Why rent when you can own? Affordable Chestnut Hill living with incredible amenities AND the potential for significant property tax savings! Qualified owner-occupants may be eligible for the City of Boston residential tax exemption, making this an even more attractive opportunity to own in one of the area’s most desirable locations.Welcome to 35 Westgate Road, Unit 6, where exceptional value meets convenience, comfort, and lifestyle! Ideally positioned as a TOP-FLOOR CORNER UNIT, this sun-filled 2-bedroom, 1-bath condo offers high ceilings, added privacy, beautiful natural light, and luxury vinyl plank flooring throughout. The spacious living room opens directly onto your private balcony overlooking the beautifully landscaped courtyard—perfect for morning coffee, summer evenings, or simply enjoying the peaceful surroundings.The amenities truly set this community apart! Enjoy an laundry on site, in-ground swimming pool, tennis courts, playground, outdoor grilling areas, beautifully maintained grounds, and TWO deeded parking spaces—a fantastic combination of conveniences rarely found at this price point in Chestnut Hill.Location is everything! Enjoy proximity to Chestnut Hill’s exceptional shopping, restaurants, and everyday conveniences, along with easy access to Boston, public transportation, major routes, renowned hospitals, colleges, and universities.Whether you’re ready to stop renting and start building equity, searching for a convenient Boston-area home base, downsizing without sacrificing amenities, or exploring an investment opportunity, this property delivers an outstanding combination of affordability, location, and lifestyle. Don’t miss your opportunity to own in Chestnut Hill at an exceptional value!Residential tax exemption eligibility and savings are subject to City of Boston requirements and the applicable tax year. Pet friendly- dogs under 30 lbs welcome
Welcome to this exceptionally maintained 2-bedroom, 2-bath condominium in a prime Chestnut Hill location. Filled with natural light and featuring high ceilings and hardwood floors throughout, this inviting home offers an ideal combination of elegance, comfort, and convenience. The spacious living room is anchored by a cozy gas fireplace and large windows that flood the space with sunlight. An eat-in kitchen with stainless steel appliances opens seamlessly to the dining area, creating a wonderful layout for both everyday living and entertaining. The thoughtfully designed floor plan includes a generous primary bedroom suite with an en suite bath and custom fitted closets, a well-proportioned second bedroom, a second full bathroom, and the convenience of in-unit laundry. Enjoy seamless indoor-outdoor living with two private patios, perfect for morning coffee, al fresco dining, or relaxing at the end of the day. Additional highlights include two garage parking spaces and dedicated garage storage, providing exceptional convenience and value. Ideally situated near The Street at Chestnut Hill, Chestnut Hill Square, restaurants, shopping, the Green D line, and major commuter routes, this exceptional residence offers the best of one of Greater Boston's most sought-after neighborhoods.
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.
Exceptional single-level residence at The Farm, one of Newton's premier luxury condominium communities. This spacious 3-bedroom plus den, 2½-bath offers an ideal floor plan with generously sized rooms, gleaming hardwood floors, and abundant natural light.The eat-in kitchen flows seamlessly into the expansive living and dining rooms, creating wonderful spaces for everyday living and entertaining. The luxurious primary suite features a spa-like bath, generous closet space, and tranquil views of the beautifully landscaped grounds. Two additional bedrooms and bath complete bedroom wing. A versatile den, perfect for a home office or library, complete the layout.Step onto the private balcony overlooking lush, country club-like grounds—a peaceful setting to relax and enjoy the scenery. Additional highlights include clubhouse, in-unit laundry, direct elevator access,two car garage parking, professional on-site management, and exceptional amenities.Ideally located within walking distance of shops.
Set along one of Chestnut Hill’s picturesque tree-lined streets, this handsome brick Tudor offers a thoughtful blend of classic architecture, generous proportions & comfortable everyday living. A welcoming foyer introduces elegant living & dining rooms with hardwood floors & distinctive period details, while the spacious eat-in kitchen, with abundant cabinetry, updated appliances & wet bar, opens naturally to a relaxed family room with direct access to the backyard. Upstairs, four well-proportioned bedrooms include a generous primary suite overlooking the backyard, complete with a sizable walk-in closet & ensuite bath. A second ensuite bedroom, along with two additional bedrooms, provides flexibility for family, guests or a home office. The lower level offers versatile space for recreation, hobbies, storage or future expansion, with convenient access to the garage. Outdoors, a tiered backyard creates a private setting with a pool, deck & lawn, offering multiple spaces for entertaining, relaxing & enjoying the warmer months. Fresh paint, new and refreshed flooring & an updated back deck enhance the home’s appeal while preserving its distinctive character. Ideally situated in the Baker School District, with easy access to Route 9, shopping, dining & the amenities of Chestnut Hill, this is a home with both an inviting sense of place & room to make it your own.
