Brookline Homes $5M+

Check out current single family homes at $5m and over 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!

50 Sargent CROSSWAY Brookline MA 02445

Brookline, MA50 Sargent CROSSWAY

Price$5,850,000

Est. Mortgage: $/month

MLS Number 72865335

  • Single Family Detached
  • Village Sargent Estates
  • Bathroom 7
  • Rooms 12
  • Bedrooms 6

Built in 1925, this substantial and unique Tudor-style home presents an exciting and rare opportunity in the Sargent Trust neighborhood for an idyllic home in a discreet setting. Original period details remain throughout this well-maintained residence and beautiful architecture is highlighted both inside and out. With gracious living spaces, 6 large bedrooms, 5 full and 2 half bathrooms, indoor pool, spacious exercise room, meditation room, wine room, cedar closet, and greenhouse, this home is indeed a sanctuary. The property is on a ~1.34-acre lot in a tranquil setting surrounded by mature trees and ample outdoor spaces and abuts conservation land for the ultimate private setting within nature. “Sargent Estates” is one of Brookline's most sought-after residential areas with quiet streets and pond to enjoy, along with a convenient commute to local area independent and public schools and all Boston and Chestnut Hill has to offer.

Listed by Maggie Gold Seelig and Rachel Goldman of MGS Group Real Estate LTD

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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24 Green Hill Road Brookline MA 02445

Brookline, MA24 Green Hill Road

Price$7,750,000

Est. Mortgage: $/month

MLS Number 72862659

  • Single Family Detached
  • Bathroom 7
  • Rooms 14
  • Bedrooms 6
  • Acreage 1

Nestled into the hillside at the end of a private road, this 6-bedroom contemporary home provides the perfect setting for quiet, uninterrupted living. Consistent renovations have taken place within the past 10 years. Sited on over an acre of sweeping lush lawns and gardens, this home is perfect for entertaining large gatherings. Beautifully appointed and sun-filled throughout, most rooms on the main level connect to multiple terraces, ideal for outdoor seasonal entertaining. Special amenities include a home theater, wine cellar, gym, and an au-pair suite with separate entrance and patio. Broker open house - Wednesday, July 14th, 11 am - 1 pm.

Listed by Micťal & Conor Chamberlain of Historic Homes, Inc.

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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59 High Street Brookline MA 02445

Brookline, MA59 High Street

Price$8,388,888

Est. Mortgage: $/month

MLS Number 72844467

  • Single Family Detached
  • Village Pill Hill
  • Bathroom 8
  • Rooms 22
  • Bedrooms 7

If you are a city buyer but are finding 8M does not get you much, consider the 8 min drive to the most amazing property with hyper luxury features. Multiple gardens encasing the property. New Construction 2020. Over 3,000 Sq. feet was added. Perfection is the only word to describe this stunning property. Ideal for the urban family who wants a city lifestyle but demands an outdoor experience that is breathtaking. Pool capable. The rear terrace has a Wolf Grill , Sub-Zero and an ashlar stone wall that exudes quality. Heated garage has a 100 amp Tesla charging station, wifi, cameras, alarm system. The driveway is not completed for a commercial generator upgrade. Second floor has a 600 sq foot heated Ipe deck with 25 trees in custom cedar planters, cameras and wifi. Unlimited interior upgrades with high-end features. Radiant & Hydro heat on all 4 floors, 5 wolf ovens, 4 Sub-Zeros , 3 washers/dryers, 2 dishwashers, new sewer, 2 inch water line, 4 inch gas line, 400 amps electric buried.

Listed by Lisandra Wilmott of Wilmott Realty

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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125 Yarmouth Road Brookline MA 02467

MLS Number 72827895

  • Single Family Detached
  • Bathroom 8
  • Rooms 12
  • Bedrooms 6
  • Acreage 0.93

Welcome to Chestnut Hill's most sought after neighborhood set in the thick of privacy. This home has been completely updated w/ a fabulous open layout & luxurious finishes. An impressive 2 story foyer w/ Barreled ceiling opens to the elegant LR w/ gas fireplace & large DR w/ tray ceilings. The gourmet eat in kitchen w/ center Island & breakfast room is open to the massive family room w/ surround sound & French doors to the patio & substantial backyard. An office, mudroom, butler's pantry & 2 powder rooms complete the 1st floor. On the 2nd floor is the generously sized primary bedroom suite w/ dblsided fireplace, sitting room w/ secluded balcony, large marble spa like bath w/ dblvanity, jacuzzi tub & steam shower complimented by 2 custom walk in closets. There are 5 add'l bedrooms w/ en suite baths, playroom, laundry room & 3rd floor finished space. Home gym, media room & bonus room w/ en suite bath complete the lower level. Convenient to Boston & Brookline shops, restaurants & schools.

