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Homes for Sale near Milton High School

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  • /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

    $1,895,000

    $100K PRICE DROP
    • 8 Beds
    • 4.5 Baths
    • 4,500 Sq Ft

    147 Canton Ave, Milton, MA 02186

    Welcome to 147 Canton Avenue, a home where timeless elegance, 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

    Kevin Keating Keating Brokerage

    147 Canton Ave, Milton, MA 02186
  • /9

    $949,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    440 Granite Ave Unit 205, Milton, MA 02186

    At The Granite, this thoughtfully designed single level residence offers the comfort of a spacious home with the ease of condominium living. An open kitchen, dining and living area creates a bright, welcoming space for everyday living and entertaining, with large windows and warm white oak flooring throughout. The primary suite features a private full bath, while a second bedroom and additional

    The Avenue Serhant

    440 Granite Ave Unit 205, 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
  • /25

    $995,000

    • 3 Beds
    • 1.5 Baths
    • 1,628 Sq Ft

    20 Rowe St, Milton, MA 02186

    Pride of ownership abounds in this lovingly maintained center entrance colonial home featuring nine rooms with three bedrooms and 1 and 1/2 baths. The welcoming foyer leads you to the fireplaced living room and sunny den as well as the formal dining room with two corner hutches and the fully applianced kitchen with the granite countertop and wood cabinets. The beautiful three season room off the

    Paul Hurley Coldwell Banker Realty - Milton

    20 Rowe St, Milton, MA 02186
  • /40

    $2,995,000

    Open Fri 6PM - 7:30PM
    • 5 Beds
    • 6 Baths
    • 5,300 Sq Ft

    33 Harbor View Rd, Milton, MA 02186

    Welcome to your brand new construction home in the beautiful town of Milton. Thoughtfully designed with over 5,300 square feet of refined living space, this custom built residence offers 5 bedrooms, 4 full baths, 2 half baths & an attached 2 car garage w/ extra storage. Entering through the arched front doorway you are greeted by an extensive open layout w/ high ceilings, natural light, a

    Jessica Quirk Coldwell Banker Realty - Boston

    33 Harbor View Rd, Milton, MA 02186
  • /25

    $700,000

    $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,124 Sq Ft

    15 Churchill St, Milton, MA 02186

    Some homes announce themselves from the curb. This one saves the reveal for inside.Step through the mudroom into a wide, warm first floor where dark-stained beams cross the ceiling, hardwood floors run beneath a bay of windows, and thoughtful craftsmanship gives the home its character. At the center, a striking navy shaker kitchen pairs quartz countertops with a farmhouse sink beneath a triple

    Tayla Andre Thumbprint Realty, LLC

    15 Churchill St, Milton, MA 02186
  • /17

    $745,000

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

    485 Blue Hills Pkwy Unit 44, 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 44, Milton, MA 02186
  • /41

    $3,295,000

    $205K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,700 Sq Ft

    16 Longmeadow Rd, Milton, MA 02186

    Welcome to 16 Longmeadow Road, a custom-built masterpiece showcasing exceptional architectural detail at every turn. A dramatic two-story foyer with grand staircase and soaring ceilings sets the tone for this five-bedroom, four-and-a-half-bath residence in the highly sought-after Indian Cliffs Estates. The luxurious primary suite spans 500 square feet and features a spa-inspired ensuite with

    Emily Edwards Gibson Sotheby's International Realty

    16 Longmeadow Rd, Milton, MA 02186
  • /39

    $987,000

    $213K PRICE DROP 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
  • /42

    $1,195,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 3,275 Sq Ft

    88 Elm St, Milton, MA 02186

    Welcome to 88 Elm Street, a spacious and inviting 4-bedroom, 2.5-bath home offering over 3,000 square feet of living space in Milton’s desirable Elmiver Park neighborhood. With generous room sizes, two fireplaces, hardwood floors and a flexible floor plan, this home offers plenty of space to gather, entertain, and make your own. At the heart of the home is a large, well-appointed kitchen

