Milton, MA Homes

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  /41

  $3,049,000

  • 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
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  /19

  $3,000 per month

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

  9 Hollis St Unit B, Milton, MA 02186

  Charming and full of character, this 2-bedroom, 1-bath duplex in East Milton offers warm, inviting living with plenty of natural light throughout. The first floor features gleaming hardwood floors and a cozy, fully applianced kitchen, along with a convenient pantry and in-unit laundry. Upstairs, you’ll find two comfortable bedrooms plus a spacious walk-in dressing room and a bright

  Dynan Team Seaport Realty Group

  9 Hollis St Unit B, Milton, MA 02186
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  /34

  $1,100,000 Sold May 30, 2025

  16 Wendell Park, Milton, MA 02186

  • 3 Beds
  • 1.5 Baths
  • 1,852 Sq Ft
  • Built 1948

  Last Sold Summary

  • 2% Above List Price
  • $594/SF
  • 6 Days On Market

  Current Estimated Value $1,094,064

  Last Listing Agent Bridget Conroy Coldwell Banker Realty - Milton

  16 Wendell Park, Milton, MA 02186
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  /18

  Est $986,522 Not Listed For Sale

  17 Mckinnon Ave, Milton, MA 02186

  • 4 Beds
  • 1.5 Baths
  • 1,812 Sq Ft
  • Built 1940

  17 Mckinnon Ave, Milton, MA 02186

  Last Sold Summary

  • 6% Above List Price
  • $513/SF
  • 123 Days On Market

  Last Sold Price $930,000

  Last Listing Agent Tara O'Riordan Coldwell Banker Realty - Dorchester
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  /35

  $1,350,000

  • 4 Beds
  • 4 Baths
  • 3,003 Sq Ft

  220 Beacon St, Milton, MA 02186

  You found it! The trifecta: plenty of space indoors and outdoors; proximity to all amenities; and a fabulous neighborhood. Boasting plenty of character as it's a rejuvenated carriage house with a bright, sun filled 2 story addition delivering a generous first floor 400 sqft family/dining room combo with wood burning stove while the 2nd floor primary en suite offers a private escape. The lower

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

  220 Beacon St, Milton, MA 02186
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  /21

  $6,800 per month

  • 4 Beds
  • 2.5 Baths
  • 3,484 Sq Ft
  • House for Rent

  4 Crestview Ln, Milton, MA 02186

  Welcome to this well-loved Emerson Woods contemporary, privately set in one of Milton’s finest neighborhoods! Soaring cathedral ceilings on first and second floors and large picture windows offer views of nature in all directions. The newly renovated kitchen opens onto a large family family room with a floor-to-ceiling stone double facing fireplace. Sliding glass doors lead to a wrap around deck

  Meredith Hall Coldwell Banker Realty - Milton

  4 Crestview Ln, Milton, MA 02186
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  /23

  $1,325,000 Sold May 14, 2025

  45 Frothingham St, Milton, MA 02186

  • 4 Beds
  • 2.5 Baths
  • 2,348 Sq Ft
  • Built 1880

  Last Sold Summary

  • 20% Above List Price
  • $564/SF
  • 3 Days On Market

  Current Estimated Value $1,299,188

  Last Listing Agent Jessica Flynn Michelle Larnard Real Estate Group LLC

  45 Frothingham St, Milton, MA 02186
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  /41

  Est $1,311,731 Not Listed For Sale

  3-5 Dyer Ave, Milton, MA 02186

  • 6 Beds
  • 3 Baths
  • 3,245 Sq Ft
  • Built 1921

  3-5 Dyer Ave, Milton, MA 02186

  Last Sold Summary

  • $404/SF
  • 6 Days On Market

  Last Sold Price $1,310,000

  Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton
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  /23

  $1,275,000 Open Thu 5PM - 6:30PM

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

  47 Standish Rd, Milton, MA 02186

  On a picturesque tree-lined street in the treasured Columbines neighborhood a classic Garrison Colonial is ideally situated with nearness to Glover and Pierce schools, Milton Academy, Turner's Pond, parks and playing fields, and the Central and Milton Village restaurants and shops. This handsome home greets you with a timeless layout of light-filled elegant living and dining rooms with bay

  Lauren Greeley Coldwell Banker Realty - Milton

  47 Standish Rd, Milton, MA 02186
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  /26

  $6,000 per month

  • 3 Beds
  • 4 Baths
  • 1,738 Sq Ft
  • House for Rent

  80 Blue Hills Pkwy Unit 1, Milton, MA 02186

  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 custom island with

  Shawn Burgess Compass

  80 Blue Hills Pkwy Unit 1, Milton, MA 02186
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  /41

  $1,448,000 Sold Jun 20, 2025

  47 Big Blue Dr, Milton, MA 02186

  • 4 Beds
  • 4 Baths
  • 2,272 Sq Ft
  • Built 1965

  Last Sold Summary

  • 9% Below List Price
  • $637/SF
  • 35 Days On Market

  Current Estimated Value $1,405,377

  Last Listing Agent Becky Davis Coldwell Banker Realty - Milton

  47 Big Blue Dr, Milton, MA 02186
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  /19

  Est $643,667 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

  • 3% Above List Price
  • $351/SF
  • 38 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton
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  /34

