Above $1 Million Brookline MA Real Estate, Homes, Condos for Sale

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73533889 MLS ⋅ 3,819 SqFt.

This sun-drenched, thoughtfully designed home offers true single-family-style living with over 3,800 sq ft. The main level features an open-concept entertaining floor with a grand marble fireplace, reading bay, chef’s kitchen with custom cabinetry, stone countertops, and an oversized marble island. The formal dining area is framed by a wall of windows and custom built-ins. The bedroom level includes two generous bedrooms, a full bath, laundry, and a primary suite with a walk-in closet, private deck, and European-inspired bath. The penthouse level offers a family/media room with private sundeck and a grand primary suite with a five-fixture spa bath, soaring 15-foot cupola, and airy sleeping and reading spaces. The garden level features a large family room with custom built-ins designed with entertaining in mind, full bath, direct garage access, and private entrance, with potential to convert to an au pair suite. An expansive fenced-in yard offers the perfect setting for gatherings.

84 Westbourne Terrace Unit 84, Brookline

$28,000,000

UNDER AGREEMENT Status ⋅ 73533673 MLS ⋅ 41,863 SqFt.

The Regent is is a 65-unit apartment community at 1401 Beacon Street Built in 1929, the building has been well maintained and have seen several upgrades to common areas and apartment homes over the years. Notably current ownership has spent over $4.2m over the last 5 years on full elevator modernization (2026), roof replacement (2025), hot water boiler replacement (2025), building intercom replacement (2025), facade project (2024), courtyard landscaping (2024) and six new apartment renovations (2022). Please reach out directly for more information and/or to schedule a private showing.

1401 Beacon Street, Brookline

$36,000,000

UNDER AGREEMENT Status ⋅ 73533672 MLS ⋅ 45,935 SqFt.

Marion Square consists of 51 apartments and 1 retail suite at 77 Marion Street and 1405 Beacon Street. The main building is 77 Marion built in 2003, which is comprised of a four-story podium apartment community with elevator service, a roof deck and a three-level, underground parking garage. The 1405 Beacon building is a four-story walkup building built in 1910. The two buildings are on the same tax parcel. The buildings has been well maintained and have seen several upgrades to common areas and apartment homes over the years. Notably current ownership has spent over $2.2m over the last 10 years on roof replacement (2025), boiler replacement (2024), water submetering project (2024), facade project (2021 & 2022) and select apartment renovations. Please reach out directly for more information and/or to schedule a private showing.

77 Marion Street, Brookline

$1,175,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73533167 MLS ⋅ 1,311 SqFt.

OPEN HOUSES CANCELED, OFFER ACCEPTED! Stunning 3 Bed, 2 Bath corner unit with central A/C and parking in prime Coolidge Corner location! This spacious, 1300+ sq. ft. condo on an upper floor in a professionally managed, elevator building is fully renovated, & features a tastefully updated kitchen and baths, and new flooring & doors throughout. Expansive open living & dining area with natural light flooding the space, and a tiled hall bath. Massive main bedroom offers an updated en-suite and ample closets, with a comparably large secondary bedroom, & generous third bedroom. One exclusive parking space included, w/ waitlist for garage & 2nd space, and private storage & in-building washer/dryer (in-unit can be added by an owner occupant). Situated on a coveted side street steps from Coolidge Corner shops, restaurants, MBTA Green C/D lines, and Longwood Medical Area, and part of desirable Lawrence School district!

131 Sewall Ave Unit 49, Brookline

$1,926,000

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73532829 MLS ⋅ 1,646 SqFt.

Rare opportunity to bring your vision to this remarkable penthouse with sweeping Boston skyline & iconic Coolidge Corner views. Featuring a 795 sq ft exclusive rooftop terrace & private balcony, the outdoor space & panoramic vistas are truly exceptional. This expansive 3-bedroom, 2.5-bath home requires some work & offers a unique chance for you to customize it. Flexible layout with 2 ensuite bedrooms & a 3rd bedroom/office/den. Whether you’re dining, entertaining or relaxing you will feel uplifted by the unrivaled panoramic views. This penthouse is perched atop one of Brookline's premier high-rise complexes & offers peace of mind & a rare combination of amenities including 24-hour doorman, elevator, heated pool, fitness center, & lounge. 2 coveted garage parking spaces and central air. Located in Brookline’s most vibrant neighborhood, Coolidge Corner, moments away from dining, shopping, & the renowned Longwood Medical Area, with seamless access to Boston & Cambridge via the Green Line.

50 Longwood Ave Unit PH 1118, Brookline

$1,250,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73532689 MLS ⋅ 1,825 SqFt.

Have a look at this 1890 Brookline Village "Classic 7' brownstone which offers 3 beds, a large study (or 4th bed) and 2 bathrooms. Built during a time when dinner parties had their own room and privacy was designed into the floor plan. Think of it as the antidote to an open concept layout—the kitchen, the living room, and the dining room all have their own four walls, and you’ll find the bedrooms sequestered off in a wing of their own. When paired with the high ceilings, crown molding, pocket doors, and fireplaces reminiscent of this time, having formal living and dining rooms can create a sense of grandeur. Enjoy the locality of Brookline Village, 2nd level of living with city views, central a/c, in unit laundry, two private storage units, common outdoor space, easy rental parking, and quick access to the T, city, and Route 9. New renovations include refinished hardwood flooring, new light fixtures, kitchen appliances, and a lovely Calacatta Miraggio Cove Quartz kitchen countertops.

