249 Clinton Rd, Brookline, MA 02445
OFF MARKET

249 Clinton Rd
Brookline, MA 02445

Fisher Hill
  • 5 Beds
  • 4 Baths
  • 2,571 sqft

$2,766,400

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $16,197/mo*
Refinance Your Home

$2,766,400

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $16,197/mo*
Refinance Your Home
5 Beds
4 Baths
2,571 sqft

Local Information

  • Map ViewExplore the area around 249 Clinton Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Lovely 5+ bedroom Colonial with three full baths, two-half baths, beautifully updated granite/stainless eat-in kitchen complete with sliders leading to lovely deck. Located at the base of desirable Fisher Hill in one of Brookline's most desirable neighborhoods, just minutes from Washington Square's best restaurants and shops, exceptional schools, public transportation and the popular Waldstein Playground on Dean Road. This home will offer its new owners the best in city living while maintaining a neighborhood feel.
249 Clinton Rd, Brookline, MA 02445 is a 5 bedroom, 5 bathroom, 2,571 sqft single-family home in Fisher Hill, built in 1926. It last sold for $1,708,500 on May 25, 2016. It is currently off market. The Trulia Estimate is $2,766,400, with a rent estimate of $7,939/month.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 249 Clinton Rd

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stucco, Brick

Property Information

Year Built
Year Built: 1926Year Updated: 1966
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 7840 sqft

Price History for 249 Clinton Rd

DatePriceEventSource
05/25/2016$1,708,500Sold
N/A
04/15/2016$1,749,000PendingAgent Provided
03/31/2016$1,749,000PriceChange
Agent Provided
02/23/2016$1,795,000Listed For SaleAgent Provided

Market trends in Brookline

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
$333MoM
Sale-to-List Price
99.9%
0.9%MoM
Price per sq ft
$814
$5MoM
Available listings
238
11MoM
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Property Tax and Assessment

Year2025
Tax$21,346
Assessment$2,162,700
Home facts updated by county records

Comparable Sales for 249 Clinton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
22 Windsor Rd, Brookline, MA
0.28
Single-Family Home
$2,050,000
03/31/26
5
3.5
2,845
333 Clark Rd, Brookline, MA
0.15
Single-Family Home
$2,487,000
12/11/25
5
3.5
3,100
311 Clark Rd, Brookline, MA
0.20
Single-Family Home
$2,375,000
07/23/25
6
2.5
3,356
323 Clark Rd, Brookline, MA
0.18
Single-Family Home
$2,995,000
03/04/26
5
4.5
3,370
43 Druce St, Brookline, MA
0.12
Single-Family Home
$3,285,000
05/14/26
5
4.5
3,658
401 Clinton Rd, Brookline, MA
0.36
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463
58 Corey Rd, Brookline, MA
0.30
Single-Family Home
$1,875,000
07/11/25
6
3
2,907
189 Clinton Rd, Brookline, MA
0.14
Single-Family Home
$3,318,000
04/23/26
6
4
4,633
151 Salisbury Rd, Brookline, MA
0.23
Single-Family Home
$3,195,000
07/16/25
7
3.5
4,721
34 Hyslop Rd, Brookline, MA
0.25
Single-Family Home
$4,125,000
05/28/26
5
4.5
4,001

Nearby homes

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Assigned Schools

These are the assigned schools for 249 Clinton Rd.

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. "
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Homes for sale near 249 Clinton Rd

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Off Market Homes Near 249 Clinton Rd

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