Dimensions15 x 12
FeaturesCloset, Flooring - Wood
LevelSecond
29 Sleepy Hollow Drive, Plymouth MA 02360
Plymouth, MA 02360
$839,000
Est. $5,106/month
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About this home
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.
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Recently Sold Nearby
Property History
Market Insights
Property Timeline
Status: Active under contract
Aug 21, 2026
Active → Active Under Contract
Pending Sale
Aug 18, 2026
Offer accepted, sale pending
Listed for Sale
Aug 10, 2026
$839,000
Original listing
Agent: Shawn Costa
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/21/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 08/18/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 08/10/2026 | 🏠 Listed for Sale | $839,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $7,959 | $634,200 |
Financial Details
Annual Property Tax
$7,959
Tax Year 2026
Assessed Value
$634,200
Facts & Features
2 Car Garage
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1985
Living Area
2,088 sq ft
Lot Size
0.56 acres
Bedrooms
3
Full Baths
3
Total Rooms
7
Interior
Heating
Oil
Cooling
Heat Pump
Flooring
Wood, Tile
Appliances
Water Heater, Range, Dishwasher, Refrigerator
Fireplace
Family Room
Fireplaces
1
Basement
Unfinished
Laundry
First Floor
Features
None
Exterior
Construction
Frame
Architecture
Colonial
Roof
Shingle
Features
Deck, Rain Gutters, Screens
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck
Parking
Garage Spaces
2
Has Garage
Yes
Features
Under, Paved Drive, Off Street, Paved
Total Spaces
6
Utilities
Electric
Circuit Breakers
Water
Public
Sewer
Private Sewer
Gas
None
Other
None
Financial
Annual Tax
$7,959
Assessed Value
$634,200
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Some Photos Are Virtually Staged For Marketing Purposes. Condition Of The Irrigation System Is Unknown.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Sq Ft Disclosures
Buyers agent to confirm measurements and all listing info. Info deemed reliable but not guaranteed.
Documents
None
County
Plymouth
Total market time (incl. prior listings)
21 days
Property Overview
Property Type
Single Family Residence
Listing Type
Sale Pending
Year Built
1985
Bedrooms
3
Full Bathrooms
3
Living Area
2,088 sq ft
Total Rooms
7
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,088 sq ft above grade
LevelSecond
Dimensions18 x 12
FeaturesCloset, Flooring - Wood
LevelSecond
LevelSecond
Dimensions13 x 16
FeaturesBathroom - Full, Walk-In Closet(s), Closet, Flooring - Wood
LevelSecond
LevelFirst
Dimensions11 x 11
FeaturesFlooring - Wood
LevelMain,First
Dimensions27 x 11
FeaturesFlooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid
LevelMain,First
Dimensions13 x 12
FeaturesFlooring - Hardwood
LevelMain,First
Dimensions17 x 15
FeaturesCeiling Fan(s), Vaulted Ceiling(s), Flooring - Wood
LevelMain,First
FeaturesYes
Display Options
Outdoor Areas
Patio & porchDeck
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Tile
Appliances:
Water Heater, Range, Dishwasher, Refrigerator
Interior Features:
Windows:
Screens
Basement:
Unfinished
Laundry:
First Floor
Security:
Construction & Materials
Style:
Colonial
Year Built:
1985
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Oil
Cooling:
Heat Pump
Hot Water:
Water Source:
Public
Sewer:
Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Deck, Rain Gutters, Screens
Patio & Porch:
Deck
Fencing:
Other Structures:
Lot Features:
Sloped
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
6
Parking Features:
Under, Paved Drive, Off Street, Paved
Special Features
Fireplaces:
1
Fireplace Type:
Family Room
Community Amenities:
Public Transportation, Shopping, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship
Nearby Schools
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
Elementary Schools
3 schools
A-
Rising Tide Charter Public School
1.2 mi
|
#72 of 346
|
Score: 64.1
Improved 118 spots from last year
+5.9 above state avg
610 students
Moderate
Strong AP Program
High Graduation Rate
Rising School
College Ready Curriculum
Grades 05-12
A-
West Elementary School
1.5 mi
|
#232 of 825
|
Score: 53.2
Dropped 139 spots from last year
-5 below state avg
374 students
Moderate
Strong Attendance
Grades K-05
B+
Cold Spring School
1.7 mi
|
#327 of 825
|
Score: 49.7
Improved 128 spots from last year
-8.5 below state avg
199 students
Moderate
Rising School
Strong Attendance
Grades K-05
Middle Schools
2 schools
B
Plymouth Community Intermediate School
2.1 mi
|
#147 of 352
|
Score: 44.5
Improved 82 spots from last year
-13.7 below state avg
922 students
Moderate
Rising School
Grades 06-08
B-
Kingston Intermediate School
3.4 mi
|
#467 of 825
|
Score: 45.6
Dropped 42 spots from last year
-12.6 below state avg
639 students
Less Diverse
Strong Attendance
Grades 03-06
High Schools
3 schools
F
Map Academy Charter School
1.1 mi
|
#339 of 346
|
Score: 21.3
Improved 34 spots from last year
-37 below state avg
306 students
Moderate
Rising School
Grades 09-12
B+
Plymouth North High School
2.1 mi
|
#139 of 346
|
Score: 57.1
Improved 92 spots from last year
-1.1 below state avg
1,055 students
Moderate
19 sports
• 1,864 athletes
Strong AP Program
Rising School
Career Tech Programs
Strong Athletics
Grades 09-12
Sacred Heart High
2.4 mi
Grades 07-12
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Monthly Payment Breakdown
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Property Tax
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Homeowners Insurance
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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
29 Sleepy Hollow Drive, Plymouth MA 02360
Plymouth, MA 02360
Listing Information
Listing Agent
Shawn Costa
Listing Office
Compass
Office Phone
508-747-0080
Agent MLS ID
CT004338
Office MLS ID
AN8587
Listing Data Updated
Aug 31, 2026 1:36 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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