232 High St, Winchester, MA 01890
Property image
Property image
OFF MARKET

$3,049,900

Trulia Estimate
  • 5 Beds
  • 5 Baths
  • 6,805 sqft (on 0.58 acres)

232 High St, Winchester, MA 01890

Est. Refi. Payment $18,908/mo*
Refinance Your Home
Currently Off Market - Sold Sep 17, 2024 for $3,000,000

Home Value

Trulia Estimate
$3.05M
Since last month
Decreased$37K (-1.2%)
Since last year
Decreased$69K (-2.2%)
Since last sale
Increased$25K (+0.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +52% in the last 10 years
MonthEstimated value
2026
September 2026$3.02M
August 2026$3.06M
July 2026$3.11M
June 2026$3.12M
May 2026$3.1M
April 2026$3.05M
March 2026$3.06M
February 2026$3.08M
January 2026$3.03M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Azalea Rd, Winchester, MA
0.31
Single-Family Home
$1,999,000
12/12/25
5
3.5
6,232
257 High St, Winchester, MA
0.16
Single-Family Home
$3,150,000
05/28/26
5
6
7,101
10 Viking Rd, Winchester, MA
0.38
Single-Family Home
$2,549,000
06/29/26
4
4
5,674
4 Aricia Ln, Winchester, MA
0.37
Single-Family Home
$1,656,000
10/31/25
4
4
5,361
54 Johnson Rd, Winchester, MA
0.56
Single-Family Home
$3,100,000
05/29/26
5
7.5
6,899
1 Fox Hunt Ln, Winchester, MA
0.51
Single-Family Home
$2,000,000
10/29/25
5
5
5,000
11 Viking Rd, Winchester, MA
0.43
Single-Family Home
$2,000,000
04/15/26
7
7.5
7,429
8 Buckman Dr, Winchester, MA
0.68
Single-Family Home
$2,380,000
02/25/26
5
5.5
4,773
105 Thornberry Rd, Winchester, MA
0.35
Single-Family Home
$1,899,000
07/09/26
5
2.5
3,278
12 Cox Rd, Winchester, MA
0.13
Single-Family Home
$1,699,000
08/06/26
4
2.5
2,818

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
233 High St, Winchester, MA 01890
0.03
$1,614,700
3
2
2,218
Off Market
222 High St, Winchester, MA 01890
0.04
$3,097,100
5
4.5
5,676
Off Market
99 Ridge St, Winchester, MA 01890
0.14
$2,120,800
5
3.5
4,567
Off Market
12 Cox Rd, Winchester, MA 01890
0.13
$1,699,000
4
2.5
2,818
Recently Sold
257 High St, Winchester, MA 01890
0.16
$3,150,000
5
6
7,101
Recently Sold
119 Ridge St, Winchester, MA 01890
0.19
$1,820,900
3
2
2,542
Off Market
19 Cox Rd, Winchester, MA 01890
0.19
$1,375,000
3
1.5
2,351
Recently Sold
114 Johnson Rd, Winchester, MA 01890
0.19
$1,700,000
3
3
3,182
Recently Sold
189 High St, Winchester, MA 01890
0.24
$1,191,000
4
3
2,126
Recently Sold
56 Ridge St, Winchester, MA 01890
0.23
-
4
3
4,028
Off Market
276 High St, Winchester, MA 01890
0.26
$2,195,000
5
3.5
5,006
For Sale

Local Information

  • Map ViewExplore the area around 232 High St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2009
0.58 acre lot
6,805 sqft
$448/sqft
3 Car Garage

About this House

Welcome to this expansive colonial home, epitomizing elegance and modern living. The grand entrance leads to an open floor concept with luxurious details throughout. The first floor features a spacious living room with an impressive fireplace, an elegant dining room, and a modern kitchen with high-end appliances and an adjacent dining area. A massive family room above the garage includes another fireplace. Upstairs, you'll find 4 generously sized bedrooms and 3 full bathrooms, including a primary suite with dual vanities, a soaking tub, steam shower and walk-in closet. The 3rd floor offers a bedroom, full bathroom, and recreation room, perfect for an au pair suite. Lower level with soaring 13 ft ceilings, presenting endless possibilities for customization. Oversized 3 car garage with 2 EV chargers. Adjacent to Whipple Hill Conservation Area and near Wright-Locke Farm, outdoor adventures await. A short drive brings you to shops, malls, and major routes, ensuring easy commute access.
232 High St, Winchester, MA 01890 is a 5 bedroom, 6 bathroom, 6,805 sqft single-family home built in 2009. It last sold for $3,000,000 on Sep 17, 2024 (3% below the $3,100,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,049,900.
Last check for updates: about 19 hours ago
Listed by Andersen Group Realty, (781) 729-2329
Keller Williams Realty Boston Northwest, (781) 862-2800
Bought with: Steve McKenna & The Home Advantage Team, (781) 645-0505, Gibson Sotheby's International Realty, (781) 648-3500
Source: MLS PIN, MLS#73274711

