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$2,420,800
4 Beds 4 Baths ACTIVE Status 73550522 MLS 2,746 SqFt.
Motivated Seller! Last unit left!Welcome to the epitome of elegance.Historic Chateauesque 1890's "Brookline Castle" has been gut renovated to its full grandeur!The one-of-a-kind exterior stonework is a rarity in Brookline.Open up to a gorgeous foyer from the private elevator that also runs thru the entire building & brings you to every level of your new home.The kitchen & dining area features oversized windows that flood the space with natural sunlight.The chefs kitchen boasts custom cabinetry, sparkling white Bianco Carrara marble countertops, intentionally designed for functionality & style.Adjacent to the kitchen and dining area is the living room, with a beautiful gas fireplace & marble mantle.The rich woodworking & walnut hardwood floors span over 3 floors, 4 spacious bedrooms & 3 baths all fitted with marble tile & marble mosaics.The roof has calming views of nature & foliage.The location is highly sought after, just steps to restaurants, cafes, public transit,hospitals & major highways!

324 Tappan Unit PH, Brookline

$4,495,000
5 Beds 5 Baths ACTIVE Status 73550033 MLS 6,848 SqFt.
SARGENT ESTATES! Privately set on approximately 1 acre in Brookline's coveted neighborhood, this exceptional contemporary residence offers over 6,800 square feet of light-filled living space surrounded by mature trees & natural beauty. A winding drive leads to this 5+ bedroom, 4.5-bath home featuring soaring ceilings, expansive walls of glass & seamless indoor-outdoor living. The custom kitchen opens to an impressive 720-square-foot living and dining room with fireplace & dramatic ceilings, flowing to an expansive deck overlooking the tranquil grounds & swimming pool. The first floor also includes 2 bedrooms, 2 full baths & a half bath. Upstairs, the private primary suite offers an updated bath, walk-in closet, office, sitting room & oversized deck. The walk-out lower level features a large recreation room, playroom, exercise room, 2 bedrooms and a full bath. A two-car garage completes this remarkable property just minutes from schools, shops, hospitals & downtown Boston.

108 Codman Rd, Brookline

$2,000,000
3 Beds 3 Baths PRICE CHANGED Status 73548945 MLS 2,160 SqFt.
PRICE IMPROVEMENT Nestled on a quiet private street in sought-after Brookline Village, this 3-bedroom, 3-full-bath mid-century single family blends classic character with everyday comfort. Steps from the T, shops, restaurants, and parks, it offers an unbeatable location with true walk-to-everything convenience. The bright, inviting layout features a large living room and a standout 2004 addition: a three-season sunroom that opens toward the private yard and works beautifully for relaxing or entertaining. Three generously sized bedrooms and three full baths include a large primary suite. A significant 2005 addition created a partially finished basement with flexible space for a family room, home office, gym, or guest area, plus ample storage. Recent upgrades include a 2023 mini-split system for heat and A/C and a 2025 solar installation. A newer roof adds further peace of mind. Walk to Brookline Village’s Green Line D Branch station for a direct ride to Longwood Medical Area, Fenway, Back Bay, and downtown Boston. Nearby buses expand commuting options. Everyday errands, parks, and neighborhood life are all close at hand. The Village is packed with favorites within a short stroll: La Morra, Orinoco, Mahaniyom, Garrison House, Matt Murphy’s Pub, Martin’s Coffee Shop, Boca Grande, and Brothers & Sisters café near the T. Coolidge Corner is a few minutes farther for additional restaurants, shops, and the historic theatre. Served by the highly regarded Public Schools of Brookline. Nearby K–8 options include Lincoln School and Pierce School, with Brookline High School close by on Greenough Street. Private options such as The Park School, Dexter Southfield, and Maimonides are also in the broader Brookline area. A rare Village single-family with outdoor space, transit at your doorstep, and a location families and professionals seek. Come see why this street and this Street and neighborhood is hard to leave.