Tucked at the end of a desirable cul-de-sac in Chestnut Hill, this classic shingle-style residence offers four beautifully finished levels of living with a timeless traditional design. Hardwood floors, gracious room proportions, and a warm, inviting floor plan create a home equally suited for everyday living and entertaining.Featuring 6 bedrooms and 6 full bathrooms, the residence offers exceptional flexibility for family, guests, home offices, and additional living spaces. The finished walk-out lower level adds another dimension of usable space with direct access outdoors, while the three-car garage provides both convenience and ample storage.Beautifully landscaped grounds enhance the home’s curb appeal and sense of privacy, with the property set on approximately 25,000 square feet of land. Combining substantial living space, classic New England architecture, and a sought-after Chestnut Hill cul-de-sac location, this is a special opportunity to enjoy comfort, scale, and timeless character.
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.
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, 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 213 at the Imperial Towers is Chestnut Hill living at its finest!
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!
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.
TWO CAR GARAGE: This exceptional contemporary townhome offers 3,193 square feet of sophisticated living space in the heart of Chestnut Hill. Located in the highly desirable Brookline school district, this four-bedroom, four-and-a-half-bath residence combines refined contemporary design, premium finishes, and the comfort of single-family living with the convenience of condominium ownership.Bathed in natural light from oversized black-framed windows, the open-concept main level features 8-inch white oak hardwood flooring, soaring ceilings, and a beautifully appointed chef's kitchen with custom cabinetry, quartz countertops, premium stainless steel appliances, a six-burner Bosch gas range, and an oversized center island overlooking the dining and living areas. Sliding glass doors open to a private patio and fenced yard, creating seamless indoor-outdoor living, while a stylish tiled powder room completes the main level.The second level features two spacious en-suite bedrooms, including a luxurious primary suite with a custom walk-in closet and spa-inspired bath featuring elegant tilework and a frameless glass shower. The top level offers two additional en-suite bedrooms, a striking glass-enclosed office, and a dedicated laundry room.Additional highlights include designer lighting, a tiled mudroom with custom built-ins, abundant storage, and two assigned heated garage parking spaces.Moments from The Street Chestnut Hill, Chestnut Hill Square, Hammond Pond Reservation, Skyline Park, Route 9, Longwood Medical Area, and downtown Boston. Never occupied, this extraordinary residence offers a rare opportunity to own a turnkey luxury home in one of Brookline's most sought-after neighborhoods.
Wake up each morning to breathtaking sunrise views from this spectacular 12th-floor, 2-bedroom, 2-bath residence at the prestigious Towers of Chestnut Hill. This beautifully maintained home offers spacious living, with in-unit laundry. Enjoy an unmatched lifestyle with exceptional amenities, including a 24-hour concierge and doorman, an indoor heated swimming pool, fitness center, pickleball and tennis courts, and 17 acres of beautifully landscaped grounds. Perfectly located just steps from The Shops at Chestnut Hill and the Longwood Medical Area shuttle, with easy access to Boston, this residence offers the ideal combination of privacy, luxury, and convenience. Enjoy true maintenance-free living with professional on-site management and maintenance staff dedicated to providing outstanding service. Whether you’re looking to downsize without compromise or simply embrace a carefree lifestyle, the Towers of Chestnut Hill delivers elegance, comfort, and exceptional value.
Well-maintained second-floor condo in the desirable Woodside community of Chestnut Hill, featuring a bright, open floor plan with an eat-in kitchen, oversized living room, updated finishes, hardwood floors, and recessed lighting. Ideally located near shopping, restaurants, grocery stores, Route 9, the Green Line D branch, Longwood Medical Area, parks, and downtown Boston. Amenities include one deeded parking space, guest parking, an outdoor pool, tennis courts, and on-site laundry. The condo fee covers heat, hot water, water/sewer, snow removal, and grounds maintenance. The seller will pay the special assessment before closing. Brand new electric panel installed Aug 2026. Set in a peaceful, park-like setting, this welcoming community offers comfort, convenience, and an exceptional location.
