24 Winding Way, Plymouth MA 02360

Plymouth, MA 02360 • Chiltonville
$995,000
$920,000
Est. $5,785/month
4
Beds
3
Baths
3,314
Sq Ft
$278
Price/Sq Ft
0.86
Acres
1987
Year Built
2
Garage Spaces
77
Days on Market
Pending Price Drop -$75,000 Listed May 20, 2026 • MLS# 73515254 Copied! • Updated Aug 6, 2026

About this home

Located in Plymouth's highly desirable Chiltonville Village, on a quiet peaceful road, sits this large magnificent 3-story colonial home, offering a private setting yet is only a short distance to downtown, Plymouth Beach, Bramhall's Country Store, Plimoth Patuxet & highway access. Enter through the foyer w/cathedral ceiling & grand staircase. 1st floor kitchen has cherry cabinets, granite countertops & stainless-steel appliances, breakfast bar, and is open to the family rm w/slider to outside deck. Deck also connects to the 4-season vaulted ceiling sunroom, making for easy entertaining. 1st floor continues w/ bedroom w/ a full bathrm, large living rm & dining rm. 2nd floor spacious master suite has cathedral ceilings, sitting rm w/double closets, walk-in closet, two vanities, jacuzzi tub, shower & fireplace. Two other bedrms and the laundry room complete the 2nd floor. 3rd floor bonus suite has bedrm or office, & storage. Relax & enjoy nature in the treehouse feeling of the back deck.

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Recently Sold Nearby

Property History

Market Insights

2
Price Changes
7.5%
Price Range

Property Timeline

📋
Status: Active under contract
Jul 27, 2026
Active → Active Under Contract
Pending Sale
Jul 26, 2026
Offer accepted, sale pending
Price Reduced
Jul 21, 2026
$920,000 $30,000 (-3.16%)
From $950,000 to $920,000 (-3.2%)
Back On Market
Jun 18, 2026
Active
📋
Status: Active under contract
Jun 5, 2026
Active → Active Under Contract
Price Reduced
Jun 4, 2026
$950,000 $45,000 (-4.52%)
From $995,000 to $950,000 (-4.5%)
👁️
Showing Instructions Updated
May 24, 2026
New showing requirements
🏠
Listed for Sale
May 20, 2026
$995,000
Original listing
Office: William Raveis R.E. & Homes Services

Tax History

Year Taxes Assessment
2026 $11,200 $892,500

Financial Details

Annual Property Tax
$11,200
Tax Year 2026
Assessed Value
$892,500

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1987
Living Area 3,314 sq ft
Lot Size 0.86 acres
Bedrooms 4
Full Baths 3
Total Rooms 11

Interior

Heating Central, Baseboard, Oil, Propane
Cooling Central Air, Ductless
Flooring Tile, Carpet, Hardwood, Flooring - Wall To Wall Carpet, Flooring - Stone/ceramic Tile, Flooring - Hardwood
Appliances Water Heater, Oven, Dishwasher, Microwave, Range, Refrigerator
Fireplace Living Room, Master Bedroom
Fireplaces 3
Basement Full, Interior Entry, Garage Access, Concrete, Unfinished
Laundry Laundry Closet, Closet/cabinets - Custom Built, Flooring - Stone/ceramic Tile, Electric Dryer Hookup, Recessed Lighting, Washer Hookup, Sink, Second Floor
Features Attic Access, Recessed Lighting, Cathedral Ceiling(s), Ceiling Fan(s), Slider, Closet, Wainscoting, Lighting - Overhead, Bonus Room, Sun Room, Foyer, Central Vacuum, Wet Bar, Walk-up Attic, Internet Available - Broadband

