A rare opportunity to own an architecturally significant Arts and Crafts residence in one of Brookline’s most sought-after neighborhoods. Set on three-quarters of an acre within the Chestnut Hill North Historic District, 91 Spooner Road is a distinctive five-bedroom, four-and-a-half-bath residence designed by the renowned architectural firm Putnam & Cox–built as William Putnam’s personal residence. The home was designed around a distinctive interior courtyard and was featured in American Country Houses of Today 1912, underscoring its architectural significance. Dramatically sited atop a high ledge, the property overlooks a wooded landscape to the east, with a rustic path descending toward the street to the north. Cherished by the same family for 60 years, the home showcases thoughtful design, generous proportions, abundant architectural detail, and three fireplaces. The interior courtyard, with screen doors and columns on three sides, brings natural light to the residence. Notable features include a gracious front-to-back entry gallery with brick floors and a sitting alcove; a formal living room with tall ceilings and a striking fireplace with a tiled surround; and a concealed, full-height built-in safe. Additional architectural highlights include a fireplace office or studio with loft, a tree-top sleeping porch with wraparound windows, expansive attic spaces, and separate guest quarters with a full bath. Two pantries, meandering walkways, copper gutters and downspouts, a private terrace, and a whole-house generator further distinguish this exceptional property. Offering an extraordinary opportunity for comprehensive renovation, this property combines architectural provenance, substantial grounds, privacy, and a remarkable natural setting. For those who appreciate historic architecture and envision restoring a residence of enduring character, the possibilities are exceptional. Conveniently located near the Green Line, Route 9, the shops and restaurants at The Street at Chestnut Hill, Roland Hayes Elementary, Brimmer and May, and the Chestnut Hill Schools.
Looking for the perfect place to call home this holiday season? You've just found it! Welcome to an exceptional new construction residence in the heart of Chestnut Hill, where timeless elegance meets modern luxury. Thoughtfully designed with nearly 5,000 sq. ft. of living space, this stunning home showcases exquisite millwork, soaring ceilings, white oak floors, and beautifully curated finishes throughout. An elegant dining room sets the stage for memorable gatherings, while the sun-filled living room features a striking fireplace and sophisticated architectural detailing. The chef's kitchen impresses with custom cabinetry, premium FORNO Espresso appliances, an oversized stone island, and seamless flow into an inviting family room with a contemporary fireplace. A private first-floor office with its own bathroom offers the perfect work-from-home retreat. Featuring 6 bedrooms, 5.5 baths, and a two-car garage, this residence offers exceptional versatility. Ideally situated just off Route 9, minutes from the Longwood Medical Area, with convenient access to the Route 60 bus and Longwood shuttle connections. Enjoy proximity to Life Time Fitness, Chestnut Hill Mall (0.4 mi), Newton Centre T Station (1.2 mi), Hammond Pond Reservation (1.3 mi), and Crystal Lake (1.8 mi). An exceptional combination of luxury, location, and lifestyle. Your next chapter begins here!
Exceptional new construction in Brookline’s coveted Estate Area, set on 1.02 acres with sweeping golf course views. Offering over 6,000 SF of refined living space, this residence showcases timeless architecture and exceptional craftsmanship, beginning with a striking limestone façade, custom wrought-iron entry and circular drive with grand portico. Inside, sophisticated living and entertaining spaces are complemented by two custom kitchens with top-of-the-line appliances and cabinetry. Five en-suite bedrooms, 5 full and 1 half baths, and a heated 3-car garage complete the home. Meticulously designed landscaping surrounds the property, creating a private estate setting rarely available in Brookline. Built by Brookline’s only female luxury home builder, this exceptional residence offers a rare combination of design, quality and setting.
A rare opportunity to experience the very best of luxury living at The Towers of Chestnut Hill, Hammond Pond Parkway’s most distinguished condominium residence. A premier, five-star community, The Towers embodies the essence of sophisticated, maintenance-free Chestnut Hill living. On rare occasions, a one-bedroom residence with 1½ baths becomes available, making this third-floor offering particularly special. Spanning nearly 1,000 square feet, this gracious home showcases exceptional space, abundant natural light, and generously proportioned rooms that create an impressive sense of openness. Residents enjoy an extraordinary collection of amenities designed to complement an effortless lifestyle, including 24-hour concierge service, an indoor heated swimming pool, a newly installed fitness center, clubhouse, two resident lounges, library, pickleball and tennis courts, basketball court, landscaped gardens, gardening club, outdoor fire pit and grilling areas. Additional amenities include a children’s play area, game room featuring ping-pong and foosball, secure package room, bicycle storage, and two elevators. Ideally situated just steps from the Longwood Medical Area shuttle and minutes from Longwood Medical, premier shopping, dining, and everything Chestnut Hill has to offer. A truly rare offering in one of Chestnut Hill’s most iconic luxury condominium communities. 1 deeded garage space included in the sale. Solid investment.
