Brookline, MA Homes

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  /38

  $2,500,000 Pending

  • 11 Beds
  • 6 Baths
  • 6,546 Sq Ft

  221 Saint Paul St, Brookline, MA 02446

  Incredible income property or possible condo conversion in Coolidge Corner, close to Boston University. This BIG three-family property has 3- massive apartments each w 2 full bathrooms. Huge living area of 6546 sq ft with space for 3-4 parking spots! Close to Coolidge Corner, Beacon St, Amory Park and historic Cottage Farm. Massive walk out basement with high ceilings has possible opportunity for

  

  John O'Toole

  Olde Towne Real Estate Co.

  (617) 272-7827

  221 Saint Paul St, Brookline, MA 02446
• Explore Brookline

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  /12

  $3,400 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  8 Juniper St Unit 22, Brookline, MA 02445

  AVAILABLE NOW conveniently located in Brookline Village is a spacious 3 bedroom, one-bathroom CONDO. The condo is near many options For public transportation (D and E train and 66, 39, 14, 65, and 60 bus), and one parking space is included. The condo is right next to Leverett Pond with access to bike trails and the Longwood Medical Area. This unit is a 10-minute walk to the Longwood Medical Area.

  

  Vena Priestly

  Rise Signature Homes

  (617) 841-2963

  8 Juniper St Unit 22, Brookline, MA 02445
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  /16

  $790,000 Sold Oct 15, 2025

  20 Chapel St Unit B801-B811, Brookline, MA 02446

  • 1 Bed
  • 1 Bath
  • 764 Sq Ft
  • Built 1925

  Last Sold Summary

  • 1% Below List Price
  • $1,034/SF
  • 5 Days On Market

  Current Estimated Value $794,697

  Last Listing Agent Diana Kuang eXp Realty

  20 Chapel St Unit B801-B811, Brookline, MA 02446
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  /39

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,124 Sq Ft

  28 Meadowbrook Rd Unit 28, Chestnut Hill, MA 02467

  28 Meadowbrook Rd Unit 28, Chestnut Hill, MA 02467
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  /26

  $749,000

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft

  315 Tappan St Unit 4, Brookline, MA 02445

  Rare opportunity in Brookline’s Washington Square, steps from Star Market & the T! Situated in a lovely brick terraced complex, this 1,220 SF second-floor residence offers grand proportions and classic character. The expansive layout features a large entry foyer, high ceilings, original wood trim, a living room with a fireplace, and a formal dining room that can easily be converted into a third

  

  Barbara Wales

  Engel & Volkers Newton

  (617) 356-0023

  315 Tappan St Unit 4, Brookline, MA 02445
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  /14

  $3,500 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • Apartment for Rent

  22 Greenough St Unit 3, Brookline, MA 02445

  Available NOW! located in the desirable Brookline Village sits an enchanting lovely 3 bed 1 bath penthouse apartment with over 1600 sf of living space, and 2 PARKING spaces available for rent. Upon entry of this bright property is an inviting open layout recently renovated eat in kitchen and living room. This property has an amazing flow, with over-sized rooms, additional attributes include; high

  

  Vena Priestly

  Rise Signature Homes

  (617) 397-5389

  22 Greenough St Unit 3, Brookline, MA 02445
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  /32

  $985,000 Sold Oct 01, 2025

  121 Centre St Unit PH3, Brookline, MA 02446

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 2003

  Last Sold Summary

  • 10% Below List Price
  • $933/SF
  • 8 Days On Market

  Current Estimated Value $1,005,247

  Last Listing Agent Patricia Baker Keller Williams Realty

  121 Centre St Unit PH3, Brookline, MA 02446
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  /38

  Est $2,107,803 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,011 Sq Ft

  1248 Beacon St Unit 3, Brookline, MA 02446

  1248 Beacon St Unit 3, Brookline, MA 02446
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  /30

  $1,750,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,820 Sq Ft

  200 Winchester St Unit 1, Brookline, MA 02446

  Ideally situated near Coolidge Corner & Washington Square restaurants, shops, parks, and public transportation, this spacious condo combines timeless charm with modern comfort. This well maintained Coolidge Corner condo offers three bedrooms and three full baths, including a primary suite with a walk-in closet and en-suite bath, plus a spacious finished lower level and 2 to 3 car parking near the

