361 Winter St

Off Market

361 Winter St

Middlesex County MA 01746

2264 sq. ft.

721353 sq. ft.

Single-Family

Last sold for $980,000

Jeanne Murphy, last sold this property on 28 August 2026 after 28 days on market.

Overview

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.

Features

3 bedrooms

3 bathrooms

10 carspaces

10 open car spaces

2264 sq. ft. floor area

721353 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Middlesex County over the last 12 months, the estimated median property value of 361 Winter St is $652.5k.

Median value

$652.5k

Estimated value range

$350k - $1.2m

Median days on market

Estimated value trend

-6%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Middlesex County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 361 Winter St

2026

Sold

$980,000

28 Aug 2026 by Jeanne Murphy, of Realty Executives Boston West

2020

Sold

$520,000

25 Mar 2020 by Jeanne Murphy, of Realty Executives Boston West

Happy sellers in Middlesex County

We have insufficient information to provide an overview of customer satisfaction for Middlesex County. Viewing the agent profiles, reviews and sales for Middlesex County can provide insights for this location.

Local market activity for 3 bedroom single-family properties in Middlesex County

In the last 12 months, 51 three-bedroom single-family properties similar to 361 Winter St, have been sold.

This represents a 13% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Middlesex County for a market analysis.

Marcia Pessanha

at Pessanha Team

(85 reviews)

Get a market analysis

Kassia Silva

(12 reviews)

Get a market analysis

Lauren Davis

at Realty Executives Boston West

Get a market analysis

Melissa Kaspern

at REMAX Executive Realty | Holliston

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Middlesex County

Marcia Pessanha

Sellers who recommend Marcia Pessanha have praised them for being local expert, responsive, clear communication, great negotiation, patient, reliable, and supportive