Brookline MA Homes For Sale

Scroll down to find the latest homes for sale in the Brookline, MA. Discover a variety of listings including condos, apartments, and single family homes! Save your favorite properties when you register with our site, and we can send you email notifications when similar properties are posted. For more information or to schedule a tour, contact us!

150 Woodland Road Brookline MA 02467

Price$38,000,000

Est. Mortgage: $/month

MLS Number 72071392

  • Single Family
  • Garage 4
  • Parking Spaces 20
  • Year Built 1999
  • Full Bath 7

Unique opportunity to purchase the most outstanding residence in the Boston area, set on a 7.32-acre breathtaking tapestry of lawns, ponds, sculpted rock outcrops and a horticultural encyclopedia of plantings. Woodland Manor provides ultimate privacy and tranquility with city accessibility, 5 miles from the center of Boston. This emerald island rises between the Brookline Country Club and Putterham Meadows Golf Course. Turf walkways and pathways meander through this extraordinary landscape and the winding driveway provides a multi-step reveal of this striking estate. The façade of Indiana limestone creates a home of singular distinction, with 26,000sf of living space constructed with the finest materials and most exacting construction standards. The estate can also be purchased with its entire 14± acres for $55,000,000. The additional acreage comprises five building lots that each represent the best Chestnut Hill location and environment for the construction of a signature property.

Listed by Woodland Manor Team, Deborah M. Gordon and Jonathan Radford of Coldwell Banker Residential Brokerage - Brookline

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Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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71 Sears Road Brookline MA 02445

Price$14,900,000

Est. Mortgage: $/month

MLS Number 72462150

  • Single Family
  • Garage 2
  • Parking Spaces 8
  • Year Built 1929
  • Full Bath 5

We are pleased to introduce one of Brookline's most coveted offerings to come to market in over a decade. Located in the prestigious estate area, this 1929 Colonial Revival with 14 rooms is set on two pristine acres complemented by an eye-catching in-ground pool, rolling lawns, specimen trees, perennial gardens and a man-made fresh water creek. With approximately 7,000 sf of living space and superb craftsmanship this home sits majestically at the top of a secluded driveway with regal stone pillars at its entry. Rich in detail, it features 6 spacious bedrooms, 5 full and 2 half baths, master bedroom suite with luxurious bathroom and formal entertaining rooms which compliment more casual living spaces. A walking path from the backyard connects the property to the renowned Park School. It is in close proximity to other distinguished private schools and under 5 miles to Back Bay. This jewel is marked by its timeless elegance.

Listed by Micéal & Conor Chamberlain, Conor Chamberlain and Miceal Chamberlain of Historic Homes, Inc.

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Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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37 SEARS Road Brookline MA 02445

Price$11,700,000

Est. Mortgage: $/month

MLS Number 72477825

  • Single Family
  • Garage 3
  • Parking Spaces 9
  • Year Built 2019
  • Full Bath 6

Brookline's premier luxury builder presents a once in a lifetime opportunity to customize an estate boasting 9592 SqFt.Ultimate in luxury, this home is to-be-constructed w/ close attention to detail.Elegance ensues the front elevation w/limestone exterior,columns & casings, a porte-cochere W/ 10 ft high custom iron doorways, continuing to a beautiful show-stopping half round.WOW factor entertainment awaits w/breathtaking double bridal stair cased grand foyer open to living&dining rooms.State-of-the-art Grand kitchen w/ prep kitchen,spotlight matching top of the line appliances &cabinetry.Stroll through 15ft cased opening to an oversized family room.Exceptional floor plan flow,pleasing sight lines & expansive windows add to the grandeur of the home.First floor also incorporates an au-pair suite paneled library, w/ boasting11ft ceilings.2nd floor has a palatial master suite,4 ensuite bedrooms all w/14ft tray ceilings.Enjoy secluded living on this private lot w/estate expansion potential.

Listed by Samantha Stumpo of New Brook Realty Group, LLC

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Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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55 Leicester Street Brookline MA 02445

Price$9,995,000

Est. Mortgage: $/month

MLS Number 72102970

  • Single Family
  • Garage 5
  • Parking Spaces 6
  • Year Built 1995
  • Full Bath 8

55 Leicester defines luxurious living in a premier, private Brookline location.The grand foyer with its high ceilings, sets the tone for this magnificent home & leads into a desirable open concept floor plan. The centerpiece of the home is the architecturally stunning, floating main staircase which is a piece of art itself. All the rooms in this exquisite estate are drenched in light, with views of the spectacular landscaped grounds thanks to the wall of windows that covers the rear of the home. The elegant dining room seats over 20 guests & there is a fabulous 3rd fl entertainment room. The sprawling master showcases 20ft windows, a balcony, vast en-suite bath/dressing room & its own loft w/ private office. 7-BRs in total, with features that incl personal staircases to private lofts, en-suite baths & direct-access balconies. Notable features include: elevator, 5 car garage w/ turntable, pool/pool house, roof deck, wine cellar, one-touch lighting system, heated driveway. A must see!

