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5 Windy Hill Dr, Plymouth MA 02360 - Preview 1 5 Windy Hill Dr, Plymouth MA 02360 - Preview 2 5 Windy Hill Dr, Plymouth MA 02360 - Preview 3 5 Windy Hill Dr, Plymouth MA 02360 - Preview 4 5 Windy Hill Dr, Plymouth MA 02360 - Preview 5 5 Windy Hill Dr, Plymouth MA 02360 - Preview 6 5 Windy Hill Dr, Plymouth MA 02360 - Preview 7 5 Windy Hill Dr, Plymouth MA 02360 - Preview 8 5 Windy Hill Dr, Plymouth MA 02360 - Preview 9 5 Windy Hill Dr, Plymouth MA 02360 - Preview 10 5 Windy Hill Dr, Plymouth MA 02360 - Preview 11 5 Windy Hill Dr, Plymouth MA 02360 - Preview 12 5 Windy Hill Dr, Plymouth MA 02360 - Preview 13 5 Windy Hill Dr, Plymouth MA 02360 - Preview 14 5 Windy Hill Dr, Plymouth MA 02360 - Preview 15 5 Windy Hill Dr, Plymouth MA 02360 - Preview 16 5 Windy Hill Dr, Plymouth MA 02360 - Preview 17 5 Windy Hill Dr, Plymouth MA 02360 - Preview 18 5 Windy Hill Dr, Plymouth MA 02360 - Preview 19 5 Windy Hill Dr, Plymouth MA 02360 - Preview 20 5 Windy Hill Dr, Plymouth MA 02360 - Preview 21 5 Windy Hill Dr, Plymouth MA 02360 - Preview 22 5 Windy Hill Dr, Plymouth MA 02360 - Preview 23 5 Windy Hill Dr, Plymouth MA 02360 - Preview 24 5 Windy Hill Dr, Plymouth MA 02360 - Preview 25 5 Windy Hill Dr, Plymouth MA 02360 - Preview 26 5 Windy Hill Dr, Plymouth MA 02360 - Preview 27 5 Windy Hill Dr, Plymouth MA 02360 - Preview 28 5 Windy Hill Dr, Plymouth MA 02360 - Preview 29 5 Windy Hill Dr, Plymouth MA 02360 - Preview 30 5 Windy Hill Dr, Plymouth MA 02360 - Preview 31 5 Windy Hill Dr, Plymouth MA 02360 - Preview 32 5 Windy Hill Dr, Plymouth MA 02360 - Preview 33 5 Windy Hill Dr, Plymouth MA 02360 - Preview 34 5 Windy Hill Dr, Plymouth MA 02360 - Preview 35 5 Windy Hill Dr, Plymouth MA 02360 - Preview 36 5 Windy Hill Dr, Plymouth MA 02360 - Preview 37 5 Windy Hill Dr, Plymouth MA 02360 - Preview 38 5 Windy Hill Dr, Plymouth MA 02360 - Preview 39 5 Windy Hill Dr, Plymouth MA 02360 - Preview 40 5 Windy Hill Dr, Plymouth MA 02360 - Preview 41 5 Windy Hill Dr, Plymouth MA 02360 - Preview 42
5 Windy Hill Dr, Plymouth MA 02360 - Preview 1 5 Windy Hill Dr, Plymouth MA 02360 - Preview 2 5 Windy Hill Dr, Plymouth MA 02360 - Preview 3 5 Windy Hill Dr, Plymouth MA 02360 - Preview 4 5 Windy Hill Dr, Plymouth MA 02360 - Preview 5 5 Windy Hill Dr, Plymouth MA 02360 - Preview 6 5 Windy Hill Dr, Plymouth MA 02360 - Preview 7 5 Windy Hill Dr, Plymouth MA 02360 - Preview 8 5 Windy Hill Dr, Plymouth MA 02360 - Preview 9 5 Windy Hill Dr, Plymouth MA 02360 - Preview 10 5 Windy Hill Dr, Plymouth MA 02360 - Preview 11 5 Windy Hill Dr, Plymouth MA 02360 - Preview 12 5 Windy Hill Dr, Plymouth MA 02360 - Preview 13 5 Windy Hill Dr, Plymouth MA 02360 - Preview 14 5 Windy Hill Dr, Plymouth MA 02360 - Preview 15 5 Windy Hill Dr, Plymouth MA 02360 - Preview 16 5 Windy Hill Dr, Plymouth MA 02360 - Preview 17 5 Windy Hill Dr, Plymouth MA 02360 - Preview 18 5 Windy Hill Dr, Plymouth MA 02360 - Preview 19 5 Windy Hill Dr, Plymouth MA 02360 - Preview 20 5 Windy Hill Dr, Plymouth MA 02360 - Preview 21 5 Windy Hill Dr, Plymouth MA 02360 - Preview 22 5 Windy Hill Dr, Plymouth MA 02360 - Preview 23 5 Windy Hill Dr, Plymouth MA 02360 - Preview 24 5 Windy Hill Dr, Plymouth MA 02360 - Preview 25 5 Windy Hill Dr, Plymouth MA 02360 - Preview 26 5 Windy Hill Dr, Plymouth MA 02360 - Preview 27 5 Windy Hill Dr, Plymouth MA 02360 - Preview 28 5 Windy Hill Dr, Plymouth MA 02360 - Preview 29 5 Windy Hill Dr, Plymouth MA 02360 - Preview 30 5 Windy Hill Dr, Plymouth MA 02360 - Preview 31 5 Windy Hill Dr, Plymouth MA 02360 - Preview 32 5 Windy Hill Dr, Plymouth MA 02360 - Preview 33 5 Windy Hill Dr, Plymouth MA 02360 - Preview 34 5 Windy Hill Dr, Plymouth MA 02360 - Preview 35 5 Windy Hill Dr, Plymouth MA 02360 - Preview 36 5 Windy Hill Dr, Plymouth MA 02360 - Preview 37 5 Windy Hill Dr, Plymouth MA 02360 - Preview 38 5 Windy Hill Dr, Plymouth MA 02360 - Preview 39 5 Windy Hill Dr, Plymouth MA 02360 - Preview 40 5 Windy Hill Dr, Plymouth MA 02360 - Preview 41 5 Windy Hill Dr, Plymouth MA 02360 - Preview 42

