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$800,000
2 Beds ⋅ 2 Baths ⋅ 73565892 MLS
Encompassing 1,574 square feet, this fully renovated Tudor in the heart of Milton Center is the rare property that lets you trade shared walls and shared parking for a front door, a yard, and a garage of your own, without taking on more house than you need — all just minutes from Boston. Step inside to a vaulted, beamed living room anchored by a fireplace — architectural character with hand-hewn beams and a curved wood balcony overlook found in few homes this size. French doors lead to an informal den, ready as-is for daily living or easily converted into a third bedroom. The kitchen is the true heart of the home, built for real cooking and entertaining. A professional six-burner gas range sits beneath a custom stainless hood, framed by a herringbone tile accent and flanked by glass-front display cabinets. Stainless double wall ovens and a panel-front refrigerator round out the appliance suite. Granite counters wrap the room and extend to a peninsula with seating — the natural gathering spot for morning coffee or watching dinner come together. A wall of windows over farmhouse-style pendant lighting floods the space with light and overlooks the private yard, while a walk-through pass to the dining room keeps the main level connected for entertaining. That formal dining room carries the home's character forward, with chair-rail wainscoting, a built-in corner china cabinet, and a candelabra chandelier setting the scene for dinner parties and holiday gatherings. Two bedrooms and one full, one half bath keep the footprint efficient and easy to maintain, including a primary retreat with bright windows and modern track lighting tucked under the eaves. Downstairs, a finished lower level holds a distinctive home office with built-in storage, ideal for remote work or overflow guests. Outside is where this home earns its keep for anyone leaving apartment or condo living behind: a fenced, private yard with patio and garden — entirely your own, no shared courtyard, no neighbors overhead. A one-car detached garage plus additional off-street parking means real storage and real convenience. Convenient to Milton Center shops, restaurants, local bus service, and the MBTA Mattapan Line with connections to the Red Line at Ashmont — the privacy and character of a single-family home, sized and priced for someone ready to make that move.

165 Thacher, Milton

Listing courtesy of Listing Agent: Edward Flanagan from Listing Office: eXp Realty LLC - Corporate Office.
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 73549795 MLS
Fantastic move-in-ready 4 bedroom, 2.5 bathroom in Chestnut Hill. Set on a 15,000+ level private lot, LEAD FREE, perfect for INVESTOR or END USER, close to schools, shops, restaurants, public transportation, golf & Skyline Park with its trails, playgrounds, fields and other amenities. Filled with natural light, the main level has beautiful hardwoods, a fireplaced living room, lovely dining room, eat-in kitchen, family room, home office and guest bathroom. Upstairs are 4 very generous bedrooms. and a full hallway bathroom.The primary bedroom has vaulted ceilings, sky lights and, in addition to the large ensuite bathroom, a second separate dressing room with its own sink and vanity. The home's lower level has high ceilings and unlimited potential to be used as a gym, movie theatre or what ever your needs maybe. There is central a/c.The backyard is level and private, with an expansive deck off the kitchen and family room for entertaining. A 2 car garage and large driveway complete this offering

75 Hammond Pond Parkway, Brookline

Listing courtesy of Listing Agent: Amy Sassoon from Listing Office: Coldwell Banker Realty - Brookline.
$2,199,000
4 Beds ⋅ 4 Baths ⋅ 73529380 MLS
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

Listing courtesy of Listing Agent: Shi Earls from Listing Office: Winterspring Real Estate, LLC.
$2,250,000
8 Beds ⋅ 6 Baths ⋅ 73503038 MLS
Ideally located in the heart of Wellesley Center, 9–11 Hampden Street is a rare offering of gracious proportion, charm and timeless detail. With nearly 5,600 sq. ft. of living space across three sun-splashed finished floors, this stately residence offers 8 bedrooms and versatile living areas awaiting a discerning buyer’s vision. Sited on .37 acres, with a freshly painted interior, it is equally compelling as a grand single-family home or as an investment with its current 2-family configuration. Rich in history, the property was long associated with Helen Temple Cooke, pioneering educator and head of the Dana Hall School from 1899-1955. Currently owned for a second time by Dana Hall, the home blends historic character with an unrivaled in-town location - just a block to the train, shops, restaurants, and the beloved Brook Path. A unique opportunity to create a signature residence or phenomenal addition to your investment portfolio in one of Wellesley’s most coveted neighborhoods!

9-11 Hampden Street, Wellesley

Listing courtesy of Listing Agent: Jill Boudreau from Listing Office: eXp Realty LLC - Corporate Office.
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 73482825 MLS
Charming 1927 Tudor located in the highly desirable Chestnut Hill area of Brookline! This beautifull home offers timeless character with modern amenities. The first floor features a spacious living room with fireplace, formal dining room, eat-in kitchen, and a convenient half bath—perfect for everyday living and entertaining. The second floor includes four generously sized bedrooms, two full baths, an additional half bath, and a steam shower, creating a comfortable and functional layout. Additional highlights include central air conditioning, a private deck, two-car built-in garage, and a walk-up attic offering excellent potential for future expansion. Ideally situated near Chestnut Hill Mall, the Longwood Medical Area, and the MBTA Chestnut Hill stop, this home provides exceptional access to shopping, dining, major employers, and public transportation. A rare opportunity in one of Brookline’s most sought-after neighborhoods!

764 Hammond St, Brookline

Listing courtesy of Listing Agent: Kevin Gingras from Listing Office: Conway - West Roxbury.
$16,000,000
6 Beds ⋅ 8 Baths ⋅ 73480812 MLS
This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive grounds. There are 6 bedrooms, one of which is the luxurious primary suite. The meticulously designed grounds feature several unique amenities, including a stunning terrace patio expanding the length of the home, an in-ground swimming pool with fountain and whirlpool artfully integrated with a stone cliff, fully equipped cabana, koi pond, private tennis court, putting green, and magnificent hardscaping. The property also has a three-bedroom cottage and a two-bedroom unit above the free-standing garage. Near fine shops, restaurants, and Downtown Boston.

63 Goddard Avenue, Brookline

Listing courtesy of Listing Agent: Debby Belt from Listing Office: Hammond Residential Real Estate.

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