1,377

Columbine Cliffs Homes

Section Image
  • /41

    $1,995,000

    • 8 Beds
    • 4.5 Baths
    • 4,500 Sq Ft

    147 Canton Ave, Milton, MA 02186

    Welcome to 147 Canton Avenue, a home where historical significance, rich character, and grand proportions come together. From the moment you step into the expansive foyer with its soaring 10-foot ceilings, you can feel the warmth and history of a home that has been deeply loved. Designed for effortless living and entertaining, the main level boasts a stately front-to-back living room with a cozy

    Kevin Keating Keating Brokerage

    147 Canton Ave, Milton, MA 02186
  • /2

    $2,100

    Total Monthly Price

    • Studio
    • 1 Bath
    • 580 Sq Ft
    • Condo for Rent

    36 Eliot St, Milton, MA 02186

    Studio apartment with private patio area. One parking space included. Laundry in building. Walk to shops, restaurants and red line trolley

    36 Eliot St, Milton, MA 02186
  • /37

    $1,295,000

    Sold Jan 15, 2026

    15 Fairfax Rd, Milton, MA 02186

    • 6 Beds
    • 2 Baths
    • 3,228 Sq Ft
    • Built 1935

    Last Sold Summary

    • $401/SF
    • 24 Days On Market

    Current Estimated Value $1,329,003

    Last Listing Agent Kevin Keating Keating Brokerage

    15 Fairfax Rd, Milton, MA 02186
    • /19

      Est $687,200

      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

      Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

  • /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
  • /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
  • /33

    $924,600

    Sold Dec 17, 2025

    128 Blue Hills Pkwy, Milton, MA 02186

    • 3 Beds
    • 2.5 Baths
    • 2,292 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Below List Price
    • $403/SF
    • 42 Days On Market

    Current Estimated Value $983,133

    Last Listing Agent Lynette Glover Hammond Residential Real Estate

    128 Blue Hills Pkwy, Milton, MA 02186
    • /35

      Est $1,018,601

      Not Listed For Sale

      16 Allerton Rd, Milton, MA 02186

      • 3 Beds
      • 1.5 Baths
      • 1,274 Sq Ft
      • Built 1950
      16 Allerton Rd, Milton, MA 02186

      Last Sold Summary

      • 96 Days On Market

      Last Listing Agent Gretchen Hartel Lamacchia Realty, Inc.

  • /25

    $1,499,900

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,621 Sq Ft

    187 Hinckley Rd, Milton, MA 02186

    Nestled in the heart of Milton's coveted Columbines neighborhood, 187 Hinckley Rd. offers the perfect blend of timeless charm, generous living space, and an unbeatable location. This 4-bedroom, 3.5-bath home features a warm, functional floor plan, spacious living areas, a partially finished lower level, and an unfinished walk-up attic offering exceptional expansion potential. Step outside to a

    Brian Gagnon Coldwell Banker Realty - Boston

    187 Hinckley Rd, 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
  • /23

    $1,400,000

    Sold Jul 15, 2026

    47 Standish Rd, Milton, MA 02186

    • 3 Beds
    • 1.5 Baths
    • 2,331 Sq Ft
    • Built 1931

    Last Sold Summary

    • 10% Above List Price
    • $601/SF
    • 6 Days On Market

    Current Estimated Value $1,278,437

    Last Listing Agent Lauren Greeley Coldwell Banker Realty - Milton

    47 Standish Rd, Milton, MA 02186
    • /41

      Est $1,189,430

      Not Listed For Sale

      59 Rustlewood Rd, Milton, MA 02186

      • 3 Beds
      • 1.5 Baths
      • 2,288 Sq Ft
      • Built 1950
      59 Rustlewood Rd, Milton, MA 02186

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Maureen Conlon Kelley & Rege Properties, Inc.

  • /38

    $949,900

    • 3 Beds
    • 4 Baths
    • 1,738 Sq Ft

    80 Blue Hills Pkwy, Milton, MA 02186

    Refreshed and Reimagined center-entrance Colonial in desirable Milton, offering three bedrooms, two full baths, and two half baths. This thoughtfully updated home features a spacious primary ensuite and a sun-filled bonus sunroom—ideal for a home office, reading nook, or relaxation space. The refined open-concept kitchen blends beauty and function with quartz countertops, a pot filler, and a

    Shawn Burgess Compass

    80 Blue Hills Pkwy, Milton, MA 02186
  • /12

    $3,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 3,565 Sq Ft
    • Apartment for Rent

    18 Fairfax Rd Unit 1, Milton, MA 02186

    Welcoome to this maintained rental home in one of the Milton residential neighborhoods 18 Fairfax Road offers the blend of comfort, convenience and suburb charm. This unit features generous living are and office space filled with natural light, well-proportioned bedrooms, and functional layout.

