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$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.
$4,495,000
5 Beds ⋅ 8 Baths ⋅ 73524035 MLS
A custom-designed home showcasing exceptional craftsmanship, and a seamless blend of luxury living & grand-scale entertaining. Dramatic floor-to-ceiling windows bathe the interiors in natural light, while soaring 10+ foot ceilings and a versatile floor plan create an extraordinary living experience throughout. At the heart of the home is a spectacular chef’s kitchen featuring custom Sapele wood cabinetry, striking Onyx countertops, and top-of-the-line Miele appliances. The expansive living & family rooms each feature sleek linear gas fireplaces, offering both sophistication & comfort. The lavish primary suite is a private retreat, complete with dual spa-inspired bathrooms — one featuring a steam room & the other a soaking tub, along with two walk-in closets & direct access to an oversized deck. Additional highlights include four generous bedrooms, a gym w/full bath & sauna, 2nd family room & an elevator. Enjoy the stunning landscaped yard w/salt water pool & cabana, a heated driveway.

17 Edge Hill Rd, Newton

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.
$4,998,500
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 offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

9 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.
$979,000
2 Beds ⋅ 2 Baths ⋅ 73512522 MLS
1,350 SF single-level condo in a 2012 low-rise building (27 units total) in Chestnut Hill, Brookline. Features an open-concept living/dining footprint with hardwood floors, new recessed lighting, and private balcony. Gourmet kitchen features granite countertops, breakfast bar, pantry, and stainless steel appliances. The primary suite includes box-bay windows, a walk-in closet, and an attached double-vanity tiled bath. A generous second bedroom sits adjacent to the second full tiled tub bath. Features individual central air, forced hot air gas heating. Includes 1 assigned garage parking space. Building amenities: elevator, and fitness center. Fixed $616/mo HOA covers water, sewer, master insurance, snow removal, and grounds maintenance. Premier location paces from shopping and dining at The Street & Chestnut Hill Mall, local conservation trails, and T-Station commuting.

321 Hammond Pond Pkwy Unit 103, Brookline

Listing courtesy of Listing Agent: The Ridick Revis Group from Listing Office: Compass.
$615,000
1 Beds ⋅ 1 Baths ⋅ 73508572 MLS
Welcome to the Covenant Residences on Commonwealth. This enticing corner one bedroom, one bathroom condo with 1 garage parking space and in-unit laundry, offers an open concept floor plan offers oversized windows that stream natural light. The home enjoys an open floor plan which is perfect for entertaining; fully applianced kitchen with a breakfast countertop,a generous living room showcases custom window shades, updated flooring and recessed lighting. A large one bedroom with crown molding, upgraded flooring and two closets. Full bathroom with tiled shower/ tub and a washer/ dryer combo. Need a garage space parking-this unit has 1 direct access garage space directly under unit with easy internal access to unit. Located steps Boston College along the "B" train of the green line. Easy accessibility Rte. 9 shops, restaurants, the Chestnut Hill Reservoir, Boston College and more.

27-29 Commonwealth Unit 1, Newton

Listing courtesy of Listing Agent: Eric Holmes from Listing Office: Meridian Realty Group LLC.
$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.
$625,000
1 Beds ⋅ 2 Baths ⋅ 73496133 MLS ⋅ ['Towers Of Chestnut Hill'] BLDG.
Towers of Chestnut Hill, residence 604N, no expense has been spared to create this sophisticated home. This magazine worthy unit is renovated to the highest standard with quality craftmanship throughout. Top of line finishes and thoughtfully designed choices created this perfect condominium. This home showcases tremendous space, light and well-proportioned rooms and allows entertaining on an elegant scale. This exquisite condo at the coveted Chestnut Hill Towers offers stylish luxurious amenities and an immaculately maintained building in the middle of most vibrant neighborhood in Chestnut Hill. 24 hour doorman underscores it all. From the moment you drive up to the imposing circular drive, the Towers offers the ultimate in privacy, service and luxury. Steps to the Chestnut Hill Mall and The "Street" luxury Chestnut Hill shopping, Longwood shuttle, minutes to Longwood Medical, Back Bay, Beacon Hill, South End and Downtown Boston/Financial District. Solid investment

250 Hammond Pond Parkway Unit 604N, Newton

Listing courtesy of Listing Agent: Richard C. Dore from Listing Office: Hammond Residential Real Estate.
$3,399,000
7 Beds ⋅ 7 Baths ⋅ 73494324 MLS
Location ! Location! Location! This stunning Colonial effortlessly blends timeless architecture w/ modern luxury, offering exceptional living space.Main level showcases a gracious family room w/ beamed ceilings & a fireplace, a chef’s kitchen w/ a butler’s pantry & a sun-drenched breakfast area that opens to a patio & a professionally landscaped, fenced-in backyard ideal for indoor-outdoor entertaining. A formal living room, dining room, ensuite bedroom, powder room & a mudroom w/ direct access to a 2 car garage complete this level. 2nd floor the expansive primary suite features a spa-like bathroom, a walk-in closet & a serene sitting area/ office. Spacious bedrooms w/ en suite baths & a well-designed Jack& Jill bath. Lower level adds exceptional versatility with a gym, wet bar, playroom, bedroom suite, & abundant storage ideal for multigenerational living. New 2026 Boiler installed. Bonus attic offers additional space potential for expansion/customization. A true gem in desirable area

