68 Dudley St
Brookline, MA 02445
- 5 Beds
- 4.5 Baths
- 5,234 sqft (on 0.46 acres)
5 Beds
4.5 Baths
5,234 sqft
(on 0.46 acres)
Local Information
© Google
-- mins to
Description
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. A 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.
Home Highlights
Parking
Garage
Outdoor
Porch, Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$888
Listed
10 days ago
Home Details for 68 Dudley St
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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 |
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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 |
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Days on Market: 10 |
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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 |
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Price List Price: $4,650,000Price Per Sqft: $888 |
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MLS Status: Active |
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Direction & Address City: Brookline |
School Information Elementary School: Heath/Lincoln (Buffer)High School: Bhs |
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Listing Agent Listing ID: 73517349 |
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Building Area Building Area: 5234 Square Feet |
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Community Features: Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of WorshipNot Senior Community |
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No HOA |
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Lot Area: 0.46 acres |
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BasementMls Number: 73517349Water ViewWater View: Other (See Remarks), WaterAbove Grade Unfinished Area: 4641 |
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ParkWalk/Jog TrailsGolfMedical FacilityBike PathConservation AreaHighway AccessHouse of Worship |
Last check for updates: about 14 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.
Price History for 68 Dudley St
| Date | Price | Event | Source |
|---|---|---|---|
| 05/13/2026 | $4,650,000 | Listed For Sale | MLS PIN #73517349 |
| 05/17/2007 | $2,530,000 | Sold | N/A |
| 05/17/1999 | $1,365,000 | Sold | N/A |
| 06/27/1994 | $863,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $43,057 |
| Assessment | $4,362,400 |
Home facts updated by county records
Comparable Sales for 68 Dudley St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | $3,625,000 | 12/04/25 | 7 | 4 | 6,307 | |
0.57 | Single-Family Home | $3,330,000 | 11/25/25 | 5 | 4.5 | 5,507 | |
0.32 | Single-Family Home | $6,000,000 | 11/07/25 | 5 | 4.5 | 6,556 | |
0.18 | Single-Family Home | $4,650,000 | 08/18/25 | 7 | 7 | 7,147 | |
0.42 | Single-Family Home | $3,400,000 | 03/06/26 | 4 | 4.5 | 4,182 | |
0.02 | Single-Family Home | $8,925,000 | 04/30/26 | 7 | 9 | 7,240 | |
0.64 | Single-Family Home | $4,100,000 | 04/27/26 | 6 | 4.5 | 5,058 | |
0.32 | Single-Family Home | $5,250,000 | 03/02/26 | 7 | 5.5 | 6,193 | |
0.29 | Single-Family Home | $4,300,000 | 06/27/25 | 6 | 5 | 8,029 | |
0.69 | Single-Family Home | $3,285,000 | 05/14/26 | 5 | 4.5 | 3,658 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 68 Dudley St.
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
39 % 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.
LGBTQ Local Legal Protections
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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
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.