Welcome to The Fairways, a sought-after community in the heart of Chestnut Hill, adjacent to Newton Commonwealth Golf Course. This beautifully maintained residence offers 2,230 square feet of thoughtfully designed living space across two levels. Sun-filled interiors feature high tray ceilings, decorative moldings, and a wood-burning fireplace. Recent capital improvements include a brand-new HVAC system (2025), newer windows and sliders, and a completed building envelope renovation, offering lasting value and exceptional peace of mind. The spacious primary suite features a spa-inspired bath with heated floors. Enjoy multiple private outdoor spaces, including an elevated deck with treetop views, a fenced yard, and front patio, plus access to the in-ground pool. Complete with a detached garage and an additional parking space, this home offers sophisticated, low-maintenance living. Welcome home!
Completely and wonderfully renovated 12th floor unit boasts generously sized rooms, beautiful natural light and a stunning Boston skyline view. The Towers offers amenities, service, privacy and luxurious living. The fully equipped building includes a heated indoor pool and a newly upgraded fitness center. Enjoy premium amenities including a 24/7 doorman for added convenience. Situated mere minutes from Longwood, Back Bay, Beacon Hill, South End, and Coolidge Corner, this property also comes with a dedicated garage parking space.
Welcome to this bright and spacious 1-to-2-bedroom condominium located in the highly desirable Hammond Park complex in Chestnut Hill. This 2nd floor unit offers an expansive and flexible floor plan, balcony, plenty of storage space, including walk in closet. The modern kitchen offers stainless steel appliances, granite countertop, pantry and tiled floor. Updated bathroom. Resent improvements include 2025 luxury engineered floor throughout and 2025 installed wall AC units in both bedrooms. 1 carport parking space adds flexibility and convenience. Steps to The Street, Wegman's, Bloomingdale's, Equinox, shops, restaurants, etc. Easy access to Green Line and #60 Bus.
Prepare to be impressed by this beautifully renovated 4 Bed 3 Bath mid-century modern ranch in Chestnut Hill Brookline on the edge of the golf course! Set on over a half acre of beautiful landscaping surrounding the flat back yard lead to the golf course. Breathtaking renovations highlight modern living with soaring exposed beam ceilings, a dramatic living room with a wood-burning fireplace, and a wall of windows overlooking the screened porch, deck, and tranquil Japanese rock garden. The renovated kitchen features sleek cabinetry, updated countertops, appliances, a peninsula, pantry, and eat-in area. The main level offers three spacious bedrooms, including a large primary suite, while the finished walkout lower level includes a great room with kitchenette, fourth bedroom, full bath, studio, bonus room, patio access, and abundant storage. Perfect location with quick access to 9 & I-93 and a quick hop to local restaurants, shopping, Wegman's, and much more!
Chestnut Hill - Unique first floor 1 bedroom with family room, full dining room, eat in kitchen and 1 bath.Air conditioned, updated kitchen with white cabinetry, vinyl flooring, and corian counters Excellent closet space with additional storage in the basement. Elevator,1 assigned parking space, as well as available guest parking. Ideal south//west exposure and open concept floor plan allows natural all day bright light or sunlight year round. Professionally managed with an on sight office. Access to 2 outdoor, inground pools as well as a cookout area complete with grill. Great location, Newton Schools, walk to Wegmans, Equinox Fitness, C.H.Mall, Bloomingdales, The Street and more. Easy commute to Longwood Medical, #60 bus to Kenmore Square, close to C.H, Green Line T-Stop, Needs some TLC / decorating
NEW PRICE! Exceptional value in Chestnut Hill! Bright and spacious 2-bedroom corner unit offering a wonderful combination of space, location, and convenience. Condo fee is $801/month and includes heat, hot water, water, and sewer. The OPEN and FLEXIBLE floor plan is filled with natural light and offers exceptional storage throughout. The modern kitchen features stainless steel appliances, ample cabinetry, pantry storage, and hardwood flooring that continues through the expansive living and dining areas. Step outside to your private balcony or enjoy the convenience of a large walk-in closet, coat closet, linen closet, and additional basement storage. Covered parking is another valuable feature. Residents enjoy beautifully maintained grounds, two outdoor in-ground pools, and a cookout area with grills. The Chestnut Hill location is hard to beat—just moments from Wegmans, Equinox, The Shops at Chestnut Hill, Bloomingdale's, The Street Chestnut Hill, restaurants, and the Longwood Medical Area. Convenient access to the #60 bus to Kenmore Square and the Chestnut Hill Green Line D station. Located in the Newton school district. With its new price, corrected $801 condo fee, covered parking, generous living space, and prime Chestnut Hill location, this home deserves another look!
