17 Dennett Road
Winchester, MA, 01890
$1,599,000
Beautifully renovated multi-level home in top location abutting the town forest conservation/ walking trails & just minutes from downtown Winchester! This move-in ready property features many recent upgrades, 3+ bedrooms, hardwood floors w/an open concept spacious layout perfect for modern living. The large updated kitchen includes high-end appliances, gas stove, beverage fridge & an oversized island with plenty of prep and seating space. Enjoy meals in the dining area with a custom built-in banquette. The open living area features an oversized living room with fireplace, the adjacent sunroom/ home office or 4th bedroom overlooks the back yard and town forest-ideal for relaxing or entertaining. Additional highlights include large bedrooms, a primary with ensuite bath, a large LL family room w/ bar, fireplace & a 2-car garage plus 3 season bonus room. Many flexible living spaces for a home office or guests w/ thoughtful updates throughout. A must-see home in a peaceful perfect setting!
Current real estate data for Single Family in Winchester as of Oct 07, 2025
62
Single Family Listed
65
Avg DOM
551
Avg $ / SqFt
$2,270,911
Avg List Price
Property Details
Price:
$1,599,000
MLS #:
73410427
Status:
Pending
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
East SIde near town forest!!
Listed Date:
Jul 28, 2025
Finished Sq Ft:
2,283
Total Sq Ft:
2,283
Lot Size:
15,298 sqft / 0.35 acres (approx)
Year Built:
1968
Schools
Elementary School:
Lincoln
Middle School:
Mccall
High School:
Whs
Interior
Appliances
Oven, Microwave, Range, Refrigerator, Freezer, Washer, Dryer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
2
Flooring
Carpet, Hardwood
Heating
Baseboard, Natural Gas
Laundry Features
In Basement
Exterior
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School
Construction Materials
Frame
Exterior Features
Porch – Screened, Fenced Yard
Parking Features
Attached, Under, Paved Drive, Paved
Parking Spots
5
Roof
Shingle
Financial
Tax Year
2025
Taxes
$15,965
Map
Contact Us
Mortgage Calculator
Community
- Address17 Dennett Road Winchester MA
- SubdivisionEast SIde near town forest!!
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
Property Summary
- Located in the East SIde near town forest!! subdivision, 17 Dennett Road Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,599,000 and features 3 beds, 3 baths, and has approximately 2,283 square feet of living space, and was originally constructed in 1968. The current price per square foot is $700. The average price per square foot for Single Family listings in Winchester is $551. The average listing price for Single Family in Winchester is $2,270,911. To schedule a showing of MLS#73410427 at 17 Dennett Road in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.
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CRP: Certified Relocation Professional CRS: Certified Residential Specialist GRI: Graduate of Realtors Institute CBR: Certified Buyers Representative BSBA: Bachelor of Science in Business Administration. Babson College 1979 MBA: Master of Business Administration. Babson College 2002 James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…
More About JamesCourtesy of Compass. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
17 Dennett Road
Winchester, MA