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Milton, MA Houses for Sale

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  • 161 Sassamon Ave, Milton, MA 02186
    161 Sassamon Ave, Milton, MA 02186
    161 Sassamon Ave, Milton, MA 02186
    /37

    $1,875,000 Open Sun 11:30AM - 1PM

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

    161 Sassamon Ave, Milton, MA 02186

    Welcome to 161 Sassamon Ave, an extraordinary opportunity to own a piece of Milton’s rich history, beautifully set along the protected wilderness of the Blue Hills Reservation. Embrace nature from your back door, with private access to thousands of acres fit for hiking, horseback riding, skiing, and panoramic adventures. This home combines timeless character—exposed beams, original brick

    Thomas O'Neill The Firm

    161 Sassamon Ave, Milton, MA 02186
  • 1421 Canton Ave, Milton, MA 02186
    1421 Canton Ave, Milton, MA 02186
    1421 Canton Ave, Milton, MA 02186
    /41

    $2,650,000

    • 7 Beds
    • 5.5 Baths
    • 13,366 Sq Ft

    1421 Canton Ave, Milton, MA 02186

    Step into a distinguished piece of Milton’s history at 1421 Canton Avenue, a remarkable residence originally part of the storied Eustis Estate and designed by renowned architect William Ralph Emerson. Once serving as a 19th-century cattle barn, this unique structure has been thoughtfully reimagined into an elegant single-family home that preserves its architectural heritage while offering refined

    Ryan Clunan Campion & Company Fine Homes Real Estate

    1421 Canton Ave, Milton, MA 02186
  • 290 Granite Ave, Milton, MA 02186
    290 Granite Ave, Milton, MA 02186
    290 Granite Ave, Milton, MA 02186
    /32

    $1,799,900 Open Sun 12PM - 1:30PM

    • 6 Beds
    • 5 Baths
    • 5,192 Sq Ft

    290 Granite Ave, Milton, MA 02186

    Discover a rare opportunity in East Milton Square—an expansive over 5,000 sq ft single-family home tailored for multi-generational living, large families, or professionals seeking generous work-from-home space or who would just like an upgrade from their home for an energy efficient & low maintenance home. Thoughtfully expanded in 2022, added 3,000 sq ft of new living area with an approved in-law

    David White OwnerEntry.com

    290 Granite Ave, Milton, MA 02186
  • 60 Whittier Rd, Milton, MA 02186
    60 Whittier Rd, Milton, MA 02186
    60 Whittier Rd, Milton, MA 02186
    /39

    $3,099,000

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

    60 Whittier Rd, Milton, MA 02186

    Welcome to your dream home in the much sought after neighborhood of Indian Cliffs, just 20 minutes outside of Boston Proper. This stunning brick home is truly designed for luxury living - inside and out. The main floor offers open concept living with gorgeous hardwood floors,10 foot ceilings, chef’s kitchen, expansive living and dining areas and a private office adorned with sophisticated wood

    Scott Farrell & Partners Compass

    60 Whittier Rd, Milton, MA 02186
  • 4 Mark Ln, Milton, MA 02186
    4 Mark Ln, Milton, MA 02186
    4 Mark Ln, Milton, MA 02186
    /9

    $1,800,000

    • 3 Beds
    • 3.5 Baths
    • 3,997 Sq Ft

    4 Mark Ln, Milton, MA 02186

    Welcome to 4 Mark Lane, a rare gem nestled in one of Greater Boston’s most desirable suburbs—Milton, Massachusetts. This beautifully maintained home blends timeless elegance with modern comfort, featuring spacious living areas, gleaming hardwood floors, a chef’s kitchen with granite countertops and high-end appliances, and a finished lower level perfect for a home office, gym, or guest suite. The

    Peter Mlaguzi M&A Real Estate

    4 Mark Ln, Milton, MA 02186
  • 81 Countryside Ln, Milton, MA 02186
    81 Countryside Ln, Milton, MA 02186
    81 Countryside Ln, Milton, MA 02186
    /42