17 High Street Unit 2, Brookline

$4,898,000

6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73532609 MLS ⋅ 5,530 SqFt.

Set on a picturesque, tree-lined street, this exceptional 2016 brick Colonial offers an unparalleled combination of luxury and privacy in desirable Chestnut Hill. Built with uncompromising attention to detail and thoughtfully designed for both grand-scale entertaining and sophisticated everyday living. A gracious floor plan features soaring 10-ft ceilings, exquisite millwork, and beautifully proportioned rooms filled with natural light. The chef's kitchen with premium appliances and custom cabinetry flows seamlessly into a spectacular family room overlooking an expansive patio and professionally landscaped grounds. The residence offers 6 bedrooms, 6.5 baths, including a luxurious primary suite with a spa-inspired bath and custom walk-in closet. The lower level elevates the lifestyle experience with a home theater, fitness studio, private office, and full bath. Just moments from premier schools, fine dining, upscale shopping, and convenient to downtown Boston. Heated 3-car garage.

129 Rangeley Rd, Brookline

$1,649,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73532255 MLS ⋅ 1,217 SqFt.

Morning light pours through the kitchen here, catching the Italian marble countertops and lingering along the ten foot ceilings of this penthouse corner residence. A full Wolf and Sub-Zero appliance suite anchors the kitchen, giving the space a professional grade feel that suits both quiet mornings and entertaining. The top floor placement keeps things private and quiet, away from the everyday bustle below.Set right at Station and Kent, the location puts Brookline Village's cafes and boutiques outside the door, with Longwood Medical and the Green Line close by for an easy commute into the city. New construction like this is genuinely rare in Brookline, where opportunities like this do not come along often, and the surrounding streets carry the same sense of care found inside the building.Garage parking is included, with an additional space available for purchase, a real convenience in this part of town. This one is a true rare find, a charming, move in ready home with an elevated feel from the moment you arrive! For a limited time, the seller is offering a 2-1 rate buydown, lowering the payment for the first two years of ownership, a wonderful way to ease in and settle into a home that already feels complete!

58 Kent Unit U404, Brookline

$1,249,000

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73532222 MLS ⋅ 1,755 SqFt.

Sun-filled and spacious, this 3 bedroom, 3 full bathroom condominium combines modern living with an unbeatable Brookline location. Featuring 9-foot ceilings, central air conditioning and heat (exclusive to this unit), modern kitchen and bathrooms, and abundant storage throughout including an oversized private storage room. The main level includes the kitchen, living area, primary bedroom with ensuite bathroom and walk-in closet, guest room and second bathroom. The lower level features another large living space, laundry, office nook, third bedroom, third bathroom and huge storage room. A private porch offers the perfect spot for summer evenings, while thoughtful extras such as a wine refrigerator and additional freezer add everyday convenience. Just moments from the MBTA, Washington Square and Cleveland Circle, this home provides easy access to restaurants, shops, parks, and downtown Boston.

1896 Beacon Street Unit 1, Brookline

$1,250,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73530942 MLS ⋅ 1,209 SqFt.

Ideally located just moments from Coolidge Corner, this beautifully maintained 2-bedroom, 2-bath condominium offers 1,209 square feet of comfortable single-level living with stunning Boston skyline views. The spacious living and dining areas feature a fireplace and open to an expansive deck (approximately 7' x 25'), perfect for relaxing or entertaining. The well-designed floor plan includes a generous primary suite, central air, and in-unit washer/dryer (included in the sale price).Rarely available amenities include two deeded parking spaces, a beautifully maintained outdoor swimming pool, and a large common roof deck with panoramic city views. Professionally managed and conveniently located near shops, restaurants, cafés, public transportation, and all that Coolidge Corner has to offer, this home provides an exceptional combination of comfort, convenience, and lifestyle in one of Brookline's most desirable neighborhoods.

227 Summit Ave Unit E304, Brookline

$1,349,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73530754 MLS ⋅ 2,012 SqFt.

Beautiful Washington Square. ! Set back from the street is 63 Winthrop road #1. Gardens in the front of the house and perennial gardens in the back. A very warm and welcoming home. French doors in the living room lead out to your private terrace. A stunning wood burning fireplace w lovely imported marble sets the stage for comfort and ambiance. A full size dinning room leading to an EIK with lovely views. 2 beds on the !st floor w/full bath and tree top views.. Garden level features un limited possibilities. A suite of rooms w/full bath and direct access to your private brick patio. Hardwood floors though out. .Southern exposure gives great light through out.Vibrant Washington Square is the place to be, with its great restaurants ,the C and the D train , 2 markets, parks & lots more to offer .WE ARE UAG

63 Winthrop Road Unit 1, Brookline

$2,199,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73529380 MLS ⋅ 3,615 SqFt.

Welcome home to this impeccably maintained 4BR English Tudor offering the perfect blend of historic charm and modern updates. Set back on a lush 0.43-acre lot, enjoy panoramic views of the Brookline Golf Course directly across the street. This property is entirely turn-key for today’s active family, featuring an expansive 12-room layout with soaring ceilings, a sunlit family room, and central A/C. Outdoor living shines with a classic screened porch and a private brick patio nestled in an oversized, professionally landscaped yard. Situated in a premier neighborhood steps from the acclaimed Baker School (K-8), local shopping at Putterham Circle, and an effortless commute to Longwood Medical Center and downtown Boston. Move right in and enjoy the quintessential Brookline lifestyle!

