Homes for Sale in 02186

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

Matthew Freeman Coldwell Banker Realty - Milton

Stunning 1920s Colonial—thoughtfully reimagined in 2023 and completely renovated for today’s lifestyle. This turn-key 5-bedroom home combines classic architectural charm with all the major upgrades you could want. Lead paint certified makes it a great option for investment property. Enjoy a bright, quiet interior with energy-efficient triple pane windows, and a modern kitchen featuring white

Anne Fitzgerald William Raveis R.E. & Home Services

Wollaston living at its best - close to the T, Andrews Playground, and with the beach nearby, this classic 1930 Cape has the character and location that rarely line up. Natural light moves through the house all day from every angle, hardwood floors anchor the main level, and a wood-burning fireplace makes the living room the kind of space people gather in. Three bedrooms and the updated full bath

Ashima Scripp Coldwell Banker Realty

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

Timothy Driscoll South Shore Sotheby's International Realty

Set in a peaceful, leafy neighborhood close to schools and everything Milton has to offer, this home boasts quality construction, thoughtful architectural features, high ceilings and a versatile floor plan with ample space for living, working and hosting plus an in-law/guest suite or 1st fl primary . The great room with dining area and fireplace is bathed in natural light from its oversized

Angela Stevenson Compass

Versatility is the name of the game! Set on a private lane on one of Milton's most spectacular lots with lush garden views from every window. This tastefully renovated home started off as a small 2 bedroom house built in 1905. Previous owners thoughtfully added on over time resulting in this expansive Colonial. What sets this house apart is it's 1,036 sqft townhouse style ADU which so seamlessly

Cahill+Co. Team William Raveis R.E. & Home Services

Welcome to 306 Fairmount Ave, a spacious 5-bedroom Colonial set on an oversized lot in Hyde Park. This home offers a flexible layout with generous living space, including a fireplaced living room, additional family and sitting areas, an eat-in kitchen, two full baths, hardwood flooring in multiple rooms, a full unfinished basement, and a 2-car attached garage. With substantial square footage and

Kirsten McEleney KM Real Estate Group

Experience unparalleled scale in this reimagined nearly 5,000 sq. ft. Split-Colonial conversion. Fully renovated within the last 5 years, this estate sits on a rare 1-acre corner lot near Wollaston Country Club. The exterior shines with premium Hardie Board siding, a new roof, and high-efficiency windows. Inside, a chef’s kitchen features a 12-foot waterfall quartz island and professional

Kimberly Ruiz eXp Realty

Convenience, comfort, and character - this thoughtfully updated East Milton Square home blends modern design with timeless charm. A bright and sunny flexible first floor is anchored by a stunning new kitchen featuring high-end appliances, custom built-ins, and abundant natural light. Plenty of space to gather with family and friends in the dining room, unwind by the fireplace and enjoy the

Jessie Younker Corcoran Property Advisors

Welcome to 434 Brook Road, a beautifully preserved storybook home in the heart of Milton, lovingly cared for by only three owners. This 4-bedroom, 2-bath residence offers timeless character and charm, complemented by many recent updates, including fresh interior paint. The large kitchen features high-end stone flooring, stainless steel appliances, stone countertops, and opens seamlessly into the

The Rogers Nosal Group Coldwell Banker Realty - Westwood

On a picturesque tree-lined street in the treasured Columbines neighborhood a classic Garrison Colonial is ideally situated with nearness to Glover and Pierce schools, Milton Academy, Turner's Pond, parks and playing fields, and the Central and Milton Village restaurants and shops. This handsome home greets you with a timeless layout of light-filled elegant living and dining rooms with bay

Lauren Greeley Coldwell Banker Realty - Milton

Nestled in the foothills of the Blue Hills Reservation, with access to 7,000+ acres of protected land and miles of hiking trails, and close to Wollaston Golf Cub, this beautifully updated 5-bedroom, 4.5-bath home offers space, flexibility, and a peaceful setting just 10 miles from Boston. Set on nearly an acre and abutting conservation land, the backyard provides a private retreat ideal for

Beth Rooney eXp Realty

430 Eliot offers the chance to claim your place in a premier neighborhood and make it entirely your own. This classic 1940 Colonial sits on a generous lot and offers a terrific layout. The main level features a convenient mudroom, an open kitchen/dining area, a sunny family room with vaulted ceilings, and a formal living room. Upstairs features three bedrooms with ample closets. The lower level