    $3,499,000

    • 5 Beds
    • 6.5 Baths
    • 7,290 Sq Ft

    81 Countryside Ln, Milton, MA 02186

    Welcome to 81 Countryside Lane, a rare single-level estate in one of Milton’s most desirable neighborhoods. Privately set on a beautifully landscaped acre, this nearly 7,000 sq ft custom home offers 5 spacious bedrooms (4 with en suites), 6.5 luxurious interior baths, plus a separate cabana with 1 bed and 2 full baths by the resort-style pool and outdoor bar. Soaring knotted pine ceilings and two

    Kaileen Sanner Charlesgate Realty Group, llc

    81 Countryside Ln, Milton, MA 02186
  • 80 Brierbrook St, Milton, MA 02186
    80 Brierbrook St, Milton, MA 02186
    80 Brierbrook St, Milton, MA 02186
    /20

    $2,999,999

    • 5 Beds
    • 3.5 Baths
    • 4,644 Sq Ft

    80 Brierbrook St, Milton, MA 02186

    Quintessential New England Home in one of the most desirable neighborhoods in Milton. This 5 bedroom, 3 full bath and 1 half bathroom is an entertainers dream with a beautifully appointed chef's kitchen with Wolf and Sub-Zero appliances, . This beautifully appointed home has abundant natural light, soaring ceilings with multiple entertainment areas throughout the home. This idyllic home is set on

    Stephen Kraunelis Gibson Sotheby's International Realty

    80 Brierbrook St, Milton, MA 02186
  • 6 Kinsale Ln, Boston, MA 02136
    6 Kinsale Ln, Boston, MA 02136
    6 Kinsale Ln, Boston, MA 02136
    /11

    $1,375,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,046 Sq Ft

    6 Kinsale Ln, Boston, MA 02136

    The Residences at Kinsale Lane, located on Fairmount Hill, Hyde Park on the Milton line. All the benefits and advantages of city living and services in a dynamic newly constructed cul-de-sac, offering privacy and eight new custom luxury homes. These new homes feature cutting edge open floor plan design with attached two car garages, 3/4 bedrooms, stunningly appointed bathrooms and chef's

    Kathleen Huntington Coldwell Banker Realty - Milton

    6 Kinsale Ln, Boston, MA 02136
  • 23 Standish Rd, Milton, MA 02186
    23 Standish Rd, Milton, MA 02186
    23 Standish Rd, Milton, MA 02186
    /23

    $699,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 2,205 Sq Ft

    23 Standish Rd, Milton, MA 02186

    Welcome to this charming, mid-century colonial in the desirable Columbine neighborhood. With three spacious bedrooms, a foundation for expansion in the basement, a spacious walk up attic, large living room with a fireplace and attached garage, this property is perfect for a buyer looking to add sweat equity or a developer looking for their next project. The proximity to Turner’s Pond, Glover

    Joe Parrish EVO Real Estate Group, LLC

    23 Standish Rd, Milton, MA 02186
  • 84 Blue Hills Pkwy, Milton, MA 02186
    84 Blue Hills Pkwy, Milton, MA 02186
    84 Blue Hills Pkwy, Milton, MA 02186
    /42

    $999,900

    • 5 Beds
    • 3 Baths
    • 2,464 Sq Ft

    84 Blue Hills Pkwy, Milton, MA 02186

    Beautifully Renovated 5 Bedroom Colonial - Where Classic Charm Meets Modern Elegance. Step into timeless sophistication in this tastefully updated home. Newly redesigned to blend traditional character with contemporary luxury. Sun-drenched interiors showcase a grand foyer, coffered ceilings, & gleaming hardwood floors. Brand-new kitchen features granite counters, stainless steel appliances, and

