Chestnut Hill Homes under $750,000

Welcome to Chestnut Hill, Massachusetts—a picturesque suburban gem that perfectly blends the charm of New England with modern convenience. Nestled just a stone's throw from downtown Boston, Chestnut Hill offers a serene escape from the hustle and bustle while still keeping you connected to the vibrant city life. Known for its lush landscapes, tree-lined streets, and historic architecture, this region is a haven for families, professionals, and anyone seeking a peaceful yet engaging community.

One of the standout features of Chestnut Hill is its diverse housing market, particularly for those looking for homes under $750,000. Here, you can discover a range of options, from quaint single-family homes to stylish condos, all offering the perfect balance of comfort and affordability. Whether you’re a first-time homebuyer or looking to downsize, Chestnut Hill has something to suit every lifestyle and budget.

The community is also enriched by its top-rated schools, beautiful parks, and a variety of shopping and dining options. The nearby Chestnut Hill Mall and local boutiques provide a delightful shopping experience, while the area's parks and recreational facilities offer ample opportunities for outdoor fun.

With a strong sense of community and rich cultural heritage, Chestnut Hill is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting region and experience the best of suburban living, all while being just a short commute from the heart of Boston. Come explore Chestnut Hill—where your ideal lifestyle awaits!

Newest Chestnut Hill Homes under $750,000

$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

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

$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. 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

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

$299,999

1 Beds ⋅ 1 Baths ⋅ 73577244 MLS ⋅ ['Chestnut Village'] BLDG.

Move in ready in Chestnut Hill for under 300K?! This is it. Welcome home to this 1 bed 1 bath condo complete with hardwood floors in the living room, stainless appliances and granite in the kitchen, and fresh paint throughout. Capitalize on the convenience of Chestnut Hill while keeping your mortgage payment low and building equity instead of paying rent. Your HOA fee covers heat, hot water, water/sewer, snow removal and landscaping making monthly expenses easy to plan for. A small fee of $60 per season allows access to the tennis courts and pool. And finally get that dog your landlord said no to, this complex is pet friendly for dogs under 30 pounds! Enjoy green space and the perks of owning a home while maintaining proximity to Boston and all the city has to offer. Come take a look, this will not last.

40 Bryon Rd Unit 4, Boston

Listing courtesy of Listing Agent: Mary Nelson from Listing Office: Sankey Real Estate.

$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. HOA includes heat, gas, water, sewer, AC, insurance & more. 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.

$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.

$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

Listing courtesy of Listing Agent: Jonathan Minerick from Listing Office: homecoin.com.

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

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

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

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

$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

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

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

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.

$699,900

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.

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