Listed by Julie Harrison of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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33 Lyman Road Brookline MA 02467

MLS Number 72473593

  • Single Family
  • Garage 3
  • Parking Spaces 10
  • Year Built 2015
  • Full Bath 8

Magnificent Chestnut Hill seven-bedroom residence completed in 2017 by award-winning design and build team. Close to Boston and walking distance to the Country Club, this masterfully designed home is located in one of Brookline's most exclusive enclaves. The 10,000+ square foot residence was designed by renowned architect Tom Catalano and built by Pioneer Construction. State-of-the-art systems and luxurious fixtures and finishes were chosen by the current owners who have just completed an extensive 18-month enhancement. The master bedroom was redesigned to include new wall-to-wall cabinetry, fireplace with floor-to-ceiling surround, new master closet with island, and new master bathroom. Finished lower level, staff quarters, in-law suite, office, gym, sauna, sport court, pool with auto cover, and beautiful entertaining spaces add to a long list of upgrades to this stunning residence.

Listed by Paul E. Grover and Jack Tobin of Robert Paul Properties

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Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 Cramond Road Brookline MA 02467

Price$8,995,000

Est. Mortgage: $/month

Price Changed

MLS Number 72470404

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Year Built 1999
  • Full Bath 4

Stately Brick Georgian located in the estate area of Chestnut Hill. This custom designed residence sets the standard for luxury living offering 6356 sf of timeless architectural details. Ideal for entertaining, the 1st floor features a beautiful entry foyer & large scale principal rooms with classic finishes and details while still retaining a sense of intimacy and elegance. The professionally equipped kitchen, two butler's pantries, a handsome fireplaced library with custom millwork and glass enclosed solarium finish this level. A magnificent staircase with coffered ceilings leads to the second floor which affords a spacious master suite replete w/2 beautifully outfitted, expansive closets & 2 separate bathrooms. Three additional en-suite bedrooms, laundry, & gym. Exceptional attention to detail throughout w/in-home elevator & oversized 3 car garage. Wonderfully sited surrounded by serpentine brick walls & European style terraces with pool, cabana and tennis court.

Listed by Jayne Friedberg of Coldwell Banker Residential Brokerage - Brookline

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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31 Catlin Road Brookline MA 02445

Price$6,800,000

Est. Mortgage: $/month

MLS Number 72452997

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Village Fisher Hill
  • Year Built 2019

FINALLY COMPLETED! 31 Catlin Road in Fisher Hill. Unique new construction contemporary home offers the best of urban/suburban living. At the top of private road, this architecturally distinctive property incorporates the finest materials & finishes both inside & out. The thoughtful open floor plan seamlessly blends interior living spaces w/ the surrounding outdoors, perfect for relaxation & entertaining. Walls of glass lead out to covered bluestone patios & expansive yard. Stunning open stairwell & wood paneled elevator access all 4 levels of living. Italian designed kitchen w/ stainless steel counter tops, teak wood cabinets, top of the line appliances. 6" white oak hardwood floors. 5 ensuite bedrooms, including incredible luxurious master suite w/ radiant heated floors, steam shower, soaking tub & private roof deck. Spectacular rooftop deck w/ views of Boston & Brookline Reservoir. 3 car heated gar. Short commute to Medical area, Boston, & Cambridge. Close to public transportation.

Listed by Robin Allen of William Raveis R. E. & Home Services

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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80 Seaver Street Brookline MA 02445

Price$6,750,000

Est. Mortgage: $/month

MLS Number 72479164

  • Single Family
  • Garage 6
  • Parking Spaces 9
  • Village Fisher Hill
  • Year Built 1893

Built 1893 by Shepley, Rutan & Coolidge Architects, 80 Seaver St is one of the most stately homes on Fisher Hill. The Jacobethian style house sits on 1.5 acres of lovingly restored grounds with much thought given to merging the gardens and terrace with the home in a seamless way for the the lifestyle of today's family and entertainment. This home is a sophisticated blend of its rich history and tasteful modern updates. The main home consists of three levels of living with a formal receiving foyer, living room and dining room, eat-in kitchen, butler's pantry, wood paneled library, solarium and fireplaces throughout. The upper floors house five bedrooms, six and a half baths and three bonus rooms. Lower level is unfinished and ready for expansion or use as overflow. A fully refurbished two bed, two bath carriage house with renovated kitchen and extra basement storage sits astride the main home and connects to the 6+ car garage. The Porte Cochere was recently restored by Payne Bouchier.

