
243 Oak St Holliston — Photo 1 of 38
Beds
5
Baths
3
SqFt
3,686
Style
Single Family
Built
1985
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 Sunday 13th 1-3pm.
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Market Value Analysis
* Analysis is based on 22 actively listed and recently sold comparable properties strictly within Holliston, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Neighborhood
Walk/Jog Trails • Golf • House of Worship • Public School
Geography
Property History
$924,999
Sep 11, 2026
MLS® 73576195
$990,000
Aug 13, 2026
MLS® 73555616
$990,000
Aug 13, 2026
MLS® 73553201
$990,000
Jul 28, 2026
MLS® 73555616
$990,000
Jul 22, 2026
MLS® 73553201
$1,199,000
Jul 22, 2026
MLS® 73521676
$1,199,000
May 20, 2026
MLS® 73521676
Population
15,094
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$160K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
12.6%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Middlesex County
2,667 housing units permitted in the last 12 months (-2% vs the prior 12 months) — 1,709 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,686 sq ft principal dwelling). Lot size: 566,716 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Frederick Dodd
Listing Office: Cameron Real Estate Group
MLS® Number: 73576195
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