Brookline Homes For Sale

4 Beds ⋅ 4 Baths ⋅ 73549642 MLS ⋅ ['101 Sumner Road Condominium'] BLDG.

Highly desirable 2023 construction 4 bed/3.5 bath duplex w/ 2 car parking & private yard in coveted Aspinwall Hill. Enter to an open concept floor plan with windows on 3 sides that stream natural light. Chef's kitchen boasts Bertazzoni appliances, quartz countertops, abundant cabinetry & breakfast bar w/ seating for 3. Living room is centered around ample fenestration & opens to dining area that easily accommodates a table for 8. Top floor king-size primary suite offers a large bedroom w/ built-out California closets & expansive bath w/ double vanity & sizable glass shower. Downstairs features an inviting guest suite with room for king sized bed w/ plenty of closet space serviced by a full bath w/ double vanity. This floor is complete with a separate stackable laundry. This home offers a wonderful single family alternative w/ expansive private & fenced granite patio/yard garage,1 garage pkg & 1 outdoor pkg. Live in the heart of Brookline, 2/10 mile to Brookline Hills T stop.

101 Sumner Road Unit 1, Brookline

Listing courtesy of Listing Agent: Aaron Adler from Listing Office: Appraisals Unlimited, Inc.

$2,399,000

4 Beds ⋅ 3 Baths ⋅ 73547641 MLS

Prepare to be impressed by this beautifully renovated 4 Bed 3 Bath mid-century modern ranch in Chestnut Hill Brookline on the edge of the golf course! Set on over a half acre of beautiful landscaping surrounding the flat back yard lead to the golf course. Breathtaking renovations highlight modern living with soaring exposed beam ceilings, a dramatic living room with a wood-burning fireplace, and a wall of windows overlooking the screened porch, deck, and tranquil Japanese rock garden. The renovated kitchen features sleek cabinetry, updated countertops, appliances, a peninsula, pantry, and eat-in area. The main level offers three spacious bedrooms, including a large primary suite, while the finished walkout lower level includes a great room with kitchenette, fourth bedroom, full bath, studio, bonus room, patio access, and abundant storage. Perfect location with quick access to 9 & I-93 and a quick hop to local restaurants, shopping, Wegman's, and much more!

365 Newton St, Brookline

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

$2,895,000

2 Beds ⋅ 3 Baths ⋅ 73543781 MLS ⋅ ['Longyear At Fisher Hill'] BLDG.

Residence E201 occupies a privileged position as one of only five homes in the Mansion at Longyear, where history and modern luxury coexist in perfect harmony. Bathed in natural light, with gleaming hardwood floors, the home unfolds across nearly 2,300 square feet of elegant single-level living. The thoughtfully designed floor plan features two spacious bedroom suites with walk in closets, the private deck overlooking the pool provides a quiet place to unwind when you're home. A spacious home office or comfortable space for an overnight guest, formal dining room, gourmet kitchen, and generous living areas that balance sophistication with comfort. For your guests convenience, a powder room is located off the living room. Two deeded garage parking spaces, private storage, elevator access, and a dedicated 24/7 staffed gatehouse complete a lifestyle defined by convenience and peace of mind. Only a handful of owners will ever call the Longyear Mansion home. Opportunities to acquire one of these residences are exceptionally rare. The home has been recently upgraded with new lighting, brand new carpeting, paint and new flat screen TVs. The unit includes a side by side washer and dryer. A well equipped gym is located within this building. The historic grounds are well manicured and feature a seasonal pool with oversized umbrellas and seating. Professionally maintained surroundings mean there is less to think about when you are away. E201 is not simply a luxury condominium. It is a home designed for people who want their time to belong to them. Make everyday life incredibly convenient!

120 Seaver St Unit E201, Brookline

Listing courtesy of Listing Agent: Hope Krakoff from Listing Office: Coldwell Banker Realty - Boston.

$11,000,000

73543050 MLS

Encompassing just under two acres of wooded, private land, 39 Cottage Street presents an exceptional setting for a custom-built estate in one of Greater Boston's most sought-after communities. Nestled among mature trees and natural landscape, the property offers remarkable privacy and a sense of seclusion while remaining just minutes from Boston and Chestnut Hill's shopping, dining, golf courses, and premier schools. With a scale seldom found in Brookline, the site provides the flexibility to create a truly bespoke residence tailored to your vision. A rare offering where privacy, location, and possibility converge. This lot can also be divided into two buildable lots.

39 Cottage St, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

45 Bartlett Crescent Unit 202, Brookline

$2,048,000

2 Beds ⋅ 2 Baths ⋅ 73542797 MLS ⋅ ['The Bartlett'] BLDG.

New construction in the heart of Washington Square! Welcome to this stunning 2-bedroom, 2-bath residence featuring an open floor plan, soaring 9-foot ceilings, and modern finishes throughout. Located in a boutique 23-unit elevator building, each home includes one garage parking space and in-unit laundry for ultimate convenience.The chef’s kitchen impresses with high-end appliances, sleek cabinetry, and a spacious center island, perfect for cooking and entertaining. The sun-filled living room offers a cozy fireplace and opens to a private balcony, ideal for outdoor relaxation and summer gatherings.Additional highlights include elevator access from the garage to all levels, and a prime location close to shopping, public transportation, and major highways. Ready for summer occupancy—don’t miss this exceptional opportunity!