518 Newton St, Brookline

$1,949,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73529303 MLS ⋅ 2,210 SqFt.

Exceptional condo in the heart of Coolidge Corner with classic Brookline architecture. Spanning 2,210 sqft on one level, this sunlit corner unit offers the scale of a single-family home with the ease of condo living. A gracious entry foyer sets the tone with a moody powder room and ample space to welcome guests. The oversized living spaces unfold seamlessly including a sprawling living room with custom built-ins, elegant dining room, and an expansive eat-in kitchen thoughtfully designed with marble counters, gas cooking, Sub-Zero refrigeration, double ovens, wine fridge, cork flooring, and a custom banquette. The functional floor plan offers four spacious bedrooms, including a serene primary suite with dual vanities and a spa-inspired shower. Three additional bedrooms share a beautifully renovated full bath, providing flexibility for guests, home offices, or additional living space. Perfectly positioned just blocks to restaurants, playgrounds, public transit and Longwood Medical.

123 Saint Paul St Unit 1, Brookline

$3,000,000

3 Beds ⋅ 4 Baths ⋅ CONTINGENT Status ⋅ 73528964 MLS ⋅ 1,704 SqFt.

Welcome to The Marquee of Brookline! A refined Parisian-Inspired residence designed for those seeking the sophistication of city living without sacrificing the comfort and scale of the suburbs. This exceptional home blends timeless elegance with modern functionality, showcasing curated European finishes, bespoke kitchen, 3.5 baths & artisan details from custom doors & floor to ceiling windows to heirloom-quality hardware built to endure for generations. Private Elevator opens directly into the residence, revealing an expansive open layout filled with natural light through dramatic floor-to-ceiling window-scapes. Generous closet space, private storage, and 3.5 luxurious baths, thoughtfully designed for elevated everyday living. Entertain effortlessly on the extraordinary 300+ sq ft private terrace, ideal for seamless indoor-outdoor gatherings. Complete with 2 garage parking spaces and moments to Coolidge Corner, Brookline Village, Washington Square, Longwood, and Boston, this is luxury

32 Auburn Street Unit 1, Brookline

$5,250,000

5 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73528174 MLS ⋅ 5,198 SqFt.

Nestled in the heart of Coolidge Corner on one of Brookline’s most coveted tree-lined streets, this rare, fully updated home offers 5,000+ square feet, 5 bedrooms, and 6 full baths, including a primary suite worthy of a five-star hotel. The main level features a welcoming foyer, formal living room with a marble-mantled fireplace, dining room, wet bar, full bath, soaring 9+ ft ceilings, and a chef’s kitchen with top-of-the-line appliances and an oversized island. A large deck just off the kitchen is perfect for outdoor dining or relaxing after work. The second floor offers 4 spacious bedrooms and a laundry closet, while the third floor includes a 5th bedroom and full bath. The finished lower level features a home office, full bath, and laundry room. Completing the home is a detached 2-car garage with EV charging, making 18 Naples truly exceptional.

18 Naples Rd, Brookline

$1,850,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73527992 MLS ⋅ 2,460 SqFt.

NO HOA fees.Unique corner townhouse-single family, offering four bedrooms across four sun-filled levels and a Private Patio. Wall-to-wall sliders open to composite decks, filling the home with natural light and showcasing panoramic treetop and sky views. Behind its classic brick exterior, discover a spacious interior with a true wow factor. The kitchen features stainless steel appliances, an induction range, French door refrigerator, and granite countertops. Custom built-ins and generous closets provide huge amount of storage, while Mitsubishi mini-split heat pumps in every room ensure year-round comfort. Lower-level bedrooms offer private walk-out access—ideal for guests or flexible living. Nestled on a picturesque, tree-lined street that blends historic charm with modern design, this home is steps away from the C & D Lines T, grocery stores and restaurants. Enjoy tranquility, style, and urban convenience in one of the area’s most sought-after neighborhood!

184 Rawson Rd Unit 184, Brookline

$3,399,000

9 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73527701 MLS ⋅ 6,292 SqFt.

Brookline’s prestigious Chestnut Hill neighborhood and within one of the town’s top-rated school districts, this 1899 estate seamlessly combines timeless architecture with a full modern renovation. The home offers 6,292 square feet of refined living space across three finished levels, featuring nine bedrooms, four full and three half baths, and two well-appointed kitchens ideal for entertaining or multi-generational living. Newly updated interiors blend classic charm with contemporary finishes, while balconies overlook beautifully landscaped grounds that provide exceptional privacy. A rare opportunity to own a historic Brookline residence perfectly renewed for today’s lifestyle.

476 Heath Street, Brookline

$8,200,000

6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73526856 MLS ⋅ 9,301 SqFt.

Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

40 Singletree Rd, Brookline

$3,295,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73526507 MLS ⋅ 3,292 SqFt.

Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room, European-style kitchen, large dining area with gas fireplace, and covered deck accessible from both the kitchen and living room. The upper level includes a spacious primary suite with luxurious bath and generous closet space, plus three additional well-proportioned bedrooms, each with its own private bath. Direct garage access and a private fenced level yard add rare convenience. Parking is exceptional: 2 heated garage spaces plus up to 2 additional spaces on a heated driveway. Moments to Coolidge Corner, Ridley School area/Core District, Longwood, and Boston.

80 Verndale St, Brookline

$1,395,000

ACTIVE Status ⋅ 73524953 MLS ⋅ 1,400 SqFt.

A rare opportunity to acquire a fully built-out, ~1,400 SF commercial office condominium with deeded parking space in the heart of Greater Boston’s most established medical and professional corridors. The floorplan flows from a reception/business area with bay windows, leading to a private consultation office with exposed brick. Two restrooms sit just beyond. A central corridor connects to the clinical wing, featuring three exam rooms, imaging room, sterilization suite, and lab. A staff lounge completes the suite. The space has been comprehensively built out as a medical suite and is currently configured as a modern dental practice offered with a strong in-place tenant, making it equally compelling for an investor seeking stable triple-net income or an established practitioner positioning for a future flagship location. Every detail reflects a considered design sensibility. The result is a polished, immediately operational environment that would be difficult and costly to replicate.

1051 Beacon St Unit 306, Brookline

$2,295,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73524730 MLS ⋅ 2,663 SqFt.

A breathtaking, gut-renovated luxury condominium in the coveted heart of Coolidge Corner. This stunning, sun-drenched residence showcases an expansive open-concept layout, soaring ceilings, and exceptional architectural detail throughout. The sleek, state-of-the-art chef’s kitchen features top-of-the-line appliances, custom cabinetry, and premium finishes—perfect for both everyday living and elegant entertaining. Four generously sized bedrooms and three and a half beautifully designed baths complete this sophisticated urban retreat, offering the ultimate blend of modern luxury, style, and comfort. There is a large patio off the kitchen for private entertaining. Also included are laundry hook ups in the unit and two outside spaces. Very close to public transportation and shopping.

116 Thorndike St Unit 1A, Brookline

$4,350,000

7 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73524665 MLS ⋅ 6,227 SqFt.

Grand Queen Anne Victorian Home, formerly of the Weber Estate, nestled in a meticulously appointed British Garden with nearby urban and natural amenities. Through an expansive entertainment hall with comfortable living and dining rooms, stained glass windows of intriguing colors and shapes guide you through the home, creating a jeweled ribbon up the main staircase to the family rooms. The amount of original detailing maintained over the generations offers clear personalization of timeless designs, while allowing for the introduction of modern amenities. A prominent exposure floods the house with light and delight all day. The outdoor grounds reflect a curated effort to do justice to such a period estate, featuring spring flowering beds and sitting patios that usher in a summer of full, mature trees accompanying dahlias, delphiniums and hollyhocks, as well as vegetable patches that make room for perennials to create a wonderful private park.

269 Kent St, Brookline

$2,749,999

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73523918 MLS ⋅ 4,585 SqFt.

Luxury Living in Chestnut Hill, Brookline. Spacious 5-bedroom home designed for extended families, aging parents, or long-term guests. Four bedrooms feature private en suite bathrooms, offering comfort and privacy throughout. Two bedrooms are conveniently located on the main level, while two upstairs bedrooms feature skylights filled with natural light. An additional lower-level bedroom creates flexible living options. Enjoy a warm family room with a fireplace, plus a finished lower level complete with a second fireplace, a kitchenette, and flexible space perfect for a family room, theater room, game room, or private guest retreat. Step outside to your private inground pool and enjoy peaceful surroundings near the renowned Brookline Golf Course. Complete with a 2-car garage and close proximity to Boston, medical centers, shopping, dining, and major routes, this home blends luxury, flexibility, convenience, and multigenerational living in the heart of Chestnut Hill.

171 Shaw Rd, Brookline

$1,499,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73522343 MLS ⋅ 1,074 SqFt.

Afternoon light fills this home from midday on, catching the marble countertops and settling into the ten foot ceilings that give every room an open, airy feel. A private Juliette balcony brings in fresh air right off the living space.Set right at Station and Kent, the location puts Brookline Village's cafes and boutiques outside the door, with Longwood Medical and the Green Line close by. New construction like this is genuinely rare in Brookline, where opportunities like this do not come along often.Garage parking is included, with an additional space available for purchase, a real convenience in this part of town. This one is a true rare find, a charming, move in ready home with an elevated feel from the moment you arrive! For a limited time, the seller is offering a 2-1 rate buydown, lowering the payment for the first two years of ownership, a wonderful way to ease into ownership!

58 Kent Unit 403, Brookline

$1,548,000

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73522100 MLS ⋅ 1,889 SqFt.

Welcome to The Grand. Situated at the top of Brookline's Corey Hill with breathtaking views of the Boston skyline, this building features a concierge, elevator, pool, garage parking and a private roof deck and cabana with spectacular views ideal for hours of outdoor entertainment. The first floor of this wonderful duplex features a private fenced in yard off the large primary suite, a second bedroom and a full bath along with the in-unit laundry area. The 2nd level features on open floor plan with a spacious sun drenched living room and dining room with oversized windows and 10+ foot ceilings. Completing this level is a custom eat in kitchen with stainless steel appliances and quartz counters, an office, den or 3rd bedroom, a powder room and a private balcony. Close to shops, restaurants, schools, public transportation, house of worships and so much more! An incredible opportunity to live in this sought after Brookline neighborhood. This home is a true gem!