Ideally situated on the carriage lane atop Heartbreak Hill—across from Boston College and adjacent to the scenic Waban Reservoir walking paths—this sun-filled, corner unit 3-bedroom, 2-bathroom residence at The Commonwealth House boasts 2,114 square feet of living space, making it one of the largest units in the building. An expansive open floor plan seamlessly connects a generous dining area and living room anchored by gleaming hardwood floors and recessed lighting, perfect for entertaining or enjoying front-row views of the iconic Boston Marathon running right by the building. The large, modern eat-in kitchen features granite countertops and contemporary appliances. The spacious primary suite offers a walk-in closet and a beautifully renovated en-suite bath with a walk-in shower, while the second bedroom opens onto a private balcony. Complete with an updated HVAC system, newer water heater, in-unit laundry, garage parking, abundant closet space, and an extra-large private storage room, this prestigious elevator building delivers an exceptional blend of scale, comfort, and convenience—just steps to the Green Line T (B branch), with easy access to the Mass Pike, top-rated schools, and local amenities
Tucked away on a quiet Chestnut Hill street, this 1927 classic Tudor is filled with warmth, character, and thoughtful modern updates. With 4 bedrooms, 3.5 bathrooms, central air conditioning, a dedicated playroom, and an attached two-car garage, the home offers plenty of space and everyday practicality without sacrificing personality. A welcoming foyer leads to the formal open living and dining room, while the updated chef’s kitchen connects seamlessly to the family room, creating an easy layout for modern living. A sunny breakfast room provides the perfect spot for casual meals, and just beyond the family room, a deck overlooks the beautifully landscaped backyard, extending the living space outdoors. Upstairs, the primary bedroom is joined by two additional bedrooms, two full bathrooms, and generous storage. The lower level includes a fourth bedroom, laundry room, additional storage, another full bathroom, and direct access to the two-car garage. Fabulous Chestnut Hill location close to the shops and restaurants at The Street at Chestnut Hill, convenient access to Route 9 and just half a mile from the Green Line "T".
Sunlight fills this distinctive penthouse crowning The Farm, with sweeping views of the pond, waterfall, and beautifully landscaped grounds. The spacious living room features a fireplace, built-in bookshelves, and a concealed wet bar, with access to a private balcony overlooking the tranquil setting. The sunny eat-in kitchen is a welcoming space for everyday meals and easy entertaining. Two thoughtfully separated bedrooms provide privacy, and the generous primary suite is a true retreat, with skylights, a dressing area, a full bath, and a separate office. With three full baths in all, the home is comfortable for residents and guests alike. Parking is a luxury in itself: two deeded spaces in the building, plus a separate garage for a third car with room for additional storage. A rare opportunity for carefree living at one of Chestnut Hill’s most sought-after addresses.
Eighth Floor Beauty! Rarely available one bedroom, one- and one-half bath, light and bright unit in the North Building of The Towers of Chestnut Hill. with 24-hour concierge, a deeded parking spot just outside the door, heated swimming pool, recently renovated workout room and more! Set on over 17 lush acres with walking trails galore and just minutes to shopping (Wegman’s, The Street, Chestnut Hill Mall) and medical offices (Longwood, NE Baptist). Move right in or bring your decorating ideas. Thoughtful renovations include granite countertops, generous cabinet space in the kitchen and marble countertop in the half bath. Newer SS refrigerator and in-unit washer/dryer. Amenities include gated entrance, library, game room, pickleball and tennis courts, garden area and two beautiful residence lounges. The ultimate in luxury and convenience, make the Towers of Chestnut Hill your new home!