45 Bartlett Crescent Unit 202, Brookline

Listing courtesy of Listing Agent: Bartlett Albion Group from Listing Office: Hammond Residential Real Estate.

$2,860,000

4 Beds ⋅ 5 Baths ⋅ 73542360 MLS

From the white picket fence and private yard to the oversized covered front porch, this exceptionally renovated townhome welcomes with charm before you even step inside. Enter into the open kitchen featuring custom cabinetry and quartz countertops, anchored by a soaring 4-story floating staircase with custom lighting that sets the tone for everything that follows. Each room has its own distinct features, including a spacious bow-front living room with gas fireplace, generous bedrooms, and a luxurious primary suite with vaulted ceilings and soaking tub. The 2nd floor offers 2 en suite bedrooms, 1 has an oversized private deck. The lower level includes a 2nd living room, 4th bedroom and bonus room ideal for an office/gym. Each bedroom includes a walk-in closet (some with 2), Hunter Douglas blinds and engineered wide-plank hardwood floors. Located by Clear Flour Bakery, the Green Line, and all that Coolidge Corner has to offer, this move-in ready home is as convenient as it is impressive.

177 Thorndike St Unit 1, Brookline

Listing courtesy of Listing Agent: Liz Dehler from Listing Office: Donnelly + Co..

$799,000

3 Beds ⋅ 1 Baths ⋅ 73538468 MLS ⋅ ['Brookway Condominiums'] BLDG.

DELEADED and spacious 3 bedroom condo in one of Brookline's best locations for access to the Longwood Medical Area! The sprawling layout offers 3 generous bedrooms, updated bathroom, formal dining room, eat in kitchen with adjacent pantry and hardwood flooring throughout. Bright, airy and great potential to add your touches throughout. One assigned parking space in the rear of the building and common laundry in the basement (great space to install in the unit as well, should you choose!). Heat is included in the condo fee- just a great condo ready for the next buyer!

551 Brookline Ave Unit 4, Brookline

Listing courtesy of Listing Agent: Adam Mundt from Listing Office: Kingston Real Estate & Management.

$395,000

1 Baths ⋅ 73538013 MLS ⋅ ['Brook House Condominium'] BLDG.

Luxury Brook House, Modern & spacious studio apartment, High floor with stunning city views, Juliet balcony off of living area, Fully equipped modern kitchen with a dishwasher, Ample closet space including a large walk-in closet, Top notch fitness center with cardio/weight/aerobic rooms, steam/sauna , ping pong tables, tennis/pickleball/basketball courts, heated outdoor swimming pool, barbecue areas, 24/7 security/concierge, Convenient to bus lines and D & E train lines, shops, restaurants, Longwood Medical area & downtown Boston, Enjoy the nearby, beautiful Leverett pond on the Emerald Necklace with walking/biking/jogging paths. Enjoy vibrant Brookline Village nearby with an wonderful array of shops and restaurants, Perfect for investors or owner occupants.

44 Washington St. Unit 913, Brookline

Listing courtesy of Listing Agent: Sada Hanna from Listing Office: William Raveis R. E. & Home Services.

44 Washington Street Unit 409, Brookline

$395,000

1 Baths ⋅ 73538015 MLS ⋅ ['Brook House Condominium'] BLDG.

Luxury living, Spacious, modern studio, Large floor to ceiling sliding glass window encompassing one wall with city views, Juliet balcony off of living area, Ample closet space including a large walk-in closet, Parquet wood floors, Amenities include 24/7 security/concierge, top notch large fitness center with a cardio/weight/aerobics rooms, steam/sauna, heated outdoor swimming pool, tennis/pickleball/basketball courts, resident's lounge with WiFi, barbecue areas, Across the street to bus lines and D & E train lines, Enjoy Nearby Brookline Village with an array of wonderful shops and restaurants, Convenient to Longwood medical area and downtown Boston. Beautiful nature surrounds the building with the Emerald Necklace and Leverett pond with walking/jogging/biking paths, Perfect for investors or owner occupants.

44 Washington Street Unit 409, Brookline

Listing courtesy of Listing Agent: Sada Hanna from Listing Office: William Raveis R. E. & Home Services.

$2,299,000

4 Beds ⋅ 4 Baths ⋅ 73537709 MLS

Newly staged!!! This mint condition 3+ bedroom, 3.5 bath corner townhouse is offered for the first time since it was built in 2022. The space has been thoughtfully updated with custom built-in shelving and a striking Italian Aqua Blue matte tile surround framing the gas fireplace—complementing the sun-drenched living room's white oak floors. The chef's kitchen boasts Caesarstone counters, a 5-burner Bertazzoni range, 48" Thermador refrigerator, and Bosch dishwasher, flowing seamlessly into a dining area perfect for gatherings. The generous primary suite features abundant closet space and an en-suite bath with glass shower and premium fixtures. A well-appointed guest bedroom, third-floor bedroom with private bath, and flexible bonus room round out the living space. Step outside to your private patio retreat. Two parking spaces—one garage with storage, one deeded driveway—add everyday convenience. Constructed by a respected family-owned builder with roots dating to 1936.

