Blending timeless character with modern versatility, this charming Milton home showcases beautiful original dark woodwork and a classic fireplace mantel. The spacious eat-in kitchen offers abundant cabinetry and a large butler’s pantry for exceptional storage and prep space. A first-floor den provides the option of a fifth bedroom, ideal for guests, a home office, or multigenerational living. The expansive third floor offers endless possibilities as a family room or office, featuring four skylights, exposed beams, ceiling fans, wall-to-wall carpeting, and built-in bookcases, with space to create two rooms if desired. Outside, the fully fenced backyard provides a private setting for entertaining, pets, and outdoor enjoyment. Set on a quiet dead-end street with convenient access to public transportation, downtown Boston, dining, bike trails, and recreational amenities. *OFFER DEADLINE is Mon 6/22 at 6pm.
Beautiful Colonial situated on a large corner lot, blending timeless character with modern updates. This charming home features 3 bedrooms and 1.5 baths plus an office, a renovated kitchen , gleaming hardwood floors, high ceilings, and exquisite period details throughout. Central air and heat and gas fireplace. Enjoy relaxing on the inviting wraparound porch or entertaining on the spacious rear deck overlooking the yard. Ample off-street parking accommodates up to 5 vehicles. A perfect combination of classic elegance, space, and convenience—this is a home you won't want to miss.
Welcome to this conveniently situated property in East Milton Square. This neighborhood offers the perfect blend of suburban charm and urban accessibility; this home is located just steps away from local shops, restaurants, cafes, grocery stores, and other everyday conveniences.The property features a spacious and private backyard, providing open space for outdoor entertaining. This 4 bedroom, 2 full and one half bath, and a finished basement is found in the heart of East Milton. This home is ready to be your nest chapter - schedule a viewing today!
Get ready to fall in love with this sweet and stylish Cape bursting with personality! Step inside and you're instantly welcomed by rich hardwood floors and sun-splashed rooms that make every space feel bright, cheerful, and full of life. This home has that perfect mix of cozy charm and open, airy vibes.Location? It doesn't get much better. Set in a popular, convenient neighborhood, this gem abuts the scenic Neponset River Bike Path and is just moments from the Capen Street Red Line trolley stop, offering easy access to Boston, recreation, and the outdoors.Outside, an expansive tree-lined backyard with an in-ground pool creates the perfect setting for summer barbecues, pool parties, yard games, and relaxing evenings on the deck.Adorable, affordable, and move-in ready, this is a home that delivers charm, convenience, and feel-good energy from the moment you arrive.
The one you've been waiting for! Beautiful and versatile 3-bed, 1.5-bath Colonial on a spacious corner lot offering classic charm and modern updates in one of Milton's most desirable neighborhoods. Gorgeous hardwood floors throughout. The main level features a front-to-back living room with wood-burning fireplace opening to deck and backyard, formal dining room, and an updated kitchen with quartz countertops, center island, tile backsplash, and new range and microwave. A perfectly positioned half bath completes the first floor. Upstairs offers 3 spacious bedrooms and a classically designed full bath. Sliders off the living area lead to a 26' x 16' cedar deck with lush, manicured landscaping and summer privacy. Partially finished basement with cedar closet - ideal for home office, gym or playroom. Gas heat, attached garage and 100-amp electric. Convenient to the Blue Hills, top-rated schools, public transportation and commuter routes. Open Houses start Thursday 6/18/26!
Curb appeal that stops you in your tracks. This classic 1929 Colonial sits proudly on a corner lot in Milton's coveted Columbines neighborhood, where tree lined streets and lush colorful gardens and flowers greet you before you even reach the front door. Step inside and the light does the talking, sun filled rooms all day long, with gleaming hardwood floors carrying that warmth from room to room. Every space here is a generous size with high ceilings and endless character. This easy, livable layout that gives you room to spread out, entertain, and comfortably live. If you know Milton, then you know how special this location is, it's the whole package. Located across the street from Kelly Field and Playground an 11 acre park. Plus you are minutes to Turner's Pond, Glover school and an easy stroll to the Trolley Line, ideal for those commuting into the city. If you are looking for updated, neighborhood plus amenities, I am here to tell you, you can have it all!
