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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Property History
Property Timeline
Listed for Sale
Aug 10, 2026
$839,000
Original listing
Agent: Shawn Costa
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 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
2
Half Baths
1
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
Seller Disclosures
Some Photos Are Virtually Staged For Marketing Purposes.
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
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1985
Bedrooms
3
Full Bathrooms
2
Half Bathrooms
1
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
10 schools
A-
Rising Tide Charter Public School
1.2 mi
|
#104 of 346
|
Score: 59.8
Improved 86 spots from last year
+1.6 above state avg
617 students
Moderate
High Graduation Rate
Rising School
College Ready Curriculum
Grades 05-12
Athena Day School
1.7 mi
Grades PK-12
The COVE School
7.8 mi
Grades PK-12
The New Testament Christian School
11.2 mi
Grades K-12
A-
West Elementary School
1.5 mi
|
#237 of 824
|
Score: 53.0
Dropped 144 spots from last year
-5.2 below state avg
349 students
Moderate
Grades K-05
B+
Cold Spring School
1.7 mi
|
#329 of 824
|
Score: 49.9
Improved 126 spots from last year
-8.3 below state avg
214 students
Diverse
Rising School
Grades K-05
A
Nathaniel Morton Elementary School
2.0 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
2.1 mi
225 students
Moderate
Grades PK
B-
Hedge School
2.3 mi
|
#489 of 824
|
Score: 45.0
Improved 57 spots from last year
-13.2 below state avg
210 students
Diverse
Rising School
Diverse Student Body
Grades K-05
B
Federal Furnace School
3.4 mi
|
#340 of 824
|
Score: 49.4
Improved 95 spots from last year
-8.8 below state avg
359 students
Moderate
Rising School
Grades K-05
Middle Schools
2 schools
B
Plymouth Community Intermediate School
2.1 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
5.5 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
High Schools
3 schools
F
Map Academy Charter School
1.1 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 North High School
2.1 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
B-
Plymouth South High School
5.7 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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95% Interest
Year 15
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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 10, 2026 8:11 AM 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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