$1,990,000

4 Chestnut St Winchester, MA 01890

Estimated payment $12,607/month

Total Views 107,026
4 Beds
4.5 Baths
4,474 Sq Ft
$445 Price per Sq Ft

Highlights

  • Open Floorplan
  • Deck
  • Living Room with Fireplace
  • Lincoln Elementary School Rated A
  • Property is near public transit
  • 2-minute walk to Leonard Field

About This Home

Space to grow, room to gather, and a location that feels like home. Just blocks from Winchester’s town center, commuter rail, and nearby schools, this warm and distinctive home offers four levels of flexible living. A vaulted-ceiling living room sets the tone, while the custom kitchen features blue cabinetry, copper accents, and bold designer touches. One bedroom opens to a composite deck overlooking the fenced backyard—perfect for coffee while enjoying the view. The finished lower level adds space to work, host, or unwind. Updated systems and an attached two-car garage offer everyday ease. The sale is subject to a license to sell from the Probate and Family Court. Not an estate sale. Seller prefers up to two months of use and occupancy after closing. Property sold as is.

Listing Agent

Tyson Lynch

The Proper Nest Real Estate Listed on: 06/26/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $19,392

Year Built

  • Built in 1959 | Remodeled

Lot Details

  • 0.3 Acre Lot
  • Sloped Lot
  • Property is zoned RDB

Parking

  • 2 Car Attached Garage
  • Open Parking
  • Off-Street Parking

Home Design

  • Split Level Home
  • Shingle Roof
  • Concrete Perimeter Foundation

Interior Spaces

  • Open Floorplan
  • Beamed Ceilings
  • Cathedral Ceiling
  • Recessed Lighting
  • Light Fixtures
  • Insulated Windows
  • Sliding Doors
  • Living Room with Fireplace
  • 2 Fireplaces
  • Sitting Room
  • Home Office

Kitchen

  • Range Hood
  • Microwave
  • Dishwasher
  • Stainless Steel Appliances
  • Kitchen Island
  • Disposal

Flooring

  • Wood
  • Laminate
  • Ceramic Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Primary bedroom located on third floor
  • Walk-In Closet
  • Double Vanity
  • Bathtub with Shower
  • Separate Shower

Laundry

  • Dryer
  • Washer

Partially Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House
  • Interior and Exterior Basement Entry
  • Sump Pump
  • Laundry in Basement

Outdoor Features

  • Deck
  • Patio

Location

  • Property is near public transit
  • Property is near schools

Utilities

  • Cooling System Mounted In Outer Wall Opening
  • Forced Air Heating and Cooling System
  • 3 Cooling Zones
  • 4 Heating Zones
  • Heating System Uses Natural Gas
  • Heat Pump System
  • Baseboard Heating
  • 200+ Amp Service
  • Gas Water Heater

Community Details

  • No Home Owners Association
  • Shops

Listing and Financial Details

  • Assessor Parcel Number M:005 B:0131 L:0,895590

Home Details

Home Type

Single Family

Est. Annual Taxes

$19,392

Year Built

Built in 1959 | Remodeled

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Split Entry
  • Property Condition: Remodeled
  • Year Built: 1959
  • Year Built Details: Actual
  • Special Features: VirtualTour

Interior Features

  • Flooring: Wood, Tile, Laminate, Flooring - Hardwood
  • Interior Amenities: Bathroom - Full, Closet, Bathroom - Tiled With Shower Stall, Slider, Office, Sitting Room, Bathroom
  • Fireplace Features: Living Room
  • Fireplace YN: Yes
  • Fireplaces: 2
  • Appliances: Gas Water Heater, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Range Hood
  • Total Bedrooms: 4
  • Room Bedroom2 Level: First
  • Room Bedroom2 Features: Closet, Flooring - Laminate, Remodeled, Lighting - Overhead
  • Room Bedroom2 Area: 214.201388888
  • Room Bedroom3 Features: Bathroom - Full, Walk-In Closet(s), Flooring - Laminate
  • Room Bedroom3 Area: 188.888888888
  • Room Bedroom3 Level: First
  • Room Bedroom4 Level: Third
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Total Bathrooms: 5
  • Total Bathrooms: 4.5
  • Room Master Bedroom Features: Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Deck - Exterior, Exterior Access
  • Room Master Bedroom Level: Third
  • Room Master Bedroom Area: 248.083333333
  • Master Bathroom Features: Yes
  • Bathroom 1 Area: 120.027777777
  • Bathroom 1 Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower
  • Bathroom 1 Level: Second
  • Bathroom 2 Level: First
  • Bathroom 2 Area: 41.777777777
  • Bathroom 2 Features: Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile, Remodeled
  • Bathroom 3 Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Remodeled
  • Bathroom 3 Level: First
  • Bathroom 3 Area: 67.5
  • Room Dining Room Features: Flooring - Hardwood, Remodeled, Lighting - Overhead
  • Room Dining Room Level: Main,Second
  • Room Dining Room Area: 182.222222222
  • Room Kitchen Level: Second
  • Room Kitchen Features: Flooring - Stone/Ceramic Tile, Kitchen Island, Cabinets - Upgraded, Open Floorplan, Recessed Lighting, Remodeled, Stainless Steel Appliances
  • Room Kitchen Area: 223.333333333
  • Laundry Features: Flooring - Laminate, In Basement
  • Room Living Room Level: Second
  • Room Living Room Area: 330.576388888
  • Room Living Room Features: Cathedral Ceiling(s), Beamed Ceilings, Flooring - Hardwood, Lighting - Overhead
  • Room Office Level: Second
  • Room Office Area: 246.493055555
  • Room Office Features: Bathroom - Full, Closet, Flooring - Hardwood
  • Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Sump Pump
  • Above Grade Finished Sq Ft: 3968
  • Below Grade Sq Ft: 506
  • Living Area: 4474
  • Spa YN: No
  • Window Features: Insulated Windows
  • MAIN LO: AN6899
  • LIST PRICE PER Sq Ft: 444.79
  • PRICE PER Sq Ft: 444.79

