$2,299,000
42 Wildwood Street
Winchester, MA, 01890
Exceptional craftsmanship defines this majestic home in The Flats, where beautifully-preserved architectural details blend seamlessly w/ modern livability. A showstopping foyer welcomes you w/ a sweeping staircase, exquisite millwork, graceful arched openings & leaded glass windows. You’ll find quarter-sawn oak floors, rich woodwork, generously scaled windows & impressive ceiling height throughout. The expanded eat-in kitchen includes granite, SS appliances, island, office area & steps to a custom mudroom. The main level also includes elegant living, dining & family rooms, a butler’s pantry, & ½ bath. The 2nd floor showcases a dramatic landing w/ continuously curved railing & has 4 large bedrooms & two full baths, including a spacious primary suite w/ full bathroom and walk-in closet. 3 bedrooms & a full bath complete the 3rd floor. The finished lower level w/ recreation room, mudroom w/ built-in lockers, and full bathroom offers endless possibilities. Recent updates include Pella windows throughout (2020), new & upgraded heating system (2024), and exterior siding, paint & shutters (2020). Set on a flat, oversized lot featuring a bluestone patio w/ seating wall. Located in a highly-coveted neighborhood and less than a mile from the newly built Lynch elementary school, town center & train.This magnificent home pairs timeless character with today’s amenities.
Property Details
Price:
$2,299,000
MLS #:
73556122
Status:
Active
Beds:
7
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
The Flats
Neighborhood:
wedgemere
Listed Date:
Jul 28, 2026
Finished Sq Ft:
4,930
Total Sq Ft:
4,930
Lot Size:
15,015 sqft / 0.34 acres (approx)
Year Built:
1880
Schools
Elementary School:
Lynch
Middle School:
Mccall Middle School
High School:
Winchester High School
Interior
Above Grade Finished Area
3854
Appliances
Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Range Hood
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
1076
Cooling
Window Unit(s), Whole House Fan
Fireplaces Total
2
Flooring
Tile, Laminate, Hardwood, Flooring – Hardwood, Flooring – Stone/Ceramic Tile
Heating
Baseboard, Natural Gas
Interior Features
Closet, Bathroom – Full, Bathroom – Tiled With Shower Stall, Bathroom – With Shower Stall, Recessed Lighting, Bedroom, Bathroom, Mud Room, Media Room
Laundry Features
In Basement, Washer Hookup
Exterior
Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Public School
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio, Sprinkler System, Invisible Fence
Fencing
Invisible
Garage Spaces
2
Lot Features
Level
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Detached, Paved Drive, Off Street
Parking Spots
6
Parking Total
6
Patio And Porch Features
Patio
Roof
Shingle
Financial
Tax Year
2026
Taxes
$21,137
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Winchester as of Jul 31, 2026
59
Single Family Listed
67
Avg DOM
557
Avg $ / SqFt
$1,993,317
Avg List Price
Community
- Address42 Wildwood Street Winchester MA
- SubdivisionThe Flats
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- Located in the The Flats subdivision, 42 Wildwood Street Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,299,000 and features 7 beds, 5 baths, and has approximately 4,930 square feet of living space, and was originally constructed in 1880. The current price per square foot is $466. The average price per square foot for Single Family listings in Winchester is $557. The average listing price for Single Family in Winchester is $1,993,317. To schedule a showing of MLS#73556122 at 42 Wildwood Street in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Better Homes and Gardens Real Estate – The Shanahan Group. 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.
42 Wildwood Street
Winchester, MA













































