Brookline Homes $2M-$5M

Check out current single family homes between $2m - $5m for sale in Brookline, MA. Search through hundreds of listings to find the right real estate for you. Save your favorites when you register with us, and you can get email updates when similar properties that match your criteria are posted. Contact us for more information!

242 Woodland Road, Brookline, MA

MLS Number 72252067

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 4
  • Year Built 1939

Here is your chance to own this charming sundrenched ten room brick Colonial with four bedrooms,four and one-half baths that has been featured in Boston Magazine.This wonderful home and its open floor plan comes complete with gourmet kitchen,multiple fireplaces and French doors leading to bluestone terrace.There is a two car garage and wine cellar.The slate roof and gable brick makes this a classic Chestnut Hill property.

Listed by Michael Carucci of Gibson Sotheby's International Realty

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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23 Crafts, Brookline, MA

Price$4,200,000

Est. Mortgage: $/month

MLS Number 72250044

  • Single Family
  • Bathroom 8
  • Full Bath 6
  • Bedrooms 6
  • Year Built 2017

Chestnut Hill new construction. Classic & sophisticated residence designed w/ extreme attention to detail & finished with the most tasteful of choices. The sprawling first level offers gracious rooms including a formal living room w/ marble surround gas fireplace, a dining room w/ wainscoting & attached to the kitchen by a butlers pantry. The kitchen is stunning to the eye & equipped with high end appliances, large eating island, a 13x14 breakfast area & opens to the family room creating the open concept living desired by todays buyers. Additionally, there is an office/ library, 2 powder rooms, a mudroom & separate access to an upper level guest suite. The 2nd level features 4 en-suite bedrooms including the master suite which is highlighted by a 4 piece luxurious marble bathroom.The 3rd level allows flexible use of space w/ a 17 x 40 open room & a 6th bedroom or office & a full bathroom. Professionally landscaped grounds, 2 car garage w/ bonus storage space. Highly desirable location.

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

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Hilltop Road, Brookline, MA

Price$3,975,000

Est. Mortgage: $/month

MLS Number 72237060

  • Single Family
  • Bathroom 7
  • Full Bath 6
  • Bedrooms 5
  • Year Built 1940

Prime location. Outstanding 2017 renovation of a brick Georgian Colonial-style residence set on a sought-after street in Chestnut Hill. The stunning open floor plan, with over 5,000 square feet of living space graced with quality finishes and materials throughout, features a state-of-the-art kitchen, a family room with a fireplace, and French doors leading to a lovely bluestone terrace and private backyard. Also featured on this level are a breakfast room, a dining room, a living room with a fireplace, an office, a mudroom with built-in cubbies, drawers, and closets, and a half bathroom. The second floor has five bedrooms and five full bathrooms with radiant heat flooring, and a laundry area. The finished lower level has a full bathroom, a recreation room and ample storage. There is a heated two-car garage. This property is in the Heath School district and is conveniently located near the "T" and parks.

Listed by Eileen Strong O Boy of Hammond Residential Real Estate

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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69-71 School Street, Brookline, MA

MLS Number 72234313

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 10
  • Year Built 1845

attention investor, Outstanding opportunity! With a prime location 2 buildings with 5 bedrooms each, Parking for 10+ cars see attached plan for future development, property to be sold as is also see MLS #72234315

Listed by Salustia Ortiz of Dreamcatcher Investment Group, Inc.

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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97 Holland Road, Brookline, MA

Price$2,990,000

Est. Mortgage: $/month

MLS Number 72230328

  • Single Family
  • Bathroom 6
  • Full Bath 5
  • Bedrooms 7
  • Year Built 1900

Fisher Hill! Located on one of Brookline's most coveted tree lined streets.Built in 1912 this stucco colonial is situated on a 20,000+ SQ FT lot and designed by renowned architects of the day Chapman & Frazier. Grand and gracious oversized rooms with an abundance of original detail and old world charm throughout. Including a marble entry foyer, elegant formal dining room, formal living room with beamed ceilings and fireplace, a sunken den, a sitting room, a 3 sided sunroom and a large kitchen with butlers pantry. The second and third floors are comprised of 6+bedrooms, a 29 x 22 bonus playroom with city views and 4 full bathrooms including the master suite with sitting room/ dressing room. The lower level boasts an indoor heated swimming pool, playroom, laundry room and storage. Bounded by mature trees, private side grassy and lush gardens and a stellar urban suburban location. Close proximity to the newly finished Fisher Hill Reservoir Park.

