Single Family Residence at 5 Wildebrook Rd, Medway MA 02053
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$1,249,000

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

NEW PRICE - Exceptional value in one of Medway's most beautiful homes! This five-bedroom home combines more than 4,000 square feet of beautifully finished living space with an extraordinary backyard designed for everyday enjoyment and entertaining. 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. Whether it's pool days, games on the court, dinner under the pergola, coffee on the deck, or evenings around the fire, the backyard offers a private resort-like setting that is truly unique. Inside, the layout is warm, open, and highly functional. 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, and a gas fireplace, while the two-story foyer adds a bright and welcoming entry. Upstairs, the spacious primary suite includes a walk-in closet and spa-style bath with soaking tub, double vanity, and glass-enclosed tiled shower with dual shower-heads. A guest ensuite, three additional bedrooms, and second-floor laundry provide flexibility for family and guests.The main level includes a home office with French doors and a mudroom with built-ins. The finished basement offers additional flexible living space for a home gym, media room, playroom, guest space or second office. 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 opportunity to own a home that brings together space, condition, flexibility and an exceptional indoor-outdoor lifestyle in one complete package! Buyers and Buyers agents to verify.

Highlights

Private poolFireplace

Property details

MLS
MLS Property Information Network
MLS #
73579593
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
27
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. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

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, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 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
Google Places amenity density
8 / 100
Restaurants & cafes3
Grocery stores0
Parks0
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Medway, from live MLS data.

On the market 27 days -- 29 fewer days than Medway's current average of 56 days.
For reference, the median list price across 68 active listings in Medway right now is $634,900.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$7,672/mo
$249,800 down
$999,200 loan
Principal & interest$6,481
Property tax (est.)$1,041
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 13 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.