
5 Wildebrook Rd Medway — Photo 1 of 42
$1,349,000
5 Wildebrook Rd, Medway, MA 02053
Medway, MA 02053
Beds
5
Baths
3.5
SqFt
4,124
Style
Single Family
Built
1997
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.
Key facts
It was listed on September 24, 2026. The annual property taxes are $13,580 (2026 tax year). The condo fee is $375 per month.
Market Value Analysis
* Analysis is based on 14 actively listed and recently sold comparable properties strictly within Medway, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Tankless Water Heater • Range • Dishwasher • Microwave • Refrigerator • Washer • Dryer
Neighborhood
Shopping • Park • Walk/Jog Trails • Stable(s) • Medical Facility • Highway Access
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstCeiling Fan(s), Flooring - Hardwood
Dining Room
Lvl FirstFlooring - Hardwood, Decorative Molding
Kitchen
Lvl FirstFlooring - Hardwood, Pantry, Recessed Lighting, Stainless Steel Appliances, Lighting - Pendant
Primary Bedroom
Lvl SecondBathroom - Full, Bathroom - Double Vanity/Sink, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet
Bedroom 2
Lvl SecondBedroom 3
Lvl SecondCeiling Fan(s), Closet, Flooring - Wall to Wall Carpet
Bedroom 4
Lvl SecondCeiling Fan(s), Closet, Flooring - Wall to Wall Carpet
Bedroom 5
Lvl SecondCeiling Fan(s), Closet, Flooring - Wall to Wall Carpet
Questions about this home
When was 5 Wildebrook Rd, Medway listed?
5 Wildebrook Rd, Medway was listed on September 24, 2026.
Has the price of 5 Wildebrook Rd, Medway changed?
The price hasn't changed since it was listed at $1,349,000.
What are the property taxes for 5 Wildebrook Rd, Medway?
The annual property taxes for 5 Wildebrook Rd, Medway are $13,580 (2026 tax year).
What is the condo fee at 5 Wildebrook Rd, Medway?
The condo fee is $375 per month.
What is the status of 5 Wildebrook Rd, Medway?
5 Wildebrook Rd, Medway is actively listed for sale.
Population
13,436
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$174K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
14.1%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Norfolk County
1,524 housing units permitted in the last 12 months (+52% vs the prior 12 months) — 1,030 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
Listing Agent: Alison Steeves
Listing Office: Jack Conway Cape Cod - Sandwich
MLS® Number: 73579593







