9,789

Milton, MA Homes

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  • /37

    $1,395,000

    $100K PRICE DROP Pending
    • 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
  • /10

    $4,500 Per Month

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Apartment for Rent

    18 Fairfax Rd Unit 2, Milton, MA 02186

    Spacious 4/5 bedroom in Milton's much sought after Columbine neighborhood. Hardwood floors throughout. Private entrance leads up to an expansive living area. The main floor has a large living room, sun room (office), dining room, 2 bedrooms, kitchen and bathroom.Washer/dryer in unit. There is an outside porch off the second floor. The 3rd floor has 2 bedrooms, a bathroom, and a laundry room that

    Martin Loughnane The Johnson Group

    18 Fairfax Rd Unit 2, Milton, MA 02186
  • /42

    $2,680,000

    Sold Oct 16, 2025

    218 Woodland Rd, Milton, MA 02186

    • 4 Beds
    • 4.5 Baths
    • 4,132 Sq Ft
    • Built 1961

    Last Sold Summary

    • 7% Above List Price
    • $649/SF
    • 5 Days On Market

    Current Estimated Value $2,604,536

    Last Listing Agent Katie Norton William Raveis R.E. & Home Services

    218 Woodland Rd, Milton, MA 02186
    • /24

      Est $526,634

      Not Listed For Sale

      60 Houston Ave Unit 2, Milton, MA 02186

      • 2 Beds
      • 1 Bath
      • 885 Sq Ft
      • Built 1930
      60 Houston Ave Unit 2, Milton, MA 02186

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Jennifer Adelman Conway - Lakeville

  • /25

    $975,000

    Open Sun 1PM - 3PM $20K PRICE DROP
    • 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
  • /24

    $3,600 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
  • /36

    $749,000

    Sold Aug 14, 2026

    15 Crown St, Milton, MA 02186

    • 3 Beds
    • 1.5 Baths
    • 1,384 Sq Ft
    • Built 1925

    Last Sold Summary

    • $541/SF
    • 16 Days On Market

    Current Estimated Value $784,585

    Last Listing Agent Cahill+Co. Team William Raveis R.E. & Home Services

    15 Crown St, 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

      Last Listing Agent Michael Hunt Insight Realty Group, Inc.

  • /40

    $2,995,000

    • 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
  • /18

    $2,800 Per Month

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

    3-3 Warren Ave Unit 2, East Milton, MA 02186

    ****SHOWN BY GROUP SHOWINGS ONLY! Will be open WEDNESDAY 9/16 5:00-6:00 / SUNDAY 9/17 12-1:30 - PLEASE READ CAREFULLY BELOW FOR FULL INFO.*** Lovely 2+ bed/1 bath apartment in fantastic location. Beautifully updated throughout with spacious rooms, high ceilings, hardwood floors and tons of natural light. Cheerful living room, huge open kitchen and dining room with tons of cabinet space and

    Jim Cotter William Raveis R.E. & Home Services

    3-3 Warren Ave Unit 2, East Milton, MA 02186
  • /28

    $895,000

    Sold Jul 30, 2026

    29 Buckingham Rd, Milton, MA 02186

    • 3 Beds
    • 1.5 Baths
    • 1,700 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Above List Price
    • $526/SF
    • 22 Days On Market

    Current Estimated Value $929,817

    Last Listing Agent Thomas O'Neill The Firm

    29 Buckingham Rd, Milton, MA 02186
    • /30

      Est $1,169,110

      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

      Last Listing Agent Mary Anne Rull William Raveis R.E. & Home Services

  • /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
  • /11

    $2,900 Per Month

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • Apartment for Rent

    289 Thacher St Unit 1, Milton, MA 02186

    Well kept first floor two-bedroom apartment in a highly desirable neighborhood in Milton. Featuring a large bright eat-in kitchen with plenty of cabinets and counter-top space. Full-size living room, separate full-size dining room, two bedrooms, private back porch, and laundry hook up in the basement. Offers one of street parking driveway and there are plenty street parking throughout. Close to

    Wiss Pierre Prosperhill Realty, Inc.