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

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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61 Clark Road, Brookline, MA

Price$2,195,000

Est. Mortgage: $/month

MLS Number 72228244

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 5
  • Year Built 1920

Located at the base of Fisher Hill, one of Brookline’s most desirable neighborhoods, this truly exceptional 5BD/4.5BA home offers elegant living with exquisite details throughout. This spacious home boasts a grand entrance that leads to sprawling main floor with a spectacular renovated kitchen and a welcoming living area with custom built-ins. Relax in a luxurious living room/study with a gas fireplace and direct access to private porch perfect for alfresco dining. Distinctive features include beautifully crafted finish work and moldings, towering ceilings, large sun-drenched windows, high-end custom plantation shutters, five zones for heat/central air, surround sound, and a finished lower level with au pair potential. This gracious Colonial with Georgian Revival influence has been renovated, while preserving its charm and style integrity. Minutes to public transportation, schools, restaurants, playgrounds, and a short distance to Boston and Longwood Medical area.

Listed by Chris Remmes of Coldwell Banker - The Hammond Group

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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325 Heath Street, Brookline, MA

Price$4,599,000

Est. Mortgage: $/month

MLS Number 72227182

  • Single Family
  • Bathroom 8
  • Full Bath 6
  • Bedrooms 8
  • Year Built 1893

Grand c1893 custom-built Manor, sited on 1.5+ acres of park-like grounds. Superb craftsmanship & distinctive architectural details. Generously-proportioned rooms. Large country-style kitchen with brick fireplace, access to 2 decks, an adjacent family room & 2nd service kitchen. Richly detailed reception hall offers access to terrace & gardens, & leads to a banquet-sized dining room & elegant living room. Impressive library is appointed w/mahogany paneling & floor-to-ceiling bookcases w/rolling ladder. Adjacent wet bar room. 2nd floor master wing offers dressing room, office/nursery & large bathroom. Another two-room en-suite bedroom, two bedrooms, a bathroom & laundry room complete this floor. 3rd floor offers 2 bedrooms & study. Separate entrance lower level staff or guest quarters, & gym/theatre/recreation room. Direct-entry 2-car garage & capacity for 10+ parking. Exclusive Estate neighborhood near The Country Club, "T," shopping districts, & 4+/- mi to Copley Square, Boston.

Listed by Alan Cohen of Hammond Residential Real Estate

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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767 Newton Street, Brookline, MA

Price$2,339,000

Est. Mortgage: $/month

MLS Number 72227417

  • Single Family
  • Bathroom 6
  • Full Bath 5
  • Bedrooms 4
  • Year Built 2017

Sun filled brand new construction in a much desired Chestnut Hill neighborhood. Be the first to enjoy this thoughtfully designed and well proportioned home and the easy living amenities it has to offer. The first floor features an open floor plan, with family room, direct backyard access with deck on a beautiful flat backyard. Eat in kitchen with high end appliances. Adjoining kitchen is living, dining room and office. The home features a much desired first floor bedroom with en suite bath for master or guest room. High and cathedral ceilings.The second floor features master bedroom, and 2 more bedrooms, all with en suite baths. Second floor laundry. Second floor bonus room for office, studio or playroom! Additionally there is complete finished lower level with kitchen, with the 5th bedroom with full bath. Perfect for guests or nanny. Lots of area for a family room, and entertaining! The lower level completes this 5467 sq ft home. 2 car garage. Minutes to school Sky Line park

Listed by Sheila White of Compass

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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70 Randolph Road, Brookline, MA

Price$4,150,000

Est. Mortgage: $/month

MLS Number 72223102

  • Single Family
  • Bathroom 6
  • Full Bath 3
  • Bedrooms 4
  • Year Built 1952

