|
49 Windsor Dr #301Holliston, MAWelcome to Oakridge Condominiums! This spacious top-floor 2-bedroom unit an open floor pla... |
2 beds | 1 baths | 883 sq.ft. |
$299,000 |
Airbnb cash on cash: 2.66%
|
97 Old Cart PathHolliston, MAWow! Spectacular sweeping East-facing views and exceptional craftsmanship define this one-... |
4 beds | 5 baths | 5,997 sq.ft. |
$1,525,000 |
Airbnb cash on cash: N/A
|
185 Marked Tree RdHolliston, MAWelcome home to this charming 4-bedroom Cape, nestled in one of Holliston's most desirable... |
4 beds | 2 baths | 2,011 sq.ft. |
$769,900 |
Airbnb cash on cash: N/A
|
152 Turner Rd #57Holliston, MA152 Turner Rd #57, Holliston, MA 01746 | Condo/Coop |
1 beds | 1 baths | 705 sq.ft. |
$219,900 |
Airbnb cash on cash: N/A
|
2 Ashland StreetHolliston, MAThis bright & sunny home is situated on a 1/2 acre lot located in a popular Holliston neig... |
3 beds | 2 baths | 1,080 sq.ft. |
$495,000 |
Airbnb cash on cash: -0.69%
|
33 Cheryl LnHolliston, MA33 Cheryl Ln, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 2,282 sq.ft. |
$799,900 |
Airbnb cash on cash: -0.98%
|
468 Underwood StHolliston, MAWelcome to 468 Underwood Street, a 4-bedroom, 1.5-bath Colonial in Holliston's desirable B... |
4 beds | 2 baths | 1,470 sq.ft. |
$650,000 |
Airbnb cash on cash: N/A
|
1093 Washington St #1093Holliston, MA1093 Washington St #1093, Holliston, MA 01746 | Single Family Residential |
2 beds | 2 baths | 2,636 sq.ft. |
$699,900 |
Airbnb cash on cash: 0.32%
|
272 Mill StHolliston, MA272 Mill St, Holliston, MA 01746 | Single Family Residential |
4 beds | 3 baths | 3,565 sq.ft. |
$970,272 |
Airbnb cash on cash: N/A
|
85 Alden RdHolliston, MAWelcome to 85 Alden Road, where modern updates, thoughtful design, and comfortable living ... |
4 beds | 3 baths | 2,163 sq.ft. |
$775,000 |
Airbnb cash on cash: N/A
|
72 Alden RdHolliston, MA72 Alden Rd, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 2,211 sq.ft. |
$649,900 |
Airbnb cash on cash: -0.69%
|
16 Roy AveHolliston, MA16 Roy Ave, Holliston, MA 01746 | Single Family Residential |
4 beds | 2 baths | 1,600 sq.ft. |
$725,000 |
Airbnb cash on cash: N/A
|
43 Regency Dr #43Holliston, MA43 Regency Dr #43, Holliston, MA 01746 | Townhouse |
2 beds | 1 baths | 1,075 sq.ft. |
$314,900 |
Airbnb cash on cash: 2.18%
|
76B Hanlon RdHolliston, MA76B Hanlon Rd, Holliston, MA 01746 | Other |
1 beds | N/A baths | N/A |
$400,000 |
Airbnb cash on cash: N/A
|
000 UndisclosedHolliston, MA000 Undisclosed, Holliston, MA 01746 | Other |
N/A beds | N/A baths | N/A |
$500,000 |
Airbnb cash on cash: N/A
|
6 Beaver Brook DrHolliston, MA6 Beaver Brook Dr, Holliston, MA 01746 | Single Family Residential |
4 beds | 2 baths | 3,203 sq.ft. |
$1,025,000 |
Airbnb cash on cash: N/A
|
1419 Washington StHolliston, MA1419 Washington St, Holliston, MA 01746 | Multi Family |
5 beds | 3 baths | 2,908 sq.ft. |
$899,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Holliston, MA
There are 47 properties for sale in the city of Holliston . The median list price in Holliston is $784,626 and the average price per square foot is $295. In November 2026, the average monthly cash on cash return in Holliston is 3.00%. The average monthly rental income in Holliston is $3,437.