361 Winter St, Holliston MA 01746

Holliston, MA 01746
$925,000
Est. $5,589/month
3
Beds
2.5
Baths
2,264
Sq Ft
$409
Price/Sq Ft
16.56
Acres
1824
Year Built
10
Parking
2 hours 45 minutes
Time on Market
Active Open House Listed Jul 30, 2026 • MLS# 73556965 Copied! • Updated Jul 30, 2026

Open House Schedule

02
Aug
Sunday, August 2
12:00 PM - 2:00 PM EDT
01
Aug
Saturday, August 1
12:00 PM - 2:00 PM EDT

About this home

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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Recently Sold Nearby

Property History

Market Insights

43.8%
Price Range
1
Previous Sales

Property Timeline

👁️
Showing Instructions Updated
Jul 30, 2026
New showing requirements
🏠
Listed for Sale
Jul 30, 2026
$925,000
Original listing
Agent: Jeanne Murphy Office: Realty Executives Boston West
Previous Transaction - MLS #72583205
Full transaction history available when tracking began
🏷️
Previously Sold
Mar 25, 2020
$520,000
MLS #72583205

Tax History

Year Taxes Assessment
2025 $8,538 $582,800

Financial Details

Annual Property Tax
$8,538
Tax Year 2025
Assessed Value
$582,800

Facts & Features

Home Facts

Type Residential
Style Single Family Residence
Year Built 1824
Living Area 2,264 sq ft
Lot Size 16.56 acres
Bedrooms 3
Full Baths 2
Half Baths 1
Total Rooms 8

Interior

Heating Central, Steam, Oil
Cooling Window Unit(s), Ductless
Flooring Wood, Tile, Hardwood, Pine, Flooring - Stone/ceramic Tile, Flooring - Hardwood, Flooring - Wood
Appliances Water Heater, Tankless Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer, Range Hood, Plumbed For Ice Maker
Fireplace Dining Room, Living Room, Bedroom
Fireplaces 4
Basement Partial, Crawl Space, Interior Entry, Bulkhead, Concrete, Unfinished
Laundry Flooring - Wood, Main Level, Electric Dryer Hookup, Recessed Lighting, Washer Hookup, First Floor
Features Closet, Recessed Lighting, Mud Room, Foyer, Center Hall, Internet Available - Broadband, High Speed Internet

Exterior

Construction Post & Beam
Architecture Colonial, Antique, Federal
Roof Shingle
Features Porch - Screened, Patio, Rain Gutters, Barn/stable, Screens, Fenced Yard, Horses Permitted, Stone Wall
Pool None
Spa None
Fencing Fenced/enclosed, Fenced
Patio/Porch Screened, Patio
Features Off Street, Stone/gravel, Paved
Total Spaces 10
Electric Circuit Breakers, 200+ Amp Service
Water Private
Sewer Private Sewer
Gas None
Other For Electric Range, For Electric Dryer, Washer Hookup, Icemaker Connection
Annual Tax $8,538
Assessed Value $582,800
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures This Property Is Being Sold With A Preservation Restriction Held By Historic New England, And Also An Agricultural Easement On The Land Held By The Town Of Holliston. Please Reach Out To Listing Agent For Further Information. The Property Consists Of Two Separate Lots. Room Measurements Are Rounded.
Exclusions Freezer And Bins In Basement, Metal Shelving In Barn, All Tools And Equipment In And Under The Barn
Possession None
Accepted Financing Contract
Structure Type []
House Color White
Sq Ft Source Public Record
Documents None
County Middlesex

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1824
Bedrooms
3
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,264 sq ft
Total Rooms
8

