$925,000
361 Winter St
Holliston, MA, 01746
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.
Property Details
Price:
$925,000
MLS #:
73556965
Status:
Active
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jul 30, 2026
Finished Sq Ft:
2,264
Total Sq Ft:
2,264
Lot Size:
721,353 sqft / 16.56 acres (approx)
Year Built:
1824
Schools
Elementary School:
Placntno/Miller
Middle School:
Robert Adams
High School:
Holliston High
Interior
Above Grade Finished Area
2264
Appliances
Water Heater, Tankless Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer, Range Hood, Plumbed For Ice Maker
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Window Unit(s), Ductless
Fireplaces Total
4
Flooring
Wood, Tile, Hardwood, Pine, Flooring – Stone/Ceramic Tile, Flooring – Hardwood, Flooring – Wood
Heating
Central, Steam, Oil
Interior Features
Closet, Recessed Lighting, Mud Room, Foyer, Center Hall, Internet Available – Broadband, High Speed Internet
Laundry Features
Flooring – Wood, Main Level, Electric Dryer Hookup, Recessed Lighting, Washer Hookup, First Floor
Main Level Bathrooms
1
Exterior
Accessibility Features
No
Architectural Style
Colonial, Antique, Federal
Community Features
Park, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, House of Worship, Public School
Construction Materials
Post & Beam
Exterior Features
Porch – Screened, Patio, Rain Gutters, Barn/Stable, Screens, Fenced Yard, Horses Permitted, Stone Wall
Fencing
Fenced/Enclosed, Fenced
Green Energy Efficient
Thermostat
Lot Features
Wooded, Easements, Cleared, Farm, Level
Open Parking Spaces
10
Open Parking YN
1
Other Structures
Barn/Stable
Parking Features
Off Street, Stone/Gravel, Paved
Parking Spots
10
Parking Total
10
Patio And Porch Features
Screened, Patio
Roof
Shingle
Security Features
Security System
Window Features
Storm Window(s), Screens
Financial
Tax Year
2025
Taxes
$8,538
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Holliston as of Jul 31, 2026
39
Single Family Listed
45
Avg DOM
368
Avg $ / SqFt
$1,058,515
Avg List Price
Community
- Address361 Winter St Holliston MA
- CityHolliston
- CountyMiddlesex
- Zip Code01746
Subdivisions in Holliston
Similar Listings Nearby
Property Summary
- 361 Winter St Holliston MA is a Single Family for sale in Holliston, MA, 01746. It is listed for $925,000 and features 3 beds, 3 baths, and has approximately 2,264 square feet of living space, and was originally constructed in 1824. The current price per square foot is $409. The average price per square foot for Single Family listings in Holliston is $368. The average listing price for Single Family in Holliston is $1,058,515. To schedule a showing of MLS#73556965 at 361 Winter St in Holliston, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Realty Executives Boston West. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
361 Winter St
Holliston, MA













































