280 Dudley St, Brookline, MA 02445
OFF MARKET

280 Dudley St
Brookline, MA 02445

  • 6 Beds
  • 5.5 Baths
  • 10,194 sqft (on 1.30 acres)

$9,193,400

Trulia Estimate
as of Jun 17, 2026
Est. Refi. Payment $53,557/mo*
Refinance Your Home

$9,193,400

Trulia Estimate
as of Jun 17, 2026
Est. Refi. Payment $53,557/mo*
Refinance Your Home
6 Beds
5.5 Baths
10,194 sqft
(on 1.30 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

A majestic home located in the highly coveted estate section of Brookline only 5 miles from downtown Boston. 280 Dudley Street is an exceptional colonial estate perfectly adapted to modern family living. The property offers over 10,000 square feet of living space located on 1.3-acres of impeccably landscaped grounds. Beautifully appointed interiors include an exquisite entry foyer, grand formal living and dining rooms overlooking the outdoor patio and grounds, stunning library and ideal family kitchen with breakfast area and homework room. The luxurious primary suite is complete with a lavish bath and an oversized dressing room with custom built-in cabinetry and a home office. Additional features include a 2-car garage, laundry room/mudroom, workshop, au pair/guest suite and a spectacular great room with oversized windows and skylights. This outstanding home is minutes from Larz Anderson Park, Park School, Brookline Reservoir, The Country Club and The Street at Chestnut Hill.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from January 17, 2024

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 280 Dudley St

Interior Features

Interior Details
Number of Rooms: 14Types of Rooms: Master Bathroom
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 7Number of Bathrooms (full): 4Number of Bathrooms (half): 3
Dimensions and Layout
Living Area: 10194 Square Feet
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: OtherHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 6Has a FireplaceNo Spa

Exterior Features

Exterior Home Features
Patio / Porch: PatioExterior: Patio, Professional Landscaping, OtherFoundation: Other
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 3Has a GarageParking Spaces: 5Parking: Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 41692

Price & Status

Price
List Price: $8,990,000
Status Change & Dates
Off Market Date: Wed Oct 04 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Brookline

Building

Building Area
Building Area: 10194 Square Feet

Community

Community Features: Shopping, Park, Walk/Jog Trails, Golf, Highway Access, Private School, Public School, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.3 Acres

Offer

Contingencies: Pending P&S

Miscellaneous

Mls Number: 73114749

Additional Information

ShoppingParkWalk/Jog TrailsGolfHighway AccessPrivate SchoolPublic SchoolUniversity
Last check for updates: about 10 hours ago
Listed by Tracy Campion, (617) 236-0711
Campion & Company Fine Homes Real Estate, (617) 236-0711
Bought with: The Whitney Group, (617) 699-5015, Hammond Residential Real Estate, (617) 731-4644
Source: MLS PIN, MLS#73114749

Price History for 280 Dudley St

DatePriceEventSource
01/17/2024$8,000,000Sold
MLS PIN #73114749
09/21/2023$8,990,000ContingentMLS PIN #73114749
07/27/2023$8,990,000PriceChange
MLS PIN #73114749
05/22/2023$9,490,000Listed For SaleMLS PIN #73114749
12/03/1991$1,000,000Sold
N/A

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$70,204
Assessment$7,112,900
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,833/mo
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Homes for rent near 280 Dudley St

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Comparable Sales for 280 Dudley St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
235 Warren St, Brookline, MA
0.30
Single-Family Home
$4,300,000
06/27/25
6
5
8,029
372 Warren St, Brookline, MA
0.19
Single-Family Home
$5,700,000
12/08/25
9
7
8,619
100 Cottage St, Brookline, MA
0.47
Single-Family Home
$5,790,000
12/19/25
6
7.5
9,380
61 Heath St, Jamaica Plain, MA
0.48
Single-Family Home
$8,000,000
09/11/25
5
6
7,000
382 Lee St, Brookline, MA
0.32
Single-Family Home
$5,500,000
01/16/26
5
5.5
6,841
125 Lee St, Brookline, MA
0.27
Single-Family Home
$4,650,000
08/18/25
7
7
7,147
21 Sargent Crossway, Brookline, MA
0.62
Single-Family Home
$7,030,000
04/03/26
5
6.5
5,772
80 Dudley St, Brookline, MA
0.43
Single-Family Home
$8,925,000
04/30/26
7
9
7,240
88 Cutler Ln, Brookline, MA
0.62
Single-Family Home
$5,860,000
02/18/26
6
6.5
7,450
55 Leicester St, Brookline, MA
0.63
Single-Family Home
$7,000,000
07/03/25
7
9.5
8,921

Nearby homes

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Assigned Schools

These are the assigned schools for 280 Dudley St.
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.

