Chestnut Hill Condos for Sale

Welcome to Chestnut Hill, Massachusetts—a charming and vibrant community that perfectly blends suburban tranquility with urban convenience. Nestled just six miles west of downtown Boston, Chestnut Hill is known for its picturesque landscapes, historic architecture, and a strong sense of community. With its tree-lined streets, beautiful parks, and top-rated schools, this area is ideal for families, young professionals, and retirees alike.

Chestnut Hill boasts an array of amenities, including upscale shopping at The Chestnut Hill Mall and delightful dining options that cater to every palate. Outdoor enthusiasts will appreciate the proximity to the picturesque Hammond Pond Reservation, where you can enjoy hiking, picnicking, and birdwatching. The area is also well-connected by public transportation, making it easy to access the bustling city while enjoying the peacefulness of suburban life.

For those considering a move to this enchanting region, the condos for sale in Chestnut Hill offer an exceptional opportunity. Whether you're seeking a modern high-rise with stunning views or a cozy garden-style unit, the real estate market here has something for everyone. Many condos feature contemporary designs, spacious layouts, and luxurious amenities such as swimming pools, fitness centers, and concierge services. With a diverse selection available, you’ll find the perfect place to call home.

Experience the best of both worlds in Chestnut Hill, where community warmth meets modern living. Explore the condos for sale today and take the first step toward your dream lifestyle in this beautiful Massachusetts gem!

Newest Chestnut Hill Condos for Sale

$579,000

1 Beds ⋅ 2 Baths ⋅ 73567312 MLS

Beautifully renovated 1-bedroom, 1.5 bath condo at 250 Hammond Pond Parkway. This spacious 899 sq. ft. residence features an inviting open floor plan with hardwood floors throughout the living and dining areas, a renovated kitchen with stainless steel appliances, and a spacious bedroom with its own remodeled en-suite full bathroom featuring a tiled shower. A convenient half bath with washer and dryer, is located off the foyer for guests. The dining area opens to a versatile enclosed balcony, can be used as an office, offering additional year-round living space and a comfortable retreat. The building also includes, tennis court, swimming pool, club house, concierge and one deeded parking space. Located on the 6th floor of a well-established high-rise community, this turnkey home offers comfortable living in a desirable Chestnut Hill location, close to Chestnut Hill mall and other shopping areas, restaurants, parks, public transportation, and major highways.

250 Hammond Pond Parkway Unit 609S, Newton

Listing courtesy of Listing Agent: Shahan Missaghian from Listing Office: William Raveis R.E. & Home Services.

$749,900

2 Beds ⋅ 1 Baths ⋅ 73565940 MLS ⋅ ['Lisa Condominium'] BLDG.

Welcome to 215 Crafts Road, a bright and inviting 2-bedroom condominium set on a tree-lined street in Brookline’s Chestnut Hill neighborhood. This well-maintained second-floor home offers approximately 930 square feet of living space with an open living and dining room layout, hardwood floors, and abundant natural light. The updated kitchen features stone countertops, stainless steel appliances, a gas range, and ample cabinet space. A rare bonus for the area, the home offers two private decks, providing valuable outdoor space for relaxing, dining, or enjoying the warmer months.Additional highlights include in-unit laundry, basement storage, one assigned off-street parking space, replacement double-pane windows installed in 2019, and a newer hot water tank. The home is part of a self-managed three-unit association with a lower-than-usual monthly condo fee.Conveniently located near both the Brookline Reservoir and Chestnut Hill Reservoir, with easy access to Washington Square, Cleveland Circle, the Green Line, and the shops, restaurants, and everyday conveniences along Route 9 in Chestnut Hill. A fantastic opportunity to enjoy a residential Brookline setting while remaining close to public transportation, outdoor recreation, dining, shopping, and area amenities.

215 Crafts Rd Unit 2, Brookline

Listing courtesy of Listing Agent: Western Atlantic Group from Listing Office: Compass.

$675,000

2 Beds ⋅ 2 Baths ⋅ 73565254 MLS ⋅ ['Hammond Park Condominiums'] BLDG.

Top-Floor Corner Residence in the Heart of Chestnut Hill. Experience exceptional light, space, and privacy in this breathtaking top-floor corner residence at Hammond Park. This beautifully redesigned 2-bedroom, 2-bath condominium offers nearly 1,300 square feet of thoughtfully designed living space and feels even larger thanks to its open-concept layout and oversized walls of windows. The completely redesigned kitchen is bright and sophisticated, featuring custom finishes and windows that bring in ample natural light. The spacious open living and dining areas create an ideal setting for both everyday living and entertaining. Set within a solid, well-maintained condominium building with a beautiful front-entry lobby and elegant hallways, this home offers both comfort and convenience. Ideally located just steps from the Longwood Medical shuttle and minutes from Longwood Medical, the MBTA, and the vibrant shopping and dining of Chestnut Hill. A rare combination of top-floor privacy, corner exposure, exceptional natural light, generous proportions, and an unbeatable Chestnut Hill location.