    Karolina Brotschi Kelly Group Properties

    18 Fairfax Rd 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
    • /34

      Est $1,434,096

      Not Listed For Sale

      51 Rustlewood Rd, Milton, MA 02186

      • 4 Beds
      • 3.5 Baths
      • 2,411 Sq Ft
      • Built 1940
      51 Rustlewood Rd, Milton, MA 02186

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Julianne Bridgeman Ceres Real Estate

  • /35

    $899,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 2,000 Sq Ft

    570 Eliot St, Milton, MA 02186

    Welcome to this beautifully maintained and charming Colonial, where classic character meets modern convenience. Relax on the spacious front porch or entertain on the private back patio surrounded by lush gardens filled with peonies, allium, lilies, and stunning roses.Inside, you'll find a spacious updated chef’s kitchen featuring granite countertops, custom cabinetry, and abundant storage. Just

    Sharon Ryan Coldwell Banker Realty - Milton

    570 Eliot St, 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
    • /36

      Est $1,370,137

      Not Listed For Sale

      16 Rustlewood Rd, Milton, MA 02186

      • 4 Beds
      • 2.5 Baths
      • 3,312 Sq Ft
      • Built 1940
      16 Rustlewood Rd, Milton, MA 02186

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Janet Curtis Coldwell Banker Realty - Milton

  • /39

    $1,199,999

    $81K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 3,194 Sq Ft

    14 Brookside Park, Milton, MA 02186

    Blending timeless character with modern versatility, this charming Milton home showcases beautiful original dark woodwork and a classic fireplace mantel. The spacious eat-in kitchen offers abundant cabinetry and a large butler’s pantry for exceptional storage and prep space. A first-floor den provides the option of a fifth bedroom, ideal for guests, a home office, or multigenerational living. The

    Richard Fish Conway - Hingham

    14 Brookside Park, Milton, MA 02186
  • /36

    $2,375,000

    Sold Sep 26, 2025

    76 Cliff Rd, Milton, MA 02186

    • 5 Beds
    • 4.5 Baths
    • 4,244 Sq Ft
    • Built 1930

    Last Sold Summary

    • 20% Above List Price
    • $560/SF
    • 6 Days On Market

    Current Estimated Value $2,188,358

    Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

    76 Cliff Rd, Milton, MA 02186
    • /25

      Est $889,485

      Not Listed For Sale

      428 Brook Rd, Milton, MA 02186

      • 4 Beds
      • 1.5 Baths
      • 1,597 Sq Ft
      • Built 1937
      428 Brook Rd, Milton, MA 02186

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Eric Glassoff Coldwell Banker Realty - Brookline

  • /25

    $799,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,365 Sq Ft

    71 Capen St, Milton, MA 02186

    Get ready to fall in love with this sweet and stylish Cape bursting with personality! Step inside and you're instantly welcomed by rich hardwood floors and sun-splashed rooms that make every space feel bright, cheerful, and full of life. This home has that perfect mix of cozy charm and open, airy vibes.Location? It doesn't get much better. Set in a popular, convenient neighborhood, this gem abuts

    Matthew Freeman Coldwell Banker Realty - Milton

    71 Capen St, Milton, MA 02186
  • /24

    $1,835,000

    Sold Mar 11, 2026

    72 Columbine Rd, Milton, MA 02186

    • 4 Beds
    • 2.5 Baths
    • 2,328 Sq Ft
    • Built 1957

    Last Sold Summary

    • 15% Above List Price
    • $788/SF
    • 6 Days On Market

    Current Estimated Value $1,789,804

    Last Listing Agent Brian Gagnon Coldwell Banker Realty - Boston

    72 Columbine Rd, Milton, MA 02186
    • /22

      Est $1,488,876

      Not Listed For Sale

      72 Allerton Rd, Milton, MA 02186

      • 4 Beds
      • 2.5 Baths
      • 2,556 Sq Ft
      • Built 1955
      72 Allerton Rd, Milton, MA 02186

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Katie Perry Coldwell Banker Realty - Milton

  • /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
  • /19

    $1,335,000

    Sold Apr 14, 2026

    214 Brook Rd, Milton, MA 02186

    • 7 Beds
    • 3 Baths
    • 3,443 Sq Ft
    • Built 1919

    Last Sold Summary

    • 1% Below List Price
    • $388/SF
    • 118 Days On Market

    Current Estimated Value $1,334,686

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

    214 Brook Rd, Milton, MA 02186
    • /34

      Est $1,479,526

      Not Listed For Sale

      12 Longwood Rd, Milton, MA 02186

      • 4 Beds
      • 3.5 Baths
      • 2,290 Sq Ft
      • Built 1929
      12 Longwood Rd, Milton, MA 02186