227 Summit Unit W207, Brookline

$2,595,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73521762 MLS ⋅ 2,843 SqFt.

Experience refined single-level living in this elegant 2-bedroom, 3-bath residence at Longyear at Fisher Hill, an exclusive gated community on the former Longyear Museum estate. Spanning 2,843 SF, this sun-filled condominium offers beautifully designed living spaces with hardwood floors throughout, an expansive fireplaced living room, formal dining room, adjoining library, and a private terrace accessible from both the kitchen and dining room. A versatile family room adds flexibility for everyday living or entertaining. Additional features include in-unit laundry, central air, two garage parking spaces, and private storage. Residents enjoy premier amenities including a swimming pool, fitness center, and gated security. Ideally located near Fisher Hill Reservoir, the Longwood Medical Area, parks, shops, and dining.

120 Seaver St Unit B204, Brookline

$1,295,000

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73521382 MLS ⋅ 1,978 SqFt.

Located in the heart of Coolidge Corner within an elegant Classical Revival building, this distinguished floor-through duplex residence offers soaring ceilings, oversized windows, and sophisticated moldings throughout. A gracious foyer with custom built-ins leads to the formal living and dining rooms, featuring elegant wainscoting and built-in display cabinetry—ideal for entertaining.The kitchen is equipped with butcher block countertops, double sinks, dual dishwashers, and a pantry for additional storage. Three spacious bedrooms, one and a half baths, and a sunroom overlooking the exceptional backyard complete the main level.The walk out lower level offers a den, office, full bath, screened porch, and expansive unfinished storage space with tremendous potential. Rare, peaceful exclusive use backyard oasis. Exceptional location moments to shops, restaurants, public transportation, Longwood Medical, Boston, and Cambridge.

61 Longwood Ave Unit 1, Brookline

$1,299,000

2 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73521117 MLS ⋅ 1,514 SqFt.

Stunning condo now available at Hammond Pond Place! 2 bedrooms, 2.5 two bath home located within walking distance to The Street, Chestnut Hill's premier shopping area with upscale retail, restaurants & wine bars. Conveniently, located near the Green line. This home features an open floor plan, hardwood floors throughout, custom closets and a spacious dining room! The kitchen features stainless steel appliances, quartz counters, a spacious breakfast bar and upgraded cabinetry. The primary bedroom has an en-suite bath with marble walk-in shower and marble top double vanity. Guest bedroom and 2nd full bath with designer tile and bathtub/shower combo. In addition to the two full bathrooms, there is a private half bathroom for guests. This condo comes with two garage parking spaces next to one another and a large storage space. There is a fully equipped fitness center onsite. This home has in unit laundry, and features a private outdoor terrace. Pet friendly building with elevator.

321 Hammond Pond Parkway Unit 201, Brookline

$4,998,500

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73520842 MLS ⋅ 6,790 SqFt.

Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

9 Singletree Rd, Brookline

$3,850,000

3 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73520163 MLS ⋅ 2,575 SqFt.

Introducing "Celeste" @71 Green Street, Coolidge Corner. Arriving Fall 2026, Brand New Construction, 3 Distinctive Luxury Homes. Award-Winning Design-Build Team: Quantum Leap Construction, Sousa Design Architects, DOCA Boston Custom Kitchen Designs. Each Home offers Direct Elevator Access & 2 Garage Parking Spaces. Unit #2: Second Floor Condo featuring 2,575 Square Feet Living across One-Level. 3 bedrooms+ home office & 3.5 bathrooms. Elegant Quality meets Timeless Luxury. Premier Coolidge Corner location, steps away from Shopping, Restaurants, Parks, Schools, Hospitals. Welcome to 71 Green Street, Brookline's Newest Premier Boutique Building.

71 Green Street Unit 2, Brookline

$1,998,000

ACTIVE Status ⋅ 73519812 MLS

**Call for Offers this week - Now vacant and easy to show.** Rarest of rare spacious 3-family home in prime Chestnut Hill location in Brookline, across from the Longwood Cricket Club and just moments to the MBTA Green Line and the premier shopping and dining at The Street at Chestnut Hill. Each unit offers a spacious three-bedroom layout with formal living and dining rooms and spacious kitchens, providing classic charm and generous living space. Enjoy front and rear porches for each unit, along with a fenced yard/patio space. Two car garage plus additional parking behind plus a separate driveway to the other side provide unmatched onsite parking for Brookline. Separate systems for each unit. An ideal investment in ultra desirable Brookline. The property will be delivered vacant, presenting a rare opportunity for investors, developers/condo converters, or end users to bring their vision and updates. Estate sale, subject to license to sell.

1148 Boylston, Brookline

$1,099,000

2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73519515 MLS ⋅ 1,267 SqFt.

Welcome to The Grand at 227 Summit Avenue, a luxury full-service condominium in the historic former Brooks Hospital, blending Art Deco charm with modern living. Unit W205 features soaring 11+ ft ceilings, oversized floor-to-ceiling windows, and a bright open-concept living/dining area. The kitchen offers granite countertops, stainless steel appliances, gas cooking, and ample cabinetry. The spacious primary suite includes generous closets and a bath with double vanity, while the second bedroom/home office adds flexibility. Additional features include in-unit laundry, central air, hardwood parquet floors, private balcony, extra storage, and deeded parking. Residents enjoy concierge services, elevator access, swimming pool, professional management, and roof deck access with sweeping Boston skyline views. Conveniently located near Coolidge Corner, Brookline Village, Longwood, Green Line access, shopping, dining, parks, and downtown Boston.