5 Windy Hill Dr, Plymouth MA 02360

Plymouth, MA 02360
$795,000
Est. $4,784/month
3
Beds
1.5
Baths
2,562
Sq Ft
$310
Price/Sq Ft
2.58
Acres
1985
Year Built
Single Family Residence
Type
4 hours 40 minutes
Time on Market
Active Listed Jun 27, 2026 • MLS# 73542646 Copied!

About this home

Welcome to 5 Windy Hill Drive, a beautifully maintained home nestled on 2.58 private acres in Plymouth. Enjoy the perfect blend of privacy and comfort with expansive outdoor entertaining space, a detached two-car garage with room to make it your own, a finished walk-out lower level, a cozy wood-burning fireplace and wood stove, and numerous thoughtful updates. Surrounded by mature trees and beautifully landscaped grounds with a stone paver driveway and walkways. This move-in-ready home offers a peaceful retreat just minutes from Plymouth's beaches, shopping, dining, and historic waterfront. Don't miss the opportunity to make this special property your own!

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1985
Bedrooms
3
Full Bathrooms
1
Half Bathrooms
1
Living Area
2,562 sq ft
Total Rooms
7

Facts & Features

2 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1985
Living Area 2,562 sq ft
Lot Size 2.58 acres
Bedrooms 3
Full Baths 1
Half Baths 1
Total Rooms 7

Interior

Heating Forced Air, Oil
Cooling None
Flooring Wood, Vinyl, Carpet, Laminate
Appliances Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Fireplace Family Room
Fireplaces 1
Basement Full, Partially Finished, Walk-out Access
Laundry None
Features None

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Deck, Garden
Pool None
Spa None
Fencing None
Patio/Porch Deck

Parking

Garage Spaces 2
Has Garage Yes
Features Detached, Paved
Total Spaces 4

Utilities

Electric None
Water Private
Sewer Private Sewer
Gas None
Other For Electric Range

Financial

Annual Tax $6,770
Assessed Value $533,500

Interior Features

Flooring: Wood, Vinyl, Carpet, Laminate
Appliances: Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Interior Features:
Windows:
Basement: Full, Partially Finished, Walk-Out Access
Laundry:
Security:

Construction & Materials

Style: Colonial
Year Built: 1985
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Oil
Cooling: None
Hot Water:
Water Source: Private
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck, Garden
Patio & Porch: Deck
Fencing:
Other Structures:
Lot Features: Cul-De-Sac, Other
Road Surface:

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 4
Parking Features: Detached, Paved

Special Features

Fireplaces: 1
Fireplace Type: Family Room
Community Amenities: Shopping, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, Public School

Location

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Neighborhood

5 Windy Hill Dr, Plymouth MA 02360

Plymouth, MA 02360

Walkability

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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
E

Elementary Schools

10 schools
Athena Day School
2.7 mi
Grades PK-12
A-
Rising Tide Charter Public School
4.3 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
The COVE School
4.6 mi
Grades PK-12
The New Testament Christian School
7.9 mi
Grades K-12
Plymouth Early Childhood Center
1.3 mi
225 students Moderate
Grades PK
B
Federal Furnace School
3.2 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
A
Nathaniel Morton Elementary School
3.5 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
B+
Cold Spring School
4.2 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-
West Elementary School
4.5 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-
Hedge School
5.1 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
M

Middle Schools

2 schools
B
Plymouth Community Intermediate School
1.3 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
2.3 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
H

High Schools

3 schools
B-
Plymouth South High School
2.4 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
B+
Plymouth North High School
2.8 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
F
Map Academy Charter School
4.3 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
Learn about these ratings
School data provided by BMN Schools

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $564
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Jun 27, 2026
$795,000
Original listing
Office: Conway - Wareham

Price & Status History

Date Event Price Change
Jun 27, 2026 New Listing Added $795,000 —

Market Statistics

Time on Market
4 hours 40 minutes
Price per Sq Ft
$310

Tax History

Year Taxes Assessment
2025 $6,770 $533,500

Financial Details

Annual Property Tax
$6,770
Tax Year 2025
Assessed Value
$533,500

Listing Information

Listing Agent Kasey Buckley
Listing Office Conway - Wareham
Agent MLS ID CN256685
Office MLS ID AN7962
Listing Data Updated Jun 27, 2026 9:11 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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Market Analytics for Plymouth, MA

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