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ActiveListed 25 days ago

$1,249,000

5 Wildebrook Rd, Medway, MA 02053

5
beds
3.5
baths
4,124
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
1.06 acres
Year builtThe year the building was originally built, as reported by the listing agent.
1997
On the marketDays since the home was listed. New listings tend to move fastest.
25 days ago
Property type
Single Family Residence
HOA / condo feeWhat the owners' association charges — usually covers shared upkeep, insurance on common areas, and sometimes heat or water. Ask us what's included.
$375/yr
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$303
ParkingSpaces that come with the home, as reported to the MLS.
5 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$13,580

What’s Special

  • Central Air
  • Deck - Composite
  • Pool - Inground Heated
  • Fenced Yard

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.

Listing courtesy of Alison Steeves, Jack Conway Cape Cod - Sandwich · MLS PIN #73579593

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
5
Bathrooms
3 full, 1 half
Living area
4,124 sqft

Exterior

9
  • Deck - Composite
  • Patio
  • Pool - Inground Heated
  • Cabana
  • Hot Tub/Spa
  • Storage
  • Professional Landscaping
  • Sprinkler System
  • Fenced Yard

Parking

3
  • Attached
  • Paved Drive
  • Paved

Laundry

3
  • Second Floor
  • Electric Dryer Hookup
  • Washer Hookup

Heating

2
  • Forced Air
  • Natural Gas

Cooling

1
  • Central Air

Appliances

7
  • Tankless Water Heater
  • Range
  • Dishwasher
  • Microwave
  • Refrigerator
  • Washer
  • Dryer

MLS PIN #73579593 · Listed September 24, 2026

Location

5 Wildebrook Rd, Medway · All Medway homes

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.

$1,249,000

5 Wildebrook Rd

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Active

$1,199,000

4 bd · 3.5 ba · 4,430 sqft · Single Family

4 Iarussi Way

Medway, MA 02053

Listing courtesy of H.M. Karriem Van Leesten lV, eXp Realty LLC · MLS PIN #73577435

14 Cider Mill Rd1 / 41
Active

$1,174,000

4 bd · 3.5 ba · 3,387 sqft · Single Family

14 Cider Mill Rd

Medway, MA 02053

Listing courtesy of Deborah Mansour Dawson, Berkshire Realty Group, LLC · MLS PIN #73571139

6 Peter Porcaro Drive1 / 34
Active

$1,399,900

4 bd · 3 ba · 4,604 sqft · Single Family

6 Peter Porcaro Drive

Hopkinton, MA 01748

Listing courtesy of Kim Foemmel, Foemmel Fine Homes · MLS PIN #73588703

28 S Mill St1 / 33
Active

$1,450,000

5 bd · 3 ba · 4,873 sqft · Single Family

28 S Mill St

Hopkinton, MA 01748

Listing courtesy of The Shulkin Wilk Group, Compass · MLS PIN #73541688

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.