227 Summit Ave Unit W205, Brookline

$2,700,000

5 Beds ⋅ 4 Baths ⋅ PRICE CHANGED Status ⋅ 73519268 MLS ⋅ 3,498 SqFt.

Luxury upper-level duplex residence on a quiet one-way street in the heart of Washington Square, offering approximately 3,500 sq. ft. of thoughtfully designed living space. This elegant home features 5 bedrooms, 4 full bathrooms, and an open floor plan ideal for both everyday living and entertaining. The sun-filled living and dining area showcases a marble fireplace and opens to a spacious private deck with sweeping Boston skyline views. The chef's kitchen is equipped with premium appliances, including a Wolf range, a breakfast bar, and abundant workspace. The spacious primary suite features a private balcony, marble bath with an oversized Jacuzzi tub, radiant heated floors, and custom closets. A second ensuite bedroom also offers a private balcony, while additional bedrooms provide flexibility for guests, a home office, or family living. Additional highlights include four private outdoor decks and balconies, hardwood floors, central air, laundry on the 2nd floor, custom built-ins and closets, a built-in surround sound system, Nest thermostats, abundant natural light, and two outdoor parking spaces. An elevator provides convenient access from the parking area to the main entrance. Ideally located just moments from Washington Square's restaurants, cafés, shops, the MBTA Green Line (C Branch), and the Driscoll School, this exceptional residence offers a rare combination of luxury, space, and convenience in one of Brookline's most desirable neighborhoods.

91 University Rd Unit 2, Brookline

$2,349,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73519027 MLS ⋅ 1,572 SqFt.

New construction residence in the heart of Coolidge Corner. 92 Sewall Ave Unit 2C is a 2 bed 2.5 bath duplex. The first level includes the living room, kitchen and dining area, the primary suite, and a half bath. The living room is open and bright with large bow windows and custom moulding. The chef's kitchen spans the entire length of the unit and features wood planked ceiling, a La Cornue stove and full Breccia Violetta backsplash. Adjacent to this is the dining area which leads out to a private deck (approximately 400 SQFT) via French doors. The primary suite, on the other side of this floor, features a walk-in closet and a large bathroom with double vanities and dual rainfall showerheads. The lower level houses a bedroom suite, the laundry room, and a mudroom.

92 Sewall Ave Unit 2C, Brookline

$1,348,000

7 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73518618 MLS ⋅ 2,237 SqFt.

Incredible Brookline Village location, convenient to the Longwood Medical Area and the street with the historic Dutch House. This stunning brick row house duplex offers the flexibility to be utilized as an investment or as one single unit! First floor features 3 bedrooms,1-bathroom, gorgeous high ceilings, ample natural light, lovely original hardwood floors throughout, exposed brick, and a thoughtful layout. The condo has so much character with built-in bookshelves in the hallways, French doors leading to the formal dining room, an updated kitchen, and a bathroom. Off the kitchen is a back staircase leading to the finished in-law suite, which has 4 bedrooms, an office, a full kitchen, a living room, and a full 2nd bathroom. The property also has a private patio with a private yard and a large private deck perfect for entertaining. Property is conveniently located near Greenline trains, Brookline Ave buses, and bike paths, with an easy walk to the Longwood Medical Area/Emerald Necklace

23 Netherlands Rd Unit 1, Brookline

$2,000,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73518490 MLS ⋅ 3,415 SqFt.

JUST LISTED. OPEN HOUSE Sunday 1pm - 2pm. Meticulously maintained and thoughtfully improved by the current owners, this 4-bedroom South Brookline home blends warmth, comfort, and functionality. Features include 3 full bathrooms, a sun-filled family room with elegant arched windows, skylights, and a beamed ceiling, a cherrywood/quartz kitchen with high-end appliances, a living room with gas fireplace, and a finished lower level. The primary suite offers an ensuite bath and dual-sink vanity. Rain or shine, entertain in the heated atrium room with gas grill or enjoy the composite deck with its heated alfresco dining area beneath an automated retractable canopy overlooking the professionally landscaped park-like yard. Central air and a 2-car garage with EV charger complete this outstanding offering. Don't miss this one! OFFERS REQUESTED BY WEDS. 5/20 @2PM.

152 Beverly Rd, Brookline

$3,948,000

4 Beds ⋅ 4 Baths ⋅ PRICE CHANGED Status ⋅ 73518363 MLS ⋅ 2,924 SqFt.

Stunning, four-bedroom, 3.5-bath townhouse delivering three levels of luxury living, plus an additional unfinished lower level, and the ease of a private elevator serving all four floors. The open-concept main level features a showpiece chef’s kitchen with Taj Mahal Quartzite countertops, custom cabinetry, and state-of-the-art appliances, flowing seamlessly into the living and dining spaces, perfect for entertaining. Upstairs, the primary suite is a true retreat with a spa-like bath, custom walk-in closet, and private balcony. Generous additional bedrooms offer flexible space for family and guests, while the third floor is ideal for an au pair suite, multiple home offices, or a cozy lounge. Enjoy private outdoor patio space and private balcony. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

40 Stedman Street, Brookline

$3,995,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73517349 MLS ⋅ 5,234 SqFt.