21 Crowninshield Rd Unit 21, Brookline

Listing courtesy of Listing Agent: Bill Gehan from Listing Office: Campion & Company Fine Homes Real Estate.

$899,000

3 Beds ⋅ 1 Baths ⋅ 73537174 MLS ⋅ ['The Coolidge Condominium Trust'] BLDG.

Charming 3 bed, 1 bath condo with parking, in-unit laundry and low fees! Sunlit and full of character, this second floor home offers an open floor plan with fireplaced living room and dining room surrounded by oversized newer windows (2022) that flood the space with light. White eat-in kitchen features exposed brick, newer appliances, ample closets throughout and gas cooking. Hardwood floors throughout, tiled bath, and generous closet space. One assigned oversized parking space is included, and the low HOA fee covers heat and hot water, kept low in part by rental income from an association owned unit. Perfect central location between Coolidge Corner, Washington Square and Brookline Village, with parks, schools, T lines and everyday conveniences just outside your door. Pets with trustee approval.

485 Washington St Unit 3, Brookline

Listing courtesy of Listing Agent: Christina Dinardi from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$749,900

2 Beds ⋅ 2 Baths ⋅ 73537006 MLS

Bright and spacious 5th-floor condo at The Brook House. Corner unit offfering 1,050 sq. ft. of living space with 2 bedrooms, 2 full bathrooms, and tandem garage parking with an electric vehicle charger. The desirable corner layout provides excellent natural light throughout, with southeast-facing bedrooms and a spaciou living/dining area that leads to a private balcony. The primary suite features an en-suite bath and generous closet space, while central air conditioning and abundant storage complete the home. Brook House is a full-service luxury community with 24-hour security, on-site management, a heated outdoor pool, fitness center with steam and sauna, tennis and basketball courts, outdoor grilling areas, resident lounge, and beautifully maintained grounds. Ideally located across from the Emerald Necklace and Leverett Pond, just moments from Brookline Village, the Longwood Medical Area, MBTA Green Line stations, shops, restaurants, and universities.

33 Pond Ave Unit 523, Brookline

Listing courtesy of Listing Agent: Adam Aroesty from Listing Office: Hammond Residential Real Estate.

$899,000

2 Beds ⋅ 2 Baths ⋅ 73536424 MLS ⋅ ['Regency Park Condominiums'] BLDG.

Experience luxury living at Regency Park, one of Brookline’s premier buildings. This bright and spacious 2-bedroom, 2-bath condo offers over 1,200 sq. ft. of living space with views of a beautifully landscaped garden. The fully updated eat-in kitchen features quartz countertops, floor-to-ceiling cabinetry, and stainless steel appliances (including a Bosch dishwasher). New windows installed in 2024. Bamboo floors, custom California Closets, and a built-in home office desk enhance this inviting space. The all-inclusive monthly condo fee covers Heat, Central AC, Hot Water, Deeded Garage Parking, Assigned Storage, and a 24-Hour Concierge, saving you hundreds in monthly utility bills! Full-service building amenities include two elevators, an indoor heated pool, a fitness room, an impressive courtyard with a barbecue area, and a spectacular roof deck. High owner occupancy, extensively renovated common areas, and over $1.13M in association reserves complete this exceptional offering. Coveted Washington Square location steps from the Green Line C and D branches, top-tier restaurants, and parks. Seamless access to Coolidge Corner, the Longwood Medical Area, and downtown Boston. (Living room, dining area, and bedrooms are virtually staged).

1731 Beacon Unit #202, Brookline

Listing courtesy of Listing Agent: Tatyana Anokhina from Listing Office: RE/MAX Real Estate Center.

$11,750,000

6 Beds ⋅ 9 Baths ⋅ 73536353 MLS

A rare opportunity to reimagine and create a $20+M compound in Brookline, set on two private acres in the coveted estate area. Conceived by an award-winning architect, the proposed design masterfully blends timeless elegance and exceptional craftsmanship with the features most desired for modern living soaring ceilings, abundant natural light, clean architectural lines, and a thoughtfully designed floor plan ideal for both grand entertaining and everyday comfort. The proposed plans showcase an expansive open-concept kitchen and family room with a dramatic cathedral ceiling, elegant formal living and dining rooms, spacious library, a screened porch, a gracious 1st floor bedroom, and an exceptional 2nd floor primary suite. Additional customization options include an elevator servicing all levels, a golf simulator, and a swimming pool. Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay

Sears Road, Brookline

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.

$5,500,000

12 Beds ⋅ 8 Baths ⋅ 73534622 MLS

Rare development opportunity in the heart of Brookline's coveted Washington Square neighborhood. Situated on University Road, 97 and 101-103 University are comprised of two abutting multifamily lots totaling 12,219 SF (approximately 6,000 SF each), with the ability to build three residential units on each lot by right. 6 Units total. OR ZBA-approved plans for a 9 Unit Development... past demo stay. Developers, investors, and end-users alike will appreciate the flexibility to develop the parcels separately or explore combining the lots for a larger-scale project. This property is offering a rare chance to capitalize on one of Greater Boston's most desirable and supply-constrained residential markets. No representations made by seller; buyer to perform their own due diligence. Email or Text me for more details.

