South Brookline Homes for Sale

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

Ideally situated near The Country Club, This home offers an exceptional blend of space, flexibility, and lifestyle. This 10- room, 4-bedroom, 3.5-bath residence features a renovated kitchen that opens to a spacious family room, perfect for modern living and entertaining. The elegant front-to-back living room, highlighted by a fireplace and built-in bar..The thoughtfully converted two-car garage

Eileen Strong O'Boy Hammond Residential Real Estate

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

A magnificent home located in the highly coveted estate section of Brookline directly across from the famed Country Club. 198 Clyde Street is a wonderful cape style estate perfectly adapted to modern living. The property offers 6,521 square feet of living space located on just under 1 acre of impeccably landscaped grounds. Beautifully appointed interiors include grand formal living and dining

Tracy Campion Campion & Company Fine Homes Real Estate

Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this

Weidong Li WINN Real Estate & Consulting

A rare opportunity to acquire 2.2+ acres in the heart of Brookline’s prestigious Estate Area. This exceptional offering includes the potential for Two buildable 1+ acre lots with access off Dudley Street. Creating a remarkable setting for a private estate or family compound. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The

Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

Set on nearly an acre of landscaped grounds in one of Brookline’s most prestigious neighborhoods, this stately 1929 residence by Philip Stearns Avery offers over 7,300 square feet and 7 bedrooms. Mature landscaping provides privacy and tranquility, enhancing the home’s timeless elegance and scale. A gracious foyer opens to a three-season porch and terrace with sweeping views of the grounds. The

Irene Kerzner Hammond Residential Real Estate

Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. A gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden

Friedler & Marchant Living Group Hammond Residential Real Estate

A rare opportunity at Fairgreen Place, this two-bedroom plus den home enjoys tranquil views across the fairways of The Country Club. Generous living spaces, large windows, and a flexible floor plan provide an excellent foundation for renovation and personalization. The den offers ideal work-from-home or guest flexibility, while the primary living areas take full advantage of the peaceful

Anne Jessup Coldwell Banker Realty - Westwood

Exquisite in every detail, this magnificent brick Georgian boasts modern style design, suitable for grand scale entertaining & comfortable family living. A large, elegant foyer w/sweeping staircase & venetian plaster walls, opens to an elegant living room w/fireplace. A sunroom, just off the foyer, offers spectacular views of the level, acre+ lot w/ frontage on Cramond Street. There is a majestic

The Kennedy Lynch Team Hammond Residential Real Estate

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

Experience elevated living in one of Brookline’s most desirable locations, overlooking the Brookline Golf Course with sweeping views of the Boston skyline. This exceptional residence blends privacy, comfort, and luxury with a private backyard oasis featuring a pool, entertaining space, and stunning sunset views.Designed for both everyday living and upscale entertaining, the home offers sun-filled

Richard Saris Commonwealth Standard Realty Advisors

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

Beautifully Renovated Mid-Century Modern Gem! Nestled on a sprawling 24,459 SF landscaped lot, this home blends timeless mid-century design with modern updates. The grand living room wows with soaring beam ceilings, a wall of windows, and views of the screened porch and serene backyard. The newly renovated kitchen features sleek cabinetry, countertops, appliances, and a peninsula with easy access

Jason Zhang Compass

Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel

Hilary Maddox Team Compass

Welcome Home to 87 Payson Rd. Located in the highly desirable South Brookline neighborhood, this beautifully updated 4 bedroom center-entrance Colonial offers peaceful, tree-lined surroundings with convenient access to downtown Boston, public transportation, shopping, and top schools. A generous foyer with 2 closets opens to a fireplaced living room with custom built-ins and a bright

Patricia Brennan Vogt Realty Group, LLC

Luxurious two-bedroom condominium located in a prime Chestnut Hill (Brookline) location. Stone-tiled foyer with deep closet leads to the living area. Open-concept living area features gleaming wood floors throughout, a spacious dining room, living room that opens onto a large private balcony, and the stylish kitchen with many recent updates. The kitchen has double wall ovens, beverage fridge,

Donahue Maley & Burns Team Compass

Fully gutted stunning single family for rent in Chestnut Hill. This rare find house features brand new open kitchen design,beautiful hardwood floors, quartz countertop, stainless steel appliances, stunning bathrooms. The whole first floor iscompletely opened, with one study room and an office. The lower level is fully finished with a wet bar, one full bathroom,with its own entrance in the back,

