855.375.4001
Listing Courtesy of: Alison Steeves - Jack Conway Cape Cod - Sandwich 508-888-2300
$1,349,000 affordable loan icon Calculate Payment

5 Wildebrook Rd Medway, MA 02053

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Single Family Residence
5 Beds
4 Baths
... Bed/Bath
4,124 Sq. Ft.

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Last updated on 9/27/2026 2:35 AM
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. Continue reading
MLS#
73579593
Property Type
Single Family
Bedrooms
5
Bathrooms
3 Full/1 Half
Year Built
1997
HOA Fee
$375
Square Feet
4,124 sq. ft
Price per Sq. Ft.
$327.11
Lot Size
1.06
Sewer
Other

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Walk Score measures the walkability of any address, Transit Score measures access to public transit on a scale of 1-100.

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Listing Courtesy of: Alison Steeves - Jack Conway Cape Cod - Sandwich 508-888-2300
Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. Copyright © 2026 MLS Property Information Network, Inc. All rights reserved.
This content last refreshed on 9/27/2026 2:35 AM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
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