Erin Feeney Ceres Real Estate

To those who resist being a foregone conclusion — consider this the on-ramp. The move to the suburbs is often framed as a trade: more space, less edge. At 995 Brush Hill Road, that bargain was never struck. This 6,790-square-foot mid-century residence carries its cool quietly — without announcement, without apology. The kitchen sets the tone with top tier appliances, a resort-scale fireplace,

Julianne Bridgeman Ceres Real Estate

Discover upscale living in this stunning 2-bedroom, 2-bathroom luxury condo. This meticulously designed unit boasts spacious, open-concept living with elegant finishes and modern amenities throughout. Featuring an open Kitchen, Dining and Living Room with abundant natural light and ample space for entertaining with a sleek center island, premium stainless appliances and plenty of storage. Modern,

Dodge Tucker

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

Ricardo Rodriguez Coldwell Banker Realty - Boston

Expanded Mission-style ranch in desirable Pope's Pond neighborhood ! This uniquely designed home features hardwood floors, bay windows, and custom woodwork throughout. Bright fireplaced living room opens to an updated kitchen with custom cabinetry, quartz countertops, marble backsplash and stainless steel appliances, oven, stove, hood, microwave and refrigerator. Kitchen overlooks a mid level den

Kathleen Huntington Coldwell Banker Realty - Milton

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

Julianne Bridgeman Ceres Real Estate

Discover the essence of comfortable living at 726 Blue Hill Ave, a welcoming single-family residence in Milton, MA. Built in 1980, this 2088 sq ft home is in move-in condition, offering a seamless transition to your new lifestyle. The heart of this home is a thoughtfully designed kitchen, featuring stone counters top, perfect for both culinary endeavors and casual dining. Entertain with ease in

Betty Mosley Coldwell Banker Realty - Canton

Turnkey renovated two-family home in a prime Milton location! Unit 1 features 2 bedrooms, 1 bath, a living room, dining room, and kitchen—ideal for comfortable living or rental potential. Unit 2 offers 5 bedrooms and 2 updated baths, with a spacious living room, formal dining room, updated kitchen with quartz countertops and stainless steel appliances, plus a second level of living. Both units

Team Galvin The Galvin Group, LLC

A true New England gem that lives like a single-family home while offering the versatility of two charming units. Each residence features a spacious six-room layout, including a formal living room with a classic brick fireplace, an elegant dining room, two well-sized bedrooms, and an eat-in kitchen with a convenient side pantry. A standout feature is the sun-drenched bonus space just off the

Mary Koontz-Daher Weichert Realtors' Daher Companies

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

Stephen Kraunelis Gibson Sotheby's International Realty

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

Cahill+Co. Team William Raveis R.E. & Home Services

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

Timothy Driscoll South Shore Sotheby's International Realty

Set along one of Milton’s most distinguished streets, this Modern Victorian residence blends timeless architecture with refined contemporary living. A classic silhouette, steep gables, and deep porch welcome you home, while 5,600 square feet above grade unfold with intention and warmth. Sunlight pours through tall windows into gracious living spaces designed for gathering and quiet retreat alike.

The Avenue Serhant

Set discreetly on Milton Hill, this architecturally significant contemporary is defined by intention, proportion, and light. Clean, modern lines are softened by warm materials, creating a residence that feels both striking and deeply livable. Expansive glass frames elevated views while preserving privacy, allowing the landscape and skyline to become part of the design. Interior spaces unfold with

Tracy Kok Keith Brokerage, LLC

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

Timothy Driscoll South Shore Sotheby's International Realty

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

Timothy Driscoll South Shore Sotheby's International Realty

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

Timothy Driscoll South Shore Sotheby's International Realty

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

Jason Saphire www.HomeZu.com

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,

Michelle Fermin Century 21 North East

Beautifully Renovated 5 Bedroom Colonial - Where Classic Charm Meets Modern Elegance. Step into timeless sophistication in this tastefully updated home. Newly redesigned to blend traditional character with contemporary luxury. Sun-drenched interiors showcase a grand foyer, coffered ceilings, & gleaming hardwood floors. Brand-new kitchen features granite counters, stainless steel appliances, and

Tatiana Diaz William Raveis R.E. & Home Services

Milton—Rare find! This fully renovated 2016 duplex offers 5 rooms, 3 bedrooms, and 2.5 baths. The first floor features a spacious kitchen with stainless steel appliances, granite countertops, an open living/dining area, and first-floor laundry. The second floor boasts 2 bedrooms and 2 full baths, while the third-floor bedroom includes a walk-in closet. A generous yard is ideal for summer

Paul Rege Kelley & Rege Properties, Inc.