97-103 University Rd, Brookline

Listing courtesy of Listing Agent: Eric Tam from Listing Office: Compass.

$4,650,000

6 Beds ⋅ 7 Baths ⋅ 73532609 MLS

Exceptional 2016 brick Colonial offering 6,359 sq. ft. of beautifully finished living space with 6 bedrooms, 6.5 baths, including a main-level bedroom suite, and a heated 3-car garage. Set on a private, professionally landscaped .38-acre level lot on a quiet, tree-lined street in desirable Chestnut Hill, this meticulously maintained home offers generous scale, modern amenities and move-in-ready condition.A grand two-story foyer introduces the light-filled main level, where 10' ceilings, hardwood floors and detailed millwork complement well-proportioned rooms. An elegant living room with fireplace connects to the formal dining room and a butler’s pantry with sink, dishwasher and extensive cabinetry.The open kitchen features a center island, premium appliances, custom cabinetry and dining area, and flows directly into the spacious family room with fireplace and floor-to-ceiling windows overlooking the grounds. French doors open to stone patios and the expansive lawn perfect for outdoor entertaining. A powder room and mudroom with built-in cubbies and access to the garage complete this floor.Upstairs, hardwood floors continue throughout. The spacious primary suite features a fireplace, large walk-in closet, generous bath and oversized windows overlooking the grounds. Four additional bedrooms, including two with ensuite baths and one currently used as an office, plus a full bath, laundry room and open landing with Juliet balcony complete the second floor.The expansive finished lower level provides additional space for recreation, work and entertaining, including a home theater/game room with bar, exercise room, private office, full bath, wine room ready for customization and ample storage, with bulkhead access to the backyard.Solar panels installed in 2026 provide energy savings and net-metering benefits. Convenient to public and private schools, shopping, dining, golf, and Boston, this substantial Chestnut Hill residence offers an exceptional combination of space, privacy, condition and modern functionality.

129 Rangeley Rd, Brookline

Listing courtesy of Listing Agent: Ingvild Brown from Listing Office: Keller Williams Realty.

$999,000

2 Beds ⋅ 2 Baths ⋅ 73530942 MLS ⋅ ['The Grand Condominium'] BLDG.

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

Listing courtesy of Listing Agent: Joseph Guidi from Listing Office: NEST Seekers MA LLC.

$565,000

1 Beds ⋅ 2 Baths ⋅ 73524323 MLS ⋅ ['Sargent Estates Condominium'] BLDG.

Beautifully updated 1BR/1.5BA condo in Brookline Village's desirable Sargent Estates. Features an oversized living area, full kitchen with great storage, completely remodeled bathrooms, lovely views, and an outdoor parking space. Enjoy premier building amenities: doorman, elevator, in-ground pool, sauna, extra storage, and on-site laundry. Excellent location close to Longwood Medical, Brookline High, Route 9, and the Green Line "D" train.

22 Chestnut Pl Unit 306, Brookline

Listing courtesy of Listing Agent: Guohu Huang from Listing Office: Tygr Realty LLC.

$739,000

2 Beds ⋅ 1 Baths ⋅ 73528507 MLS

Hip urban living in an architectural gem. Unique residence in an H. H. Richardson Romanesque brownstone. Ideally located in the heart of Washington Square and directly on the MBTA Green "C" and "D" lines. Assigned parking included adjacent to the building. Soaring ceilings and an exceptional open-concept layout create the perfect entertaining space. Renovated granite/stainless kitchen and Carrara marble bath. Exposed brick, hardwood floors, SouthEast facing with abundant natural light, central air, and in-unit laundry. Professionally managed building with peaceful treetop views. Steps to shopping, cafés, and some of Brookline's finest restaurants. Convenient to Downtown Boston, Cambridge, Longwood Medical complex and numerous Universities and Colleges.

1774 Beacon Street Unit 6, Brookline

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.

$8,200,000

6 Beds ⋅ 9 Baths ⋅ 73526856 MLS

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

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$449,900

1 Beds ⋅ 1 Baths ⋅ 73525602 MLS

Welcome Home to 352 Tappan Street, Unit 1! This beautifully renovated and freshly painted 1-bedroom residence is ready for immediate move-in and offers an impresive combination of space, comfort, convenience and value- all in a great Brookline location. Step inside where you'll imediately appreciate the generously sized rooms, abundant closet space, comfortable living areas and In-Unit laundry for everyday convenience. The updated kitchen offers ample cabinetry and room to make meal preparation easy, while the renovated full bathroom features marble finishes and a fresh, modern look. Ideally situated, this home places you just moments from the vibrant heart of Washington Square with charming cafés, renowned restaurants, boutiques shops, Coolidge Corner, Brookline’s neighborhood parks, tree-lined streets and everyday amenities. Commuters will appreciate convenient access to Boston and MBTA Green Line C and D branches, making city travel easy. Additional highlights include water and hot water included in the $162/month condo fee, excellent updated finishes, and immediate availability. Whether you're an investor,Boston commuter, first-time buyer, downsizer, or looking for a conveniently located home, Unit 1 at Tappan offers an exceptional combination of location, comfort, updates, and value.Property Highlights:• Beautifully renovated and freshly painted• Spacious 1-bedroom layout• Generous closet space• Updated kitchen with ample cabinetry• Updated full bathroom with marble finishes and new shower doors• In-unit laundry• Water & hot water included in $162/month condo fee• Convenient access to MBTA Green Line C & D branches• In Washington Square & near Coolidge Corner• Close to restaurants, cafés, boutique shopping & parks• Convenient Boston commuter location• Available for immediate occupancyMove-in ready, wonderfully located, and waiting to welcome you home!

