9,768

Milton, MA Homes

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  • /35

    $675,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,229 Sq Ft

    583 Eliot St Unit 583, Milton, MA 02186

    Located in one of Milton's most cherished neighborhoods, where tree lined streets, strong community ties, and convenience come together. Tucked on the corner of Eliot Cir and across from Willoughby Road, this clean lined, sun filled Arts and Crafts condo was gut renovated in 2020 and it shows. Open floor plan living with dedicated spaces gives you flexibility to work from home, host, or just

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

    583 Eliot St Unit 583, Milton, MA 02186
  • /23

    $587,000

    Sold Jul 11, 2025

    162 Brush Hill Rd Unit 2, Milton, MA 02186

    • 3 Beds
    • 2 Baths
    • 2,097 Sq Ft
    • Built 1918

    Last Sold Summary

    • 2% Below List Price
    • $280/SF
    • 32 Days On Market

    Current Estimated Value $601,424

    Last Listing Agent Team Galvin The Galvin Group, LLC

    162 Brush Hill Rd Unit 2, Milton, MA 02186
    • /3

      Est $988,762

      Not Listed For Sale

      34 Clifton Rd, Milton, MA 02186

      • 3 Beds
      • 1.5 Baths
      • 1,900 Sq Ft
      • Built 1930
      34 Clifton Rd, Milton, MA 02186

      Last Sold Summary

      • 5 Days On Market

  • /27

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 2,257 Sq Ft

    79 Hilltop St, Milton, MA 02186

    Some homes ask you to choose. This one doesn't. Set on a private half-acre corner lot, this three-bedroom, three-bath Milton home is move-in ready and freshly painted throughout. Hardwood floors run the length of the main level. The living and dining areas open to one another, anchored by a sunroom and a bright kitchen with granite counters and stainless steel appliances. A finished lower level

    Julianne Bridgeman Ceres Real Estate

    79 Hilltop St, Milton, MA 02186
  • /28

    $770,000

    Sold Sep 15, 2025

    12 Lincoln St, Milton, MA 02186

    • 3 Beds
    • 1.5 Baths
    • 1,363 Sq Ft
    • Built 1933

    Last Sold Summary

    • 4% Below List Price
    • $565/SF
    • 45 Days On Market

    Current Estimated Value $778,589

    Last Listing Agent Jim Schindler Boom Realty

    12 Lincoln St, Milton, MA 02186
    • /35

      Est $1,121,192

      Not Listed For Sale

      89 Martin Rd, Milton, MA 02186

      • 3 Beds
      • 1.5 Baths
      • 1,804 Sq Ft
      • Built 1939
      89 Martin Rd, Milton, MA 02186

      Last Sold Summary

      • 6 Days On Market

  • /39

    $2,100,000

    • 4 Beds
    • 4 Baths
    • 3,565 Sq Ft

    282 Highland St, Milton, MA 02186

    Designed to grow with you, this beautifully maintained, young home offers nearly 4,000 square feet of flexible living space on a spectacular 1.6-acre lot. The thoughtfully designed floor plan includes a first-floor primary suite, an additional first-floor bedroom, and two spacious bedrooms upstairs—ideal for a variety of lifestyles and living arrangements. At the heart of the home is a stunning

    Beth Rooney eXp Realty LLC - Corporate Office

    282 Highland St, Milton, MA 02186
  • /40

    $1,785,000

    Sold Feb 02, 2026

    407 Highland St, Milton, MA 02186

    • 4 Beds
    • 3 Baths
    • 2,968 Sq Ft
    • Built 1796

    Last Sold Summary

    • 5% Above List Price
    • $601/SF
    • 5 Days On Market

    Current Estimated Value $1,778,162

    Last Listing Agent Susan Lewis-Grant Coldwell Banker Realty - Milton

    407 Highland St, Milton, MA 02186
    • /34

      Est $2,236,611

      Not Listed For Sale

      17 Spafford Rd, Milton, MA 02186

      • 4 Beds
      • 4.5 Baths
      • 3,907 Sq Ft
      • Built 1930
      17 Spafford Rd, Milton, MA 02186

      Last Sold Summary

      • 59 Days On Market

  • /42

    $3,049,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 6,790 Sq Ft

    995 Brush Hill Rd, Milton, MA 02186

    To those who resist being a foregone conclusion — consider this the on-ramp. The move to the suburbs is often framed as a trade: more space, less edge. At 995 Brush Hill Road, that bargain was never struck. This 6,790-square-foot mid-century residence carries its cool quietly — without announcement, without apology. The kitchen sets the tone with top tier appliances, a resort-scale fireplace,