    Susan Solis Keller Williams Realty Signature Properties

    88 Elm St, 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
  • /36

    $1,100,000

    • 7 Beds
    • 3 Baths
    • 3,500 Sq Ft

    168 Brook Rd, Milton, MA 02186

    *****RARE OPPORTUNITY TO OWN A TWO FAMILY IN MILTON***** [Unit 1]: New kitchen, new bath, gleaming hardwood floors, recessed lighting [Unit 2]: New kitchen, 2 new baths, loft space, hardwood floors, recessed lighting This home is centrally located in Milton on the Boston line. Easy access to public transportation and major roadways. Close proximity to Neponset River Reservation, Blue Hills, and

    Team Galvin The Galvin Group, LLC

    168 Brook Rd, Milton, MA 02186
  • /38

    $939,900

    $10K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 1,738 Sq Ft

    80 Blue Hills Pkwy, Milton, MA 02186

    Refreshed and Reimagined center-entrance Colonial in desirable Milton, offering three bedrooms, two full baths, and two half baths. This thoughtfully updated home features a spacious primary ensuite and a sun-filled bonus sunroom—ideal for a home office, reading nook, or relaxation space. The refined open-concept kitchen blends beauty and function with quartz countertops, a pot filler, and a

    Shawn Burgess Compass

    80 Blue Hills Pkwy, Milton, MA 02186
  • /17

    $725,000

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

    485 Blue Hills Pkwy Unit 42, 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 42, Milton, MA 02186
  • /27

    $995,000

    • 4 Beds
    • 2 Baths
    • 1,688 Sq Ft

    128 Pleasant St, Milton, MA 02186

    Get ready to feel right at home at 128 Pleasant Street! Set on a charming corner lot in a convenient Milton location, this bright and welcoming home brings together classic character, easy living, and the kind of everyday comfort buyers love. Step inside and you’re greeted by sun-filled rooms, well-maintained hardwood floors, and a warm, natural flow that makes the home feel instantly inviting.

    Matthew Freeman Coldwell Banker Realty - Milton

    128 Pleasant St, 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
  • /25

    $3,400,000

    $200K PRICE DROP
    • 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
  • /24

    $4,995,000

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

    1632 Canton Ave, Milton, MA 02186

    Set off a lovely cul-de-sac, this restored Greek Revival sits on 4+ acres of open field, rare this close to Boston, stretching out rather than closing in. The expansive field: open, level, and bordering the 7,000 acre Blue Hills Reservation, accessible and yours to explore. A buildable lot: room to expand, a family compound, simply hold as open space, you decide. Fine millwork and French doors

    Julianne Bridgeman Ceres Real Estate

    1632 Canton Ave, Milton, MA 02186
  • /32

    $1,100,000

    • 4 Beds
    • 1.5 Baths
    • 1,799 Sq Ft

    106 Edge Hill Rd, Milton, MA 02186

    Welcome to this inviting Colonial, ideally located in one of East Milton’s most desirable neighborhoods. With hardwood floors throughout the main and second floor staircase and hall, it awaits your personal touch. Enjoy the convenience of being just moments from local schools, directly across from Cunningham Park, and close to major highways, making commuting a breeze. You’ll also appreciate the

    Timothy Driscoll South Shore Sotheby's International Realty

    106 Edge Hill Rd, Milton, MA 02186
  • /12

    $649,900

    $125K 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
  • /32

    $1,895,000

    $100K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,398 Sq Ft

    375 Atherton St, Milton, MA 02186

    Tucked away in Milton’s coveted Emerson Woods neighborhood, this beautifully maintained contemporary home offers exceptional space, flexibility & timeless design. Soaring ceilings, oversized windows, crown molding & a wood-burning fireplace create a bright, welcoming great room ideal for everyday living & entertaining. The chef’s kitchen features stone countertops, shaker cabinetry, a large

    David Green Coldwell Banker Realty - Boston

    375 Atherton 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
  • /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
  • /12

    $1,225,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,266 Sq Ft

    440 Granite Ave Unit 304, Milton, MA 02186

    At The Granite, Residence 304 offers thoughtfully designed single-level living with an open kitchen, dining and living area that flows naturally to a private balcony—an inviting place to enjoy morning coffee and the sunrise. Five-inch white oak flooring runs throughout the main living spaces, while the kitchen features Metropolitan cabinetry, Acadia quartz with a waterfall edge, and a Thermador

    The Avenue Serhant

    440 Granite Ave Unit 304, Milton, MA 02186
  • /37

    $645,000

    Open Sat 12PM - 1:30PM $55K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,123 Sq Ft

    52 Meagher Ave, Milton, MA 02186

    Welcome to 52 Meagher Ave Milton. This charming colonial property offers convenience and comfort featuring three bedrooms and one bathroom and half , this home is ideal for families, first-time buyers, or anyone seeking a beautiful home.