22 Scotney Road, Newton

Listing courtesy of Listing Agent: Esin Susol Team from Listing Office: William Raveis R. E. & Home Services.
$799,000
2 Beds ⋅ 2 Baths ⋅ 73487422 MLS ⋅ ['Towers Of Chestnut Hill'] BLDG.
Chestnut Hill! Feel the quiet and calm elegance of this sun-filled 2 bedroom 2 bath condominium at the Chestnut Hill Towers. Watch the changing New England seasons above the colorful treetops from the 11th floor. An abundance of natural light and gorgeous sunsets off in the west make this open floor plan home perfect for entertaining. The spacious primary suite includes ensuite bathroom and 2 separate sinks. Closet space abounds with the primary walk-in closet and 2 double closets located in the entry and in the second bedroom. Amenities include 24/7 concierge, indoor swimming pool, clubhouse, library, exercise room, pickleball court, tennis courts, basketball court, gardening club, fire pit, grills, 2 elevators, locked package room, bike racks, 2 resident lounges, library, children's play spaces, ping pong, foosball in the game room and so much more. One prime deeded indoor garage parking space close to the elevator! Laundry in the unit! Minutes to Longwood Medical.

250 Hammond Pond Parkway Unit 1111S, Newton

Listing courtesy of Listing Agent: Richard C. Dore from Listing Office: Hammond Residential Real Estate.
$8,995,000
6 Beds ⋅ 7 Baths ⋅ 73479457 MLS
Exquisite in every detail, this magnificent brick Georgian boasts modern style design, suitable for grand scale entertaining & comfortable family living. A large, elegant foyer w/sweeping staircase & venetian plaster walls, opens to an elegant living room w/fireplace. A sunroom, just off the foyer, offers spectacular views of the level, acre+ lot w/ frontage on Cramond Street. There is a majestic dining room w/acoustic padded walls & a handsome family room w/custom cabinetry. The fully renovated chef’s kitchen features a center island, butler’s pantry & dining nook—truly exceptional w/top-grade appliances. The 2nd level has a luxurious primary suite w/fireplace & spa-like bath. There are 3 additional bedrooms, 3 full baths, an office & a laundry room on this level. The 3rd floor offers 2 additional bedrooms & a full bath. The lower level has a large media room, gym room, full bath, 2nd laundry room, mudroom & access to the 2-car garage. Easy access to highways, schools & airport.

188 Heath St, Brookline

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.
$9,985,000
5 Beds ⋅ 8 Baths ⋅ 73478330 MLS
Set on .74 acres in one of Brookline’s most coveted neighborhoods, this newly constructed estate blends timeless architecture with exceptional modern design. With impeccably finished living spaces and full AV wiring, it offers 5 bedrooms, 6 full and 2 half baths, and a layout ideal for today’s lifestyle. The heart of the home is a showstopping chef’s kitchen with top-tier appliances, custom cabinetry, and a large island opening to sun-filled living and dining areas. A seamless indoor-outdoor flow connects to the private, flat tree-lined lot—perfect for entertaining or relaxation. Highlights include a luxurious primary suite with spa bath, generous secondary bedrooms, family room and a versatile finished lower level, attached 3-car garage with heated driveway, permitting for a pool. Built by a renowned local builder, this move-in-ready residence offers unmatched style, craftsmanship, and comfort in one of Brookline’s most desirable settings. Just bring your toothbrush!

68 Clyde Street, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
$5,627,000
9 Beds ⋅ 6 Baths ⋅ 73469901 MLS
Once-in-a-lifetime opportunity in Olde Chestnut Hill - this grand turn of the century victorian home is situated on almost 1 acre and offers mature trees and plantings, a large private back yard, and a separate 2+ car barn. Walking distance to many area amenities and public transportation, this elegant home is perfectly sighted away from the street and offers supreme privacy. Many restored historical details include a formal foyer with grand staircase, multiple fireplaces, and reclaimed hardwood flooring. Flooded with natural light this gracious home offers a large eat-in kitchen that overlooks the back yard, a banquet sized formal dining room, and a double parlor that is ideal for entertaining. The second floor of the home is complete with 4+ bedrooms, including a bright primary bedroom with en suite bath and study. The top floor boasts 3+ bedroom, large laundry room. Abundant storage throughout, partially finished basement, plus an outdoor covered loggia in the heart of Chestnut Hill

394 Hammond St, Newton

Listing courtesy of Listing Agent: Michael Harper from Listing Office: Coldwell Banker Realty - Boston.
$16,980,000
7 Beds ⋅ 11 Baths ⋅ 73445544 MLS
Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall, elegant formal sunken living room overlooking the picturesque gardens, fireplaced dining room, gourmet chef's kitchen, family room, handsome wood paneled library and an expansive great room. 6 bedrooms include the luxurious primary suite complete with separate bathrooms and dressing rooms and balcony. Additional features include a mudroom, exercise/club room, au-pair suite and wine cellar. This majestic home is surrounded by over 2 acres of beautifully landscaped grounds featuring an outside kitchen and dining area, a formal parterre garden and plunge pool. Magnificent opportunity not to be missed!

1014 Boylston Street, Brookline

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

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