Interior Features
- Bathroom
- Study
- Foyer
- Sauna/Steam/Hot Tub
- FlooringTile, Carpet, Hardwood, Flooring - Hardwood
‹ Back to Brookline
Questions about this home? Call or text ![]()
Keith Wade at 603-818-7976.
Keith Wade at 603-818-7976.Show all 29 photos
For Sale · 159 days↗ Share♡ Favorite
$3,495,000↓ $500K price cut 09-09-2026
68 Dudley St, Brookline, MA 02445 Brookline
SFR
Home Highlights
Private Pool & Spa
Screened Porch
2‑Car Garage
Finished BasementWalk-out access
Den / Study
Home Gym
Fireplace4 fireplaces
7% Under Estimated ValueCotality estimate: $3,775,000
About This Home
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.
Read moreKey Details
MLS #73517349
Monthly HOA$0
Price / Sq Ft$668
Property TypeSingle Family
Subdivision
Tax (2026)$46,153
Assessed Value$4,507,100
How This Home Compares
vs. the 288 homes for sale in BrooklinePrice$3,495,000
Median $1,649,500
$350,000
$36,000,000
112% above the median Brookline home ($1,649,500).
Price per Sq Ft$668
Median $800
$424
$1,887
17% below the median Brookline home ($800).
Home Size5,234 sq ft
Median 1,815 sq ft
405 sq ft
45,935 sq ft
188% larger than the median Brookline home (1,815 sq ft).
Lot Size0.46 acres
Median 0.30 acres
0.02 acres
22.96 acres
53% larger than the median Brookline home (0.30 acres).
Days on Market159 days
Median 55 days
0 days
375 days
On the market longer than most homes here (55 days median).
68 Dudley St at a Glance
MLS# 73517349
Offered at $3,495,000, this 5 bed, 4.5 bath home has 5,234 square feet of living space and was built in 1930. It sits in Brookline, zoned for Roland Hayes School and Brookline High School.
Want to see it in person? Schedule a showing or call Keith Wade at 603-818-7976.
Property Details
Kitchen and Appliances
- Gas Water Heater
- Oven
- Dishwasher
- Disposal
- Microwave
- Range
- Refrigerator
- Washer
- Dryer
- Wine Refrigerator
- Laundry FeaturesIn Basement
- Dining Room FeaturesFlooring - Hardwood, Window(s) - Picture
- Dining Room LevelFirst
- Kitchen FeaturesFlooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid
- Kitchen LevelFirst
Pool and Spa
- Pool FeaturesIn Ground
- Private Pool
Exterior and Lot
- Porch
- Porch - Screened
- Deck
- Patio
- Pool - Inground
- Sprinkler System
- Garden
- Patio and Porch FeaturesPorch, Screened, Deck, Patio
- Road Frontage TypePublic
- Patio
- Porch
- Deck
Garage and Parking
- Covered Spaces2
- Garage Spaces2
- Open Parking
- Parking FeaturesDetached, Paved Drive, Shared Driveway, Off Street
- Parking Total10
Building and Construction
- Total Square Feet Living5,234
- Year Built1930
- Above Grade Finished Area4,641
- BelowGradeFinishedArea593
- Building Area Total5,234
- Building Area UnitsSquare Feet
- Construction MaterialsFrame
- Foundation DetailsStone
- Property Age96
- RoofShingle
- Year Built DetailsApproximate
- Year Built SourcePublic Records
- Architectural StyleColonial
Bedrooms and Bathrooms
- Bedrooms5
- Primary Bedroom LevelSecond
- Bedroom 2 LevelSecond
- Bedroom 3 LevelSecond
- Bedroom 4 LevelThird
- Bedroom 5 LevelThird
- Primary Bedroom FeaturesFlooring - Wall to Wall Carpet
- Bedroom 2 FeaturesFlooring - Wall to Wall Carpet
- Bedroom 3 FeaturesFlooring - Wall to Wall Carpet
- Bedroom 4 FeaturesFlooring - Wall to Wall Carpet
- Bedroom 5 FeaturesFlooring - Wall to Wall Carpet
- Total Bathrooms4.5
- Full Bathrooms4
- 1/2 Bathrooms1
- Bathroom 1 LevelFirst
- Bathroom 2 LevelBasement
- Bathroom 3 LevelSecond
- Primary Bathroom Features
- Bathroom 1 FeaturesBathroom - Half
- Bathroom 2 FeaturesBathroom - Full
Other Rooms
- Total Rooms11
- Basement FeaturesFull, Partially Finished, Walk-Out Access, Interior Entry, Concrete
- Family Room LevelFirst
- Living Room LevelFirst
- Family Room FeaturesCeiling Fan(s), Flooring - Hardwood
- Living Room FeaturesFlooring - Hardwood, French Doors
Heating and Cooling
- Cooling FeaturesCentral Air
- Fireplace FeaturesDining Room, Family Room, Living Room, Master Bedroom
- Heating FeaturesForced Air, Heat Pump, Natural Gas
- Heating
- Number of Fireplaces4
Land Info
- Lot DescriptionEasements
- Lot Size Acres0.457759
- Lot Size Square Feet19,940
Home Features
- ViewScenic View(s)
- Security FeaturesSecurity System
Homeowners Association
- AssociationNo
- Calculated Total Monthly Association Fees0
School Information
- Elementary SchoolHeath/Lincoln (Buffer)
- High SchoolBhs
Amenities and Community Features
- Community FeaturesPark, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship
Other Property Info
- Annual Tax Amount42,943
- City RegionReservoir
- Source Listing StatusActive
- CountyNorfolk County
- DirectionsWalnut to Dudley St. Use Gps to 64 Dudley. Sign for #68 at Entrance to Driveway. Follow to the End
- Tax Year2026
- Source Property TypeResidential
- ExclusionsIncluded: Treadmill, Elliptical, Weight Bench, Free Weights, TV in Gym, Porch Furniture, Patio Set
- Home WarrantyNo
- AreaReservoir
- Source NeighborhoodReservoir
- Parcel Number41179
- ZoningRes
- Property SubtypeSingle Family Residence
Utilities
- ElectricCircuit Breakers
- SewerPublic Sewer
- For Gas Range
- For Electric Oven
- Water SourcePublic
Schools Zoned for This Home
Brookline School District
elementary & middle · K-8Photo: webRoland Hayes School
8/10
high · 9-12Photo: webBrookline High School
8/10
Mortgage Calculator
For 68 Dudley St, Brookline, MA 02445Estimated Monthly Payment
/ month
Loan Amount
Down Payment
Down PaymentLoan Amount
$
%
%
Today's national average$
$
Rate from today's national average (7.28%). Includes estimated property taxes and HOA; homeowners insurance not included. An estimate, not a loan offer.
