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$1,999,000
4 Beds ⋅ 3 Baths ⋅ 73552349 MLS
Chestnut Hill - Baker School neighborhood. This 9-room brick Tudor pairs classic architectural charm with 3,123 square feet of updated living space, offering 4 bedrooms, 2.5 bathrooms on three levels. A beautifully updated eat-in kitchen, gracious living room with ornate fireplace and dining room set the stage for elegant entertaining. A first floor great room with vaulted ceiling opens to a 31'x19' patio and private backyard. Handsome masonry work throughout the beautifully landscaped outdoor spaces. The finished lower level features a family room with fireplace and stone surround. Direct access garage parking. A prime location near Chestnut Hill shopping and dining. Easy access to Cambridge, Boston, area hospitals and universities.

142 Beverly Rd., Brookline

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.
$750,000
2 Beds ⋅ 2 Baths ⋅ 73551823 MLS ⋅ ['Towers Of Chestnut Hill'] BLDG.
Wake up each morning to breathtaking sunrise views from this spectacular 12th-floor, 2-bedroom, 2-bath residence at the prestigious Towers of Chestnut Hill. This beautifully maintained home offers spacious living, with in-unit laundry. Enjoy an unmatched lifestyle with exceptional amenities, including a 24-hour concierge and doorman, an indoor heated swimming pool, fitness center, pickleball and tennis courts, and 17 acres of beautifully landscaped grounds. Perfectly located just steps from The Shops at Chestnut Hill and the Longwood Medical Area shuttle, with easy access to Boston, this residence offers the ideal combination of privacy, luxury, and convenience. Enjoy true maintenance-free living with professional on-site management and maintenance staff dedicated to providing outstanding service. Whether you’re looking to downsize without compromise or simply embrace a carefree lifestyle, the Towers of Chestnut Hill delivers elegance, comfort, and exceptional value.

250 Hammond Pond Parkway Unit 1208N, Newton

Listing courtesy of Listing Agent: Richard C. Dore from Listing Office: Hammond Residential Real Estate.
$374,900
2 Beds ⋅ 1 Baths ⋅ 73550813 MLS ⋅ ['Woodside Condominium'] BLDG.
Well-maintained second-floor condo in the desirable Woodside community of Chestnut Hill, featuring a bright, open floor plan with an eat-in kitchen, oversized living room, updated finishes, hardwood floors, and recessed lighting. Ideally located near shopping, restaurants, grocery stores, Route 9, the Green Line D branch, Longwood Medical Area, parks, and downtown Boston. Amenities include one deeded parking space, guest parking, an outdoor pool, tennis courts, and on-site laundry. The condo fee covers heat, hot water, water/sewer, snow removal, and grounds maintenance. The seller will pay the special assessment before closing. Set in a peaceful, park-like setting, this welcoming community offers comfort, convenience, and an exceptional location.

50 Bryon Road Unit 4, Boston

Listing courtesy of Listing Agent: Josslyn Mullahy from Listing Office: Gerry Abbott REALTORS®.
$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, 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 hardwood floors throughout, a fireplaced living room, lovely dining room, stainless and granite 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.
$1,349,000
3 Beds ⋅ 3 Baths ⋅ 73549224 MLS ⋅ ['The Fairways'] BLDG.
Welcome to The Fairways, a sought-after community in the heart of Chestnut Hill, adjacent to Newton Commonwealth Golf Course. This beautifully maintained residence offers 2,230 square feet of thoughtfully designed living space across two levels. Sun-filled interiors feature high tray ceilings, decorative moldings, and a wood-burning fireplace. Recent capital improvements include a brand-new HVAC system (2025), newer windows and sliders, and a completed building envelope renovation, offering lasting value and exceptional peace of mind. The spacious primary suite features a spa-inspired bath with heated floors. Enjoy multiple private outdoor spaces, including an elevated deck with treetop views, a fenced yard, and front patio, plus access to the in-ground pool. Complete with a detached garage and an additional parking space, this home offers sophisticated, low-maintenance living. Welcome home!

