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$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.
$2,999,000
5 Beds ⋅ 4 Baths ⋅ 73484859 MLS
Ideally situated on a private cul-de-sac in Chestnut Hill, this stunning architectural gem offers timeless elegance & modern luxury. Just minutes to the T, restaurants, coffee shops, & shopping, it boasts unobstructed park views from a Bluestone patio with a luxury outdoor kitchen and 8' gas fireplace perfect for entertaining. Inside, enjoy a sauna, home gym, wine cellar, billiards room, & a richly paneled library.First floor offers a radiant living room with fireplace and detailed moldings, a sunroom with three exposures, & a formal dining room with bay windows, original paneling, and wood-burning fireplace.The chef’s kitchen impresses with custom cabinetry and top-of-the-line appliances. Upstairs, the expansive primary suite features a gas fireplace, walk-in closet, and marble bath.Two additional large bedrooms, full bath, office, and laundry complete the second level.The third floor includes a media room, two bedrooms, and a playroom.Heated driveway & luxury systems throughout.

460 Heath Street, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.
$2,850,000
6 Beds ⋅ 4 Baths ⋅ 73558881 MLS
Discover timeless elegance and exceptional versatility in this beautifully updated 1938 Cape, thoughtfully designed for today's discerning family. Offering 6 bedrooms and 3.5 baths, the home features two primary bedrooms with private ensuite baths, including a sought-after first-floor retreat ideal for multigenerational living, guests, or an au pair. The chef's kitchen is appointed with stainless steel appliances, a gas range, wall oven, stone countertops, and a center island with seating for three. A welcoming den, formal dining room, and sun-filled breakfast area provide inviting settings for both everyday life and elegant entertaining. The finished lower level offers a versatile recreation room with a dedicated laundry area. Completing the home are an attached two-car garage and two additional off-street parking spaces, blending classic New England charm with modern comfort and convenience. Close to Roland Hayes School & Brookline High School, Route 9, Chestnut Hill Reservoir, Golf Courses, Green Line (MBTA) and The Mall at Chestnut Hill. Quick drives to Newton Centre or Brookline hubs for everyday groceries and dining.

44 Valley Rd, Brookline

Listing courtesy of Listing Agent: The Kelleher Spalding Team from Listing Office: Gibson Sotheby's International Realty.
$2,749,999
5 Beds ⋅ 6 Baths ⋅ 73523918 MLS
Luxury Living in Chestnut Hill, Brookline. Spacious 5-bedroom home designed for extended families, aging parents, or long-term guests. Four bedrooms feature private en suite bathrooms, offering comfort and privacy throughout. Two bedrooms are conveniently located on the main level, while two upstairs bedrooms feature skylights filled with natural light. An additional lower-level bedroom creates flexible living options. Enjoy a warm family room with a fireplace, plus a finished lower level complete with a second fireplace, a kitchenette, and flexible space perfect for a family room, theater room, game room, or private guest retreat. Step outside to your private inground pool and enjoy peaceful surroundings near the renowned Brookline Golf Course. Complete with a 2-car garage and close proximity to Boston, medical centers, shopping, dining, and major routes, this home blends luxury, flexibility, convenience, and multigenerational living in the heart of Chestnut Hill.

171 Shaw Rd, Brookline

Listing courtesy of Listing Agent: Melvin A. Vieira Jr. from Listing Office: RE/MAX Real Estate Center.
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 73490119 MLS
Attention developers, builders, and end-users: Rare opportunity to create something truly special in one of Brookline’s most coveted Chestnut Hill neighborhoods. Sited on an expansive 18,000+ sq ft lot, this property offers exceptional potential for renovation, expansion, or new construction. The existing 3 bed, 2 bath ranch is sited on level land, with gentle slopes at the front and rear - ideal for a variety of design possibilities. Surrounded by mature oak-lined streets, 130 Fairway stands out with lush tree coverage along the side and rear, offering remarkable privacy. Located in the sought-after Heath School district, with convenient access to top public and private schools, Longwood Medical Area, Chestnut Hill shops and dining, the reservoir, parks, Green Line, and I-95 and the Mass Pike. Bring your vision and unlock the full potential of this exceptional property!

130 Fairway Rd, Brookline

Listing courtesy of Listing Agent: The Gillach Group from Listing Office: William Raveis R. E. & Home Services.
$1,575,000
4 Beds ⋅ 3 Baths ⋅ 73574921 MLS
This move-in-ready Chestnut Hill ranch offers privacy, convenience, and easy single-level living on a quiet Newton street. The sun-filled main level features four bedrooms and two full bathrooms, including a private primary suite, a beautifully renovated kitchen (2022), and two updated bathrooms (2023), plus scenic treetop views. The partially finished lower level adds a recreation room, third bathroom, laundry, and generous storage. Major upgrades include a tankless water heater (2022), new roof and two high-efficiency Mitsubishi heat pumps (2023), plus new gutters, paver patio, premium Marvin windows, and sliding glass door (2024). Ideally located near Ward Elementary School, Boston College, Newton Commonwealth Golf Course, and the MBTA Green Line B and C branches, with convenient access to downtown Boston.

18 Travis Dr, Newton

Listing courtesy of Listing Agent: Sandra Andronic from Listing Office: William Raveis R. E. & Home Services.
$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.
$534,900
2 Beds ⋅ 1 Baths ⋅ 73558824 MLS ⋅ ['Hammond Park Condominiums'] BLDG.
Lovely, sunny one-bedroom condo currently configured as a two-bedroom, with the flexible second room also ideal for a home office or den.. The fully renovated interior features an open-concept floor plan, abundant natural light, new flooring, fresh paint, generous closet space, large bedrooms and individually controlled heat and air conditioning. The updated kitchen includes stainless steel appliances, white cabinetry, stone countertops, and a breakfast bar that opens to the living area. The renovated bathroom and flexible layout add comfort and versatility. Additional features include covered carport parking space #67 and additional deeded storage space. The professionally managed elevator building offers an on-site management office, renovated common areas, common laundry, two seasonal outdoor in-ground pools, landscaped grounds, a shared cookout area with grills and polenty of visitor parking. No smoking and no pets. Located near The Street Chestnut Hill and Wegmans, approximately 0.3 mi away, with shopping, dining, and fitness options nearby. The Shops at Chestnut Hill and Bloomingdale’s are approximately 0.9 mi away, Hammond Pond Reservation is approximately 0.8 mi away, and the Chestnut Hill Green Line D station is approximately 0.8 mi away. MBTA Route 60 bus service along the nearby Route 9 corridor provides access toward Kenmore Square and the Longwood Medical Area. Convenient access to Route 9 and I-95. Area schools include Bowen Elementary School, Oak Hill Middle School, and Newton South High School; buyers should verify current school assignments.

20 Hammond Pond Pkwy Unit 506, Newton

Listing courtesy of Listing Agent: John Hollis from Listing Office: Amo Realty - Boston City Properties.

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