35-37 Winthrop Rd, Brookline, MA 02445
Property image
Property image
OFF MARKET

35-37 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 8 Beds
  • 3 Baths
  • 3,544 sqft
8 Beds
3 Baths
3,544 sqft

Local Information

  • Map ViewExplore the area around 35-37 Winthrop Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1910
Living Area
3,544 sqft
Parking
6 Open Spaces

About this House

Located in the Aspinwall Hill neighborhood is this spacious move-in ready 2-family home. Updates thru out include the kitchens, baths and replacement windows. Gleaming HW floors, living rooms with fireplaces and built-in bookcases, and large adjoining dining rooms with window seats and built-in cabinetry. The first level unit has 4 bedrooms, an updated kitchen and full bath. The fourth bedroom is located on the second level, making it perfect for a private office. The current owner’s second level unit is accessed by a private vestibule. The large upper foyer has access to a balcony for relaxing and watching the neighborhood activity. The living and dining rooms are drenched in sunlight. The custom remodeled kitchen is a chef’s dream with thoughtful design and ample storage. This level has 2 bedrooms and a full bath. The third level offers 2 more bedrooms and an additional spa-like bathroom. On site parking for 6 cars! A short distance to Washington Square, parks and public transport.
35-37 Winthrop Rd, Brookline, MA 02445 is a 8 bedroom, 3 bathroom, 3,544 sqft multi-family in Aspinwall Hill, built in 1910. It last sold for $2,452,000 on Jun 16, 2025 (2% above the $2,400,000 asking price). It is currently off market.

Home Details for 35-37 Winthrop Rd

Interior Features

Interior Details
Basement: Full,Walk-Out Access,UnfinishedNumber of Rooms: 14
Beds & Baths
Number of Bedrooms: 8Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3544 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Gas Dryer, for Electric Dryer, Washer HookupAppliances: Range, Dishwasher, Refrigerator, Washer, Dryer, DisposalDishwasherDisposalDryerLaundry: Gas Dryer Hookup,Electric Dryer Hookup,Washer HookupRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Wood BurningHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Insulated WindowsFlooring: Hardwood
Levels, Entrance, & Accessibility
Number of Stories: 4Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Balcony/Deck, BalconyFoundation: Stone
Parking & Garage
Open Parking Spaces: 6No GarageHas Open ParkingParking Spaces: 6Parking: Paved Drive,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3544

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi Family
Building
Construction Materials: FrameDoes Not Include Home Warranty
Property Information
Not Included in Sale: Bird BathParcel Number: 36644

Price & Status

Price
List Price: $2,400,000
Status Change & Dates
Off Market Date: Tue Apr 29 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Brookline
School Information
Elementary School: PierceHigh School: Brookline

Building

Building Area
Building Area: 3544 Square Feet

Community

Community Features: Public Transportation, Shopping, ParkNot Senior Community

Lot Information

Lot Area: 6078 sqft

Rental Terms, Policies & Fees

Rent Includes: Unit 1(Water)

Miscellaneous

BasementMls Number: 73362882Above Grade Unfinished Area: 3544

Additional Information

Public TransportationShoppingPark
Last check for updates: about 3 hours ago
Listed by Liz Kincannon, (508) 566-5273
Coldwell Banker Realty - Weston, (781) 894-5555
Bought with: Elisabeth Preis, (617) 997-1694, Compass, (617) 752-6845
Source: MLS PIN, MLS#73362882

Price History for 35-37 Winthrop Rd

DatePriceEventSource
06/16/2025$2,452,000Sold
MLS PIN #73362882
04/23/2025$2,400,000Listed For SaleMLS PIN #73362882

Market trends in Brookline

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.4M
$16.67KMoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17MoM
Available listings
253
15MoM
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Comparable Sales for 35-37 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
589-591 Washington St, Brookline, MA
0.09
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102
1572 Beacon St, Brookline, MA
0.25
Multi-Family Home
$2,200,000
02/02/26
5
3
3,978
65 Atherton Rd, Brookline, MA
0.41
Multi-Family Home
$2,650,000
12/12/25
6
3.5
3,277
255 Tappan St, Brookline, MA
0.37
Multi-Family Home
$2,820,000
12/23/25
7
5
4,171
50-52 Linden Pl, Brookline, MA
0.71
Multi-Family Home
$2,730,000
08/29/25
7
3
4,134
18 Milton Rd, Brookline, MA
0.58
Multi-Family Home
$1,900,000
08/08/25
6
3.5
3,895
126 Westbourne Ter, Brookline, MA
0.60
Multi-Family Home
$2,200,000
06/10/26
6
2
4,369
9 Searle Ave, Brookline, MA
0.39
Multi-Family Home
$1,690,000
08/15/25
5
2
2,310
28 Verndale St, Brookline, MA
0.73
Multi-Family Home
$2,250,000
12/12/25
8
5
3,342
19-21 Elm St, Brookline, MA
0.45
Multi-Family Home
$1,800,000
10/31/25
5
2
2,252

Nearby homes

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Assigned Schools

These are the assigned schools for 35-37 Winthrop Rd.
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.

Neighborhood Overview

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

What Locals Say about Aspinwall Hill

  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
    Flag
  • Billy W.
    "There is a leash law, and dog owners must pick up their dog's poop in a bag."
    0
    Flag
  • Billy W.
    "It has a public park at the very top of the hill."
    0
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  • Billy W.
    "I can either drive or take public transportation."
    0
    Flag
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag
  • Jessicalmartin
    "Beautiful and quiet streets, shops, near to the T. Gorgeous in the snow! A really lovely place to live, I’ve been here about 3 years so far. "
    0
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  • Harumi T.
    "It is so nice to live here. "
    0
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LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

353 pet-friendly rentals in Brookline, MA

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Homes for sale near 35-37 Winthrop Rd

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Off Market Homes Near 35-37 Winthrop Rd

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Frequently asked questions about 35-37 Winthrop Rd

  • What is the price history for 35-37 Winthrop Rd?
    35-37 Winthrop Rd in Brookline, MA last sold for $2,452,000 in June 2025.
  • 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 $1.4M. That is down $16.67K from the prior month.
  • What are the closest schools to 35-37 Winthrop Rd?
    The closest schools to 35-37 Winthrop Rd in Brookline, MA are Brookline High School (rated 8/10), Pierce School (Elementary/Middle, rated 10/10).
  • Does 35-37 Winthrop Rd have laundry facilities?
    Yes, 35-37 Winthrop Rd in Brookline, MA has in-unit laundry.
  • Does 35-37 Winthrop Rd have parking?
    Yes, 35-37 Winthrop Rd in Brookline, MA has on-site parking.
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.