Exterior Features

  • Exterior Features: Deck - Composite, Patio
  • Foundation Details: Concrete Perimeter
  • Home Warranty YN: No
  • Patio And Porch Features: Deck - Composite, Patio
  • Road Frontage Type: Public
  • Roof: Shingle
  • Waterfront Features: Lake/Pond, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
  • Waterfront YN: No
  • Waterview Flag: No

Garage/Parking

  • Garage Spaces: 2
  • Attached Garage YN: Yes
  • Carport Y N: No
  • Covered Parking Spaces: 2
  • Garage YN: Yes
  • Open Parking YN: Yes
  • Parking Features: Attached, Off Street
  • Total Parking Spaces: 2

Utilities

  • Sewer: Public Sewer
  • Cooling: Central Air, Wall Unit(s), Heat Pump
  • Heating: Forced Air, Baseboard, Heat Pump, Natural Gas
  • Cooling Y N: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating YN: Yes
  • Water Source: Public
  • HEAT ZONES: 4
  • COOLING ZONES: 3

Condo/Co-op/Association

  • Association YN: No
  • Community Features: Public Transportation, Shopping, Public School
  • Senior Community YN: No

Lot Info

  • Parcel Number: M:005 B:0131 L:0,895590
  • Zoning: RDB
  • Farm Land Area Units: Square Feet
  • Lot Features: Sloped
  • Lot Size Acres: 0.3
  • Lot Size Area: 0.3
  • Lot Size Sq Ft: 13016
  • Lot Size Units: Acres
  • Property Attached YN: No
  • PAGE: 483

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 19392
  • Tax Book Number: 12531

Multi Family

  • Basement Included Sq Ft: Yes

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $194 $1,748,600 $1,193,800 $554,800
2024 $19,398 $1,712,100 $1,158,700 $553,400
2023 $17,654 $1,496,100 $1,088,400 $407,700
2022 $17,291 $1,382,200 $983,100 $399,100
2021 $16,157 $1,259,300 $860,200 $399,100
2020 $171 $1,259,300 $860,200 $399,100
2019 $167 $1,154,000 $754,900 $399,100
2018 $168 $1,130,600 $737,300 $393,300
2017 $171 $1,065,700 $701,300 $364,400
2016 $12,020 $1,029,100 $701,300 $327,800
2015 $11,443 $942,600 $637,300 $305,300
2014 $10,979 $867,200 $579,300 $287,900
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
06/26/2025 06/26/25 For Sale $1,990,000 -- $445 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

Purchase History

Date Type Sale Price Title Company
Deed -- --
Source: Public Records

About the Listing Agent

Tyson Lynch

The Proper Nest Real Estate

(781) 633-6582

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Tyson Lynch - North Shore Real Estate Expert | REALTOR® & Trusted Advocate

Looking to buy or sell a home on the North Shore of Massachusetts? Meet Tyson Lynch, a top-producing REALTOR® with a proven track record of over 250 successful home sales. Combining his legal background and real estate expertise, Tyson delivers exceptional results while making the home-buying or selling process seamless.

Nationally Recognized REALTOR® & Local Market Leader

Selected as one of just 20

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Source: MLS Property Information Network (MLS PIN)

MLS Number: 73396909

MLS Property Information Network (MLS PIN)

APN: WINC-000005-000131