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.

14 Dana Street Brookline MA 02445
Open House

MLS Number 73298752

  • Residential
  • Next Open House: Sun 10/6 3:00 pm. to 4:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,044

Beautifully set in highly sought-after Brookline Hills near Emerson Gardens and Cypress Playground, this eleven room residence offers over 3,040 square feet of elegant living space. There are five bedrooms, three and one-half bathrooms, and two fireplaces. The welcoming front porch leads to a foyer with a stained glass window and on to the living room with a fireplace and pocket doors, and a well-appointed kitchen with an island. Built in 1900, the interior displays period details combined with fresh, modern updates. The grounds are lovely and include a pretty yard and a two-car garage. The third floor apartment has a separate entrance which offers income potential. This property is convenient to the D-Line "T" station and Brookline High School.

Listed by Eileen Strong O Boy of Hammond Residential Real Estate

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$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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25 Alton Court Brookline MA 02446
Open House

MLS Number 73298181

  • Condo
  • Next Open House: Sun 10/6 12:00 pm. to 2:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,781

Spacious and Sunny 3 bed/2 bath plus study, in a prime Coolidge Corner location. Gorgeous marble and high-end stainless-steel kitchen with windows and a seating island. Spread out in an open floor plan with recessed lighting and beautiful white oak floors throughout. Additionally a glass pellet fireplace in the living room, radiant heat in the master bath, and a study or office off the living area. As a bonus, there is an extra large private storage unit in the basement that could outfit a gym or private office. Comes with one deeded parking space.

Listed by Robert Ley of Coldwell Banker Realty - Brookline

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$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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81 Park Street Brookline MA 02446
Open House

MLS Number 73297802

  • Condo
  • Next Open House: Sun 10/6 1:30 pm. to 2:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,584

Nestled in the heart of Coolidge Corner this home seamlessly blends together character and style to create a chic space. A spacious foyer leads to a sprawling floor plan with an open living and dining room perfect for entertaining or relaxing. High ceilings, intricate woodwork details, statement colors, huge windows with a beautiful view and innovative lighting make this home an ideal spot. A modern kitchen features stainless steel appliances and a beautiful backsplash. A private outdoor porch off the kitchen is a nice retreat. Flexible floor plan with 3 sizable bedrooms, two beautifully updated full bathrooms, in-unit laundry, and additional storage space, completes this home. This Coolidge Corner home is deftly located near Griggs Park, Trader Joe’s, Brookline Booksmith, vibrant restaurants and shops. Just minutes from the T, Longwood Medical Area, Boston, & top-rated public schools.

Listed by Amy Lipton of Coldwell Banker Realty - Brookline

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$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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3 Bradford Terrace Brookline MA 02445
Open House

MLS Number 73297707

  • Condo
  • Next Open House: Sun 10/6 12:00 pm. to 1:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,532

Heart of Coolidge Corner: Perfect blend of modern luxury and historic elegance in this stunning 3-bedroom, 1.5-bathroom condominium. Situated in a courtyard complex with lush landscaping, this spacious 2nd floor freshly painted corner unit boasts recent upgrades, including remodeled bathrooms, modern kitchen, updated electrical systems, recessed lighting, and replacement windows. Natural light floods the space, highlighting the home’s original charm and period details such as floor-to-ceiling French Windows leading to iron balconies, tall ceilings, wood moldings, and refinished hardwood flooring. Amenities include in-unit laundry area, exclusive use rear deck, generous closets and huge storage space. Located in one of Brookline’s most sought-after neighborhoods close to trendy shops & restaurants, the Coolidge Corner Theater, F. Ridley Elementary School, local parks and Green Line MBTA stops. Highly rated Public Schools, easy access to The Longwood Medical Area & Downtown Boston.

Listed by Michael Rothstein and Kathy Halley of Hammond Residential Real Estate

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$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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1236 Beacon Brookline MA 02446
Open House

MLS Number 73297351

  • Condo
  • Next Open House: Sun 10/6 11:00 am. to 12:30 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,095

Located in the heart of Coolidge Corner, this elegant two-bedroom floor-through condo beautifully blends modern updates with old-world charm. The bright living room, featuring bay windows, overlooks your private garden and is situated across the street from the Saint Paul Green Line. Hardwood floors and period-correct moldings highlight the home’s historic character. The kitchen, equipped with stainless steel appliances, gas cooking, and a large farmhouse sink, opens to a charming, exclusive-use screened porch. Adjacent to the kitchen is a formal dining room showcasing original wainscoting, a mantle, and a built-in china cabinet. There is ample private storage in the basement. The condo association recently replaced the roof and is completing a major repointing and exterior project this fall, all covered by the seller. Just 0.2 miles from the center of Coolidge Corner and within close proximity to shopping, restaurants, the public library, and Trader Joe’s.