85 Algonquin Road Unit 85, Newton

Listing courtesy of Listing Agent: Jessica Nagle from Listing Office: Maloney Properties LLC.
$702,000
1 Beds ⋅ 2 Baths ⋅ 73549146 MLS ⋅ ['Towers Of Chestnut Hill'] BLDG.
Completely and wonderfully renovated 12th floor unit boasts generously sized rooms, beautiful natural light and a stunning Boston skyline view. The Towers offers amenities, service, privacy and luxurious living. The fully equipped building includes a heated indoor pool and a newly upgraded fitness center. Enjoy premium amenities including a 24/7 doorman for added convenience. Situated mere minutes from Longwood, Back Bay, Beacon Hill, South End, and Coolidge Corner, this property also comes with a dedicated garage parking space.

250 Hammond Pond Parkway Unit 1207S, Newton

Listing courtesy of Listing Agent: Patrick Reardon from Listing Office: Jason Mitchell Group.
$540,000
1 Beds ⋅ 1 Baths ⋅ 73547754 MLS ⋅ ['Hammond Park Condominiums'] BLDG.
Welcome to this bright and spacious 1-to-2-bedroom condominium located in the highly desirable Hammond Park complex in Chestnut Hill. This 2nd floor unit offers an expansive and flexible floor plan, balcony, plenty of storage space, including walk in closet. The modern kitchen offers stainless steel appliances, granite countertop, pantry and tiled floor. Updated bathroom. Resent improvements include 2025 luxury engineered floor throughout and 2025 installed wall AC units in both bedrooms. 1 carport parking space adds flexibility and convenience. Steps to The Street, Wegman's, Bloomingdale's, Equinox, shops, restaurants, etc. Easy access to Green Line and #60 Bus.

20 Hammond Pond Pkwy Unit 208, Newton

Listing courtesy of Listing Agent: Igor Taksir from Listing Office: Team I.D. Realty.
$2,399,000
4 Beds ⋅ 3 Baths ⋅ 73547641 MLS
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

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
$3,299,999
4 Beds ⋅ 4 Baths ⋅ 73543931 MLS
An architectural masterpiece, this stunning custom-built contemporary home showcases modern design at its finest. Featuring soaring ceilings, an open-concept layout, and gallery-style lighting, the home is filled with natural light from expansive walls of windows offering breathtaking views. The gourmet kitchen is equipped with Miele appliances, perfect for both everyday living and entertaining. A fireplaced library on the main level provides a warm and inviting retreat. Enjoy spectacular sunsets from the sunroom or the private second-story balcony off the luxurious primary suite. The finished walk-out lower level offers exceptional additional space, featuring a dedicated gym area, a spacious game room, multiple bonus rooms that can be used as guest rooms, or office spaces, and abundant storage throughout. Step outside to a beautifully landscaped outdoor retreat with exterior stairs leading to a serene, courtyard garden, creating a peaceful setting for relaxation or entertaining.

28 Kesseler Way, Newton

Listing courtesy of Listing Agent: Xianbin Yin from Listing Office: Harmony Hill Realty LLC.
$8,999,000
6 Beds ⋅ 7 Baths ⋅ 73543132 MLS
Pre-Construction Opportunity – Limited 30-Day Offering. Situated on a 27,387 sq. ft. lot in one of Brookline's most coveted neighborhoods, this exceptional new construction estate will offer approximately 6746 sq. ft. of luxury living plus a Garage. Thoughtfully designed and crafted by a renowned luxury homebuilder with her decades of experience creating some of Greater Boston's most distinguished residences, the home features 6 en-suite bedrooms, including 5 on the second floor, soaring 11-foot ceilings on the main level and 10-foot ceilings upstairs, a private library, wine room, chef's kitchen with prep kitchen, and a luxurious primary suite with dual walk-in closets, a spa-inspired bath, and private roof deck. Additional highlights include heated 2+ car Garage, mudroom, and second-floor laundry. A rare opportunity to secure a premier Brookline residence and personalize select finishes during this limited 30-day pre-construction offering.

