Brookline, MA Homes

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  /41

  $2,500,000

  • 4 Beds
  • 4 Baths
  • 2,463 Sq Ft

  20 Chapel St Unit B811, Brookline, MA 02446

  Experience refined living in this stunning 2,463 sq ft corner residence offering exceptional single-level living at Longwood Towers. This prestigious full-service building features 24-hour concierge and is ideally located near the Longwood Medical Area, public transportation, restaurants, and shops. Flooded with natural light and sweeping views from every window, this thoughtfully designed home

  

  Diana Kuang

  eXp Realty

  (857) 766-0528

  20 Chapel St Unit B811, Brookline, MA 02446
• Explore Brookline

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  /15

  $2,500 total monthly price

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Apartment for Rent

  260 Aspinwall Ave, Brookline, MA 02445

  Available June 1st in the heart of Brookline Village is a spacious open layout, one-bedroom, one-bathroom condo. Throughout the unit are hardwood floors with full windows. This condo has plenty of closet space! Gas and hot water are included This unit is a 10-minute walk to the Longwood medical area. This condo is also next to plenty of options for public transportation (D and E train, 39,60,65

  

  Vena Priestly

  Rise Signature Homes

  (857) 754-5644

  260 Aspinwall Ave, 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 $1,003,963

  Last Listing Agent Patricia Baker Keller Williams Realty

  121 Centre St Unit PH3, Brookline, MA 02446
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  /42

  Est $1,194,090 Not Listed For Sale

  9 Benjamin Place, Chestnut Hill, MA 02467

  • 2 Beds
  • 2.5 Baths
  • 2,242 Sq Ft
  • Built 1984

  9 Benjamin Place, Chestnut Hill, MA 02467

  Last Sold Summary

  • 4% Above List Price
  • $513/SF
  • 18 Days On Market

  Last Sold Price $1,150,000

  Last Listing Agent Barbara Lietzke William Raveis R.E. & Home Services
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  /28

  $2,395,000 Pending

  • 5 Beds
  • 5 Baths
  • 4,418 Sq Ft

  16 Alberta Rd, Chestnut Hill, MA 02467

  Nestled atop a gentle knoll on a tree-lined street, this English Tudor offers timeless elegance with thoughtful updates. Located minutes from Chestnut Hill shopping district & restaurants, this 5-bedroom, 5-bath home features a sun-filled step-down living room w/fireplace, a formal dining room, & oversized windows set the tone for gracious entertaining. Intricate crown moldings, inlaid hardwood

  

  Barrie Wheeler

  Hammond Residential Real Estate

  (857) 678-2203

  16 Alberta Rd, Chestnut Hill, MA 02467
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  /10

  $2,375 total monthly price

  • 1 Bed
  • 1 Bath
  • 490 Sq Ft
  • Condo for Rent

  15 University Rd Unit 22, Brookline, MA 02445

  stWonderful one bedroom condo located in a brownstone in vibrant Washington Square, walk to restaurants, public transportation. The condo enjoys a renovated kitchenwith dishwasher/disposal and built-in microwave and spacious tile bath. This duplex-style unit has a much larger feel than the stated living area with lovely hardwoodfloors, period details and high ceilings. Heat & hot water are

  

  Vena Priestly

  Rise Signature Homes

  (857) 375-7371

  15 University Rd Unit 22, Brookline, MA 02445
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  /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 $1,587,454

  Last Listing Agent Martha Huntley Hammond Residential Real Estate

  7 Elm St Unit 3, Brookline, MA 02445
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  /20

  Est $1,330,698 Not Listed For Sale

  10 Heathwood Ln, Chestnut Hill, MA 02467

  • 3 Beds
  • 4 Baths
  • 2,075 Sq Ft
  • Built 1984

  10 Heathwood Ln, Chestnut Hill, MA 02467

  Last Sold Summary

  • 6% Below List Price
  • $684/SF
  • 7 Days On Market

  Last Sold Price $1,420,000

  Last Listing Agent Jessica Cohen Gibson Sothebys International Realty
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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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  /34

  $4,900 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,522 Sq Ft
  • Apartment for Rent

  323 Boylston St Unit 201, Brookline, MA 02445

  Move in date - ( July 1st 2026 ) Spacious, luxury, and Sunny 2 bed and 2 bathroom with high ceiling in Brookline, comes with 2 Garage Parking space, 2nd floor with 2 elevators in the building. Gorgeous open kitchen with stainless appliances, wine fridge, breakfast bar, and plenty of cabinet space. All closets are custom fit with modular shelving systems, including the master walk-in, washer/dryer

  

  Jay Liu

  Jiang Hua Liu

  (857) 520-9059

  323 Boylston St Unit 201, Brookline, MA 02445
• 

  

  /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 $1,452,725

  Last Listing Agent Mona and Shari Wiener Hammond Residential Real Estate

  38 Garrison Rd Unit 2, Brookline, MA 02445
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  /26

  Est $971,624 Not Listed For Sale

  1265 Beacon St Unit 503, Brookline, MA 02446

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • Built 1984

  1265 Beacon St Unit 503, Brookline, MA 02446

  Last Sold Summary

  • 3% Above List Price
  • $747/SF
  • 117 Days On Market

  Last Sold Price $940,000

  Last Listing Agent Samuel Grossack 617 Real Estate Group, LLC
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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
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  /39