    Julianne Bridgeman Ceres Real Estate

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

    $1,083,500

    Sold Jan 15, 2026

    40 Lafayette St, Milton, MA 02186

    • 4 Beds
    • 3 Baths
    • 1,700 Sq Ft
    • Built 1890

    Last Sold Summary

    • 6% Below List Price
    • $637/SF
    • 91 Days On Market

    Current Estimated Value $1,063,472

    Last Listing Agent Kyle Pernock Keller Williams Elite

    40 Lafayette St, Milton, MA 02186
    • /41

      Est $2,029,906

      Not Listed For Sale

      139 Gerald Rd, Milton, MA 02186

      • 4 Beds
      • 3.5 Baths
      • 3,767 Sq Ft
      • Built 1994
      139 Gerald Rd, Milton, MA 02186

      Last Sold Summary

      • 5 Days On Market

  • /27

    $899,900

    Pending
    • 6 Beds
    • 3 Baths
    • 2,893 Sq Ft

    101 Pagoda St, Milton, MA 02186

    A RARE FIND!!!*****COME SEE THIS LOVELY TWO FAMILY HOME SITUATED ON A PRIME CORNER LOT OFFERING INCREDIBLE SPACE AND VERSATILITY****** SUN DRENCHED ROOMS AND DISTINCT PRIVATE LAYOUTS FOR BOTH UNITS*****BONUS ROOM ON 1ST AND 2ND LEVEL CAN BE SUNROOM OR HOME OFFICE*****BEAUTIFUL HARDWOOD FLOORS*****2ND LEVEL OFFERS 2 LEVELS OF LIVING SPACE******TWO CAR GARAGE HAS PLENTY OF ROOM FOR YOUR SNOWBLOWER

    Alisa Coyle Greater Boston Realty

    101 Pagoda St, Milton, MA 02186
  • /39

    $2,850,000

    Sold Sep 30, 2025

    60 Whittier Rd, Milton, MA 02186

    • 6 Beds
    • 5.5 Baths
    • 6,800 Sq Ft
    • Built 2008

    Last Sold Summary

    • 14% Below List Price
    • $419/SF
    • 40 Days On Market

    Current Estimated Value $2,872,333

    Last Listing Agent Scott Farrell & Partners Compass

    60 Whittier Rd, Milton, MA 02186
    • /29

      Est $1,111,324

      Not Listed For Sale

      17 Patricia Dr, Milton, MA 02186

      • 4 Beds
      • 2.5 Baths
      • 2,154 Sq Ft
      • Built 1969
      17 Patricia Dr, Milton, MA 02186

      Last Sold Summary

      • 7 Days On Market

  • /42

    $849,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,711 Sq Ft

    34 Avalon Rd, Milton, MA 02186

    Nestled in the desirable Columbines neighborhood this beautifully maintained and thoughtfully designed haven offers the perfect blend of charm, comfort, and adaptable living. Rich in natural light and inviting spaces it features an optimal layout for today's lifestyle with 2 expansive 2nd floor bedrooms plus 1st floor accommodations perfectly suited as an optional 3rd bedroom, or den/home office

    Lauren Greeley Coldwell Banker Realty - Milton

    34 Avalon Rd, Milton, MA 02186
  • /25

    $945,000

    Sold Aug 08, 2025

    167 Brook Rd, Milton, MA 02186

    • 5 Beds
    • 2 Baths
    • 2,591 Sq Ft
    • Built 1859

    Last Sold Summary

    • 4% Below List Price
    • $365/SF
    • 25 Days On Market

    Current Estimated Value $1,001,574

    Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

    167 Brook Rd, Milton, MA 02186
    • /37

      Est $1,015,713

      Not Listed For Sale

      84 Badger Cir, Milton, MA 02186

      • 3 Beds
      • 2 Baths
      • 2,248 Sq Ft
      • Built 1952
      84 Badger Cir, Milton, MA 02186

      Last Sold Summary

      • 4 Days On Market

  • /12

    $920,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,515 Sq Ft

    40 Elm St, Milton, MA 02186

    One of Milton's most desirable neighborhoods. Blocks to the High School and Town Center.Location_location_location! A fantastic place to raise a family in a very unique Town only 7 miles to Boston, near the T, Milton Academy, Curry College, Deaconess Hospital and Doctors building. High school and fields are nearby.. Amazing area....The house is being sold "as is" and has a nice yard with room to

