Welcome to this sun-filled top-floor 1-bedroom, 2-bath residence at sought-after Milton Landing with garage parking. An updated kitchen opens to bright living spaces with beautiful hardwood floors, ideal for everyday living and entertaining. The spacious primary en suite offers a comfortable retreat, complemented by in-unit laundry for added convenience. Residents enjoy a concierge-hotel lifestyle with a fitness center, library, and on-site restaurant. Step outside to peaceful nature walks, bird watching, and miles of scenic biking trails, or water activities along the Neponset River, with hiking and equestrian recreation in the nearby Blue Hills. The trolley provides easy access to downtown Boston in minutes, connecting you to renowned universities, hospitals, world-class museums, dining, and theater. This is elevated living at its finest, offering the perfect blend of easy living, with nature and accessibility to city life just outside your door.
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.
Prime Milton value-add opportunity with rare upside & a potential additional bonus home in the rear. Attached single-family, townhouse-style property ready for a straightforward cosmetic renovation ideal for investors, contractors, and savvy buyers looking to create immediate equity. Strong bones and layout allow for efficient repositioning and multiple exit strategies: fix-and-flip, long-term rental, or end-user renovation in one of Greater Boston’s most desirable suburbs. Milton offers top-tier schools, close proximity to Boston, and access to outdoor trails and amenities. There is a bonus fully constructed rear structure offering additional potential value. Buyer to perform all due diligence regarding zoning and allowable use of rear building. Proper permitting will be required to get the 2nd house in the rear approved. Opportunities like this in Milton are limited. CONTACT NOW FOR DETAILS AND SHOWINGS!
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.
Looking for a home with historical significance? A home with character, charm, and lots of space? 147 Canton Avenue has arrived. Guests are greeted by a large foyer, 10-foot ceilings, and a sense that lots of love has lived here. The first floor features a front-to-back living room with a fireplace, an office with built-ins, a large dining room, a kitchen with an adjoining family room, a laundry room, a 1/2 bathroom, and a walk-in foyer closet. The second floor has six bedrooms and two bathrooms. The third floor has two additional bedrooms and a bathroom. The basement is partially finished (not heated) and offers a bathroom, gym, and access to the two-car garage. The home is gas-heated and has a 200-amp electrical panel. Outside, there is a hot tub, a patio, and a sprawling 1/2-acre lot. The Milton Hill location is perfect, within walking distance of Milton Academy, Glover School, Turners Pond, the Central Square and Milton Village shopping areas, and the trolley. Come and fall in love
First time offered in over 40 years, this exceptional Milton home presents a rare opportunity to own a spacious and versatile property in one of the area’s most sought-after neighborhoods. This lovingly maintained home offers exceptional flexibility with a full in-law apartment and separately metered utilities. Ideal for extended family living, multigenerational households, or potential income opportunities, features include hardwood floors throughout, 2 updated kitchens, 2 full updated baths, oversized detached garage, and parking for 6+ cars on an expansive 11,465 sq ft lot. Walk to local favorites like Steel & Rye and El Barrio Mexican Grill. Outdoor enthusiasts will enjoy nearby green spaces including Neponset River Reservation and Turners Pond .Located close to Milton Village and Lower Mills it offers a major commuter advantage as the MBTA bus line is conveniently located right outside the home, providing easy access to nearby trolley service, Boston, and surrounding communities.
Want to live on a quiet cul-de-sac and still be 6 miles from downtown Boston? Welcome to 13 Cantwell Road in Milton's Columbine neighborhood. This home delivers space, style, and character that's increasingly hard to find. A welcoming entrance and graceful staircase set the stage from the moment you arrive. Hardwood floors and timeless charm carry throughout. The main level offers a living room, den, dining area, and kitchen bathed in natural light through large, elegant windows. Four bedrooms and 2.5 baths offer room for everyone to spread out. The primary suite features soaring ceilings, an en suite bath, dedicated laundry, and multiple closets. A partially finished basement adds flexible space for a home office, gym, or playroom. The Milton Trolley is within walking distance, connecting you to the Red Line and the city with ease. Shields Park, the Neponset River Trail and Turners Pond are all a short walk away. This is Milton living at its finest.
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.
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 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.
There are homes that welcome you, and then there are homes that claim you. From the moment you step inside, this Milton Hill original announces itself—high ceilings, sweeping wall spaces, hefty moldings, an irresistible personality. Set on a lush acre, this residence has only grown more compelling with each refinement. Grand wall spaces beg for the art you've been waiting to hang, while a sense of graciousness moves through every room like a long exhale. A renovated eat-in kitchen is beautiful and deeply livable—mornings full of promise, evenings that stretch long. Every thoughtful update (windows, electrical, roof) honors what the house has always known about itself. Interior life unfolds over 4,300sf, 5+ bedrooms and 3.5 baths. And just beyond your door: Milton Academy, Glover School, Steel & Rye, the trolley. This is a home for someone who understands that where you live shapes how you live — a backdrop for the art, the dinners, the mornings in the garden, a life available here.
Majestic and truly one of a kind, this exceptionally private equestrian estate is nestled behind gates within the Blue Hills Reservation, offering direct riding access to over 7,000 acres of protected landscape and year-round outdoor pursuits. Set on more than eight tree-lined acres, the grand compound includes a masterfully constructed main residence, carriage house, expansive garage, and beautifully appointed stables. Designed for both refined living and effortless entertaining, the home features a stunning chef’s kitchen, a soaring vaulted great room with an impressive fireplace and hearth, and seamless indoor-outdoor flow to a covered outdoor kitchen and generous fire pit terrace beneath the stars. Located moments from the prestigious Milton Academy and within easy reach of both Boston and Providence, this extraordinary offering delivers rare privacy, scale, and sophistication in a setting that is simply unparalleled.
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.