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801 Winter St Holliston — Photo 1 of 34

801 Winter St Holliston — Photo 1 of 34

$689,000

Investment Analysis — 801 Winter St

Holliston, MA 01746

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 3-bedroom in 01746 carries an estimated $3,080/mo in gross rent — about a 2.76% cap rate and $19,004/yr in estimated NOI at the $689,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

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!

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.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Open Houses

Property Details

Financials

Original Price$689,000
Annual Taxes$9,086

Parking

Garage2
Off-Street7

Interior Specifications

Total Rooms8
Fireplaces2
FlooringTile, Carpet, Laminate, Flooring - Wall to Wall Carpet
BasementFull, Partially Finished, Walk-Out Access, Interior Entry, Garage Access

Climate & Utilities

HeatingForced Air, Oil
CoolingWall Unit(s)
WaterPublic
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
Zoning40

Property & Lot

Acres5
SqFt Lot217,800
Lot FeaturesWooded, Level

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

First
Living RoomDining RoomKitchenMaster BedroomBedroom 2Bedroom 3Bathroom 1Bathroom 2
Basement
OfficeFamily RoomBathroom 3
Living Room
Lvl First

20 x 13

Flooring - Laminate

Dining Room
Lvl First

10 x 11

Flooring - Laminate

Kitchen
Lvl First

15 x 11

Flooring - Stone/Ceramic Tile, Kitchen Island, Open Floorplan

Office
Lvl Basement

11 x 10

Flooring - Wall to Wall Carpet

Family Room
Lvl Basement

26 x 13

Flooring - Laminate, Recessed Lighting

Master Bedroom
Lvl First

17 x 12

Closet, Flooring - Laminate

Bedroom 2
Lvl First

11 x 15

Bedroom 3
Lvl First

10 x 11

Closet, Flooring - Wall to Wall Carpet

Bathroom 1
Lvl First

6 x 9

Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile, Pedestal Sink

Bathroom 2
Lvl First

3 x 4

Bathroom - Half, Flooring - Stone/Ceramic Tile, Pedestal Sink

Bathroom 3
Lvl Basement

11 x 9

Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile, Pedestal Sink

Listing Provided By

Listing Agent: Vesta Group

Listing Office: Vesta Real Estate Group, Inc.

MLS® Number: 73575142