$1,199,000
11 Winding Way
Plymouth, MA, 02360
Beautiful custom Garrison in sought-after Chiltonville offering 5 bedrooms, 3 full and 2 half baths with over 3,800 sq ft on a private .58-acre lot. A dramatic cathedral foyer welcomes you inside, leading to spacious formal living and dining rooms, a charming sunroom, and a warm, inviting family room with fireplace. This updated home features a stunning custom kitchen with new appliances, renovated baths, and new flooring. Other upgrades include windows and sliders, newly installed HVAC and hardscape. Also includes a first-floor office, and luxurious primary suite. Outdoor oasis features hardscape patios, professional landscaping, and in-ground pool with new liner and equipment. Mudroom entry from the attached 2-car garage. Upstairs, you’ll find five generously sized bedrooms including a spectacular primary suite complete with dressing room, walk-in closet, and full bath. Convenient to beaches, golf, shopping, and downtown Plymouth.
Property Details
Price:
$1,199,000
MLS #:
73525078
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
chiltonville
Listed Date:
May 27, 2026
Finished Sq Ft:
3,813
Total Sq Ft:
3,813
Lot Size:
25,226 sqft / 0.58 acres (approx)
Year Built:
1984
Schools
Middle School:
Pcis
High School:
Pcns
Interior
Above Grade Finished Area
3813
Appliances
Water Heater, Electric Water Heater, Tankless Water Heater, Oven, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Heat Pump
Fireplaces Total
1
Flooring
Tile, Hardwood, Flooring – Hardwood, Flooring – Stone/Ceramic Tile
Heating
Central, Heat Pump, Oil
Interior Features
Closet, Cable Hookup, Bathroom – Full, Bathroom – Tiled With Tub, Lighting – Sconce, Bathroom – Double Vanity/Sink, Bathroom – Tiled With Shower Stall, Recessed Lighting, Office, Bathroom
Laundry Features
Second Floor, Washer Hookup
Exterior
Architectural Style
Colonial, Garrison
Attached Garage YN
1
Community Features
Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, Marina, Public School
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio, Covered Patio/Deck, Pool – Inground, Storage, Garden
Fencing
Fenced/Enclosed
Garage Spaces
2
Green Energy Efficient
Thermostat
Open Parking Spaces
6
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Storage, Garage Faces Side, Paved Drive, Off Street, Paved
Parking Spots
8
Parking Total
8
Patio And Porch Features
Patio, Covered
Roof
Shingle
Waterfront Features
Harbor, Ocean, 1 to 2 Mile To Beach
Window Features
Insulated Windows
Financial
Tax Year
2025
Taxes
$10,902
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…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Plymouth as of May 27, 2026
276
Single Family Listed
73
Avg DOM
429
Avg $ / SqFt
$936,106
Avg List Price
Community
- Address11 Winding Way Plymouth MA
- CityPlymouth
- CountyPlymouth
- Zip Code02360
Subdivisions in Plymouth
- Bay Shore Drive
- Bay Shore Drive – Oceanview
- Boot Pond
- Briarwood
- Center Hill
- Chiltonville
- Clark Estates
- Cotton Pond – Old Sandwich Rd
- Downtown
- Ellisville Beach
- GREAT ISLAND
- Great Island at The Pinehills
- Great Island by Del Webb at The Pinehills
- Herring Pond Estates
- Historic Downtown, Plymouth Harbour
- Ice House Estates
- in town
- Kensington
- Kettle View
- Kingsbridge
- Long Pond Village
- Manomet
- Manomet Point
- Otoole Estates
- Owls Nest
- Owls Nest – Regency Collection
- Pine Hollow
- Pinehills
- Pinehurst Village
- Plymouth Mobile Estates
- Poet’s Corner
- Ponds of Plymouth
- Redbrook
- Ship Pond Estates
- Summerhouse Cottages
- Surfside Estates
- Symington Woods
- Talcott Pines
- The Pinehills
- The Pinehills Ryecroft
- The Preserve on the Agawam-Redbrook
- The Preserve- Redbrook
- The Residences at Waverly Oaks
- Toll Brothers Owls Nest
- Toll Brothers Owls Nest-Preserve Collection
- Vista Point
- West Wind Shores
- White Cliffs Country Club
- White Island Pond
- White Island/Ezkiels Pond
- Wyndam Hill Estates
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Property Summary
- 11 Winding Way Plymouth MA is a Single Family for sale in Plymouth, MA, 02360. It is listed for $1,199,000 and features 5 beds, 4 baths, and has approximately 3,813 square feet of living space, and was originally constructed in 1984. The current price per square foot is $314. The average price per square foot for Single Family listings in Plymouth is $429. The average listing price for Single Family in Plymouth is $936,106. To schedule a showing of MLS#73525078 at 11 Winding Way in Plymouth, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Compass. 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.
11 Winding Way
Plymouth, MA