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Lauren Greeley Coldwell Banker Realty - Milton

  • /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
  • /33

    $1,570,000

    Sold May 01, 2026

    30 Ridge Rd, Milton, MA 02186

    • 4 Beds
    • 2.5 Baths
    • 2,544 Sq Ft
    • Built 1937

    Last Sold Summary

    • 14% Above List Price
    • $617/SF
    • 6 Days On Market

    Current Estimated Value $1,492,457

    Last Listing Agent Julianne Bridgeman Ceres Real Estate

    30 Ridge Rd, Milton, MA 02186
    • /30

      Est $1,075,277

      Not Listed For Sale

      19 Fairfax Rd, Milton, MA 02186

      • 3 Beds
      • 4 Baths
      • 2,827 Sq Ft
      • Built 1929
      19 Fairfax Rd, Milton, MA 02186

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Ross Convertino Berkshire Hathaway Home Service New England Properties

  • /25

    $1,100,000

    $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
  • 332 Eliot St, Milton, MA 02186

    $1,425,000

    Sold Aug 27, 2025

    332 Eliot St, Milton, MA 02186

    • 4 Beds
    • 3 Baths
    • 2,269 Sq Ft
    • Built 1927

    Last Sold Summary

    • 6% Above List Price
    • $628/SF
    • 8 Days On Market

    Current Estimated Value $1,358,634

    Last Listing Agent Humphrey Realty Group Coldwell Banker Realty - Easton

    332 Eliot St, Milton, MA 02186
    • /41

      Est $1,284,642

      Not Listed For Sale

      6 Briarfield Rd, Milton, MA 02186

      • 4 Beds
      • 3 Baths
      • 2,310 Sq Ft
      • Built 1920
      6 Briarfield Rd, Milton, MA 02186

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kim Powers Coldwell Banker Realty - Milton

  • /18

    $799,000

    Sold Dec 17, 2025

    131 Eliot St Unit 312, Milton, MA 02186

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 2021

    Last Sold Summary

    • $639/SF
    • 29 Days On Market

    Current Estimated Value $808,906

    Last Listing Agent Suzanne Troyer Compass

    131 Eliot St Unit 312, Milton, MA 02186
    • /25

      Est $1,422,855

      Not Listed For Sale

      17 Briarfield Rd, Milton, MA 02186

      • 4 Beds
      • 2 Baths
      • 3,262 Sq Ft
      • Built 1922
      17 Briarfield Rd, Milton, MA 02186

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Ross Convertino Berkshire Hathaway Home Service New England Properties

  • /8

    $800,000

    Sold Sep 26, 2025

    Lot C Central Ave, Milton, MA 02186

    • Land
    • 25,700 Sq Ft
    • $1,355,932 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 176 Days On Market

    Last Listing Agent Chris Lydon William Raveis R.E. & Home Services

    Lot C Central Ave, Milton, MA 02186
    • /27

      Est $1,189,479

      Not Listed For Sale

      46 Willoughby Rd, Milton, MA 02186

      • 4 Beds
      • 2.5 Baths
      • 2,422 Sq Ft
      • Built 1919
      46 Willoughby Rd, Milton, MA 02186

      Last Sold Summary

      • 64 Days On Market

      Last Listing Agent Colleen Mento Mento Realty Group

  • /28

    $1,475,000

    Sold Jul 15, 2026

    13 Cantwell Rd, Milton, MA 02186

    • 4 Beds
    • 2.5 Baths
    • 2,567 Sq Ft
    • Built 1918

    Last Sold Summary

    • 23% Above List Price
    • $575/SF
    • 7 Days On Market

    Current Estimated Value $1,262,806

    Last Listing Agent Bridget Conroy Coldwell Banker Realty - Milton

    13 Cantwell Rd, Milton, MA 02186
    • /16

      Est $967,216

      Not Listed For Sale

      23 Willoughby Rd, Milton, MA 02186

      • 4 Beds
      • 1.5 Baths
      • 1,820 Sq Ft
      • Built 1919
      23 Willoughby Rd, Milton, MA 02186

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Linda Tucker Coldwell Banker Realty - Easton

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$1,115,850
Median Single Family Sale Price
$1,280,000
Median Townhouse Sale Price
$1,750,000
Median 2 Bedroom Sale Price
$759,000
Average Price Per Sq Ft
$572
Number of Homes for Sale
3
Last 12 months Home Sales
46
Months of Supply
0.80
Median List Price
$1,050,000
Median Change From 1st List Price
-5%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home