Chestnut Hill Homes under $1.5 million

Welcome to Chestnut Hill, Massachusetts, a charming and picturesque community known for its tree-lined streets, vibrant culture, and a welcoming atmosphere that feels like home. Nestled just outside of Boston, Chestnut Hill offers the perfect blend of suburban tranquility and urban convenience, making it an ideal location for families, professionals, and retirees alike.

One of the standout features of this delightful neighborhood is its diverse array of homes, many of which are available for under $1.5 million. From classic New England-style houses to modern architectural gems, Chestnut Hill boasts a variety of properties that cater to different tastes and lifestyles. Whether you’re seeking a spacious colonial with a backyard oasis or a chic contemporary home with cutting-edge design, you’ll find plenty of options to suit your needs.

In addition to its stunning homes, Chestnut Hill is rich in amenities that enhance the quality of life for its residents. Enjoy leisurely strolls through lush parks, indulge in shopping at upscale boutiques, or savor a meal at one of the many acclaimed restaurants in the area. The community also prides itself on its excellent schools, making it a sought-after destination for families.

With its unique blend of charm, convenience, and affordability, Chestnut Hill is not just a place to live, but a place to thrive. Discover the beauty and warmth of this remarkable community today, and explore the wonderful homes waiting for you under $1.5 million!

Newest Chestnut Hill Homes under $1.5 million

$398,000

1 Beds ⋅ 1 Baths ⋅ 73582234 MLS ⋅ ['Broadlawn Park Condominium'] BLDG.

Discover the easy living lifestyle at Broadlawn Park Condominiums in Chestnut Hill. This one-bedroom 2nd floor unit offers a comfortable place to relax, work, and entertain, with the convenience of a Chestnut Hill address, with wonderful shopping and dining amenities at The Street in Chestnut Hill, which is across the street from Wegman's for groceries. There is excellent closet space within the unit, as well as an oversized, locked private storage bin in the lower level for spillover belongings. Whether you’re looking for your first home, a place to downsize, or a Boston-area retreat, this well maintained condominium is an inviting opportunity to make the space your own. Spacious open living/dining great room with sliders to your private balcony for morning coffee and end of day sunsets. The building features landscaped grounds, professional management, clean laundry room, elevator, storage and a terrific, clean & modern clubhouse and outdoor pool for resident use! The clubhouse has excellent amenities like kitchen facilities, ping pong table, a library of books, and is almost an extension of your unit for a quiet place to sit and read, work from home, compose your next novel or entertain friends and family in a huge room with walk out access to the pool and large patio areas. Your parking space is just beyond your balcony, and there are typically rental spaces available for a 2nd car. There is a lot of appeal in this established condominium setting. Priced to sell and easy to show.

57 Broadlawn Park Unit 3A, Boston

250 Hammond Pond Parkway Unit 1611N, Newton

$1,349,000

3 Beds ⋅ 2 Baths ⋅ 73581961 MLS ⋅ ['The Towers Of Chestnut Hill'] BLDG.

Rare opportunity to own this distinctive three-bedroom luxury residence in one of Chestnut Hill’s most prominent buildings, ideally located on Hammond Pond Parkway and just minutes from Longwood, Back Bay, Beacon Hill, the South End and Coolidge Corner. Framed with over-sized windows throughout, this 16th-floor residence in the North Tower offers breathtaking southwest-facing views, spectacular sunsets and nearly 1,700 square feet of spacious, comfortable living with a thoughtfully designed open floor plan is ideal for both everyday living and entertaining. The modern kitchen features custom cabinetry, quartz countertops and stainless steel appliances, while the adjacent dining area provides a perfect setting for casual meals or hosting guests. The spacious primary suite offers an en-suite bath with an expansive closet and a dedicated dressing area. Two additional generously sized bedrooms another full bath, in-unit laundry, generous closet space and numerous thoughtful details create an exceptional sense of comfort and scale. The residence includes two deeded parking spaces: one garage space (#337) and one outdoor space (#1). Residents enjoy full-service living with professional on-site management, maintenance staff and a 24-hour doorman, along with an impressive array of amenities. These include an indoor heated swimming pool, recently upgraded fitness center, brand-new pickleball court, tennis courts, outdoor playground and indoor children's playroom--all set on 17 professionally landscaped acres. The Towers is ideally situated in a prime Chestnut Hill location, close to Chestnut Hill Mall, The Street, Wegman's, Movie Theatre, the MBTA and Longwood Medical Center shuttle services. With convenient access to public transportation, shopping, dining, and nature, this exceptional residence offers a combination of space, luxury, convenience, and resort-style living.