Lovingly maintained by the same family since 1949, this charming 3-bedroom home offers a rare opportunity to own a piece of Milton history. Set on a beautiful private lot abutting peaceful woodlands, the home blends timeless character with thoughtful updates. The updated kitchen opens seamlessly to the main living areas, while the stunning family room with soaring vaulted ceilings and abundant natural light creates the perfect space to gather and entertain. Recent improvements include mini-split systems (2019), a new roof, new chimney, and upgraded 200-amp electrical service (2023-2024). Enjoy the serenity of your backyard retreat while being just moments from Milton Village with shops, restaurants, parks, and MBTA transit. Offering the perfect balance of privacy, convenience, and pride of ownership, this is a truly special home in one of Milton's most desirable locations.
Welcome to this beautifully maintained and charming Colonial, where classic character meets modern convenience. Relax on the spacious front porch or entertain on the private back patio surrounded by lush gardens filled with peonies, allium, lilies, and stunning roses.Inside, you'll find a spacious updated chef’s kitchen featuring granite countertops, custom cabinetry, and abundant storage. Just off the kitchen is an oversized dining room, perfect for family gatherings and entertaining. The inviting living room offers a comfortable space to relax and unwind.The second floor features a generous primary suite with double closets and the convenience of second-floor laundry, plus two additional bedrooms. The third floor offers two versatile bonus rooms ideal for a home office, playroom, or guest space. Conveniently located near schools, shopping, dining, and major commuter routes, this move-in-ready home is an opportunity you won’t want to miss.
Some homes ask you to choose. This one doesn't. Set on a private half-acre corner lot, this three-bedroom, three-bath Milton home is move-in ready and freshly painted throughout. Hardwood floors run the length of the main level. The living and dining areas open to one another, anchored by a sunroom and a bright kitchen with granite counters and stainless steel appliances. A finished lower level with a full bath offers room to spread out. Guests. A place to gather. A home office that stays separate when it needs to. Separation without distance. Two fireplaces. An oversized two-car garage. Central air-conditioning. The everyday details are handled. A fully fenced yard with a stone patio, pond, and retractable awning. Quiet when you want it. Ready when you don't. Minutes from Milton Academy, the Blue Hills, Wollaston Golf Club, Houghton's Pond, and Route 93. Space, comfort, and room to grow are yours for the taking.
Rarely does an opportunity arise on this coveted cul-de-sac one block from East Milton Square. This meticulously maintained Colonial offers exceptional living space with a spacious living room just off the kitchen, featuring cathedral ceiling with an abundance of natural light. Hardwood, marble, and tile flooring add timeless elegance throughout. The finished lower level provides versatile bonus space ideal for a media room, fitness area, home office, or playroom. Outdoor living is equally inviting, with a large brick patio overlooking the beautifully maintained grounds—perfect for relaxing, and hosting gatherings. Additional highlights include central air, heated two-car garage, and an irrigation system for effortless landscape maintenance. Offering potential for a first-floor primary suite and/or in-law accommodations, this home provides flexibility to meet a variety of lifestyle needs. Enjoy convenient access to Milton Square, local shops, restaurants, and public transportation.
Perched atop prestigious Milton Hill and set on nearly an acre of beautifully landscaped grounds, this extraordinary estate offers over 7,500 square feet of refined living space. A dramatic atrium foyer welcomes guests into elegant interiors featuring rich hardwood floors, soaring ceilings, and exceptional craftsmanship throughout. Designed for both grand entertaining and everyday living, the home includes a chef’s kitchen, wood-paneled library, media room, and temperature-controlled wine cellar. The luxurious primary suite serves as a private retreat with natural light and a spa-inspired bath, while four additional bedrooms provide ample space for family and guests. Outdoors, a resort-style setting awaits with a sparkling pool, cabana, expansive patios, and manicured grounds ideal for entertaining or relaxation. Complete with a three-car garage and offering the perfect balance of privacy and convenience, this residence is just minutes from Boston, renowned schools, and amenities.
Set in one of Milton's most desirable neighborhoods, this thoughtfully designed home offers exceptional space, flexibility, and upscale finishes throughout. At its heart is a high-end chef's kitchen featuring premium appliances, custom cabinetry, and generous gathering space for everyday living and entertaining. A rare first-floor primary suite provides ideal accommodations for guests, multigenerational living, or single-level convenience, while the second floor features four additional bedrooms including a luxurious primary suite. The finished lower level with half bath adds approximately 500 square feet of versatile living space perfect for a media room, playroom, gym, or home office. Enjoy private outdoor space ideal for relaxing or entertaining, along with convenient access to the scenic walking and hiking trails of the Blue Hills Reservation. Meticulously maintained and built just 10 years ago, this home combines comfort, functionality, and timeless appeal.
