Single Family Residence at 5 Wildebrook Rd, Medway MA 02053, Medway
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42 photos

$1,349,000

5 Wildebrook Rd, Medway MA 02053
Medway, MA 02053
Listed by Alison Steeves
Bedrooms
5
Bathrooms
3.5
Living area
4,124 sqft
Year built
1997

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.

Highlights

Private poolFireplace

Property details

MLS #
73579593
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
1
On market date
September 24, 2026
Stories
N/A
Total bathrooms
3.5
Garage spaces
2
Parking spaces
5
Lot size
1.06 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
John D Mc Govern Elementary
2 mi away · Grades -1-1
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
336
Student:teacher ratio
14.6:1
District
Medway
Middle
Robert H. Adams Middle School
2.59 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
676
Student:teacher ratio
12.3:1
District
Holliston
High
Medway High
1.22 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
639
Student:teacher ratio
14.5:1
District
Medway

Walkability

Blended score for Medway's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

26
Car-dependent
out of 100
EPA National Walkability Index
7.7 / 20 -- Below average walkable
Nearby-amenity density
8 / 100
Restaurants & cafes3
Grocery stores0
Parks0
Schools0
Transit stops0
Pharmacies0

Mortgage calculator

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Est. monthly payment
$8,274/mo
$269,800 down
$1,079,200 loan
Principal & interest$7,000
Property tax (est.)$1,124
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 2 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.