68 Dudley St, Brookline, MA 02445
Property image
Property image
FOR SALE
0.46 ACRES

68 Dudley St
Brookline, MA 02445

  • 5 Beds
  • 4.5 Baths
  • 5,234 sqft (on 0.46 acres)

$3,995,000

Original price: $4,650,000
Est. Mortgage $23,693/mo*
Get Pre-Qualified

$3,995,000

Original price: $4,650,000
Est. Mortgage $23,693/mo*
Get Pre-Qualified
5 Beds
4.5 Baths
5,234 sqft
(on 0.46 acres)

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck, Pool
Price/Sqft
$763
Listed
102 days ago
Climate Control
Forced Air, Heat Pump & Central Air

Local Information

  • Map ViewExplore the area around 68 Dudley St.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. The gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.
Last check for updates: about 8 hours ago
Listing courtesy of Friedler / Marchant Living Group, (617) 877-8177
Hammond Residential Real Estate, (617) 731-4644
Source: MLS PIN, MLS#73517349
Also Listed on MLS PIN.

Home Details for 68 Dudley St

Interior Features

Interior Details
Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,ConcreteNumber 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
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5234 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric OvenAppliances: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Wine RefrigeratorDishwasherDisposalDryerLaundry: In BasementMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Heat Pump,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 4Fireplace: Dining Room, Family Room, Living Room, Master BedroomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood, Flooring Hardwood
View
Has a ViewView: Scenic View(s), Water, Other Water View (See Remarks)
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, Screened, Deck, PatioExterior: Porch, Porch - Screened, Deck, Patio, Pool - Inground, Sprinkler System, GardenFoundation: StoneGardenHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 8No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 10Parking: Detached,Paved Drive,Shared Driveway,Off Street
Pool
Pool: In GroundPool
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 4641Finished Area (below surface): 593

Days on Market

Days on Market: 102

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Included: Treadmill, Elliptical, Weight Bench, Free Weights, Tv In Gym, Porch Furniture, Patio SetParcel Number: 41179

Price & Status

Price
List Price: $3,995,000Price Per Sqft: $763

Active Status

MLS Status: Active

Location

Direction & Address
City: Brookline
School Information
Elementary School: Heath/Lincoln (Buffer)High School: Bhs

Agent Information

Listing Agent
Listing ID: 73517349

Building

Building Area
Building Area: 5234 Square Feet

Community

Community Features: Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of WorshipNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.46 acres

Miscellaneous

BasementMls Number: 73517349Water ViewWater View: Other (See Remarks), WaterAbove Grade Unfinished Area: 4641

Additional Information

ParkWalk/Jog TrailsGolfMedical FacilityBike PathConservation AreaHighway AccessHouse of Worship

Around this home

What Locals Say about Brookline

At least 422 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
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  • 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
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  • 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
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  • 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
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  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
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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"
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  • 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
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  • 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"
    0
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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
    Flag
  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
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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
    Flag
  • 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

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

Home Value

Trulia Estimate
$3.88M
Since last month
Increased$122K (+3.2%)
Since last year
Decreased$1M (-23%)
Since last sale
Increased$1M (+53.6%)
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 +19% in the last 10 years
MonthEstimated value
2026
August 2026$3.89M
July 2026$3.76M
June 2026$5.43M
May 2026$4.72M
April 2026$5.19M
March 2026$5.19M
February 2026$5.05M
January 2026$4.83M
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
469 Walnut St, Brookline, MA
0.09
Single-Family Home
$3,625,000
12/04/25
7
4
6,307
213 Gardner Rd, Brookline, MA
0.57
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507
54 Clark Rd, Brookline, MA
0.46
Single-Family Home
$2,325,000
07/24/26
7
4
4,544
33 Leicester St, Brookline, MA
0.32
Single-Family Home
$6,000,000
11/07/25
5
4.5
6,556
115 Clark Rd, Brookline, MA
0.42
Single-Family Home
$3,400,000
03/06/26
4
4.5
4,182
80 Dudley St, Brookline, MA
0.02
Single-Family Home
$8,925,000
04/30/26
7
9
7,240
16 Kennard Rd, Brookline, MA
0.44
Single-Family Home
$2,000,000
08/14/26
8
5
5,076
282 Buckminster Rd, Brookline, MA
0.64
Single-Family Home
$4,100,000
04/27/26
6
4.5
5,058
371 Walnut St, Brookline, MA
0.32
Single-Family Home
$5,250,000
03/02/26
7
5.5
6,193
34 Hyslop Rd, Brookline, MA
0.55
Single-Family Home
$4,125,000
05/28/26
5
4.5
4,001

