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.

20 Chapel Street Brookline MA 02445
Open House

MLS Number 73265762

  • Condo
  • Next Open House: Fri 07/19 5:00 pm. to 6:00 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 897

Beautiful 2 BR in much sought-after Longwood Towers. This sparkling unit offers wood floors, stainless steel appliances, granite counter tops, and in-unit washer/dryer. This full-service building provides 24/7 concierge, recently renovated gym, and function rooms. Rental valet garage parking options may be available on-site. Greenline D Train station (Longwood stop) across the street for a quick trip downtown. Right on the border of Longwood Medical Area and close to great restaurants, and other shops.

Listed by Robert Ley of Coldwell Banker Realty - Brookline

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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Jul 18, 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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20 Chapel Street Brookline MA 02446
Open House

MLS Number 73265675

  • Condo
  • Next Open House: Sun 07/21 11:00 am. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,141

Beautiful 2 bed/2 bath southwest facing corner residence overlooking expansive, professionally landscaped grounds now available! Open floor plan with sunny exposures; new crown molding; chef's kitchen with breakfast bar and newly painted cabinets with stainless steel appliances; large primary bedroom with custom walk-in closet; completely renovated en-suite marble bath with radiant heat, oversized shower, and double sinks; spacious guest bed with full bath; central air; and in-unit washer/dryer. One valet garage space and one deeded storage unit included. Entire interior has been newly painted. Property sited on 4 acres across from Olmsted Park and MBTA Green Line Station (D Line) with quick access to Kenmore Square, Prudential Center, Back Bay, Midtown, MGH, Financial District, and numerous area restaurants and boutique shops. Complex has Grand Entrance Hall, 24/7 concierge, doorman, fitness center, club room, bike storage, elevators, and on-site professional management. Easy to show!

Listed by Melissa R. Deland and Jan Boyce of Deland Real Estate,LLC

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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Jul 18, 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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235 Woodland Brookline MA 02467
Open House

MLS Number 73265415

  • Residential
  • Next Open House: Sat 07/20 11:30 am. to 1:00 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,780

Located in Brookline’s Chestnut Hill, this stunning colonial residence was renovated in 2020 and offers the perfect mix of stylish entertaining and modern living. Flooded with natural light, it features an open concept gourmet eat-in kitchen leading to the family room with backyard access on one side and the formal dining room with butler pantry on the other. An elegant living room with a fireplace, a spacious mudroom with a glass enclosed breezeway, a powder room leading to the 2 car attached garage complete the first floor. Upstairs are 2 guest bedrooms, a laundry room, office, hallway bath and a luxurious primary suite with a walk-in closet and bathroom. The lower level includes a bedroom, full bath, wet bar, rec room and gym. Step outside to your idyllic oasis featuring a large deck, a patio with a hot tub, and a manicured level yard.Highly coveted location close to “The Street '', top public & private schools, it offers an easy commute Boston, Cambridge, and the Longwood area.

Listed by Celine Sellam of Coldwell Banker Realty - Brookline

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$
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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Jul 18, 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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331 Cypress Street Brookline MA 02445

Brookline, MA331 Cypress Street

Price$1,649,000

Est. Mortgage: $/month

Open House

MLS Number 73265338

  • MultiFamily
  • Next Open House: Sat 07/20 12:00 pm. to 1:30 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,685

Wonderful deleaded 2 family property with off-street parking, perfect for investor OR owner occupant, with one unit available to be vacant at closing! First floor unit offers an updated kitchen and bathroom with two spacious bedrooms. It has independent access to a finished basement area with an additional bedroom/office, living area/family space, and an additional full bathroom. Perfect for a home office or in-law space! Second floor unit offers three full bedrooms, updated kitchen, plus one and a half bathrooms. It has direct access to a private laundry room and storage space in it's own independent portion of the basement. Each unit with private rear decks, and access to parking right out back. Steps to Olmsted Park, Jamaica Pond, Longwood Medical Center, BrooklinePro Village, two T stations, and so much more!

Listed by ResCo Team and Timothy Deihl of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Jul 18, 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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35 White Place Brookline MA 02445
Open House

MLS Number 73265189

  • Condo
  • Next Open House: Sat 07/20 1:00 pm. to 2:00 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 905

Welcome to this very special Victorian condo featuring two large bedrooms and 1.5 bathrooms located in the heart of Brookline Village known for its historical architecture and vibrant community. When arriving at 35 White Place, Unit 1, you are first greeted with a quintessential charming Victorian front porch surrounded with stunning seasonal plantings. Upon entering this home you are met with exquisite details including decorative moldings, hardwood floors, in-unit laundry, updated kitchen with cherry cabinets and soap stone counters, and a private patio for outdoor relaxation or entertaining guests. Both bedrooms have oversized windows with white plantation shutters. The gracious living room opens to outside patio extending the living space. Residents enjoy local restaurants, shopping, specialty stores, public transportation and nearby parks for leisure activities. This is a sought-after neighborhood due to its blend of convenience, classic charm and proximity to Boston

Listed by Duffy Berger Team and Patricia Duffy of Compass

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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Jul 18, 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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95 Center Street Brookline MA 02445