Floor Layout

Interior Features

Flooring: Wood, Tile, Hardwood, Pine, Flooring - Stone/Ceramic Tile, Flooring - Hardwood, Flooring - Wood
Appliances: Water Heater, Tankless Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer, Range Hood, Plumbed For Ice Maker
Interior Features: Closet, Recessed Lighting, Mud Room, Foyer, Center Hall, Internet Available - Broadband, High Speed Internet
Windows: Storm Window(s), Screens
Basement: Partial, Crawl Space, Interior Entry, Bulkhead, Concrete, Unfinished
Laundry: Flooring - Wood, Main Level, Electric Dryer Hookup, Recessed Lighting, Washer Hookup, First Floor
Security: Security System

Construction & Materials

Style: Colonial, Antique, Federal
Year Built: 1824
Structure Type:
Exterior Materials: Post & Beam
Roof: Shingle
Foundation: Stone

Heating, Cooling & Utilities

Heating: Central, Steam, Oil
Heating Zones: 1
Cooling: Window Unit(s), Ductless
Cooling Zones: 6
Hot Water:
Water Source: Private
Sewer: Private Sewer
Energy Features: Thermostat

Exterior & Lot

Exterior Features: Porch - Screened, Patio, Rain Gutters, Barn/Stable, Screens, Fenced Yard, Horses Permitted, Stone Wall
Patio & Porch: Screened, Patio
Fencing: Fenced/Enclosed, Fenced
Other Structures: Barn/Stable
Lot Features: Wooded, Easements, Cleared, Farm, Level
Road Surface: Paved

Parking & Garage

Total Parking Spaces: 10
Parking Features: Off Street, Stone/Gravel, Paved

Special Features

Fireplaces: 4
Fireplace Type: Dining Room, Living Room, Bedroom
Community Amenities: Park, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, House of Worship, Public School
School District
Holliston School District local
A
School Safety 2024-25
0.4% Low
0.4% Suspensions 0.2% In-School
5.1% below state avg
E

Elementary Schools

3 schools
A-
Miller School
1.2 mi | #183 of 824 | Score: 55.9
Improved 102 spots from last year
-2.3 below state avg
649 students Moderate
Rising School
Grades 03-05
Placentino Elementary School
1.2 mi
605 students Moderate
Grades PK-02
Henry E Warren Elementary School
1.8 mi
584 students Diverse
Diverse Student Body
Grades K-02
M

Middle Schools

3 schools
A
Robert H. Adams Middle School
1.1 mi | #53 of 352 | Score: 56.0
Dropped 5 spots from last year
-2.2 below state avg
626 students Moderate
Grades 06-08
A
Ashland Middle School
3.1 mi | #71 of 352 | Score: 53.2
Improved 3 spots from last year
-5.1 below state avg
685 students Diverse
Diverse Student Body
Grades 06-08
A+
Hopkinton Middle School
4.3 mi | #12 of 352 | Score: 63.2
Same rank as last year
+5 above state avg
996 students Diverse
Strong Attendance
Grades 06-08
H

High Schools

3 schools
A+
Holliston High School
0.8 mi | #30 of 346 | Score: 71.0
Improved 34 spots from last year
+12.8 above state avg
809 students Moderate
19 sports • 1,684 athletes
Strong AP Program High Graduation Rate Rising School College Ready Curriculum
Grades 09-12
A
Ashland High School
3.1 mi | #51 of 346 | Score: 67.1
Improved 34 spots from last year
+8.9 above state avg
884 students Diverse
19 sports • 1,760 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 09-12
B-
Joseph P Keefe Technical High School
4.2 mi | #188 of 346 | Score: 52.3
Dropped 31 spots from last year
-5.9 below state avg
896 students Diverse
14 sports • 934 athletes
Career Tech Programs College Ready Curriculum Diverse Student Body
Grades 09-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $712
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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Payment Over Time

Interest
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Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location

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Neighborhood

361 Winter St, Holliston MA 01746

Holliston, MA 01746

Listing Information

Listing Agent Jeanne Murphy
Listing Office Realty Executives Boston West
Office Phone 508-429-7391
Agent MLS ID CN201430
Office MLS ID AN0149
Listing Data Updated Jul 30, 2026 11:13 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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