352 Tappan Street Unit 1, Brookline

Listing courtesy of Listing Agent: Elena Cristina Marchis from Listing Office: LAER Realty Partners.

$350,000

1 Baths ⋅ 73523297 MLS ⋅ ['Brook House Condominium'] BLDG.

Luxury Brook House, Spacious, bright, modern studio, Large sliding glass door encompassing one wall of living area, Juliet balcony off of living area, Updated modern kitchen, Abundant closet space includes a large walk-in closet, 24/7 security/concierge, On-site management, Package delivery room, Enjoy a great lifestyle with top notch amenities: full scale fitness center with cardio/weight/exercise rooms, steam/sauna, heated outdoor swimming pool, tennis/pickleball/basketball courts, table tennis, resident lounge with wifi, herb garden and barbecue areas, Across the street from D & E Green train lines and bus lines, Close proximity to Brookline Village and Coolidge Corner with an array of many shops, restaurants and a movie theater, Convenient to Longwood Medical area and downtown Boston, Perfect for investors or owner occupants.

44 Washington St. Unit 206, Brookline

Listing courtesy of Listing Agent: Sada Hanna from Listing Office: William Raveis R. E. & Home Services.

$2,595,000

2 Beds ⋅ 3 Baths ⋅ 73521762 MLS

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

Listing courtesy of Listing Agent: Shahan Missaghian from Listing Office: William Raveis R.E. & Home Services.

321 Hammond Pond Parkway Unit 201, Brookline

$1,299,000

2 Beds ⋅ 3 Baths ⋅ 73521117 MLS

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

Listing courtesy of Listing Agent: The Piracini Group from Listing Office: eXp Realty LLC - Corporate Office.

$565,000

2 Beds ⋅ 1 Baths ⋅ 73520783 MLS ⋅ ['Avalon Terrace'] BLDG.

Welcome to Avalon Terrace! Amazing opportunity to be in a wonderful neighborhood. Stop by and check out this large 669 square foot condo with two large bedrooms, one large living/kitchen area and tiled bathroom condo that awaits you. Entering, you look into an open layout large living area/combination kitchen - no wasted space in this open floor plan. Hardwood floors throughout, lots of closet space and the laundry facility in this professionally managed building! Heat and hot water included in the condo fee. Fantastic location...enjoy the Brookline school system. short walking distance to the MBTA line, restaurants and shopping. Convenient to Boston University and Boston College, all approximately 1/2 mile from Coolidge Corner. On-street parking and overnight town parking lots available nearby for rent. Current tentant are renting for $2,600 a month until August 31, 2026.

514 Harvard Street Unit 2D, Brookline

Listing courtesy of Listing Agent: Larry Levey from Listing Office: Franklin Square Realty.

$4,795,000

4 Beds ⋅ 5 Baths ⋅ 73520842 MLS

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 with separate entrance 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 Chestnut Hill location with easy access to Boston, shopping, dining and Medical Centers.

9 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

$2,349,000

2 Beds ⋅ 3 Baths ⋅ 73519027 MLS ⋅ ['Residences At St. Paul'] BLDG.

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

Listing courtesy of Listing Agent: Siu Fu Lau Team from Listing Office: Compass.

$3,750,000

4 Beds ⋅ 4 Baths ⋅ 73518363 MLS

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

Listing courtesy of Listing Agent: Nathan Klairmont from Listing Office: Concept Properties.

$725,000

2 Beds ⋅ 2 Baths ⋅ 73517804 MLS ⋅ ['Olmstead Park'] BLDG.

The light arrives first... It comes through oversized architectural windows, pooling across hardwood floors, settling into the corners of a home that was built to feel like one. This is Olmsted Park - 65 Glen Road, Unit H1 - where the Emerald Necklace wraps around you and Leverett Pond sits just outside the door. Inside, everything is in its right place. High ceilings that breathe. An open living room anchored by a built-in that makes the space feel both grand and personal. A primary suite with a beautifully refreshed en-suite bath and a walk-in closet that holds the full weight of your life. Two bedrooms, two full baths, two deeded parking spaces. In-unit laundry. A building that takes care of itself so you don't have to. The kind of home that makes you exhale the moment you walk in. Brookline Village and the Green Line are minutes away. But this is the part of Brookline you stay for.

65 Glen Rd Unit H1, Brookline

Listing courtesy of Listing Agent: Cities to Coastlines Collaborative Group from Listing Office: The Agency Boston.

$3,495,000

5 Beds ⋅ 5 Baths ⋅ 73517349 MLS

Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and seasonal 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

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.

$3,295,000

3 Beds ⋅ 3 Baths ⋅ 73516709 MLS

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. 2 Parking spaces. 1 deeded outback and one prepaid for 2 years across the street at 90 Park.