Welcome to Imperial Towers in the heart of Chestnut Hill. This bright & spacious one-bedroom offers approximately 800 sq.ft. ft. of comfortable living with an open-concept layout ideal for everyday living and entertaining. The updated kitchen features quartz countertops, stainless steel appliances, and a gas range, flowing seamlessly into the dining and living areas. Large windows provide abundant natural light, while the generously sized bedroom offers ample closet space & peaceful views of the landscaped grounds. A well-appointed bath, extra storage space, & deeded parking spot complete this move-in-ready home. Enjoy full-service living with 24-hour concierge, professional on-site management, renovated lobby, outdoor pool, fitness/yoga room, clubroom, library, elevator, and laundry on every floor. Conveniently located near the shops at Chestnut Hill, Wegmans, restaurants, public transportation, major highways, leading hospitals, and downtown Boston.
Exceptional 2016 brick Colonial offering 6,359 sq. ft. of beautifully finished living space with 6 bedrooms, 6.5 baths, including a main-level bedroom suite, and a heated 3-car garage. Set on a private, professionally landscaped .38-acre level lot on a quiet, tree-lined street in desirable Chestnut Hill, this meticulously maintained home offers generous scale, modern amenities and move-in-ready condition.A grand two-story foyer introduces the light-filled main level, where 10' ceilings, hardwood floors and detailed millwork complement well-proportioned rooms. An elegant living room with fireplace connects to the formal dining room and a butler’s pantry with sink, dishwasher and extensive cabinetry.The open kitchen features a center island, premium appliances, custom cabinetry and dining area, and flows directly into the spacious family room with fireplace and floor-to-ceiling windows overlooking the grounds. French doors open to stone patios and the expansive lawn perfect for outdoor entertaining. A powder room and mudroom with built-in cubbies and access to the garage complete this floor.Upstairs, hardwood floors continue throughout. The spacious primary suite features a fireplace, large walk-in closet, generous bath and oversized windows overlooking the grounds. Four additional bedrooms, including two with ensuite baths and one currently used as an office, plus a full bath, laundry room and open landing with Juliet balcony complete the second floor.The expansive finished lower level provides additional space for recreation, work and entertaining, including a home theater/game room with bar, exercise room, private office, full bath, wine room ready for customization and ample storage, with bulkhead access to the backyard.Solar panels installed in 2026 provide energy savings and net-metering benefits. Convenient to public and private schools, shopping, dining, golf, and Boston, this substantial Chestnut Hill residence offers an exceptional combination of space, privacy, condition and modern functionality.
Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.
Stunning condo now available at Hammond Pond Place! 2 bedrooms, 2.5 two bath home located within walking distance to The Street, Chestnut Hill's premier shopping area with upscale retail, restaurants & wine bars. Conveniently, located near the Green line. This home features an open floor plan, hardwood floors throughout, custom closets and a spacious dining room! The kitchen features stainless steel appliances, quartz counters, a spacious breakfast bar and upgraded cabinetry. The primary bedroom has an en-suite bath with marble walk-in shower and marble top double vanity. Guest bedroom and 2nd full bath with designer tile and bathtub/shower combo. In addition to the two full bathrooms, there is a private half bathroom for guests. This condo comes with two garage parking spaces next to one another and a large storage space. There is a fully equipped fitness center onsite. This home has in unit laundry, and features a private outdoor terrace. Pet friendly building with elevator.
Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level with separate entrance offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb Chestnut Hill location with easy access to Boston, shopping, dining and Medical Centers.
Spacious and sun-filled 4th-floor residence featuring an open-concept layout, modern kitchen with granite countertops, stainless steel appliances, and a large center island. Bright living and dining areas lead to a private balcony with serene views. The oversized primary suite offers excellent space, hardwood floors, and an en-suite bath. Flexible layout easily accommodates a home office or guest space. Three deeded garage parking spaces and a private storage unit.Prime Chestnut Hill location near Wegmans, The Shops at Chestnut Hill, dining, and major routes.
Chestnut Hill is located in Massachusetts. Chestnut Hill 02467 is more family-centric than the surrounding county with 40.64% of the households containing married families with children. The county average for households married with children is 35.9%.
