Brookline MA Historic Homes

To be considered "historic," a property must have three essential attributes: sufficient age, a relatively high degree of physical integrity, and historical significance.

Age: A property must be "old enough" to be considered historic. Generally speaking, this means that a property must be at least 50 years old, although this is just a general rule of thumb. 

Integrity: In addition to having sufficient age, a property must retain its historic physical integrity. For a building, structure, landscape feature, historic site, or historic district, this means that the property must be relatively unchanged. Its essential character-defining features relative to its significance must still be present. For a traditional cultural property, integrity means that the site must be recognizable to today's affiliated cultural group, evidenced through tradition, and still used or revered in some way.

Significance: Finally, and most importantly, a property must be significant to be considered historic. 

  • direct association with individuals, events, activities, or developments that shaped our history or that reflect important aspects of our history
  • embodying the distinctive physical and spatial characteristics of an architectural style or type of building, structure, landscape, or planned environment, or a method of construction, or by embodying high artistic values or fine craftsmanship
  • having the potential to yield information important to our understanding of the past through archaeological, architectural, or other physical investigation and analysis.

For more information about the neighborhood, visit our Brookline Resource page or contact our team for information on any of the historic Brookline homes below. You can also create a free account to save all of your favorite properties and to receive email alerts when new listings come onto the market.

24 Winslow Road Brookline MA 02446

Brookline, MA24 Winslow Road, Unit 24

Price$2,150,000

Est. Mortgage: $/month

Open House

MLS Number 72709997

  • Condo or Co-op
  • Next Open House: Sun 08/16 12:00 pm. to 1:30 pm.
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 2,600

SUPER STYLISH gut-renovated Victorian home in Coolidge Corner w 3 car prkg & bonus lower level suite is the bomb! Open floor plan integrates LR,DR, kitchen, study nook & mudroom in an easy flow. Historic spiral FP & striking contemporary stone wall make the space so cool! Kitchen has classic white shaker cabinetry, Thermador Pro-Series package, quartz counters, pendent lighting, 6 burner range, island seating & patio access - let's BBQ!! Upstairs is a master w/skylights, WIC, & to-die-for marble bath w/ double vanity, oversized shower, & luxurious soaking tub; 3 add'l BRs (one w/en-suite), large family bath & laundry rm too! Lower level suite w/ full BA perfect for au pair or multi-generational living - or office, exercise, media, playroom space. You decide! Helmer Smart Home technology & sound system, Bosch dual fuel HVAC, Anderson 400 windows,designer fixtures & masterful millwork throughout. Walk to CC, shopping, gyms, T and easy access to BU, MIT, Harvard, MA Pike too

Listed by The Gillach Group, Joseph Drake and Mary Gillach of William Raveis R. E. & Home Services

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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39 Linden Place Brookline MA 02445
Open House

MLS Number 72710235

  • Single Family
  • Next Open House: Sat 08/15 1:00 pm. to 3:00 pm.
  • Garage 2
  • Parking Spaces 2
  • Total Parking Spaces 4

Located in the desirable Brookline Village neighborhood, this well loved home is ready for its next owner. The current layout - nine rooms spread across three levels with three full bathrooms on each floor. The main level (1008SF) consist of a living room, dining room, kitchen and full bathroom. The middle floor (981SF) is made up of two generously sized bedrooms (one with a skylight), a full bathroom and a smaller room that could function as an office. The upper floor (613SF) has the potential to be a master suite, a family room or guest quarters- the possibilities are endless.The third floor has two large rooms and another full bathroom. The walkout basement is partially finished and houses the laundry room. With regards to the exterior, there is a detached two car garage with a driveway and rear outdoor yard space. Gas connections. Property is being sold as-is. and buyer is to preform their own due diligence.

Listed by Ashley Lezama of Compass

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$
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$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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108 Saint Paul Street Brookline MA 02446
Open House

MLS Number 72709421

  • Condo or Co-op
  • Next Open House: Sun 08/16 10:00 am. to 12:00 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,130

Top floor Coolidge Corner condo with parking! This gorgeous 2 bedroom has been updated throughout the years and is in impeccable condition. Gorgeous eat-in kitchen with maple cabinets, stone counters & direct access to balcony, large living room with built-ins, crown moldings & recessed lighting, and generously sized bedrooms with custom closet systems. In-unit washer/dryer, newer windows, and tiled bath with glass shower and jacuzzi tub. Also, welcoming, big foyer is a great extra that most condos lack! High owner occupancy rate and extremely well-run association with rubber roof replaced and brick siding repointed in last 10 years old, private basement storage and nothing to do but move in! You'll love this spectacular location close to the train, Trader Joes and much more!

