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.
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 to breathtaking views of the Chestnut Hill Reservoir in this exceptional open-concept residence at The Waterworks. Floor-to-ceiling windows, soaring ceilings, and an abundance of natural light create a bright and inviting living space designed for both everyday living and entertaining. The chef's kitchen features a Sub-Zero refrigerator, Wolf range, dishwasher, generous cabinetry, and a spacious center island. The sun-filled bedroom offers a peaceful retreat, while the spa-inspired bathroom showcases a glass-enclosed shower. Additional highlights include in-unit laundry, central air, and deeded parking space #68. Residents enjoy outstanding amenities including a fitness center, function room, professional landscaping, snow removal, and attentive on-site management. Ideally located just moments from the Green Line (C & D), downtown Boston, Longwood Medical Area, Coolidge Corner, Newton Centre, and some of the region's finest dining, shopping, and cultural attractions. Experience the perfect balance of serene waterfront living and city convenience in one of Greater Boston's most sought-after communities
Lovely, sunny one-bedroom condo currently configured as a two-bedroom, with the flexible second room also ideal for a home office or den.. The fully renovated interior features an open-concept floor plan, abundant natural light, new flooring, fresh paint, generous closet space, large bedrooms and individually controlled heat and air conditioning. The updated kitchen includes stainless steel appliances, white cabinetry, stone countertops, and a breakfast bar that opens to the living area. The renovated bathroom and flexible layout add comfort and versatility. Additional features include covered carport parking space #67 and additional deeded storage space. The professionally managed elevator building offers an on-site management office, renovated common areas, common laundry, two seasonal outdoor in-ground pools, landscaped grounds, a shared cookout area with grills and polenty of visitor parking. No smoking and no pets. Located near The Street Chestnut Hill and Wegmans, approximately 0.3 mi away, with shopping, dining, and fitness options nearby. The Shops at Chestnut Hill and Bloomingdale’s are approximately 0.9 mi away, Hammond Pond Reservation is approximately 0.8 mi away, and the Chestnut Hill Green Line D station is approximately 0.8 mi away. MBTA Route 60 bus service along the nearby Route 9 corridor provides access toward Kenmore Square and the Longwood Medical Area. Convenient access to Route 9 and I-95. Area schools include Bowen Elementary School, Oak Hill Middle School, and Newton South High School; buyers should verify current school assignments.
Nestled on a quiet street in South Brookline, this charming, multigenerational, home near the Brookline Country Club and Larz Anderson Park, this home provides an opportunity for any investor or family looking to buy in Brookline. The character and charm present a unique opportunity to create your own dream home. The property features hardwood floors throughout. Upon entering, you are greeted to a spacious living room, a functional kitchen, a half bathroom, a dining room, and a sunroom that overlooks your gorgeous backyard perfect for relaxing or entertaining the kids! The second level has a full bathroom, 2 decent size bedrooms and one large bedroom. Basement has lots of storage an attached garage, and one tandem parking space in front. With some TLC this could be your beautiful home and have the wonderful Brookline School District.
Chestnut Hill - Baker School neighborhood. This 9-room brick Tudor pairs classic architectural charm with 3,123 square feet of updated living space, offering 4 bedrooms, 2.5 bathrooms on three levels. A beautifully updated eat-in kitchen, gracious living room with ornate fireplace and dining room set the stage for elegant entertaining. A first floor great room with vaulted ceiling opens to a 31'x19' patio and private backyard. Handsome masonry work throughout the beautifully landscaped outdoor spaces. The finished lower level features a family room with fireplace and stone surround. Direct access garage parking. A prime location near Chestnut Hill shopping and dining. Easy access to Cambridge, Boston, area hospitals and universities.
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. Set in a peaceful, park-like setting, this welcoming community offers comfort, convenience, and an exceptional location.