Price History
Listed For
$3,495,000on 09-09-2026
Last Sold $2,530,000 on 05-17-2007
First Recorded Sale $863,000 in 1994
SoldListed
| Date | Event | Price | Change |
|---|---|---|---|
| 09-09-2026MLSPrice Changed | Price Changed | $3,495,000 | −$500,000−12.5% |
| 06-18-2026MLSPrice Changed | Price Changed | $3,995,000 | −$655,000−14.1% |
| MLSListed | Listed | $4,650,000 | +$2,120,000+83.8% |
| 11-02-2007MLSListing Removed | Listing Removed | — | — |
| 05-17-2007MLSSold | Sold | $2,530,000 | −$220,000−8.0% |
| MLSListed | Listed | $2,750,000 | +$0+0.0% |
| MLSListed | Listed | $2,750,000 | +$750,000+37.5% |
| 08-10-2000Public RecordSold | Sold | $2,000,000 | +$635,000+46.5% |
| 05-17-1999Public RecordSold | Sold | $1,365,000 | +$502,000+58.2% |
| 06-27-1994Public RecordSold | Sold | $863,000 | — |
2026 Property Tax
$46,153per year
Assessed Value $4,507,100
Tax records back to 2003
| Year | Property Tax | Assessed Value |
|---|---|---|
| 2026 | $46,153 | $4,507,100 |
| 2024 | $41,359 | $4,233,300 |
| 2023 | $39,157 | $3,927,500 |
| 2022 | $38,115 | $3,740,400 |
| 2021 | $35,246 | $3,596,500 |
| 2020 | $32,671 | $3,457,200 |
| 2019 | $30,852 | $3,292,600 |
| 2018 | $31,667 | $3,347,500 |
| 2017 | $31,200 | $3,157,900 |
| 2016 | $30,519 | $2,928,900 |
| 2015 | $29,234 | $2,737,300 |
| 2014 | $30,556 | $2,682,700 |
| 2006 | $23,286 | $2,438,300 |
| 2005 | $22,188 | $2,168,900 |
| 2004 | $21,547 | $2,027,000 |
| 2003 | $20,517 | $1,830,200 |
Sale prices from public records; list prices from the MLS. Taxes shown are for the prior owner and can change after a sale.
68 Dudley St FAQ
At $3,495,000, the asking price of 68 Dudley St is about 2.1 times the median asking price of $1,649,500 for homes for sale in Brookline.
- Its price per square foot is $668, 16.6% below the median of $800 for homes for sale in Brookline.
- That is the 50th lowest price per square foot of the 284 homes for sale in Brookline that list their size.
More Homes in Brookline
↻Back on Market◆Luxury
$36,000,000
MULTI-FAMILY
1 of 10
77 Marion St
Brookline, MA 02446
45,935Sq Ft
131DOMi
Listed by John Mclaughlin of Cbre, Inc★Just Listed 5 days ago≈Pool
$34,000,000
SFR
1 of 40
55 Singletree Rd
Brookline, MA 02467
7Beds
13Baths
19,138Sq Ft
5DOMi
Listed by The Sarkis Team at Douglas Elliman Real Estate of Douglas Elliman Real Estate - The Sarkis Team↻Back on Market$Below Area $/Sq Ft
$28,000,000
MULTI-FAMILY
1 of 7
1401 Beacon St
Brookline, MA 02446
41,863Sq Ft
131DOMi
Listed by John Mclaughlin of Cbre, Inc≈Pool▶Video Tour
$23,000,000
SFR
1 of 35
381 Warren St
Brookline, MA 02445
6Beds
10.5Baths
16,856Sq Ft
35DOMi
Listed by Jeff Groper of Coldwell Banker Realty - Newton★Just Listed today$Below Area $/Sq Ft
$21,750,000
MULTI-FAMILY
1 of 15
1539 Beacon St
Brookline, MA 02446
99Beds
85.5Baths
37,670Sq Ft
0DOMi
Listed by Kevin Benzinger of Boston Realty Advisors↓Price Cut $2.02M · 05-11-2026■2.1 Acres
$16,980,000
SFR
1 of 38
1014 Boylston St
Brookline, MA 02467
7Beds
9.5Baths
13,343Sq Ft
364DOMi
Listed by TRACY CAMPION of Campion & Company Fine Homes Real EstateListed by A Friedler / Marchant Living Group of Hammond Residential Real Estate
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.
©2026 MLS Property Information Network (MLS PIN). All rights reserved.
Listing Information Last Updated 10-19-2026