
801 Winter St Holliston — Photo 1 of 34
Beds
3
Baths
2.5
SqFt
2,192
Style
Single Family
Built
1962
Unique residence offering space, character, and tremendous potential! Set on 5 acres with a large, private back yard surrounded by mature woods. This 3-bedroom, 2.5-bath home offers approximately 2,192 sqft of living space along with a 40x40 barn, 2-car garage, and a brand-new 3-bedroom septic system being installed prior to closing. The main level offers an open dining and kitchen area with island, range, black appliances, Woodmode dark walnut cabinetry, and imported Italian tile flooring. A spacious living room with laminate flooring, full bath, and screened porch with wood flooring. The primary bedroom includes a built-in AC unit and private half bath, with two additional bedrooms offering comfortable living space. The walk-out lower level adds 696 sqft including recessed lighting, laminate flooring, and a carpeted room that could serve as an office or studio. A full bath with tile flooring and tile shower completes the level. Oil-fired heat, 200-amp electrical service, and a 2017 water heater round out the mechanicals. The 40x40 barn is a standout feature, offering excellent potential for storage, workshop, hobbies, agricultural use, or other possibilities, subject to zoning and approvals. Part of the barn roof has been replaced. This home offers an excellent opportunity for buyers seeking fantastic land, substantial space, and the potential to make it their own — set in desirable Holliston, with a welcoming community, excellent schools, scenic conservation areas, and convenient access to major routes. A must see!
Immersive Experience
Open Houses
Market Value Analysis
* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Holliston, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Water Heater • Range • Dishwasher • Refrigerator • Washer • Dryer
Neighborhood
Tennis Court(s) • Park • Walk/Jog Trails • Stable(s) • Golf • Medical Facility
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First20 x 13
Flooring - Laminate
Dining Room
Lvl First10 x 11
Flooring - Laminate
Kitchen
Lvl First15 x 11
Flooring - Stone/Ceramic Tile, Kitchen Island, Open Floorplan
Office
Lvl Basement11 x 10
Flooring - Wall to Wall Carpet
Family Room
Lvl Basement26 x 13
Flooring - Laminate, Recessed Lighting
Master Bedroom
Lvl First17 x 12
Closet, Flooring - Laminate
Bedroom 2
Lvl First11 x 15
Bedroom 3
Lvl First10 x 11
Closet, Flooring - Wall to Wall Carpet
Bathroom 1
Lvl First6 x 9
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile, Pedestal Sink
Bathroom 2
Lvl First3 x 4
Bathroom - Half, Flooring - Stone/Ceramic Tile, Pedestal Sink
Bathroom 3
Lvl Basement11 x 9
Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile, Pedestal Sink
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 2,192 sq ft principal dwelling). Lot size: 217,800 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: Vesta Group
Listing Office: Vesta Real Estate Group, Inc.
MLS® Number: 73575142
Open Houses
Browse More Homes in Holliston
Explore other active listings in the area.
$680,00035 Donna RdHolliston, MA3 bd2 ba1,795 sqft
$625,00044 Exchange StHolliston, MA3 bd2 ba1,233 sqft
$860,000621 Marshall StHolliston, MA3 bd3 ba2,077 sqft
$499,000131 Goulding StreetHolliston, MA3 bd1 ba864 sqft
$975,000330 Marshall StreetHolliston, MA4 bd3 ba3,243 sqft
$644,00058 Wedgewood DrHolliston, MA3 bd2 ba2,089 sqft