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$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.
$2,500,000
5 Beds ⋅ 4 Baths ⋅ 73535475 MLS
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

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.
$4,650,000
5 Beds ⋅ 6 Baths ⋅ 73516969 MLS
An artful balance of historic character & modern design, this 5,423SF 5BD, 5.5BA 1891 Colonial Revival was meticulously renovated in 2017 and is set on .41AC of landscaped grounds. Oversized windows, tall ceilings, bespoke millwork, detailed crown moldings, & 4 fireplaces highlight the home’s craftsmanship. Welcoming entry w/ FP connects main floor. Bright living room w/ FP and dining room w/ French doors that lead to wraparound deck. Renovated open kitchen w/ island, pantry, and eat-in. Adjoining family room w/ gas FP & built-ins. 1/2BA & mudroom complete level. Upstairs is the primary suite w/ FP, spa-like bath, & walk-in closet, en-suite bedroom, add’l bedroom, full bath, & laundry. Flexible 3rd floor flex w/ 3 add’l rooms & bathroom - ideal as bedrooms, offices, or play space. Walkout lower level w/ private entrance, en-suite bedroom, 2nd kitchen, family room, & storage. Private setting w/ tiered grounds, bluestone patio, & extensive lawn framed by mature trees & seasonal plantings

50 Sumner Road, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.
$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.
$11,750,000
6 Beds ⋅ 6 Baths ⋅ 73485239 MLS
One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

71 Sears Road, Brookline

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.
$5,850,000
6 Beds ⋅ 7 Baths ⋅ 73466199 MLS
An elegant estate offering an opportunity to restore, renovate and reimagine a classic residence in a premier location. Introducing The Loring-Atherton House, an estate showcasing iconic Georgian Revival architecture located in the heart of Brookline’s Cottage Farm Historic District, a neighborhood celebrated for its architectural beauty, timeless character, and historical significance. Held by the same family for over half a century, this residence presents a once-in-a-generation opportunity to make this your perfect home and to become the next proud owner of one of Brookline’s most cherished addresses. This home currently features 6 beds & 6.5 baths across approx. 8326sf of finished living space sitting on a corner lot. Surrounded by elegant homes, tree-lined streets, across Mason Square Park and moments from the Longwood Medical Area, Fenway, Boston University, and some of the finest schools and green spaces in the region, the location is simply unmatched.

180 Ivy St, Brookline

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

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