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About this home
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 usepool 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.
Single-familyProperty Type
1997Year Built
1.06 acresLot Size
$327Price/Sq.Ft.
$31/moHOA Dues
2 garage spacesParking
Listed by Alison Steeves• Jack Conway Cape Cod - Sandwich
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. 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. Upstairs includes a primary suite with soaking tub and tiled shower, guest ensuite, three additional bedrooms, and second floor laundry. A home office, mudroom and finished basement completes the home. Recent updates include a newer roof, updated HVAC, new pool liner and much more. A rare Medway offering where the home and backyard come together to create a lifestyle that feels anything but ordinary.
MLS PIN #73579593
Sep 24, 2026
Listed
$1,349,000
$327/sq ft
Sep 22, 2026
Coming Soon
$1,349,000
$327/sq ft
MLS PIN #70180324
Jun 27, 2005
Sold
$640,200
$155/sq ft
May 26, 2005
Listing Removed
—
Apr 26, 2005
Listed
$649,900
$158/sq ft
Beautiful young colonial in magnificent family neighborhood setting. Spacious lot includes large level, fenced-in backyard. This 4 bedroom home boasts a 2 story foyer and cathedral ceilings in the family room. Large open, eat-in kitchen flows into the family room and opens to the rear deck for outdoor dining. Finished basement with separate home office. Great opportunity to move to a prime location at a reasonable price! Click on the Virtual Tour to see the entire property!
Public Records
Dec 10, 1997
Sold
$305,000
$74/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$12,052 (+8.2%)
$309,600 + $446,500
$756,100
2022
$11,135 (−0.7%)
$229,000 + $428,700
$657,700
2021
$11,208 (+1.1%)
$213,700 + $428,200
$641,900
2020
$11,081 (+5.1%)
$213,700 + $419,500
$633,200
2019
$10,547 (−2.8%)
$205,000 + $416,500
$621,500
2018
$10,852 (+3.3%)
$205,000 + $409,500
$614,500
2017
$10,505 (+3.9%)
$196,300 + $389,900
$586,200
2016
$10,111 (+6.5%)
$176,700 + $381,600
$558,300
2015
$9,490 (+3.2%)
$174,500 + $345,800
$520,300
2014
$9,198 (+5.7%)
$174,700 + $313,500
$488,200
2013
$8,703 (+4.4%)
$174,700 + $294,200
$468,900
2012
$8,334 (−1.8%)
$174,700 + $302,100
$476,800
2011
$8,485 (−9.8%)
$157,100 + $339,100
$496,200
2010
$9,409 (+7.7%)
$165,000 + $412,600
$577,600
2009
$8,733
$165,000 + $412,600
$577,600
Public record
Public record
Permits
Beds
5
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.06 Acres
Year renovated
1998
Finished Sq. Ft.
3,058
Unfinished Sq. Ft.
—
Total Sq. Ft.
3,058
Year built
1997
Style
Single Family Residential
County
Norfolk County
APN
3166481
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 20, 2023.
Jul 12, 2019 • Final
Electrical
Electrical
HVAC
Jun 30, 2019 • Final
Gas
Replace two gas furnaces in a residential building.
Gas
HVAC
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
7 days above 97° expected this year, 15 days in 30 years
6/10 Wind Factor
54% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Medway, MA • 02053
Average low and high temperatures (°F)
34
18
36
19
51
31
61
39
69
49
81
59
84
64
80
57
75
54
64
43
52
34
39
22
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9 hours in
June and 4.4 hours in December, placing it below the
U.S. average for solar exposure.
9 hrs
4.4 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 5 Wildebrook Rd
$1,349,276
$276 over list price of $1.35M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.1M to $1.5M.