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$849,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73537274 MLS ⋅ 1,722 SqFt.
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.

35 Craig Street, Milton
$899,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73535732 MLS ⋅ 2,000 SqFt.
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.

570 Eliot Street, Milton
$1,195,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73536896 MLS ⋅ 2,257 SqFt.
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.

79 Hilltop St, Milton
$1,300,000
4 Beds ⋅ 2 Baths ⋅ PRICE CHANGED Status ⋅ 73536730 MLS ⋅ 2,960 SqFt.
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.

17 Duggan Ln, Milton
$3,095,000
4 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73534896 MLS ⋅ 7,506 SqFt.
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.

263 Adams St, Milton
$1,425,000
5 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73533982 MLS ⋅ 3,074 SqFt.
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.

37 Sassamon Ave, Milton
$849,000
3 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73533488 MLS ⋅ 1,430 SqFt.
Pretty as a picture, this warm and inviting 3-bedroom, 1-bath home with attached garage is set on a charming tree-lined street. The bright and cheerful living room is anchored by a wood-burning fireplace with an updated stone surround and rustic wood mantle, and the formal dining room flows into a timeless white/granite/ss open-plan kitchen, perfect for everyday living and entertaining. Upstairs you'll find 3 bedrooms, 2 with oversized closets, and a tastefully updated full bath. The yard is a private and peaceful oasis complimented by mature plantings, an irrigation system, and a new deck that extends the living space outdoors. Thoughtful updates and tasteful touches show throughout, with an attention to detail that will be appreciated for years to come. Ideally located near Blue Hills recreation, public transportation and major highways. This is a home you'll love coming back to.

17 Landon Road, Milton
$1,995,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73532795 MLS ⋅ 3,565 SqFt.
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!

282 Highland St, Milton
$799,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73532316 MLS ⋅ 1,593 SqFt.
This wonderful Milton single family home is truly a classic, with seemingly endless features and updates showing true pride of ownership. It all starts with incredible curb appeal and a wide, updated front porch with composite decking, leading directly into a spacious foyer. The main living level offers high ceilings and great natural light throughout. Large living room connected to dining area with built in cabinet. Thoughtfully updated kitchen and half bath for guests. French doors provide easy access to the private rear deck, massive yard and garage. On the upper floors, this home offers four full bedrooms, with the opportunity to finish additional attic area on the third floor for a 5th bedroom or office area. While this turn key home is truly exceptional, the location simply can't be beat. Amazing neighborhood, with easy access to Milton Village, the Red Line Extension, commuter rail, and so much more!

44 Houston Avenue, Milton
$1,240,000
6 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73532297 MLS ⋅ 2,954 SqFt.
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.

73 Washington Street, Milton
$1,395,000
4 Beds ⋅ 4 Baths ⋅ CONTINGENT Status ⋅ 73531855 MLS ⋅ 2,575 SqFt.
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.

45 Foster Lane, Milton
$699,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73531370 MLS ⋅ 1,392 SqFt.
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.

45 Decker St, Milton
$1,699,900
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73529479 MLS ⋅ 5,077 SqFt.
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.

52 Ridgewood Rd, Milton
$14,500,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73527740 MLS ⋅ 11,315 SqFt.
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.

610 Harland Street, Milton
$2,575,000
5 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73525582 MLS ⋅ 4,217 SqFt.
You've been looking for a while. You can stop now. 7 Phyllis Lane was custom-built by a trusted local builder as a forever home. And it shows. Ten-foot ceilings, custom millwork, built-ins. Hardieplank siding, Harvey windows, hydro air heating...infrastructure chosen for longevity and efficiency, not just aesthetics. The kitchen just works: massive island, Thermador appliances, Cambria quartz, sliders to the patio and fire pit. A main-level bedroom flexes as office or guest room. Upstairs, the primary suite delivers: soaking tub, steam shower, custom walk-in closet. Two bedrooms share a jack-and-jill; a fourth has its own bath. A spacious den and sitting room mean everyone has somewhere to land. The lower level flexes for whatever comes next...teen suite, au pair, in-laws. Premium white oak floors, high-end fixtures & finishes, Graff plumbing in plated gold. Carefully chosen details. Cunningham Park locale, top-tier schools, local dining, easy Boston access. You know this is the one.