  $1,325,000

  • 6 Beds
  • 3.5 Baths
  • 3,565 Sq Ft

  18 Fairfax Rd, Milton, MA 02186

  Discover a rare multifamily opportunity in one of Milton’s most sought-after neighborhoods. Perfectly positioned within striking distance to public transportation, boutique shopping, and Milton’s chic dining scene, this expansive property blends convenience, character, and investment potential.Featuring two separate addresses and newer systems throughout, this stately home offers exceptional

  Matthew Freeman Coldwell Banker Realty - Milton

  18 Fairfax Rd, Milton, MA 02186
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  /25

  $3,195 per month

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

  234 Brook Rd Unit 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,

  Jasmine Newsome Northeast Realty + Co.

  234 Brook Rd Unit 1, Milton, MA 02186
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  /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 $2,679,019

  Last Listing Agent Vanessa Foster Coldwell Banker Realty - Milton

  50 Brush Hill Ln, Milton, MA 02186
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  /30

  Est $1,116,932 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

  • 13% Above List Price
  • $391/SF
  • 14 Days On Market

  Last Sold Price $985,000

  Last Listing Agent Mary Anne Rull William Raveis R.E. & Home Services
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  /39

  $7,800,000

  • 5 Beds
  • 5.5 Baths
  • 10,054 Sq Ft

  85 Forbes Rd, Milton, MA 02186

  Set discreetly on Milton Hill, this architecturally significant contemporary is defined by intention, proportion, and light. Clean, modern lines are softened by warm materials, creating a residence that feels both striking and deeply livable. Expansive glass frames elevated views while preserving privacy, allowing the landscape and skyline to become part of the design. Interior spaces unfold with

  Tracy Kok Keith Brokerage, LLC

  85 Forbes Rd, Milton, MA 02186
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  /11

  $2,900 per month

  • 2 Beds
  • 2 Baths
  • 1,066 Sq Ft
  • Condo for Rent

  577 Adams St Unit D, Milton, MA 02186

  Well-maintained rental in the Milton Adams Street area. Unit offers hardwood floor, an updated kitchen and good natural light. Convenient location near shops, restaurants, and public transportation. Available now!

  Karolina Brotschi Kelly Group Properties

  577 Adams St Unit D, Milton, MA 02186
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  /42

  $1,410,000 Sold May 05, 2025

  111 Elm St, Milton, MA 02186

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft
  • Built 1942

  Last Sold Summary

  • 11% Above List Price
  • $674/SF
  • 6 Days On Market

  Current Estimated Value $1,378,779

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

  111 Elm St, Milton, MA 02186
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  /31

  Est $951,585 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

  • 9% Above List Price
  • $448/SF
  • 24 Days On Market

  Last Sold Price $875,000

  Last Listing Agent Lauren Greeley Coldwell Banker Realty - Milton
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  /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
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  /27

  $2,320,000 Sold Jul 10, 2025

  1362 Canton Ave, Milton, MA 02186

  • 5 Beds
  • 4 Baths
  • 5,208 Sq Ft
  • Built 1975

  Last Sold Summary

  • 11% Below List Price
  • $445/SF
  • 138 Days On Market

  Last Listing Agent Julianne Bridgeman Ceres Real Estate

  1362 Canton Ave, Milton, MA 02186
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  /25

  Est $1,384,165 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

  • $420/SF
  • 10 Days On Market

  Last Sold Price $1,380,000

  Last Listing Agent Brian Gagnon Coldwell Banker Realty - Boston
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  /42

  $895,000

  • 6 Beds
  • 2.5 Baths
  • 2,753 Sq Ft

  28-30 State St, Milton, MA 02186

  Nestled in a desired East Side of Milton location, this 6BR 2.5B multi-generational home is a very rare offering, that seamlessly blends historic charm with modern-day versatility. This beautifully preserved antique two-family home tells a story of craftsmanship and character that’s increasingly hard to find, while presenting an exceptional opportunity for both owner occupants and investors

  Paul Cervone Lamacchia Realty, Inc.

  28-30 State St, Milton, MA 02186
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  /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 $893,197

  Last Listing Agent Kirsten O'Donnell Kirsten Gardner Real Estate

  65 Courtland Cir, Milton, MA 02186
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  /30

  Est $1,161,442 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

  • 9% Above List Price
  • $417/SF
  • 82 Days On Market

  Last Sold Price $1,062,500

  Last Listing Agent Matthew Langlois Keller Williams Realty Signature Properties
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  /29

  $859,000

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft

  15 Norman St, Milton, MA 02186

  Expanded Mission-style ranch in desirable Pope's Pond neighborhood ! This uniquely designed home features hardwood floors, bay windows, and custom woodwork throughout. Bright fireplaced living room opens to an updated kitchen with custom cabinetry, quartz countertops, marble backsplash and stainless steel appliances, oven, stove, hood, microwave and refrigerator. Kitchen overlooks a mid level den

