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

$649,000

2 Beds ⋅ 3 Baths ⋅ 73588468 MLS ⋅ ['Newfield Woods'] BLDG.

Welcome to Newfield Woods in sought-after Chestnut Hill! This beautifully updated 2-bedroom, 2.5-bath townhouse offers over 1,400 square feet of stylish, comfortable living across three levels, plus a versatile den/office that could serve as a 3rd bedroom. The sun-filled main living level features refinished hardwood floors, a wood-burning fireplace, recessed lighting, and an inviting living/dining area that opens to the kitchen and private deck overlooking conservation land. Upstairs, enjoy newly installed hardwood floors, a spacious primary suite with private bath, a generous second bedroom, full bath, and abundant closet space. Freshly painted throughout in a warm, neutral tone with updated light fixtures. Additional highlights include central A/C, gas heat, in-unit laundry, attached garage, and an additional assigned parking space. Recent exterior improvements include new composite siding, roof, windows, gutters, landscaping, and more. Pet-friendly and ideally located near West Roxbury Center, Chestnut Hill, shops, restaurants, commuter rail, public transportation, and major medical areas. Seller to pay the current supplemental fee at closing. A wonderful opportunity at an attractive price! Love Where You Live!

95 Anderer Ln Unit 3, Boston

Listing courtesy of Listing Agent: Marcy Blocker from Listing Office: Coldwell Banker Realty - Wellesley.

$875,000

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

PRICE REDUCED! Now offered at $875,000 presenting an exceptional opportunity to own this beautiful condominium at 923 LAGRANGE ST in WEST ROXBURY’S Desirable Chestnut Hill Section. Located at highly sought-after Brook Farm Woods, this exceptional residence delivers luxury living just minutes from Boston. This flawless 3-bedroom, 3.5-bath condo offers modern comfort, craftsmanship, and an unbeatable combination of amenities—including 1 garage space and 2 more deeded parking spots.THIS HOME HAS IT ALL! Designed for today’s lifestyle, the property features a bright open-concept layout, high ceilings, two gas fireplaces, and plantation shutters throughout for a refined custom finish. The stunning kitchen has been recently updated, 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 stunning primary bedroom ensuite with a spa-quality bath and abundant closet storage space. 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. Great location near Chestnut Hill line, commuter rail one mile away, easy access to longwood medical center, enjoy easy access to shops, restaurants, parks and Boston.convenience is unmatched. Truly move-in ready, this home requires nothing but your furniture.

923 Lagrange St Unit 923, Boston

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

$445,000

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.

$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..

$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.

West Roxbury's Chestnut Hill Real Estate

Newest Listings in West Roxbury's Chestnut Hill

How much is your home worth?

How much is your home worth?