$839,000
29 Sleepy Hollow Drive
Plymouth, MA, 02360
Welcome to 29 Sleepy Hollow Drive. This beautiful Colonial is nestled at the end of the street just before a quiet cul-de-sac, offering a sense of peace while keeping you incredibly close to the energy of downtown Plymouth. Whether you’re looking for a night of dining, a morning of shopping, or a stroll along the waterfront everything that makes this area so special is just moments away. Step inside and you’re greeted by a center staircase that sets a welcoming tone. To one side, a bright and spacious living room invites you to kick back and relax, while the formal dining room on the other side is ready for hosting guests. Make your way to the back of the home, where the heart of the house awaits. The well-appointed kitchen features granite countertops and a large peninsula with bar-stool seating that’s perfect for a morning coffee or a quick bite. You’ll love the view from the kitchen sink, which overlooks the peaceful backyard—a space so peaceful you might find yourself counting little lambs as you drift into a daydream. The kitchen flows seamlessly into a casual dining area and a sunken living space with high ceilings and a cozy fireplace, with lots of natural light. A convenient half bath with laundry completes the main level. Upstairs, the layout is just as thoughtful. Two generous guest bedrooms and a full guest bathroom provide plenty of space, while the expansive primary suite serves as a true retreat. With its soaring vaulted ceilings, skylight, walk-in closet, and a private bathroom featuring a dedicated shower, it’s the perfect place to unwind at the end of the day. This is a great place to call home.
Property Details
Price:
$839,000
MLS #:
73561293
Status:
Pending
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Aug 10, 2026
Finished Sq Ft:
2,088
Total Sq Ft:
2,088
Lot Size:
24,785 sqft / 0.56 acres (approx)
Year Built:
1985
Schools
Elementary School:
Federal Furnace
Middle School:
Pcis
High School:
Pnhs
Interior
Above Grade Finished Area
2088
Appliances
Water Heater, Range, Dishwasher, Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Heat Pump
Fireplaces Total
1
Flooring
Wood, Tile
Heating
Oil
Laundry Features
First Floor
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Deck, Rain Gutters, Screens
Garage Spaces
2
Lot Features
Sloped
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Under, Paved Drive, Off Street, Paved
Parking Spots
6
Parking Total
6
Patio And Porch Features
Deck
Roof
Shingle
Window Features
Screens
Financial
Tax Year
2026
Taxes
$7,959
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 Sep 21, 2026
288
Single Family Listed
81
Avg DOM
416
Avg $ / SqFt
$898,457
Avg List Price
Community
- Address29 Sleepy Hollow Drive 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
Similar Listings Nearby
Property Summary
- 29 Sleepy Hollow Drive Plymouth MA is a Single Family for sale in Plymouth, MA, 02360. It is listed for $839,000 and features 3 beds, 3 baths, and has approximately 2,088 square feet of living space, and was originally constructed in 1985. The current price per square foot is $402. The average price per square foot for Single Family listings in Plymouth is $416. The average listing price for Single Family in Plymouth is $898,457. To schedule a showing of MLS#73561293 at 29 Sleepy Hollow Drive 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.
29 Sleepy Hollow Drive
Plymouth, MA