145 Woodland Road, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 73541861 MLS
Fully renovated luxury corner home. This property offers 3 levels of living space. Upon entry is an open floor plan featuring hardwood floors throughout, recessed lighting, 2 zones for A/C, 1/2 bath, cathedral living room w/ electric fireplace, built-ins, a formal dining room with 2 skylight windows, brand new kitchen w/ all SS Cafe appliances, Taj Mahal Island and countertops, instant hot water dispenser, wine cooler, vented hood and pantry. The sliding door from the kitchen leads you to your outdoor space, perfect for barbequing & entraining friends & family. Down the hall, you'll find 2 large bedroom, laundry room, & full bath w/ double sinks. At the end of the hall is the primary suite with cathedral ceilings, walk-in closet, an en-suite bathroom, w/ double sink, heated towel holder, soaking tub, and shower. 3rd floor offers a wonderful office space/play area w/ storage/built-ins. LL has heated floors throughout 2nd living room bedroom, full bathroom, & gym with an infrared sauna.

101 Hackensack Rd, Boston

Listing courtesy of Listing Agent: Vena Priestly from Listing Office: Rise Signature Homes.
$1,895,000
2 Beds ⋅ 3 Baths ⋅ 73540847 MLS ⋅ ['The Farm At Chestnut Hill'] BLDG.
Experience refined luxury living at The Farm in this elegant, sun-drenched residence featuring a private elevator opening directly into the unit. The expansive living room is framed by oversized windows and a slider to a private balcony with sweeping southwestern treetop and pond views. A sophisticated den with wood-burning fireplace, custom built-ins, and pocket doors offers flexibility as a library or guest retreat. Entertain in the formal dining room or enjoy the spacious eat-in kitchen designed for comfort and function. The oversized primary suite features a spa-like en-suite bath, while the second bedroom also offers a private en-suite. Additional highlights include in-unit laundry, office, garage parking and ample guest parking. Resort-style amenities include a pool, clubhouse, tennis courts, scenic walking trails, and exceptional on-site management, delivering a truly effortless lifestyle. Great proximity to Chestnut Hill Shopping & Restaurants, access to downtown & major routes

99 Florence Unit 20-4B, Newton

Listing courtesy of Listing Agent: Barrie Wheeler from Listing Office: Hammond Residential Real Estate.
$755,000
2 Beds ⋅ 2 Baths ⋅ 73540055 MLS ⋅ ['Chestnut Hill Towers'] BLDG.
Rarely available first-floor residence at Chestnut Hill Towers, one of Chestnut Hill's premier full-service luxury communities. This spacious 2-bedroom, 2-bath home offers approximately 1,300 sq. ft. of comfortable living space with hardwood floors, an updated kitchen with stainless steel appliances, a generous primary suite with walk-in closet and renovated bath with walk-in shower, new bedroom flooring, in-unit laundry, and two deeded parking spaces conveniently located near the unit. A standout feature is the private fenced patio, creating an exceptional outdoor living space rarely found in condominium living. Residents enjoy outstanding amenities including a heated indoor pool, fitness center, tennis and pickleball courts, library, game room, walking trails, 24-hour concierge, on-site management, and beautifully maintained grounds. Conveniently located near The Street, Chestnut Hill Square, Wegmans, Longwood Medical Area, MBTA, and downtown Boston.

250 Hammond Pond Parkway Unit 102N, Newton

Listing courtesy of Listing Agent: The Presti Group from Listing Office: Barrett Sotheby's International Realty.
$549,900
1 Beds ⋅ 1 Baths ⋅ 73538790 MLS ⋅ ['Hammond Park Condominiums'] BLDG.
Chestnut Hill - Unique first floor 1 bedroom with family room, full dining room, eat in kitchen and 1 bath.Air conditioned, updated kitchen with white cabinetry, vinyl flooring, and corian counters Excellent closet space with additional storage in the basement. Elevator,1 assigned parking space, as well as available guest parking. Ideal south//west exposure and open concept floor plan allows natural all day bright light or sunlight year round. Professionally managed with an on sight office. Access to 2 outdoor, inground pools as well as a cookout area complete with grill. Great location, Newton Schools, walk to Wegmans, Equinox Fitness, C.H.Mall, Bloomingdales, The Street and more. Easy commute to Longwood Medical, #60 bus to Kenmore Square, close to C.H, Green Line T-Stop, Needs some TLC / decorating