Presenting a distinguished single-family in the heart of town at 29 Buckingham Rd. This property spans 1700 square feet of meticulously designed living space, offering an exceptional opportunity for discerning homeowners. Features include three well-proportioned bedrooms, hardwood floors and a fireplace in the living room. The bonus room on the first floor is designed for a variety uses. The property includes one full bathroom and one half bathroom, and a lower level with the possibility of establishing additional living space. Further enhancing the property's appeal is a single-car garage, offering secure parking and additional storage solutions. The generous 6129 square foot lot provides ample outdoor space for various activities. View virtual and 3D tours by clicking the house with the orange roof in the menu bar.
Designed to grow with you, this beautifully maintained, young home offers nearly 4,000 square feet of flexible living space on a spectacular 1.6-acre lot. The thoughtfully designed floor plan includes a first-floor primary suite, an additional first-floor bedroom, and two spacious bedrooms upstairs—ideal for a variety of lifestyles and living arrangements. At the heart of the home is a stunning custom kitchen by Faneuil Kitchens, opening to inviting spaces perfect for everyday living and entertaining. A bright living room with a dramatic two-sided fireplace creates a warm and welcoming gathering place, while oversized windows frame views of the beautifully landscaped grounds.Whether you're hosting holidays, working from home, accommodating guests, or simply looking for a home that will serve you for years to come, this exceptional property offers the space, flexibility, and setting to make it all possible!
Welcome to 1375 Brush Hill Road, a spacious 4 bedroom colonial with two primary suites. This elegant colonial will greet you with charm, quality and attention to detail. The newly constructed first floor primary suite provides beautiful views of the private setting from sliders to the back deck. You'll also find an amazing primary bath with two sinks, a soaking tub & an accessible shower. The newly renovated kitchen is stunning with a Sub Zero refrigerator, Wolf ovens & a Thermador induction cooktop, quartz counters and a large island. One floor living is possible with first floor laundry, dining room, family room & a home office. Upstairs, there are two bedrooms, a full bath & the original primary suite. Each primary suite has a large walk in closet. Outside is a perfect spot for hosting family and friends with a large deck, a screen room and a private back yard. This home has all you've been looking for, plus a 2 car garage with an EV charger, a walk up attic & finished basement.
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 purpose - dramatic yet calm, open yet grounded, balancing moments for gathering with spaces for retreat. Custom millwork, thoughtful sightlines, and seamless indoor-outdoor connections reflect a level of craftsmanship rarely found. This is not trend-driven design, but architecture with permanence and presence. For those who value modern living without compromise, and the distinction of Milton’s most coveted setting, this home offers a rare and considered opportunity.
Great location! This classic Garrison Colonial sits on a desirable corner lot and features a cozy fireplace living room, hardwood floors, and an eat-in kitchen. The main level also offers a deck, formal dining room, and a flexible first-floor bedroom or home office. Upstairs you will find four generously sized bedrooms and a tiled full bath. Additional highlights include a partially finished basement, updated windows, central A/C, and a fenced, private yard. An attached two-car garage is topped by a full in-law apartment with its own kitchen/living room, hardwood floors, two bedrooms, and a full bath. All this just a short walk to Andrews Park and conveniently close to East Milton Square, restaurants, and highway access.
Welcome to 45 Foster Lane, a beautifully maintained four-bedroom home at the end of a coveted cul-de-sac in one of Milton's most desirable neighborhoods, just moments from East Milton Square. The bright and inviting floor plan features granite countertops, stainless steel appliances, gas cooking, hardwood floors, central air, and abundant natural light. The home offers four spacious bedrooms and three full baths, including a private primary suite with walk-in closet and en-suite bath. Outside, enjoy a resort-style backyard highlighted by a PermaCrete saltwater vinyl liner pool built by Easton Pool & Spa in 2020 and first enjoyed in 2021. Complete with an electric heater and expansive stamped concrete patio, the space is ideal for entertaining. A detached cabana with finished living space and a full bath adds exceptional flexibility for guests and poolside gatherings, creating a true private retreat.
Nothing to do but move right into this beautiful home featuring 4 spacious bedrooms and 1.5 baths. Gleaming hardwood floors run throughout the house, complemented by a gorgeous kitchen with stainless steel appliances, granite countertops, and a generously sized island. The open floor plan seamlessly connects the kitchen, dining room, and living room, creating the perfect space for entertaining and everyday living. All bedrooms are located on the second floor along with a full bathroom. The finished basement offers a large family room, plenty of storage closets for additional living space. The property also includes a one-car garage and a driveway that accommodates two cars. Conveniently located within walking distance to the elementary, middle, and high school.
