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Annalise Hardy
REALTOR®
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42 Wildwood Street, Winchester, MA 01890

$2,299,000
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New to the Market Active
BEDS7 BATHS4 full 1 partial SQUARE FEET4,930 MLS#73556122
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONThe Flats

Property Description

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. Youll 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, & ? 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 todays amenities.

42 Wildwood Street | MLS# 73556122

This single family home located at 42 Wildwood Street, Winchester, MA 01890 is currently listed for sale with an asking price of $2,299,000. This property was built in 1880 and has 7 bedrooms and 4 full and 1 partial baths with 4930 sq. ft. Wildwood Street is located in the The Flats subdivision. Search The Flats real estate on annalisehardy.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Partially Finished, Interior Entry, Sump Pump
Cooling: Window Unit(s), Whole House Fan
Fenced: Yes
Fireplaces: 2
Garage: 2
Heating: Baseboard, Natural Gas
Home Style: Colonial
Lot Size: 0.34 Acres
Roof Type: Shingle
Taxes: $21,137
Year Built: 1880

Amenities

Closet
Bathroom - Full
Bathroom - Tiled With Shower Stall
Bathroom - With Shower Stall
Recessed Lighting
Bedroom
Bathroom
Mud Room
Media Room
Patio
Sprinkler System
Invisible Fence

Feature Descriptions

Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Range Hood
Building Area Total: 4930
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Public School
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Dining Room: Flooring - Hardwood, Wainscoting, Lighting - Sconce, Lighting - Overhead
Door Features: French Doors
Exterior: Frame
Family Room: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Lighting - Sconce
Fencing: Invisible
Fireplace Features: Living Room
Fireplace Y/N: Yes
Flooring: Tile, Laminate, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
GarageY/N: Yes
HeatingY/N: 1
Kitchen: Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Recessed Lighting, Stainless Steel Appliances, Wine Chiller, Lighting - Sconce, Lighting - Pendant, Crown Molding
Laundry: In Basement, Washer Hookup
Living Room: Flooring - Hardwood, Lighting - Sconce, Lighting - Pendant, Crown Molding
Lot Features: Level
Master Bathroom: Yes
Master Bedroom: Walk-In Closet(s), Flooring - Hardwood, Window(s) - Bay/Bow/Box, Lighting - Sconce
Open Parking Y/N: Yes
Parcel Number: 899525
Parking Features: Detached, Paved Drive, Off Street
Parking Total: 6
Patio And Porch: Patio
Rooms Total: 11
Sewer: Public Sewer
Utilities: for Gas Range, Washer Hookup
Water: Public

Local Schools

High School: Winchester High School
Middle School: Mccall Middle School
Elementary School: Lynch

Listed By / Shown By

Listed By

Agency Name: Better Homes and Gardens Real Estate - The Shanahan Group
Agent Name: Carolyn Walsh
Agency Phone: 781-729-9030

Shown By

Agent Name: Annalise Hardy
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 7,548.54 per month $5,116.58 Principal & Interest $1,761.42 Property Tax $670.54 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/29/2026. The listing information on this page last changed on 07/29/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 07/29/2026 12:01:19 AM EST) or MLSPIN MLS (last updated Tue 07/28/2026 11:38:25 PM EST) or Prime MLS (last updated Tue 07/28/2026 11:33:34 PM EST) or MREIS (last updated Tue 07/28/2026 11:55:14 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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