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 Wolcott Road Brookline MA 02467

MLS Number 72746269

  • Single Family Detached
  • Bathroom 2
  • Rooms 8
  • Bedrooms 3
  • Square Feet 1,773

Charming 8 room Colonial in much sought after Baker School district in Chestnut Hill. The first floor has a welcoming foyer, spacious Living room with fireplace, wood floors and a beamed ceiling. The formal dining room has lovely original moldings, chair rail and built-in hutch which opens to the eat-in kitchen with gas cooking. Sliders from the kitchen bring the outside in with direct access to the spacious rear deck and large back yard. Completing the first floor are a wonderful sunroom/den, storage room/shed and one half bath. The second floor includes 3 bedrooms plus an office/nursery and a full bath. Conveniently located minutes from Rt. 9, 95, Robert T. Lynch Golf Course, Putterham Circle, Larz Anderson Park, Longwood Medical and the many shops and restaurants of Chestnut Hill.

Listed by Bryan Szela of McCormack & Scanlan Real Estate

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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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50 Saint Paul Street Brookline MA 02446
Open House

MLS Number 72745788

  • Condo or Co-op
  • Next Open House: Sat 10/24 11:30 am. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,055

Located in desirable Coolidge Corner, this lovely two bedroom condo features delightful living space with natural light filtering in from its many windows and hardwood flooring throughout. This unit features an eat-in kitchen, a bonus room which would be ideal as an office or nursery, and in unit washer/dryer. Additionally, there is extra storage in the basement and transferable rental parking. This property has easy access to the T, shops, and restaurants and is conveniently located near the Longwood Medical Area and Brookline Village.

Listed by Emma Kruskal of Hammond Residential Real Estate

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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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11 E Milton Road Brookline MA 02445

MLS Number 72745078

  • Multi-Family 3 Family
  • Total Parking Spaces 5
  • MLS Status New
  • Bathroom 4
  • Year Built 1890

LOCATION! LOCATION! LOCATION! Huge & gorgeous 4515 SF 3 family Victorian located within 1000 feet from the Brookline Hills T Stop on the Green D Line. All units are currently leased till August 2020, for $11,160/month.1st flr offers updated 6RM,4BR,2BA, one of baths is newer, newer kitchen w/stainless steel appliances. 2nd flr has 6RM,4BR,1BA. 3rd flr is renovated & has 6RM,4BR,1BA,updated kitchen w/granite countertops¢ral AC.All units features spacious rooms, eat-in kitchens,lg back porches, hardwood flrs throughout, tall ceilings, replacement windows,gas heat&separate utilities.Both 2nd & 3rd floor unit has a lg pantry that could be converted into 2nd BA. Public records shows 8021 SF Total area. Lg unfinished basement &unfinished attic w/ tall ceilings offers lots of potential. Located on a private way where overnight parking is permitted. Driveway parking for 3 cars plus detached garage. Close to Brookline Reservoir, shops, restaurants&shuttle bus stop to Longwood Medical areas.

Listed by Jessica Ye and Betty Ho Yin Wong of Keller Williams Realty

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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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1895 Beacon Street Brookline MA 02445

MLS Number 72745146

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,813
  • Neighborhood Beaconsfield

Modern luxury meets classic New England Brookline brownstone in this meticulously renovated Penthouse floorthru condo on Brookline's Beacon Street. This oversized condo features 3 bedrooms, office, 2 full baths, open kitchen, gorgeous fireplace, central heat/AC, hardwood floors, beautiful detail throughout, large entry foyer, in-unit laundry, extra storage basement, 2 car parking. The chef's kitchen features high-end stainless steel appliances, quartzite countertop, custom cabinets, and renowned artist Maria Bablyak designed backsplash that is certain to be a conversation piece and unique value. Being a South facing bow-front unit offers sun-drenched living and dining rooms. Combined with the perfect combination of “indoor/outdoor room” that features a clever “Fold Up” window system for more open air access. Located between Brookline's Beaconsfield and bustling Cleveland Circle's shops, restaurants, quick access to both the C/D MBTA green lines, and beautiful Chestnut Hill Reservoir.

Listed by Mac Chinsomboon of Coldwell Banker Realty - Back Bay

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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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269 Kent Street Brookline MA 02446

Brookline, MA269 Kent Street, Longwood

Price$3,997,000

Est. Mortgage: $/month

MLS Number 72745848

  • Single Family Detached
  • Bathroom 4
  • Rooms 12
  • Bedrooms 8
  • Square Feet 6,227

