9,776

Milton, MA Homes

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  • /33

    $949,000

    • 4 Beds
    • 3 Baths
    • 1,593 Sq Ft

    146-148 Warren Ave, Milton, MA 02186

    Big opportunity, hard-to-beat location, and endless possibilities at 146-148 Warren Ave. Set on a fun, tucked-away dead-end street near Kelly Field, this side-by-side two-family offers the space, flexibility, and neighborhood feel that so many buyers are looking for. Live in one unit and rent the other, bring extended or multi-generational family together while still enjoying separation, or add a

    Matthew Freeman Coldwell Banker Realty - Milton

    146-148 Warren Ave, Milton, MA 02186
  • /24

    $2,995

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Spacious 3-Bedroom Haven in prime Milton neighborhood!

    234 Brook Rd Unit Fl 1, Milton, MA 02186

    Available NOW Spacious 3 BED 1 BATH unit located on the first floor of a well-maintained, owner-occupied, multi-family home. The unit features a cozy living room, a spacious dining room, an eat-in kitchen. Three nicely sized bedrooms, a modern bathroom Hardwood floors throughout. Washer and dryer hook-ups! Two off-street parking spaces. Tenants pay their own gas and electricity. Good credit,

    234 Brook Rd Unit Fl 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
    • /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.

  • /28

    $3,095,000

    Pending
    • 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
  • /18

    $3,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Apartment for Rent

    50 Curtis Rd Unit 2, Milton, MA 02186

    This is a spacious and well-maintained 3-bedroom, 2 full bath rental in a convenient Milton neighborhood. This apartment offers a functional layout with generously sized bedrooms, two full bathrooms, and abundant natural light throughout. 2 off street parking spots are included, as well as in unit washer and dryer. Located right around the corner from Mattapan station and is a short distance from

    Connor Withington Kelly Group Properties

    50 Curtis Rd Unit 2, 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
    • /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

  • /41

    $899,000

    $50K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 1,570 Sq Ft

    30 School St, Milton, MA 02186

    Offer accepted- open houses cancelled. Lovingly maintained by the same family since 1949, this charming 3-bedroom home offers a rare opportunity to own a piece of Milton history. Set on a beautiful private lot abutting peaceful woodlands, the home blends timeless character with thoughtful updates. The updated kitchen opens seamlessly to the main living areas, while the stunning family room with

    The Jenkins Group Keller Williams Realty

    30 School St, Milton, MA 02186
  • /24

    $3,750 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
  • /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
    • /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

  • /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
  • /18

    $2,900 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! BE SURE TO READ THIS TO THE END 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 built-ins, mud room, 2 large bedrooms plus a smaller room

    Jim Cotter William Raveis R.E. & Home Services

    3-3 Warren Ave Unit 2, East 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
    • /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

  • /28

    $1,425,000

    $74K PRICE DROP Pending
    • 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
  • /26

    $3,000 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    181 Churchills Ln Unit 1, Milton, MA 02186

    Available now, this cozy first floor apartment offers two bedrooms, one bathroom and a flexible lay out. Parking for two cars, tandem, in the driveway. This home is located in a fantastic neighborhood and offers outdoor space for relaxing, a patio for grilling and dining, and is walking distance to parks and public transportation. Laundry and storage on site. First month and security deposit due

    Dory Noll Coldwell Banker Realty - Milton

    181 Churchills Ln Unit 1, 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 $2,816,622

    Last Listing Agent Vanessa Foster Coldwell Banker Realty - Milton

    50 Brush Hill Ln, 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

  • /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
  • /12

    $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
  • /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 $912,493

    Last Listing Agent Kirsten O'Donnell Kirsten Gardner Real Estate

    65 Courtland Cir, 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

  • /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
  • /21

    $3,200 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
  • /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
    • /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

  • /25

    $995,000

    Open Sun 12PM - 2PM
    • 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
  • /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.

    Brandon Murphy Burns Realty & Investments LLC

    328 Blue Hill Ave Unit SF, 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 $1,825,860

    Last Listing Agent Eleanor Reilly Coldwell Banker Realty - Needham

    54 Wolcott Woods Ln Unit 54, 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

  • /40

    $1,195,000

    Pending
    • 4 Beds
    • 1.5 Baths
    • 2,218 Sq Ft

    8 Clifton Rd, Milton, MA 02186

    Offering exceptional curb appeal in Milton's Hospital Hill neighborhood, this colonial blends timeless charm with comfortable living space. Gleaming hardwood floors flow throughout the home. The first floor offers a front-to-back living room with fireplace, a bright sunroom, a formal dining room with a built-in china cabinet, an eat-in kitchen & a half bath. Upstairs, you'll find four corner

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

    8 Clifton Rd, Milton, MA 02186
  • /18

    $4,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,240 Sq Ft
    • House for Rent

    50 Sassamon Ave, Milton, MA 02186

    Presented for lease, the residential property at 50 Sassamon Ave in Milton, MA, a distinguished 1950s residence offering 1240 square feet of meticulously designed living space, embodies refined living within a serene setting. This single-story residence encompasses three well-appointed bedrooms, providing ample private accommodations. Complementing the living quarters are two full bathrooms,

    Gail Nocera Coldwell Banker Realty - Milton

    50 Sassamon Ave, 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 $931,078

    Last Listing Agent Leslie MacKinnon Compass

    41 Truro Ln, Milton, MA 02186
    • /42

      Est $3,246,486

      Not Listed For Sale

      287 Hillside St, Milton, MA 02186

      • 5 Beds
      • 5.5 Baths
      • 6,950 Sq Ft
      • Built 1912
      287 Hillside St, Milton, MA 02186

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Meredith Hall Coldwell Banker Realty - Milton

  • /40

    $2,995,000

    Open Sat 11AM - 1:30PM
    • 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
  • /12

    $2,300 Per Month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    58 Parkway Crescent Unit 2, Milton, MA 02186

    Upstairs unit of a Milton two-family, available 8/1. This one bedroom unit features a finished walk up attic space with enough room for a home office or lounge space. Hardwood floors in the main living area, laundry in the basement, and a private roof deck ideal for morning coffee or entertaining. Ample on-street parking with no permit required. Set in one of Milton's most desirable neighborhoods

    Chris Roche Conway - West Roxbury

    58 Parkway Crescent Unit 2, Milton, MA 02186
  • /41

    $1,300,000

    Sold Jul 14, 2026

    39 Park St, Milton, MA 02186

    • 3 Beds
    • 1.5 Baths
    • 1,906 Sq Ft
    • Built 1924

    Last Sold Summary

    • 19% Above List Price
    • $682/SF
    • 5 Days On Market

    Current Estimated Value $1,128,921

    Last Listing Agent Abigail Marjollet Ceres Real Estate

    39 Park St, Milton, MA 02186
    • /32

      Est $2,062,196

      Not Listed For Sale

      440 Harland St, Milton, MA 02186

      • 4 Beds
      • 2.5 Baths
      • 4,184 Sq Ft
      • Built 1994
      440 Harland St, Milton, MA 02186

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Cheryl Tarpy William Raveis R.E. & Home Services

Showing Results 41 - 80, Page 2 of 18

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