285 Clinton Rd, Brookline, MA 02445
Property image
Property image
OFF MARKET

285 Clinton Rd
Brookline, MA 02445

Fisher Hill
  • 6 Beds
  • 3.5 Baths
  • 4,903 sqft

$3,594,000

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $21,228/mo*
Refinance Your Home

$3,594,000

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $21,228/mo*
Refinance Your Home
6 Beds
3.5 Baths
4,903 sqft

Home Value

Trulia Estimate
$3.59M
Since last month
Decreased$98K (-2.7%)
Since last year
Increased$355K (+11%)
Since last sale
Increased$482K (+15.6%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$3.58M
July 2026$3.68M
June 2026$3.69M
May 2026$3.7M
April 2026$3.6M
March 2026$3.47M
February 2026$3.32M
January 2026$3.21M
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
189 Clinton Rd, Brookline, MA
0.22
Single-Family Home
$3,318,000
04/23/26
6
4
4,633
43 Druce St, Brookline, MA
0.15
Single-Family Home
$3,285,000
05/14/26
5
4.5
3,658
282 Buckminster Rd, Brookline, MA
0.19
Single-Family Home
$4,100,000
04/27/26
6
4.5
5,058
323 Clark Rd, Brookline, MA
0.26
Single-Family Home
$2,995,000
03/04/26
5
4.5
3,370
333 Clark Rd, Brookline, MA
0.23
Single-Family Home
$2,487,000
12/11/25
5
3.5
3,100
401 Clinton Rd, Brookline, MA
0.28
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463
34 Hyslop Rd, Brookline, MA
0.28
Single-Family Home
$4,125,000
05/28/26
5
4.5
4,001
8 Penniman Rd, Brookline, MA
0.24
Single-Family Home
$3,085,000
04/29/26
6
5.5
3,907
278 Clinton Rd, Brookline, MA
0.04
Single-Family Home
$6,700,000
06/24/26
5
6.5
6,658
22 Windsor Rd, Brookline, MA
0.32
Single-Family Home
$2,050,000
03/31/26
5
3.5
2,845

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
278 Clinton Rd, Brookline, MA 02445
0.04
$6,700,000
5
6.5
6,658
Recently Sold
292 Clinton Rd, Brookline, MA 02445
0.04
$3,700,000
6
4.5
4,350
For Sale
289 Clinton Rd, Brookline, MA 02445
0.02
$2,827,500
5
3.5
2,992
Off Market
247 Fisher Ave, Brookline, MA 02445
0.06
$3,010,200
5
3.5
5,235
Off Market
8 Strathmore Rd #G, Brookline, MA 02445
0.04
$735,000
2
2
1,375
Recently Sold
12 Druce St, Brookline, MA 02445
0.09
$3,381,100
7
4.5
4,749
Off Market
15 Strathmore Rd #1, Brookline, MA 02445
0.08
$1,236,000
2
2
1,275
Off Market
17 Strathmore Rd #2, Brookline, MA 02445
0.08
$1,005,000
3
2
1,329
Recently Sold
9 Clinton Path #1, Brookline, MA 02445
0.08
$1,131,000
2
1.5
2,010
Recently Sold
9 Clinton Path #2, Brookline, MA 02445
0.08
$977,700
3
1.5
1,505
Off Market
9 Willard Rd, Brookline, MA 02445
0.13
$2,950,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 285 Clinton Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1901
Living Area
4,903 sqft
Price/Sqft
$733
Parking
Garage