Welcome to this spacious 2-bedroom, 2-bath condo in a desirable Brookline location! This well-designed home offers a bright and inviting living room, a stylish kitchen featuring stainless steel appliances, and two generously sized bedrooms. The primary suite includes a walk-in closet and private bath. Enjoy your own private deck, along with the convenience of in-unit laundry, additional storage, and 1 heated garage parking space. Residents also have access to an on-site fitness center. Ideally located near The Shops at Chestnut Hill, Wegmans, restaurants, parks, and public transportation, with easy access to major highways, Longwood Medical Area, and downtown Boston. A wonderful opportunity to enjoy comfortable living with everyday
Luxury living at The Farm in Chestnut Hill. Elegant expansive penthouse with over 3000 square feet of gracious living and breathtaking views of the lushly landscaped grounds. This sophisticated property designed by the iconic interior designer Dick FitzGerald presents a skylit entry, soaring ceilings, custom millwork, and oversize windows throughout. A gracious living room with a coffered ceiling flows seamlessly into a handsome study with custom built-ins and access to a private balcony overlooking the picturesque pond and waterfall. The residence offers two bedrooms plus a study, and three and one-half bathrooms. The formal dining room showcases a mural by noted artist James Alan Smith, while the spacious white kitchen is thoughtfully designed with abundant cabinetry and a charming dining area. Oversize primary bedroom with two bathrooms, both with walk-in dressing rooms/closets. In addition, the second bedroom has an en suite bath. Additional amenities include ample closet space plus laundry, garage parking for two vehicles, gym, clubhouse, tennis court, in-ground swimming pool, fourteen meticulously landscaped acres, scenic walking trails, and exceptional on-site management. This beautiful unit in a serene location at The Farm, a highly sought-after community, has convenient access to Chestnut Hill shops and dining, downtown Boston, and transportation.
There are exceptional homes, and then there are properties conceived on an entirely different scale. 55 Singletree is the latter. Perched atop a secluded hill on more than two private acres in Brookline, adjacent to the reservoir, this extraordinary estate offers a rare sense of privacy and tranquility just minutes from Boston. Its elevated position and naturally sheltered setting create remarkable seclusion, with no neighboring homes overlooking the pool or private outdoor spaces. Years of vision, craftsmanship, and investment have been brought to life through an extensive two-phase construction project by Thoughtforms, one of New England’s most respected custom home builders. The result is not simply a residence, but a world unto itself—an estate with the scale and experience of a private resort. The property's commanding elevation captures views toward the Boston skyline, culminating at a rooftop terrace overlooking the city. Across the grounds, architecture and landscape have been conceived as one experience. Water features introduce movement and serenity, expansive outdoor spaces invite both gathering and escape, and a private tennis and sports court creates a level of recreation rarely found so close to the city. Inside, monumental scale meets intimate refinement, with exceptional materials, custom craftsmanship, and thoughtfully designed spaces equally suited for grand entertaining and everyday family life. An estate of this scale, caliber, and extraordinary privacy would be exceptionally difficult to replicate today. 55 Singletree represents a singular opportunity: a secluded residential sanctuary offering remarkable sophistication, recreation, and proximity to Boston.
Charming Colonial in a Coveted Brookline Location! Situated in an excellent neighborhood just a stone’s throw from Allandale Farm, Larz Anderson Park and Brookline's top-rated schools, this 3-bedroom, 1.5-bath Garrison Colonial presents a wonderful opportunity to create your dream home. The property features hardwood floors throughout, garage parking with direct access to the home and a generous lot of over 7,500 square feet. In need of updating, this home offers tremendous potential for renovation, personalization and long-term value in a highly desirable location. A rare opportunity to bring your vision to life in one of Brookline’s sought-after neighborhoods, close to parks, local amenities, hospitals and excellent educational opportunities.
334 Hammond Street presents a rare opportunity to own a distinguished Georgian Revival residence, lovingly maintained and thoughtfully evolved by the same family for the past 25 YEARS. Set back from the road behind its classic brick façade, this circa-1900 home is remarkably understated from the street, revealing an unexpected sense of scale and versatility within. Generously proportioned rooms, beautifully preserved architectural character, and restored Palladian windows speak to the home’s history, while thoughtful updates and a more contemporary rear addition reflect the way it has evolved for modern living. With 8 bedrooms, expansive gathering spaces, and a finished lower level complete with an in-law suite, the floor plan offers exceptional flexibility for family, guests, work, and entertaining. One of the property’s most distinctive features is the detached indoor swimming pool, creating a private retreat that can be enjoyed in every season. Carefully cared for through the years, 334 Hammond Street offers the character and presence of a historic Newton home together with the space and adaptability to serve its next generation for years to come!