20 Hammond Unit 102, Newton

Listing courtesy of Listing Agent: Louis Wolfson from Listing Office: Louis Wolfson.
$535,000
2 Beds ⋅ 1 Baths ⋅ 73538086 MLS ⋅ ['Hammond Park Condos'] BLDG.
Bright and spacious 2-bedroom corner unit in desirable Chestnut Hill! This thoughtfully designed home offers an open and flexible floor plan with abundant natural light and exceptional storage throughout. The modern kitchen features stainless steel appliances, ample cabinetry, pantry storage, and hardwood flooring that extends through the kitchen and expansive living areas. Enjoy a private balcony, generous closet space including a large walk-in closet, coat closet, linen closet, and additional basement storage. Covered parking adds everyday convenience. Condo fee includes heat, hot water, water, and sewer. Residents enjoy two outdoor in-ground pools and a cookout area with grills. Outstanding Chestnut Hill location in the Newton school district, just moments from Wegmans, Equinox, The Shops at Chestnut Hill, Bloomingdale's, The Street Chestnut Hill, restaurants, and Longwood Medical Area. Easy access to the #60 bus to Kenmore Square and the Chestnut Hill GreenLine D station.

20 Hammond Pond Pkway Unit 201, Newton

Listing courtesy of Listing Agent: Elena Beldiya Petrov from Listing Office: Keller Williams Realty Boston Northwest.
$425,000
1 Beds ⋅ 1 Baths ⋅ 73535252 MLS ⋅ ['Imperial Towers'] BLDG.
Welcome to Imperial Towers in the heart of Chestnut Hill. This bright & spacious one-bedroom offers approximately 800 sq.ft. ft. of comfortable living with an open-concept layout ideal for everyday living and entertaining. The updated kitchen features quartz countertops, stainless steel appliances, and a gas range, flowing seamlessly into the dining and living areas. Large windows provide abundant natural light, while the generously sized bedroom offers ample closet space & peaceful views of the landscaped grounds. A well-appointed bath, extra storage space, & deeded parking spot complete this move-in-ready home. Enjoy full-service living with 24-hour concierge, professional on-site management, renovated lobby, outdoor pool, fitness/yoga room, clubroom, library, elevator, and laundry on every floor. Conveniently located near the shops at Chestnut Hill, Wegmans, restaurants, public transportation, major highways, leading hospitals, and downtown Boston.

280 Boylston St Unit 111, Newton

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.
$4,898,000
6 Beds ⋅ 7 Baths ⋅ 73532609 MLS
Set on a picturesque, tree-lined street, this exceptional 2016 brick Colonial offers an unparalleled combination of luxury and privacy in desirable Chestnut Hill. Built with uncompromising attention to detail and thoughtfully designed for both grand-scale entertaining and sophisticated everyday living. A gracious floor plan features soaring 10-ft ceilings, exquisite millwork, and beautifully proportioned rooms filled with natural light. The chef's kitchen with premium appliances and custom cabinetry flows seamlessly into a spectacular family room overlooking an expansive patio and professionally landscaped grounds. The residence offers 6 bedrooms, 6.5 baths, including a luxurious primary suite with a spa-inspired bath and custom walk-in closet. The lower level elevates the lifestyle experience with a home theater, fitness studio, private office, and full bath. Just moments from premier schools, fine dining, upscale shopping, and convenient to downtown Boston. Heated 3-car garage.

129 Rangeley Rd, Brookline

Listing courtesy of Listing Agent: Ingvild Brown from Listing Office: Keller Williams Realty.
$988,000
1 Beds ⋅ 2 Baths ⋅ 73530308 MLS
Move right into this fully furnished, exceptionally upgraded, fully renovated 1 bedroom, 1.5 bath residence with luxury finishes throughout. Features include a designer kitchen with Miele appliances and Aran Cucine Italian cabinetry, in unit Miele washer and dryer, heated bathroom floors, California Closets, quartz window sills, recessed lighting, prewiring for speakers, updated sprinklers, and indoor parking on G2. One of the few units in the building with extensive custom upgrades, offering the feel and finish of a luxury downtown condominium.From the moment you arrive at the elegant circular drive, The Towers of Chestnut Hill offers an unmatched lifestyle of privacy, luxury, and exceptional service. Set on 17 beautifully landscaped acres in one of Chestnut Hill's most desirable locations, residents enjoy 24 hour concierge and doorman service, outstanding amenities, and the peace of mind that comes with a strong, well managed HOA.