Listed by The Wilson Group and Ryan Wilson of Keller Williams Realty

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$
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$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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20 Conant Road Brookline MA 02467
Open House

MLS Number 72709594

  • Single Family
  • Next Open House: Sat 08/15 11:00 am. to 12:30 pm.
  • Parking Spaces 2
  • Total Parking Spaces 2
  • MLS Status New

Just in time! Nestled on beautiful tree-lined street in Chestnut Hill. Move into this beautiful sun-drenched charming 3/4 bedroom home. Spacious living and dining room is flanked with a brick fireplace and ideal for entertaining. Kitchen offers plenty of storage space and hookups for washer/dryer combo. The upper floor features spacious bedrooms while the main floor offers an additional bedroom that can be used as a flex bedroom/den/office. Pride of ownership throughout includes updated roof and furnace (2016). Lot size allows for possible expansion. Driveway has two parallel non-tandem parking spots. Enjoy the outdoors and mid-summer nights on the spacious patio and large back yard. Prime location offer easy access to excellent schools, Larz Anderson Park, Putterham Circle, Allandale Farm, Rt 9, and major highways. This gem is an excellent opportunity for the savvy buyer looking to get into Brookline. Will not last. Sellers have letter of full deleading on hand.

Listed by Delince P. Louis of Redfin Corp.

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$
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$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 Westbourne Terrace Brookline MA 02446
Open House

MLS Number 72709408

  • Condo or Co-op
  • Next Open House: Sat 08/15 2:00 pm. to 3:30 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 914

Enjoy the detail and charm of this stunning, sunny 2 bed in lively Washington Square. Nine oversized windows let you unwind gazing over treetops at beautiful sunsets, and you can you curl up next to the working wood-burning fireplace when cold winter months come around. Built-in bookcases offer you room to showcase your treasured belongings and keepsakes. The main bedroom has a bonus room that can act as an office, nursery, or walk-in closet. The other bedroom, with gracious bay windows, is a flexible space able to serve as a dining room. It joins the living room through lovely French doors, a perfect space for entertaining. Be pleasantly surprised by a huge, private storage room in the basement. This unit gives all the convenience and space you are looking for and more. Seconds to the T, tennis/basketball courts at Driscoll School, and wonderful shops and restaurants. Welcome home.

Listed by Beacon Group and Stephanie Ford of Coldwell Banker Residential Brokerage - Newton - Centre St.

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$
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$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 Alton Place Brookline MA 02446

Brookline, MA9 Alton Place, Unit 1

Price$1,550,000

Est. Mortgage: $/month

Open House

MLS Number 72709266

  • Condo or Co-op
  • Next Open House: Sat 08/15 11:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,960

Elegant and inviting. This beautifully renovated, spacious 3 bedroom, 2 bath one-of-a-kind condo checks all the boxes. Exquisite kitchen, 2 spa-like baths, in unit laundry, central air and 2 car parking. This gracious condo begins with a welcoming foyer, continues with a large exquisite living room with bay windows, a stylish dining room with wainscoting and built-in china cabinet, and an eat-in kitchen with custom cabinets and exposed brick. Luxurious master suite with walk-in closet and gas fireplace, 2 other ample bedrooms. Bonus room in basement that works as a home office, gym or workshop and more storage. Lovely tree-lined street, ideally nestled between Coolidge Corner and Brookline Village. An enviable walk-score of 90. A must see!

