Homes for Sale in 02445

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  /26

  $2,698,000

  • 5 Beds
  • 3.5 Baths
  • 3,738 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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  /28

  $1,099,000

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft

  325 Tappan St Unit 6, Brookline, MA 02445

  Beautifully renovated, sun-filled two bedroom, two bathroom unit at desirable The Terraces in Washington Sq. The expansive foyer is flanked on the right by a gracious living room featuring a fireplace with marble surround.The spacious formal dining room has glass paned doors to the renovated eat-in kitchen with high-end granite countertops, glass backsplash, high-end appliances, and large pantry.

  

  Elissa Rogovin

  Hammond Residential Real Estate

  (617) 533-0031

  325 Tappan St Unit 6, Brookline, MA 02445
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  /38

  $775,000

  • 2 Beds
  • 2 Baths
  • 1,005 Sq Ft

  33 Pond Ave Unit 524, Brookline, MA 02445

  This fifth floor corner unit at Brook House features 2 bedrooms and 2 bathrooms with a bright, open floor plan. The updated kitchen shines with granite countertops and stainless steel appliances. The spacious living/dining room features a built-in bookshelf with an abundance of storage and a slider that leads to the private balcony. Each bedroom has a large closet with built-ins and the primary

  Zack Harwood Berkshire Hathaway HomeServices Warren Residential

  33 Pond Ave Unit 524, Brookline, MA 02445
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  /42

  $1,795,000

  • 3 Beds
  • 3.5 Baths
  • 3,856 Sq Ft

  241 Perkins St Unit G102, Jamaica Plain, MA 02130

  One of only two private entrance condo units in highly sought-after Cabot Estate gated community nestled in 23 acres on Jamaica Pond. This unique residence features vaulted ceilings, abundant skylights, and an open, light-filled layout, with wide plank hardwood floors. The great room showcases polished concrete floors and one of three wood-burning fireplaces. Impressive chef’s kitchen with a huge

  Jeffrey Goldman Coldwell Banker Realty - Boston

  241 Perkins St Unit G102, Jamaica Plain, MA 02130
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  /12

  $6,999,984

  • 5 Beds
  • 6.5 Baths
  • 6,658 Sq Ft

  278 Clinton Rd, Brookline, MA 02445

  A masterful residence by Kenwood Builders, discreetly sited on one of Fisher Hill’s most coveted streets. This 5-bed, 6.5-bath home blends impeccable craftsmanship w/bespoke millwork & refined finishes throughout. Designed for modern living, expansive glass doors flood the main level w/light, anchored by a dramatic 2-story foyer & elegant living & dining rooms. The chef’s kitchen—complete w/a

  Jayne Friedberg Coldwell Banker Realty - Brookline

  278 Clinton Rd, Brookline, MA 02445
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  /19

  $1,270,000

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft

  58 Kent St Unit 302, Brookline, MA 02445

  This front-facing two-bedroom blends thoughtful design and effortless style in one of Brookline's most sought-after addresses. Natural light floods in through oversized windows, and a Juliette balcony brings fresh air and an open, connected feel. Nine-foot ceilings and rich hardwood floors set an elevated tone throughout. The kitchen features marble countertops and a full Thermador appliance

  Erik Anderson Concept Properties

  58 Kent St Unit 302, Brookline, MA 02445
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  /14

  $899,000

  • 3 Beds
  • 1 Bath
  • 1,387 Sq Ft

  16 Garrison Rd Unit 5, Brookline, MA 02445

  Ideally located in Washington Square on a beautiful side street, this lovely three bedroom condominium is perfect for an owner occupant or as an investment property. It is under a quarter mile to the Green Line, restaurants, shops and a grocery store. The professionally managed association includes 8 units with a 2020 roof and 2016 boiler.A well-outfitted foyer with a skylight welcomes you to the

  Montgomery Carroll Group Compass

  16 Garrison Rd Unit 5, Brookline, MA 02445
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  /14

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft

  1731 Beacon St Unit 402, Brookline, MA 02445

  Set in the heart of Washington Square, this fully gut-renovated 2-bedroom, 2-bath home offers a bright, comfortable layout with thoughtful updates throughout. The living space feels open yet defined, with a separate dining area, generously sized bedrooms, and living room. Large windows bring in beautiful tree-top light, creating a warm, inviting feel. The kitchen is well-appointed with an