250 Hammond Pond Parkway Unit 1611N, Newton

250 Hammond Pond Pkwy Unit 1006N, Newton

$849,000

2 Beds ⋅ 2 Baths ⋅ 73578905 MLS ⋅ ['Chestnut Hill Condominium'] BLDG.

Experience luxury high-rise living at the sought-after Chestnut Hill Condominium! Positioned on the 10th floor, this expansive single-level residence offers 2 spacious bedrooms and 2 full bathrooms. The light-filled layout features rich hardwood floors, an inviting open living room, a distinct dining area, with central air. The fully equipped kitchen. The spacious primary suite highlights plush wall-to-wall carpeting, a large walk-in closet, and a private en-suite bathroom. A second bright bedroom with hardwood floors is paired with a second full bathroom. This unit includes 2 assigned parking spaces, including 1 garage space under the building. Set on 17+ landscaped acres directly behind The Shops at Chestnut Hill, enjoys 24-hour concierge service, security gate access, an indoor heated pool, fitness center, tennis courts, and clubroom. Live close to luxury shopping at The Street, fine dining, Hammond Pond Reservation, and direct Boston transit via Route 9 and the MBTA Green Line. A true turn-key retreat!

250 Hammond Pond Pkwy Unit 1006N, Newton

$549,000

1 Beds ⋅ 2 Baths ⋅ 73578825 MLS ⋅ ['Imperial Towers'] BLDG.

Fabulous Imperial Towers Chestnut Hill, totally updated One bedroom unit. Worry free lifestyle with the ease of full-service condominium living. Featuring an abundance of natural light, open floor plan, sweeping skyline city and tree top views, generous closets/storage space, Renovated bathrooms and kitchen. Enjoy the many amenities—heated seasonal pool, a new fitness center, a clubroom, library, EV Charging Station, bicycle storage & extra storage.1 car deeded carport space #53. The 24 Hour concierge, on-site management and live-in superintendent ensure effortless living, 100% owner occupied, move in/out fee $400. 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 908 at the Imperial Towers is Chestnut Hill living at its finest!

280 Boylston Street Unit 908, Newton

$685,000

1 Beds ⋅ 2 Baths ⋅ 73575960 MLS

Fully gut-renovated 1BR/1.5BA at prestigious Imperial Towers, Chestnut Hill. Every finish custom, no expense spared. Oval tray ceiling with ambient & recessed lighting, smooth ceilings throughout (popcorn removed), engineered hardwood floors, thermally insulated replaced windows and balcony door. Custom Wolfers Lighting throughout every room.Lacquered handcrafted Norwegian kitchen: paneled refrigerator, dishwasher, trash & recycle bin, Miele wine cooler, Thermador gas cooktop, Miele oven, brand-new never-used Thermador oven, waterfall stone island, reverse osmosis filtration, recessed lighting.Spa full bath: heated floors, glass-enclosed Grohe shower, floating double vanity, floor-to-ceiling ceramic tile, recessed lighting. Half bath: floating vanity, floor-to-ceiling ceramic tile. Norwegian custom walk-in closet: ceiling-height cabinetry, built-in drawers, full-height cabinet tower. Remote-controlled blackout shades, California custom sconces.Private balcony, prime covered carport. 24hr concierge, gym, outdoor pool, EV charging. 100% owner occupied. Steps to Capital Grille, Seasons 52, Bloomingdale's, Wegmans, Life Time Fitness, medical centers, movie theater. Bus #60 at front door. Well-managed association with robust reserves — no special assessments. Seller concessions are available towards buyers closing costs.