  Greater Boston Home Team

  Greater Boston Home Buying

  (617) 675-5665

  200 Winchester St Unit 1, Brookline, MA 02446
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  /27

  $4,350 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Apartment for Rent

  755 Boylston St Unit 1, Chestnut Hill, MA 02467

  Located in sought after Chestnut Hill, is a fully renovated first level 3 bedrooms, 2 bathrooms luxury condo. Upon entry is an open layout featuring, living, dining room and updated kitchen with an island, all stainless-steel appliances, and a gas range stove. In unit laundry washer/dryer. 2 brand new full bathrooms, 3 large bedrooms with full-size closets. Huge private back deck. Additionally,

  

  Vena Priestly

  Rise Signature Homes

  (617) 676-0230

  755 Boylston St Unit 1, Chestnut Hill, MA 02467
• 

  

  /23

  $1,617,000 Sold May 30, 2025

  7 Elm St Unit 3, Brookline, MA 02445

  • 4 Beds
  • 3 Baths
  • 2,126 Sq Ft
  • Built 1890

  Last Sold Summary

  • 5% Below List Price
  • $761/SF
  • 190 Days On Market

  Current Estimated Value $1,595,536

  Last Listing Agent Martha Huntley Hammond Residential Real Estate

  7 Elm St Unit 3, Brookline, MA 02445
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  /14

  Est $1,222,344 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,090 Sq Ft

  50 Fairgreen Place, Chestnut Hill, MA 02467

  50 Fairgreen Place, Chestnut Hill, MA 02467
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  /42

  $2,199,000

  • 4 Beds
  • 3.5 Baths
  • 2,332 Sq Ft

  209 High St, Brookline, MA 02445

  PRICE IMPROVEMENT! Beautiful brick Brookline home was fully-renovated by well-known local builder. Timeless curb appeal w/all-new systems & high-end designer-selected finishes throughout. The interior features a thoughtful modern layout w/4 bedrooms, 3.5 bathrooms, a large bonus space & full walkout lower level, providing exceptional flexibility for living, entertaining & working from home. Set

  Vineburgh DiMella Team Charlesgate Realty Group, llc

  209 High St, Brookline, MA 02445
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  /25

  $4,700 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  755 Boylston St Unit 2, Chestnut Hill, MA 02467

  Located in sought after Chestnut Hill, is a fully renovated second level 4 bedrooms, 2 bathrooms luxury condo. Upon entry is an open layout featuring, living, dining room and updated kitchen with an island, all stainless-steel appliances, and a gas range stove. In unit laundry washer/dryer combo. 2 brand new full bathrooms, 3 large bedrooms with full-size closets. Huge private back deck.

  

  Vena Priestly

  Rise Signature Homes

  (617) 380-6376

  755 Boylston St Unit 2, Chestnut Hill, MA 02467
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  /18

  $1,495,000 Sold Jun 25, 2025

  38 Garrison Rd Unit 2, Brookline, MA 02445

  • 4 Beds
  • 2.5 Baths
  • 1,822 Sq Ft
  • Built 1915

  Last Sold Summary

  • $821/SF
  • 6 Days On Market

  Current Estimated Value $1,453,260

  Last Listing Agent Mona and Shari Wiener Hammond Residential Real Estate

  38 Garrison Rd Unit 2, Brookline, MA 02445
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  /42

  Est $1,110,245 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  58 Payson Rd, Chestnut Hill, MA 02467

