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You are here:
Home Massachusetts Winchester Homes for Sale

139 High Street Winchester, MA 01890

44 Days on Boston Pads
Price Reduced $30,000
24 Photos
$969,000
3 Beds
2 Baths
1302 SQFT
0.51 Acre
HOA: N/A
139 High Street
Winchester, MA 01890

Property Description

This charming Cape style home on a half-acre lot combines classic character with modern updates. Step inside to find newly refinished hardwood floors throughout the inviting fireplaced living room, dining room, and bedrooms. The recently updated kitchen and bathrooms blend style and function with contemporary finishes. The dining room with built-in China cabinet provides an inviting space to entertain. Enjoy morning coffee or evening relaxation on the unheated 3-season porch overlooking the yard, with seasonal views of the Boston skyline. The lower level features high ceilings with a heating and cooling unit already installed, offering great potential for 200+ sqft of future finished space. Additional highlights include a one-car garage under and a convenient layout with timeless appeal. Nestled beside conservation land, this home provides a peaceful, natural setting where you can enjoy watching birds and local wildlife right from the yard. Make this one yours for 2026!

Property Overview

Kitchen, Dining, and Appliances

  • Kitchen Dimensions: 13X10
  • Kitchen Level: First Floor
  • Exterior Access, Flooring - Vinyl, Lighting - Overhead, Pantry, Remodeled
  • Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Dining Room Dimensions: 12X11
  • Dining Room Level: First Floor
  • Dining Room Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Overhead

Bedrooms

  • Bedrooms: 3
  • Master Bedroom Dimensions: 20X11
  • Master Bedroom Level: Second Floor
  • Master Bedroom Features: Flooring - Hardwood, Lighting - Overhead
  • Bedroom 2 Dimensions: 12X9
  • Bedroom 2 Level: Second Floor
  • Master Bedroom Features: Closet, Flooring - Hardwood, Lighting - Overhead
  • Bedroom 3 Dimensions: 11X9
  • Bedroom 3 Level: Second Floor
  • Master Bedroom Features: Closet, Flooring - Hardwood, Lighting - Overhead

Other Rooms

  • Total Rooms: 6
  • Living Room Dimensions: 22X11
  • Living Room Level: First Floor
  • Living Room Features: Fireplace, Flooring - Hardwood
  • Laundry Room Features: Garage Access, Interior Access

Bathrooms

  • Full Baths: 1
  • Half Baths 1
  • Bathroom 1 Dimensions: 6X4
  • Bathroom 1 Level: First Floor
  • Bathroom 1 Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
  • Bathroom 2 Dimensions: 7X5
  • Bathroom 2 Level: Second Floor
  • Bathroom 2 Features: Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile

Amenities

  • Golf Course
  • House of Worship
  • Medical Facility
  • Park
  • Public School
  • Public Transportation
  • T-Station
  • Walk/Jog Trails

Utilities

  • Heating: Heat Pump
  • Heat Zones: 6
  • Hot Water: Electric
  • Cooling: Heat Pump
  • Cooling Zones: 6
  • Electric Info: Circuit Breakers
  • Utility Connections: Washer Hookup, for Electric Dryer, for Electric Range
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Attached, Garage Door Opener, Under
  • Garage Spaces: 1
  • Parking Features: Off-Street, Paved Driveway
  • Parking Spaces: 3

Interior Features

  • Square Feet: 1302
  • Fireplaces: 1
  • Accessability Features: Unknown

Construction

  • Year Built: 1949
  • Type: Detached
  • Style: Cape
  • Construction Type: Frame
  • Foundation Info: Poured Concrete
  • Roof Material: Asphalt/Fiberglass Shingles
  • Flooring Type: Hardwood, Tile, Vinyl
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Exterior Features: Gutters
  • Road Type: Public

Other Information

  • MLS ID# 73453920
  • Last Updated: 12/07/25
  • HOA: No
  • Reqd Own Association: Unknown

Date Event Price Price/Sq Ft Source
12/07/2025Active$969,000$744MLSPIN
12/03/2025Price Change$969,000$744MLSPIN
11/16/2025Active$999,000$767MLSPIN
11/12/2025New$999,000$767MLSPIN

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Map & Resources

West Side Fire Station

Fire Station

0.37mi

Mount Pisgah

Municipal Park

0.03mi

Addition To Sachem Swamp

Municipal Park

0.31mi

Sachem Swamp

Municipal Park

0.34mi

Smith Pond Conservation Area

Municipal Park

0.39mi

Mullen Park

Municipal Park

0.29mi

Winchester Country Club

Golf Course

0.04mi

Real Estate Resources

BayCoast Mortgage As a full-service lender providing industry-best solutions, BayCoast Mortgage can help make homeownership a reality for you. Want to get preapproved? Start today!
Mark's Moving & Storage With an unmatched team of professionals dedicated to customer service and responsiveness, you can trust Mark’s to handle every aspect of your move. Get an Estimate!

Seller's Representative: Katie Tully, Better Homes and Gardens Real Estate - The Shanahan Group
MLS ID#: 73453920

© 2025 MLS Property Information Network, Inc.. All rights reserved.

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.

MLS PIN data last updated at 2025-12-07 03:07:00

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