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$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
$1,699,900
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
$1,550,000
6 Beds ⋅ 8 Baths ⋅ UNDER AGREEMENT Status ⋅ 73510632 MLS ⋅ 3,216 SqFt.
Milton — Rare Opportunity! This beautifully renovated (2016) duplex offers 10 rooms, 6 bedrooms, 4full baths & 2 half baths. The main level features a spacious kitchen with stainless steel appliances, granite countertops, and an open-concept living and dining area, along with convenient first-floor laundry. The second floor includes two bedrooms and two full baths, while the third-floor bedroom offers a private retreat complete with a walk-in closet. Enjoy a generous yard perfect for outdoor entertaining. The unfinished basement provides ample storage and potential for future expansion. Ideally located with easy highway access and close proximity to Milton Academy and local public schools. Set in the heart of Milton, this home is just moments from Blue Hills Reservation scenic trails, Cunningham Park ballfields and pool, and the shops and dining of East Milton Square, including Abby Park, Novara, The Fruit Center Marketplace, The Cue & Nutshell.

403-405 Reedsdale Rd, 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
$4,495,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73506861 MLS ⋅ 8,764 SqFt.
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.

650 Canton Ave, Milton
$5,995,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73499732 MLS ⋅ 10,524 SqFt.
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.

3 Stone Bridge Lane, Milton
$999,900
6 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73499385 MLS ⋅ 2,521 SqFt.
Whether you are looking for a place to call home, or a turn-key investment property - this Two-Family opportunity in Milton should be on your radar! Newly refinished first floor apartment with fresh paint, hardwood floors and a NEW kitchen. The upper duplex features four bedrooms over two levels and provides loads of extra space or additional rental income. The ground floor unit has two nicely sized bedrooms plus a bonus "sun" room off of the living room that would make an ideal home office. Convenient in-unit laundry pantry in each apartment. Plenty of off-street parking, updated systems and newer back decks are all added benefits to this lovely home.

6 Verndale Rd, Milton
$3,500,000
6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73488165 MLS ⋅ 7,169 SqFt.
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.

341 Highland St, Milton

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