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Milton, MA Homes for Sale with Pool

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  • /42

    $2,150,000

    $250K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,772 Sq Ft

    901 Randolph Ave, Milton, MA 02186

    Welcome to 901 Randolph Avenue, a beautifully renovated estate set on over an acre overlooking Wollaston Country Club. Offering nearly 5,000 square feet of thoughtfully designed living space, this 4-bedroom, 3-bath home blends luxury, comfort, and functionality. The chef's kitchen features premium Thermador appliances, custom cabinetry, quartz countertops, and a stunning 12-foot island. Multiple

    Kimberly Ruiz eXp Realty LLC - Corporate Office

    901 Randolph Ave, Milton, MA 02186
  • /41

    $1,995,000

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

    147 Canton Ave, Milton, MA 02186

    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

    Kevin Keating Keating Brokerage

    147 Canton Ave, Milton, MA 02186
  • /28

    $3,095,000

    • 4 Beds
    • 6 Baths
    • 7,506 Sq Ft

    263 Adams St, Milton, MA 02186

    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

    Michael Carucci Serhant

    263 Adams St, Milton, MA 02186
  • /28

    $1,499,000

    • 5 Beds
    • 5 Baths
    • 3,074 Sq Ft

    37 Sassamon Ave, Milton, MA 02186

    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,

    Robin Shea Principal Real Estate Partners

    37 Sassamon Ave, 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
  • /39

    $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
  • /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
  • /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

    $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
  • /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
  • /30

    $899,900

    • 3 Beds
    • 1.5 Baths
    • 1,760 Sq Ft

    1200 Brook Rd, Milton, MA 02186

    Here’s your chance to be in your new home before the end of summer! Step inside this charming English Colonial and fall in love! The heart of the home is the bright eat-in kitchen, featuring a breakfast bar/peninsula, space for a table, a homework or dining nook + direct access to the back deck, driveway & fenced yard. From the kitchen, the floor plan flows seamlessly into the formal dining room

    The Residential Group Coldwell Banker Realty - Brookline

    1200 Brook Rd, Milton, MA 02186
  • /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
  • /38

    $875,000

    • 2 Beds
    • 2 Baths
    • 1,284 Sq Ft

    1245 Adams St Unit B210, Boston, MA 02124

    Welcome to the iconic Baker Chocolate Factory Lofts in Lower Mills, where history meets modern design.This meticulous, move-in ready 2 bed, 2 bath condo features soaring ceilings, exposed brick, and oversized factory windows that flood the space with natural light and views of the Neponset River. A sleek, open-concept layout connects the kitchen, dining, and living areas — ideal for entertaining

    Cara Williams Compass

    1245 Adams St Unit B210, Boston, MA 02124

Home Price Trends

Median Sale Price
$972,500
Median Single Family Sale Price
$1,150,000
Median Townhouse Sale Price
$700,190
Median 2 Bedroom Sale Price
$699,999
Median 1 Bedroom Sale Price
$580,000
Average Price Per Sq Ft
$527
Number of Homes for Sale
32
Last 12 months Home Sales
208
Months of Supply
1.80
Median List Price
$987,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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