FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Ceiling Fan(s), Walk-In Closet(s), Closet, Flooring - Wall to Wall Carpet
LevelSecond
5 Wildebrook Rd, Medway MA 02053
Medway, MA 02053
$1,349,000
Est. $8,184/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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Open House Schedule
26
Sep
Saturday, September 26
11:00 AM - 1:00 PM EDT
27
Sep
Sunday, September 27
11:00 AM - 1:00 PM EDT
About this home
This five-bedroom Medway home stands out for what so many buyers want, but rarely find: a comfortable, well-finished home paired with a backyard that lives like a private retreat. The outdoor space is the showpiece, with a saltwater in-ground pool, raised spillover spa, expansive travertine terrace, pergola lounge area, natural-stone fire pit, open lawn, dedicated sport court, mature landscaping, privacy fencing, and large storage shed. It is a backyard built for real use—pool days, games on the court, dinner under the pergola, coffee on the deck, and nights around the fire. What makes it work so well is how naturally it connects to the main living spaces, giving the home an indoor-outdoor feel that is hard to duplicate in Medway. Inside, the layout is warm, open, and easy to live in. The kitchen features a large center island with seating, generous cabinetry, and a beverage station with wine storage and a beverage/wine cooler. The dining area and sun-filled family room connect comfortably, with hardwood floors, a two-story foyer, and a gas fireplace adding polish and warmth.The upper level includes the primary suite with walk-in closet and spa-style bath with soaking tub, double vanity, and glass-enclosed tiled shower with dual showerheads, plus a guest ensuite, three additional bedrooms, and second-floor laundry. The main level adds a home office with French doors and a mudroom with built-ins, while the finished basement offers flexible space for work, guests, fitness, movies, or play. Recent updates include a newer roof with transferable warranty, updated HVAC, new pool liner, recently installed whole-house water filter, washer and dryer replaced in 2025, new upstairs carpeting and stair runner, newly epoxied garage floor, and freshly sealed driveway. A rare Medway offering where the home and backyard come together to create an everyday lifestyle that feels anything but ordinary. Buyers and Buyers agents to verify.
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Sep 24, 2026
$1,349,000
Original listing
Agent: Alison Steeves
Office: Jack Conway Cape Cod - Sandwich
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/24/2026 | 🏠 Listed for Sale | $1,349,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $13,580 | $970,000 |
Financial Details
Annual Property Tax
$13,580
Tax Year 2026
HOA Fee
$375
Annually
Assessed Value
$970,000
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1997
Living Area
4,124 sq ft
Lot Size
1.06 acres
Bedrooms
5
Full Baths
3
Half Baths
1
Total Rooms
8
Interior
Heating
Forced Air, Natural Gas
Cooling
Central Air
Flooring
Wood, Tile, Carpet
Appliances
Tankless Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Fireplace
None
Fireplaces
1
Basement
Full, Finished, Interior Entry, Bulkhead
Laundry
Second Floor, Electric Dryer Hookup, Washer Hookup
Features
None
Exterior
Construction
Frame
Architecture
Colonial
Roof
Shingle
Features
Deck - Composite, Patio, Pool - Inground Heated, Cabana, Hot Tub/spa, Storage, Professional Landscaping, Sprinkler System, Fenced Yard
Pool
Pool - Inground Heated
Spa
Private
Fencing
Fenced/enclosed, Fenced
Patio/Porch
Deck - Composite, Patio
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Paved Drive, Paved
Total Spaces
5
Utilities
Electric
None
Water
Private
Sewer
Other
Gas
None
Other
For Gas Range, For Electric Dryer, Washer Hookup
Financial
Annual Tax
$13,580
Assessed Value
$970,000
HOA & Community
HOA
Yes
HOA Fee
$375 Annually
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
None
Seller Disclosures
Agent Is Related To Sellers. Hoa Is For Sewer Maintenance
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Dark Grey
