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 |
|---|---|---|---|
73 Water StHolliston, MAThis lovingly cared for and updated home is ready for a new owner. MUDVILLE. Nestled alo... |
3 beds | 2 baths | 1,428 sq.ft. |
$660,000 |
Airbnb cash on cash: 1.29%
|
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. |
$725,000 |
Airbnb cash on cash: 0.9%
|
66 Lakeshore DrHolliston, MAProperty is available for online auction only. See Realty Bid for property, auction, showi... |
2 beds | 1 baths | N/A |
$420,000 |
Airbnb cash on cash: 2.23%
|
1366 Washington StHolliston, MA1366 Washington St, Holliston, MA 01746 | Other |
N/A beds | N/A baths | N/A |
$429,900 |
Airbnb cash on cash: -0.3%
|
Lot 2 Hanlon RdHolliston, MALot 2 Hanlon Rd, Holliston, MA 01746 | Other |
N/A beds | N/A baths | N/A |
$400,000 |
Airbnb cash on cash: -0.16%
|
147 N Mill StHolliston, MA147 N Mill St, Holliston, MA 01746 | Other |
N/A beds | N/A baths | N/A |
$875,000 |
Airbnb cash on cash: -1.27%
|
14 Fiske Pond RdHolliston, MA14 Fiske Pond Rd, Holliston, MA 01746 | Single Family Residential |
5 beds | 5 baths | 5,740 sq.ft. |
$2,300,000 |
Airbnb cash on cash: -0.71%
|
615 Mayflower LandingHolliston, MALUXE New Construction! Exceptional 4BR, 5BA custom home offering 4,600+ SF of STUNNING liv... |
4 beds | 5 baths | 4,600 sq.ft. |
$1,600,000 |
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: -0.51%
|
48 N Mill StHolliston, MAGREAT OPPORTUNITY TO OWN OR HAVE AS AN INVESTMENT, THIS FOUR FAMILY HOME IS WELL MANTAINED... |
7 beds | 4 baths | 2,900 sq.ft. |
$1,100,000 |
Airbnb cash on cash: 1.75%
|
135 Locust StHolliston, MAFeel instantly at home in this charming Storybook-style 3-bedroom, 2 full bath Cape, where... |
3 beds | 2 baths | 1,547 sq.ft. |
$675,000 |
Airbnb cash on cash: 1.35%
|
10 Timber Ledge DrHolliston, MA10 Timber Ledge Dr, Holliston, MA 01746 | Single Family Residential |
4 beds | 3 baths | 4,613 sq.ft. |
$1,250,000 |
Airbnb cash on cash: N/A
|
228 Norfolk St #228Holliston, MA228 Norfolk St #228, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 1,936 sq.ft. |
$725,000 |
Airbnb cash on cash: 0.91%
|
65 Briarcliff LnHolliston, MA65 Briarcliff Ln, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 2,228 sq.ft. |
$849,900 |
Airbnb cash on cash: 0.45%
|
615 Norfolk StHolliston, MA615 Norfolk St, Holliston, MA 01746 | Single Family Residential |
3 beds | 3 baths | 2,600 sq.ft. |
$850,000 |
Airbnb cash on cash: 0.45%
|
15 Bullard StHolliston, MA15 Bullard St, Holliston, MA 01746 | Single Family Residential |
4 beds | 3 baths | 2,704 sq.ft. |
$839,900 |
Airbnb cash on cash: N/A
|
Parcel D Prentice StHolliston, MAParcel D Prentice St, Holliston, MA 01746 | Other |
N/A beds | N/A baths | N/A |
$249,900 |
Airbnb cash on cash: 1.06%
|
243 Oak StHolliston, MA243 Oak St, Holliston, MA 01746 | Single Family Residential |
5 beds | 2 baths | 3,686 sq.ft. |
$990,000 |
Airbnb cash on cash: 1.87%
|
10 Winston RdHolliston, MA10 Winston Rd, Holliston, MA 01746 | Single Family Residential |
4 beds | 2 baths | 3,648 sq.ft. |
$1,185,000 |
Airbnb cash on cash: N/A
|
16 Kingsbury DrHolliston, MANestled in sought-after Cedarbrook, this exceptional 5-bed Colonial offers many updates in... |
5 beds | 4 baths | 7,165 sq.ft. |
$1,875,000 |
Airbnb cash on cash: -0.11%
|
1172 Washington StHolliston, MA1172 Washington St, Holliston, MA 01746 | Single Family Residential |
4 beds | 4 baths | 4,500 sq.ft. |
$1,299,000 |
Airbnb cash on cash: N/A
|
120 Mohawk PathHolliston, MA120 Mohawk Path, Holliston, MA 01746 | Single Family Residential |
4 beds | 3 baths | 4,035 sq.ft. |
$1,349,000 |
Airbnb cash on cash: N/A
|
53 Louis StHolliston, MA53 Louis St, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 1,812 sq.ft. |
$950,000 |
Airbnb cash on cash: 0.17%
|
58 Wedgewood DrHolliston, MA58 Wedgewood, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 2,089 sq.ft. |
$649,000 |
Airbnb cash on cash: 1.27%
|
40 Maple StHolliston, MA***Now RANGE PRICED $350,000-375,000 - seller will consider offers in this range. Investor... |
3 beds | 2 baths | 1,152 sq.ft. |
$350,000 |
Airbnb cash on cash: 4.09%
|
105 Bonney DrHolliston, MA105 Bonney Dr, Holliston, MA 01746 | Single Family Residential |
4 beds | 3 baths | 3,400 sq.ft. |
$1,649,900 |
Airbnb cash on cash: N/A
|
42 Cottage DrHolliston, MA42 Cottage Dr, Holliston, MA 01746 | Single Family Residential |
2 beds | 1 baths | 1,156 sq.ft. |
$275,000 |
Airbnb cash on cash: 2.8%
|
100 MarilynHolliston, MA100 Marilyn, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 1,773 sq.ft. |
$679,900 |
Airbnb cash on cash: 1.11%
|
54 Jarr Brook RdHolliston, MA54 Jarr Brook Rd, Holliston, MA 01746 | Single Family Residential |
4 beds | 2 baths | 2,144 sq.ft. |
$769,000 |
Airbnb cash on cash: N/A
|
25 Erin WayHolliston, MA25 Erin Way, Holliston, MA 01746 | Single Family Residential |
5 beds | 3 baths | 4,969 sq.ft. |
$1,300,000 |
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: -0.38%
|
33 Copper LnHolliston, MA33 Copper Ln, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 1,690 sq.ft. |
$674,900 |
Airbnb cash on cash: 1.14%
|
361 Winter StHolliston, MA361 Winter St, Holliston, MA 01746 | Single Family Residential |
3 beds | 2 baths | 2,264 sq.ft. |
$925,000 |
Airbnb cash on cash: 0.23%
|
30 Mill StHolliston, MA30 Mill St, Holliston, MA 01746 | Single Family Residential |
4 beds | 4 baths | 4,587 sq.ft. |
$1,899,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Holliston, MA
There are 41 properties for sale in the city of Holliston . The median list price in Holliston is $728,564 and the average price per square foot is $246. In August 2026, the average monthly cash on cash return in Holliston is 2.00%. The average monthly rental income in Holliston is $3,777.