Artboard 1? alert-icon? Artboard 1? ? ? delete-icon? edit-icon? email-icon hide-hover-icon? Artboard 1? login-icon-white Artboard 1? next-icon-left next-icon-right-left next-icon-left-ochre next-icon next-icon-right-grey next-icon-right-ochre plus-with-circle-iconP search-fw-icon? search-icon-ochre search-icon-white

29 Sleepy Hollow Drive

Plymouth, MA 02360
$839,000
3 Beds
2/1 Baths
2,088 Living Area
  • Property Description
    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.
  • Highlights
    • Cooling: Heat Pump
    • Parking Spots: 6
    • Property Type: Single Family Residence
    • Total Rooms: 7
    • Status: Active
    • Heating: Oil
    • Property Class: Residential
    • Style: Colonial
    • Year Built: 1985
  • Additional Details
    • Appliances: Water Heater, Range, Dishwasher, Refrigerator
    • Construction: Frame
    • Fireplaces: 1
    • Foundation: Concrete Perimeter
    • Road Frontage Type: Public
    • SqFt Source: Public Record
    • Year Built Source: Public Records
    • Basement: Unfinished
    • Exterior Features: Deck, Rain Gutters, Screens
    • Flooring: Wood, Tile
    • Lot Features: Sloped
    • Roof: Shingle
    • Year Built Details: Actual
    • Zoning: R25
  • Amenities
    • Community Features: Public Transportation, Shopping, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship
    • Parking Features: Under, Paved Drive, Off Street, Paved
    • Covered Parking Spaces: 2
  • Utilities
    • Electric: Circuit Breakers
    • Water Source: Public
    • Sewer: Private Sewer
  • Fees / Taxes
    • Assessed Value: $634,200
    • Taxes: $7,959
    • Tax Year: 2026

Location

29 Sleepy Hollow Drive, Plymouth, MA 02360

Loading Map...

Similar Listings

34 Surrey Dr 1
42 Photos
34 Surrey Dr Plymouth, MA 02360
$859,000
4 Beds 4 Baths 3,184 Sqft
View Details
31 Cooke Road 1
42 Photos
31 Cooke Road Plymouth, MA 02360
$850,000
4 Beds 2/1 Baths 2,729 Sqft
View Details
34 Mount Pleasant Street 1
36 Photos
23 Black Cat Rd 1
33 Photos
23 Black Cat Rd Plymouth, MA 02360
$785,000
3 Beds 2/1 Baths 1,992 Sqft
View Details
Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Compass. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
  • Request More Information:

    617.262.2500
    When you are ready, please contact us and we will put our unrivaled knowledge of the Boston real estate market to work for you. Whether you are buying a luxury condo or renting a luxury apartment, we pledge to make your experience as stress free and enjoyable as possible.

    Please call, email, or send us a message through the web form below. An LRG Real Estate agent will contact you promptly.

    For More Info Please Call:

    617.262.2500

    or

    Email Us
  • Hidden
  • This field is for validation purposes and should be left unchanged.

By joining you agree to our Terms of Use and Privacy Policy