Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space, and underground parking.
Set off a lovely cul-de-sac, surrounded by woodland and sky, this restored Greek Revival offers grace, modern sustainability, and space for you and yours. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed: a quiet workhorse. A glass-walled garden room with fireplace and woodland views offers needed stillness. A bluestone terrace flows to the private trailhead into the Blue Hills Reservation: 7,000 acres for hiking or exploration. Modern systems — geothermal heating/cooling, solar array, and EV charger — reflect a commitment to sustainability. On 2+ acres of natural beauty, find privacy and peace without sacrifice: the commuter rail, Rts 128/95, Logan Airport within easy reach. Access to Milton's public and the area’s prestigious independent schools makes the address practical and inspiring. This is where sophistication and sanctuary meet.
Welcome to 147 Canton Avenue, a home where historical significance, rich character, and grand proportions come together. From the moment you step into the expansive foyer with its soaring 10-foot ceilings, you can feel the warmth and history of a home that has been deeply loved. Designed for effortless living and entertaining, the main level boasts a stately front-to-back living room with a cozy fireplace, a dedicated office with custom built-ins, a generous formal dining room, and a kitchen that flows seamlessly into an adjoining family room. A practical laundry room, a half bath, and a deep walk-in foyer closet complete this floor. With eight bedrooms and three finished baths spread across the upper levels, there is no shortage of space: Situated on a sprawling, half-acre level lot, the outdoor oasis features a private patio and a relaxing hot tub. The home is equipped with efficient gas heating and an updated 200-amp electrical panel. The Milton Hill location is unbeatable!
This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton’s most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family room with cathedral ceilings and a floor-to-ceiling stone fireplace anchors the home, complemented by a wet bar and direct access to the indoor heated pool and hot tub. An elegant foyer with a curved staircase leads to five well-appointed bedrooms. The expansive lower level offers multiple flex spaces, including a home gym, recreation rooms, and a private theater. Designed for both everyday living and memorable entertaining, this home delivers a rare blend of space, privacy, and resort-style amenities.
Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life’s most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.
Welcome to 901 Randolph Avenue, a beautifully renovated estate set on over an acre overlooking Wollaston Country Club. Offering nearly 5,000 square feet of thoughtfully designed living space, this 4-bedroom, 3-bath home blends luxury, comfort, and functionality. The chef's kitchen features premium Thermador appliances, custom cabinetry, quartz countertops, and a stunning 12-foot island. Multiple living areas, three fireplaces, a dedicated office, gym space, and flexible bonus rooms provide room for every lifestyle. Step outside to your private backyard retreat featuring a in-ground pool, expansive Trex deck, outdoor grilling area, fire pit, and professional hardscaping. Recent updates include new windows, doors, HVAC, roof, flooring, Hardie Board siding, and designer finishes throughout. A rare opportunity to enjoy luxury living in one of Milton's most desirable locations.
Set on a private lane within a five-home enclave, this 10,000+ SF estate is bordered by 7,000 acres of protected land in the Blue Hills Reservation, offering a level of privacy rarely found this close to Boston. Accessed by a stone bridge, the home unfolds across 20 thoughtfully designed rooms with 6 bedrooms and 6 bathrooms. A grand foyer leads to vaulted ceilings, a paneled library with fireplace, multiple living and recreation spaces, a home gym, and a dedicated home theater. The kitchen, equipped with premium appliances, opens seamlessly to a large family room anchored by a floor-to-ceiling stone fireplace. The primary suite features a five-piece bath, steam shower, and multiple walk-in closets. Set on 4+ acres, the grounds include a stone terrace with outdoor kitchen, fireplace, jacuzzi, and mature landscaping. A heated four-car garage, dual driveways, and circular motor court complete the offering. Not just a Milton home; an estate with a Milton address.
Set behind a long approach offering the ultimate in wooded privacy and open lawn, 341 Highland is a classic Milton estate defined by land, light, and enduring craftsmanship. Substantial oak doors, rich paneling, French pocket doors between the living and dining rooms, and multiple fireplaces reflect the home's timeless character. The main living spaces balance scale with everyday comfort. A dedicated first floor office with private entrance off the circular drive and a playroom complement rooms suited for both formal entertaining and relaxed living. The primary suite anchors a generous private wing, while two staircases one with its own private entrance offer flexible circulation throughout. The finished third floor provides au pair quarters alongside space for hobbies, music and creative pursuits. Stone walls, patio areas, and an enclosed porch extend living into the landscape perfect for quiet mornings and memorable sunset views near the Blue Hills. Shown by private appointment only.
Last remaining two bedroom unit in this size and pricepoint! Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space.
Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. This unit has a larger bedroom with double custom closets and room for home office Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space, and underground parking.
Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space, and underground parking.
A bright, spacious two-bed residence with generous open-plan living, a den suited to focused work, and two well-separated bedrooms for extra privacy. The corner aspect brings in soft, consistent daylight, while the private balcony offers an easy connection to the outdoors. Walk-in closets, a laundry room, and ample built-in storage create a home that feels calm, organized, and ready for everyday living.
Opportunity knocks in one of Milton’s most desirable neighborhoods! This classic home at 7 Parkway Crescent offers incredible potential for buyers looking to renovate, customize, and build equity. Set on a spacious lot in a quiet, established area, the property features a flexible floor plan with generous room sizes, hardwood floors, and plenty of natural light. Conveniently located near schools, parks, shopping, and major routes, this property combines a prime location with tremendous upside potential. Don’t miss this rare chance to invest in Milton. The occupant of this house has a life estate.

Milton is located in Massachusetts. Milton, Massachusetts has a population of 28,382. Milton is more family-centric than the surrounding county with 47.49% of the households containing married families with children. The county average for households married with children is 36.79%.
The median household income in Milton, Massachusetts is $153,971. The median household income for the surrounding county is $112,089 compared to the national median of $69,021. The median age of people living in Milton is 39.3 years.
The average high temperature in July is 82.9 degrees, with an average low temperature in January of 18.1 degrees. The average rainfall is approximately 49.6 inches per year, with 45.4 inches of snow per year.