  Rachel Goldman MGS Group Real Estate LTD

  1731 Beacon St Unit 402, Brookline, MA 02445
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  /32

  $9,500,000

  • 7 Beds
  • 8 Baths
  • 9,500 Sq Ft

  355 Buckminster Rd, Brookline, MA 02445

  Magnificent estate on one of Brookline’s most beautiful residential streets, blending timeless architecture with modern luxury. Expansive first floor features elegant period details, grand entertaining rooms, an impressive foyer, custom chef’s kitchen, and spacious family room, with a covered porch and large deck extending the living space outdoors. The home offers a palatial primary suite with

  Samantha Stumpo Serhant

  355 Buckminster Rd, Brookline, MA 02445
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  /16

  $1,025,000

  • 2 Beds
  • 1 Bath
  • 1,157 Sq Ft

  1778 Beacon St Unit 302, Brookline, MA 02445

  A one of one in Brookline – immerse yourself in this sun-filled penthouse that seamlessly blends timeless character with modern luxury. Upon entering, one is instantly impressed by the ultra-high ceilings, grand staircase, exposed brick wall, and modern lighting fixture. The open-concept layout provides a spacious living, dining, and kitchen area. The fully renovated kitchen features an oversized

  Jarrett Hurwitz Keller Williams Realty

  1778 Beacon St Unit 302, Brookline, MA 02445
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  /41

  $4,499,000

  • 7 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  89 University Rd, Brookline, MA 02445

  Sophisticated contemporary home totally transformed in 2022 by a prestigious luxury developer. Meticulously crafted for modern living with 5500+ sq ft including two additional suites with kitchenettes & private entrances designed as In-Law/Au-Pair apartment + home office. Spectacular living room with 6' linear gas fireplace complimented by a 8' wide granite wall. Extraordinary chef's kitchen with

  Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

  89 University Rd, Brookline, MA 02445
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  /41

  $5,995,000

  • 7 Beds
  • 11 Baths
  • 8,921 Sq Ft

  55 Leicester St, Brookline, MA 02445

  55 Leicester presents a RARE offering in one of Brookline’s premier, private locations, now offered at a price point rarely matched for a home of this caliber. Behind its grand facade, this extraordinary estate awaits its next chapter. Repositioned BELOW SIX MILLION — a significant adjustment representing compelling value for the size and location — it stands among the most attractive listings

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  55 Leicester St, Brookline, MA 02445
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  /5

  $5,950,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,825 Sq Ft

  9 Willard Rd, Brookline, MA 02445

  Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining.

  Celine Sellam Coldwell Banker Realty - Brookline

  9 Willard Rd, Brookline, MA 02445
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  /25

  $935,000

  • 2 Beds
  • 2.5 Baths
  • 1,054 Sq Ft

  38 Englewood Ave Unit 1, Brighton, MA 02135

  Set within a beautifully restored 1885 Victorian, this condo blends classic character with clean, modern design. The main level offers an open, airy feel, centered around a well-appointed kitchen with stone counters, high-end Fisher & Paykel and Bosch appliances, and a generous island—ideal for everyday living and casual entertaining. The kitchen flows seamlessly into the living area, where

  The Mary Scimemi Team Leading Edge Real Estate

  38 Englewood Ave Unit 1, Brighton, MA 02135
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  /31

  $999,000

  • 1 Bed
  • 1 Bath
  • 793 Sq Ft

  197 Eighth St Unit 705, Boston, MA 02445

  Are you looking for a second home in the city completely furnished in a full service concierge building with valet parking & elevator. Perhaps you travel to Florida in the winter or the Cape in summer & need a foothold in the city near Logan Airport & area Hospitals. Look no further as you have arrived at Flagship Wharf within walking distance to city attractions while living on the waterfront

  Karen Colombosian Coldwell Banker Realty - Boston

  197 Eighth St Unit 705, Boston, MA 02445
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  /40

  $900,000

  • 2 Beds
  • 2 Baths
  • 1,243 Sq Ft

  321 Tappan St Unit 3, Brookline, MA 02445

  Welcome to The Terraces, a private and elegant association nestled in the lively Washington Square neighborhood of Brookline. This two-bedroom, two-bathroom condominium offers generous room sizes, high ceilings, and updated kitchen and bathrooms. The primary bedroom includes an en-suite bath, and the large formal dining room provides flexibility - well suited as an elegant entertaining space or,

  Meg Vulliez RE/MAX Real Estate Center

  321 Tappan St Unit 3, Brookline, MA 02445
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  /40

  $4,995,000

  • 7 Beds
  • 8 Baths
  • 6,560 Sq Ft

  40 Heath Hill, Brookline, MA 02445

  Perched on a private cul-de-sac, this commanding 7BD, 5FB & 3HB 6,560SF property sits on .72AC of landscaped grounds, offering rare space & privacy minutes from the city. Built in 1901, this home was reimagined to respect the original architecture while introducing a modern sensibility, including geothermal heating. Intricate millwork, crown moldings, 6 fireplaces, & expansive windows fill the

