15 Winthrop Rd, Brookline, MA 02445
Property image
Property image
OFF MARKET

15 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 4 Beds
  • 4 Baths
  • 3,233 sqft

$3,261,300

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $19,544/mo*
Refinance Your Home

$3,261,300

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $19,544/mo*
Refinance Your Home
4 Beds
4 Baths
3,233 sqft

Local Information

  • Map ViewExplore the area around 15 Winthrop Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Apartment
Living Area
3,233 sqft
Price/Sqft
$1,009

About this House

FOR RENT - Magnificent Brick Tudor Single Family residence near Washington Square, shops, restaurants and "C" + "D" trains (Greenline) to downtown Boston. First floor: Sprawling living room with decorative fireplace, guest room/office, full bathroom, formal dining room and sunroom with skylight leading to private outdoor patio. Chef's kitchen with large center island, custom cabinetry, granite countertops and stainless steel appliances. Second floor: Three large bedrooms plus den, 1 full bath. Master bedroom with walk-in closet, en suite bath with glass enclosed shower, jacuzzi tub, double sink and heated towel rack. Basement: au-pair suite with full bath and private entrance. Central air conditioning and gas heat. Plenty of additional storage or extra family room in finished tiled basement. Two-car garage plus driveway. Tenant responsible for all utilities including water/sewer, gas, electric. Available August 15

Tenant responsible for landscaping, snow removal and all utilities including water/sewer, gas, electricity, etc
15 Winthrop Rd, Brookline, MA 02445 is a 4 bedroom, 4 bathroom, 3,233 sqft apartment in Aspinwall Hill. It last sold for $470,000 on Sep 30, 1994 (5,775% above the $8,000 asking price). More recently, it was listed as a rental in July 2025 with an asking price of $10,000 per month. That rental listing was removed on September 9, 2025. It is currently off market. The Trulia Estimate is $3,261,300, with a rent estimate of $6,737/month.

Home Details for 15 Winthrop Rd

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Detached Off Street, On Site

Price History for 15 Winthrop Rd

DatePriceEventSource
09/09/2025$8,000ListingRemovedZillow Rentals
07/19/2025$8,000PriceChange
Zillow Rentals
07/10/2025$10,000Listed For RentZillow Rentals
06/25/2025$10,000ListingRemovedZillow Rentals
06/04/2025$10,000Listed For RentZillow Rentals
04/25/2025$10,000ListingRemovedZillow Rentals
04/04/2025$10,000Listed For RentZillow Rentals
02/19/2022ListingRemovedZillow Rental Network_1
02/17/2022$7,500Listed For RentZillow Rental Network_1
09/08/2018$6,700ListingRemovedAgent Provided
08/16/2018$6,700Listed For RentAgent Provided
05/17/2017$6,500ListingRemovedAgent Provided
04/12/2017$6,500Listed For RentAgent Provided
09/30/1994$470,000Sold
N/A
06/28/1991$445,000Sold
N/A

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
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$27,808
Assessment$2,817,400
Home facts updated by county records

Comparable Sales for 15 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
441 Washington St #5, Brookline, MA
0.21
Apartment
$999,999
06/01/26
3
2
1,541
49 Harvard Ave #4, Brookline, MA
0.26
Apartment
$974,000
06/15/26
1
1
700
3 Woodstock Ave, Brighton, MA
0.75
Apartment
$760,000
08/26/25
6
2.5
1,800
21 Westbourne Ter #3, Brookline, MA
0.40
Apartment
$580,000
10/30/25
2
1
876
106 Westbourne Ter #2, Brookline, MA
0.61
Apartment
$3,150,000
10/22/25
3
2
2,044
24 Selkirk Rd #4, Boston, MA
1.02
Apartment
$1,648,000
05/21/26
3
3.5
2,760
20 Saint Paul St #2, Brookline, MA
0.48
Apartment
$400,000
10/14/25
2
1
703
28 Saint Paul St #1, Brookline, MA
0.48
Apartment
$663,000
08/12/25
2
1
715
13 Linden St #8, Brookline, MA
0.56
Apartment
$714,474
01/23/26
2
1
1,088
106 Westbourne Ter #1, Brookline, MA
0.61
Apartment
$1,650,000
10/22/25
2
2
1,470
Home facts updated by county records

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 15 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
    Flag
  • 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
    Flag
  • Harumi T.
    "It is so nice to live here. "
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

361 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

73 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

551 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

71 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

818 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

23 rentals with an outdoor space in Brookline, MA

Homes for sale near 15 Winthrop Rd

Skip to last item
Skip to first item

Off Market Homes Near 15 Winthrop Rd

Skip to last item
Skip to first item