Home Details for 232 High St

Interior Features

Interior Details
Basement: FullNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 6805 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Gas Oven, for Electric Dryer, Washer Hookup, Generator ConnectionAppliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Indoor Grill, Refrigerator, Freezer, Washer, Dryer, ENERGY STAR Qualified Refrigerator, Wine Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Washer, Vacuum System, Range HoodDishwasherDisposalDryerLaundry: Flooring - Stone/Ceramic Tile,Recessed Lighting,Second Floor,Electric Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,3 or MoreHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Generator, 220 Volts, Generator Connection
Windows, Doors, Floors & Walls
Window: Insulated WindowsDoor: French DoorsFlooring: Wood, Tile, Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Carpet, Flooring Hardwood, Flooring Stone Ceramic Tile, Flooring Wall To Wall Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, PatioExterior: Deck, Patio, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone WallFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 5No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 8Parking: Attached,Under,Garage Door Opener,Storage,Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2009
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:025 B:0216 L:0, 4278778

Price & Status

Price
List Price: $3,100,000
Status Change & Dates
Off Market Date: Sat Aug 31 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Winchester
School Information
Elementary School: Vinson-OwenJr High / Middle School: MccallHigh School: Winchester

Building

Building Area
Building Area: 6805 Square Feet

Community

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, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.58 acres

Offer

Contingencies: Inspection

Energy

Energy Efficiency Features: Other (See Remarks)

Miscellaneous

BasementMls Number: 73274711

Additional Information

Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityLaundromatBike PathConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-Station

Price and Tax history

DateEventPrice
Sep 17, 2024
Source: MLS PIN #73274711
Sold
$3,000,000
Aug 18, 2024
Source: MLS PIN #73274711
Contingent
$3,100,000
Aug 7, 2024
Source: MLS PIN #73274711
Listed For Sale
$3,100,000
Nov 30, 2010
Source: N/A
Sold
$980,000
Sep 15, 2010
Source: Agent Provided
PriceChange
$1,495,000
Price decreased by 12%

Market trends in Winchester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
62
2MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winchester

At least 93 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say yards are well-kept

  • 87 % Say people would walk alone at night

  • 85 % Say parking is easy

  • 79 % Say there are sidewalks

  • 79 % Say car is needed

  • 77 % Say it's walkable to restaurants

  • 77 % Say kids play outside

  • 75 % Say streets are well-lit

  • 74 % Say there's holiday spirit

  • 67 % Say they plan to stay for at least 5 years

  • 67 % Say there's wildlife

  • 66 % Say neighbors are friendly

  • 65 % Say it's walkable to grocery stores

  • 64 % Say it's quiet

  • 54 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Diana P.
    "Winchester is the cutest town, perfect for families. There is Town Say, and Enka, and everything is very family oriented. We even have great pubs/restaurants as well as sub shops, Greek food, nail salons, anything you could want in a home town!"
    7
    Flag
  • Dominic
    "Phenomenal public school system beginning from Kindergarten and extremely welcoming to new residents transferring in."
    0
    Flag
  • Stacie
    "Very family oriented. Not a great neighborhood if you don’t have children. Great, easy commute into the city. Not enough good restaurants that aren’t overpriced though. "
    0
    Flag
  • Yjchoi7
    "Very safe neighborhood.there are often summer events on the common. Teenagers can take train into Boston area fairly easily as there are two stops within Winchester. Fells is a great place for summer walks. "
    2
    Flag
  • Luis B.
    "perfect for my family It is livable stores Closer to me Barbershop computer store Restaurants I will love to buy a house in this area "
    2
    Flag
  • Yjchoiyjchoi
    "It’s very quiet and safe generally. Yet it’s close to Boston and Cambridge city life within a few stops of the commuter from Winchester. "
    0
    Flag
  • Tara
    "I have lived in this neighborhood for 25 years. I love it. Everybody is friendly and kind. The crime is minimal and it’s very quiet. "
    2
    Flag
  • Katie41287
    "I’m not afraid to walk home at 11pm, the town is clean and has plenty of events around town, the people are friendly and it is near public transportation. "
    1
    Flag
  • Anna S.
    "Excellent school Easy commute to Boston Downtown Great parks and pond nearby"
    0
    Flag
  • tod g.
    "Lovely town with easy access to Boston and easy getaway to northern New England."
    0
    Flag
  • jfrancis6
    "Family community built around three streets that form a circle that only has traffic of residents. The area borders the Town of Winchester forest that is great for walks and snow shoeing in winter. All homes are large and attract families were children can safely play and bike in the neighborhood. Many homes have residents who grow up in the neighborhood as children and returned to raise their families. A short walk 4/10 of a mile to train station for those who work in Boston a trip that takes 12 minutes with only one stop. Schools in Winchester are among the best in Massachusetts, a primary attraction to the Town. The Town center is only one mile away and has an addition train station there as well. The Mystic lakes are just beyond the train station with a Town beach and boating opportunities. The Town also borders a 2500 acre forest known as the Fells consisting of the Town water supply and miles of hiking or mountain biking."
    0
    Flag
  • marta3467
    "Can see kids playing ball in street; people walking their dog and Horn Pond and several nice restaurants all within walking distance"
    1
    Flag

LGBTQ Local Legal Protections

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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 232 High St

  • What is 232 High St estimated to be worth?
    Trulia's estimated value for 232 High St in Winchester, MA is $3,049,900.
  • What is the price history for 232 High St?
    232 High St in Winchester, MA last sold for $3,000,000 in September 2024.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Winchester?
    Residents describe Winchester, MA as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Winchester, MA.
  • Does 232 High St have air conditioning?
    Yes, 232 High St in Winchester, MA has air conditioning.
  • Does 232 High St have a pool?
    Yes, 232 High St in Winchester, MA has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Off Market Homes Near 232 High St

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