7 Phyllis Lane, Milton
$2,590,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73525151 MLS ⋅ 3,450 SqFt.
Recently reimagined by Design Construction Plus of Wellesley, this exceptional 4-bedroom, 3.5-bath home blends classic New England charm with sophisticated modern design across three finished levels beneath a timeless gambrel roofline. Sunlight fills the home through oversized windows, highlighting soaring ceilings, designer lighting, and curated finishes throughout. The open-concept living area features a dramatic stone fireplace and flows seamlessly into a chef’s kitchen with a quartz waterfall island, custom cabinetry, and premium Wolf, Thermador, and Liebherr appliances. Spa-inspired baths, a private en suite office, six heating zones, three zones of central air, updated systems, integrated sound, and exterior lighting add comfort and convenience. Ideally located near Glover Elementary, parks, shopping, dining, and commuter access, this turnkey Milton home offers timeless architecture, luxury finishes, and modern living.

196 Canton Ave, Milton
$3,299,000
5 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73524569 MLS ⋅ 5,233 SqFt.
Beautifully renovated and appointed 5-bedroom, 3.5-bath home in coveted Indian Cliffs Estates set on just under an acre of impeccably manicured grounds. This exceptional home features a spectacular 784 sq ft great room with 14-ft vaulted coffered ceilings, a dramatic 14-ft fieldstone fireplace, and custom mouldings, finishes and lighting throughout. The chef’s kitchen showcases a 9 foot island, custom Scandia cabinetry, Sub-Zero refrigerator, and a 48” Wolf dual-fuel 6-burner range with griddle and double ovens. Spacious, sun-filled interiors include a luxurious primary suite, finished basement, finished attic, ample storage, and flexible living space throughout. The private backyard retreat offers a resort-style salt water pool, spa, expansive patio, and lush landscaping perfect for entertaining. Ideally located less than one mile from Wollaston Golf Club, Milton Academy, Milton High, and Blue Hills Reservation. A rare turnkey opportunity in one of Milton’s premier neighborhoods.

85 Old Farm Rd, Milton
$995,900
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73524024 MLS ⋅ 1,994 SqFt.
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.

25 Waldeck Road, Milton
$1,895,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73523755 MLS ⋅ 2,987 SqFt.
Set on over 1.4 acres in one of Milton’s most picturesque settings, 268 Highland Street is a timeless brick-front Colonial where elegance, warmth, and unforgettable gatherings have defined this home for decades. From the slate roof and copper downspouts to the sweeping green lawns and mature landscape, every detail reflects classic New England charm. Inside, beautifully updated kitchens and baths blend seamlessly with gracious living spaces designed for entertaining and everyday comfort. A stunning home office overlooks the patio and expansive backyard, creating an inspiring work-from-home retreat. Beyond the main residence sits an extraordinary three-story barn—offering endless possibilities for creative space, storage, hobby use, or potential future ADU opportunities. Rarely does a property offer this combination of character, land, flexibility, and legacy just minutes from Boston.

268 Highland St, Milton
$1,200,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73519606 MLS ⋅ 2,232 SqFt.
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.

1066 Hillside St, Milton
$2,725,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73519240 MLS ⋅ 3,149 SqFt.
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.

135 Milton Street, Milton
$1,399,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73519195 MLS ⋅ 2,339 SqFt.
Tucked into Milton’s sought-after Columbine neighborhood, this beautifully-built Colonial has the kind of character & warmth that’s hard to replicate. Thoughtfully designed & carefully maintained from the very beginning, it’s a home that feels both impressive & genuinely welcoming. The fireplaced living room feels elegant without trying too hard, French doors open to a family room lined with windows that overlook the gracious backyard. The dining room is perfectly scaled for holidays, celebrations, or a spontaneous dinner with friends. The chef's kitchen, anchored by a sunny breakfast nook, is the kind of space people naturally gather in. Oversized windows fill the home with natural light throughout the day. Upstairs, an airy open landing connects three generous bedrooms, including a front-to-back primary suite with a walk-in closet & private bath that was just completely renovated. Fully fenced-in/landscaped back yard with a large patio is the cherry on top of this extraordinary home.