  58 Payson Rd, Chestnut Hill, MA 02467
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  /29

  $2,299,000

  • 4 Beds
  • 4.5 Baths
  • 3,193 Sq Ft

  809-811 Heath St Unit 811, Brookline, MA 02467

  Gorgeous new construction completed in October 2024, located in the heart of Chestnut Hill, less than a mile from Chestnut Hill Mall, Chestnut Hill Square, and The Street. Close to Skyline Park and Hammond Pond for trails and outdoor space. This 4 bed, 4.5 bath home offers over 3,000 sq ft of living space, tucked off the main road with easy access to Route 9. Features include a garage with two

  Yasmeen Moukaddem McCorry Real Estate, LLC

  809-811 Heath St Unit 811, Brookline, MA 02467
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  /15

  $3,250 total monthly price

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft
  • Condo for Rent

  15 Parkman St Unit 3B, Brookline, MA 02446

  09-01-2025 (Sep 1st 2025) Move in date, Spacious 2 bedroom with 1 bathroom in Brookline, (3rd floor walk up), heat and hot water are included, steps away from Green C line, Coin Op washer and dryer are in the basement. Walking distance to BU Campus, restaurants, coffee shop, Holiday Inn, Star Super Market, and many more. Easy to access Storrow drive and Mass Pike and a short commute to Downtown

  

  Jay Liu

  Jiang Hua Liu

  (617) 409-7662

  15 Parkman St Unit 3B, Brookline, MA 02446
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  /19

  $900,000 Sold Aug 08, 2025

  99 Pond Ave Unit 804, Brookline, MA 02445

  • 2 Beds
  • 2 Baths
  • 1,855 Sq Ft
  • Built 1960

  Last Sold Summary

  • 10% Below List Price
  • $485/SF
  • 164 Days On Market

  Current Estimated Value $949,464

  Last Listing Agent Susan Salter Coldwell Banker Realty - Brookline

  99 Pond Ave Unit 804, Brookline, MA 02445
• 

  

  /22

  Est $1,406,105 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,533 Sq Ft

  255 Walnut St Unit C, Brookline, MA 02445

  255 Walnut St Unit C, Brookline, MA 02445
• 

  

  /35

  $1,399,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft

  4 Fairbanks St Unit 2, Brookline, MA 02446

  Tranquil and serene views from this floor-through high first floor corner unit with 2120 sqft, offering 3 bedrooms, 2 baths, expansive rooms and high ceilings, and incredible light streaming through beautiful newer Andersen windows. The gracious entryway and open layout is accentuated by beautiful original woodwork, including wainscoting and detailed molding throughout. The dramatic formal dining

  Brenda vanderMerwe Hammond Residential Real Estate

  4 Fairbanks St Unit 2, Brookline, MA 02446
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  /13

  $9,999 total monthly price

  • 7 Beds
  • 3 Baths
  • 3,428 Sq Ft
  • House for Rent

  12 Naples Rd Unit House, Brookline, MA 02446

  Stunning 7-Bedroom 3 Bathroom Victorian House in the heart of Coolidge Corner, Brookline! Experience historic charm blended with modern convenience in this newly renovated Victorian gem, located in the heart of Coolidge Corner, Brookline. This spacious 7-bedroom home features updated utilities, a brand-new kitchen, brand new in-unit laundry and the latest appliances. All Pets allowed! Leasing for

  

  Nikolas Goulas

  Coldwell Banker Realty - Newton

  (617) 297-9748

  12 Naples Rd Unit House, Brookline, MA 02446
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  /39

  $1,270,000 Sold Dec 08, 2025

  65 Lagrange St, Chestnut Hill, MA 02467

  • 4 Beds
  • 3 Baths
  • 4,084 Sq Ft
  • Built 1953

  Last Sold Summary

  • 15% Below List Price
  • $311/SF
  • 88 Days On Market

  Last Listing Agent Friedler & Marchant Living Group Hammond Residential Real Estate