Grand Queen Anne Victorian Home, formerly of the Weber Estate, nestled in a meticulously appointed British Garden with nearby urban and natural amenities. Through an expansive entertainment hall with comfortable living and dining rooms, you are guided through the home by stained glass windows of the most intriguing colors and shapes to create a jeweled ribbon up the main staircase to the family rooms. The amount of original detailing maintained over the course of the generations offers clear personalization of timeless designs, while allowing for the introduction of modern amenities. A prominent exposure floods the house with light and delight all day. The outdoor grounds are reflective of a curated effort to do justice to such a period estate from spring flowering beds and sitting patios that usher a summer of full and mature trees accompanying dahlias, delphiniums and hollyhocks and vegetable patches to make room for perennials and create a wonderful private park. www.269kent.com

Listed by Ethan Felleman and Fabrizio Gentili of Gibson Sotheby's International Realty

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Federal 30-year interest rate: 2.81% last updated on Oct 15, 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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58 Pleasant Street Brookline MA 02446
Active With Contract

MLS Number 72744316

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 987
  • Neighborhood Coolidge Corner

PRIME COOLIDGE CORNER LOCATION! Oversized Duplex-style 2 bed, 2 bath condo with two large private decks (approx. 200 sq.ft.) just steps to Coolidge Corner shops, restaurants, Trader Joe's and Green Line! Unique bi-level layout with full master suite in lower level, large bedroom and full bath, oversized living room and kitchen on first floor leading to large covered deck and second uncovered deck. Character and charm throughout, tall ceilings, hardwood floors, In-Unit Laundry (left as gifts for buyer), and private basement storage. Both bedrooms are very large and offer two closets, with ample storage throughout unit. Professionally managed association with HIGH OWNER OCCUPANCY and newer roof. Move in or put your personal touches on this great unit! OPEN HOUSES: SAT., 10/17 AND SUN., 10/18 FROM 12-2.

Listed by Seth Mitchell of Conway - West Roxbury

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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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411 Washington Street Brookline MA 02446

MLS Number 72743703

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,720
  • Neighborhood Brookline Village

You're going to love this centrally located Brookline condo offering spacious rooms, high ceilings, amazing courtyard, top floor privacy and tons of usable space! As you enter the courtyard, take in the lush trees, meticulously maintained landscaping, canopy and bench seating. Step into the condo and bask in the natural light provided year-round by the 21 windows throughout the space. Easily entertain guests in the large kitchen offering Stainless Steel appliances, ample cabinet space and access to the outside patio perfect for grilling. The living space with built-in shelving and charming fireplace provides the perfect retreat for continued conversation. Rest well in the master bedroom with its own bathroom, vanity and spacious walk-in closet. With deeded parking and great neighbors, this wonderful little community is just a couple blocks to schools, restaurants, commercial centers, gyms and more. Come see for yourself!

Listed by Sazama Real Estate and Ken Sazama of Sazama Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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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1762 Beacon Street Brookline MA 02445

MLS Number 72743755

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,802

Superbly located in vibrant Washington Square, this handsome four-unit Back Bay style brownstone has undergone a gut renovation down-to-the-studs offering a floor plan for today's lifestyle. The award-winning architect has captured the essence of dramatic open-concept living with exquisite craftsmanship and exceptional detail throughout. There are three bedrooms, two and one-half designer bathrooms, top quality fixtures, soaring ceiling height, and a state-of-the-art kitchen appointed with custom cabinetry and high-end appliances. Hardwood floors further enhance this residence. A parking space is included. This property is convenient to restaurants, boutiques, and major roadways into Boston.

Listed by Mona And Shari Wiener, Mona Wiener and Shari Wiener of Hammond Residential Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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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261 Winchester Street Brookline MA 02446

Brookline, MA261 Winchester Street

Price$1,789,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72743815

  • Single Family Detached
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4
  • Square Feet 2,709

Located at the top of Winchester Street, this warm and cozy, arts and crafts home offers both four-bedrooms and four-bathrooms. The main level boasts a large foyer, generous living room with magnificently detailed woodwork, exposed, natural wood beams and stained glass windows, dining room with large windows overlooking Boston, an oversized eat-in kitchen and a den/office. The second floor offers three bedrooms and an additional office/nursery. The third level is home to the fourth bedroom, which is quite large. The lower level is partially finished with an exercise room, a full bathroom and ample storage space. Other highlights include a small backyard, and a nice, fenced-in front yard. This property is located in a buffer zone for schools, between the sought-after, newly renovated Florida Ridley School and Driscoll.

Listed by Osnat Levy of Unlimited Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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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176 Naples Road Brookline MA 02446

MLS Number 72742866

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 920
  • Neighborhood Coolidge Corner

Bright and spacious two bedroom condo on beautiful Naples Road. Updated kitchen with stainless steel appliances and breakfast/bar with 2nd sink. Living room with bow windows. High ceilings. Just painted and hardwood floors and new windows throughout. You are just one short flight away to the large common roof deck with stunning city views. There is private and common storage. Laundry in building. Pets are allowed in building with trustee approval. Close to the B line and all the fabulous places Brookline has to offer.

Listed by Tim Fallon and Karen Fallon of Hammond Residential Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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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