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Homes for Sale in 02186

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  • /42

    $2,299,999

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,772 Sq Ft

    901 Randolph Ave, Milton, MA 02186

    DRAMATIC NEW PRICE! Experience unparalleled scale & scenic views in this reimagined, nearly 5,000 sq ft Split-Colonial masterpiece. Set on a rare, private 1-acre corner lot, this estate offers effortless commuting access while transitioning into a secluded, tranquil sanctuary the moment you step inside.Massive high-efficiency windows flood the home with natural light, offering a lush private

    Kimberly Ruiz eXp Realty LLC - Corporate Office

    901 Randolph Ave, Milton, MA 02186
  • /42

    $1,200,000

    • 5 Beds
    • 2 Baths
    • 2,365 Sq Ft

    106 Central Ave, Milton, MA 02186

    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

    Charlene Folan Conway - Dorchester

    106 Central Ave, Milton, MA 02186
  • /15

    $740,000

    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft

    485 Blue Hills Pkwy Unit 39, Milton, MA 02186

    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

    485 Blue Hills Pkwy Unit 39, Milton, MA 02186
  • /41

    $1,995,000

    • 8 Beds
    • 4.5 Baths
    • 4,500 Sq Ft

    147 Canton Ave, Milton, MA 02186

    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

    Kevin Keating Keating Brokerage

    147 Canton Ave, Milton, MA 02186
  • /21

    $715,000

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    485 Blue Hills Pkwy Unit 12, Milton, MA 02186

    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

    485 Blue Hills Pkwy Unit 12, Milton, MA 02186
  • /19

    $699,999

    • 2 Beds
    • 2 Baths
    • 1,159 Sq Ft

    485 Blue Hills Pkwy Unit 13, Milton, MA 02186

    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

    485 Blue Hills Pkwy Unit 13, Milton, MA 02186
  • /37

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 2,575 Sq Ft

    45 Foster Ln, Milton, MA 02186

    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

    Scott Farrell & Partners Compass

    45 Foster Ln, Milton, MA 02186
  • /37

    $1,200,000

    Pre-Foreclosure
    • 4 Beds
    • 1.5 Baths
    • 2,232 Sq Ft

    1066 Hillside St, Milton, MA 02186

    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

    Bridget Conroy Coldwell Banker Realty - Milton

    1066 Hillside St, Milton, MA 02186
  • /37

    $2,575,000

    • 5 Beds
    • 5 Baths
    • 4,217 Sq Ft

    7 Phyllis Ln, Milton, MA 02186

    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,

    Erin Feeney Ceres Real Estate

    7 Phyllis Ln, Milton, MA 02186
  • /26

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,209 Sq Ft

    70 Brush Hill Rd Unit 72, Milton, MA 02186

    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

    Markese Daise Stony Brook & Lennox Realty Advisors

    70 Brush Hill Rd Unit 72, Milton, MA 02186
  • /35

    $2,590,000

    • 4 Beds
    • 3.5 Baths
    • 3,450 Sq Ft

    196 Canton Ave, Milton, MA 02186

    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

    Scott Farrell & Partners Compass

    196 Canton Ave, Milton, MA 02186
  • /34

    $995,900

    $79K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,994 Sq Ft

    25 Waldeck Rd, Milton, MA 02186

    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

    Bob Germaine Germaine Realty LLC

    25 Waldeck Rd, Milton, MA 02186
  • /21

    $1,395,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,733 Sq Ft

    23 Woodmere Dr Unit 13, Milton, MA 02186

    Set on beautifully manicured grounds, this rarely offered Adams end-unit townhome blends luxury with ease of living. A welcoming front porch opens to soaring 22-foot ceilings and sun filled open spaces. The gourmet kitchen features quartz island and countertops, custom cabinetry, and Jenn Air appliances, flowing seamlessly into the formal dining room with a tray ceiling and an inviting living

    Barry Cohen Coldwell Banker Realty - Newton

    23 Woodmere Dr Unit 13, Milton, MA 02186
  • /16

    $600,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    485 Blue Hills Pkwy Unit 2, Milton, MA 02186

