Chestnut Hill Condos for Sale

Welcome to Chestnut Hill, Massachusetts – a picturesque community that beautifully blends suburban tranquility with urban convenience. Nestled just seven miles west of downtown Boston, Chestnut Hill is known for its charming tree-lined streets, historic architecture, and vibrant local culture. This idyllic neighborhood offers residents easy access to an array of amenities, including upscale shopping at The Mall at Chestnut Hill, delightful dining options, and lush parks like the scenic Chestnut Hill Reservation.

For those considering a move to this enchanting area, the condos for sale in Chestnut Hill present an incredible opportunity. Whether you're a first-time buyer, a busy professional, or looking to downsize, these condos offer a perfect blend of comfort, style, and convenience. Many of the condominiums boast modern designs with open floor plans, gourmet kitchens, and luxurious finishes, providing a sophisticated living experience. Residents can enjoy amenities such as fitness centers, swimming pools, and beautifully landscaped grounds, making it easy to embrace a vibrant lifestyle.

Living in Chestnut Hill means being part of a close-knit community that values both heritage and innovation. With excellent schools, access to public transportation, and proximity to major highways, this region is ideal for families, commuters, and anyone seeking a serene yet connected living experience. Explore the condos for sale in Chestnut Hill today, and discover the perfect place to call home in this charming Massachusetts gem!

Newest Chestnut Hill Condos for Sale

$719,900

1 Beds ⋅ 1 Baths ⋅ 73553728 MLS ⋅ ['Covenant Residences On Commonwealth'] BLDG.

Don't miss out on this prime 1+ bedroom (lives like 2) unit across the street from Boston College and the green line (B). Lovely cherry cabinets with breakfast bar and stainless steel appliances in kitchen that opens to large bright living room. Wonderful master bedroom with walk in closet. Bathroom has access from primary bedroom and hallway. The den has french doors and a closet and could serve as an at home office or perfect guest room. Interior freshly painted. Condominium has an exercise room, deck and exterior outdoor space. These units do not come on very often!

35 Commonwealth Ave Unit 110, Newton

Listing courtesy of Listing Agent: Dina Browne from Listing Office: Neponset Valley Real Estate.

$1,299,000

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.

$2,895,000

2 Beds ⋅ 3 Baths ⋅ 73543781 MLS ⋅ ['Longyear At Fisher Hill'] BLDG.

Price Reduction!Residence E201 occupies a privileged position as one of only five homes in the Mansion at Longyear, where history and modern luxury coexist in perfect harmony. Bathed in natural light, the home unfolds across nearly 2,300 square feet of elegant single-level living. The thoughtfully designed floor plan features two spacious bedroom suites with walk in closets, a private terrace, home office or comfortable space for an overnight guest, formal dining room, gourmet kitchen, and generous living areas that balance sophistication with comfort. For your guests convenience, a powder room is located off the living room. Two deeded garage parking spaces, private storage, elevator access, and a dedicated 24/7 staffed gatehouse complete a lifestyle defined by convenience and peace of mind. Only a handful of owners will ever call the Longyear Mansion home. Opportunities to acquire one of these residences are exceptionally rare. The home has been upgraded with new lighting, brand new carpeting, paint and new flat screen TVs. The unit includes a side by side washer and dryers. A well equipped gym is located within the Mansion. The historic grounds are well manicured and feature a seasonal pool with oversized umbrellas and seating.

120 Seaver St Unit E201, Brookline

Listing courtesy of Listing Agent: Hope Krakoff from Listing Office: Coldwell Banker Realty - Boston.

$749,900

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.

$350,000

1 Beds ⋅ 1 Baths ⋅ 73538049 MLS

MOVE IN READY! Sunny and spacious top-floor condo in desirable Chestnut Village offering an ideal combo of comfort, convenience, and value. Oversized windows fill the spacious living room with natural light, creating an inviting setting for everyday living and entertaining. The updated eat-in kitchen provides ample cabinetry and workspace, while the renovated bath features clean, timeless finishes. A generously sized bedroom, excellent closet space, and an efficient floor plan maximize every square foot. Professionally managed, the association fee includes heat and hot water for added convenience. Ideally located near The Street at Chestnut Hill, Wegmans, restaurants, shops, parks, and public transportation, this move-in-ready home offers easy access to everything Chestnut Hill and West Roxbury have to offer.

68 Bryon Rd. Unit 5, Boston

Listing courtesy of Listing Agent: Nicole Blanchard from Listing Office: Compass.

$1,065,000

2 Beds ⋅ 2 Baths ⋅ 73529226 MLS ⋅ ['Nahanton Woods Condiminium'] BLDG.

Welcome to this sophisticated condominium that offers an expansive 1,983 square feet of meticulously designed living space. This residence features two spacious bedrooms, with the primary offering a fabulous bathroom including a built-in vanity and a huge custom walk-in closet!. Complementing the second bedroom are a built-in wall unit and desk area with a granite top. The second bath is also meticulously appointed. This single-story residence is thoughtfully laid out to maximize both functionality and aesthetic appeal. Enjoy outdoor space on either of two balconies! One garage space with storage included. We invite you to schedule a private viewing to fully appreciate the distinctive character and sophisticated comfort of this exceptional property. Seller prefers first week of September closing but will go sooner,

210 Nahanton Unit 407, Newton

Listing courtesy of Listing Agent: Linda Lerner from Listing Office: William Raveis R.E. & Home Services.

$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.

$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.

$1,075,000

2 Beds ⋅ 2 Baths ⋅ 73505918 MLS ⋅ ['Hammondswood'] BLDG.

Nestled in the sought-after community of Chestnut Hill, Brookline. Hammondswood is an upscale, professionally managed elevator building that offers concierge and fitness facilities. Pristine 2 Bed 2 Bath plus Den/Office, 2 Deeded Garage Parking with extra storage and in-unit laundry. Spacious, sun-filled unit with a 9" ceiling. Open layout with a large living room and dining room area that extends to a private balcony. Gorgeous hardwood floors throughout. The modern kitchen has stainless steel appliances, a gas range, granite countertops, a dishwasher/disposal, and generous cabinet space. Master bedroom and ensuite master bathroom with double sinks. There is plenty of closet space throughout the unit. Ideally situated near Chestnut Hill Ave.T station and Chestnut Hill Square, which features shops, restaurants, food shopping, and public transportation. Easy access to Longwood Medical Center, Rt. 9 & 128. This home offers the perfect blend of elegance and convenience. The property is leased for $4,000 until the end of May, 2027

629 Hammond Street Unit E205, Brookline

Listing courtesy of Listing Agent: Kate Kittipanthopas from Listing Office: Lux Realty, LLC.

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