  Hilary Maddox Team Compass

  40 Heath Hill, Brookline, MA 02445
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  /19

  $895,000

  • 1 Bath
  • 717 Sq Ft

  58 Kent St Unit 304, Brookline, MA 02445

  This corner studio redefines what urban living can feel like. Natural light pours through a wraparound window line, 9-foot ceilings soar overhead, and rich hardwood floors give the space an airy, expansive quality. The kitchen features marble countertops and a full Thermador appliance package, while the bathroom delivers a spa-like finish with designer-selected tilework and a dual vanity. A

  Erik Anderson Concept Properties

  58 Kent St Unit 304, Brookline, MA 02445
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  /33

  $880,000

  • 5 Beds
  • 2 Baths
  • 1,413 Sq Ft

  16 Garrison Rd Unit 7, Brookline, MA 02445

  Attention investors! Rare Brookline opportunity in sought-after Washington Square. Spacious 5-bed, 2-bath condo with 1,413 sq ft in a professionally managed 8-unit building. Leased through August at $5,275/month—strong, turnkey income. Features include a renovated kitchen with granite countertops, stainless steel appliances, and ample cabinetry, plus two full baths (one with walk-in shower).

  Diana Kim eXp Realty

  16 Garrison Rd Unit 7, Brookline, MA 02445
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  /14

  $3,450,000

  • Land
  • 6,098 Sq Ft
  • $24,642,857 per Acre

  370 Washington St, Brookline, MA 02445

  Dream Development Opportunity - APPROVALS in place! - to Create 6 Luxury Condos in AAA Brookline location Attention Developers! Rarely available prime development opportunity in the absolute heart of Brookline Village, near the MBTA Green Line, and Brookline's best schools, shops, and restaurants, plus the Longwood Medical Area. Approvals in hand to create six luxury condos with an elevator,

  Todd Glaskin Coldwell Banker Realty - Newton

  370 Washington St, Brookline, MA 02445
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  /39

  $14,850,000

  • 6 Beds
  • 8 Baths
  • 9,065 Sq Ft

  280 Warren St, Brookline, MA 02445

  Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal

  Maggie Gold Seelig MGS Group Real Estate LTD

  280 Warren St, Brookline, MA 02445
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  /30

  $3,299,000

  • 3 Beds
  • 3.5 Baths
  • 3,396 Sq Ft

  120 Seaver St Unit C-102, Brookline, MA 02445

  Spectacular 3,396 square foot residence at Longyear at Fisher Hill, a beautifully landscaped 8-acre estate designed by Frederick Law Olmsted. Beautifully customized three bedroom, three and one-half bathroom home designed by noted architect Doreve Nicholaeff. Offers seldom seen blend of modern elegance and luxury living. Open, airy, light-filled floor plan with 10-foot ceilings ideal for casual

  Ezra Stillman Hammond Residential Real Estate

  120 Seaver St Unit C-102, Brookline, MA 02445
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  /41

  $4,250,000

  • 3 Beds
  • 3.5 Baths
  • 3,467 Sq Ft

  322 Tappan St Unit 2, Brookline, MA 02445

  Few homes capture both worlds - the scale and soul of a grand single-family estate paired with the ease of a low-maintenance lifestyle. Step inside this landmark stone French Chateau: three sun-filled floors, 3 beds, 3.5 baths, private elevator, and a low condo fee. Two deeded parking spaces convey a garage and an outdoor space. Walk to Star Market, Runkle PK–8, and Brookline High; C and D Green

  Jason Pan Midtown Properties, Inc.

  322 Tappan St Unit 2, Brookline, MA 02445
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  /35

  $2,399,999

  • 7 Beds
  • 5 Baths
  • 4,544 Sq Ft

  54 Clark Rd, Brookline, MA 02445

  Sited high above Clark Road, this stunning Victorian-era residence sits on an expansive 14,000+ sq ft lot and is filled with natural light and rich in timeless architectural detail. A grand foyer welcomes you inside and opens to an impressive double living room, where large picture windows frame views of the lush, landscaped gardens. With 2 fireplaces, these beautifully appointed spaces are both