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. The 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 views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.

68 Dudley Street, Brookline

$4,650,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73516969 MLS ⋅ 5,423 SqFt.

An artful balance of historic character & modern design, this 5,423SF 5BD, 5.5BA 1891 Colonial Revival was meticulously renovated in 2017 and is set on .41AC of landscaped grounds. Oversized windows, tall ceilings, bespoke millwork, detailed crown moldings, & 4 fireplaces highlight the home’s craftsmanship. Welcoming entry w/ FP connects main floor. Bright living room w/ FP and dining room w/ French doors that lead to wraparound deck. Renovated open kitchen w/ island, pantry, and eat-in. Adjoining family room w/ gas FP & built-ins. 1/2BA & mudroom complete level. Upstairs is the primary suite w/ FP, spa-like bath, & walk-in closet, en-suite bedroom, add’l bedroom, full bath, & laundry. Flexible 3rd floor flex w/ 3 add’l rooms & bathroom - ideal as bedrooms, offices, or play space. Walkout lower level w/ private entrance, en-suite bedroom, 2nd kitchen, family room, & storage. Private setting w/ tiered grounds, bluestone patio, & extensive lawn framed by mature trees & seasonal plantings

50 Sumner Road, Brookline

$7,775,000

ACTIVE Status ⋅ 73516962 MLS

Two buildable 1+ acre lots with access off Dudley Street, creating a remarkable setting for a private estate or family compound in the heart of Brookline's prestigious Estate Area. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The Country Club and just minutes from downtown Boston, offering the perfect balance of tranquility and convenience. There is currently a charming 1928 French Country-style residence featuring 10 rooms and 4 bedrooms, beautifully maintained and offering the potential for expansion. A truly rare and compelling opportunity to create a legacy property in one of Brookline's most sought-after neighborhoods.

342 Warren St. Lot 1 & 2, Brookline

$2,765,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73516948 MLS ⋅ 4,028 SqFt.

Come fall in love with this storybook 5-bed, 3.5-bath Colonial Revival set on 0.3AC in Brookline’s Chestnut Hill. Built in 1926, this charming 4,028SF residence offers a layout tailored for modern living. Streaming southern sunshine, timeless architecture, 3 fireplaces, and oversized windows define the home. Welcoming entry connects the main living spaces. Gracious living room w/ fireplace and built-ins flows into bright conversatory. Opposite is a family room with fireplace, which opens to a bright dining room. Classic butler’s pantry connects to the kitchen. With ample counter space and a cozy eat-in area, the kitchen serves as the heart of the home with direct access to deck and yard. Mudroom and half bath complete floor. Upstairs has bright en-suite primary, 4 additional bedrooms, office, and 2 full baths. Walkout lower level with playroom and laundry. Attached garage. Landscaped grounds create a true sense of privacy. Close to “The Street”, top schools, and Green D line train.

401 Heath Street, Brookline

$3,699,000

5 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73516921 MLS ⋅ 3,738 SqFt.

In the ultimate Coolidge Corner location, this carefully restored home blends historic character with modern amenities including central AC. It is only 1/3 mile to the C Line and under ½ mile to the B line. A covered front porch welcomes you to the home. Inside, an airy foyer opens to the sun-filled living room with a gas fireplace and French doors to the office with bespoke cabinetry. The foyer also opens to an entertainment-sized dining room. At the back of the home is the renovated kitchen with high-end appliances, an oversized island and a sunny breakfast room. Completing this level are side entry only steps to the driveway and yard, walk-in pantry and powder room. On the 2nd floor is the enviable primary suite with a dressing room and en suite bathroom, plus two more good-sized bedrooms and the second full bath with laundry. The third level offers two more bedrooms and the 3rd full bath. Partially finished lower level with family room, kitchenette, full bath, storage & wine closet

95 Babcock St, Brookline

$5,750,000

6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73516805 MLS ⋅ 4,253 SqFt.

19 Linden offers a unique opportunity for investors, developers, and owner-occupants looking to build or invest in their dream home in Brookline. Ideally located in Brookline Village—one of the town’s most sought-after neighborhoods—this property sits on a 17,689 sq ft level lot on a quiet one-way street and is zoned M10. Buyers should perform their own due diligence to understand potential development or renovation options under local zoning codes. The property features a large 1840s Greek Revival home with stunning original period details, along with a small attached two-bedroom apartment. Its location is a commuter’s dream, offering convenient access to the Green Line T, Longwood Medical Area, downtown Boston, and all that Brookline has to offer. With vision and patience, this property can become a standout investment, condo conversion, or dream home. A must-see! Seller is open to offers with buyer concessions.

19 Linden Street, Brookline

$3,395,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73516709 MLS ⋅ 2,225 SqFt.