  $9,500 total monthly price

  • 3 Beds
  • 3 Baths
  • 2,488 Sq Ft
  • House for Rent

  38 Cumberland Ave, Brookline, MA 02445

  Short term furnished summer rental on Historic Pill Hill in Brookline. One of a kind, art filled contemporary home is an oasis of calm near the bustling city. Soaring ceilings & incredible natural light define the main living area including large living room w fireplace & piano, and a dining room that is open to chef’s kitchen. The back of the living room is a wall of glass w doors that open to

  

  Michelle Quinn

  Insight Realty Group, Inc.

  (857) 816-8826

  38 Cumberland Ave, Brookline, MA 02445
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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 $945,470

  Last Listing Agent Susan Salter Coldwell Banker Realty - Brookline

  99 Pond Ave Unit 804, Brookline, MA 02445
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  /27

  Est $691,398 Not Listed For Sale

  50 Longwood Ave Unit 920, Brookline, MA 02446

  • 1 Bed
  • 1 Bath
  • 793 Sq Ft
  • Built 1975

  50 Longwood Ave Unit 920, Brookline, MA 02446

  Last Sold Summary

  • 1% Below List Price
  • $876/SF
  • 25 Days On Market

  Last Sold Price $695,000

  Last Listing Agent Sheryl Lezberg Captivating Realty
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  /26

  $2,450,000

  • 4 Beds
  • 3.5 Baths
  • 1,897 Sq Ft

  21 Crowninshield Rd Unit 21, Brookline, MA 02446

  This mint condition 3+ bedroom, 3.5 bath corner townhouse is offered for the first time since it was built in 2022. The space has been thoughtfully updated with custom built-in shelving and a striking Italian Aqua Blue matte tile surround framing the gas fireplace—complementing the sun-drenched living room's white oak floors. The chef's kitchen boasts Caesarstone counters, a 5-burner Bertazzoni

  

  Bill Gehan

  Campion & Company Fine Homes Real Estate

  (857) 314-2644

  21 Crowninshield Rd Unit 21, Brookline, MA 02446
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  /15

  $3,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  14 Smythe St Unit 3, Brookline, MA 02445

  Available Now, is a lovely, 2 bedroom 1 bath condo in the heart of Brookline Village. With an option for a flexible lease!!! This property features a recently renovated kitchen and bathroom, hardwood floors throughout, lots of natural sunlight 2 compact parking spaces are included in the rent, and coin-operated laundry in the basement. This condo is near plenty of options for public

  

  Vena Priestly

  Rise Signature Homes

  (857) 371-1477

  14 Smythe St Unit 3, Brookline, MA 02445
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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

  Current Estimated Value $1,465,121

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

  65 Lagrange St, Chestnut Hill, MA 02467
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  /15

  Est $680,337 Not Listed For Sale

  63 Longwood Ave Unit 6, Brookline, MA 02446

  • 2 Beds
  • 1 Bath
  • 885 Sq Ft
  • Built 1921

  63 Longwood Ave Unit 6, Brookline, MA 02446

  Last Sold Summary

  • 1% Below List Price
  • $780/SF
  • 6 Days On Market

  Last Sold Price $690,000

  Last Listing Agent Rita Lu Keller Williams Realty Boston-Metro | Back Bay
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  /20

  $399,900 Pending

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft

  22 Chestnut Place Unit M3, Brookline, MA 02445

  OPEN HOUSE CANCELLED: UNDER AGREEMENT. Enjoy the best of Brookline at Sargent Estates, a beautifully landscaped, professionally managed community near Longwood Medical Area, Brookline Village, Coolidge Corner, Brookline Hills MBTA Stop & Jamaica Pond. This location offers exceptional access to both green space, shops, restaurants, & public transportation. This spacious, bright studio apartment

  

  Barrie Wheeler

  Hammond Residential Real Estate

  (857) 341-8651

  22 Chestnut Place Unit M3, Brookline, MA 02445
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  /14

  $3,700 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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  /17

  $3,825,000 Sold Mar 25, 2026

  63-65 Green St Unit 1, Brookline, MA 02446

  • 4 Beds
  • 5.5 Baths
  • 3,278 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $1,167/SF
  • 24 Days On Market

  Last Listing Agent Mona and Shari Wiener Hammond Residential Real Estate

  63-65 Green St Unit 1, Brookline, MA 02446
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  /14

  Est $583,822 Not Listed For Sale

  20 Stearns Rd Unit 3, Brookline, MA 02446

  • 1 Bed
  • 1 Bath
  • 590 Sq Ft
  • Built 1967

  20 Stearns Rd Unit 3, Brookline, MA 02446

  Last Sold Summary

  • 1% Above List Price
  • $983/SF
  • 14 Days On Market

  Last Sold Price $579,999

  Last Listing Agent Anna Jung K Stadium Realty INC
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  /26