    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

    485 Blue Hills Pkwy Unit 2, Milton, MA 02186
  • /42

    $1,199,000

    Open Sat 11AM - 1PM $100K PRICE DROP
    • 8 Beds
    • 5 Baths
    • 2,520 Sq Ft

    112 Brush Hill Rd, Milton, MA 02186

    Discover this beautifully updated 2-family home in one of Milton’s most desirable locations! This spacious three-story property is perfect for both investors and owner-occupants. The first floor has been fully renovated, showcasing a modern kitchen with stainless steel appliances, quartz countertops, and a bright open layout. The second unit extends across two levels, with generous bedrooms,

    Angela Cui Keller Williams Realty

    112 Brush Hill Rd, Milton, MA 02186
  • /28

    $725,000

    • 2 Beds
    • 2 Baths
    • 1,193 Sq Ft

    485 Blue Hills Pkwy Unit 21, Milton, MA 02186

    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

    485 Blue Hills Pkwy Unit 21, Milton, MA 02186
  • /31

    $739,000

    • 1 Bed
    • 2 Baths
    • 1,297 Sq Ft

    88 Wharf St Unit 607, Milton, MA 02186

    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

    Kim Powers Coldwell Banker Realty - Milton

    88 Wharf St Unit 607, Milton, MA 02186
  • /12

    $1,299,000

    • 2 Beds
    • 2.5 Baths
    • 1,535 Sq Ft

    440 Granite Ave Unit 201, Milton, MA 02186

    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

    440 Granite Ave Unit 201, Milton, MA 02186
  • /12

    $749,000

    • 4 Beds
    • 1.5 Baths
    • 1,392 Sq Ft

    45 Decker St, Milton, MA 02186

    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

    Dee Rodrigues Model Living RE

    45 Decker St, Milton, MA 02186
  • /42

    $3,299,000

    • 5 Beds
    • 3.5 Baths
    • 5,233 Sq Ft

    85 Old Farm Rd, Milton, MA 02186

    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,

    Jay Rooney Jay Rooney

    85 Old Farm Rd, Milton, MA 02186
  • /41

    $5,995,000

    • 7 Beds
    • 10 Baths
    • 9,320 Sq Ft

    55 Parkwood Dr, Milton, MA 02186

    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

    Kevin Keating Keating Brokerage

    55 Parkwood Dr, Milton, MA 02186
  • /41

    $4,495,000

    • 6 Beds
    • 7.5 Baths
    • 8,764 Sq Ft

    650 Canton Ave, Milton, MA 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

    650 Canton Ave, Milton, MA 02186
  • /41

    $899,000

    • 3 Beds
    • 1.5 Baths
    • 1,602 Sq Ft

    40 Allen Cir, Milton, MA 02186

    Set on a quiet side street in Milton's coveted Columbine Cliffs neighborhood, this classic 1942 side-entrance Colonial pairs timeless character with two decades of thoughtful upkeep. Sun-filled rooms showcase gleaming hardwood floors, arched doorways, and picture-frame wainscoting, anchored by a fireplaced living room that flows into a gracious dining room, which opens to a window-wrapped sunroom

    Tracey Graceffa A. C. B. Realty Inc.

    40 Allen Cir, Milton, MA 02186
  • /42

    $3,500,000

    • 6 Beds
    • 3.5 Baths
    • 7,169 Sq Ft

    341 Highland St, Milton, MA 02186

    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

    341 Highland St, Milton, MA 02186
  • /26

    $3,600,000

    • 5 Beds
    • 5 Baths
    • 4,310 Sq Ft

    1632 Canton Ave, Milton, MA 02186

    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

    Julianne Bridgeman Ceres Real Estate

    1632 Canton Ave, Milton, MA 02186
  • /12

    $679,900

    $95K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,560 Sq Ft

    7 Parkway Crescent, Milton, MA 02186

    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

    7 Parkway Crescent, Milton, MA 02186
  • /23

    $599,000

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    73 Pleasant St Unit 73, Milton, MA 02186

