9,776

Milton, MA Homes

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  • /42

    $4,500,000

    • 7 Beds
    • 8 Baths
    • 6,404 Sq Ft

    75 Canton Ave, Milton, MA 02186

    A rare opportunity to own one of Milton Hill's most distinguished homes. Set on nearly an acre just moments from Milton Village, this beautifully updated residence offers the space & versatility desired by the buyers of today. Designed to evolve with every stage of family life, the property features a 6 BR main home plus a newly completed 1 BR ADU, offering exceptional flexibility for extended

    Sarah Glovsky The Charles Realty

    75 Canton Ave, Milton, MA 02186
  • /35

    $1,985,000

    Sold Nov 07, 2025

    4 Cunningham Ln, Milton, MA 02186

    • 5 Beds
    • 4 Baths
    • 4,746 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $418/SF
    • 9 Days On Market

    Current Estimated Value $1,981,400

    Last Listing Agent Ricardo Rodriguez Coldwell Banker Realty - Boston

    4 Cunningham Ln, Milton, MA 02186
    • /32

      Est $1,054,433

      Not Listed For Sale

      30 Buckingham Rd, Milton, MA 02186

      • 4 Beds
      • 1.5 Baths
      • 1,870 Sq Ft
      • Built 1941
      30 Buckingham Rd, Milton, MA 02186

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Bridget Conroy Coldwell Banker Realty - Milton

  • /40

    $3,895,000

    • 5 Beds
    • 6.5 Baths
    • 9,435 Sq Ft

    90 Countryside Ln, Milton, MA 02186

    This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton’s most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    90 Countryside Ln, 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 $803,832

    Last Listing Agent Jim Schindler Boom Realty

    12 Lincoln St, Milton, MA 02186
    • /40

      Est $1,374,694

      Not Listed For Sale

      53 Martin Rd, Milton, MA 02186

      • 4 Beds
      • 2.5 Baths
      • 4,429 Sq Ft
      • Built 1939
      53 Martin Rd, Milton, MA 02186

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Katherine Rielly The Realty Concierge

  • /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
  • /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 $1,816,265

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

    407 Highland St, Milton, MA 02186
    • /35

      Est $1,136,414

      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

      Last Listing Agent Anne Spry Barrett Sotheby's International Realty

  • /42

    $1,225,000

    • 4 Beds
    • 2.5 Baths
    • 3,006 Sq Ft

    88 Elm St, Milton, MA 02186

    The home you've been waiting for! This classic Milton Colonial in the desirable Elmiver neighborhood offers exceptional space and flexibility for today's lifestyle, including multi-generational living. The spacious kitchen opens to a formal dining room and large family room with sliders to a generous deck overlooking a private backyard with a beautiful patio—perfect for entertaining. Featuring 4

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

    88 Elm St, 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 $1,067,408

    Last Listing Agent Kyle Pernock Keller Williams Elite

    40 Lafayette St, Milton, MA 02186
    • /34

      Est $2,359,768

      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

      Last Listing Agent Rob Walsh RF Boston Realty Group

  • /18

    $739,900

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,434 Sq Ft

    274 Blue Hills Pkwy, Milton, MA 02186

    This home has been cared for by the same family for many years and shows great pride in ownership. The site offers fenced in rear yard and large, detached newly rebuilt 2 car garage ; see firm remarks !!. Interior contains traditional layout with first floor lavatory, refinished original hardwood flooring, fireplace located in the living room,some built-ins . Four bedrooms and full bathroom are

    Christopher Shea Christopher Shea

    274 Blue Hills Pkwy, 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 $2,969,050

    Last Listing Agent Scott Farrell & Partners Compass

    60 Whittier Rd, Milton, MA 02186
    • /41

      Est $2,011,692

      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

      Last Listing Agent Kevin Keating Keating Brokerage

  • /27

    $1,195,000

    Pending
    • 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
  • /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 $1,059,455

    Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

    167 Brook Rd, Milton, MA 02186
    • /29

      Est $1,145,212

      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

      Last Listing Agent Marcia Timilty Coldwell Banker Realty - Milton

  • /33

    $660,000

    Open Sat 12PM - 2PM $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,123 Sq Ft

