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5 Wildebrook RdMedway, MA 02053

For Sale

$1,249,000

Smart Buyer Rebate $6,245

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.

Listed by Alison Steeves

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Jack Conway Cape Cod - Sandwich

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5082805590

Last updated October 10, 2026

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Source: MLSPin #73579593

Listing Facts

  • TypeSingle-family
  • NeighborhoodMedway
  • Bedrooms5
  • Bathrooms4
  • Days on Prevu37
  • HOA/Maint. Fees$375/annual
  • Taxes$13,580/year
  • Size4,124 sqft
  • Price per sqft$303

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

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Listing History

10/06/2026
Price Decreased
$1,249,000
09/24/2026
Listed by Jack Conway Cape Cod - Sandwich
$1,349,000
  1. 10/06/2026$1,249,000
    Price Decreased
  2. 09/24/2026$1,349,000
    Listed by Jack Conway Cape Cod - Sandwich

Property Details for 5 Wildebrook Rd

Association

Amenities

  • Community Features: Park, Stable(s)

Fees

  • Association Fee: $375.00 Annually

Exterior

Construction

  • Roof: Shingle
  • Year Built: 1997
  • Year Built Details: Actual
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Storage

Features

  • Fencing: Fenced
  • Other Structures: Cabana, Storage
  • Patio And Porch Features: Patio, Deck
  • Pool Features: In Ground, Heated, Private
  • Pool Private: Yes

Measurements

  • Building Area Total: 4,124
  • Building Area Units: Square Feet
  • Lot Features: Cul-De-Sac, Cleared, Gentle Sloping, Landscaped
  • Lot Size Acres: 1.06
  • Lot Size Area: 1
  • Lot Size Square Feet: 45,956
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:0006 L:0014,3166481
  • Tax Annual Amount: $13,580.00
  • Tax Assessed Value: $970,000.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Tankless Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Wood, Tile, Carpet
  • Interior Features: Pantry, Walk-In Closet(s), Ceiling Fan(s)
  • Spa Features: Private
  • Spa: Yes

Measurements

  • Living Area: 4,124

Rooms

  • Basement: Full, Finished, Interior Entry
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5
  • Rooms Total: 8

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 3
  • Open Parking: Yes
  • Parking Features: Paved, Attached, Garage
  • Parking Total: 5

Schools

Elementary School

  • Elementary School: Mcgovern Elementary

High School

  • High School: Medway High

Middle or Junior School

  • Middle Or Junior School: Medway Middle

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Has Cooling: Yes
  • Heating: Natural Gas, Forced Air, Zoned
  • Has Heating: Yes
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Sewer: Other
  • Water Source: Private

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 4 bathrooms in this single-family home at 5 Wildebrook Rd.

What schools are nearby to 5 Wildebrook Rd?

Nearby schools include the Mcgovern Elementary, Medway Middle, and Medway High.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 5 Wildebrook Rd.

What are the annual taxes for 5 Wildebrook Rd?

Annual taxes for this single-family home are estimated at $13,580.

How does 5 Wildebrook Rd compare to other single-family homes in Medway?

This single-family home is listed 68% above the average price for single-family homes in Medway and has been on the market for 29 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,124 sqft.

5 Wildebrook Rd is a 5-bedroom, 4-bath single-family home for sale in Medway MA 02053. Available on Prevu for 37 days at $1,249,000. This includes a recent price decrease of $100,000. This property features 4,124 square feet of living space, located in Medway. The median listing price for single-family homes in this area is $674,450. Nearby schools include Mcgovern Elementary, Medway Middle, and Medway High. The home offers private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. Browse more single-family home listings in Norfolk County.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.