Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 2 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 3 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 4 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 5 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 6 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 7 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 8 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 9 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 10 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 11 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 12 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 13 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 14 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 15 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 16 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 17 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 18 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 19 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 20 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 21 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 22 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 23 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 24 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 25 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 26 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 27 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 28 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 29 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 30 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 31 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 32 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 33 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 34 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 35 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 36 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 37 of 38
Single Family Residence at 243 Oak St, Holliston MA 01746, Holliston, photo 38 of 38
38 photos

$924,999

243 Oak St, Holliston MA 01746
Holliston, MA 01746
Listed by Frederick Dodd
Bedrooms
5
Bathrooms
3
Living area
3,686 sqft
Year built
1985

About this home

Set at the end of a long driveway and surrounded by 13 acres, this 3,368-square-foot, five-bedroom home offers a truly distinctive living experience. Built in 1985, the octagonal design gives the property an architectural character that is rarely found in today's homes.The first floor features all five bedrooms, creating a dedicated and comfortable private space for family and guests. The second floor serves as the main gathering level, with the kitchen and living area arranged around the home's unique shape and design.A finished walkout basement adds another level of usable space with direct access to the outdoors, providing plenty of opportunity for recreation, hobbies, entertaining, or additional living needs.Beyond the home, the expansive acreage offers a rare sense of space and seclusion, with a long driveway providing a private approach to the property. The combination of substantial acreage, five bedrooms, multiple levels of living space, and unconventional architecture makes this a property with a character all its own. Open house rescheduled to September 14th 5-7pm.

Property details

MLS #
73576195
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
15
On market date
September 11, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
N/A
Parking spaces
8
Lot size
13.01 acres
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Placentino Elementary
1.88 mi away · Grades -1-2
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
712
Student:teacher ratio
15.1:1
District
Holliston
Middle
Robert H. Adams Middle School
1.72 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
676
Student:teacher ratio
12.3:1
District
Holliston
High
Holliston High
1.21 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
812
Student:teacher ratio
12.9:1
District
Holliston

Walkability

Blended score for Holliston's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

23
Car-dependent
out of 100
EPA National Walkability Index
5.5 / 20 -- Least walkable
Nearby-amenity density
15 / 100
Restaurants & cafes2
Grocery stores0
Parks0
Schools2
Transit stops0
Pharmacies0

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$5,720/mo
$185,000 down
$739,999 loan
Principal & interest$4,800
Property tax (est.)$771
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 11 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.