  65 Lagrange St, Chestnut Hill, MA 02467
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  /40

  Est $1,770,214 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,288 Sq Ft

  96 Walnut St, Brookline, MA 02445

  96 Walnut St, Brookline, MA 02445
• 

  

  /41

  $999,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  81 Glen Rd Unit S2, Brookline, MA 02445

  Gorgeous corner townhouse offers abundant natural light, privacy, and gracious living with a stunning architecturally significant curved glass wall and tremendous high ceilings. Floor-to-ceiling builtins and recessed lighting lend sophistication and charm. The bespoke kitchen with beautiful glass-front cabinetry, porcelain white farmer's sink, induction stove, and glass tile backsplash is

  Brenda vanderMerwe Hammond Residential Real Estate

  81 Glen Rd Unit S2, Brookline, MA 02445
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  /21

  $4,000 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Apartment for Rent

  99 Westbourne Terrace Unit 2, Brookline, MA 02446

  Available 2/1! Come and see this gem! 3 bed 1 bath with 2 tandem parking spaces included, one garaged space and one outside space. This property features hardwood floors throughout. Updated eat-in kitchen, living room, dining room, sunroom, 2 huge bedrooms and one smaller bedroom/den multiple closets private porch, and bonus shared storage in the basement! Pets are welcome! Free designated

  

  Vena Priestly

  Rise Signature Homes

  (617) 751-1893

  99 Westbourne Terrace Unit 2, Brookline, MA 02446
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  /28

  $4,470,000 Sold Nov 25, 2025

  69 Princeton Rd, Chestnut Hill, MA 02467

  • 4 Beds
  • 5 Baths
  • 8,020 Sq Ft
  • Built 1993

  Last Sold Summary

  • 3% Below List Price
  • $557/SF
  • 123 Days On Market

  Last Listing Agent Dave Costello & Scott Accorsin Gibson Sotheby's International Realty

  69 Princeton Rd, Chestnut Hill, MA 02467
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  /32

  Est $1,190,856 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft

  77 Pond Ave Unit 502, Brookline, MA 02445

  77 Pond Ave Unit 502, Brookline, MA 02445
• 

  

  /17

  $1,550,000

  • 3 Beds
  • 2 Baths
  • 1,575 Sq Ft

  135 Beaconsfield Rd Unit 2, Brookline, MA 02445

  In the heart of Washington Square, this sun-filled corner residence has been thoughtfully renovated from top to bottom, featuring a modern, architect-designed layout and elevated designer finishes throughout. The open living space flows beautifully from a breakfast bar into a dedicated dining area and a generous living room anchored by a fireplace. The kitchen is finished to a high standard, with

  Claire McClintock Columbus and Over Group, LLC

  135 Beaconsfield Rd Unit 2, Brookline, MA 02445
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  /12

  $6,100 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • Apartment for Rent

  157 Thorndike St Unit 1, Brookline, MA 02446

  Available 9/1- Sunny and spacious 4 bedroom / 2 bathroom apartment with private outdoor space available for rent in amazing Brookline Coolidge Corner location. Cozy living room with beautiful wood beams and decorative fireplace, large eat in kitchen, covered deck off the kitchen and separate balcony in front bedroom. Generously sized bedrooms, high ceilings, hardwood floors throughout. Walking

  

  Victoria Tran Slomiak

  Lineage Realty Group

  (617) 381-4046

  157 Thorndike St Unit 1, Brookline, MA 02446
• 

  

  /23

  $1,700,000 Sold Jun 26, 2025

  189 Babcock St Unit 1, Brookline, MA 02446

  • 2 Beds
  • 3 Baths
  • 1,788 Sq Ft
  • Built 1915

  Last Sold Summary

  • $951/SF
  • 12 Days On Market

  Last Listing Agent Marika and Adam Real Estate Group Hammond Residential Real Estate

  189 Babcock St Unit 1, Brookline, MA 02446
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  /27

  Est $617,784 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 577 Sq Ft

  1915 Beacon St Unit 1, Brookline, MA 02445

  1915 Beacon St Unit 1, Brookline, MA 02445
• 

  