    289 Thacher St Unit 1, Milton, MA 02186
  • /41

    $1,400,000

    Sold Jun 12, 2026

    424 Brook Rd, Milton, MA 02186

    • 4 Beds
    • 3.5 Baths
    • 2,853 Sq Ft
    • Built 1927

    Last Sold Summary

    • 12% Above List Price
    • $491/SF
    • 5 Days On Market

    Current Estimated Value $1,366,270

    Last Listing Agent Josh Drawas Compass

    424 Brook Rd, Milton, MA 02186
    • /31

      Est $1,023,208

      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

      Last Listing Agent Lauren Greeley Coldwell Banker Realty - Milton

  • /42

    $1,195,000

    • 5 Beds
    • 1.5 Baths
    • 2,184 Sq Ft

    19 Gaskins Rd, Milton, MA 02186

    A hidden gem in the Columbines, 19 Gaskins Road is set among mature trees and flowering woodland perennials on a private road. This gracious 5 bedroom Crosby-built home on 9500+ s.f. lot is not your typical center entrance colonial. From the stately columns at the front and side porches, to the triple windows in the living and dining rooms, to the graceful ‘Good Morning’ staircase and striking

    Kim Powers Coldwell Banker Realty - Milton

    19 Gaskins Rd, Milton, MA 02186
  • /3

    $4,300 Per Month

    • 3 Beds
    • 1.5 Baths
    • 2,545 Sq Ft
    • House for Rent

    19 Brae Burn Rd, Milton, MA 02186

    Fabulous family neighborhood, close to everything...walk to schools, Cunningham Park and East Milton Square. Minutes to Southeast Expressway.....extremely accessible to downtown. Charming colonial with an amazing chefs kitchen; Viking stove, three good sized bedrooms, hardwood floors throughout and just refinished, one car garage and private yard.

    Denise Petitti Coldwell Banker Realty - Milton

    19 Brae Burn Rd, Milton, MA 02186
  • /42

    $1,525,000

    Sold Aug 14, 2026

    403-405 Reedsdale Rd, Milton, MA 02186

    • 10 Beds
    • 8 Baths
    • 2,935 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Below List Price
    • $520/SF
    • 53 Days On Market

    Last Listing Agent Paul Rege Kelley & Rege Properties, Inc.

    403-405 Reedsdale Rd, Milton, MA 02186
    • /25

      Est $1,482,696

      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

      Last Listing Agent Brian Gagnon Coldwell Banker Realty - Boston

  • /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
  • /29

    $4,500 Per Month

    • 4 Beds
    • 1 Bath
    • 1,850 Sq Ft
    • Condo for Rent

    29 Belvoir Rd Unit 31, Milton, MA 02186

    Charming 4-Bedroom Top-Floor Unit at 31 Belvoir RdSpacious top-floor unit offering 4 bedrooms and 1 full bath — plenty of room to spread out. The open-concept kitchen features a breakfast bar and stainless steel appliances, perfect for everyday living and entertaining. The bathroom has been newly renovated, and the unit offers in-unit laundry plus plenty of extra storage. Enjoy the convenience of

    Carlos Ramirez Keller Williams Realty Boston Northwest

    29 Belvoir Rd Unit 31, Milton, MA 02186
  • /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
    • /29

      Est $1,132,507

      Not Listed For Sale

      88 Hilltop St, Milton, MA 02186

      • 3 Beds
      • 2.5 Baths
      • 2,306 Sq Ft
      • Built 1958
      88 Hilltop St, Milton, MA 02186

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Francine Jeffers Kelley & Rege Properties, Inc.

  • /42

    $3,125,000

    $375K 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
  • /12

    $2,800 Per Month

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

    10-12 Fairlawn Ave Unit 1, Milton, MA 02186

    Perfect two bedroom on beautiful tree-lined street. This unit has handsome gumwood crown moldings, hardwood floors, and Storage galore. Private entrance, two large bedrooms, renovated kitchen and bathroom and one parking space included. Perfect backyard off of the enclosed back porch. Washer/dryer in basement. An elementary school within walking distance. Conveniently located to parks, schools

    Kim Baccari Gibson Sotheby's International Realty

    10-12 Fairlawn Ave Unit 1, 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 $829,250

    Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

    25 Spruce St, Milton, MA 02186
    • /30

      Est $1,209,251

      Not Listed For Sale

      147 Sassamon Ave, Milton, MA 02186

      • 4 Beds
      • 2 Baths
      • 2,551 Sq Ft
      • Built 1954
      147 Sassamon Ave, Milton, MA 02186

      Last Sold Summary

      • 82 Days On Market

      Last Listing Agent Matthew Langlois Keller Williams Realty Signature Properties

  • /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
  • /21

    $3,000 Per Month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    16 West St Unit 1, Milton, MA 02186

    A remarkable opportunity to be in this first floor spacious 3 bed 1 bath unit. Complete with a vestibule and bonus sun room. Newer updates including stainless steel appliances and tiled bathroom. Shared yard space so if you have a dog, subject to landlords approval they will have space. Lots of green space in the neighborhood and a half of a mile from the Mattapan Station. On street parking and

    Jacob McBride Donahue Real Estate Co.

