Classic Colonial in the heart of Waban Village! This beautiful home has been tastefully updated with today’s modern family in mind. The open kitchen and dining room, designed by renowned architect Patrick Ahearn, were completed in 2020 and boast custom cabinets, granite countertops, and a farmhouse sink overlooking the fabulous backyard and sparkling Swimming Pool. The front-to-back living room is ideal for gathering with family and friends and a first-floor family room with exterior access is a fantastic home office, playroom, or Peloton room! The second level features Four Bedrooms and Two Baths, including the Primary Suite with Full Bath, sitting area and spacious Walk-in-Closet. Two additional bedrooms and full bathroom on the third floor are ideal for guests or au pair. A partially finished basement, gracious semi-circular driveway and two car attached garage make living a breeze. Fantastic Waban location, close to Angier Elementary, Brae Burn, Windsor Club and T.
Single-familyProperty Type
1925Year Built
0.36 acresLot Size
$778Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Emily Gloss• Compass
Bought with Alice Miles• Coldwell Banker Realty - Brookline
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Earn from this home
Sell
$898,382
Est. take-home
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Refinance
$0
Est. cash available
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Rent
$5,362/mo
Redfin rental estimate
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Market trends in 02468, MA
Last updated September 2026
Buyer's Market
Seller's Market
Seller's market
Sale-to-List Price
97.9%
0.3% MoM
Median sale price
$2.1M
$229K MoM
Avg. days on market
30d
4 days MoM
Recently sold homes
16
3 MoM
Provided by Redfin
Sale history for 557 Chestnut St
Date
Event
Price
MLS PIN #72898926
Nov 29, 2021
Sold
$1,860,000
$612/sq ft
Sep 28, 2021
Contingent
—
Sep 22, 2021
Listed
$1,749,000
$575/sq ft
Public Records
Aug 14, 1992
Sold
$460,000
$151/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$19,706 (+3.8%)
$1,179,900 + $853,700
$2,033,600
2025
$18,981 (+7.6%)
$1,123,700 + $813,100
$1,936,800
2024
$17,641 (+4.2%)
$1,091,000 + $716,500
$1,807,500
2023
$16,923 (+8.7%)
$843,900 + $818,500
$1,662,400
2022
$15,574 (+3.6%)
$781,400 + $699,000
$1,480,400
2021
$15,027 (+4.3%)
$737,200 + $659,400
$1,396,600
2020
$14,404 (+2.9%)
$737,200 + $642,500
$1,379,700
2019
$13,998 (+4.9%)
$715,700 + $623,800
$1,339,500
2018
$13,338 (+3.1%)
$647,400 + $585,300
$1,232,700
2017
$12,931 (+4.6%)
$610,800 + $552,100
$1,162,900
2016
$12,368 (+4.9%)
$570,800 + $516,000
$1,086,800
2015
$11,792 (+0.4%)
$533,500 + $482,200
$1,015,700
2014
$11,744 (+5.5%)
$489,700 + $479,300
$969,000
2013
$11,134 (+2.9%)
$489,700 + $479,300
$969,000
2012
$10,824 (+3.0%)
$489,700 + $479,300
$969,000
2011
$10,507 (+2.8%)
$490,800 + $473,100
$963,900
2010
$10,218 (+2.4%)
$498,800 + $482,800
$981,600
2009
$9,976
$509,000 + $492,600
$1,001,600
Tax history for 557 Chestnut St
Year
Property tax
Land + Additions
Assessment*
2026
$19,706 (+3.8%)
$1,179,900 + $853,700
$2,033,600
2025
$18,981 (+7.6%)
$1,123,700 + $813,100
$1,936,800
2024
$17,641 (+4.2%)
$1,091,000 + $716,500
$1,807,500
2023
$16,923 (+8.7%)
$843,900 + $818,500
$1,662,400
2022
$15,574 (+3.6%)
$781,400 + $699,000
$1,480,400
2021
$15,027 (+4.3%)
$737,200 + $659,400
$1,396,600
2020
$14,404 (+2.9%)
$737,200 + $642,500
$1,379,700
2019
$13,998 (+4.9%)
$715,700 + $623,800
$1,339,500
2018
$13,338 (+3.1%)
$647,400 + $585,300
$1,232,700
2017
$12,931 (+4.6%)
$610,800 + $552,100
$1,162,900
2016
$12,368 (+4.9%)
$570,800 + $516,000
$1,086,800
2015
$11,792 (+0.4%)
$533,500 + $482,200
$1,015,700
2014
$11,744 (+5.5%)
$489,700 + $479,300
$969,000
2013
$11,134 (+2.9%)
$489,700 + $479,300
$969,000
2012
$10,824 (+3.0%)
$489,700 + $479,300
$969,000
2011
$10,507 (+2.8%)
$490,800 + $473,100
$963,900
2010
$10,218 (+2.4%)
$498,800 + $482,800
$981,600
2009
$9,976
$509,000 + $492,600
$1,001,600
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Permits
Beds
3
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.29 Acres
Year renovated
—
Sq. Ft.
2,438
Year built
1925
Style
Single Family Residential
County
Middlesex County
APN
3750196S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 11, 2026.
Feb 8, 2023 • Final
Building permit - app (10/23)
Renovate a hallway bathroom.
Bathroom
Remodel
May 18, 2022 • Final
Electrical permit application
Relocate the electrical meter from the interior of the garage to the exterior and upgrade the electrical service. Repair existing wiring and install new wiring within the garage.
Electrical
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Under, Paved Drive, Off Street
Exterior Features: Deck, Pool - Inground, Rain Gutters, Professional Landscaping, Fenced Yard
Pool Information
Has Private Pool
Pool Features: In Ground
Property Information
PropertySubType: Single Family Residence
Lot Information
Lot Size (Acres): 0.36
Road Frontage Type: Public
Financial
Tax Information
Tax Annual Amount: $15,027
Tax Year: 2021
Utilities
Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service
Heating & Cooling
Has Heating
Has Cooling
Heating: Steam, Oil
Cooling: Central Air
Location
Location Information
Directions: Chestnut Street, between Beacon Street and Commonwealth Ave.
UnparsedAddress: 557 Chestnut St, Newton MA 02468
Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Public School, T-Station
Public facts
Beds: 3
Baths: 3.5
Sq. Ft.: 2,438
Stories: 2.0
Lot Size: 0.29 acres
Style: Single Family Residential
Year Built: 1925
Year Renovated: —
County: Middlesex County
APN: 3750196S
Home facts updated by county records on Sep 10, 2026
Other
Miscellaneous Information
Heat Zones: 1
Listing Information
StandardStatus: Closed
Around this home
Schools
Angier Elementary School
Public K-5 • Assigned • 0.5mi
9/10
Charles E Brown Middle School
Public 6-8 • Assigned • 2.3mi
10/10
Newton South High School
Public 9-12 • Assigned • 2.3mi
10/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Local insights from Redfin agents
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