One of Milton's most desirable neighborhoods. Extensively updated in 2023, this property underwent a comprehensive gut renovation, including all-new plumbing, electrical systems, heating system, roof and numerous high-quality improvements throughout, offering the perfect blend of modern efficiency and timeless charm.The spacious kitchen and living areas provide excellent functionality for both everyday living and entertaining. The walk-out basement, offering tremendous potential for a future Accessory Dwelling Unit (ADU), in-law suite, guest quarters, home office, or additional income-producing space, subject to local approvals. The direct exterior access creates endless possibilities for multi-generational living or investment opportunities. Located near top-rated schools, parks, shopping, restaurants, and major commuter routes.
Introducing the Alexander Forbes Mansion, a magnificent estate set on 6 beautiful acres in the historic and highly desirable Scott’s Woods district of Milton. This exceptional home showcases every modern amenity and has been meticulously renovated inside and out to the highest standards. The main level features a grand foyer, striking staircase, dramatic floor-to-ceiling windows and doors, formal living and dining rooms, an open kitchen and family room, solarium, home office, and a mudroom with access to the 3-car garage. On the 2nd floor, 5 bedroom suites include the luxurious primary suite with a spa-like bath and separate dressing rooms. The impeccably landscaped grounds offer a private utopia, featuring a heated in-ground pool, multiple patios and seating areas, garden area, grill, fire pit, tennis court, and a carriage house. Located at the foot of the Blue Hills, this outstanding home is minutes from top schools including Milton Academy and just eight miles from downtown Boston.
7 room, 3 bedroom, 1 & 1/2 bath New England Colonial with a 1 car garage set on a cozy side street location in sought after East Milton. You will feel welcomed as you enter the front foyer and through the french doors to the comfortable fireplaced living room, formal dining room with built-in china cabinet and 1/2 bath. You will love the eat in kitchen with ample room for your table with plenty of cabinets, stainless steel appliances, recessed lighting, corian countertops, and a built-in desk station opening to an outside deck overlooking the backyard. Hardwood floors throughout the first and second floors. The second level has three generous sized bedrooms with a full bath. This gorgeous home has been tastefully updated along with a brand-new gas heating system and a newer roof. The basement has a spacious family room. Potential future expansion possibilities with the walk-up attic. Perfectly located with shopping, restaurants, Route 93 & all the area amenities minutes away.
Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer’s dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the residence boasts seven bedrooms, ten bathrooms, and nine fireplaces. The main level offers grand formal spaces, including a mahogany-paneled library and a sophisticated office. The chef’s culinary suite is a masterwork of marble and high-end gas ranges. Retreat to the palatial primary wing—a four-room haven with dual baths and expansive views. The finished lower level adds versatility with twin fitness studios and a private lounge and office. Located eight miles from Boston and Logan, enjoy a country-manor lifestyle near world-class Milton Academy. A rare architectural gem. Welcome home!
This spacious 9-room home on Hillside Street offers 4 bedrooms in one of Milton's most coveted settings, nestled at the edge of the Blue Hills Reservation. With miles of trails, open space, and stunning natural scenery right outside your door, the location is truly special. The generous layout gives buyers real flexibility to update and personalize, with good bones and a highly desirable address to build from. The property includes a pool currently in need of repair, presenting a great opportunity to create a standout outdoor space on your own terms. Milton is known for its excellent schools, beautiful neighborhoods, and easy access to Boston, and Hillside Road delivers all of it. For a buyer with vision and an eye for value, this is a rare chance to put your stamp on a property where nature and neighborhood come together beautifully.
A rare and private Blue Hills retreat set on 2.6 wooded acres abutting conservation land, approached by a winding drive. Designed for those who value privacy and refined living, this exceptional property offers a peaceful escape just minutes from Boston and major routes. The beautifully renovated residence features 4 bedrooms and 2.5 baths, including a luxurious first-floor primary suite with a spa-style bath, custom cabinetry/closets and attached sunroom, perfect for quiet mornings and serene evenings. Elevated finishes and craftsmanship are showcased throughout, highlighted by a chef’s kitchen with Wolf double oven, built-in Miele coffee machine and striking marble and custom concrete countertops. Three bedrooms upstairs offer flexibility. The estate includes a detached 3-car barn-style garage with game room, plus a newly built garage connected by a slate-accented portico. A heated in-ground pool and cabana complete this private, resort-like setting. A truly exceptional offering.

Milton is located in Massachusetts. Milton, Massachusetts 02186has a population of 28,382. Milton 02186 is more family-centric than the surrounding county with 47.38% 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 02186 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 02186 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.