Penthouse floor-through residence in desirable Coolidge Corner, this 3 bed, 3 bath home at 79 Park Street offers 2,225 sq ft of modern luxury with a private elevator providing direct access from the parking area to the penthouse residence and continuing to the private roof deck. Located on the top floor of a fully renovated brownstone, it seamlessly blends historic charm and original architecture with modern amenities, highlighted by a grand staircase with exposed brick and preserved period details.The open layout features a chef’s kitchen with Taj Mahal quartzite, Sub-Zero appliances, custom cabinetry, and a wet butler’s pantry, plus spacious living and dining areas with a gas fireplace. The primary suite includes a spa-like bath and custom walk-in closet.Additional highlights EV charging, in-unit laundry, abundant natural light, and ButterflyMX keyless entry. Rare newer construction in one of Brookline’s most sought-after locations.

79 Park St Unit 3, Brookline

$2,049,000

4 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73516671 MLS ⋅ 3,475 SqFt.

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 stone backsplash, custom built island w/ overhanging quartz that seats 5 & built in wall oven + microwave. Large walk-in pantry w/ custom shelving & 2nd closet for additional storage. The king-sized primary BR has an enormous professionally designed walk-in closet & ensuite bath w/ a double vanity. The two other BRs are both spacious & share a clean, crisp tile bath. Downstairs is an entertainer's dream -- massive 2nd living room w/ a wet bar & fireplace, 4th bedroom, laundry room, extra storage room & a 3rd full bath! Large 2 car garage, custom built rear deck & wonderful paver patio!

76 Goodnough Rd, Brookline

$2,075,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73516632 MLS ⋅ 2,612 SqFt.

NEW PRICE! Washington Square! Situated on a lovely tree-lined street, this move in condition, 4-bedroom, 2.5-bath duplex offers 2,612 sq ft of comfortable living space. A welcoming farmer’s porch leads to an open-concept main level featuring a gas fireplace living room, dining area, a modern kitchen with stainless steel appliances & stone countertops. The main floor also includes a spacious primary suite with stunning bath featuring double sinks & glass-enclosed shower along with 2 closets. A second bedroom & powder room complete this level. The lower level offers 2 additional bedrooms, a large family room, full bath, & laundry. Renovated in 2016, the home features hardwood floors, central air & central vacuum. Enjoy a private fenced yard with patio & lush landscaping. A detached garage with storage and bonus upper level (338 sq.ft. not included in living space), PLUS an add'l parking space complete this offering. Ideally located near Driscoll School, parks, shops and the Green Line.

9 Bartlett Cres Unit 1, Brookline

$3,295,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73516451 MLS ⋅ 3,292 SqFt.

Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room, European-style kitchen, large dining area with gas fireplace, and covered deck accessible from both the kitchen and living room. The upper level includes a spacious primary suite with luxurious bath and generous closet space, plus three additional well-proportioned bedrooms, each with its own private bath. Direct garage access and a private fenced level yard add rare convenience. Parking is exceptional: 2 heated garage spaces plus up to 2 additional spaces on a heated driveway. Moments to Coolidge Corner, Ridley School area/Core District, Longwood, and Boston.

80 Verndale St Unit 80, Brookline

$3,900,000

ACTIVE Status ⋅ 73516391 MLS ⋅ 9,650 SqFt.

Attention Investors and Owner/Occupants !!! 75-81 Boylston St, Unit B is a rare opportunity to own a 9,650 SF Commercial Condo in Brookline Village, The Condo has two spaces including 3,650 SF Street Retail featuring an oversized glass storefront window, high ceilings, open floor plan with flexible layout options,kitchenette, handicap accessible bathroom and entrance. The Street Retail space is available for owner/occupancy or for income NNN lease at $33/SF. The Condo offers added income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently in $13,300/MO+ NNN 10-yearlease, 3% annual increases, with 3 options, to a National Credit Tenant. Unit B, is positioned in a prime location. The high volume of traffic provides a steady flow of easy access and high visibility for existing and potential customers creating an excellent opportunity to lease out the available retail space or occupy it while taking advantage of the additional space income.

75-81 Boylston St Unit B, Brookline

$3,900,000

ACTIVE Status ⋅ 73516390 MLS ⋅ 9,650 SqFt.

Attention Investors and Owner/Occupants !!! 75-81 Boylston St, Unit B is a rare opportunity to own a 9,650 SF Commercial Condo in Brookline Village, The Condo has two spaces including 3,650 SF Street Retail featuring an oversized glass storefront window, high ceilings, open floor plan with flexible layout options,kitchenette, handicap accessible bathroom and entrance. The Street Retail space is available for owner/occupancy or for income NNN lease at $33/SF. The Condo offers added income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently in $13,300/MO+ NNN 10-yearlease, 3% annual increases, with 3 options, to a National Credit Tenant. Unit B, is positioned in a prime location. The high volume of traffic provides a steady flow of easy access and high visibility for existing and potential customers creating an excellent opportunity to lease out the available retail space or occupy it while taking advantage of the additional space income.

75-81 Boylston St Unit B, Brookline

$2,399,000

6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73515119 MLS ⋅ 4,404 SqFt.

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 Brookline charm with an unbeatable location and functional upgrades.Don't miss this high-performing asset.Two 1513 sq ft. residential units are fully furnished with hardwood floors, washer and dryer as well as an outdoor porch.The first floor is a family dining restaurant with a strong lease and great payment history.There is dedicated storage for all units in the basement.Plenty of recreational opportunities nearby including the newly remodeled Robinson Playground across the street.Very easy MBTA access and close proximity to the Boston medical area make this a prime location.Paved parking for 3The exterior has been newly painted and price dropped!

293 Cypress St, Brookline

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