Milton, MA Homes

• 

  

  

  /3

  Est $1,016,545

  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

  Last Listing Agent Denise Petitti Coldwell Banker Realty - Milton
• 

  

  

  /37

  $645,000

  $55K 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.

  Pedro Garcia Garcia Realty, LLC

  52 Meagher Ave, Milton, MA 02186
• 

  

  

  /23

  $700,000

  Sold Oct 31, 2025

  485 Blue Hills Pkwy Unit 14, Milton, MA 02186

  • 2 Beds
  • 2 Baths
  • 1,333 Sq Ft
  • Built 2024

  Last Sold Summary

  • 7% Below List Price
  • $525/SF
  • 200 Days On Market

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

  485 Blue Hills Pkwy Unit 14, Milton, MA 02186
• 

  

  

  /31

  Est $1,711,187

  Not Listed For Sale

  51 Clifton Rd, Milton, MA 02186

  • 4 Beds
  • 2.5 Baths
  • 2,568 Sq Ft
  • Built 1941

  51 Clifton Rd, Milton, MA 02186

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton
• 

  

  

  /38

  $1,225,000

  • 3 Beds
  • 3 Baths
  • 3,182 Sq Ft

  355 Brush Hill Rd, Milton, MA 02186

  Situated in Milton’s Brush Hill Estate area, this 9-room, mid-century split-entry home on nearly an acre offers 3182 square feet of living space and a wonderful opportunity to add your personal touches. The property includes a two-car garage and several well-maintained updates over the years, including an addition and a renovated finished lower level, all adding to its appeal. On the main level,

  Christine Dillon Coldwell Banker Realty - Newton

  355 Brush Hill Rd, Milton, MA 02186
• 

  

  /40

  $1,895,000

  Sold Jun 30, 2026

  50 W Side Rd, Milton, MA 02186

  • 4 Beds
  • 3 Baths
  • 2,620 Sq Ft
  • Built 1928

  Last Sold Summary

  • 12% Above List Price
  • $723/SF
  • 4 Days On Market

  Current Estimated Value $1,747,570

  Last Listing Agent Matthew Freeman Coldwell Banker Realty - Milton

  50 W Side Rd, 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /34

  $749,900

  $49K PRICE DROP Pending

  • 4 Beds
  • 1.5 Baths
  • 1,492 Sq Ft

  29 Lawrence Rd, Milton, MA 02186

  OFFER ACCEPTED - Open House Cancelled. his 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 formal dinning room with built in

  James Mulvey Bird Dog Real Estate, LLC

  29 Lawrence Rd, 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
• 

  

  /38

  $11,900,000

  • 5 Beds
  • 7 Baths
  • 10,000 Sq Ft

  540 Harland St, Milton, MA 02186

  Privately gated and exquisitely appointed, 540 Harland Street presents a rare opportunity to own an extraordinary equestrian estate set on approximately 8 acres within the Blue Hills Reservation. Surrounded by protected natural beauty and offering direct riding access to approximately 7,000 acres of preserved landscape, this exceptional property combines complete privacy, sophisticated living,

  Signature Collective Team Serhant

  540 Harland St, Milton, MA 02186
• 

  

  /35

  $765,000

  Sold Aug 25, 2026

  82 Dyer Ave, Milton, MA 02186

  • 4 Beds
  • 1.5 Baths
  • 1,945 Sq Ft
  • Built 1912

  Last Sold Summary

  • 9% Above List Price
  • $393/SF
  • 5 Days On Market

  Current Estimated Value $790,454

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

  82 Dyer Ave, Milton, MA 02186
• 

  

  /37

  Est $1,950,514

  Not Listed For Sale

  164 Highland St, Milton, MA 02186

  • 6 Beds
  • 3.5 Baths
  • 4,212 Sq Ft
  • Built 1926

  164 Highland St, Milton, MA 02186

  Last Sold Summary

  • 38 Days On Market

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

  

  /39

  $1,650,000

  $50K PRICE DROP Pending

  • 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
• 

  

  /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
• 

  

  /41

  $1,795,000

  Pending

  • 4 Beds
  • 5 Baths
  • 4,013 Sq Ft

  22 Windsor Rd, Milton, MA 02186

  Located in Milton’s desirable Columbine neighborhood, this fully renovated four-bedroom Dutch Colonial offers exceptional design and incredible indoor-outdoor living. The magazine-worthy interior features a classic New England-style kitchen with soapstone countertops and Wolf and Sub-Zero appliances. A spacious breakfast nook with French doors to the backyard and formal dining room with patio

