38 Winchester St #4, Brookline, MA 02446
SOLD
MAY 15, 2026

$569,900

Trulia Estimate
  • 1 Bed
  • 1 Bath
  • 763 sqft

38 Winchester St #4, Brookline, MA 02446

Corey Hill
Est. Refi. Payment $3,546/mo*
Refinance Your Home
Currently Off Market - Sold May 15, 2026 for $565,000 (2% below list price)

Home Value

Trulia Estimate
$570K
Since last month
Increased$700 (+0.1%)
Since last year
Increased$16K (+2.8%)
Since last sale
Increased$5K (+0.9%)
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 +17% in the last 10 years
MonthEstimated value
2026
August 2026$570K
August 2026$569K
July 2026$569K
June 2026$566K
May 2026$565K
April 2026$567K
March 2026$568K
February 2026$549K
January 2026$542K
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
1450-1454 Beacon St #741, Brookline, MA
0.11
Condo
$565,000
05/20/26
1
1
713
19 Winchester St #102, Brookline, MA
0.06
Condo
$560,000
09/24/25
1
1
613
19 Winchester St #711, Brookline, MA
0.06
Condo
$675,000
04/22/26
1
1
699
15 Short St #4, Brookline, MA
0.10
Condo
$550,000
03/06/26
1
1
640
1450-1454 Beacon St #744, Brookline, MA
0.11
Condo
$515,000
10/16/25
1
1
675
19 Winchester St #110, Brookline, MA
0.06
Condo
$465,000
05/06/26
1
1
612
116 Park St #2, Brookline, MA
0.16
Condo
$590,000
07/08/26
1
1
837

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
32 Winchester St #4, Brookline, MA 02446
0.02
$543,500
1
1
763
Off Market
32 Winchester St #6, Brookline, MA 02446
0.02
$426,900
1
1
410
Off Market
36 Winchester St #6, Brookline, MA 02446
0.01
$393,800
1
1
410
Off Market
40 Winchester St #8, Brookline, MA 02446
0.00
$439,000
1
1
447
For Sale
20 Winchester St #3, Brookline, MA 02446
0.05
$1,029,000
3
2
1,296
Recently Sold
17 Summit Ave #2, Brookline, MA 02446
0.05
$2,400,000
4
2.5
2,454
Recently Sold
47 Winchester St #2, Brookline, MA 02446
0.03
$1,122,000
3
2
1,310
Off Market
49 Winchester St #2, Brookline, MA 02446
0.03
$1,250,000
3
2
1,377
Recently Sold
19 Winchester St #110, Brookline, MA 02446
0.06
$465,000
1
1
612
Recently Sold
19 Winchester St #102, Brookline, MA 02446
0.06
$577,200
1
1
613
Off Market
50 Winchester St #201, Brookline, MA 02446
0.03
$897,600
1
1
1,020
Off Market

Local Information

  • Map ViewExplore the area around 38 Winchester St #4.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1905
763 sqft
$741/sqft

About this House

Perfectly situated in Coolidge Corner this beautiful condominium brings the best of Brookline to your doorstep. Graced with high ceilings, refinished hardwood floors and charming architectural details, this elegant property strikes an ideal balance between vintage charm and thoughtful renovations. This condominium is located on sought after Winchester Street! Laundry in the building and bike storage. Solid investment!
38 Winchester St #4, Brookline, MA 02446 is a 1 bedroom, 1 bathroom, 763 sqft condo in Corey Hill, built in 1905. It last sold for $565,000 on May 15, 2026 (2% below the $575,000 asking price). More recently, it was listed as a rental in February 2020 with an asking price of $2,100 per month. That rental listing was removed on February 17, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $569,900, with a rent estimate of $2,945/month.
Last check for updates: about 15 hours ago
Listed by Richard C. Dore, (617) 285-5044
Hammond Residential Real Estate, (617) 731-4644
Bought with: Fayth Cregg, (617) 803-0923, Leading Edge Real Estate, (617) 497-4400
Source: MLS PIN, MLS#73489387

Home Details for 38 Winchester St #4

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Master Bathroom
Beds & Baths
Number of Bedrooms: 1Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 763 Square Feet
Appliances & Utilities
Appliances: Range, Dishwasher, Disposal, Microwave, RefrigeratorDishwasherDisposalLaundry: In BuildingMicrowaveRefrigerator
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa
No FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Insulated WindowsFlooring: Wood
Levels, Entrance, & Accessibility
Number of Stories: 1Entry Location: Unit Placement(Upper)Accessibility: NoFloors: Wood
Security
Security: Intercom

