Active
2 Days on market
243 Oak St Holliston — Photo 1 of 38

243 Oak St Holliston — Photo 1 of 38

$924,999

243 Oak St, Holliston, MA 01746

Holliston, MA 01746 — Metcalf

Investor Analysis

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.

Open Houses

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$251/sqft
Local Avg (Holliston)$359/sqft
30% BelowMarket Average

* Analysis is based on 22 actively listed and recently sold comparable properties strictly within Holliston, MA.

Property Details

Financials

Original Price$924,999
Annual Taxes$14,788

Parking

Garage0
Off-Street8

Interior Specifications

Total Rooms8
FireplacesNone
FlooringWood
BasementFull, Finished, Walk-Out Access, Interior Entry

Climate & Utilities

HeatingBaseboard, Oil
CoolingWindow Unit(s)
WaterPrivate
SewerPrivate Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
Zoning30

Property & Lot

Acres13.01
SqFt Lot566,716
Lot FeaturesWooded

Neighborhood

Walk/Jog Trails • Golf • House of Worship • Public School

Geography

Property History

Listed
$924,999

Sep 11, 2026

MLS® 73576195

Terminated
$990,000

Aug 13, 2026

MLS® 73555616

Terminated
$990,000

Aug 13, 2026

MLS® 73553201

Listed
$990,000

Jul 28, 2026

MLS® 73555616

Listed
$990,000

Jul 22, 2026

MLS® 73553201

Terminated
$1,199,000

Jul 22, 2026

MLS® 73521676

Listed
$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 Provided By

Listing Agent: Frederick Dodd

Listing Office: Cameron Real Estate Group

MLS® Number: 73576195

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