About this House

Welcome to 285 Clinton Road, a truly remarkable residence on Brookline's Fisher Hill. This stunning colonial revival home, built at the turn of the century and designed by renowned architects Winslow and Bigelow, exudes timeless elegance and architectural grandeur. Step inside to discover an awe-inspiring interior, highlighted by a breathtaking staircase, soaring ceilings, and exquisite moldings that showcase the meticulous craftsmanship of a bygone era. The first floor presents a stunning renovated kitchen with center island, a gracious living and dining room both adorned with a fireplace, and a captivating step-down family room also featuring a fireplace, there is also a half bath on this floor. With 6 bedrooms and 3.5 bathrooms, including a primary suite with an en-suite bath and a second floor family room/bedroom with access to a stunning terrace. There is a two car garage, central air and gas heat. Close to the D and C line of the T, Washington Square and the Runkle School.
285 Clinton Rd, Brookline, MA 02445 is a 6 bedroom, 4 bathroom, 4,903 sqft single-family home in Fisher Hill, built in 1901. It last sold for $3,100,000 on Aug 5, 2024 (6% below the $3,299,000 asking price). It is currently off market. The Trulia Estimate is $3,594,000, with a rent estimate of $7,271/month.
Last check for updates: about 6 hours ago
Listed by Bell | Whitman Group, (617) 755-2555
Compass, (617) 752-6845
Bought with: Non Member, Non Member Office, 111-1111 x11
Source: MLS PIN, MLS#73227133

Home Details for 285 Clinton Rd

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4903 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater, Range, Dishwasher, RefrigeratorDishwasherLaundry: First FloorRefrigerator
Heating & Cooling
Heating: Forced Air,Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 6Fireplace: Dining Room, Family Room, Living Room, Master Bedroom, BedroomHas a FireplaceNo Spa
Gas & Electric
Electric: Knob & Tube Wiring
Windows, Doors, Floors & Walls
Flooring: Wood, Carpet, Flooring - Wall to Wall Carpet, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Wood, Carpet, Flooring Wall To Wall Carpet, Flooring Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: ScreenedExterior: Porch - ScreenedFoundation: Stone
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Detached,Paved Drive,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1901
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial Revival
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Fireplace Screens And Accessories, Kitchen Light Fixture, Pot Belly Stove In The Kitchen.Parcel Number: 38621

Price & Status

Price
List Price: $3,299,000
Status Change & Dates
Off Market Date: Wed Jun 05 2024

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: Brookline
School Information
Elementary School: RunkleHigh School: Bhs

Building

Building Area
Building Area: 4903 Square Feet

Community

Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Medical Facility, Highway Access, House of Worship, Public School, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 9405 sqft

Miscellaneous

BasementMls Number: 73227133

Additional Information

Public TransportationShoppingPoolTennis Court(s)ParkMedical FacilityHighway AccessHouse of WorshipPublic SchoolUniversity

Price and Tax history

DateEventPrice
Aug 5, 2024
Source: MLS PIN #73227133
Sold
$3,100,000
May 14, 2024
Source: MLS PIN #73227133
PriceChange
$3,299,000
Price decreased by 2%
Apr 23, 2024
Source: MLS PIN #73227133
Listed For Sale
$3,350,000

Market trends in Brookline

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM

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.

Neighborhood Overview

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

What Locals Say about Fisher Hill

At least 3 Trulia users voted on each feature.

  • 100 % Say people would walk alone at night

  • 100 % Say parking is easy

  • 88 % Say streets are well-lit

  • 80 % Say there are sidewalks

  • 75 % Say there's wildlife

  • 71 % Say it's walkable to grocery stores

  • 71 % Say yards are well-kept

  • 60 % Say it's dog friendly

  • 60 % Say it's walkable to restaurants

  • 60 % Say kids play outside

  • 56 % Say car is needed

  • 52 % Say neighbors are friendly

  • 50 % Say there's holiday spirit

  • 50 % Say they plan to stay for at least 5 years

  • 44 % Say it's quiet

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "The neighborhood is great environment to raise a family. It’s peaceful, clean and quiet. We would love to be here to raise our kids here. "
    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 285 Clinton Rd

  • What is 285 Clinton Rd estimated to be worth?
    Trulia's estimated value for 285 Clinton Rd in Brookline, MA is $3,594,000.
  • What is the price history for 285 Clinton Rd?
    285 Clinton Rd in Brookline, MA last sold for $3,100,000 in August 2024.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.22M. That is down $182K from the prior month.
  • Does 285 Clinton Rd have air conditioning?
    Yes, 285 Clinton Rd in Brookline, MA has air conditioning.
  • Does 285 Clinton Rd have a pool?
    Yes, 285 Clinton Rd in Brookline, MA has a pool.

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