280 Boylston St Unit 308, Newton

$799,000

2 Beds ⋅ 2 Baths ⋅ 73573602 MLS ⋅ ['Imperial Towers'] BLDG.

Welcome to luxury full-service living at Newton’s highly desirable Imperial Towers. Tucked quietly on the fourth floor as a sought-after back-corner unit, this sun-filled residence offers an ideal blend of peaceful privacy, scenic views, and exceptional potential to customize. A bright, expansive open floor plan invites you inside, set off by beautifully updated hardwood floors that run continuously throughout the living spaces.The generous main living and dining area provides a seamless layout for everyday comfort and effortless entertaining. Large glass doors open directly onto your private balcony—a tranquil outdoor oasis perfect for sipping morning coffee or taking in the evening breeze. The eat-in kitchen features crisp white cabinetry, stainless steel appliances, and abundant counter space and cabinetry storage, offering a functional workspace.The primary bedroom suite serves as a spacious retreat, featuring a well-proportioned layout, ample storage, and an en-suite bathroom. The second bedroom offers ideal flexibility as a guest bedroom, nursery, or dedicated work-from-home office, serviced by a second full bathroom. Crisp, neutral paint throughout makes the home bright, fresh, and move-in ready from day one. Residents at Imperial Towers enjoy an unparalleled resort-style lifestyle with top-tier amenities, including 24-hour concierge service, professional management, an on-site superintendent, and a sophisticated, newly renovated lobby. Community perks feature a sparkling outdoor swimming pool, elegant clubroom, fitness and yoga studio, peaceful library, private extra storage space, elevator access, and dedicated laundry facilities located conveniently on every floor. This residence comes complete with deeded parking space #57, along with ample guest parking for your visitors. Situated in a prime Chestnut Hill location along Route 9, you are minutes from world-class shopping at Bloomingdale's, premier restaurants, Wegmans, public transit, major commuter highways, top-rated local schools, and renowned medical facilities. Unmatched convenience, full-service comfort, and privacy await.

280 Boylston Street Unit 411, Newton

$749,000

2 Beds ⋅ 2 Baths ⋅ 73572897 MLS ⋅ ['Hammond Park Condominiums'] BLDG.

Enjoy effortless living in the heart of Chestnut Hill from this beautifully updated 5th floor corner residence. This meticulously maintained, spacious 2 bed 2 bath unit features an open-concept layout with oversized living and dining, designed for comfortable living and entertaining. A beautifully renovated chef’s kitchen features granite countertops, a large island with seating, SS appliances and pantry. The primary suite offers exceptional storage with 3 closets, including 2 walk-ins, along with an updated en-suite bath. The second bedroom, also includes a substantial closet and easy access to the second updated full bath. Expansive walls of windows throughout, offer lovely views overlooking the pool. Residents enjoy a host of amenities, including two heated outdoor swimming pools, BBQ, updated common areas, and covered carport parking. Ideally situated near shopping, dining and entertainment, with convenient access to Wegmans, The Street, Green Line MBTA and bus service. Just move in and enjoy! Also listed for Rent - MLS ID 73573578

20 Hammond Pond Pkwy Unit 504, Newton

$698,000

1 Beds ⋅ 1 Baths ⋅ 73572280 MLS ⋅ ['The Waterworks At Chestnut Hill'] BLDG.

Updated condo in stunning carriage house conversion, surrounded by green space with city convenience & culture. Inviting layout flows from foyer to open-concept living/dining area to chef’s kitchen with high-end stainless steel appliances (SubZero, Wolf, Miele, GE Profile) & granite countertops. Spa-like marble tiled bathroom. Laundry room in unit. Plentiful storage includes coat & linen closets, bedroom walk-in closet. New hardwood floors throughout. Spacious feel with soaring high ceilings. Custom Hunter Douglas window shades. Upgraded energy-efficient heat, central air conditioning, smart thermostat. Deeded parking space. Amenities include fitness center, common room, visitor parking, EV chargers, landscaping of beautiful grounds, snow removal, on-site property management. Prime location across from Chestnut Hill Reservoir’s scenic trail & sunset views. Within a half mile of Cleveland Circle shopping & dining, Boston College, Cassidy Park tennis courts, several subway & bus lines.

2430 Beacon Street Unit 104, Boston

250 Hammond Pond Parkway Unit 1105S, Newton

$700,000

2 Beds ⋅ 2 Baths ⋅ 73569956 MLS ⋅ ['Towers Of Chestnut Hill'] BLDG.

Distinguished luxury living at the prestigious Towers of Chestnut Hill in Chestnut Hill, Massachusetts. This impressive 11th-floor residence offers 2 bedrooms, 2 bathrooms, and breathtaking panoramic views of the Boston skyline. As the most prominent landmark on Hammond Pond Parkway, the Towers is renowned for its exceptional lifestyle and premier amenities.Enjoy picturesque scenery, spectacular sunrises, and full-service living with a 24-hour concierge, doorman, on-site superintendent, and gated security. Residents have access to an indoor swimming pool, tennis and pickleball courts, basketball court, two private resident lounges, and a dedicated Longwood Medical Area shuttle. Ideally located just moments from Longwood Medical, The Street at Chestnut Hill, The Shops at Chestnut Hill, fine dining, and everyday conveniences, this is luxury condominium living at its finest.

250 Hammond Pond Parkway Unit 1105S, Newton

250 Hammond Pond Parkway Unit 609S, Newton

$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

$728,000

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

10 Hammond Pond Parkway Unit 607, Newton

$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

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