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.
For sale
Price cut: $655K (6/18)
$3,995,000
68 Dudley St, Brookline, MA 02445
5beds
5,234sqft
Single Family Residence
Built in 1930
0.46 Acres Lot
$3,792,300 Zestimate®
$763/sqft
$-- HOA
What's special
Private deckTwo-car garageBluestone patioExercise roomPrivate first-floor studyCounter seatingSun-drenched rooms
- 45 days |
- 1,240 |
- 40 |
Zillow last checked:
Listing updated:
Listed by:
Friedler / Marchant Living Group 617-877-8177,
Hammond Residential Real Estate 617-731-4644
Source: MLS PIN,MLS#: 73517349
Loading...
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Features: Flooring - Wall to Wall Carpet
- Level: Second
Bedroom 2
- Features: Flooring - Wall to Wall Carpet
- Level: Second
Bedroom 3
- Features: Flooring - Wall to Wall Carpet
- Level: Second
Bedroom 4
- Features: Flooring - Wall to Wall Carpet
- Level: Third
Bedroom 5
- Features: Flooring - Wall to Wall Carpet
- Level: Third
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - Half
- Level: First
Bathroom 2
- Features: Bathroom - Full
- Level: Basement
Bathroom 3
- Level: Second
Dining room
- Features: Flooring - Hardwood, Window(s) - Picture
- Level: First
Family room
- Features: Ceiling Fan(s), Flooring - Hardwood
- Level: First
Kitchen
- Features: Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid
- Level: First
Living room
- Features: Flooring - Hardwood, French Doors
- Level: First
Heating
- Forced Air, Heat Pump, Natural Gas
Cooling
- Central Air
Appliances
- Included: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Wine Refrigerator
- Laundry: In Basement
Features
- Bathroom, Study, Foyer, Sauna/Steam/Hot Tub
- Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood
- Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,Concrete
- Number of fireplaces: 4
- Fireplace features: Dining Room, Family Room, Living Room, Master Bedroom
Interior area
- Total structure area: 5,234
- Total interior livable area: 5,234 sqft
- Finished area above ground: 4,641
- Finished area below ground: 593
Property
Parking
- Total spaces: 10
- Parking features: Detached, Paved Drive, Shared Driveway, Off Street
- Garage spaces: 2
- Uncovered spaces: 8
Features
- Patio & porch: Porch, Screened, Deck, Patio
- Exterior features: Porch, Porch - Screened, Deck, Patio, Pool - Inground, Sprinkler System, Garden
- Has private pool: Yes
- Pool features: In Ground
- Has view: Yes
- View description: Scenic View(s), Water, Other Water View (See Remarks)
- Has water view: Yes
- Water view: Other (See Remarks),Water
Lot
- Size: 0.46 Acres
- Features: Easements
Details
- Parcel number: 41179
- Zoning: Res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Stone
- Roof: Shingle
Condition
- Year built: 1930
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Electric Oven
Community & HOA
Community
- Features: Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Brookline
Financial & listing details
- Price per square foot: $763/sqft
- Tax assessed value: $4,507,500
- Annual tax amount: $42,942
- Date on market: 5/12/2026
- Exclusions: Included: Treadmill, Elliptical, Weight Bench, Free Weights, Tv In Gym, Porch Furniture, Patio Set
Estimated market value
$3,792,300
$3.60M - $3.98M
$8,670/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/18/2026 | Price change | $3,995,000-14.1%$763/sqft |
Source: MLS PIN #73517349 Report a problem | ||
| 5/13/2026 | Listed for sale | $4,650,000+83.8%$888/sqft |
Source: MLS PIN #73517349 Report a problem | ||
| 5/17/2007 | Sold | $2,530,000+85.3%$483/sqft |
Source: Public Record Report a problem | ||
| 5/17/1999 | Sold | $1,365,000+58.2%$261/sqft |
Source: Public Record Report a problem | ||
| 6/27/1994 | Sold | $863,000$165/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $43,057 +4.1% | $4,362,400 +3% |
| 2024 | $41,359 +5.6% | $4,233,300 +7.8% |
| 2023 | $39,157 +2.7% | $3,927,500 +5% |
| 2022 | $38,115 +8.1% | $3,740,400 +4% |
| 2021 | $35,246 +7.9% | $3,596,500 +4% |
| 2020 | $32,671 +5.9% | $3,457,200 +5% |
| 2019 | $30,852 -2.6% | $3,292,600 -1.6% |
| 2018 | $31,667 +1.5% | $3,347,500 +6% |
| 2017 | $31,200 +2.2% | $3,157,900 +7.8% |
| 2016 | $30,519 +4.4% | $2,928,900 +7% |
| 2015 | $29,234 -4.3% | $2,737,300 +2% |
| 2014 | $30,556 +0.7% | $2,682,700 +3% |
| 2013 | $30,344 +2.2% | $2,604,600 |
| 2012 | $29,692 +7.4% | $2,604,600 +6.5% |
| 2011 | $27,647 +3% | $2,446,600 |
| 2010 | $26,839 +2.9% | $2,446,600 +0.2% |
| 2009 | $26,092 +9.5% | $2,440,800 +4.3% |
| 2008 | $23,825 +0.4% | $2,340,400 -4% |
| 2007 | $23,721 +1.9% | $2,437,900 0% |
| 2006 | $23,286 +4.9% | $2,438,300 +12.4% |
| 2005 | $22,188 +3% | $2,168,900 +7% |
| 2004 | $21,547 +5% | $2,027,000 +10.8% |
| 2003 | $20,517 +11.7% | $1,830,200 +28.5% |
| 2002 | $18,376 +12.1% | $1,424,500 +47% |
| 1999 | $16,386 | $969,000 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 02445
Nearby schools
GreatSchools rating
- 9/10William H Lincoln SchoolGrades: K-8Distance: 0.4 mi
- 8/10Brookline High SchoolGrades: 9-12Distance: 0.6 mi
- 8/10Roland Hayes SchoolGrades: PK-8Distance: 0.7 mi
Schools provided by the listing agent
- Elementary: Heath/Lincoln (Buffer)
- High: Bhs
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Massachusetts
- Norfolk County
- Brookline
- 02445
- 68 Dudley St