    Brian Fahey Coldwell Banker Realty - Milton

    40 Elm St, Milton, MA 02186
  • /16

    $1,000,000

    Sold Jun 12, 2026

    17 Bunton St, Milton, MA 02186

    • 3 Beds
    • 1.5 Baths
    • 1,762 Sq Ft
    • Built 1926

    Last Sold Summary

    • 6% Above List Price
    • $568/SF
    • 5 Days On Market

    Current Estimated Value $942,826

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

    17 Bunton St, Milton, MA 02186
    • /3

      Est $926,821

      Not Listed For Sale

      54 Cypress Rd, Milton, MA 02186

      • 3 Beds
      • Built 1960
      54 Cypress Rd, Milton, MA 02186

      Last Sold Summary

      • 53 Days On Market

  • /15

    $725,000

    $100K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,046 Sq Ft

    98 Pleasant St, Milton, MA 02186

    Charming, affordable, and filled with opportunity, 98 Pleasant Street presents a rare chance to own in the highly sought-after Cunningham Park neighborhood of Milton. Perfectly situated on a spacious corner lot, this charming home is filled with timeless character, offering the ideal canvas to bring your vision to life. The location is unmatched — just minutes to I-93, steps from the trails and

    Tammy Connearney Lands End Realty, Inc.

    98 Pleasant St, Milton, MA 02186
  • /34

    $1,325,000

    Sold Jan 30, 2026

    312 Edge Hill Rd, Milton, MA 02186

    • 6 Beds
    • 2.5 Baths
    • 2,730 Sq Ft
    • Built 1910

    Last Sold Summary

    • 2% Above List Price
    • $485/SF
    • 4 Days On Market

    Current Estimated Value $1,304,290

    Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

    312 Edge Hill Rd, Milton, MA 02186
    • /15

      Est $894,637

      Not Listed For Sale

      9 Nancy Rd, Milton, MA 02186

      • 3 Beds
      • 1.5 Baths
      • 1,370 Sq Ft
      • Built 1954
      9 Nancy Rd, Milton, MA 02186

      Last Sold Summary

      • 23 Days On Market

  • /25

    $1,249,000

    $50K PRICE DROP
    • 7 Beds
    • 3 Baths
    • 3,500 Sq Ft

    168 Brook Rd, Milton, MA 02186

    Turnkey renovated two-family home in a prime Milton location! Unit 1 features 2 bedrooms, 1 bath, a living room, dining room, and kitchen—ideal for comfortable living or rental potential. Unit 2 offers 5 bedrooms and 2 updated baths, with a spacious living room, formal dining room, updated kitchen with quartz countertops and stainless steel appliances, plus a second level of living. Both units

    Team Galvin The Galvin Group, LLC

    168 Brook Rd, Milton, MA 02186
  • /36

    $2,550,000

    Sold Oct 14, 2025

    141 Gun Hill St, Milton, MA 02186

    • 5 Beds
    • 3.5 Baths
    • 4,522 Sq Ft
    • Built 2014

    Last Sold Summary

    • 11% Above List Price
    • $564/SF
    • 3 Days On Market

    Current Estimated Value $2,537,076

    Last Listing Agent Christman Johnsson Group Hammond Residential Real Estate

    141 Gun Hill St, Milton, MA 02186
    • /37

      Est $1,758,617

      Not Listed For Sale

      24 Wyndmere Rd, Milton, MA 02186

      • 5 Beds
      • 3.5 Baths
      • 3,553 Sq Ft
      • Built 1937
      24 Wyndmere Rd, Milton, MA 02186

      Last Sold Summary

      • 5 Days On Market

  • /37

    $1,895,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,987 Sq Ft

    268 Highland St, Milton, MA 02186

    Set on over 1.4 acres in one of Milton’s most picturesque settings, 268 Highland Street is a timeless brick-front Colonial where elegance, warmth, and unforgettable gatherings have defined this home for decades. From the slate roof and copper downspouts to the sweeping green lawns and mature landscape, every detail reflects classic New England charm. Inside, beautifully updated kitchens and baths

    Beth Rooney eXp Realty LLC - Corporate Office

    268 Highland St, Milton, MA 02186
  • /42

    $1,200,000

    Sold Jan 30, 2026

    651 Canton Ave, Milton, MA 02186

    • 3 Beds
    • 4 Baths
    • 2,325 Sq Ft
    • Built 1910

    Last Sold Summary

    • 2% Below List Price
    • $516/SF
    • 5 Days On Market

    Current Estimated Value $1,211,928

    Last Listing Agent Scott Farrell & Partners Compass

    651 Canton Ave, Milton, MA 02186
    • /27

      Est $1,184,072

      Not Listed For Sale

      443 Centre St, Milton, MA 02186

      • 3 Beds
      • 2.5 Baths
      • 2,103 Sq Ft
      • Built 1953
      443 Centre St, Milton, MA 02186