Exterior Features

Exterior Home Features
Roof: Rubber
Parking & Garage
No Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 763

Property Information

Year Built
Year Built: 1905
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, RowhouseStructure Type: Rowhouse, BrownstoneArchitecture: Rowhouse,Brownstone
Building
Building Name: 34-36-38 Winchester StreetConstruction Materials: BrickDoes Not Include Home Warranty
Property Information
Parcel Number: 31436

Price & Status

Price
List Price: $575,000Price Per Sqft: $741/sqft
Status Change & Dates
Off Market Date: Tue Apr 21 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: Brookline
School Information
Elementary School: Florida Ruffin RidleyHigh School: Brookline

Building

Building Area
Building Area: 763 Square Feet

Community

Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station, UniversityNot Senior Community

HOA

HOA Fee Includes: Heat, Water, Sewer, Insurance, Maintenance Structure, Maintenance Grounds, Snow Removal, Trash, Reserve Funds

Offer

Contingencies: Pending P&S

Miscellaneous

Mls Number: 73489387Above Grade Unfinished Area: 763

Additional Information

HOA Amenities: Hot Water,Laundry

Price and Tax history

DateEventPrice
May 15, 2026
Source: MLS PIN #73489387
Sold
$565,000
Apr 21, 2026
Source: MLS PIN #73489387
Contingent
$575,000
Mar 19, 2026
Source: MLS PIN #73489387
Listed For Sale
$575,000
Feb 17, 2020
Source: Agent Provided
ListingRemoved
$2,100
Feb 3, 2020
Source: Agent Provided
Listed For Rent
$2,100

Market trends in Brookline

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.24M
$23.33KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$811
$6MoM
Available listings
186
30MoM

Around this home

Neighborhood Overview

Corey Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Corey Hill

At least 48 Trulia users voted on each feature.

  • 100 % Say there are sidewalks

  • 97 % Say it's walkable to grocery stores

  • 96 % Say it's walkable to restaurants

  • 95 % Say it's dog friendly

  • 88 % Say people would walk alone at night

  • 84 % Say streets are well-lit

  • 77 % Say there's wildlife

  • 71 % Say kids play outside

  • 67 % Say there's holiday spirit

  • 62 % Say neighbors are friendly

  • 58 % Say parking is easy

  • 48 % Say they plan to stay for at least 5 years

  • 45 % Say there are community events

  • 45 % Say it's quiet

  • 28 % Say yards are well-kept

  • 22 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Very dog friendly "
    0
    Flag
  • Trulia User
    "I’v stayed in a hotel in this neighborhood. It is a beautiful area with many shops to explore. Hope to move to this area. "
    0
    Flag
  • Pat B.
    "It's dog friendly...there's lots of parks around to take pets."
    0
    Flag
  • Pat B.
    "The commute is pretty easy. The train is pretty reliable around here so it makes getting to and from the area pretty simple. I wish there were more buses though."
    0
    Flag
  • Pat B.
    "The closeness of the transportation is great. All of the major green lines are very close to Corey Hill and it makes getting around very easy."
    3
    Flag
  • Pat B.
    "There's some strange people who are around, but they're harmless. There's lots of daycare places, so if someone has a young kid there's lots of options nearby."
    1
    Flag
  • Tkesav
    "corey hill is near coolidge corner. yoy can see skyline of Boston..close to Trader Joes, Wholefoods, Fenway,."
    0
    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 38 Winchester St #4

  • What is 38 Winchester St #4 estimated to be worth?
    Trulia's estimated value for 38 Winchester St #4 in Brookline, MA is $569,900.
  • What is the price history for 38 Winchester St #4?
    38 Winchester St #4 in Brookline, MA last sold for $565,000 in May 2026.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.24M. That is up $23.33K from the prior month.
  • Does 38 Winchester St #4 have air conditioning?
    Yes, 38 Winchester St #4 in Brookline, MA has air conditioning.
  • Does 38 Winchester St #4 have a pool?
    Yes, 38 Winchester St #4 in Brookline, MA has a pool.

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