79 Park St Unit 3, Brookline

Listing courtesy of Listing Agent: Matias Carrasco from Listing Office: Concept Properties.

$3,495,000

5 Beds ⋅ 5 Baths ⋅ 73516646 MLS

Spectacular single-family alternative. This side-by-side Contemporary Luxury townhouse, newly constructed in 2017, features all the luxury you would expect. Sprawling living room and dining. The eat-in kitchen has custom cabinetry, Thermador appliances, and marble countertops. The kitchen has direct access to the large private/exclusive backyard, which spans two levels. There is a large patio and garden. There are 5 bedrooms and 4.5 baths. Large Primary has cathedral ceilings and an ensuite, featuring a double shower, double vanity, soaking tub, and radiant floor heating. Adjoining the primary is a large family/sitting room with sliders to the patio overlooking the back garden. There is a finished lower level with a large family room and a large bedroom, both with glass sliders for direct outdoor access. There is a convenient kitchenette as well. Playground directly across. Minutes to school, shopping, restaurants, and T. Convenient to Longwood Medical and Boston. 92 Walk Score.

90 Columbia, Brookline

Listing courtesy of Listing Agent: Sheila White from Listing Office: Compass.

$2,950,000

4 Beds ⋅ 3 Baths ⋅ 73514639 MLS

One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

7 Stetson Street, Brookline

Listing courtesy of Listing Agent: Sarah Reddick Shimoff from Listing Office: Compass.

$3,750,000

3 Beds ⋅ 4 Baths ⋅ 73514594 MLS

Experience the ultimate in convenience and craft with direct in-unit elevator access. Situated steps from Beacon Street and Coolidge Corner, this new construction, 100% electric six-unit collection showcases meticulous attention to detail and high-quality materials. Be one of the first to own and take advantage of special pre-finished pricing. Ranging from 1,350 to 2,071 SF, each residence features interiors by a professional design team, trimless lighting, and German-engineered windows.Culinary kitchens are anchored by Thermador appliances, while primary suites offer curbless steam showers and heated tile floors. Every home enjoys exclusive outdoor space, featuring either a private backyard patio or a penthouse rooftop deck with sweeping city views. Built for the future, this sustainable building offers professional-grade construction in a premier location. Discover refined urban luxury where every detail has been expertly considered.

135 Saint Paul Unit 5, Brookline

Listing courtesy of Listing Agent: Michael T. Forde from Listing Office: Helm Residential LLC.

$579,000

1 Beds ⋅ 2 Baths ⋅ 73514306 MLS ⋅ ['50/60 Longwood Avenue'] BLDG.

Spacious one bedroom, over 950 sq ft. 1.5 baths at 50/60 Longwood Avenue. Unit feature one garage parking, open layout, kitchen is open with stainless steel appliances. Building is well managed has onsite management during the week, 24 hour security, swimming pool, and gym. A plus location walk to C and D greenline, Longwood Medical Area, coffee shops and super markets.

60 Longwood Ave Unit 408, Brookline

Listing courtesy of Listing Agent: Sheryl Lezberg from Listing Office: Captivating Realty.

310 Hammond Pond Pkwy Unit 401, Brookline

$1,880,000

3 Beds ⋅ 4 Baths ⋅ 73511799 MLS

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 space. Three deeded garage parking spaces and a private storage unit.Prime Chestnut Hill location near Wegmans, The Shops at Chestnut Hill, dining, and major routes.

310 Hammond Pond Pkwy Unit 401, Brookline

Listing courtesy of Listing Agent: Bin Yan from Listing Office: Ark Real Estate Inc..

$2,699,999

4 Beds ⋅ 4 Baths ⋅ 73510090 MLS

Superbly positioned between Brookline Village and Coolidge Corner, this elegant 4 bedroom residence occupies one of two units within a multi-family property, offering refined living in a top notch Brookline setting. Originally built in 1885, meticulously renovated in 2026 by a Premier Brookline Developer, the home balances historic architectural character with modern sophistication. Throughout the residence, high end finishes, beautiful hardwood floors, and abundant natural light create a warm yet polished atmosphere. 10" Foot ceilings. Spanning the second and third floors, the two level layout features gracious living and dining rooms, along with a well-appointed kitchen featuring a breakfast area and direct access to a private deck. A guest bedroom completes the main level. The upper floor is dedicated to private living, offering a primary bedroom with walk-in closet and bathroom, two additional bedrooms each with their own bathrooms, and laundry. An exceptional property and location

21 Kent Square Unit 2, Brookline

Listing courtesy of Listing Agent: Mona And Shari Wiener from Listing Office: Hammond Residential Real Estate.

$2,449,999

3 Beds ⋅ 4 Baths ⋅ 73510087 MLS

Ideally located between Brookline Village and Coolidge Corner, this three-bedroom residence is part of a two-unit condo association, offering an exceptional opportunity in a prime Brookline neighborhood. Built in 1885 and thoughtfully renovated in 2026 by a Premier Brookline Developer, the residence artfully blends timeless architectural character with modern luxury. High end finishes, beautiful hardwood floors, and abundant natural light enhance the living experience throughout. 10" Ceilings. The main level features an open living and dining area with seamless access to the kitchen and private deck, along with Primary bedroom and bathroom, and powder room. The lower level offers two additional bedrooms, two bathrooms, a family room, and laundry. Outdoor amenities include a deck, as well as a patio and yard. A fantastic offering in a superb Brookline location.

