68 Dudley Street

Brookline, MA
$ 3,495,000 Beds 5 Baths 4.5 Sq 5,234
Monthly Estimate* How much can I afford?

Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and seasonal 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.

Active

  • Price
  • $ 3,495,000
  • City
  • Brookline
  • Bedrooms
  • 5
  • Full Bathrooms
  • 4
  • County
  • NORFOLK
  • Half Bathrooms
  • 1
  • Area
  • Reservoir
  • Lot Size
  • 0.46 Acres
  • Zip
  • 02445
  • Sqr Footage
  • 5,234
  • Year Built
  • 1930
  • Taxes
  • $ 42942
  • Style
  • Colonial
  • MLS#
  • 73517349
Listed By: Friedler / Marchant Living Group with Hammond Residential Real Estate.
Data Source: Massachusetts MLS Property Info Network (MLSPIN)

Features

General

Sewer Public Sewer
Heating Forced Air,Heat Pump,Natural Gas
Cooling Central Air
Utilities for Gas Range,for Electric Oven
Roof Shingle
Appliances Gas Water Heater,Oven,Dishwasher,Disposal,Microwave,Range,Refrigerator,Washer,Dryer,Wine Refrigerator
Zoning Res
Garage Spaces 2
Patio/Porch Features Porch,Screened,Deck,Patio
Architectural Style Colonial
Pool Features In Ground
Security Features Security System
Construction Materials Frame
Exclusions Included: Treadmill,Elliptical,Weight Bench,Free Weights,Tv In Gym,Porch Furniture,Patio Set
Year Built 1930
Electric Circuit Breakers
View Scenic View(s)
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 41179
Community Features Park,Walk/Jog Trails,Golf,Medical Facility,Bike Path,Conservation Area,Highway Access,House of Worship
County Norfolk
Property Type Residential
HOA No
Attached Garage No
Garage Y/N Yes
Waterview Yes
Total Rooms 11
Full Baths 4
Status Active
Directions Walnut to Dudley St. Use GPS to 64 Dudley. Sign for #68 at entrance to driveway. Follow to the end
High School Bhs
City Brookline
Disclosures Seller makes no representations about speaker system,fireplaces,basement electric heat. One window in Primary covered by built-in.. Range vent not operational. Retaining wall surrounding periphery of
Senior Community Y/N No
MLS Area Reservoir
Lot Size Units Acres
Lot Size Square Feet 19940
Carport Y/N No
Elementary School Heath/Lincoln (Buffer)
Property Attached Y/N No
Year Built Details Approximate
Tax Annual Amount 42942.95
Home Warranty Y/N No
Building Area Units Square Feet
Primary Bedroom Level Second
Standard Status Active
Year Built Source Public Records
Tax Assessed Value 4507500
Certified Treated Unknown

Interior Features

Interior Amenities Bathroom,Study,Foyer,Sauna/Steam/Hot Tub
Basement Full,Partially Finished,Walk-Out Access,Interior Entry,Concrete
Flooring Tile,Carpet,Hardwood,Flooring - Hardwood
Total Fireplaces 4
Fireplace Features Dining Room,Family Room,Living Room,Master Bedroom
Kitchen Level First
Air Conditioning Y/N Yes
Heating Y/N Yes
Fireplace Y/N Yes
Above Grade Finished Area 4641
Half Baths 1
Laundry Features In Basement
Total Bedrooms 5
Below Grade Finished Area 593
Living Room Level First
LivingAreaSource Public Record
Kitchen Features Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid
Total Baths 5
Primary Bathroom Features Yes
Living Room Features Flooring - Hardwood,French Doors
Bedroom 4 Features Flooring - Wall to Wall Carpet
Bedroom 3 Features Flooring - Wall to Wall Carpet
Bedroom 2 Features Flooring - Wall to Wall Carpet
Dining Room Features Flooring - Hardwood,Window(s) - Picture
Primary Bedroom Features Flooring - Wall to Wall Carpet
Family Room Level First
Family Room Features Ceiling Fan(s),Flooring - Hardwood
Dining Room Level First
Bedroom 5 Level Third
Bedroom 5 Features Flooring - Wall to Wall Carpet
Bedroom 4 Level Third
Bedroom 3 Level Second
Second Bedroom Level Second
Bathroom 1 Level First
Bathroom 2 Level Basement
Bathroom 3 Level Second

Exterior Features

Exterior Amenities Porch,Porch - Screened,Deck,Patio,Pool - Inground,Sprinkler System,Garden
Parking Features Detached,Paved Drive,Shared Driveway,Off Street
Lot Features Easements
Water Source Public
Total Parking 10
Lot Size Area 0.46
Foundation Details Stone
Spa No
Building Area Total 5234
Lot Size Acres 0.46
Waterfront Y/N No
Covered Spaces 2
Road Frontage Type Public

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the North Andover, MA office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
Agent Photo

Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Heath/Lincoln (Buffer) Elementary School
Middle School Unknown Middle School
High School BHS High School

Price History

5/13/2026 Listed $4,650,000
6/18/2026 15% - $3,995,000
9/9/2026 13% - $3,495,000

Property vs Zip Code Average in 02445

Price
AVG $6.73M
$3.5M
Taxes
AVG $56,087
$42,942
Year Built
AVG 1939
1930
Visits
AVG 120
400
Data Provided by Inside Real Estate®

68 Dudley Street Brookline, MA is a Single Family Home for sale at $3495000 with 5234 sqft and a lot size of 0.46 Acres Acre(s). 68 Dudley Street Brookline has 5 bedrooms, 4 baths and was built in 1930. The property's zip code is 02445 which is in Brookline, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.