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Architectural character and modern convenience converge in this thoughtfully updated five bedroom, three full and two half bath Colonial with a two-car garage in Brookline’s beloved Fisher Hill neighborhood. Built in 1926, the house showcases beautifully restored woodwork with Arts and Crafts influences, yet it is wonderfully outfitted for twenty-first century living. The inviting main level living space features elegant built-ins and a clever concealed projector screen for effortless entertaining. The handsome formal dining room, which flows easily into both the kitchen and the first-floor family room, is equipped with an elegant modern chandelier and wainscoting. Outfitted with a Wolf range, a built-in office/homework station and a central island for easy gathering, the contemporary kitchen connects to an expansive deck. A charming sun room or family room and a compact half bath round out this level. The second floor offers three lovely bedrooms, an office, and two beautiful full baths both renovated to the studs in 2018. The primary bedroom is ensuite and features double closets. Wonderful details abound throughout this level, including a built-in bench and a vintage decorative fireplace with Delft tile in a second bedroom. On the third floor, there are two more welcoming bedrooms and a third full bath. The walkout level currently includes a finished gym or office with luxury vinyl plank flooring and recessed lighting, plus great storage, an older half bath, and a generous laundry room. The house is equipped with numerous infrastructure upgrades, including 200 amp electrical service and two zones of high-velocity HVAC. 23 new Marvin windows were installed in 2017. Just outside, the property offers a generous fenced yard and access to the two-car garage.This property is ideally situated in one of Brookline’s most convenient locations, with access to premier shopping and dining a stone’s throw away in Washington Square and Cleveland Circle. Both the C and D lines of the Green Line are close at hand. This location also provides excellent access to amenities in Coolidge Corner, Brookline Village, and downtown. Runkle School is a block away, and it is also convenient to various private schools and Brookline High School. Enjoy an easy commute to Longwood Medical area and downtown Boston.

  • Bedrooms
    5
  • Bathrooms
    3 full · 2 half
  • Year Built
    1926
  • Architectural Style
    Colonial
  • Construction Materials
    Frame
  • Foundation
    Block
  • Garage Spaces
    2.0
  • Parking Features
    Paved, Garage Door Opener, Detached, Off Street
  • Living Area
    2986.0
  • Interior Features
    Recessed Lighting
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range, Disposal, Freezer, Range Hood, Gas Water Heater
  • Patio And Porch
    Deck
  • Security Features
    Security System
  • Cooling
    Central Air, Other, Zoned
  • Heating
    Natural Gas, Hot Water
  • Basement
    Full, Walk-Out Access, Partially Finished

  • Acres
    0.18
  • Water
    Public

  • County
    Norfolk
  • City
    Brookline
  • Zip Code
    02445
  • High School
    Bhs
  • Middle School
    Runkle
  • Elementary School
    Runkle

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Frequently Asked Questions

How do I schedule a tour of 249 Clinton 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 249 Clinton 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 249 Clinton Rd?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 3 bath, listed for $2,650,000. 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 249 Clinton Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 249 Clinton Rd at around $16,156. 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 249 Clinton 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 249 Clinton Rd?

In most cases, yes. Whether 249 Clinton 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 249 Clinton 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 $2,650,000 with 2,986 sqft of space—that comes out to approximately $887 per square foot.

How long has this property been on the market?

249 Clinton Rd was listed on September 15, 2026, which means it's been on the market for 54 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 1926, making it approximately 100 years old.

What is the lot size of this property?

249 Clinton Rd sits on a 0.18-acre lot, which is 7,841 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Runkle
  • Middle: Runkle
  • High: Bhs

Want to see how these schools compare? Check out our Norfolk County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 249 Clinton Rd?

The most recent public record shows annual property taxes for 249 Clinton Rd were approximately $21,453. 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 249 Clinton Rd still available for sale?

This home is pending sale, which means the seller has accepted an offer. You can favorite it to track status or ask our expert to help you find similar homes in this area. We'll also let you know if this property comes back on the market.

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 08, 2026 at 04:26AM | Source: MLS Property Information Network (MLS PIN) | MLS#: 73577527