    52 Meagher Ave, Milton, MA 02186

    Welcome to 52 Meagher Ave Milton. This charming colonial property offers convenience and comfort featuring three bedrooms and one bathroom and half , this home is ideal for families, first-time buyers, or anyone seeking a beautiful home ** Open House Saturday 12 to 2pm **

    Pedro Garcia Garcia Realty, LLC

    52 Meagher Ave, 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 $981,090

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

    17 Bunton St, Milton, MA 02186
    • /37

      Est $985,839

      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

      Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

  • /41

    $769,900

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,746 Sq Ft

    50 Brush Hill Rd, Milton, MA 02186

    Showings begin at Open House Sun 8/9/26 noon-2pm. Fall in love with 50 Brush Hill Road! This 3-bedroom 2 full bath home exudes warmth. Gleaming hardwood floors throughout, cozy dining room perfect for gatherings, & a bright living room centered around a beautiful decorative fireplace. Cook with ease in the updated kitchen, which flows effortlessly toward your outdoor oasis. Outside, enjoy a fully

    Fred Yaitanes Nadine Israel Team Keller Williams Realty

    50 Brush Hill Rd, 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 $1,347,036

    Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

    312 Edge Hill Rd, Milton, MA 02186
    • /3

      Est $912,883

      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

      Last Listing Agent Marie Richards Coldwell Banker Realty - Milton

  • /39

    $1,995,000

    $105K PRICE DROP Pending
    • 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
  • /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 $2,561,406

    Last Listing Agent Christman Johnsson Group Hammond Residential Real Estate

    141 Gun Hill St, Milton, MA 02186
    • /2

      Est $911,880

      Not Listed For Sale

      9 Nancy Rd, Milton, MA 02186

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

  • /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
  • /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 $1,233,066

    Last Listing Agent Scott Farrell & Partners Compass

    651 Canton Ave, Milton, MA 02186
    • /30

      Est $960,630

      Not Listed For Sale

      69 Gerald Rd, Milton, MA 02186

      • 3 Beds
      • 1.5 Baths
      • 1,403 Sq Ft
      • Built 1953
      69 Gerald Rd, Milton, MA 02186

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Mikel DeFrancesco William Raveis R.E. & Home Services

  • /34

    $749,900

    Open Sun 12PM - 1:30PM $49K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,492 Sq Ft

    29 Lawrence Rd, Milton, MA 02186

    Welcome to 29 Lawrence Road – 1st time on the market in over 50 years. This classic colonial with tons of character and opportunity sits right outside of Cunningham Park. This 4 bedroom with 1.5 baths offers a traditional layout with hardwood floors throughout most of the home. The 1st floor offers a nice fireplaced living room with a double set of French doors. One set of doors lead into the

    James Mulvey Bird Dog Real Estate, LLC

    29 Lawrence 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 $739,024

    Last Listing Agent Denise Petitti Coldwell Banker Realty - Milton

    7 Preacher Rd, Milton, MA 02186
    • /37

      Est $1,758,158

      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

      Last Listing Agent Sharon Ryan Coldwell Banker Realty - Milton

  • /21

    $1,550,000

    Pending
    • 6 Beds
    • 8 Baths
    • 3,216 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
  • /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 $1,245,417

    Last Listing Agent Ernad Preldzic RE/MAX 360

    8 Howe St, Milton, MA 02186
    • /27

      Est $1,258,212

      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

      Last Listing Agent Kevin Keating Keating Brokerage

  • /25

    $1,100,000

    Open Sun 12PM - 1PM $199K PRICE DROP
    • 7 Beds
    • 3 Baths
    • 3,500 Sq Ft

    168 Brook Rd, Milton, MA 02186

    Welcome to this spacious and beautifully updated two-family home offering comfort, style, and versatility. Unit 1 features 2 bedrooms and 1 updated bathroom, while Unit 2 offers an expansive layout with 5 bedrooms and 2 updated bathrooms, providing plenty of space for larger households or multi-generational living.Inside, you'll find brand-new kitchen cabinets, recessed LED lighting, beautiful

    Team Galvin The Galvin Group, LLC

    168 Brook Rd, 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 $1,369,783

    Last Listing Agent Thomas O'Neill The Firm

    161 Sassamon Ave, Milton, MA 02186
    • /23

      Est $1,290,688

      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

      Last Listing Agent Scott Farrell & Partners Compass

  • /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

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