  $2,940,000

  • 5 Beds
  • 3.5 Baths
  • 4,724 Sq Ft

  140 Dudley St, Brookline, MA 02445

  This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect

  

  Deborah M Gordon

  Coldwell Banker Realty - Brookline

  (617) 655-8610

  140 Dudley St, Brookline, MA 02445
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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
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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

  Current Estimated Value $4,452,765

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

  69 Princeton Rd, Chestnut Hill, MA 02467
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  /38

  Est $1,333,390 Not Listed For Sale

  101 Summit Ave Unit C, Brookline, MA 02446

  • 2 Beds
  • 3 Baths
  • 1,405 Sq Ft
  • Built 1885

  101 Summit Ave Unit C, Brookline, MA 02446

  Last Sold Summary

  • 1% Below List Price
  • $961/SF
  • 8 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Robin Muldoon ReNew Realty LLC
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  /40

  $1,099,000

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  321 Hammond Pond Pkwy Unit 105, Chestnut Hill, MA 02467

  Fantastic first floor corner/end unit with 2 bedrooms, 2 baths, 2-car garage parking and private storage. This home is front (west) facing, and enjoys abundant sunlight and a modern layout, with large, well-apportioned bedrooms and bathrooms. Freshly painted and with newly refinished hardwood floors, a sweeping open floor plan encompasses the foyer, kitchen, dining room, and living room. The

  Brenda vanderMerwe Hammond Residential Real Estate

  321 Hammond Pond Pkwy Unit 105, Chestnut Hill, MA 02467
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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
• 

  

  /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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  /37

  Est $1,502,435 Not Listed For Sale

  48 Marshal St Unit A, Brookline, MA 02446

  • 3 Beds
  • 3 Baths
  • 2,099 Sq Ft
  • Built 1945

  48 Marshal St Unit A, Brookline, MA 02446

  Last Sold Summary

  • 10% Above List Price
  • $650/SF
  • 25 Days On Market

  Last Sold Price $1,365,000

  Last Listing Agent Barrie Naji Coldwell Banker Realty - Canton
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  /42

  $2,199,000 Pending

  • 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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  /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
• 

  

  /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

  Current Estimated Value $1,260,241

  Last Listing Agent Sheila Goddess Coldwell Banker Realty - Newton

  143 Beaconsfield Rd Unit 2, Brookline, MA 02445
• 

  

  /23

  Est $1,121,886 Not Listed For Sale

  26 White Place Unit 1, Brookline, MA 02445

  • 3 Beds
  • 1.5 Baths
  • 1,414 Sq Ft
  • Built 1992

  26 White Place Unit 1, Brookline, MA 02445

  Last Sold Summary

  • 2% Below List Price
  • $813/SF
  • 5 Days On Market

  Last Sold Price $1,150,000

  Last Listing Agent Matt Palmer Summit Residential
• 

  

  /18

  $879,000

  • 2 Beds
  • 2 Baths
  • 1,249 Sq Ft

  60 Glen Rd Unit 108, Brookline, MA 02445

  Welcome to historic Olmstead Park, surrounded by lush landscaped grounds in a peaceful, park-like setting. This thoughtfully designed corner unit opens with a gracious foyer & custom closets offering excellent storage throughout. The sun-filled living area is the heart of the home, featuring soaring 12+ foot ceilings, striking wall mural, designer lighting & oversized windows that create an airy,

  Paula Narenkivicius Compass

  60 Glen Rd Unit 108, Brookline, MA 02445
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  /33

  $4,100 total monthly price

  • 4 Beds
  • 1 Bath
  • 1,800 Sq Ft
  • Apartment for Rent

  753 Boylston St Unit 2, Chestnut Hill, MA 02467

  Available 9/1/26! Heat is included! Come and see this Large 4 or 5 bedroom 1 bathroom, with a bonus office, second-floor unit in Brookline Chestnut Hill. Located right on Boylston Street, Near Heath School! convenient to multiple grocery stores, Shops at Chestnut Hill, restaurants, and more! Easy highway access and easy commute to the Longwood medical area one bus the 60, 15-minute walk to The D

  

  Vena Priestly

  Rise Signature Homes

  (857) 341-9625

  753 Boylston St Unit 2, Chestnut Hill, MA 02467
• 

  

  /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 $615,882

  Last Listing Agent Allison Hardenbergh Coldwell Banker Realty - Cambridge

  1600 Beacon St Unit 607, Brookline, MA 02446
• 

  

  /29

  Est $725,013 Not Listed For Sale

  809 Boylston St Unit 2, Chestnut Hill, MA 02467

  • 2 Beds
  • 2 Baths
  • 983 Sq Ft
  • Built 2018

  809 Boylston St Unit 2, Chestnut Hill, MA 02467

  Last Sold Summary

  • 3% Below List Price
  • $762/SF
  • 5 Days On Market

  Last Sold Price $749,000

  Last Listing Agent Henry Choi Real Broker MA, LLC

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