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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.

More Info

Basic Information

  • Bedrooms5
  • Mls StatusNew
  • Bathroom4
  • Lot Features Cul-De-Sac, Cleared, Gentle Sloping
  • Parcel Number M:0006 L:0014,3166481

Tax Information

  • Tax Assessed Value $970,000
  • Tax Year 2026
  • Taxes$13,580

School Information

  • High School Medway High
  • Elementary SchoolMcgovern Elementary
  • High SchoolMedway
  • Junior HighMedway Middle

Parking

  • Parking Spaces5
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Paved Drive, Paved

Rooms

  • Bathrooms Total Decimal 3.5
  • Bedroom 2 Second
  • Bedroom 3 Second
  • Bedroom 4 Second
  • Bedroom 5 Second
  • Dining Room First
  • Full Bath3
  • Half Baths1
  • Kitchen First
  • Living Room First
  • Master Bedroom Second

Basic Information

  • List Price$1,349,000
  • MLS Number73579593
  • Modification Date09/24/2026
  • Property SubTypeSingle Family Residence

Location

  • Address5 Wildebrook Road
  • Building Number5
  • CountyNorfolk
  • StateMA
  • StreetWildebrook Road
  • TownMedway
  • Zip02053

Building

  • Attached Garage YN Yes
  • BasementFull, Finished, Interior Entry, Bulkhead
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Patio And Porch Features Deck - Composite, Patio
  • Property StyleColonial
  • Rooms8
  • Utilities For Gas Range, For Electric Dryer, Washer Hookup
  • Year Built1997
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage1.06
  • Other Structures Cabana

Interior

  • Flooring Wood, Tile, Carpet

Exterior

  • Exterior Features
    • Cabana
    • Deck - Composite
    • Fenced Yard
    • Hot Tub/Spa
    • Patio
    • Pool - Inground Heated
    • Professional Landscaping
    • Sprinkler System
    • Storage
  • Fencing Fenced/Enclosed, Fenced
  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Forced Air, Natural Gas
  • Sewer Other
  • Water Source Private

Property Information

  • Square Feet4,124
  • Building Area Source Measured
  • Living Area 4,124
  • Lot Size Square Feet 45,956
  • Lot Size Units Acres
  • Road Responsibility Public Maintained Road
  • Spa YN Yes

Amenities

  • Amenities
    • Highway Access
    • House of Worship
    • Medical Facility
    • Park
    • Public School
    • Shopping
    • Stable(s)
    • Walk/Jog Trails
  • Appliances IncludedTankless Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
  • Pool Features Pool - Inground Heated
  • Pool Private YN Yes

Other

  • Association Fee $375
  • Association Fee Frequency Annually
  • Association YN Yes
  • Date Listed09/24/2026
  • Farm Land Area Units Square Feet
  • Spa Features Private

Map Location

Driving Directions

Listed by Alison Steeves of Jack Conway Cape Cod - Sandwich

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