Welcome to East Coast Chic living! A 2017 gut renovation with wonderful serene views from every room. An optional master or guest suite on the 1st floor plus a 2nd floor master. A glorious fire placed great room with sensational natural light flows into a stunning gourmet kitchen which overlooks a terraced garden and a separate raised patio with a built-in-fire pit. A 4 season sun room with radiant heat, bluestone flooring, stone fireplace and a glass Nanawall. French doors lead to a study with wet bar and powder room. An adjacent service wing has direct access from garage to mudroom with 1st floor laundry, 1/2 bath, a multipurpose room; au/pair/guests/children's room. Floors are wide board mahogany, slate and honed marble. The circular drive leads to a welcoming and grand entrance. Grounds originally designed by Fredrick Law Olmsted, now redesigned for contemporary living by award winning landscape firm. The privacy of an exclusive neighborhood with all the urban conveniences.

Listed by Jill Streck of Coldwell Banker Residential Brokerage - Brookline

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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58 Welch Road, Brookline, MA

Price$3,195,000

Est. Mortgage: $/month

MLS Number 72223021

  • Single Family
  • Bathroom 7
  • Full Bath 5
  • Bedrooms 6
  • Year Built 1903

Built in 1903, this South facing sun-splashed Federal Revival-style home has over 8,900sf of living area. It is located at the end of a cul-de-sac in Brookline's estate area, has a large private level yard and sited on 33,000 sf of land. 1st floor is comprised of large airy rooms which have quarter sawn oak flooring, stained glass French doors, pocket doors and lovely original detail. The living room (32x 20) accommodates multiple seating areas and a grand piano. The massive kitchen/pantry area has professional quality appliances and layout. The 2nd floor offers 5 bedrooms and 3 bathrooms. The master bedroom (22x16) on this level offers a stone tiled bath with tub, shower and double sinks. The 3rd level offers an additional master suite with luxurious bathroom, large office and a dressing room. Au-pair suite on the 3rd floor accessed by private stairs. The house is in excellent condition, has A/C, and was recently rewired . It is several blocks to MBTA Green line and High School

Listed by Ezra Stillman and Kathy Halley of Hammond Residential Real Estate

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Druce Street, Brookline, MA

Price$2,099,000

Est. Mortgage: $/month

MLS Number 72198394

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 7
  • Year Built 1900

Fisher Hill, this elegant Urban Colonial-style home c.1900 has magnificent beauty and presence and awaits your personal touch. There are seven bedrooms on the second and third floor levels. The main entrance is accessed by a gracious porch flanked by pillars and enters into a 21 foot long foyer. There are high ceilings throughout. The eat-in kitchen has a large pantry and a separate laundry room. The living room and family room are open and have adjoining fireplaces. Leading upstairs by way of a sweeping center staircase, there is a large picture window and bench at the landing. Handsome balustrades line the second floor landing and there are four generous size bedrooms, one including a fireplace. The third floor has three additional bedrooms, and a large storage area and is rough plumbed for a full bathroom. The basement is partially finished. The driveway can accommodate three cars in tandem. Minutes to Runkle School, restaurants, shops, parks and both the C & D "T" lines.

Listed by Michele Friedler Team, Dakotah Benson and Michele Friedler of Hammond Residential Real Estate

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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34 Welch Road, Brookline, MA

Price$3,300,000

Est. Mortgage: $/month

MLS Number 72123675

  • Single Family
  • Bathroom 7
  • Full Bath 5
  • Bedrooms 7
  • Year Built 1904

Majestic Chateauesque style home located on a private way.... Spectacular carved wood detail, dramatic foyer with magnificent stained glass, and a sweeping staircase. Exquisite formal rooms, state-of-the-art kitchen with large eating area and herringbone hardwoods, leaded glass bow window with bench seating, and guest quarters/au pair living suite. Wonderful 60 foot stone terrace. House has been redone and it's stunning, ready to move right in. 2 car garage with heated drive. Private roof top green garden patio off the master bed. 8 miles to Logan.

Listed by Jill Streck of Coldwell Banker Residential Brokerage - Brookline

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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