Chestnut Hill Homes under $1 million

Chestnut Hill Homes under $1 million

Welcome to Chestnut Hill, Massachusetts—a picturesque neighborhood that seamlessly blends suburban charm with urban convenience. Nestled just a few miles from downtown Boston, Chestnut Hill offers residents a serene retreat while maintaining easy access to the bustling city life. Known for its lush greenery, tree-lined streets, and historic architecture, this vibrant community is perfect for families, young professionals, and retirees alike.

One of the most appealing aspects of Chestnut Hill is its diverse real estate market, including a variety of homes available for under $1 million. Here, you can discover an array of charming single-family homes, townhouses, and condos, each with unique character and style. From cozy bungalows to modern residences, these properties provide an excellent opportunity for first-time homebuyers or those looking to downsize without sacrificing quality of life.

The neighborhood boasts top-rated schools, beautiful parks, and an array of shops and restaurants that cater to every taste. Enjoy a leisurely stroll through the Chestnut Hill Reservation, where you can immerse yourself in nature, or indulge in a shopping spree at the nearby Chestnut Hill Square, featuring an eclectic mix of boutiques and eateries.

With its strong sense of community, excellent amenities, and a variety of homes under $1 million, Chestnut Hill truly embodies the ideal balance of comfort and accessibility. Whether you’re looking for your first home or a peaceful place to retire, Chestnut Hill is a delightful option that promises a fulfilling lifestyle in one of Massachusetts’ most sought-after neighborhoods. Come explore the possibilities that await you in this charming enclave!

Newest Chestnut Hill Homes under $1 million

250 Hammond Pond Parkway Unit 310N, Newton
$550,000
1 Beds ⋅ 2 Baths ⋅ 73597326 MLS ⋅ ['Towers Of Chestnut Hill'] BLDG.
A rare opportunity to experience the very best of luxury living at The Towers of Chestnut Hill, Hammond Pond Parkway’s most distinguished condominium residence. A premier, five-star community, The Towers embodies the essence of sophisticated, maintenance-free Chestnut Hill living. On rare occasions, a one-bedroom residence with 1½ baths becomes available, making this third-floor offering particularly special. Spanning nearly 1,000 square feet, this gracious home showcases exceptional space, abundant natural light, and generously proportioned rooms that create an impressive sense of openness. Residents enjoy an extraordinary collection of amenities designed to complement an effortless lifestyle, including 24-hour concierge service, an indoor heated swimming pool, a newly installed fitness center, clubhouse, two resident lounges, library, pickleball and tennis courts, basketball court, landscaped gardens, gardening club, outdoor fire pit and grilling areas. Additional amenities include a children’s play area, game room featuring ping-pong and foosball, secure package room, bicycle storage, and two elevators. Ideally situated just steps from the Longwood Medical Area shuttle and minutes from Longwood Medical, premier shopping, dining, and everything Chestnut Hill has to offer. A truly rare offering in one of Chestnut Hill’s most iconic luxury condominium communities. 1 deeded garage space included in the sale. Solid investment.

250 Hammond Pond Parkway Unit 310N, Newton

Listing courtesy of Listing Agent: Richard C. Dore from Listing Office: Hammond Residential Real Estate.
77 Payson Rd, Brookline
$849,900
3 Beds ⋅ 1 Baths ⋅ 73594577 MLS
Entering Brookline! Welcome home! Lovely entryway with closet welcomes you into fire placed, sunlit living room with mellow hardwood floors that opens to ample dining room perfect for holiday entertaining. Three season sunroom and fully applianced kitchen round out the first floor. Direct entry garage is a bonus! Second level offers 2 generous bedrooms and a smaller nursery or office and full bath. Basement is partially finished for bonus space! Situated on a lovely fenced lot. Bring your ideas and pack your bags. There is so much potential with this property. Excellent location, Baker school district. Best value in Chestnut Hill! Don't miss! Offers, if any, due Tuesday at noon!

