FeaturesYes
23 Circuit Rd, Brookline MA 02467
Brookline, MA 02467 • Chestnut Hill
$4,475,000
Est. $26,580/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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About this home
Set within Brookline's prestigious Chestnut Hill North Historic District, this exceptional Shingle-style residence was built from the ground up and completed in 2008, and captures the character of its historic surroundings while offering the livability and infrastructure of a newer home. Offering 4,015 finished square feet (plus additional unfinished area in the lower level), 6 bedrooms, and 5.5 baths, 23 Circuit Road features a thoughtful floor plan that lives well beyond its footprint. Gracious proportions, abundant natural light, and beautifully crafted interiors create an inviting atmosphere that is both refined and comfortable. The main level offers elegant entertaining rooms, two wood burning fireplaces, a guest bedroom or study with en-suite bath, and an expansive kitchen and family room with french doors that expand the living area outside. Upstairs, the second floor comprises 4 bedrooms, including a stunning primary bedroom with dual walk-in closets and en-suite bath with 15-ft vaulted ceilings, and a laundry room. The top floor offers flexibility with a second family/media room, 6th bedroom, office area, and full bath. An additional 1,600+ square feet of unfinished lower-level space offers extraordinary future potential. Outside, mature landscaping surrounds a spacious and private level yard with two bluestone terraces and an oversized detached two-car garage. Ideally situated along a picturesque, tree-lined street near acclaimed schools, including Brimmer and May, this is a rare opportunity to enjoy the architectural distinction of historic Chestnut Hill without the compromises of an older home. No open houses -- private showings by request.
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Recently Sold Nearby
Price & Status History
Property Timeline
Listed for Sale
Nov 14, 2026
$4,475,000
Original listing
Agent: Hanneman + Gonzales
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 11/14/2026 | 🏠 Listed for Sale | $4,475,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $45,018 | $4,396,300 |
Financial Details
Annual Property Tax
$45,018
Tax Year 2026
Assessed Value
$4,396,300
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
2008
Living Area
4,015 sq ft
Lot Size
0.28 acres
Bedrooms
6
Full Baths
5
Half Baths
1
Total Rooms
11
Interior
Heating
Central, Forced Air, Natural Gas
Cooling
Central Air
Flooring
None
Appliances
Gas Water Heater
Fireplace
None
Fireplaces
2
Basement
Full, Bulkhead, Sump Pump, Unfinished
Laundry
None
Features
None
Exterior
Construction
None
Architecture
Shingle
Roof
Shingle, Rubber
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Garage Spaces
2
Has Garage
Yes
Features
Detached
Total Spaces
8
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$45,018
Assessed Value
$4,396,300
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
None
Seller Disclosures
Miele Range Has Two Burners That Currently Do Not Work And Conveys As-is. Ice Maker Currently Does Not Work, But Is Being Serviced On Dec 15 -- Seller Will Not Guarantee Results, Conveys As-is.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Measured
Sq Ft Disclosures
Sq footage as measured by New England Floor Plans Oct 2026 -- does NOT include unfinished basement
Documents
None
County
Norfolk
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2008
Bedrooms
6
Full Bathrooms
5
Half Bathrooms
1
Living Area
4,015 sq ft
Total Rooms
11
Floor Layout
Interactive room guide
Floor Layout
Finished Area
4,015 sq ft above grade
1,609 sq ft below grade
Display Options
Room Markers
BABathroom (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Appliances:
Gas Water Heater
Interior Features:
Windows:
Basement:
Full, Bulkhead, Sump Pump, Unfinished
Laundry:
Security:
Construction & Materials
Style:
Shingle
Year Built:
2008
Structure Type:
Exterior Materials:
Roof:
Shingle, Rubber
Foundation:
Concrete Perimeter
Utilities & Systems
Heating:
Central, Forced Air, Natural Gas
Heating Zones:
2
Cooling:
Central Air
Cooling Zones:
2
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Other
Road Surface:
Parking & Garage
Garage Spaces:
2
Total Parking Spaces:
8
Parking Features:
Detached
Special Features
Fireplaces:
2
Fireplace Type:
Community Amenities:
Nearby Schools
School District
Brookline School District local
A+
School Safety
2024-25
0.4%
Low
0.3%
Suspensions
0.6%
In-School
0.1%
Emergency
5.1% below state avg
Elementary Schools
3 schools
Brimmer + May School
0.1 mi
Grades PK-12
Chestnut Hill School
0.3 mi
Grades PK-06
A
Roland Hayes School
0.6 mi
|
#40 of 352
|
Score: 58.5
Improved 27 spots from last year
+0.3 above state avg
423 students
Diverse
Rising School
Diverse Student Body
Grades PK-08
High Schools
3 schools
Yeshiva Ohr Yisrael High School for Boys
0.3 mi
Grades 09-12
Beaver Country Day School
0.7 mi
Grades 06-12
Bais Yaakov of Boston School
1.0 mi
Grades 09-12
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$3,752
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
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Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Chestnut Hill
23 Circuit Rd, Brookline MA 02467
Brookline, MA 02467
Listing Information
Listing Agent
Hanneman + Gonzales
Listing Office
Compass
Office Phone
617-206-3333
Agent MLS ID
TM361002
Office MLS ID
AN2383
Listing Data Updated
Nov 13, 2026 8:14 PM EST
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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