21 Kent Square Unit 1, Brookline

Listing courtesy of Listing Agent: Mona And Shari Wiener from Listing Office: Hammond Residential Real Estate.

$4,250,000

3 Beds ⋅ 4 Baths ⋅ 73509999 MLS

Few homes capture both worlds - the scale and soul of a grand single-family estate paired with the ease of a low-maintenance lifestyle. Step inside this landmark stone French Chateau: three sun-filled floors, 3 beds, 3.5 baths, private elevator, and a low condo fee. Two deeded parking spaces convey a garage and an outdoor space. Walk to Star Market, Runkle PK–8, and Brookline High; C and D Green Lines are minutes away. Enter beneath a dramatic Romanesque stone arch into a home where Gilded Age soul endures: masonry walls, conical turrets, corbelled stonework, original oak door, millwork, crown moldings, oval window, grand staircase, and three gas fireplaces. Modern hydro heating/cooling, Anderson window. Chef's kitchen with Wolf range, Sub-Zero, quartz island, and marble backsplash. Primary suite with fireplace and marble bath with radiant-heated floor. Two wet bars, exposed brick, and a top-floor piano/media room with spiral stair to a pergola-covered rooftop deck.

322 Tappan St Unit 2, Brookline

Listing courtesy of Listing Agent: Jason Pan from Listing Office: Midtown Properties, Inc..

$3,495,000

5 Beds ⋅ 5 Baths ⋅ 73508728 MLS

Spectacular single-family alternative. This side-by-side Contemporary Luxury townhouse, newly constructed in 2017, features all the luxury you would expect. Sprawling living room and dining. The eat-in kitchen has custom cabinetry, Thermador appliances, and marble countertops. The kitchen has direct access to the large private/exclusive backyard, which spans two levels. There is a large patio and garden. There are 5 bedrooms and 4.5 baths. Large Primary has cathedral ceilings and an ensuite, featuring a double shower, double vanity, soaking tub, and radiant floor heating. Adjoining the primary is a large family/sitting room with sliders to the patio overlooking the back garden. There is a finished lower level with a large family room and a large bedroom, both with glass sliders for direct outdoor access. There is a convenient kitchenette as well. Playground directly across. Minutes to school, shopping, restaurants, and T. Convenient to Longwood Medical and Boston. 92 Walk Score.

90 Columbia Unit U90, Brookline

Listing courtesy of Listing Agent: Sheila White from Listing Office: Compass.

$5,950,000

4 Beds ⋅ 4 Baths ⋅ 73508634 MLS

Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining. Exceptional location, close to Fisher Hill Park, Runkle School, public transportation, shopping, dining, an easy commute to Boston, Longwood medical area and Cambridge. Modifications to the plans subject to review and approval. Buyer to verify all information. Photos are renderings.Also available as a lot with foundation for $2,950,000.

9 Willard Road, Brookline

Listing courtesy of Listing Agent: Celine Sellam from Listing Office: Coldwell Banker Realty - Brookline.

$14,850,000

6 Beds ⋅ 8 Baths ⋅ 73507123 MLS

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 spaces, multiple offices, and a beautifully designed kitchen with high-end appliances, custom cabinetry, and an eat-in dining area overlooking the grounds. Upstairs, the primary suite includes a luxurious bath and generous dressing rooms, along with five additional bedrooms, family room, and laundry. The serene third floor offers flexible space for a gym, studio, or additional living. Outside, the grounds are unmatched - a pond, patios, firepit, and hot tub perfect for entertaining and everyday living. A one-of-a-kind offering in one of Brookline's most sought-after neighborhoods.

280 Warren St, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$3,790,000

4 Beds ⋅ 5 Baths ⋅ 73505387 MLS

RARE WATERFRONT OPPORTUNITY -- 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 home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.

75 Lee Street, Brookline

Listing courtesy of Listing Agent: Weidong Li from Listing Office: WINN Real Estate & Consulting.

310 Hammond Pond Pkwy Unit 301, Brookline

$1,150,000

2 Beds ⋅ 2 Baths ⋅ 73505018 MLS ⋅ ['The Parkway At Chestnut Hill'] BLDG.

Luxurious two-bedroom condominium located in a prime Chestnut Hill (Brookline) location. Stone-tiled foyer with a deep closet leads to the living area. The sun-lit open-concept living area features gleaming wood floors throughout, a spacious flexible living and dining area that opens onto a large private balcony, and the stylish kitchen with many recent updates. The gourmet kitchen has double wall ovens, beverage fridge, granite countertops and stainless appliances. The spacious primary suite features a large customized walk-in closet, a second private balcony, and en-suite bathroom with double vanity and luxe tiled shower. The second bedroom has a direct entry onto the shared hallway bath with tub, and a walk-in closet. The home also offers full-size in-unit laundry. This impeccable condo has two deeded side-by-side spots in the heated garage and additional garage-level storage. The condominium association is professionally managed and has a common exercise room, common green space and patio area, and an elevator. Convenient to The Street, Wegman's, Chestnut Hill Mall, MBTA, and major routes.