    16 West St 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 $1,330,949

    Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

    18 Fairfax Rd, Milton, MA 02186
    • /29

      Est $938,719

      Not Listed For Sale

      21 Harbor View Park, Milton, MA 02186

      • 3 Beds
      • 2 Baths
      • 1,980 Sq Ft
      • Built 1958
      21 Harbor View Park, Milton, MA 02186

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Bernard Aaron Keller Williams Realty

  • /28

    $699,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    66 Ferncroft Rd, Milton, MA 02186

    Welcome to this classic three-bedroom, one-and-a-half-bath Colonial in one of Milton’s desirable neighborhoods. Lovingly maintained by the same owner for over 40 years, this home offers hardwood floors throughout most living areas and bedrooms, newer windows, blown-in wall insulation, 200-amp electrical service, and a gas heating system installed in May 2022. The inviting living room features a

    Diane Marchione Conway - Hingham

    66 Ferncroft Rd, Milton, MA 02186
  • /10

    $2,550 Per Month

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

    22 Kahler Ave Unit 2, Milton, MA 02186

    Welcome to 22 Kahler Avenue - a sunny, second floor unit includes hardwood floors, in-unit washer and dryer, two bedrooms, one bathroom, den, living room, dining room with built-in cabinet and off-street parking. This beautiful tree-lined street is close to public & private schools, highway, bike path, shops, park and public transportation. Applicants must have strong credit, verifiable

    Maureen Conlon Kelley & Rege Properties, Inc.

    22 Kahler Ave Unit 2, Milton, MA 02186
  • /29

    $880,000

    Sold Aug 21, 2026

    17 Landon Rd, Milton, MA 02186

    • 3 Beds
    • 1 Bath
    • 1,430 Sq Ft
    • Built 1938

    Last Sold Summary

    • 4% Above List Price
    • $615/SF
    • 5 Days On Market

    Current Estimated Value $849,759

    Last Listing Agent Kim Powers Coldwell Banker Realty - Milton

    17 Landon Rd, Milton, MA 02186
    • /30

      Est $700,267

      Not Listed For Sale

      36 Nahanton Ave, Milton, MA 02186

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1956
      36 Nahanton Ave, Milton, MA 02186

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Mary Anne Rull William Raveis R.E. & Home Services

  • /32

    $1,249,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,273 Sq Ft

    10 Hazel St, Milton, MA 02186

    Welcome to 10 Hazel Street, a beautifully updated 4-bedroom home tucked away on one of Milton’s quintessential side streets, offering the perfect blend of classic New England character and modern comfort. At the heart of the home is a brand-new kitchen featuring custom white cabinetry, quartz countertops, a stylish tile backsplash, Bosch range, Thermador drawer microwave, Summit beverage

    Scott Farrell & Partners Compass

    10 Hazel St, Milton, MA 02186
  • /13

    $3,300 Per Month

    • 2 Beds
    • 1 Bath
    • 1,212 Sq Ft
    • Apartment for Rent

    3 Chilton Park Unit 3, Milton, MA 02186

    Brand-new, fully renovated 2-bedroom + DEN, 1-bath residence offering bright, thoughtfully designed living space. Sunlight fills the home, highlighting the spacious bedrooms, generous closet space, and open-concept kitchen and dining area. The inviting living room flows into a bonus den—ideal for a home office, playroom, or additional lounge space. Enjoy a beautifully updated kitchen with

    Rahel Choi eXp Realty LLC - Corporate Office

    3 Chilton Park Unit 3, 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 $892,382

    Last Listing Agent Elaine Gilmore Gibson Sotheby's International Realty

    44 Ridgewood Rd, Milton, MA 02186
    • /42

      Est $1,522,691

      Not Listed For Sale

      109 Harbor View Rd, Milton, MA 02186

      • 5 Beds
      • 3 Baths
      • 3,041 Sq Ft
      • Built 1960
      109 Harbor View Rd, Milton, MA 02186

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Amy March The Firm

Showing Results 41 - 80, Page 2 of 18

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