Fantastic move-in-ready 4 bedroom, 2.5 bathroom in Chestnut Hill. Set on a 15,000+ level private lot, close to schools, shops, restaurants, public transportation, golf & Skyline Park with its trails, playgrounds, fields and other amenities. Filled with natural light, the main level has beautiful hardwood floors throughout, a fireplaced living room, lovely dining room, stainless and granite eat-in kitchen, family room, home office and guest bathroom. Upstairs are 4 very generous bedrooms. and a full hallway bathroom.The primary bedroom has vaulted ceilings, sky lights and, in addition to the large ensuite bathroom, a second separate dressing room with its own sink and vanity. The home's lower level has high ceilings and unlimited potential to be used as a gym, movie theatre or what ever your needs maybe. There is central a/c.The backyard is level and private, with an expansive deck off the kitchen and family room for entertaining. A 2 car garage and large driveway complete this offering
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!
An architectural masterpiece, this stunning custom-built contemporary home showcases modern design at its finest. Featuring soaring ceilings, an open-concept layout, and gallery-style lighting, the home is filled with natural light from expansive walls of windows offering breathtaking views. The gourmet kitchen is equipped with Miele appliances, perfect for both everyday living and entertaining. A fireplaced library on the main level provides a warm and inviting retreat. Enjoy spectacular sunsets from the sunroom or the private second-story balcony off the luxurious primary suite. The finished walk-out lower level offers exceptional additional space, featuring a dedicated gym area, a spacious game room, multiple bonus rooms that can be used as guest rooms, or office spaces, and abundant storage throughout. Step outside to a beautifully landscaped outdoor retreat with exterior stairs leading to a serene, courtyard garden, creating a peaceful setting for relaxation or entertaining.
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.
Experience refined luxury living at The Farm in this elegant, sun-drenched residence featuring a private elevator opening directly into the unit. The expansive living room is framed by oversized windows and a slider to a private balcony with sweeping southwestern treetop and pond views. A sophisticated den with wood-burning fireplace, custom built-ins, and pocket doors offers flexibility as a library or guest retreat. Entertain in the formal dining room or enjoy the spacious eat-in kitchen designed for comfort and function. The oversized primary suite features a spa-like en-suite bath, while the second bedroom also offers a private en-suite. Additional highlights include in-unit laundry, office, garage parking and ample guest parking. Resort-style amenities include a pool, clubhouse, tennis courts, scenic walking trails, and exceptional on-site management, delivering a truly effortless lifestyle. Great proximity to Chestnut Hill Shopping & Restaurants, access to downtown & major routes
Rarely available first-floor residence at Chestnut Hill Towers, one of Chestnut Hill's premier full-service luxury communities. This spacious 2-bedroom, 2-bath home offers approximately 1,300 sq. ft. of comfortable living space with hardwood floors, an updated kitchen with stainless steel appliances, a generous primary suite with walk-in closet and renovated bath with walk-in shower, new bedroom flooring, in-unit laundry, and two deeded parking spaces conveniently located near the unit. A standout feature is the private fenced patio, creating an exceptional outdoor living space rarely found in condominium living. Residents enjoy outstanding amenities including a heated indoor pool, fitness center, tennis and pickleball courts, library, game room, walking trails, 24-hour concierge, on-site management, and beautifully maintained grounds. Conveniently located near The Street, Chestnut Hill Square, Wegmans, Longwood Medical Area, MBTA, and downtown Boston.
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
Bright and spacious 2-bedroom corner unit in desirable Chestnut Hill! This thoughtfully designed home offers an open and flexible floor plan with abundant natural light and exceptional storage throughout. The modern kitchen features stainless steel appliances, ample cabinetry, pantry storage, and hardwood flooring that extends through the kitchen and expansive living areas. Enjoy a private balcony, generous closet space including a large walk-in closet, coat closet, linen closet, and additional basement storage. Covered parking adds everyday convenience. Condo fee includes heat, hot water, water, and sewer. Residents enjoy two outdoor in-ground pools and a cookout area with grills. Outstanding Chestnut Hill location in the Newton school district, just moments from Wegmans, Equinox, The Shops at Chestnut Hill, Bloomingdale's, The Street Chestnut Hill, restaurants, and Longwood Medical Area. Easy access to the #60 bus to Kenmore Square and the Chestnut Hill GreenLine D station.