  /19

  $2,550,000

  • 4 Beds
  • 3 Baths
  • 1,855 Sq Ft

  24 Auburn St Unit 2, Brookline, MA 02446

  This spectacular new-construction floor-through is flooded with light from all sides, and offers the perfect blend of luxury, modern elegance, and functional space! It features high ceilings, beautiful white oak floors, a fireplace, heated bathroom floors, two balconies, and a gorgeous chef’s kitchen with Thermador appliances, ample counter space, and a walk-in pantry. It also boasts direct

  Ron Scharf Accent Realty

  24 Auburn St Unit 2, Brookline, MA 02446
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  /62

  $3,240 - $8,475 per month plus fees

  The Franklin at Hancock Village

  1 - 3 Beds

  201 Sherman Rd, Brookline, MA 02445

  **Up to $10,000 in JORDAN'S FURNITURE or Free Rent Specials * ONLY First Months Rent Required** Experience the next generation of apartment living at Hancock Village and discover the ease and flexibility of a community where you can seamlessly combine home, work and leisure. Newly constructed with top-of-the-line finishes, exceptional detail and features, the open concept style 1,2 and 3 bedroom

  201 Sherman Rd, Brookline, MA 02445
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  /34

  $1,300,000 Sold Feb 06, 2026

  143 Beaconsfield Rd Unit 2, Brookline, MA 02445

  • 2 Beds
  • 2 Baths
  • 1,575 Sq Ft
  • Built 1915

  Last Sold Summary

  • $825/SF
  • 7 Days On Market

  Last Listing Agent Sheila Goddess Coldwell Banker Realty - Newton

  143 Beaconsfield Rd Unit 2, Brookline, MA 02445
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  /28

  Est $818,373 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,142 Sq Ft

  689 Washington St Unit 2, Brookline, MA 02446

  689 Washington St Unit 2, Brookline, MA 02446
• 

  

  /38

  $6,649,000 Pending

  • 6 Beds
  • 6.5 Baths
  • 7,450 Sq Ft

  88 Cutler Ln, Chestnut Hill, MA 02467

  Discover this charming home tucked behind a private gate in one of the area’s most sought-after estate locations. The home has been lovingly maintained and thoughtfully updated with finishes that elevate both style and functionality. A two-story foyer with a sweeping curved staircase sets an elegant tone upon entry. At the heart of the home, a new modern gourmet kitchen offers a large center

  Viktoriya Vilkomir New England Elite Realty, LLC

  88 Cutler Ln, Chestnut Hill, MA 02467
• 

  

  /18

  $4,500 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • Apartment for Rent

  227 Winchester St Unit A, Brookline, MA 02446

  Spacious 4-Bedroom Brookline Gem! Tucked on a picturesque street near top-rated schools, Whole Foods, and vibrant Coolidge Corner, this 4 bed / 1.5 bath home offers a rare blend of space, updates, and unbeatable convenience. Featuring a brand-new paint job, new kitchen countertops, and new light fixtures throughout, the home also boasts a generous living area, 1 garaged parking spot and

  The Broadway Group Engel & Volkers Boston

  227 Winchester St Unit A, Brookline, MA 02446
• 

  

  /11

  $620,000 Sold Nov 05, 2025

  1600 Beacon St Unit 607, Brookline, MA 02446

  • 1 Bed
  • 1 Bath
  • 737 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $841/SF
  • 17 Days On Market

  Current Estimated Value $609,967

  Last Listing Agent Allison Hardenbergh Coldwell Banker Realty - Cambridge

  1600 Beacon St Unit 607, Brookline, MA 02446
• 

  

  /16

  Est $885,830 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,163 Sq Ft

  1500 Beacon St Unit 3, Brookline, MA 02446

  1500 Beacon St Unit 3, Brookline, MA 02446

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