    Tatiana Diaz William Raveis R.E. & Home Services

    84 Blue Hills Pkwy, Milton, MA 02186
  • 96 Brook Rd, Milton, MA 02186
    96 Brook Rd, Milton, MA 02186
    96 Brook Rd, Milton, MA 02186
    /42

    $869,900 Open Sat 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 1,845 Sq Ft

    96 Brook Rd, Milton, MA 02186

    For the 1st time in 30+ years, this well-maintained classic colonial in highly desirable Milton offers 4 generous bedrooms, 1 full bath and 2 half baths, hardwood floors throughout with timeless character and many updates to windows, kitchen, baths, includes stainless steel kitchen appliances and washer + dryer, Navien tankless hot water system (2021), and a brand-new roof (2025). The eat-in

    Vanessa House Berkshire Hathaway HomeServices Commonwealth Real Estate

    96 Brook Rd, Milton, MA 02186
  • 40 Lyman Rd, Milton, MA 02186
    40 Lyman Rd, Milton, MA 02186
    40 Lyman Rd, Milton, MA 02186
    /30

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,314 Sq Ft

    40 Lyman Rd, Milton, MA 02186

    Discover the charm of this delightful 3-bedroom, 2 -bathroom picturesque home nestled in the desirable Cunningham Park neighborhood of Milton. With open concept living space, this cozy abode boasts a smartly renovated kitchen equipped with sleek granite countertops and a cheerful breakfast nook—perfect for casual dining. Step outside to your own backyard oasis, ideal for relaxation and

    Scott Farrell & Partners Compass

    40 Lyman Rd, Milton, MA 02186
  • 36 Park St, Milton, MA 02186
    36 Park St, Milton, MA 02186
    36 Park St, Milton, MA 02186
    /38

    $1,249,000

    • 4 Beds
    • 2.5 Baths
    • 2,635 Sq Ft

    36 Park St, Milton, MA 02186

    If you’ve been craving a little extra breathing room without giving up the comfort of a neighborhood setting, this is the one. From the moment you step inside, you’ll notice how this home lives large starting with a kitchen that opens up to an oversized family room. A small but mighty mudroom keeps the chaos contained while a front to back living room offers flexibility for everyday living or

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

    36 Park St, Milton, MA 02186
  • 86 Dyer Ave, Milton, MA 02186
    86 Dyer Ave, Milton, MA 02186
    86 Dyer Ave, Milton, MA 02186
    /16

    $720,000

    • 3 Beds
    • 1.5 Baths
    • 1,534 Sq Ft

    86 Dyer Ave, Milton, MA 02186

    The best bargain in Milton! Located on a desirable corner lot in one of the area’s most sought-after towns, this 3 bed, 1.5 bath home offers comfort, character & incredible potential. The spacious & welcoming front-to-back living room provides a great layout for everyday living & entertaining. Enjoy morning coffee or evening relaxation on the inviting front porch. All 3 bedrooms feature hardwood

    Michael Freeman Coldwell Banker Realty - Sharon

    86 Dyer Ave, Milton, MA 02186
  • 14 Crown St, Milton, MA 02186
    14 Crown St, Milton, MA 02186
    14 Crown St, Milton, MA 02186
    /30

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 1,560 Sq Ft

    14 Crown St, Milton, MA 02186

    Coming to market for the first time in 30+ years! This well-maintained 4-bedroom offers a perfect blend of charm, space, and updates. Features include a sun-filled living room with fireplace, formal dining room with built-ins, eat-in kitchen, and a cozy sunroom—ideal for a home office. Three bedrooms are spacious and all four are corner rooms. Recent updates include newer kitchen, windows, and

    Linda Champion CUE Realty

    14 Crown St, Milton, MA 02186
  • 16 Blue Hill Ave, Milton, MA 02186
    16 Blue Hill Ave, Milton, MA 02186
    16 Blue Hill Ave, Milton, MA 02186
    /31