60 Marilyn Rd, Milton
$749,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73517484 MLS ⋅ 1,384 SqFt.
Every now and then, a home comes along that simply feels like it's the one. This side entrance Dutch Colonial welcomes you with high ceilings and rich woodwork, where one room leads naturally to the next. Three bedrooms plus a quiet office overlooking the treetops, make working from home that much more enjoyable. The screened in porch is hidden behind a canopy of trees, filtering sunlight over a climbing rose bush soon to be in full bloom. Milton is the sort of town people discover and never quite get over. Stone walls, tree lined streets and neighbors who still know each other's names. This location gives you the beauty of being minutes from the Blue Hills Reservation offering acres of trails, skyline views, and the kind of outdoor escape that makes every season feel worth staying for. The Trolley connects directly to Ashmont Station on the Red Line, putting all of Boston within reach without ever pulling you away from any of it. This is your chance to try Milton on for size!

15 Crown St, Milton
$549,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73513641 MLS ⋅ 1,209 SqFt.
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!

70 Brush Hill Rd, Milton
$875,000
3 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73513200 MLS ⋅ 1,718 SqFt.
Step into this charming and meticulously maintained Cape, nestled in the desirable Cunningham Park neighborhood of Milton. Cherished by a single owner, the home still carries the warmth and character of its era. Serving as a practical entry point, a spacious mudroom with easy interior and exterior access boasts wood paneling and is the perfect space for keeping everyday essentials organized. An inviting, screened-in back porch overlooking a sizable, fenced in back yard with shed is the ideal spot for a quiet retreat. First floor offers cozy and comfortable living while the one-car garage adds convenience. Find three generous sized bedrooms and full bath upstairs. Lower level features a versatile finished basement with fireplace, laundry room, and abundant storage. Bonus workspace includes a built-in workbench, perfect for projects, tools, or crafting. This home combines suburban tranquility with easy access to everything Greater Boston has to offer.

15 Rose St, Milton
$3,400,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73511555 MLS ⋅ 4,310 SqFt.
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.

1632 Canton Ave, Milton
$1,995,000
8 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73509983 MLS ⋅ 4,500 SqFt.
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!

147 Canton Avenue, Milton
$3,200,000
6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73508697 MLS ⋅ 6,072 SqFt.
There is a particular feeling that comes with finding the right home — recognition. And so it is with 103 Canton Ave, the feeling you’ve always known it. Set on a rare 2.65 acres, this residence carries a quiet confidence. The entry hall signals something significant ahead with each gathering space unfolding like a revelation. 6+ bedrooms, 4.5 renovated baths, and a floor plan that accommodates the full arc of life. The kitchen — custom cabinetry, Wolf and Sub-Zero — is the heart, as it always is. Floor-to-ceiling windows in the living room frame a bluestone terrace and expansive lawn. Light moves through this room in a way that reminds you why people fall in love with established addresses. Beneath its good bones: updated HVAC, electrical, roof, plumbing. The investment is sound; the comfort is modern. An oversized 2-car garage and mudroom complete the picture. Easy access to Milton Academy, Glover School, the trolley. This is the kind of home you explore once and already miss.

103 Canton Ave, Milton
$3,895,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73508385 MLS ⋅ 9,435 SqFt.
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.

90 Countryside Ln, Milton
$1,950,000
5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73508119 MLS ⋅ 5,458 SqFt.
Step back in time with this stunning 12 room Victorian masterpiece-a perfect blend of timeless elegance and modern comfort. This turn-key home features three levels of living with 5 spacious bedrooms and 3 bathrooms, offering room for everyone. From the moment you enter, you'll be captivated by the incredible solid woodwork, ornate architectural details and period charm that define every space. High ceilings, intricate trim and large windows bathe the home in natural light, while modern updates-thoughtfully integrated throughout-ensure effortless living. Whether your're entertaining guests on the stately covered porch or enjoying quiet evenings by the fireplace, this Victorian gem delivers both grandeur and warmth in equal measure. With its meticulous preservation and complete updates, this home is truly a one-of-a-kind treasure ready for you to move right in and enjoy. See attached list of improvements which includes central air, solar panels, hardscaping and boiler.

30 Magnolia Rd, Milton

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