What a value—and it’s on the 16th floor - one below the Penthouse level! This sun-drenched 2-bedroom, 2-bath residence offers beautiful treetop views allowing you to enjoy the changing seasons from the comfort of home. A spacious private balcony off the dining area is the perfect spot to enjoy your morning coffee while taking in the scenery and planning your day. The thoughtfully designed floor plan features generous room sizes, abundant natural light, a walk-in closet, eat in kitchen, in-unit laundry, and additional private storage conveniently located on the same floor. Located in one of the most desirable luxury communities on Hammond Pond Parkway, this full-service building offers professional on-site management and 24/7 concierge service. The porte-cochère provides covered drop-off and pick-up, keeping residents sheltered from rain and snow year-round. 1 deeded garage parking space is included. Steps to everything Chestnut Hill has to offer. Solid investment.
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.
Exceptional in scale, craftsmanship & setting, this beautifully constructed 2013 Chestnut Hill home offers 3 gracious levels of living on a substantial lot in a coveted, tranquil cul-de-sac location, combining classic architectural details with sophisticated modern amenities. High ceilings (tray & coffered), wainscoting, crown molding, hardwood floors with distinctive inlay, custom built-ins+ and 3 fireplaces underscore the home’s refined character. Generously proportioned custom windows throughout all 3 levels fill the home with abundant natural light. A dramatic foyer entrance sets the tone with its grand staircase & statement chandelier that opens to the 2nd floor, while French doors introduce the elegant open living & dining room space with gas fireplace. The chef’s kitchen features high-end stainless steel appliances, sleek counters, tile backsplash & generous island with prep sink, wine fridge & microwave. A window-lined dining area flows seamlessly to generous family room with coffered ceiling, cozy fireplace, wainscoting & oversized doors to deck & beautiful rear grounds. A 1st-floor en suite bedroom offers flexibility for guests, office or multi-generational living. Upstairs, the primary suite is a welcome retreat with its gas fireplace, oversized walk-in closet & spa-like bath with soaking tub, large tiled shower, dual vanity & private water closet. The 3 additional bedrooms are each en suite, complemented by a convenient 2nd-floor laundry. The lower level is a destination of its own, with an oversized game room with fully equipped wet bar & golf simulator. Plus, you’ll also enjoy a gym, bonus room & full bath on this level. Golf enthusiasts can take their game outdoors to the private putting green in the generous backyard that also offers its nicely-sized deck, covered patio area & added space to relax & enjoy the serenity of your surroundings. A heated 2-car garage & semicircular paver drive complete this remarkable property, offering exceptional living inside & out in one of Chestnut Hill’s most sought-after locations.
Welcome to 90 Suffolk Road, a truly special Chestnut Hill residence where classic architecture, beautiful proportions, and a warm, welcoming feel come together on approximately one private acre. From the moment you arrive, there is a sense of space, privacy, and timeless elegance that makes this house feel like home. Sunlight fills the gracious main level, where generously sized rooms flow naturally from one to the next. The spacious cooks kitchen is made for gathering, while the elegant living and dining rooms provide the perfect setting for entertaining. A fireplaced den or office offers a cozy retreat, and the living room fireplace adds warmth and character. A beautifully appointed in-law suite with full bath provides exceptional flexibility for guests or extended family visits. A wraparound deck overlooks the expansive grounds. Upstairs, the primary suite is a peaceful retreat, with a spa-like bath, two custom walk-in closets, and beautiful views across the property. Three additional spacious bedrooms and 2 bathrooms complete the second level. The walk-out lower level adds another dimension to the home, with a comfortable family room, playroom, and bonus office space. The grounds are magical—private and lush, and offering a rare sense of space in one of Chestnut Hill's most sought-after neighborhoods. Close proximity to Boston, public transportation, major hospitals, schools, and shopping.
Experience luxury high-rise living at the sought-after Chestnut Hill Condominium! Positioned on the 10th floor, this expansive single-level residence offers 2 spacious bedrooms and 2 full bathrooms. The light-filled layout features rich hardwood floors, an inviting open living room, a distinct dining area, with central air. The fully equipped kitchen. The spacious primary suite highlights plush wall-to-wall carpeting, a large walk-in closet, and a private en-suite bathroom. A second bright bedroom with hardwood floors is paired with a second full bathroom. This unit includes 2 assigned parking spaces, including 1 garage space under the building. Set on 17+ landscaped acres directly behind The Shops at Chestnut Hill, enjoys 24-hour concierge service, security gate access, an indoor heated pool, fitness center, tennis courts, and clubroom. Live close to luxury shopping at The Street, fine dining, Hammond Pond Reservation, and direct Boston transit via Route 9 and the MBTA Green Line. A true turn-key retreat!