    $889,000

    • 5 Beds
    • 2.5 Baths
    • 1,749 Sq Ft

    16 Blue Hill Ave, Milton, MA 02186

    This single-family residence offers a unique opportunity within Norfolk County and presents itself in great condition. Imagine preparing meals in a kitchen designed for both functionality and social gatherings, where the stone countertops offer a sleek surface for culinary creations, and the shaker cabinets provide ample storage with a touch of classic elegance; the kitchen bar creates a casual

    Tam Hau Bridgepoint Realty LLC

    16 Blue Hill Ave, Milton, MA 02186
  • 3 Stone Bridge Ln, Milton, MA 02186
    3 Stone Bridge Ln, Milton, MA 02186
    3 Stone Bridge Ln, Milton, MA 02186
    /37

    $6,495,000

    • 6 Beds
    • 6 Baths
    • 10,524 Sq Ft

    3 Stone Bridge Ln, Milton, MA 02186

    A sophisticated sanctuary of unrivaled estate living, this magnificent residence is nestled on a private lane bordered by 7,000 acres of protected land within the Blue Hills Reservation. Spanning over 10,000SF, this estate offers unmatched privacy minutes from Boston. Accessed via a grand stone bridge in a five-home enclave, the home features 6 beds, 6 baths, & 20 impeccably curated rooms.

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    3 Stone Bridge Ln, Milton, MA 02186
  • 55 Parkwood Dr, Milton, MA 02186
    55 Parkwood Dr, Milton, MA 02186
    55 Parkwood Dr, Milton, MA 02186
    /41

    $6,999,900

    • 7 Beds
    • 10 Baths
    • 9,320 Sq Ft

    55 Parkwood Dr, Milton, MA 02186

    One of Milton's finest estates. This 1915 mansion sits on nearly three acres of land in a private setting at the foot of the Blue Hills Reservation. The estate consists of a 9,000+ square foot home, an in-ground swimming pool with a pool house, and a two-story, 5-bay garage with an attached greenhouse. The residence features 7 bedrooms, 7 full bathrooms, 3 half bathrooms, and 9 fireplaces. The

    Kevin Keating Keating Brokerage

    55 Parkwood Dr, Milton, MA 02186
  • 540 Harland St, Milton, MA 02186
    540 Harland St, Milton, MA 02186
    540 Harland St, Milton, MA 02186
    /28

    $11,900,000

    • 5 Beds
    • 7 Baths
    • 9,300 Sq Ft

    540 Harland St, Milton, MA 02186

    Majestic and utterly one-of-a-kind, this ultra-private equestrian estate redefines luxury living. Welcome to your gated sanctuary tucked within the pristine Blue Hills Reservation, featuring a private equestrian entrance to over 7,000 acres of unspoiled natural beauty and year-round outdoor pursuits. Gracefully sited on more than 8 acres of lush, wooded grounds, the Grand Estate encompasses a

    Stephen Kraunelis Gibson Sotheby's International Realty

    540 Harland St, Milton, MA 02186
  • 44 Ridgewood Rd, Milton, MA 02186
    44 Ridgewood Rd, Milton, MA 02186
    44 Ridgewood Rd, Milton, MA 02186
    /14

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft

    44 Ridgewood Rd, Milton, MA 02186

    Welcome to your dream home in one of Milton’s most coveted neighborhoods! Located just steps from the impressive Wollaston Golf Club, this 3-bedroom, 2-bath residence offers the perfect blend of charm, comfort, and convenience. Formal living room with a cozy fireplace — perfect for relaxing or entertaining, inviting den ideal for a home office or quiet retreat, bright porch to enjoy your morning

    Elaine Gilmore Advisors Living - Canton

    44 Ridgewood Rd, Milton, MA 02186
  • 70 Brush Hill Rd Unit 70, Milton, MA 02186
    70 Brush Hill Rd Unit 70, Milton, MA 02186
    70 Brush Hill Rd Unit 70, Milton, MA 02186
    /20