  Kathleen Huntington Coldwell Banker Realty - Milton

  15 Norman St, Milton, MA 02186
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  /17

  $625,000 Sold Aug 01, 2025

  485 Blue Hills Pkwy Unit 24, Milton, MA 02186

  • 2 Beds
  • 2 Baths
  • 1,047 Sq Ft
  • Built 2024

  Last Sold Summary

  • $597/SF
  • 52 Days On Market

  Last Listing Agent Timothy Driscoll South Shore Sotheby's International Realty

  485 Blue Hills Pkwy Unit 24, Milton, MA 02186
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  /28

  Est $1,690,526 Not Listed For Sale

  52 Hilltop St, Milton, MA 02186

  • 4 Beds
  • 2.5 Baths
  • 3,003 Sq Ft
  • Built 1998

  52 Hilltop St, Milton, MA 02186

  Last Sold Summary

  • 1% Above List Price
  • $556/SF
  • 4 Days On Market

  Last Sold Price $1,670,000

  Last Listing Agent Vanessa Foster Coldwell Banker Realty - Milton
• 

  

  /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
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  /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 $852,096

  Last Listing Agent Elaine Gilmore Gibson Sotheby's International Realty

  44 Ridgewood Rd, Milton, MA 02186
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  /29

  Est $912,042 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

  • 11% Above List Price
  • $414/SF
  • 3 Days On Market

  Last Sold Price $820,000

  Last Listing Agent Bernard Aaron Keller Williams Realty
• 

  

  /22

  $1,575,000

  • 6 Beds
  • 8 Baths
  • 3,216 Sq Ft

  403405 Reedsdale Rd, Milton, MA 02186

  Milton—Rare find! This fully renovated 2016 duplex offers 5 rooms, 3 bedrooms, and 2.5 baths. The first floor features a spacious kitchen with stainless steel appliances, granite countertops, an open living/dining area, and first-floor laundry. The second floor boasts 2 bedrooms and 2 full baths, while the third-floor bedroom includes a walk-in closet. A generous yard is ideal for summer

  Paul Rege Kelley & Rege Properties, Inc.

  403405 Reedsdale Rd, Milton, MA 02186
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  /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 $1,803,528

  Last Listing Agent Eleanor Reilly Coldwell Banker Realty - Needham

  54 Wolcott Woods Ln Unit 54, Milton, MA 02186
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  /30

  Est $700,253 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% Above List Price
  • $698/SF
  • 5 Days On Market

  Last Sold Price $670,000

  Last Listing Agent Mary Anne Rull William Raveis R.E. & Home Services
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  /41

  $14,500,000

  • 5 Beds
  • 8 Baths
  • 11,315 Sq Ft

  610 Harland St, Milton, MA 02186

  Introducing the Alexander Forbes Mansion, a magnificent estate set on 6 beautiful acres in the historic and highly desirable Scott’s Woods district of Milton. This exceptional home showcases every modern amenity and has been meticulously renovated inside and out to the highest standards. The main level features a grand foyer, striking staircase, dramatic floor-to-ceiling windows and doors, formal

  Tracy Campion Campion & Company Fine Homes Real Estate

  610 Harland St, Milton, MA 02186
• 

  

  /30

  $658,000 Sold Feb 10, 2026

  60 Meagher Ave, Milton, MA 02186

  • 2 Beds
  • 1.5 Baths
  • 1,306 Sq Ft
  • Built 1925

  Last Sold Summary

  • 1% Below List Price
  • $504/SF
  • 19 Days On Market

  Current Estimated Value $663,147

  Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

  60 Meagher Ave, Milton, MA 02186
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  /42

  Est $1,427,095 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

  • 9% Below List Price
  • $513/SF
  • 5 Days On Market

  Last Sold Price $1,560,000

  Last Listing Agent Amy March The Firm
• 

  

  /13

  $1,725,000

  • Land
  • 1.8 Acres
  • $958,333 per Acre

  207 Pleasant St, Milton, MA 02186

  Rare opportunity to create your dream estate on this expansive 1.80-acre parcel prominently positioned on Pleasant Street in Milton. The beautiful property offers mature landscape, natural walking trails, and a picturesque setting ideal for a private residence or future estate. Currently improved with a charming 1927 custom home and barn, the land provides endless possibilities for renovation,

  DeWolfe Group Gibson Sotheby's International Realty

  207 Pleasant St, Milton, MA 02186
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  /32

  $1,329,000 Sold Jun 18, 2025

  55 Milton St, Milton, MA 02186

  • 4 Beds
  • 2.5 Baths
  • 2,606 Sq Ft
  • Built 1980

  Last Sold Summary

  • 10% Below List Price
  • $510/SF
  • 71 Days On Market

  Current Estimated Value $1,342,296

  Last Listing Agent Team Galvin The Galvin Group, LLC

  55 Milton St, Milton, MA 02186

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