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361 Winter St, Holliston MA 01746

$925,000

Estimated $6,411/month Calculator

Single Family

3 Bedrooms

Baths

2264

Total Parking: 10

721,353 (16.56)

Built in 1824

Steeped in history and beautifully restored and updated for modern living, the Historic Jonas Curtis House is a rare 1824 Federal-style estate set on over 16 private acres of rolling pastures, mature woodlands, majestic trees, and timeless stone walls. Rich in period character yet designed for today's lifestyle, this extraordinary home offers the perfect balance of historic charm, modern comfort, and exceptional privacy. A gracious front entry welcomes you into the center hall foyer, where elegant living and dining rooms, each anchored by a fireplace, showcase beautifully preserved period details including hardwood and wide pine flooring, original moldings, and the exceptional craftsmanship that defines this remarkable home. The everyday entrance leads into the ell and a thoughtfully designed mudroom with custom built-ins and an oversized storage closet before opening into the heart of the home, a spectacular cook's kitchen featuring abundant cabinetry, granite countertops, and a generous center island that is designed for gathering as much as cooking. A well-appointed first-floor laundry room and powder room complete the main level. Upstairs are two spacious bedrooms, each with a fireplace; an updated full bath; and a beautiful primary suite with a wall of closets and spa-inspired ensuite bath. Enjoy a screened porch overlooking the stone courtyard, fire pit, perennial gardens, and sweeping views of the fields and woodlands. A preserved nineteenth-century post-and-beam barn with horse stall, historic vineyard across the street, and expansive acreage offer exceptional opportunities for equestrian pursuits, hobby farming, or simply enjoying this extraordinary property. Just minutes from Holliston Center, the Upper Charles Rail Trail, conservation trails, and convenient to Boston, Providence, and Worcester.

This home has been viewed 16 times

Last Checked: September 14th, 2026 at 6:45am (Source: MLS PIN #73556965)

Green Features

Air Conditioning

Waterview

Lead Paint Free

General Information for 361 Winter St, Holliston MA 01746

Listing ID73556965

Property TypeSingle Family / Detached

Price$925,000 ($408.57/SqFt)

StyleColonial

CityHolliston

CountyMiddlesex

Neighborhood(s)

Garage Parking0

Zoning40

Year Built1824

Year Built SourcePublic Records

Year Built DetailsApproximate

Handicap Access / Features0

Interior Features for 361 Winter St, Holliston MA 01746

Approximate Living Area Total2264

Living Area Includes BasementNo

Rooms8

Bedrooms3

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 361 Winter St, Holliston MA 01746

Approximate Lot Size (Acres)16.56

Approximate Lot Size (Square Feet)721353

Total Parking10

Garage Parking0

WaterPrivate

SewerPrivate Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water ViewsNo

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 361 Winter St, Holliston MA 01746

Lead PaintNone

UFFINo

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsPersonal Items.

Title 5A

Compensation Based On

Financial Information for 361 Winter St, Holliston MA 01746

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax8538

Tax Year2025

Assessed Value$582,800

Location Information for 361 Winter St, Holliston MA 01746

Elementary SchoolPlacntno/Miller

Middle SchoolRobert Adams

High SchoolHolliston High

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 361 Winter St, Holliston MA 01746

Agent

Name: Jeanne Murphy

Office

Name: Realty Executives Boston West

Phone: 508-429-7391

Payment Calculator

, Interest

Property Taxes 711.5

Principal & Interest 5699.56

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Realty Executives Boston West

Jeanne Murphy

Agent Phone

Office Phone

(508) 429-7391

Text Agent Call Agent Call Office

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EXIT

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