Listed by Fran Hoy of Coldwell Banker Residential Brokerage - Brookline

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$
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$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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102 Addington Road Brookline MA 02445
Open House

MLS Number 72708309

  • Condo or Co-op
  • Next Open House: Sat 08/15 11:00 am. to 1:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,424

Nestled along the Bradburn Schick Park, this exquisite unit has been renovated throughout. With over 2400 square feet of living area, this unit offers a gorgeous eat-in kitchen with stainless steel appliances, quartz countertops, and a spacious island. 4 bedrooms, including a master bedroom bath with a walk-in closet. Enjoy the amazing views of Boston from your windows! The upper level is perfect for a teen suite or Aupair with a full bath and its own separate entrance. An abundance of closet space throughout as well as plenty of basement and attic storage. 1 car GARAGE and 1 outside exclusive parking spot. Extra Bonus: association-owned 9 additional parking spaces generating great income, keeping that condo fee low, and allowing for a healthy reserve. The perfect commuting location WALK to public transportation the green line and Bus stop! less than a mile to Brookline Village and Coolidge Corner! Call today to schedule your time slot at the open house!

Listed by Caroline Caira of RE/MAX On the Charles

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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46 Asheville Road Brookline MA 02467

Brookline, MA46 Asheville Road

Price$899,000

Est. Mortgage: $/month

Open House

MLS Number 72708586

  • Single Family
  • Next Open House: Sat 08/15 11:30 am. to 1:00 pm.
  • Garage 1
  • Parking Spaces 2
  • Total Parking Spaces 3

Incredible opportunity to customize and renovate this gracious brick-front Colonial on a beautiful block of high-value Brookline homes. On the market for the first time in 50+ years, this property offers great bones, vintage modern glamour, and a wonderful neighborhood in Chestnut Hill near amenities and Baker School and playground. The main level offers a luminous formal living room with a retro-chic hammered metal fireplace; an elegant formal dining room with beautiful moldings and built-ins; an inviting eat-in-kitchen; a powder room; and a cheerful family room/play room. Upstairs there are three spacious bedrooms and two full bathrooms, including a generous master with double closets. A windowed, walk-up attic offers outstanding possibilities, as does the basement. Level side yard. The property needs updating and buyers are encouraged to bring contractors. Exceptional value for the area with great potential to design your dream home in one of Brookline's most beloved neighborhoods.

Listed by Elisabeth Preis of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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17 Regent Circle Brookline MA 02445
Open House

MLS Number 72708480

  • Condo or Co-op
  • Next Open House: Sat 08/15 11:00 am. to 1:00 pm.
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 1,200

Washington Square! This spacious 1 bedroom, 1 bathroom condo packs a lot of punch in 1,200 square feet. Enter this unit through your own private garden that is perfect for grilling, gardening or relaxing. Inside you are able to enjoy an open floor plan of living space with beautiful sunlight pouring in. There is a generous amount of room to create a great living room and dining area in addition to the space at the 'breakfast bar'. The kitchen is well equipped with newer stainless steel appliances and granite counter tops and very ample storage. The recent renovations of the unit include upgrades in the kitchen, a newer bathroom, recessed lighting, custom window treatments and more. There are gleaming hardwood floors throughout. There are 2 parkings spaces and in-unit washer and dryer. This condo is conveniently located near the shops and restaurants in Washington Square. There is easy access to both the 'C' and 'D' green line. Welcome Home!

Listed by Joan Solomont of Coldwell Banker Residential Brokerage - Brookline

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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88 Walnut Street Brookline MA 02445
Open House

MLS Number 72708876

  • Condo or Co-op
  • Next Open House: Sat 08/15 11:00 am. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 975

In a fabulous Brookline Village location, this bright and beautiful, 2 bed, 1 bath condo has it all! Set on the top floor of a 1900, 3-story brick building in the Historic Pill Hill District, this lovingly maintained home has wood floors, period details and windows in every room! The eat-in kitchen features a skylight, gas cooking and new washer/dryer to be installed, while the front facing living room has bay windows and a gas fireplace and the large dining room boasts original moldings and a built-in china cabinet. Retreat to the rear covered porch for some solitude or enjoy some sun on the front deck. This unit even comes with exclusive roof rights! An updated bathroom, fresh paint & a brand new water heater are among recent improvements. Central AC, recessed lighting, 1 tandem parking space and additional private storage in the basement, round out this lovely home. Close proximity to Longwood Medical Center, Brookline Village, shops, schools, restaurants and public transportation.

Listed by Laura Molta Grant-Hunter and Rebecca Cirel of Unlimited Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details