      Last Sold Summary

      • 2 Days On Market

  • /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
  • /10

    $734,000

    Sold Apr 16, 2026

    7 Preacher Rd, Milton, MA 02186

    • 2 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $521/SF
    • 145 Days On Market

    Current Estimated Value $734,146

    Last Listing Agent Denise Petitti Coldwell Banker Realty - Milton

    7 Preacher Rd, Milton, MA 02186
    • /23

      Est $1,279,694

      Not Listed For Sale

      1054 Brook Rd, Milton, MA 02186

      • 3 Beds
      • 2.5 Baths
      • 2,118 Sq Ft
      • Built 1930
      1054 Brook Rd, Milton, MA 02186

      Last Sold Summary

      • 25 Days On Market

  • /40

    $1,050,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,700 Sq Ft

    67 Maple St, Milton, MA 02186

    Introducing this one-of-a-kind Milton Village Victorian, a home that greets you with warmth, character, and timeless charm. This solid 4-bedroom, 2-bath home offers exceptional space in one of Milton’s most popular neighborhoods, notice all the details, including slate roof. They don’t build home like this anymore! A covered front porch welcomes you into a beautiful entryway, setting the tone for

    Janice Bosworth Coldwell Banker Realty - Milton

    67 Maple St, Milton, MA 02186
  • /42

    $1,220,000

    Sold Aug 14, 2025

    8 Howe St, Milton, MA 02186

    • 3 Beds
    • 2.5 Baths
    • 1,818 Sq Ft
    • Built 1935

    Last Sold Summary

    • 2% Above List Price
    • $671/SF
    • 6 Days On Market

    Current Estimated Value $1,222,905

    Last Listing Agent Ernad Preldzic RE/MAX 360

    8 Howe St, Milton, MA 02186
    • /30

      Est $1,310,319

      Not Listed For Sale

      650 Pleasant St, Milton, MA 02186

      • 4 Beds
      • 2.5 Baths
      • 2,121 Sq Ft
      • Built 1942
      650 Pleasant St, Milton, MA 02186

      Last Sold Summary

      • 5 Days On Market

  • /35

    $1,495,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,911 Sq Ft

    88 Wharf St Unit 604, Milton, MA 02186

    Perched at the pinnacle of luxury, this exceptional 2-bedroom, 2-bath penthouse offers an elevated lifestyle with two garage parking spaces and a truly rare private rooftop terrace showcasing sweeping views of the Neponset River Estuary and ever-changing, painted sky vistas. Inside, light-filled living spaces invite effortless entertaining and quiet relaxation, while the sprawling primary

    Kim Powers Coldwell Banker Realty - Milton

    88 Wharf St Unit 604, Milton, MA 02186
  • /31

    $1,300,000

    Sold May 21, 2026

    161 Sassamon Ave, Milton, MA 02186

    • 5 Beds
    • 3.5 Baths
    • 4,048 Sq Ft
    • Built 1826

    Last Sold Summary

    • 31% Below List Price
    • $321/SF
    • 238 Days On Market

    Current Estimated Value $1,512,875

    Last Listing Agent Thomas O'Neill The Firm

    161 Sassamon Ave, Milton, MA 02186
    • /23

      Est $1,000,532

      Not Listed For Sale

      45 Chesterfield Rd, Milton, MA 02186

      • 3 Beds
      • 1.5 Baths
      • 1,488 Sq Ft
      • Built 1936
      45 Chesterfield Rd, Milton, MA 02186

      Last Sold Summary

      • 4 Days On Market

  • /43

    $1,550,000

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

    403405 Reedsdale Rd, Milton, MA 02186

    Milton -- Rare Opportunity! This beautifully renovated (2016) duplex offers 10 rooms, 6 bedrooms, 4full baths & 2 half baths. The main level features a spacious kitchen with stainless steel appliances, granite countertops, and an open-concept living and dining area, along with convenient first-floor laundry. The second floor includes two bedrooms and two full baths, while the third-floor bedroom

    Paul Rege Kelley & Rege Properties, Inc.

    403405 Reedsdale Rd, Milton, MA 02186

Showing Results 201 - 240, Page 6 of 18

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