50 Franklin St, Brookline

$2,399,000
4 Beds 3 Baths ACTIVE Status 73547641 MLS 3,243 SqFt.
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

$2,895,000
2 Beds 3 Baths ACTIVE Status 73543781 MLS 2,292 SqFt.
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

$2,860,000
4 Beds 5 Baths ACTIVE Status 73542360 MLS 3,768 SqFt.
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

$665,000
2 Beds 2 Baths ACTIVE Status 73541243 MLS 1,090 SqFt.
Rare opportunity to own a corner residence with an expansive private terrace at the sought-after Brook House. This bright and spacious 2-bedroom, 2-bath home offers approximately 1,050 sq. ft. of living space and features oversized windows that fill the home with natural light. The renovated kitchen showcases shaker cabinetry, granite countertops, stainless steel appliances, and gas cooking. A generous living and dining area opens directly to the oversized terrace, creating exceptional indoor-outdoor living space rarely found in Brookline condominiums. Both bedrooms are well-proportioned with ample closet space. The Brook House offers 24-hour security, on-site management, fitness center, heated outdoor pool, tennis, pickleball and basketball courts, resident lounge. Ideally located across from Leverett Pond and the Emerald Necklace, moments from Longwood Medical Area, Brookline Village, MBTA Green Line stations, restaurants, and shops.

99 Pond Ave Unit 501, Brookline

$1,250,000
2 Beds 2 Baths UNDER AGREEMENT Status 73539272 MLS 1,565 SqFt.
Spectacular sun-drenched 2 Bed 2 baths corner unit with breathtaking views of the Boston Skyline and Olmsted Park at the Brook House. Unit is located on the 9th floor that features private balcony, abundant natural light from oversized windows, central heat & ac & 2 garage spots 543&A. Condo has an open floor plan allowing flexibility as one can easily convert to a 3 Bedroom or enjoy current layout w/ large beautiful living room, separate dining room, kitchen with gas cooking, The primary suite offers a private retreat w/ full en-suite bathroom. The Brook House is a full-service elevator luxury building that features heated swimming pool, tennis & basketball courts, extensive gym, pet friendly, 24 hour security and onsite management during the week. A+ location Easy walk to Longwood Medical Area, Brookline Village, D&E greenline, buses. Easy access to Boston, route 9,128,Mass Pike. Easy living at its finest. Excellent investment or for a homeowner.

77 Pond Ave Unit 901, Brookline

$531,000
2 Beds 1 Baths UNDER AGREEMENT Status 73538645 MLS 792 SqFt.
This bright and updated corner residence offers the perfect blend of comfort, convenience, and location in the heart of Cleveland Circle. Thoughtfully laid out, this 2 bedroom home features an inviting living space filled with natural light, an updated kitchen, full-size windows, tile flooring throughout, and generous closet storage. Additional highlights include upgraded electrical, an off street parking space, large private storage unit just seconds from the rear entrance, and convenient access to an updated laundry room. Brookline Gardens is a professionally managed, pet-friendly community with strong owner occupancy and the added benefit of a live-in superintendent. Enjoy easy access to the C, D, and B Green Lines, Chestnut Hill Reservoir, Boston College, shops, restaurants, parks, and St. Elizabeth's Medical Center. Whether you're commuting downtown, enjoying a walk around the reservoir, or exploring Brookline's vibrant dining scene, this location puts it all at your doorstep.

1 Lanark Rd Unit 7, Brookline

$399,000
1 Baths ACTIVE Status 73538013 MLS 500 SqFt.
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

$399,000
1 Baths ACTIVE Status 73538015 MLS 500 SqFt.
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

$949,000
3 Beds 1 Baths ACTIVE Status 73537174 MLS 1,274 SqFt.
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

$749,900
2 Beds 2 Baths ACTIVE Status 73537006 MLS 1,050 SqFt.
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

$11,750,000
6 Beds 9 Baths ACTIVE Status 73536353 MLS 10,000 SqFt.
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

$849,000
2 Beds 2 Baths UNDER AGREEMENT Status 73535783 MLS 1,161 SqFt.
8/23 OPEN HOUSE CANCELLED. The Best of Brookline Living. Experience the perfect blend of style and convenience in this bright, oversized 2-bedroom, 2-bathroom sanctuary. Perched just steps from the heart of Coolidge Corner and Trader Joe’s, this home features an expansive open-concept living and dining area framed by a stunning wall of full-height windows. Step through to your private balcony for a morning coffee or evening breeze. Highlights include Chef-Ready Kitchen: Updated with granite countertops and premium stainless appliances. Primary Suite: A spacious retreat featuring a private en-suite bath and ample closet storage. Modern Comforts: Rich hardwood floors throughout, central AC, and the ultimate convenience of laundry and trash disposal on every floor.