Sq Ft Source
Measured
Documents
None
County
Norfolk
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1997
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
1
Living Area
4,124 sq ft
Total Rooms
8
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,028 sq ft above grade
1,096 sq ft below grade
FeaturesCeiling Fan(s), Closet, Flooring - Wall to Wall Carpet
LevelSecond
FeaturesCeiling Fan(s), Closet, Flooring - Wall to Wall Carpet
LevelSecond
FeaturesCeiling Fan(s), Closet, Flooring - Wall to Wall Carpet
LevelSecond
FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet
LevelSecond
FeaturesFlooring - Hardwood, Pantry, Recessed Lighting, Stainless Steel Appliances, Lighting - Pendant
LevelFirst
FeaturesFlooring - Hardwood, Decorative Molding
LevelFirst
FeaturesCeiling Fan(s), Flooring - Hardwood
LevelFirst
Display Options
Outdoor Areas
PoolPool - Inground Heated
SpaPrivate
Patio & porchDeck - Composite, Patio
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
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, Carpet
Appliances:
Tankless Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Interior Features:
Windows:
Basement:
Full, Finished, Interior Entry, Bulkhead
Laundry:
Second Floor, Electric Dryer Hookup, Washer Hookup
Security:
Construction & Materials
Style:
Colonial
Year Built:
1997
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Forced Air, Natural Gas
Heating Zones:
2
Cooling:
Central Air
Cooling Zones:
2
Hot Water:
Water Source:
Private
Sewer:
Other
Energy Features:
Exterior & Lot
Exterior Features:
Deck - Composite, Patio, Pool - Inground Heated, Cabana, Hot Tub/Spa, Storage, Professional Landscaping, Sprinkler System, Fenced Yard
Patio & Porch:
Deck - Composite, Patio
Fencing:
Fenced/Enclosed, Fenced
Other Structures:
Cabana
Lot Features:
Cul-De-Sac, Cleared, Gentle Sloping
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
5
Parking Features:
Attached, Paved Drive, Paved
Special Features
Fireplaces:
1
Fireplace Type:
Pool:
Private Pool
Pool Features:
Pool - Inground Heated
Spa/Hot Tub:
Yes
Spa Features:
Private
Community Amenities:
Shopping, Park, Walk/Jog Trails, Stable(s), Medical Facility, Highway Access, House of Worship, Public School
Nearby Schools
School District
Medway School District local
A-
School Safety
2024-25
1.0%
Low
1.0%
Suspensions
0.4%
In-School
4.5% below state avg
Elementary Schools
2 schools
John D. McGovern Elementary School
2.0 mi
345 students
Moderate
Strong Attendance
Grades PK-01
A
Burke/Memorial Elementary School
2.8 mi
|
#104 of 825
|
Score: 59.1
Improved 146 spots from last year
+0.9 above state avg
517 students
Moderate
Rising School
Strong Attendance
Grades 02-04
Middle Schools
1 school
A
Medway Middle School
2.6 mi
|
#68 of 352
|
Score: 53.9
Dropped 21 spots from last year
-4.3 below state avg
678 students
Moderate
Strong Attendance
Grades 05-08
High Schools
1 school
A-
Medway High School
1.2 mi
|
#77 of 346
|
Score: 63.4
Dropped 36 spots from last year
+5.2 above state avg
585 students
Moderate
19 sports
• 1,282 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
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Loan Amount
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Total Interest
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Including down payment
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Down: $0
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Monthly Payment Breakdown
Principal & Interest
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Property Tax
$1,132
Homeowners Insurance
$200
HOA Fee
$31/mo
PMI (if <20% down)
$0
Loan Summary
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location
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Neighborhood
5 Wildebrook Rd, Medway MA 02053
Medway, MA 02053
Listing Information
Listing Agent
Alison Steeves
Listing Office
Jack Conway Cape Cod - Sandwich
Office Phone
508-888-2300
Agent MLS ID
CN213730
Office MLS ID
A95264
Listing Data Updated
Sep 24, 2026 7:33 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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