  Bell | Whitman Group Compass

  54 Clark Rd, Brookline, MA 02445
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  /41

  $749,000

  • 1 Bed
  • 1 Bath
  • 925 Sq Ft

  1731 Beacon St Unit 512, Brookline, MA 02445

  Perched high above the bustle of city life, this stunning one-bedroom condo with genuine hardwood floors has undergone a glamorous high-end renovation. Bathroom features "His & Her" sinks, granite counters, walnut vanities w/ generous storage, mother-of-pearl tiles & recessed lighting. Open-concept Living/Dining area creates a welcome space for lively entertaining. Enjoy elegant, carefree living

  Sheree Skoler Dakota Realty

  1731 Beacon St Unit 512, Brookline, MA 02445
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  /42

  $2,500,000

  • 6 Beds
  • 3 Baths
  • 4,404 Sq Ft

  293 Cypress St, Brookline, MA 02445

  A turnkey investment or owner-occupant gem in Brookline’s highly sought after area.This mixed-use property features two spacious 3-bedroom residential units over a established commercial restaurant space with consistent income .Perfect for the savvy investor seeking stable yields or a homeowner looking to offset their mortgage with commercial and residential rent.This property combines classic

  John Canney John J. Canney

  293 Cypress St, Brookline, MA 02445
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  /24

  $2,649,000

  • 5 Beds
  • 4 Baths
  • 3,450 Sq Ft

  90 Addington Rd, Brookline, MA 02445

  Located on Aspinwall Hill just across from Schick park is this gut renovated 5 bed, 4 full bath 3,450 sq. ft. single family alternative that artfully blends luxury with comfort. The expansive foyer leads you to a state-of-the-art chef's kitchen, complete with stone countertops, high-end Thermador appliances & island leading to a breakfast area. There is a generous deck great for entertaining as

  Jamie Genser Coldwell Banker Realty - Brookline

  90 Addington Rd, Brookline, MA 02445
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  /35

  $785,000

  • 2 Beds
  • 2 Baths
  • 1,005 Sq Ft

  33 Pond Ave Unit 603, Brookline, MA 02445

  Super Sunny 2 bed/ 2 bath corner unit South facing Pond at the Brook House for sale. Unit features renovated kitchen w/ Stainless steel appliances, granite counter tops, oakwood cabinets, 2 renovated bathrooms, central a/c, two car garage parking spaces (tandem). Enjoy the private balcony views of the pond. The Brook House is a full-service luxury building that has 24/7 security, onsite

  Sheryl Lezberg Captivating Realty

  33 Pond Ave Unit 603, Brookline, MA 02445
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  /21

  $1,495,000

  • 5 Beds
  • 2 Baths
  • 2,163 Sq Ft

  8 Henry St Unit 10, Brookline, MA 02445

  Located in the highly desirable Brookline Hills neighborhood, this classic two-family residence presents an exceptional opportunity for investors and end users alike. Whether you are looking for a strong investment property, an owner-occupied home with rental income, or the potential to convert into two condominiums, the possibilities are endless.The first-floor unit features a spacious layout

  Marika & Associates Group Hammond Residential Real Estate

  8 Henry St Unit 10, Brookline, MA 02445
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  /42

  $749,000

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  60 Glen Rd Unit 101, Brookline, MA 02445

  Beautifully maintained one-level condo in a prime Brookline location. This bright and inviting unit features a spacious living and dining area with high ceilings and large architectural windows that fill the space with natural light—ideal for both everyday living and entertaining. The condo offers two generously sized bedrooms, an updated kitchen with new quartz countertops and ample cabinetry,

  Domingo Medina Coldwell Banker Realty - Lexington

  60 Glen Rd Unit 101, Brookline, MA 02445
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  /16

  $579,900

  • 1 Bed
  • 1.5 Baths
  • 828 Sq Ft

  22 Chestnut Place Unit 210, Brookline, MA 02445

  Make this beautiful one floor air conditioned unit with huge bright rooms and high ceilings your new home! Located in Sargent Estates, with beautiful grounds including outdoor in-ground pool and concierge. This beautiful three acre association surrounded by historic stone walls and beautiful old trees is just minutes from Longwood Medical Center, Brookline Village, and the Emerald Necklace. Just

  Charles Silbert Compass

  22 Chestnut Place Unit 210, Brookline, MA 02445
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  /41

  $16,000,000

  • 6 Beds
  • 8 Baths
  • 9,411 Sq Ft

  63 Goddard Ave, Brookline, MA 02445

  This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive

  Debby Belt Hammond Residential Real Estate

  63 Goddard Ave, Brookline, MA 02445
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  /23

  $1,495,000

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  58 Kent St Unit 303, Brookline, MA 02445

  Experience brand new refined Brookline Village living at 58 Kent #303, a beautifully designed two bedroom, two bath residence that blends modern luxury with everyday convenience. Inside, the sun filled layout highlights elegant marble counters, a premium Wolf and Sub Zero appliance package, and a charming Juliet balcony that brings in natural light. The bathrooms feature designer selected