Brookline, MA95 Center Street, Unit 1

Price$1,749,000

Est. Mortgage: $/month

Open House

MLS Number 73265059

  • Condo
  • Next Open House: Sat 07/20 10:00 am. to 12:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,415

Perfectly situated in sought-after Coolidge Corner, this sophisticated 4-bedroom duplex boasts timeless architectural charm, with high ceilings, intricate crown moldings, and hardwood floors throughout. The inviting Living Room and formal Dining Room showcase original restored woodwork and a cozy fireplace. A spacious eat-in kitchen complements tastefully updated full baths. The lower level features a versatile office and family room, alongside a serene 4th guest bedroom. Enjoy custom built-ins with a wine fridge and a walk-in cedar closet for winter essentials. Additional highlights include California closets, Central AC, and a private laundry room. Abundant storage, plus 1 deeded garage (carport) parking space, complete this exceptional offering! Stroll to nearby schools, Coolidge Corner's shops, and the T for effortless urban living.

Listed by Sheila Goddess of Coldwell Banker Realty - Newton

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$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Jul 18, 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 Cottage Street Brookline MA 02445

Brookline, MA25 Cottage Street

Price$11,250,000

Est. Mortgage: $/month

MLS Number 73264620

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 8,000

Elegant living meets modern style in this stunning light-filled 5 bedroom Brookline residence. Spanning over 8000sf, this property is in a class of its own, with graciously proportioned rooms, open layout and luxurious fixtures/finishes. Just minutes to all Boston and Brookline have to offer, this entire property is being built to the highest standards by an esteemed local builder, and Buyers still have the opportunity to customize their dream home! The 1st floor features a gracious living/dining room, chef's kitchen, breakfast room, office and 2 powder rooms. The 2nd floor has a spectacular primary suite and 4 additional ensuite beds. The lower level boasts a large rec room, golf simulator room/flex room, gym and wine room. The 3 car attached, heated garage offers ample storage space. The exterior spaces have a full landscape/garden design and a custom pool/spa. Full house state-of-the-art systems complete this masterpiece, including Lutron lighting and Sonos sound. Not to be missed!

Listed by Maggie Gold Seelig of MGS Group Real Estate LTD

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$
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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Jul 18, 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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12 Feneno Terrace Brookline MA 02445

MLS Number 73264052

  • Condo
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,950
  • High School Brookline High

Experience luxury living in this newly renovated Brookline condo that blends modern design and functionality. The open floor plan integrates the dining area, living room, and kitchen. The kitchen is a chef’s delight, equipped with a Sub-Zero refrigerator, Thermador stainless steel appliances, and a spacious island with a built-in microwave. There are lots of cabinets and a walk-in pantry. Step outside onto the deck, which overlooks the yard from the living/kitchen after a long day; it is the perfect spot to relax or eat al fresco. The main bedroom is on this floor with an ensuite spa-like bathroom and a spacious walk-in closet. Additionally, there’s a half bath and a second bedroom with an ensuite bath and closet. The lower level includes two bedrooms, a full bathroom, laundry, and an approximate 21x31 sq ft. family room. A walk-out entrance leads to the side yard. Two off-street parking one with an electric car outlet. Close to transportation, schools, Boston, Cambridge, and hospitals

Listed by Allison Avramovich of Sumner Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Jul 18, 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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12-14 Edwin Street Brookline MA 02445
Open House

MLS Number 73262833

  • Condo
  • Next Open House: Sat 07/20 12:30 pm. to 2:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,210

Welcome to this stunning 3-bedroom, 2-bathroom condo in a prime Brookline location, just steps from a park. This single-level unit boasts an open layout that seamlessly connects the living and dining areas with the kitchen. The kitchen features an induction stovetop, stainless steel appliances, and quartz countertops. The primary bedroom includes two separate closets and an ensuite bathroom. Completing this unit are two additional bedrooms, a laundry closet, and a full bathroom in the hallway. Enjoy the convenience of being close to the Lincoln School, Brookline High School, the T, Longwood Medical area, and the shops and restaurants of Brookline Village.

Listed by O & C Homes Team and Rozita Tabatabaei of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Jul 18, 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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57 Laurel Road Brookline MA 02467

Brookline, MA57 Laurel Road

Price$4,399,000

Est. Mortgage: $/month

Open House

MLS Number 73262053

  • Residential
  • Next Open House: Fri 07/19 1:00 pm. to 2:00 pm.
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 5,100

An exceptional opportunity to acquire an estate in the prestigious Chestnut Hill neighborhood of Brookline. Situated on nearly an acre of land, this property features two distinct single-family residences complemented by a heated in-ground pool. The current FAR allows for approx.4,000 additional square feet to the main house. This offering provides a private retreat for extended family. The main residence is impeccably restored Georgian Colonial, seamlessly blending modern amenities with timeless period details. A tree lined drive leads to hidden second home. perched among the treetops. Designed by Michael Kim and constructed by a distinguished luxury builder. This unique home was named winner of the 2011 "Best Small Home of Boston". The main residence boasts 5 bedrooms, a primary suite with large dressing room, 4 woodburning fireplaces and 3.5 bathrooms. The second house features 2 bedrooms, chefs' kitchen, 2 full baths and built to accommodate an elevator. 4 car garage spaces.

Listed by Eileen Strong O Boy of Hammond Residential Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Jul 18, 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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