What a value! This wonderful corner condo has it all! Completely updated with a newer kitchen and brand new full bath, this delightful home offers so much more! You enter via a welcoming foyer that leads to a spacious fireplaced living room, modern kitchen with gas cooking and SS appliances and a newly renovated bath. The bedroom offers a serene vibe with a good size closet and large windows. This turnkey home has new windows, refinished hardwood floors and is freshly painted! ! Laundry facilities and off-street parking complete this sweet residence. Stellar location-near the Green Line, restaurants, and shops. Go east into Boston or west to get onto major routes. This one is a no brainer!
Majestic Tudor style home in Newton’s highly desirable Chestnut Hill neighborhood! This property boasts architectural details, an abundance of character & timeless charm through its high ceilings, hardwood floors, beautiful moldings and built ins. Enter into an open & airy front foyer with a dramatic center staircase. Resume the tour through a sunken living room boasting coffered ceilings & a gorgeous fireplace, then to the family room w/custom cabinets, dining room with built in window seating & large picturesque windows, a large remodeled EIK with a generous amount of cabinets/counter space and a full bath. The second floor flaunts an open office space, laundry, 2 full bathrooms & 4 generous size bedrooms(one primary suite). The walk up third floor has a gigantic rec room w/ gas fireplace & full bathroom. Basement includes 3 more finished rooms, a half bath & direct access to the garage. Enjoy the outdoors on a large back deck, with great yard space and mature landscaping.
Stylish 3-bed, 2.5-bath townhouse that lives like a single-family home, with a large side and backyard, private front entrance, and peaceful pine tree views. The main level features a spacious primary suite with walk-in closet and newly designed bath with double vanity. The updated kitchen offers a new oven and microwave, granite counters, and bar seating, opening to the living and dining areas with a wood-burning fireplace and beautiful hardwood floors. Sliding doors lead to a private deck, and a half bath completes the main level. Upstairs are two additional bedrooms, a fully renovated bath, and separate laundry room. The finished lower level provides extra living space ideal for a family room or home theater. Additional features include gas heat and cooking, central A/C, a 2-car garage, and two outdoor parking spaces. Convenient to Route 9, Route 128, and the Mass Pike, with Wegmans, Life Time, The Shops at Chestnut Hill, The Street Chestnut Hill, and more nearby.
SELLER OFFERING CREDIT TOWARDS INTEREST RATE BUYDOWN! This lovely single family home is located on a quiet stretch of the parkway, high up and set back, among tall and lush trees for complete privacy. A quality renovation of the kitchen and baths was done in 2008 and well cared for since, making this a turn-key home.The main floor boasts an expansive and flowing floor plan, with lots of large windows. A charming kitchen opens to a large dining area and living area. Additional space in the kitchen allows for a second eat-in area and access to a deck out back and stairs that lead to a wooded and flat outdoor retreat. The hallway off the living room leads to three generous bedrooms and a full bath. The lower level is huge, with endless possibilities for a second living room, a playroom, a home office, an exercise room,, whatever the new owner wishes. A second full bath, large laundry room, big stoarge closet and an additional 350sf of unfinished space complete the lower level. Attached garage. Easy access to all the amenities in West Roxbury Center, Roslindale Village, downtown Boston and the beautiful Arboretum.Walk to T and playground. Easy access to bike path to Boylston St., Faulkner Hospital
Welcome to this sunny corner unit at Hammondswood! Offering two bedrooms plus a separate office and two full baths, the home features a thoughtfully renovated kitchen with generous storage and a sleek, modern aesthetic. Newly installed white oak hardwood floors throughout add warmth, elegance, and a fresh contemporary feel. Additional highlights include two parking spaces in the attached heated garage with elevator access, additional storage, in-unit laundry, and a private patio. This well-managed 2008 concierge building also offers an on-site fitness center. Ideally located directly across from Soule Park and less than half a mile from the T, grocery stores, the post office, and The Street, this home puts the restaurants, shopping, and amenities of Chestnut Hill right at your fingertips. A rare combination of space, style, convenience, and amenities in an incredibly desirable location.
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. 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.
This newly renovated 3 bedroom 2 Bath Chestnut Hill ranch offers all the amenities. This 2,370 square foot home is move in ready and has a great layout for easy living. A brand new kitchen with modern appliances, outside sunroom, and great outdoor patio makes this a wonderful home for entertaining. Additional flex space on the ground floor leaves room for a playroom, home office, or extra room to relax and unwind. Walkable to Putterham circle, close to schools, library and other community spaces. Come see this new home and all that it has to offer.
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%.