Listed by Maggie Gold Seelig and Rachel Goldman of MGS Group Real Estate LTD

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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 Leicester Street Brookline MA 02445

Brookline, MA33 Leicester Street

Price$6,600,000

Est. Mortgage: $/month

MLS Number 72811229

  • Single Family Detached
  • Village Fisher Hill
  • Bathroom 5
  • Rooms 16
  • Bedrooms 5

One of the most extraordinary homes in Brookline's Fisher Hill, this spectacular 5 bed, 4 full and 1 half bath home offers exquisite modern living behind a traditional historic façade. This meticulously renovated home, extending over 6,500 square feet of living space, has been utterly transformed, blending stunning design with a crisp contemporary aesthetic and seamless indoor-outdoor living. Within the c. 1895 exterior, this exceptional residence delivers a thoughtful live-work-play balance with all of the comforts expected from a high-end renovation. Situated on a spectacular .68 acre landscaped lot with pool, the home's idyllic outdoor oasis has been beautifully landscaped and terraced, perfectly poised for entertaining. This property offers a quiet estate setting close to the conveniences of city living. A walk to Runkle, Brookline High, and central to other top area schools. Ideal for commuters, this location provides a quick drive to Longwood Medical, Boston and Cambridge.

Listed by Hilary Maddox and Taylor Lattari of Compass

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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66 Cutler Lane Brookline MA 02467

MLS Number 72791584

  • Single Family Detached
  • Bathroom 6
  • Rooms 10
  • Bedrooms 5
  • Acreage 0.57

PRICE IMPROVEMENT! Located in Estate area of Brookline, at the end of a private way. Elegant residence offers privacy & functionality for today's modern living. On over 1/2 acre, gracious home combines beautifully landscaped grounds with thoughtfully designed outdoor spaces. Spectacular sun-filled 2 story entry foyer. Living & dining room has open floor-plan w/ 9ft. ceilings & french doors. Surrounded by windows, breakfast rm. leads into expansive gourmet kitchen. Adjoining family room. w/ 2 sided gas fireplace & french doors lead out to bluestone patio. Exquisitely appointed new first floor master-suite w/gas fireplace walk-in closets & laundry. Handsome study on this level. 2nd fl has 4 bdrms. 3 full baths & large home office or 6th bdrm. 3rd fl.has full gym. LL has huge game room & full bathrm. State-of-the-art outdoor kitchen, stone fireplace & fire-pit. Level area for pool. 3 car gar. Heath school. Close to top private schools, shops & eateries. Easy access to Boston & Cambridge.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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54 Fairmount Street Brookline MA 02445

Brookline, MA54 Fairmount Street

Price$5,850,000

Est. Mortgage: $/month

MLS Number 72785276

  • Single Family Detached
  • Bathroom 7
  • Rooms 15
  • Bedrooms 9
  • Acreage 1.28

Sited on 1.28 acres in Brookline's coveted 'Estate Area', this classic c.1928 Georgian Colonial-style residence extends over 6,700SF offering traditional beauty and grace. The architectural highlights feature expansive windows, detailed millwork and a gracious open layout that combines large scale entertaining with family comfort. The heart of the home includes a stunning seating area accented by 3 sets of french doors. This versatile and sunny space connects the 1st floor's living and dining rooms, eat-in kitchen and cozy family room. The 2nd and 3rd floors are made up of 9BDs, 5BAs, an office and playroom. The secluded hilltop estate is enhanced by spectacular mature trees, extensive lawn, swimming pool, and an ideal southern exposure. Tucked behind the newly renovated Brookline Reservoir Park, this incredible location offers a completely private setting central to the area's top schools and universities and convenient to Longwood Medical, Boston, Cambridge, Logan Airport and Rt128.

Listed by Hilary Maddox and Taylor Lattari of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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