West Roxbury's Chestnut Hill Real Estate

Welcome to West Roxbury's Chestnut Hill, a captivating neighborhood nestled in the heart of Boston, Massachusetts. Known for its picturesque landscapes and vibrant community spirit, Chestnut Hill is a delightful blend of suburban charm and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Chestnut Hill boasts an array of stunning residential options, from classic New England homes to modern condominiums, each exuding character and warmth. The tree-lined streets are perfect for leisurely strolls, while the lush parks and green spaces invite residents to enjoy the great outdoors. The nearby Hammond Pond Reservation offers miles of trails, perfect for hiking, birdwatching, or simply unwinding in nature.

One of the standout features of Chestnut Hill is its accessibility. Located just a short drive from downtown Boston, residents can easily enjoy the city's rich cultural offerings, including world-class dining, shopping, and entertainment. The area is also well-served by public transportation, making commutes to work or school a breeze.

Families will appreciate the top-notch educational institutions in the vicinity, including the renowned Boston College and several highly-rated public and private schools. The neighborhood is also home to a variety of local shops, cafes, and restaurants, creating a vibrant community atmosphere where neighbors become friends.

In Chestnut Hill, you’ll find a perfect balance of tranquility and excitement, making it a sought-after destination for those looking to call Boston home. Discover the warmth and charm of this enchanting neighborhood, where every day feels like a retreat.

Newest Listings in West Roxbury's Chestnut Hill

$400,000

1 Beds ⋅ 1 Baths ⋅ 73575170 MLS ⋅ ['Chestnut Village'] BLDG.

Welcome to a recently renovated Condo in Chestnut Hill! This well-maintained condo offers a bright and comfortable layout with abundant natural light and hardwood floors throughout. The updated kitchen features modern appliances, granite countertops, and ample cabinet space, opening to a spacious living and dining area ideal for everyday living and entertaining. 2 generously sized bedrooms with ample closet space and 1 full bath complete the unit. Enjoy the convenience of off-street parking and on-site laundry. Located in the professionally managed Chestnut Village community with amenities including a swimming pool, tennis courts, and landscaped grounds. Close to shopping, dining, public transportation, major highways, and medical facilities makes this an ideal home for investors or anyone looking for a low maintnance. Don't miss this opportunity to own this place.

66 Bryon Rd Unit 5, Boston

Listing courtesy of Listing Agent: Moseline Darius from Listing Office: eXp Realty LLC.

$925,000

3 Beds ⋅ 4 Baths ⋅ 73573776 MLS ⋅ ['Brookfarm Woods'] BLDG.

****Welcome to 923 LAGRANGE ST in WEST ROXBURY"S Desirable Chestnut Hill Section**** Experience luxury living just minutes from Boston in this flawless 3-bedroom, 3.5-bath condo offering exceptional modern comfort and craftsmanship. Designed for today’s lifestyle, the home features a bright open-concept layout, sun-filled living spaces, and plantation shutters throughout for a refined, custom finish. The stunning kitchen showcases high-end cabinetry, premium countertops, and top-tier appliances, seamlessly connecting to the dining and living areas—ideal for entertaining or everyday living. All bedrooms are generously sized, including a beautiful primary suite with a spa-quality bath. Every bathroom has been thoughtfully updated, delivering a crisp, modern aesthetic. A private deck with green space and a versatile first-floor family room/den provide valuable additional living options. Truly move-in ready, this home requires nothing but your furniture. Located in desirable West Roxbury, enjoy convenient access to shops, restaurants, parks, commuter routes, and Boston.

923 Lagrange Unit 923, Boston

Listing courtesy of Listing Agent: Edward Keefe from Listing Office: Conway - West Roxbury.

$339,000

1 Beds ⋅ 1 Baths ⋅ 73560871 MLS ⋅ ['Chestnut Village'] BLDG.

Tucked along the Brookline and Newton line in the highly desirable Chestnut Village Condominiums, this immaculate end-unit one-bedroom, one-bath residence offers an exceptional opportunity for both savvy investors and first-time buyers. Tucked quietly in a corner of the low-turnover, 323-unit complex, the home features freshly painted living and kitchen areas, an updated modern eat-in kitchen, and ample closet space outfitted with a newly installed Elfa storage system. The generous bedroom easily accommodates a bed, two nightstands, and a dedicated workspace. Step out into a serene central courtyard, just steps from the laundry facilities, in-ground pool, and tennis courts. Residents enjoy top-tier amenities, including a playground, BBQ picnic grounds, on-site management, and assigned outdoor parking. Pet-friendly and ideally positioned, this home offers effortless access to Route 9 shopping, dining, and entertainment at The Street, as well as nearby transit options like the #37 MBTA bus, Chestnut Hill T station, and direct routes to the Longwood Medical Area.

38 Westgate Rd Unit 1, Boston

Listing courtesy of Listing Agent: Scott Driscoll from Listing Office: Redfin Corp..

$1,649,000

4 Beds ⋅ 4 Baths ⋅ 73541861 MLS

Fully renovated luxury corner home. This property offers 3 levels of living space. Upon entry is an open floor plan featuring hardwood floors throughout, recessed lighting, 2 zones for A/C, 1/2 bath, cathedral living room w/ electric fireplace, built-ins, a formal dining room with 2 skylight windows, brand new kitchen w/ all SS Cafe appliances, Taj Mahal Island and countertops, instant hot water dispenser, wine cooler, vented hood and pantry. The sliding door from the kitchen leads you to your outdoor space, perfect for barbequing & entraining friends & family. Down the hall, you'll find 2 large bedroom, laundry room, & full bath w/ double sinks. At the end of the hall is the primary suite with cathedral ceilings, walk-in closet, an en-suite bathroom, w/ double sink, heated towel holder, soaking tub, and shower. 3rd floor offers a wonderful office space/play area w/ storage/built-ins. LL has heated floors throughout 2nd living room bedroom, full bathroom, & gym with an infrared sauna.

101 Hackensack Rd, Boston

Listing courtesy of Listing Agent: Vena Priestly from Listing Office: Rise Signature Homes.

$405,000

1 Beds ⋅ 1 Baths ⋅ 73506821 MLS ⋅ ['Broadlawn Park Condominiums'] BLDG.

Location, location!! Experience the best of Chestnut Hill at Broadlawn Park. This top floor 772 sqft one bed unit features a cathedral ceiling, a spacious balcony, and a modern kitchen and bathroom. hardwood floors, modern appliances, granite countertops, your own parking spot (#71) and ample visitor parking. Relax by the pool or socialize at the clubhouse, both recently renovated for your enjoyment. Explore the nearby attractions, including Wegmans, LifeTime, Equinox, Showcase Super Lux, and wonderful restaurants. Commute easily with the Chestnut Hill T Station (Green Line) just minutes away. Don’t miss this opportunity to live in comfort and style. Hardwoods and walk-in closet. A great unit in a great location!

57 Broadlawn Park Unit 14B, Boston

Listing courtesy of Listing Agent: Jeffrey Lieb from Listing Office: Realty Consultants.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.