250 Hammond Pond Pkwy Unit 716S, Newton

Listing courtesy of Listing Agent: Lana Lukatsky from Listing Office: Dream Home Realty.
$369,900
2 Beds ⋅ 1 Baths ⋅ 73530180 MLS ⋅ ['Chestnut Village'] BLDG.
Welcome to this well-maintained 2-bedroom, 1-bath condominium offering 770 sq. ft. of comfortable living space in a desirable Chestnut Hill/West Roxbury location. Freshly painted throughout, this inviting home features attractive bamboo/wood flooring and kitchen with solid-surface countertops. Deck/balcony off of living room. The thoughtfully designed layout maximizes space and functionality while providing a bright and welcoming atmosphere. Ample closet space! Bonus - Appliances included! Community amenities include an inground swimming pool, tennis courts, and a playground. Conveniently located near shopping, dining, parks, public transportation, educational institutions, and major commuter routes, offering easy access to Boston and surrounding areas. An excellent opportunity to enjoy low-maintenance living in a sought-after location with everyday conveniences close at hand. You don't want to miss this one!

21 Westgate Rd Unit 4, Boston

Listing courtesy of Listing Agent: Julie Burgey Kehoe from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$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.
$3,399,000
9 Beds ⋅ 7 Baths ⋅ 73527701 MLS
Brookline’s prestigious Chestnut Hill neighborhood and within one of the town’s top-rated school districts, this 1899 estate seamlessly combines timeless architecture with a full modern renovation. The home offers 6,292 square feet of refined living space across three finished levels, featuring nine bedrooms, four full and three half baths, and two well-appointed kitchens ideal for entertaining or multi-generational living. Newly updated interiors blend classic charm with contemporary finishes, while balconies overlook beautifully landscaped grounds that provide exceptional privacy. A rare opportunity to own a historic Brookline residence perfectly renewed for today’s lifestyle.

476 Heath Street, Brookline

Listing courtesy of Listing Agent: Andrew Haddad from Listing Office: Northeast Development & Investment, Inc..
$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.
$999,000
2 Beds ⋅ 2 Baths ⋅ 73524804 MLS
Spacious and sun-filled 2-bedroom, 2-bath corner residence at The Hammonds in highly desirable Chestnut Hill. This well-maintained home offers approximately 1,200 SF of comfortable living space with an open-concept layout ideal for both everyday living and entertaining. Features include hardwood floors, high ceilings, gas fireplace, central A/C, in-unit laundry, generous closet space, and a granite/stainless kitchen with ample cabinetry. The primary suite offers a spacious bath and excellent storage. Includes two deeded heated garage parking spaces and private storage. Professionally managed, pet-friendly elevator building conveniently located near The Street, Chestnut Hill Square, public transportation, Longwood Medical Area, Route 9, shops, restaurants, and major highways. Major 2024 updates include a high-efficiency boiler replacement and upgraded copper boiler piping system with documentation available. No current special assessments.

630 Hammond St Unit 209, Brookline

Listing courtesy of Listing Agent: Chris Choi from Listing Office: Compass.
$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.
$2,399,000
4 Beds ⋅ 3 Baths ⋅ 73522271 MLS
Located in the highly sought-after Roland Hayes School neighborhood of Chestnut Hill, 180 Eliot Street offers over 3,000 square feet of beautifully updated living space on a 0.26-acre lot. The fully renovated first floor features a bright, open layout filled with natural light, including a spacious living room, formal dining area, and an eat-in kitchen designed for both everyday living and entertaining. The bedroom wing includes a private primary suite with its own bath, along with three additional bedrooms that provide ideal space for family, guests, or flexible use. The expansive lower level offers exceptional flexibility with a large family room, dedicated home office, full bath, laundry area, and direct access to the attached garage. Hardwood floors, central air, and a partially fenced backyard complete this lovingly maintained home, within 1 mile of MBTA,offering access to top schools, parks, shopping, and medical institutions in one of Chestnut Hill’s most desirable neighborhoods