Listed by Ramsay and Company and Ramsay Fretz of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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143 South Street Brookline MA 02467

Brookline, MA143 South Street

Price$1,195,000

Est. Mortgage: $/month

Open House

MLS Number 73297231

  • Residential
  • Next Open House: Sun 10/6 11:00 am. to 1:00 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,841

Nestled in one of Brookline’s most coveted neighborhoods, this charming four-bedroom, two-bathroom home offers a timeless canvas for creating your dream living space. Picture cozy evenings by the fireplace, family gatherings in the sun-filled living and dining rooms, and leisurely afternoons in the spacious backyard, perfect for outdoor entertaining or gardening.The residence features a garage, additional off-street parking, and an ideal layout designed for both comfort and style. Located just moments from Chestnut Hill’s vibrant shops, renowned restaurants, and convenient T access, it effortlessly combines serene suburban living with urban accessibility. With thoughtful cosmetic updates, this property presents an incredible opportunity to reflect your personal style while enjoying the award-winning Brookline school system and the warmth of this established community. The perfect balance of charm, space, and location awaits you.

Listed by Tony Guthrie, Victoria Anfuso and Alfred Schofield of Berkshire Hathaway HomeServices Robert Paul Properties

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$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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147-149 University Brookline MA 02445

Brookline, MA147-149 University

Price$2,995,000

Est. Mortgage: $/month

Open House

MLS Number 73297213

  • MultiFamily
  • Next Open House: Sun 10/6 1:30 pm. to 3:00 pm.
  • Bedrooms 8
  • Bathroom 5
  • Square Feet 5,582

Washington Square ~ Gracious Colonial Revival built by architect Ralph P. Levison in 1928. This handsome 2 family lays out beautifully & was thoughtfully designed offering abundant light, high ceilings, & architectural details. The first floor unit features a living room with fireplace; elegant dining room; & well-appointed kitchen with granite countertops, center island, Wolf 6 burner cooktop & access to lovely deck, patio, & yard. There are 3 bedrooms, including a primary bedroom with den, 2 bathrooms, & laundry. The second unit is a duplex featuring 5 bedrooms including a den off the primary & 3 baths. The dining room & living room, with fireplace, both have access to the front deck & the kitchen with separate eating area & door to the back deck. Great potential on the LL with full ceiling height & outdoor access. 2-car garage parking. This property presents an excellent opportunity for investors & end-users alike. Easy access to C&D Lines, Longwood Medical Area, shops/restaurants.

Listed by Concierge Home Sales By the Kerzner Group and Irene Kerzner of Hammond Residential Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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239 Rawson Road Brookline MA 02445

MLS Number 73297166

  • Condo
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 975
  • High School Brookline

OPEN HOUSES CANCELLED. OFFER ACCEPTED. Welcome to 239 Rawson Road, an elegant brownstone residence situated in desirable Washington Square. This raised first-floor unit offers a blend of classic charm and modern convenience. With 957 square feet of meticulously maintained living space, featuring high ceilings and beautiful moulding that enhance the home's architectural appeal. The spacious living area is adorned with gleaming hardwood floors and large windows that flood the space with natural light. The kitchen, boasts updated appliances, ample counter space, and stylish cabinetry. There are two generously sized bedrooms and an updated bathroom that features contemporary fixtures and finishes. Adjacent to the kitchen, you'll find an in-unit washer and dryer with additional laundry facilities available within the building. Off-street parking is included as well as a private storage space.

Listed by Bell | Whitman Group, Julie Bell and Sharyn Whitman of Compass

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$
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$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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473 Chestnut Hill Avenue Brookline MA 02445

Brookline, MA473 Chestnut Hill Avenue

Price$3,725,000

Est. Mortgage: $/month

Open House

MLS Number 73297096

  • Residential
  • Next Open House: Sun 10/6 11:30 am. to 1:00 pm.
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 5,662

This impressive custom-built 1920s Tudor, designed by H. Davidson, boasts a striking presence with its brick exterior and triple slate roof. Lavish proportions and exceptional woodwork showcase distinctive architectural details throughout. Inside, gleaming wood floors and tall ceilings enhance the grand spaces perfect for entertaining. The first floor features a cozy library, an expansive living room anchored by an oversized wood-burning fireplace, and a solarium that opens to private gardens perfect for alfresco dining. The formal dining room flows seamlessly from the spacious renovated kitchen. Upstairs, the generous primary suite is a serene & relaxing retreat with an en-suite bath, a walk-in closet and fireplace. Five additional bedrooms and two additional family baths. An attached two-car garage includes an additional living area with a bathroom, perfect space for an au pair. Located near the C and D lines, this home is close to all the urban amenities Brookline has to offer.

Listed by Eileen Kibrick O Grady of Coldwell Banker Realty - Brookline

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$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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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118 Saint Paul Street Brookline MA 02445
Open House

MLS Number 73296846

  • Condo
  • Next Open House: Sun 10/6 11:00 am. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,208

In the heart of Coolidge Corner, this sunny two-bedroom unit in a brick building offers exposures on three sides, Well-thought out kitchen has recessed lighting, breakfast and pantry areas. There is a balcony off the kitchen large enough for a small outdoor dining table. Over-sized living room with ample space for an office area. Formal dining room. Hardwood floors through-out. In-unit laundry. Property is convenient to the C and D MBTA lines. 1 block to Trader Joes, Coolidge Corner and all that it has to offer. Lawrence School is 2-blocks away. Walk Score of 96! Extra storage in basement and one assigned parking space included. Strong 20-unit association that is professionally managed.

Listed by Ezra Stillman of Hammond Residential Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.12% last updated on Oct 3, 2024
* 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