9,768

Milton, MA Homes

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  • /28

    $1,499,000

    Open Sun 12PM - 2PM
    • 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
  • /24

    $4,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,740 Sq Ft
    • Apartment for Rent

    32 Sugar Maple Ln Unit 32, Westford, MA 01886

    Beautifully maintained newer home (built 2019) featuring 2 bedrooms, 2.5 bathrooms, and a spacious bonus room ideal for a home office, guest space, or flex use. The home offers hardwood floors throughout, abundant natural light, and a thoughtfully designed, open layout. Two walk-in closets provide ample storage. Located in a quiet, family-friendly neighborhood with a strong community feel.

    Weidong Li WINN Real Estate & Consulting

    32 Sugar Maple Ln Unit 32, Westford, MA 01886
  • /15

    $580,000

    Sold Oct 14, 2025

    485 Blue Hills Pkwy Unit 43, Milton, MA 02186

    • 1 Bed
    • 1 Bath
    • 916 Sq Ft
    • Built 2024

    Last Sold Summary

    • $633/SF
    • 189 Days On Market

    Last Listing Agent Timothy Driscoll South Shore Sotheby's International Realty

    485 Blue Hills Pkwy Unit 43, Milton, MA 02186
    • /15

      Not Listed For Sale

      485 Blue Hills Pkwy Unit 3, Milton, MA 02186

      • 1 Bed
      • 1 Bath
      • 750 Sq Ft
      • Built 2024
      485 Blue Hills Pkwy Unit 3, Milton, MA 02186

      Last Sold Summary

      • 44 Days On Market

  • /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
  • /30

    $8,100 Per Month

    • 4 Beds
    • 3 Baths
    • 3,104 Sq Ft
    • House for Rent

    78 Nahanton Ave, Milton, MA 02186

    Rare custom-built Colonial in a premier location abutting the Blue Hills Reservation. This renovated 5-bed, 3-bath home offers luxury, space, privacy, and multiple home office options. The main level features an open floor plan with a gournet kitchen, fireplaced living room, office, bedroom/playroom, full bath, and oversized mudroom with custom cabinetry. Double sliders lead to a spacious deck

    Chris Mehr Full Circle Realty LLC

    78 Nahanton Ave, Milton, MA 02186
  • /16

    $850,000

    Sold May 29, 2026

    25 Spruce St, Milton, MA 02186

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1957

    Last Sold Summary

    • 22% Above List Price
    • $759/SF
    • 5 Days On Market

    Current Estimated Value $809,048

    Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

    25 Spruce St, Milton, MA 02186
    • /18

      Not Listed For Sale

      485 Blue Hills Pkwy Unit 30, Milton, MA 02186

      • 2 Beds
      • 2 Baths
      • 1,062 Sq Ft
      • Built 2024
      485 Blue Hills Pkwy Unit 30, Milton, MA 02186

      Last Sold Summary

      • 81 Days On Market

  • /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
  • /18

    $5,300 Per Month

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Apartment for Rent

    24 Warren Ave Unit 1, Milton, MA 02186

    Completely renovated 4-bedroom, 2-bath home offering modern finishes. This beautifully updated property features two full kitchens with sleek cabinetry, stainless steel appliances, and stylish countertops—perfect for extended living, entertaining, or added convenience.Both bathrooms have been thoughtfully renovated with contemporary fixtures and finishes. Spacious bedrooms, updated flooring

    Aidan McDonnell Rise Signature Homes

    24 Warren Ave Unit 1, Milton, MA 02186
  • /34

    $1,335,000

    Sold Jun 17, 2026

    18 Fairfax Rd, Milton, MA 02186

    • 6 Beds
    • 3.5 Baths
    • 3,565 Sq Ft
    • Built 1925

    Last Sold Summary

    • 3% Below List Price
    • $374/SF
    • 61 Days On Market

    Current Estimated Value $1,308,974

    Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

    18 Fairfax Rd, Milton, MA 02186
    • /42

      Est $1,335,603

      Not Listed For Sale

      5 Meredith Cir, Milton, MA 02186

      • 4 Beds
      • 2.5 Baths
      • 2,556 Sq Ft
      • Built 1900
      5 Meredith Cir, Milton, MA 02186

      Last Sold Summary

      • 3 Days On Market

  • /34

    $1,500,000

    • 4 Beds
    • 1.5 Baths
    • 2,960 Sq Ft

    17 Duggan Ln, Milton, MA 02186

    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

    Brendan Henry Redfin Corp.