  Colleen Foulsham FC Realty Group

  22 Windsor Rd, 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
• 

  

  /33

  $2,149,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,804 Sq Ft

  1375 Brush Hill Rd, Milton, MA 02186

  Welcome to a spacious four-bedroom Colonial offering privacy, luxury, and exceptional flexibility in a beautiful setting close to Boston. Featuring TWO primary suites, including a newly constructed first-floor primary with private deck access, walk-in closet, and spa-like bath with dual vanities, soaking tub, and accessible shower. The renovated chef’s kitchen showcases Sub-Zero, Wolf, and

  Vanessa Foster Coldwell Banker Realty - Milton

  1375 Brush Hill Rd, 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
• 

  

  /41

  Est $2,142,053

  Not Listed For Sale

  290 Lyman Rd, Milton, MA 02186

  • 4 Beds
  • 4.5 Baths
  • 3,620 Sq Ft
  • Built 1970

  290 Lyman Rd, Milton, MA 02186

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Ahmad Taha JM Realty Group
• 

  

  /22

  $839,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  37 Nahanton Ave, Milton, MA 02186

  Welcome to 37 Nahanton Avenue, a charming Colonial offering an exciting opportunity to own in sought-after Milton. Filled with natural light, this 3-bedroom, 1.5-bath home features beautiful hardwood floors, central air, newer heating system and a warm, inviting living room that leads to a charming screened in porch and overlooks tranquil back yard. The comfortable floor plan offers wonderful

  Julie Joyce Coldwell Banker Realty - Milton

  37 Nahanton Ave, 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
• 

  

  /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

  $1,249,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 2,278 Sq Ft

  44 Quarry Ln, Milton, MA 02186

  Peacefully tucked away at the end of a quiet dead end street in East Milton, this 5 bedroom home offers a rare combination of privacy and space. With both a living room and a family room on the first floor, there is plenty of space for everyday living or room to entertain. The eat in kitchen overlooks the backyard and flows seamlessly to the dining room. Upstairs, the expansive primary suite is a

  Paul Rege Kelley & Rege Properties, Inc.

  44 Quarry Ln, 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
• 

  

  /31

  Est $1,416,850

  Not Listed For Sale

  50 Badger Cir, Milton, MA 02186

  • 4 Beds
  • 1.5 Baths
  • 2,100 Sq Ft
  • Built 1954

  50 Badger Cir, Milton, MA 02186

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Jay Balaban Gibson Sotheby's International Realty
• 

  

  /21

  $1,425,000

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft

  36 Central Ave Unit 15, Milton, MA 02186

  Welcome to 36 Central, Unit 15! This is a rare opportunity to purchase one of the largest and most beautiful sun-filled units located at 36 Central. Located on the top floor, this spacious unit features an open floor plan with two bedrooms, two full baths, French doors leading to the den/home office, marble kitchen and baths, stainless appliances, wood floors, detailed moldings and custom

  Meredith Hall Coldwell Banker Realty - Milton

  36 Central Ave Unit 15, 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
• 

  

  /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
• 

  

  /40

  $1,050,000

  • 3 Beds
  • 2.5 Baths
  • 1,946 Sq Ft

  61 Elm St, Milton, MA 02186

  61 Elm Street is move-in ready and ideally located in Milton’s desirable "Elmiver Park" neighborhood, with Milton High School just two streets over! This bright, beautifully maintained home has been exceptionally well cared for, and it shows. Freshly painted with newly refinished hardwood floors, newer windows, and thoughtful updates throughout, there’s truly nothing to do but move in. The

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

  61 Elm St, 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
• 

  

  /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
• 

  

  /29

  $1,395,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,310 Sq Ft

  578 Randolph Ave, Milton, MA 02186

  Welcome home to this young Colonial, thoughtfully designed for today's lifestyle with soaring ceilings, abundant natural light, and an effortless open-concept floor plan. The heart of the home is the stunning kitchen and family room combination, creating the perfect space for everyday living and entertaining alike. Sun-splashed rooms throughout offer warmth and comfort, while generous living

  Matthew Freeman Coldwell Banker Realty - Milton

  578 Randolph Ave, 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
• 

  /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

Showing Results 201 - 240, Page 6 of 18