180 Eliot St, Brookline

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
$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.
$625,000
1 Beds ⋅ 2 Baths ⋅ 73519600 MLS ⋅ ['Towers Of Chestnut Hill'] BLDG.
The Towers of Chestnut Hill is a 5-star luxury condominium association. Hammond Pond Parkway's most prominent building embodies the very essence of luxury Chestnut Hill living. Fully amenitized living, including heated indoor swimming pool, newly installed gym, brand new pickleball court and 24-hour doorman underscores it all. On rare occasions, a one bedroom, 1.5 bath renovated unit becomes available at the Towers. This grand home on the 6th floor showcases tremendous space, light and well-proportioned rooms and expands nearly 1000 sq. ft. and feels even larger. Sunny exposure. One prime deeded deck parking space included in the sale. A rare offering at the legendary Chestnut Hill Towers. Steps to Longwood Shuttle, minutes to Longwood Medical. Prime, prime Chestnut Hill!

250 Hammond Pond Parkway Unit 609S, Newton

Listing courtesy of Listing Agent: Richard C. Dore from Listing Office: Hammond Residential Real Estate.
$485,000
1 Beds ⋅ 1 Baths ⋅ 73518017 MLS ⋅ ['Imperial Tower'] BLDG.
Welcome to Imperial Tower! This spacious 9th-floor condo offers over 1,000 sq. ft. of comfortable living with an open layout and plenty of natural light. The living room opens to a private balcony with sweeping views, while the dining area and kitchen provide a great flow for everyday living or entertaining. The large bedroom features both a walk-in and additional closet, giving you excellent storage options. Enjoy the convenience of deeded parking, plus outstanding community amenities including a library, fitness center, inground pool, gathering room, and landscaped common grounds. The building also offers an elevator, guest parking, and professional management, making this a wonderful place to call home.

280 Boylston Street Unit 904, Newton

Listing courtesy of Listing Agent: Aria Mathur from Listing Office: Lamacchia Realty, Inc..
$2,765,000
5 Beds ⋅ 4 Baths ⋅ 73516948 MLS
Come fall in love with this storybook 5-bed, 3.5-bath Colonial Revival set on 0.3AC in Brookline’s Chestnut Hill. Built in 1926, this charming 4,028SF residence offers a layout tailored for modern living. Streaming southern sunshine, timeless architecture, 3 fireplaces, and oversized windows define the home. Welcoming entry connects the main living spaces. Gracious living room w/ fireplace and built-ins flows into bright conversatory. Opposite is a family room with fireplace, which opens to a bright dining room. Classic butler’s pantry connects to the kitchen. With ample counter space and a cozy eat-in area, the kitchen serves as the heart of the home with direct access to deck and yard. Mudroom and half bath complete floor. Upstairs has bright en-suite primary, 4 additional bedrooms, office, and 2 full baths. Walkout lower level with playroom and laundry. Attached garage. Landscaped grounds create a true sense of privacy. Close to “The Street”, top schools, and Green D line train.

401 Heath Street, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.
$2,049,000
4 Beds ⋅ 3 Baths ⋅ 73516671 MLS
Thoughtfully renovated & surprisingly expansive home in a picturesque Chestnut Hill neighborhood + Baker School District! Sunlight pours through the formal living room's beautiful picture window! The open layout flows to a well-appointed dining room w/ designer lighting to a cozy den. The kitchen is simply perfect. 100% renovated with two tone cabinetry, long stretches of quartz counters, soft stone backsplash, custom built island w/ overhanging quartz that seats 5 & built in wall oven + microwave. Large walk-in pantry w/ custom shelving & 2nd closet for additional storage. The king-sized primary BR has an enormous professionally designed walk-in closet & ensuite bath w/ a double vanity. The two other BRs are both spacious & share a clean, crisp tile bath. Downstairs is an entertainer's dream -- massive 2nd living room w/ a wet bar & fireplace, 4th bedroom, laundry room, extra storage room & a 3rd full bath! Large 2 car garage, custom built rear deck & wonderful paver patio!

76 Goodnough Rd, Brookline

Listing courtesy of Listing Agent: David Mogielnicki from Listing Office: ProSell Realty Advisors.

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