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 back yard design. 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 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 gas fireplace, while the two-story foyer adds a bright and welcoming entry. 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. This is a rare opportunity to own a home with an exceptional lifestyle.
For sale
Price cut: $100K (10/6)
$1,249,000
5 Wildebrook Road, Medway, MA 02053
5beds
4,124sqft
Single Family Residence
Built in 1997
1.06 Acres Lot
$1,219,000 Zestimate®
$303/sqft
$31/mo HOA
What's special
Gas fireplaceOpen lawnNewer roofHome officeSaltwater in-ground poolNew pool linerRaised spillover spa
- 21 days
- 1,377
- 126
Zillow last checked:
Listing updated:
Listed by:
Ali Steeves 508-280-5590,
Jack Conway & Co Inc
Source: CCIMLS,MLS#: 22604756
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Natural Gas
Cooling
- Central Air
Appliances
- Included: Dishwasher, Microwave, Gas Range, Refrigerator, Washer, Water Purifier, Wine Cooler, Natural Gas, Tankless Water Heater
- Laundry: Electric Dryer
Features
- Pantry, Recessed Lighting, Walk-In Closet(s)
- Flooring: Hardwood, Tile, Carpet
- Basement: Finished,Full
- Number of fireplaces: 1
Interior area
- Total structure area: 4,124
- Total interior livable area: 4,124 sqft
Property
Parking
- Total spaces: 5
- Parking features: Direct Access, Driveway, Paved
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Stories: 2
- Patio & porch: Deck, Patio
- Exterior features: Hot Tub, Underground Sprinkler System
- Has private pool: Yes
- Has spa: Yes
- Fencing: Full
Lot
- Size: 1.06 Acres
- Features: Fenced/Enclosed, Gentle Sloping, Cleared
Details
- Additional structures: Gazebo, Outbuilding
- Parcel number: MEDW M:0006 L:0014
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Clapboard
- Roof: Asphalt,Shingle
Condition
- Year built: 1997
Utilities & green energy
- Water: Well
Community & HOA
HOA
- Has HOA: Yes
- Services included: Sewer
- HOA fee: $375 annually
Location
- Region: Medway
Financial & listing details
- Price per square foot: $303/sqft
- Tax assessed value: $946,700
- Annual tax amount: $13,580
- Date on market: 9/19/2026
- Cumulative days on market: 16 days
Estimated market value
$1,219,000
$1.16M - $1.28M
$6,087/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/6/2026 | Price change | $1,249,000-7.4%$303/sqft |
Source: MLS PIN #73579593 Report a problem | ||
| 9/24/2026 | Listed for sale | $1,349,000+110.7%$327/sqft |
Source: MLS PIN #73579593 Report a problem | ||
| 6/28/2005 | Sold | $640,200+109.9%$155/sqft |
Source: Public Record Report a problem | ||
| 12/10/1997 | Sold | $305,000$74/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,409 -1% | $870,800 |
| 2024 | $12,540 +4% | $870,800 +15.2% |
| 2023 | $12,052 +8.2% | $756,100 +15% |
| 2022 | $11,135 -0.7% | $657,700 +2.5% |
| 2021 | $11,208 +1.1% | $641,900 +1.4% |
| 2020 | $11,081 +5.1% | $633,200 +1.9% |
| 2019 | $10,547 -2.8% | $621,500 +1.1% |
| 2018 | $10,852 +3.3% | $614,500 +4.8% |
| 2017 | $10,505 +3.9% | $586,200 +5% |
| 2016 | $10,111 +6.5% | $558,300 +7.3% |
| 2015 | $9,490 +3.2% | $520,300 +6.6% |
| 2014 | $9,198 +5.7% | $488,200 +4.1% |
| 2013 | $8,703 +4.4% | $468,900 -1.7% |
| 2012 | $8,334 -1.8% | $476,800 -3.9% |
| 2011 | $8,485 -9.8% | $496,200 -14.1% |
| 2010 | $9,409 +7.7% | $577,600 |
| 2009 | $8,733 +5.7% | $577,600 -1.7% |
| 2008 | $8,260 -0.7% | $587,500 -5.9% |
| 2007 | $8,320 +2.1% | $624,600 -0.8% |
| 2006 | $8,151 +6.5% | $629,400 +17% |
| 2005 | $7,657 +12.4% | $538,100 +10.3% |
| 2004 | $6,811 +3.4% | $487,900 |
| 2003 | $6,587 +6.1% | $487,900 +28.2% |
| 2001 | $6,206 | $380,500 |
Find assessor info on the county website
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Neighborhood: 02053
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