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Deck - Wood, Rain Gutters, Storage, Sprinkler System, Decorative Lighting, Screens, Fruit Trees
Pool None
Spa None
Fencing None
Patio/Porch Deck - Wood
Garage Spaces 2
Has Garage Yes
Features Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved
Total Spaces 8
Electric Circuit Breakers, 200+ Amp Service
Water Public
Sewer Private Sewer
Gas None
Other For Electric Range, For Electric Dryer, Washer Hookup
Annual Tax $11,200
Assessed Value $892,500
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Brand New 30yr Roof (apr 2026) With Transferrable Warranty. Central Air On 2nd And 3rd Floor Only, But Cool Air Drifts Down From Foyer Ceiling. Mini-splits On 1st Floor Bedroom And 2nd Floor Main Bedroom. 3 Fireplaces Are Propane (2 Fireplaces And 1 Woodstove).
Exclusions Washer & Dryer
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Plymouth
Total market time (incl. prior listings) 78 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1987
Bedrooms
4
Full Bathrooms
3
Living Area
3,314 sq ft
Total Rooms
11

Floor Layout

Interior Features

Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Appliances: Water Heater, Oven, Dishwasher, Microwave, Range, Refrigerator
Interior Features: Attic Access, Recessed Lighting, Cathedral Ceiling(s), Ceiling Fan(s), Slider, Closet, Wainscoting, Lighting - Overhead, Bonus Room, Sun Room, Foyer, Central Vacuum, Wet Bar, Walk-up Attic, Internet Available - Broadband
Windows: Skylight(s), Skylight, Insulated Windows, Screens
Basement: Full, Interior Entry, Garage Access, Concrete, Unfinished
Laundry: Laundry Closet, Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Recessed Lighting, Washer Hookup, Sink, Second Floor
Security:

Construction & Materials

Style: Colonial
Year Built: 1987
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Central, Baseboard, Oil, Propane
Heating Zones: 5
Cooling: Central Air, Ductless
Cooling Zones: 1
Hot Water:
Water Source: Public
Sewer: Private Sewer
Energy Features: Thermostat

Exterior & Lot

Exterior Features: Deck - Wood, Rain Gutters, Storage, Sprinkler System, Decorative Lighting, Screens, Fruit Trees
Patio & Porch: Deck - Wood
Fencing:
Other Structures:
Lot Features: Wooded, Level, Sloped
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 8
Parking Features: Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved

Special Features

Fireplaces: 3
Fireplace Type: Living Room, Master Bedroom
Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Public School
School District
Plymouth School District local
B+
School Safety 2024-25
2.4% Average
2.4% Suspensions 3.9% In-School
3.1% below state avg
E

Elementary Schools

3 schools
Athena Day School
1.1 mi
Grades PK-12
A
Nathaniel Morton Elementary School
1.4 mi | #133 of 824 | Score: 57.5
Improved 334 spots from last year
-0.7 below state avg
511 students Moderate
Rising School
Grades K-05
Plymouth Early Childhood Center
1.7 mi
225 students Moderate
Grades PK
M

Middle Schools

2 schools
B
Plymouth Community Intermediate School
1.7 mi | #146 of 352 | Score: 44.7
Improved 83 spots from last year
-13.5 below state avg
920 students Moderate
Rising School
Grades 06-08
B
Plymouth South Middle School
4.0 mi | #171 of 352 | Score: 42.8
Improved 10 spots from last year
-15.4 below state avg
601 students Less Diverse
Grades 06-08
H

High Schools

3 schools
B+
Plymouth North High School
0.8 mi | #136 of 346 | Score: 56.9
Improved 95 spots from last year
-1.4 below state avg
1,169 students Moderate
19 sports • 1,864 athletes
Strong AP Program High Graduation Rate Rising School Career Tech Programs
Grades 09-12
F
Map Academy Charter School
3.8 mi | #336 of 346 | Score: 21.8
Improved 37 spots from last year
-36.4 below state avg
301 students Moderate
Rising School
Grades 09-12
B-
Plymouth South High School
4.4 mi | #191 of 346 | Score: 52.1
Improved 28 spots from last year
-6.1 below state avg
1,001 students Less Diverse
16 sports • 1,716 athletes
High Graduation Rate Rising School Career Tech Programs Strong Athletics
Grades 09-12
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Monthly Payment Calculator

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Including down payment
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $933
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Chiltonville

24 Winding Way, Plymouth MA 02360

Plymouth, MA 02360

Listing Information

Listing Agent Peter Keane
Listing Office William Raveis R.E. & Homes Services
Office Phone 774-608-7160
Agent MLS ID CT002059
Office MLS ID AN0979
Listing Data Updated Aug 6, 2026 6:00 PM 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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