10 Hammond Pond Parkway Unit 607, Newton

Listing courtesy of Listing Agent: Richard C. Dore from Listing Office: Hammond Residential Real Estate.

$569,000

1 Beds ⋅ 1 Baths ⋅ 73564944 MLS ⋅ ['Imperial Towers'] BLDG.

Fabulous Imperial Towers in Chestnut Hill totally renovated and updated One bedroom unit. Worry free lifestyle with the ease of full-service condominium living.Featuring high ceilings with decorative moldings and custom built in cabinetry, abundant natural light & very generous closets, Renovated bathroom and oversize kitchen with breakfast bar. Enjoy the many amenities—heated seasonal pool, a new fitness center, a clubroom, library, EV Charging Station, bicycle storage & extra storage. 2 car deeded parking (#36, #126). including 1 carport space. The 24 Hour concierge, on-site management and live-in superintendent ensure effortless living, 100% owner occupied. Prime location near Chestnut Hill Square,The Street, The Shops at Chestnut Hill , Wegman's & many wonderful restaurants. Easy access to Boston & Longwood Medical area. A very well maintained building with many updates. Unit 213 at the Imperial Towers is Chestnut Hill living at its finest!

280 Boylston Unit 213, Newton

Listing courtesy of Listing Agent: Cary Berger from Listing Office: Coldwell Banker Realty - Newton.

$449,000

1 Beds ⋅ 1 Baths ⋅ 73564774 MLS ⋅ ['Broadlawn Park Condominiums'] BLDG.

Penthouse living at its best! This spacious 1-bedroom, 1-bathroom condo features high vaulted ceilings, central A/C, and a beautifully updated interior. Numerous updates enhance this inviting home, including new kitchen flooring and backsplash, freshly painted interiors, updated light fixtures, and custom built-in shelving in both the living room and bedroom. The beautifully refreshed bathroom features new flooring, a stylish vanity and mirror, plus a built-in linen closet for added storage. A private balcony provides the perfect spot to relax and enjoy some fresh air. The unit includes one deeded parking space, plus ample visitor parking. Laundry facilities are conveniently located within the building. Residents can also enjoy an in-ground pool and clubhouse. Ideally located near the Chestnut Hill Mall, VFW Parkway, the Green Line, parks, shopping, dining, and so much more! A wonderful opportunity to enjoy comfortable, low-maintenance living in an unbeatable location! Don’t miss your chance to see this incredible unit—schedule a showing today!

55 Broadlawn Park Unit 16B, Boston

Listing courtesy of Listing Agent: Patricia Candela from Listing Office: Centre Realty Group.

$2,199,000

4 Beds ⋅ 5 Baths ⋅ 73560438 MLS

This exceptional contemporary townhome offers 3,193 square feet of sophisticated living space in the heart of Chestnut Hill. Located in the highly desirable Brookline school district, this four-bedroom, four-and-a-half-bath residence combines refined contemporary design, premium finishes, and the comfort of single-family living with the convenience of condominium ownership.Bathed in natural light from oversized black-framed windows, the open-concept main level features 8-inch white oak hardwood flooring, soaring ceilings, and a beautifully appointed chef's kitchen with custom cabinetry, quartz countertops, premium stainless steel appliances, a six-burner Bosch gas range, and an oversized center island overlooking the dining and living areas. Sliding glass doors open to a private patio and fenced yard, creating seamless indoor-outdoor living, while a stylish tiled powder room completes the main level.The second level features two spacious en-suite bedrooms, including a luxurious primary suite with a custom walk-in closet and spa-inspired bath featuring elegant tilework and a frameless glass shower. The top level offers two additional en-suite bedrooms, a striking glass-enclosed office, and a dedicated laundry room.Additional highlights include designer lighting, a tiled mudroom with custom built-ins, abundant storage, and two assigned heated garage parking spaces.Moments from The Street Chestnut Hill, Chestnut Hill Square, Hammond Pond Reservation, Skyline Park, Route 9, Longwood Medical Area, and downtown Boston. Never occupied, this extraordinary residence offers a rare opportunity to own a turnkey luxury home in one of Brookline's most sought-after neighborhoods.

811 Heath St Unit Rear, Brookline

Listing courtesy of Listing Agent: Marjorie Gold from Listing Office: Hammond Residential Real Estate.

$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! Easy to show - on lockbox.

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.

$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.

$998,000

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.

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