    17 Duggan Ln, Milton, MA 02186
  • /13

    $12,500 Per Month

    • 6 Beds
    • 4.5 Baths
    • 6,530 Sq Ft
    • House for Rent

    150 School St, Milton, MA 02186

    Meticulously remodeled, fully-furnished family home available to rent in an A+ Milton Hill location. The first floor offers a large kitchen with a 10' island and professional appliances that satisfy the most discerning chef. Off the kitchen is a formal dining room that flows into a formal living room with grand piano. From there, choose to unwind with family in the large sunroom with a 6' round

    Eric Knight Coldwell Banker Realty - Milton

    150 School St, Milton, MA 02186
  • /41

    $2,680,000

    Sold Aug 27, 2025

    50 Brush Hill Ln, Milton, MA 02186

    • 5 Beds
    • 6.5 Baths
    • 8,000 Sq Ft
    • Built 1941

    Last Sold Summary

    • 3% Below List Price
    • $335/SF
    • 4 Days On Market

    Current Estimated Value $2,717,126

    Last Listing Agent Vanessa Foster Coldwell Banker Realty - Milton

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

      Est $2,306,238

      Not Listed For Sale

      17 Woodlot Dr, Milton, MA 02186

      • 5 Beds
      • 4.5 Baths
      • 4,950 Sq Ft
      • Built 2019
      17 Woodlot Dr, Milton, MA 02186

      Last Sold Summary

      • 21 Days On Market

  • /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
  • /17

    $2,650 Per Month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    25 Tucker St Unit 1, Milton, MA 02186

    Updated 2-bedroom unit for rent featuring brand-new appliances, conveniently located near the T station and close to Blue Hills Reservation.

    Emilia Chen Emilia Realty Group LLC

    25 Tucker St Unit 1, Milton, MA 02186
  • /27

    $2,320,000

    Sold Jul 10, 2025

    1362 Canton Ave, Milton, MA 02186

    • 5 Beds
    • 4 Baths
    • 5,208 Sq Ft
    • Built 1975

    Last Sold Summary

    • 11% Below List Price
    • $445/SF
    • 138 Days On Market

    Last Listing Agent Julianne Bridgeman Ceres Real Estate

    1362 Canton Ave, Milton, MA 02186
    • /6

      Not Listed For Sale

      0 Blue Hill Ave, Milton, MA 02186

      0 Blue Hill Ave, Milton, MA 02186

      Last Sold Summary

      • 341 Days On Market

  • /37

    $2,575,000

    Pending
    • 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
  • /31

    $3,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft
    • Apartment for Rent

    569 Adams St Unit 1, Milton, MA 02186

    3 bedroom, 2.5 bathroom townhouse with hardwood floors, stainless steel appliances, granite countertops, central air, high ceilings & off-street parking, in the heart of East Milton Square, is now available. Washer & dryer in unit. Main bedroom with ensuite. Close to all major highways, shops, restaurants. If you're looking to rent in Milton, this is the place! Tenant pays all utilities.

    Maureen Conlon Kelley & Rege Properties, Inc.

    569 Adams St Unit 1, Milton, MA 02186
  • /31

    $871,500

    Sold Sep 05, 2025

    65 Courtland Cir, Milton, MA 02186

    • 3 Beds
    • 1.5 Baths
    • 2,251 Sq Ft
    • Built 1938

    Last Sold Summary

    • 7% Below List Price
    • $387/SF
    • 26 Days On Market

    Current Estimated Value $893,171

    Last Listing Agent Kirsten O'Donnell Kirsten Gardner Real Estate

    65 Courtland Cir, Milton, MA 02186
    • /19

      Est $653,778

      Not Listed For Sale

      11 High St, Milton, MA 02186

      • 2 Beds
      • 2 Baths
      • 1,782 Sq Ft
      • Built 1800
      11 High St, Milton, MA 02186

      Last Sold Summary

      • 38 Days On Market

  • /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
  • /25

    $3,500 Per Month

    • 2 Beds
    • 1 Bath
    • 2,000 Sq Ft
    • House for Rent

    328 Blue Hill Ave Unit SF, Milton, MA 02186

    Come take a look at this gorgeous fully furnished rental in a convenient Milton location. RARE OPPORTUNITY. Updated kitchen and bath, private laundry and outdoor space along with a spacious deck area. Nice open layout with a formal dining area and both living and family room. Two nice size bedrooms and full bathroom located beyond the double french doors for added privacy. Available 9/1. Call now

    Brandon Murphy Burns Realty & Investments LLC

    328 Blue Hill Ave Unit SF, Milton, MA 02186
  • /17

    $625,000

    Sold Aug 01, 2025

    485 Blue Hills Pkwy Unit 24, Milton, MA 02186

    • 2 Beds
    • 2 Baths
    • 1,047 Sq Ft
    • Built 2024

    Last Sold Summary

    • $597/SF
    • 52 Days On Market

    Last Listing Agent Timothy Driscoll South Shore Sotheby's International Realty

    485 Blue Hills Pkwy Unit 24, Milton, MA 02186
    • /39

      Not Listed For Sale

      4 Adams St, Hyde Park, MA 02136

      • 4 Beds
      • 3.5 Baths
      • 3,170 Sq Ft
      • Built 2024
      4 Adams St, Hyde Park, MA 02136