Listed by Kyle Kaagan Team, Wendy Coke, Jennifer Fantasia and Kyle Kaagan of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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156 Ivy Street Brookline MA 02446

Price$6,350,000

Est. Mortgage: $/month

MLS Number 72486281

  • Single Family
  • Garage 3
  • Parking Spaces 7
  • Village Cottage Farm
  • Year Built 1851

The historic Dexter-Hall House, sited on nearly an acre abutting conservation land, has the feel of a grand country manor - but is less than a mile from Fenway Park and Cambridge. Minna Hall, co-founder of Mass. Audubon, grew up in the house and developed her love of nature there. Built in 1851 of Roxbury puddingstone and brick, with slate roof and granite block foundation, it is replete with beautiful architectural detail, including sculpted marble mantels, carved plaster moldings, exposed stone walls, and coffered ceilings. A lovely blend of original detail and thoughtful renovation, the home offers a living room, formal dining room, kitchen with vaulted ceiling and breakfast nook, library with custom built-ins, spacious master suite, 4 bedrooms, 4 1/2 baths, 2 studies, 5 fireplaces, and finished basement media room. Central air, multi-zone hi-eff heat, and 3-car garage with electric car outlet. Walk to Green Line B, C, and D trains, Coolidge Corner, major hospitals, and BU campus.

Listed by Thalia C. Tringo of Thalia Tringo & Associates Real Estate, Inc.

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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120 Rawson Road Brookline MA 02445

Price$6,250,000

Est. Mortgage: $/month

MLS Number 72440960

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Village Aspinwall Hill
  • Year Built 1889

This shingle-style, circa 1889, wood-braced frame Carriage House sits high atop Aspinwall Hill. Originally the barn for The Otis Shepard House, 120 Rawson Road was designed by prominent Boston Architects, Hartwell and Richardson. With a spacious floor plan; complimented by luxurious contemporary features, breathtaking details abound, including an interior ramp, stunning horse stalls, a steep gable roof with skylights, an engaged turret, with a conical roof and cathedral ceilings. The oversized double doors at the entrance to this home were originally used for the horse drawn carriages. Modern touches in the sixty-three hundred, and thirteen square feet of interior space include two kitchens, five zones of heat, and four zones of central air, hard wood, including mahogany in the study, and gorgeous cabinetry. The lot encompasses twenty-five thousand, one hundred and forty square feet of land where one can host parties under the stars or imagine horses grazing.

Listed by Tracy Clark and Chobee Hoy of Compass

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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8 Sears Road Brookline MA 02445

Price$5,950,000

Est. Mortgage: $/month

MLS Number 72486412

  • Single Family
  • Garage 3
  • Parking Spaces 4
  • Year Built 1988
  • Full Bath 5

This custom contemporary home is situated on one of Brookline's most coveted streets. A sleek and chic oasis with recent updates keeping with todays high standards of living. Upon entering this home you will be wowed by the stunning entry hall, formal living room with wood burning fireplace and dining room with custom built-ins all with 17 foot ceilings. The heart of this home is the custom 2018 Poggenpohl kitchen with marble counter tops, high end appliances, an eating island and pantry. The kitchen is open to the oversized family room with gas fireplace, wine fridge/bar area and eating area all with views of the lush landscaped back yard and in ground pool. Additionally, there is a study w/ a full bathroom, a home office & a powder room on this floor. The 2nd floor includes 4 generous bedrooms including the Zen master suite with walk-in closet and luxurious bathroom. Finished lower level, 3 car heated garage & stunning fenced in yard! Easy access to medical centers and shopping!!

Listed by Deborah M. Gordon of Coldwell Banker Residential Brokerage - Brookline

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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78 Upland Road Brookline MA 02445

Price$4,950,000

Est. Mortgage: $/month

MLS Number 72467148

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Village Pill Hill
  • Year Built 1877

Presiding over Pill Hill's Philbrick Green, this magnificent Queen Anne Revival house is listed on both the National and Local Historic Registers. While maintaining its beautiful period detail, the property was extensively renovated (2010-2014). The front entry leads to a parlor and living room with fireplace, a dining room with fireplace, and butler's pantry and kitchen with a 10-ft ceiling and top-of-the-line appliances. Features include a dramatic solarium addition and music hall (40'x28' with 18'5" ceiling) and a grand fireplace. The 2nd floor includes a 3-room master bedroom suite with fireplaces. Front and back stairs lead to the 3rd floor with 2 en suite bedrooms. There are Runtal, SuperStor Ultra, Viessmann, and SpacePak systems serving the house. The grounds, an acre of level and thoughtfully planned gardens, create one of the largest lots in the neighborhood and offer an idyllic, private setting. The property also includes a detached three-car garage and a carriage house.

Listed by Vicky Whitney and Blake Whitney of Hammond Residential Real Estate

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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