361 Winter St Holliston, MA $ 925,000
361 Winter St
$ 925,000
Recently Listed
Open House 8/1 12pm - 2pm
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361 Winter St

Holliston, MA, 01746
$ 925,000
Bedrooms3 Baths2.1 Sq 2,264

Monthly Estimate*

$ 5,841

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Single Family Home for sale in Holliston, MA

for $925,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,264 square foot home was built in 1824 on a lot size of 16.56.

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.

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Open House

8/1/2026 12:00 PM - 2:00 PM
8/2/2026 12:00 PM - 2:00 PM
361 Winter St Holliston, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 925,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 8,538

Style

Colonial,Antique,Federal

Lot Size

16.56

Year Built

1824

Town/City

Holliston

County/Region

Middlesex

MLS | Web ID

73556965

List By
Jeanne Murphy

Listing Agent

Realty Executives Boston West

Broker

Affordability Calculator

$6,552
Per Month
89%
11%
0%
Monthly Principal & Interest
$5,841
Monthly Property Taxes
$712
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Pricing History
DatePricePrice ChangeDescription
7/30/2026$925,000 Listed Price

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361 Winter St, Holliston, MA, 01746 is a Single Family Home for sale at $925,000 with 2,264 sqft and a lot size of 16.56. 361 Winter St has 3 bedrooms, 2.1 baths, and was built in 1824. The property's zip code is 01746 which is in Holliston, MA