310 Hammond Pond Pkwy Unit 301, Brookline

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

$545,000

1 Beds ⋅ 1 Baths ⋅ 73502517 MLS ⋅ ['Brook House Condominium'] BLDG.

Rarely available! Luxury Brook House,1 bed/1 bath condo with bonus enclosed balcony that can be used as an office or den, gorgeous pond views from every window to watch the sunrise & sunset, Modern renovation throughout, Spacious, open floor plan, Large bedroom with double closets, 1 car garage parking #252, 24/7 security/concierge, 24 hr. maintenance, On-site management, Package delivery room, Enjoy a great lifestyle with top notch amenities that include a fully equipped fitness center with weight/cardio/exercise rooms, steam/sauna, heated outdoor swimming pool, tennis/pickleball/basketball courts, table tennis, herb garden, resident lounge with WIFI & barbecue areas, Across the street from D & E train lines and bus lines, Convenient to Longwood Medical area and downtown Boston, Walk to Brookline Village & Coolidge corner with an amazing array of shops restaurants & movie theater, Enjoy gorgeous Leverett Pond of the Emerald Necklace across the street with walking/jogging/bike paths

33 Pond Ave. Unit 915, Brookline

Listing courtesy of Listing Agent: Sada Hanna from Listing Office: William Raveis R. E. & Home Services.

$6,400,000

4 Beds ⋅ 5 Baths ⋅ 73500458 MLS

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 rooms overlooking the outdoor space, a gourmet kitchen, and a spectacular family room with double-height ceilings. The luxurious primary suite is complete with separate dressing rooms and bathrooms and direct access to an outdoor sitting area. The exterior is as wonderful as the interior with multiple outdoor patios, a sprawling lawn and a pergola. Additional features include a 2-car garage, laundry room, home office, wine cellar, wood paneled den and a custom hockey training area. This outstanding home is minutes from Larz Anderson, Dexter/Southfield, Park School, and The Street at Chestnut Hill.

198 Clyde Street, Brookline

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

$8,995,000

7 Beds ⋅ 6 Baths ⋅ 73496969 MLS

Discover 39 Worthington Road in Brookline's coveted Cottage Farm neighborhood. This fully renovated masterpiece boasts 7 bedrooms and 5.5 bathrooms with impeccable craftsmanship and attention to detail. The interior, designed by a renowned interior designer has been featured in various publications. Wonderful spaces for entertaining and comfortable living include a large custom-designed chef's kitchen open to a gracious family room with custom millwork built-ins along with a large library with over 12' ceilings. There is a luxurious primary suite with a spa-like bath, walk-in closets, a sun-filled study, & access to a terrace. The lower level includes a gym, playroom, and more. Nestled on a double, extra-large expansive landscaped lot complete with a hockey rink (and equipment) and full outdoor kitchen, privacy and serenity, and indoor/outdoor living abound. The ideal setting and location that defines urban-suburban living close to all Boston/Cambridge/Brookline has to offer.

39 Worthington Rd, Brookline

Listing courtesy of Listing Agent: Rachel Goldman from Listing Office: MGS Group Real Estate LTD.

$1,100,000

3 Beds ⋅ 2 Baths ⋅ 73495638 MLS ⋅ ['Brookhouse'] BLDG.

Exceptional opportunity to own a spacious true three-bedroom, two-bath residence at the Brook House, featuring serene views of Leverett Pond from every window and a private enclosed balcony. The unit offers a desirable open floor plan, enhancing both comfort and functionality. A rare feature in a luxury building, the third bedroom adds significant value and flexibility—ideal for accommodating guests, caregivers, nanny or a home office without compromising living space. Each room has its own thermostat. The unit comes Two car tandem garage parking # 332&A. Brook House amenities include 24/7 security, heated swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight rooms, residents lounge with WIFI, outdoor barbecue areas, basketball. Building is pet friendly. Walk/jog/bike/ paths at your door, steps to D and E “T” lines and many bus lines. Walk to Brookline Village, shopping, restaurants, Longwood medical community and many universities.

99 Pond Ave Unit 417, Brookline

Listing courtesy of Listing Agent: Sheryl Lezberg from Listing Office: Captivating Realty.

$2,480,000

5 Beds ⋅ 4 Baths ⋅ 73492578 MLS

This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.

140 Dudley St, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

$7,500,000

6 Beds ⋅ 8 Baths ⋅ 73487838 MLS

A rare find in Brookline, this property offers privacy and tranquility on a secluded lot adjacent to Sargent Estates. Spanning three finished levels plus a lower level, the home features 6 bedrooms and 6 full and 2 half baths, with meticulous craftsmanship and striking architectural details throughout. A grand rotunda entry leads to a chef’s kitchen, expansive living and dining rooms, family room, and mudroom. The second floor includes three bedroom suites, each with its own bath, plus two office spaces. The third floor offers two additional bedroom suites, while the lower level includes a sixth suite, gym, large family room, and laundry. Surrounded by mature landscaping and set well back from the street, the property boasts a pool, hot tub, sauna, outdoor fireplace, pizza oven, and full outdoor kitchen—an exceptional setting for both relaxation and entertaining. Not to be missed!

1 Chestnut Place, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

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