45 Longwood Ave Unit 408, Brookline

$2,500,000
5 Beds 4 Baths CONTINGENT Status 73535475 MLS 3,219 SqFt.
Set in the coveted estate area of Brookline, this residence offers a rare opportunity to create a truly spectacular home overlooking the serene beauty of the Brookline Reservoir. Rich in architectural character, the home is defined by its striking presence, graceful proportions, and an abundance of original detail. While the home requires renovation, it presents an exceptional canvas for customization. The scale, layout, and architectural integrity provide all the right elements to transform this property into a breathtaking home. The grand living room is a standout feature—anchored by impressive ceiling height, elegant lines, and significant hardwood floors that run throughout the home. Outside, the proximity to the reservoir offers not just picturesque views, but a lifestyle. Home is being sold as is. Buyer to do their own due diligence. 140 Dudley St, the adjacent home, is also for sale.

128 Dudley St, Brookline

$5,500,000
12 Beds 8 Baths ACTIVE Status 73534622 MLS 7,308 SqFt.
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

$585,000
1 Beds 1 Baths ACTIVE Status 73529762 MLS 588 SqFt.
Nestled in a charming brick courtyard setting near the Longwood Medical Area, Coolidge Corner, and Brookline Village, this sun-filled, high first-floor one-bedroom condominium offers both comfort and convenience. The unit features a 2023-renovated eat-in kitchen and bathroom, along with a generously sized living room and bedroom, each accented by hardwood floors and elegant moldings. Additional highlights include ample closet space, an assigned parking space, on-site laundry, and a large private storage area. The beautifully landscaped grounds include a common outdoor space with a grill and picnic table, perfect for relaxing or entertaining. Ideally located, this property provides easy access to an array of restaurants, parks, shops, and public transportation in the surrounding villages.

19 Alton Court 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

$739,000
2 Beds 1 Baths ACTIVE Status 73528507 MLS 1,036 SqFt.
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

$699,000
1 Beds 1 Baths UNDER AGREEMENT Status 73527990 MLS 850 SqFt.
Situated within a picturesque and private cul-de-sac within walking distance of the Green C & D lines and Longwood Medical, is a top floor residence that offers front-to-back treetop views. Step inside to an oversized and versatile foyer with deep closet storage. The home has been renovated throughout. The thoughtfully designed kitchen features custom cabinetry, stone counters, stainless appliances and a breakfast counter! The front facing living and dining room is clearly defined and without compromise. Architectural accents include high ceilings, arched doorways, refinished hardwood floors and crown moldings. The bathroom is a show stopper with a large walk in glass enclosed shower, beautiful tile throughout and a linen closet. The king sized bedroom has two exposures, two closets and easily accommodates a five piece bedroom set and study space. Additional features include custom window treatments, private storage, in building laundry and a common courtyard.

15 Monmouth Court Unit 5, 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

$449,900
1 Beds 1 Baths ACTIVE Status 73525602 MLS 571 SqFt.
Nestled outside vibrant Washington Square and minutes from Coolidge Corner, this updated unit offers the ideal blend of classic character, modern luxury, and everyday convenience. The heart of the home is the inviting open living and dining layout framed by gleaming hardwood floors and highlighted by a stunning, floor-to-ceiling marble fireplace that serves as the room’s focal point. The modern kitchen comes fully equipped with sleek stainless steel appliances, premium granite countertops, rich cabinetry, and ample prep space. The spacious bedroom serves as a peaceful retreat featuring generous closet storage alongside the ultimate convenience of an In-Unit Washer and Dryer. The full bathroom offers a spa-like feel with a tub/shower combination completely surrounded by luxurious marble walls and floors. Enjoy unbeatable access to public transit with both the MBTA Green Line C and D branches nearby, making commuting a breeze. You are just minutes away from local grocery stores, boutique shops, and the renowned dining scene of Brookline. Attainable entry point for an owner occupant or long-term investor.

352 Tappan Street Unit 1, 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

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