Zhou Chen Blue Ocean Realty, LLC

PRICE IMPROVEMENT!!! Perched atop a gentle knoll on one of Brookline’s most picturesque tree-lined streets, this commanding English Manor in Chestnut Hill’s prestigious Baker School district seamlessly blends timeless elegance with sophisticated modern updates. The home makes a grand first impression with its welcoming foyer, featuring a stunning bridal staircase, soaring ceilings, and gleaming

Holly Kampler Classic Realty

This beautifully designed English Brick Colonial home, situated on a generous 11609 square foot lot, offers more than 4585 sf of meticulously fashioned living space and was built for a refined lifestyle. The residence encompasses four finished living levels, including five generous size bedrooms and five full bathrooms. On the main level, a gracious size guest bedroom and a full bathroom provides

Friedler & Marchant Living Group Hammond Residential Real Estate

One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is

Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

Located in a highly desirable family neighborhood, this charming Tudor-style home is within walking distance to Baker Elementary School. Lovingly owned by the same family for over 50 years, it reflects pride of ownership throughout. The property has been well maintained and offers a solid foundation for future updates and personalization. The kitchen was renovated within the past 7 years,

Linda Isenberg Lerner William Raveis R.E. & Home Services

OPEN HOUSE Sun May 10, 10AM-12. New construction townhouse-style condo with three levels & over 3,000 SqFt. Single-family space with condo convenience. Brookline schools. 8-inch white oak hardwood throughout. Natural light from every angle. Four bedrooms, each with a custom walk-in closet and en-suite full bath featuring built-in Bluetooth speakers. Quartz counters in kitchen & all bathrooms.

Yasmeen Moukaddem McCorry Real Estate, LLC

Thoughtfully renovated & surprisingly expansive home in a picturesque Chestnut Hill neighborhood + Baker School District! Sunlight pours through the formal living room's beautiful picture window! The open layout flows to a well-appointed dining room w/ designer lighting to a cozy den. The kitchen is simply perfect. 100% renovated with two tone cabinetry, long stretches of quartz counters, soft

David Mogielnicki ProSell Realty Advisors

OPEN HOUSE THURSDAY APRIL 30, 11-1PM. Brand new construction, townhouse-style condo with over 3,000 SqFt. Single-family space with condo convenience. Brookline schools. 8-inch white oak hardwood throughout. Natural light from every angle. Four bedrooms, each with a custom walk-in closet and en-suite full bath featuring built-in Bluetooth speakers. Quartz counters in kitchen and all bathrooms.

Yasmeen Moukaddem McCorry Real Estate, LLC

This contemporary masterpiece in Brookline boasts solid, soundproof construction in a tranquil setting among the trees. With an open floor plan that allows for maximum customization of the space — 71 Grove features enormous picture windows that offer abundant natural light, massive living and dining areas, and a state-of-the-art custom kitchen that is sure to impress. Take advantage of 5 total

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

Bright and spacious corner-unit townhouse in desirable Chestnut Hill offering the feel of single-family living with the ease of condominium ownership. Cathedral ceilings and oversized windows fill the open living and dining areas with abundant natural light. The well-designed layout features 3 bedrooms and 2.5 bathrooms, including a first-floor primary suite with walk-in closet and private en

Reynolds Group Longwood Residential, LLC

Elegant living meets modern style in this stunning light-filled 5+ bedroom Chestnut Hill residence. This property is in a class of its own, with graciously proportioned rooms, open layout and luxurious fixtures/finishes. Minutes to all Boston and Brookline offer, this entire property has been built to the highest standards by an esteemed local builder. The 1st floor features a gracious

Maggie Gold Seelig MGS Group Real Estate LTD

Spacious and sun-filled 4th-floor residence featuring an open-concept layout, modern kitchen with granite countertops, stainless steel appliances, and a large center island. Bright living and dining areas lead to a private balcony with serene views. The oversized primary suite offers excellent space, hardwood floors, and an en-suite bath. Flexible layout easily accommodates a home office or guest

Bin Yan Ark Real Estate Inc.

Set on .74 acres in one of Brookline’s most coveted neighborhoods, this newly constructed estate blends timeless architecture with exceptional modern design. With impeccably finished living spaces and full AV wiring, it offers 5 bedrooms, 6 full and 2 half baths, and a layout ideal for today’s lifestyle. The heart of the home is a showstopping chef’s kitchen with top-tier appliances, custom

Maggie Gold Seelig MGS Group Real Estate LTD