77 Payson Rd, Brookline

Listing courtesy of Listing Agent: Patsy Brennan from Listing Office: Vogt Realty Group, LLC.
250 Hammond Pond Parkway Unit 812 N, Newton
$529,000
1 Beds ⋅ 2 Baths ⋅ 73591578 MLS ⋅ ['The Towers Of Chestnut Hill'] BLDG.
Eighth Floor Beauty! Rarely available one bedroom, one- and one-half bath, light and bright unit in the North Building of The Towers of Chestnut Hill. with 24-hour concierge, a deeded parking spot just outside the door, heated swimming pool, recently renovated workout room and more! Set on over 17 lush acres with walking trails galore and just minutes to shopping (Wegman’s, The Street, Chestnut Hill Mall) and medical offices (Longwood, NE Baptist). Move right in or bring your decorating ideas. Thoughtful renovations include granite countertops, generous cabinet space in the kitchen and marble countertop in the half bath. Newer SS refrigerator and in-unit washer/dryer. Amenities include gated entrance, library, game room, pickleball and tennis courts, garden area and two beautiful residence lounges. The ultimate in luxury and convenience, make the Towers of Chestnut Hill your new home!

250 Hammond Pond Parkway Unit 812 N, Newton

Listing courtesy of Listing Agent: Maureen Murphy Olsen from Listing Office: Louise Condon Realty.
30 Hackensack Road, Brookline
$925,000
3 Beds ⋅ 2 Baths ⋅ 73590431 MLS
Charming Colonial in a Coveted Brookline Location! Situated in an excellent neighborhood just a stone’s throw from Allandale Farm, Larz Anderson Park and Brookline's top-rated schools, this 3-bedroom, 1.5-bath Garrison Colonial presents a wonderful opportunity to create your dream home. The property features hardwood floors throughout, garage parking with direct access to the home and a generous lot of over 7,500 square feet. In need of updating, this home offers tremendous potential for renovation, personalization and long-term value in a highly desirable location. A rare opportunity to bring your vision to life in one of Brookline’s sought-after neighborhoods, close to parks, local amenities, hospitals and excellent educational opportunities.

30 Hackensack Road, Brookline

Listing courtesy of Listing Agent: DelRose McShane Team from Listing Office: Coldwell Banker Realty - Belmont.
57 Broadlawn Park Unit 3A, Boston
$389,000
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

Listing courtesy of Listing Agent: Ed Lyon from Listing Office: Preservation Properties.
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

Listing courtesy of Listing Agent: Delince P. Louis from Listing Office: Redfin Corp..
280 Boylston Street Unit 908, 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! OPEN HOUSE SHOWINGS BY APPOINTMENT ONLY, CONTACT LISTING AGENT.

280 Boylston Street Unit 908, Newton

Listing courtesy of Listing Agent: Cary Berger from Listing Office: Coldwell Banker Realty - Newton.
280 Boylston St Unit 308, 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

Listing courtesy of Listing Agent: Dave White from Listing Office: OwnerEntry.com.
280 Boylston Street Unit 411, Newton
$759,000
2 Beds ⋅ 2 Baths ⋅ 73573602 MLS ⋅ ['Imperial Towers'] BLDG.
***PRICE IMPROVEMENT***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

Listing courtesy of Listing Agent: Gloria Conviser from Listing Office: Keller Williams Realty.
20 Hammond Pond Pkwy Unit 504, 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

Listing courtesy of Listing Agent: Alice Miles from Listing Office: Coldwell Banker Realty - Brookline.
2430 Beacon Street Unit 104, Boston
$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 countertop. Spa-like marble tiled bathroom. Laundry room in unit. Plentiful storage in coat closet, linen closet, 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 with 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

Listing courtesy of Listing Agent: Jonathan Minerick from Listing Office: homecoin.com.
250 Hammond Pond Parkway Unit 1105S, Newton
$699,000
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

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