      Last Sold Summary

      • 71 Days On Market

  • /35

    $2,590,000

    Pending
    • 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
  • /14

    $2,600 Per Month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    10 Breck St Unit 1, Milton, MA 02186

    Welcome to this spacious and inviting 2+ bedroom apartment located in the heart of Milton. Situated on the first floor, this unit boasts a bright and sunny foyer that leads into a large living room and dining area, perfect for entertaining or relaxing. The eat-in kitchen, complete with a pantry, offers ample space for all your culinary needs. There are two generously sized bedrooms, with one

    Natalie Stancato Seaport Realty Group

    10 Breck St Unit 1, Milton, MA 02186
  • /15

    $825,000

    Sold Oct 24, 2025

    44 Ridgewood Rd, Milton, MA 02186

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft
    • Built 1957

    Last Sold Summary

    • 11% Below List Price
    • $501/SF
    • 92 Days On Market

    Current Estimated Value $881,824

    Last Listing Agent Elaine Gilmore Gibson Sotheby's International Realty

    44 Ridgewood Rd, Milton, MA 02186
    • /30

      Est $1,130,629

      Not Listed For Sale

      60 Ridgewood Rd, Milton, MA 02186

      • 3 Beds
      • 3 Baths
      • 2,516 Sq Ft
      • Built 1957
      60 Ridgewood Rd, Milton, MA 02186

      Last Sold Summary

      • 14 Days On Market

  • /34

    $995,900

    $79K PRICE DROP Pending
    • 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
  • /11

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,066 Sq Ft
    • Condo for Rent

    577 Adams St Unit D, Milton, MA 02186

    Well-maintained rental in the Milton Adams Street area. Unit offers hardwood floor, an updated kitchen and good natural light. Convenient location near shops, restaurants, and public transportation. Available now!

    Karolina Brotschi Kelly Group Properties

    577 Adams St Unit D, Milton, MA 02186
  • /37

    $1,795,000

    Sold Sep 11, 2025

    54 Wolcott Woods Ln Unit 54, Milton, MA 02186

    • 3 Beds
    • 4.5 Baths
    • 3,416 Sq Ft
    • Built 2023

    Last Sold Summary

    • $525/SF
    • 22 Days On Market

    Current Estimated Value $1,831,221

    Last Listing Agent Eleanor Reilly Coldwell Banker Realty - Needham

    54 Wolcott Woods Ln Unit 54, Milton, MA 02186
    • /31

      Est $940,292

      Not Listed For Sale

      177 Harbor View Rd, Milton, MA 02186

      • 3 Beds
      • 3 Baths
      • 1,955 Sq Ft
      • Built 1963
      177 Harbor View Rd, Milton, MA 02186

      Last Sold Summary

      • 24 Days On Market

  • /26

    $1,185,000

    Pending
    • 2 Beds
    • 2 Baths
    • 2,200 Sq Ft

    29 Woodmere Dr Unit 29, Milton, MA 02186

    Some homes are built. This one was considered. Every detail. A grand entry that sets the tone — warm, unhurried, quietly assured—with a welcome that signals something better is ahead. 2 bedrooms and 2 full baths. A dedicated home office because some things shouldn't be a compromise. A designer kitchen anchored by a considerable island and top appliances — the kind of space that makes cooking feel

    Julianne Bridgeman Ceres Real Estate

    29 Woodmere Dr Unit 29, Milton, MA 02186
  • /20

    $4,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,778 Sq Ft
    • House for Rent

    208 Brush Hill Rd, Milton, MA 02186

    Well-maintained and recently updated 4-bedroom, 2.5-bath Colonial rental located on scenic Brush Hill Road in desirable Milton. This spacious home offers a warm and inviting layout with generous living and dining areas, hardwood floors, great natural light, and a functional kitchen. The upper levels feature four bedrooms, including a spacious third-level private bedroom with its own private

    Lindsey & Associates Realty Team Keller Williams Realty Boston-Metro | Back Bay

    208 Brush Hill Rd, Milton, MA 02186
  • /36

    $970,000

    Sold May 22, 2026

    41 Truro Ln, Milton, MA 02186

    • 3 Beds
    • 1.5 Baths
    • 1,374 Sq Ft
    • Built 1954

    Last Sold Summary

    • 21% Above List Price
    • $706/SF
    • 5 Days On Market

    Current Estimated Value $802,658

    Last Listing Agent Leslie MacKinnon Compass

    41 Truro Ln, Milton, MA 02186
    • /25

      Est $1,360,813

      Not Listed For Sale

      1274 Randolph Ave, Milton, MA 02186

      • 4 Beds
      • 2.5 Baths
      • 3,283 Sq Ft
      • Built 1987
      1274 Randolph Ave, Milton, MA 02186

      Last Sold Summary

      • 10 Days On Market

Showing Results 41 - 80, Page 2 of 18

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