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
64 Dudley St, Brookline, MA 02445
0.02
$8,927,600
6
8.5
9,945
Off Market
80 Dudley St, Brookline, MA 02445
0.02
$8,925,000
7
9
7,240
Recently Sold
469 Walnut St, Brookline, MA 02445
0.09
$3,625,000
7
4
6,307
Recently Sold
460 Walnut St, Brookline, MA 02445
0.13
$5,544,600
6
6.5
5,355
Off Market
54 Fairmount St, Brookline, MA 02445
0.09
$5,317,800
9
6
6,738
Off Market
128 Dudley St, Brookline, MA 02445
0.09
$2,500,000
5
3.5
3,219
For Sale
128-140 Dudley St, Brookline, MA 02445
0.09
$5,800,000
-
-
-
For Sale
140 Dudley St, Brookline, MA 02445
0.10
$2,698,000
5
3.5
3,738
For Sale
553 Boylston St #S, Brookline, MA 02445
0.19
$1,637,300
3
2.5
1,962
Off Market
423 Walnut St, Brookline, MA 02445
0.20
$3,977,300
7
2.5
4,466
Off Market
25-37 Warren St, Brookline, MA 02445
0.20
-
6
7.5
9,758
Off Market

Price and Tax history

DateEventPrice
Jun 18, 2026
Source: MLS PIN #73517349
PriceChange
$3,995,000
Price decreased by 14%
May 13, 2026
Source: MLS PIN #73517349
Listed For Sale
$4,650,000
May 17, 2007
Source: N/A
Sold
$2,530,000
May 17, 1999
Source: N/A
Sold
$1,365,000
Jun 27, 1994
Source: N/A
Sold
$863,000

LGBTQ Local Legal Protections

Friedler / Marchant Living Group, Hammond Residential Real Estate, (617) 731-4644
Agent Phone: (617) 877-8177
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.

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Frequently asked questions about 68 Dudley St

  • What is the estimated monthly payment for 68 Dudley St?
    Based on a $3,995,000 list price with 20% down at today's rates, the estimated monthly payment for 68 Dudley St in Brookline, MA is approximately $24,398 (about $20,927 principal & interest, $3,396 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 68 Dudley St compare to homes in Brookline?
    68 Dudley St in Brookline, MA is listed at $3,995,000, about 228% above the $1.22M median sale price in Brookline.
  • What do residents say about Brookline?
    Residents describe Brookline, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See homes for sale in Brookline, MA.
  • What are the closest schools to 68 Dudley St?
    The closest schools to 68 Dudley St in Brookline, MA are Brookline High School (rated 8/10), Roland Hayes School (Pre-K/Elementary/Middle, rated 9/10), William H Lincoln School (Elementary/Middle, rated 9/10).
  • Does 68 Dudley St have air conditioning?
    Yes, 68 Dudley St in Brookline, MA has air conditioning.
  • Does 68 Dudley St have a pool?
    Yes, 68 Dudley St in Brookline, MA has a pool.
68 Dudley St, Brookline, MA 02445 is a 5 bedroom, 5 bathroom, 5,234 sqft single-family home built in 1930. This property is currently available for sale and was listed by MLS PIN on May 13, 2026. The MLS # for this home is MLS# 73517349.