MOVE IN READY! Sunny and spacious top-floor condo in desirable Chestnut Village offering an ideal combo of comfort, convenience, and value. Oversized windows fill the spacious living room with natural light, creating an inviting setting for everyday living and entertaining. The updated eat-in kitchen provides ample cabinetry and workspace, while the renovated bath features clean, timeless finishes. A generously sized bedroom, excellent closet space, and an efficient floor plan maximize every square foot. Professionally managed, the association fee includes heat and hot water for added convenience. Ideally located near The Street at Chestnut Hill, Wegmans, restaurants, shops, parks, and public transportation, this move-in-ready home offers easy access to everything Chestnut Hill and West Roxbury have to offer.
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.
Move right into this fully furnished, exceptionally upgraded, fully renovated 1 bedroom, 1.5 bath residence with luxury finishes throughout. Features include a designer kitchen with Miele appliances and Aran Cucine Italian cabinetry, in unit Miele washer and dryer, heated bathroom floors, California Closets, quartz window sills, recessed lighting, prewiring for speakers, updated sprinklers, and indoor parking on G2. One of the few units in the building with extensive custom upgrades, offering the feel and finish of a luxury downtown condominium.From the moment you arrive at the elegant circular drive, The Towers of Chestnut Hill offers an unmatched lifestyle of privacy, luxury, and exceptional service. Set on 17 beautifully landscaped acres in one of Chestnut Hill's most desirable locations, residents enjoy 24 hour concierge and doorman service, outstanding amenities, and the peace of mind that comes with a strong, well managed HOA.
Welcome to this well-maintained 2-bedroom, 1-bath condominium offering 770 sq. ft. of comfortable living space in a desirable Chestnut Hill/West Roxbury location. Freshly painted throughout, this inviting home features attractive bamboo/wood flooring and kitchen with solid-surface countertops. Deck/balcony off of living room facing courtyard. The thoughtfully designed layout maximizes space and functionality while providing a bright and welcoming atmosphere. Ample closet space! Bonus - newer Appliances included! Community amenities include an inground swimming pool, tennis courts, and a playground. Included with this unit are two deeded parking spaces, close to entrance. Conveniently located near shopping, dining, parks, public transportation, educational institutions, and MAJOR commuter routes, offering easy access to Boston and surrounding areas. An excellent opportunity to enjoy low-maintenance living in a sought-after location with everyday conveniences close at hand. Did I mention City of Boston Tax Exemption? Bonus!
Welcome home to this impeccably maintained 4BR English Tudor offering the perfect blend of historic charm and modern updates. Set back on a lush 0.43-acre lot, enjoy panoramic views of the Brookline Golf Course directly across the street. This property is entirely turn-key for today’s active family, featuring an expansive 12-room layout with soaring ceilings, a sunlit family room, and central A/C. Outdoor living shines with a classic screened porch and a private brick patio nestled in an oversized, professionally landscaped yard. Situated in a premier neighborhood steps from the acclaimed Baker School (K-8), local shopping at Putterham Circle, and an effortless commute to Longwood Medical Center and downtown Boston. Move right in and enjoy the quintessential Brookline lifestyle!
Brookline’s prestigious Chestnut Hill neighborhood and within one of the town’s top-rated school districts, this 1899 estate seamlessly combines timeless architecture with a full modern renovation. The home offers 6,292 square feet of refined living space across three finished levels, featuring nine bedrooms, four full and three half baths, and two well-appointed kitchens ideal for entertaining or multi-generational living. Newly updated interiors blend classic charm with contemporary finishes, while balconies overlook beautifully landscaped grounds that provide exceptional privacy. A rare opportunity to own a historic Brookline residence perfectly renewed for today’s lifestyle.

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%.