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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.

Highlights

  • Residential
  • Single Family Residence
  • Built in 2008
  • 0.28 Acre Lot
  • 2 Car Garage
  • 1 day on Market

  • Bedrooms
    6
  • Bathrooms
    5 full · 1 half
  • Year Built
    2008
  • Architectural Style
    Shingle
  • Foundation
    Concrete Perimeter
  • Garage Spaces
    2.0
  • Parking Features
    Detached
  • Living Area
    4015.0
  • Appliances
    Gas Water Heater
  • Cooling
    Central Air, Zoned
  • Heating
    Forced Air, Natural Gas, Zoned, Central
  • Basement
    Full, Unfinished, Sump Pump

  • Acres
    0.28
  • Lot Features
    Other
  • Water
    Public

  • Area
    Chestnut Hill
  • County
    Norfolk
  • City
    Brookline
  • Zip Code
    02467

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Frequently Asked Questions

How do I schedule a tour of 23 Circuit Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 23 Circuit Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 23 Circuit Rd?

Click Ask a Question to talk with our team. You already know it is a 6 bed, 5 bath, listed for $4,475,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Brookline, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 23 Circuit Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 23 Circuit Rd at around $29,218. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 23 Circuit Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Norfolk County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 23 Circuit Rd?

In most cases, yes. Whether 23 Circuit Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Brookline's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 23 Circuit Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Brookline and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $4,475,000 with 4,015 sqft of space—that comes out to approximately $1,115 per square foot.

How long has this property been on the market?

23 Circuit Rd was listed on November 13, 2026, which means it's been on the market for 1 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 2008, making it approximately 18 years old.

What is the lot size of this property?

23 Circuit Rd sits on a 0.28-acre lot, which is 12,197 square feet.

What are the property taxes for 23 Circuit Rd?

The most recent public record shows annual property taxes for 23 Circuit Rd were approximately $45,018. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 23 Circuit Rd still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, MLS Property Information Network (MLS PIN). All rights reserved.

Last Updated: November 14, 2026 at 02:11PM | Source: MLS Property Information Network (MLS PIN) | MLS#: 73602158