  Erik Anderson Concept Properties

  58 Kent St Unit 303, Brookline, MA 02445
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  /19

  $1,900,000

  • 4 Beds
  • 3 Baths
  • 1,835 Sq Ft

  57-59 Highland Rd Unit 57, Brookline, MA 02445

  Sun-drenched 2025 new construction floor-through home offering an exceptional blend of modern design and everyday comfort. This spacious residence features a thoughtfully designed open floor plan with 4 bedrooms, 3 bathrooms, and a versatile den, all complemented by stunning ceiling height and abundant natural light. The high-end kitchen with gas stove is beautifully finished with premium

  AD Advisors Team Block Realty

  57-59 Highland Rd Unit 57, Brookline, MA 02445
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  /10

  $1,170,000

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  127 Winthrop Rd Unit 6A, Brookline, MA 02445

  This spacious 3-bedroom, 2-bath condominium offers 1,732 square feet of living space and presents a compelling opportunity for investors, contractors, renovators, or end users with vision. The unit is in need of significant repairs and updating, but its generous room sizes, well-proportioned layout, and garage parking provide an excellent foundation for renovation. Whether the goal is resale,

  Migdol Moore Team Gibson Sotheby's International Realty

  127 Winthrop Rd Unit 6A, Brookline, MA 02445
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  /15

  $505,000

  • 1 Bed
  • 1 Bath
  • 710 Sq Ft

  77 Pond Ave Unit 412, Brookline, MA 02445

  Light shines brightly into this beautiful, well maintained 4th-floor 1-bedroom, 1-bath home at the coveted Brook House, offering easy living, comfort, and peace of mind. This home features a spacious living/dining room with beautiful hardwood floors, a large bedroom with ample closet space, and a separate kitchen with stylish white cabinets, stainless steel appliances, granite countertop, and

  Amy Lipton Coldwell Banker Realty - Brookline

  77 Pond Ave Unit 412, Brookline, MA 02445
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  /20

  $849,000

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft

  33 Pond Ave Unit 919, Brookline, MA 02445

  Spacious and modern 2-bed, 2-bath condo with breathtaking views of Leverett Pond and Olmsted Park. This well-designed home features an open-concept layout with an enclosed balcony, perfect for additional living, dining, or office space. Both bedrooms are generously sized, including a primary suite with a private bath and dressing area. Additional highlights include central A/C, 24-hour security,

  AJ Arstamyan Coldwell Banker Realty - Boston

  33 Pond Ave Unit 919, Brookline, MA 02445
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  /27

  $6,800,000

  • 7 Beds
  • 9 Baths
  • 6,000 Sq Ft

  75 Goddard Ave, Brookline, MA 02445

  Set on nearly an acre within Brookline’s coveted Estate Section, this extraordinary 2015-built residence offers a rare blend of privacy, scale, & exceptional construction rarely found in today’s market. Spanning nearly 8,000 sq ft including a finished lower level, the home features solid mahogany floors,marble baths, custom granite stonework, 7 bedrooms, 9 bathrooms, a steam room, and multiple

  Samantha Stumpo Serhant

  75 Goddard Ave, Brookline, MA 02445
• 

  

  /34

  $2,798,000

  • 5 Beds
  • 4.5 Baths
  • 3,898 Sq Ft

  84 Winthrop Rd Unit 1, Brookline, MA 02445

  Welcome to Your Dream Home in Washington Square! This 3898 Sqft. beautifully renovated, sun-filled duplex townhome blends modern elegance & timeless charm, perfectly designed for both relaxed living & stylish entertaining. The open-concept main level features a spacious living room with a fireplace & a custom-designed chef’s kitchen with stainless steel appliances, custom cabinetry & stunning

  Jeff Groper Coldwell Banker Realty - Newton

  84 Winthrop Rd Unit 1, Brookline, MA 02445
• 

  

  /24

  $449,000

  • 1 Bath
  • 500 Sq Ft

  44 Washington St Unit 605, Brookline, MA 02445

  Luxury Brook House, Deeded garage parking space #295 included! Well maintained spacious, bright, modern studio, Large sliding glass door encompassing one wall of living area, City views, Juliet balcony off of living area, Updated modern kitchen, Abundant closet space includes a large walk-in closet, 24/7 security/concierge, On-site management, Package delivery room, Enjoy a great lifestyle with

  Sada Hanna William Raveis R. E. & Home Services

  44 Washington St Unit 605, Brookline, MA 02445

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