    Finding this much space in Milton at this price point is becoming increasingly rare. This 2-bedroom, 2-bathroom townhome offers nearly 1,000 square feet of comfortable living space that is laid out perfectly. Garage parking, plentiful outdoor space, and an abundance of storage throughout are just a few of the highlights. The home also showcases timeless architectural details and classic character

    The Broadway Group Engel & Volkers Boston

    73 Pleasant St Unit 73, Milton, MA 02186
  • /41

    $14,500,000

    • 5 Beds
    • 8 Baths
    • 11,315 Sq Ft

    610 Harland St, Milton, MA 02186

    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

    Tracy Campion Campion & Company Fine Homes Real Estate

    610 Harland St, Milton, MA 02186
  • /37

    $5,995,000

    • 6 Beds
    • 6 Baths
    • 10,524 Sq Ft

    3 Stone Bridge Ln, Milton, MA 02186

    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

    3 Stone Bridge Ln, Milton, MA 02186
  • /37

    $2,250,000

    • 5 Beds
    • 3.5 Baths
    • 4,314 Sq Ft

    213 School St, Milton, MA 02186

    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

    213 School St, Milton, MA 02186
  • /27

    $11,900,000

    • 5 Beds
    • 7 Baths
    • 9,300 Sq Ft

    540 Harland St, Milton, MA 02186

    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

    540 Harland St, Milton, MA 02186
  • /40

    $2,725,000

    • 4 Beds
    • 2.5 Baths
    • 3,149 Sq Ft

    135 Milton St, Milton, MA 02186

    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

    Kim Powers Coldwell Banker Realty - Milton

    135 Milton St, Milton, MA 02186
  • /40

    $3,895,000

    • 5 Beds
    • 6.5 Baths
    • 9,435 Sq Ft

    90 Countryside Ln, Milton, MA 02186

    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

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    90 Countryside Ln, Milton, MA 02186
  • /31

    $2,225,000

    $275K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,700 Sq Ft

    375 Atherton St, Milton, MA 02186

    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

    375 Atherton St, Milton, MA 02186
  • /25

    $1,249,000

    $50K PRICE DROP
    • 7 Beds
    • 3 Baths
    • 3,500 Sq Ft

    168 Brook Rd, Milton, MA 02186

    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

    168 Brook Rd, Milton, MA 02186
  • /39

    $1,699,900

    Open Sat 12PM - 1:30PM
    • 6 Beds
    • 4.5 Baths
    • 5,077 Sq Ft

    52 Ridgewood Rd, Milton, MA 02186

    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

    Rebecca Huang William Raveis R.E. & Home Services

    52 Ridgewood Rd, Milton, MA 02186
  • /43

    $1,550,000

    • 10 Beds
    • 8 Baths
    • 2,935 Sq Ft

    403405 Reedsdale Rd, Milton, MA 02186

    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

    Paul Rege Kelley & Rege Properties, Inc.

    403405 Reedsdale Rd, Milton, MA 02186
  • /27

    $1,295,000

    • 2 Beds
    • 2 Baths
    • 1,618 Sq Ft

    1243 Adams St Unit PM309, Boston, MA 02124

    One-of-a-kind penthouse at Baker Square, this stunning two-story corner residence combines historic charm with thoughtfully updated living. Exposed brick, oversized plantation-shuttered windows, and an open-concept kitchen, dining, and living area create a warm and inviting first floor filled with natural light. The main level also features a spacious primary suite with en-suite bath, a second

    Susan Lewis-Grant Coldwell Banker Realty - Milton

    1243 Adams St Unit PM309, Boston, MA 02124
  • /27

    $499,999

    $13K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 802 Sq Ft

    1243 Adams St Unit PM207, Boston, MA 02124

    Welcome to Historic Baker Square Condominium, located in vibrant Dorchester’s Lower Mills.This spacious, renovated unit has it all! Pet friendly, and perfectly situated with a deeded parking space as well as ample guest parking. Within the building are many amenities including security, gym, indoor swimming pool, hot tub, sauna and club room. Across the charming cobblestone street is a beautiful

    Patricia Logan Patricia M. Logan

    1243 Adams St Unit PM207, Boston, MA 02124
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