    Pedro Garcia Garcia Realty, LLC

    52 Meagher Ave, Milton, MA 02186
  • /41

    $749,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,746 Sq Ft

    50 Brush Hill Rd, Milton, MA 02186

    Fall in love with 50 Brush Hill Road! This 3-bedroom 2 full bath home exudes warmth. Gleaming hardwood floors throughout, cozy dining room perfect for gatherings, & a bright living room centered around a beautiful decorative fireplace. Cook with ease in the updated kitchen, which flows effortlessly toward your outdoor oasis. Outside, enjoy a fully fenced backyard featuring a stunning patio

    Fred Yaitanes Nadine Israel Team Keller Williams Realty

    50 Brush Hill Rd, Milton, MA 02186
  • /40

    $1,225,000

    • 3 Beds
    • 3 Baths
    • 3,182 Sq Ft

    355 Brush Hill Rd, Milton, MA 02186

    Situated in Milton’s Brush Hill Estate area, this 9-room, mid-century split-entry home on nearly an acre offers 3182 square feet of living space and a wonderful opportunity to add your personal touches. The property includes a two-car garage and several well-maintained updates over the years, including an addition and a renovated finished lower level, all adding to its appeal. On the main level,

    Christine Dillon Coldwell Banker Realty - Newton

    355 Brush Hill Rd, Milton, MA 02186
  • /38

    $11,900,000

    • 5 Beds
    • 7 Baths
    • 10,000 Sq Ft

    540 Harland St, Milton, MA 02186

    Privately gated and exquisitely appointed, 540 Harland Street presents a rare opportunity to own an extraordinary equestrian estate set on approximately 8 acres within the Blue Hills Reservation. Surrounded by protected natural beauty and offering direct riding access to approximately 7,000 acres of preserved landscape, this exceptional property combines complete privacy, sophisticated living,

    Signature Collective Team Serhant

    540 Harland St, Milton, MA 02186
  • /39

    $1,699,900

    • 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
  • /22

    $839,000

    Open Sat 12PM - 1:30PM
    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    37 Nahanton Ave, Milton, MA 02186

    Welcome to 37 Nahanton Avenue, a charming Colonial offering an exciting opportunity to own in sought-after Milton. Filled with natural light and classic character, this 3-bedroom, 1.5-bath home features beautiful hardwood floors and a warm, inviting living room anchored by a traditional brick fireplace. The comfortable floor plan offers wonderful potential to update, personalize, and create a

    Julie Joyce Coldwell Banker Realty - Milton

    37 Nahanton Ave, Milton, MA 02186
  • /33

    $1,249,000

    • 5 Beds
    • 2.5 Baths
    • 2,278 Sq Ft

    44 Quarry Ln, Milton, MA 02186

    Peacefully tucked away at the end of a quiet dead end street in East Milton, this 5 bedroom home offers a rare combination of privacy and space. With both a living room and a family room on the first floor, there is plenty of space for everyday living or room to entertain. The eat in kitchen overlooks the backyard and flows seamlessly to the dining room. Upstairs, the expansive primary suite is a

    Paul Rege Kelley & Rege Properties, Inc.

    44 Quarry Ln, Milton, MA 02186
  • /40

    $1,050,000

    • 3 Beds
    • 2.5 Baths
    • 1,946 Sq Ft

    61 Elm St, Milton, MA 02186

    61 Elm Street is move-in ready and ideally located in Milton’s desirable "Elmiver Park" neighborhood, with Milton High School just two streets over! This bright, beautifully maintained home has been exceptionally well cared for, and it shows. Freshly painted with newly refinished hardwood floors, newer windows, and thoughtful updates throughout, there’s truly nothing to do but move in. The

    Mary Anne Rull William Raveis R.E. & Home Services

    61 Elm St, Milton, MA 02186
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