What Locals Say about Brookline

At least 421 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 90 % Say it's dog friendly

  • 87 % Say it's walkable to restaurants

  • 87 % Say it's walkable to grocery stores

  • 84 % Say people would walk alone at night

  • 81 % Say streets are well-lit

  • 67 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 59 % Say there's wildlife

  • 52 % Say parking is easy

  • 51 % Say they plan to stay for at least 5 years

  • 51 % Say it's quiet

  • 48 % Say neighbors are friendly

  • 40 % Say car is needed

  • 39 % Say yards are well-kept

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Rockygranahan
    "A quick and easy walk to the T. Total commute to downtown Boston from Coolidge Corner ranges between 15-25 minutes consistently."
    0
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  • Kai Hsin Chang
    "Very convenient to do grocery and most people live here use public transportation because there’s no street parking. People who want to do street parking should apply for parking permits."
    0
    Flag
  • Sydney Reitz
    "Events at the Coolidge corner theatre, Brookline day on Harvard street in Coolidge corner, open holiday meals at the United Parish church"
    0
    Flag
  • Sydney Reitz
    "The sidewalks and streets are well-maintained even in inclement weather. Traffic is only bad around the Longwood medical area and major streets around rush hour. Pub trans is easy and safe."
    0
    Flag
  • Austin Wozniak
    "Multiple dog friendly, off-leash parks in the community and many great places to walk a dog. The community is very dog friendly. "
    0
    Flag
  • Loming1986
    "Only limited (a hand-full) dog parks available, I wish there are more. Many neighbors have dogs and it’s a very dog friendly neighborhood."
    0
    Flag
  • Trulia User
    "Clean, safe and quiet. People are very friendly. Access ti public transportation. Love this place very much."
    0
    Flag
  • 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
  • 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
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  • Trulia User
    "Near everything. Train across the street, restaurants, coffee shops, etc JP is part of Boston. Vibrant community. Diverse. High incomes mixed with low. "
    1
    Flag
  • Trulia User
    "Yes, the area has many dog parks, both on and off leash. Most apartment buildings are dog friendly and neighbors have been very accepting. "
    0
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  • Aliana P.
    "It’s a quick commute to downtown, especially if you live on the D line. Very convenient. It’s also a very walkable area with all stores and necessities close by. "
    1
    Flag
  • Juana B.
    "It’s very safe and great school system!! I been leaving here for 11 years and I love it and my kids too"
    2
    Flag
  • Jiyoung W.
    "Lots of other friendly dog owners, plus lots of little parks and green space for pups to run around (especially Amory Park!). Lots of businesses in the area have dog treat jars too!"
    1
    Flag
  • Adriana P.
    "It seems let friendly. Lots of parks and spaces for dogs to run. I don’t have a dog but I have friends with dogs"
    0
    Flag
  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
    0
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  • Deiabarroso86
    "Very safe, with a lot of stores around.. Beacon Street is a beautiful street and we have the Reservoir nearby, which is a good place for a walk."
    1
    Flag
  • Josie E.
    "The kids walk to school on a tree-lined street and neighbors know each other. A little oasis in the city "
    4
    Flag
  • Caroline
    "Drive to Watertown or take shuttle provided by my place of employment. Easy access to city via C or D green line. "
    0
    Flag
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
    Flag
  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Scottcunha311
    "Halloween’s are very popular especially on clark rd. Great location to Cleveland circle and both bu and bc can take train anywhere or easily get a bus there’s no shortsge of things to do"
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  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Courtney C.
    "Safe and homey - education is good but property tax is rising. Commute is perfect - only ten minute drive away from my work site. "
    0
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  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
    0
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  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
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  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
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  • Oliver L.
    "I walk to work in the medical area. T stops make getting to the center easy. It is quite possible to live without a car."
    0
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  • Sophie
    "The community center holds a lot of interesting activities like Mahjong, movies, reading, yoga and concerts. Also we have a greeeat library here!"
    0
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  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
    0
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  • Heli C.
    "The schools are excellent, and neighbors tend to know each other. We are a ‘suburb’ of Boston but also officially a town with numerous distinct village neighborhoods, most of which are walkable to restaurants and amenities. Brookline has a fairly international mix of people, with families from all over the world coming here to study and work at the nearby Harvard teaching hospitals."
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  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
    0
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  • Pat B.
    "It's dog friendly...there's lots of parks around to take pets."
    0
    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
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag

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Homes for sale near 280 Dudley St

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Off Market Homes Near 280 Dudley St

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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.
280 Dudley St, Brookline, MA 02445 is a 6 bedroom, 7 bathroom, 10,194 sqft single-family home built in 1928. This property is not currently available for sale. 280 Dudley St was last sold on Jan 17, 2024 for $8,000,000 (11% lower than the asking price of $8,990,000). The current Trulia Estimate for 280 Dudley St is $9,193,400.