This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.
For sale
Price cut: $242K (5/2)
$2,698,000
140 Dudley St, Brookline, MA 02445
5beds
3,738sqft
Single Family Residence
Built in 1925
0.33 Acres Lot
$2,615,700 Zestimate®
$722/sqft
$-- HOA
What's special
Classic brick colonialPrivate deckSecond patioAttached two-car garagePrivate home officeEnsuite bathStunning views
- 95 days |
- 1,333 |
- 69 |
Zillow last checked:
Listing updated:
Listed by:
Deborah M. Gordon 617-974-0404,
Coldwell Banker Realty - Brookline 617-731-2447
Source: MLS PIN,MLS#: 73492578
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bathroom
- Features: Yes
Heating
- Hot Water, Natural Gas
Cooling
- Window Unit(s)
Appliances
- Included: Gas Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Features
- Flooring: Wood, Tile, Carpet, Hardwood
- Basement: Partial
- Number of fireplaces: 3
Interior area
- Total structure area: 3,738
- Total interior livable area: 3,738 sqft
- Finished area above ground: 3,738
Property
Parking
- Total spaces: 4
- Parking features: Attached, Paved Drive
- Attached garage spaces: 2
- Uncovered spaces: 2
Features
- Patio & porch: Deck, Patio, Covered
- Exterior features: Deck, Patio, Covered Patio/Deck
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 0.33 Acres
Details
- Parcel number: B:334 L:0029 S:0000,41466
- Zoning: S15
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Foundation: Concrete Perimeter
- Roof: Slate
Condition
- Year built: 1925
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, House of Worship, Private School
- Subdivision: Estate Area
HOA
- Has HOA: No
Location
- Region: Brookline
Financial & listing details
- Price per square foot: $722/sqft
- Tax assessed value: $2,798,300
- Annual tax amount: $27,619
- Date on market: 3/26/2026
- Exclusions: Light Fixtures In The Entry Foyer And Dining Room.
Estimated market value
$2,615,700
$2.48M - $2.75M
$7,736/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/2/2026 | Price change | $2,698,000-8.2%$722/sqft |
Source: MLS PIN #73492578 Report a problem | ||
| 3/26/2026 | Listed for sale | $2,940,000-8.1%$787/sqft |
Source: MLS PIN #73492578 Report a problem | ||
| 11/23/2025 | Listing removed | $3,198,000$856/sqft |
Source: MLS PIN #73410677 Report a problem | ||
| 7/29/2025 | Listed for sale | $3,198,000+105%$856/sqft |
Source: MLS PIN #73410677 Report a problem | ||
| 6/18/2007 | Sold | $1,560,000$417/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $27,619 +5% | $2,798,300 +3.9% |
| 2024 | $26,301 +8.3% | $2,692,000 +10.5% |
| 2023 | $24,283 +2.7% | $2,435,600 +5% |
| 2022 | $23,636 +8.1% | $2,319,500 +4% |
| 2021 | $21,858 +9.2% | $2,230,400 +5.3% |
| 2020 | $20,009 +5.9% | $2,117,400 +5% |
| 2019 | $18,896 -3.8% | $2,016,600 -2.9% |
| 2018 | $19,638 +1.5% | $2,075,900 +6% |
| 2017 | $19,349 +1.5% | $1,958,400 +7% |
| 2016 | $19,071 +4.4% | $1,830,200 +7% |
| 2015 | $18,268 -0.7% | $1,710,500 +5.9% |
| 2014 | $18,404 +0.7% | $1,615,800 +3% |
| 2013 | $18,275 +2.2% | $1,568,700 |
| 2012 | $17,883 +3.4% | $1,568,700 +2.5% |
| 2011 | $17,295 +3% | $1,530,500 |
| 2010 | $16,790 +3.1% | $1,530,500 +0.5% |
| 2009 | $16,281 +5.8% | $1,523,000 +0.8% |
| 2008 | $15,383 +0.4% | $1,511,100 -4% |
| 2007 | $15,316 +1.8% | $1,574,100 0% |
| 2006 | $15,038 -2% | $1,574,700 +5% |
| 2005 | $15,345 +3% | $1,500,000 +7% |
| 2004 | $14,901 +4.3% | $1,401,800 +10% |
| 2003 | $14,286 +6.3% | $1,274,400 +22.3% |
| 2002 | $13,443 +8.4% | $1,042,100 +42.1% |
| 1999 | $12,405 | $733,600 |
Find assessor info on the county website
Monthly payment
Est. payment$--/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.
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Climate risks
Neighborhood: 02445
Nearby schools
GreatSchools rating
- 9/10William H Lincoln SchoolGrades: K-8Distance: 0.5 mi
- 8/10Brookline High SchoolGrades: 9-12Distance: 0.7 mi
- 8/10Roland Hayes SchoolGrades: PK-8Distance: 0.6 mi
Schools provided by the listing agent
- Elementary: Hayes/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.
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A local lender can help you make sure your offer is ready when you are.
- Massachusetts
- Norfolk County
- Brookline
- 02445
- 140 Dudley St






