Recently Listed Open House 10/10 12pm - 2pm
5 Wildebrook Rd
Medway, MA, 02053 $ 1,249,000
Bedrooms5 Baths3.1 Sq 4,124 Monthly Estimate*
$ 8,627
for $1,249,000 with 5 bedrooms and 3 full baths, 1 half bath. This 4,124 square foot home was built in 1997 on a lot size of 1.06.
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.
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Open House
10/10/2026 12:00 PM - 2:00 PM
10/11/2026 12:00 PM - 2:00 PM
5 Wildebrook Rd Medway, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
List ByAlison SteevesListing Agent
Jack Conway Cape Cod - SandwichBroker
Affordability Calculator
- Monthly Principal & Interest
- $8,627
- Monthly Property Taxes
- $1,132
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Medway, MA
Average List Price $846,868
Percent of Sale Price 32%
About Medway, MA 13,225 Population
6% Since 2002
$ 115,431 Median Income
43.95 Median Age
39% Households with Children
Trends Information provided by ATTOM Data Solutions.
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Pricing History| Date | Price | Price Change | Description |
|---|
| 10/6/2026 | $1,249,000 | -7.41% | Price Down |
| 9/23/2026 | $1,349,000 | | Listed Price |