    $599,000

    • 6 Beds
    • 4 Baths
    • 3,059 Sq Ft

    70 Brush Hill Rd Unit 70, Milton, MA 02186

    Attention Investors and Contractors!! One condo and potential ADU unit on desirable Brush Hill Road in Milton. The front unit has five rooms, three bedrooms, and two full baths for a total of 1209 square feet. The rear potential ADU unit has five rooms, three bedrooms, and two full baths for a total of 1850 square feet. Some updates have been started. Both front and rear units need total

    Bob Germaine Germaine Realty LLC

    70 Brush Hill Rd Unit 70, Milton, MA 02186
  • 85 Forbes Rd, Milton, MA 02186
    85 Forbes Rd, Milton, MA 02186
    85 Forbes Rd, Milton, MA 02186
    /40

    $8,200,000

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

    85 Forbes Rd, Milton, MA 02186

    85 Forbes Rd, Milton, MA – Modern LuxuryDiscover elegance at 85 Forbes Rd, a 2020-built, 5-bed, 5.5-bath home spanning 9,600 sq ft on a 40,935 sq ft lot with Boston skyline and Neponset River views. Enter via a mudroom with custom cubbies and laundry, near a half-bath and private suite with full bath. Work in a study with custom cabinets, next to a pantry with dishwasher and sink. Host in the

    John Keith Keith Brokerage, LLC

    85 Forbes Rd, Milton, MA 02186
  • 32 Centre St, Milton, MA 02186
    32 Centre St, Milton, MA 02186
    32 Centre St, Milton, MA 02186
    /26

    $849,000

    • 3 Beds
    • 1.5 Baths
    • 1,507 Sq Ft

    32 Centre St, Milton, MA 02186

    Classic Crosby Colonial located minutes to downtown Boston in one of Milton's most desirable neighborhoods. This charming 3 bedroom, 1.5 bath home has been well maintained by the same family for over 60 years! The main level features a spacious front to back living room with traditional fireplace, a sunny dining room with built-in corner cabinet, half bath, large eat-in kitchen, and a 150sf

    Jessica Murray Boston Harbor Real Estate

    32 Centre St, Milton, MA 02186
  • 1255 Brush Hill Rd, Milton, MA 02186
    1255 Brush Hill Rd, Milton, MA 02186
    1255 Brush Hill Rd, Milton, MA 02186
    /13

    $4,250,000 New Construction

    • 6 Beds
    • 8 Baths
    • 6,850 Sq Ft

    1255 Brush Hill Rd, Milton, MA 02186

    Discover luxury living in this exquisite 6,849 sq ft custom masterpiece designed by an award-winning architect. Built on a breathtaking private nature lot in prime location. Boasting 5-6 spacious bedrooms, 5 full baths, & 2 half baths, this home offers the perfect blend of sophistication & comfort. CUSTOMIZE EVERY DETAIL TO YOUR TASTE. Choose your finishes, layout, & features. Designed for energy

    Lori Seavey Keller Williams Elite

    1255 Brush Hill Rd, Milton, MA 02186
  • 8 Prospect St, Hyde Park, MA 02136
    8 Prospect St, Hyde Park, MA 02136
    8 Prospect St, Hyde Park, MA 02136
    /40

    $679,900 Open Sun 12:30PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    8 Prospect St, Hyde Park, MA 02136

    Your prospects are looking up with this purchase! Must see 3 bed, 2 bath custom ranch with a renovated kitchen featuring honed granite counters, ss appliances, 6-burner Wolf range and undercounter wine fridge in prime Fairmount Hill location. Entertain guests often with open views from the kitchen and dining room into the spacious living room with wood burning fire place. Relax while reading or

    Brian Clinton Donahue Real Estate Co.

    8 Prospect St, Hyde Park, MA 02136
  • 30 Massasoit St, Boston, MA 02136
    30 Massasoit St, Boston, MA 02136
    30 Massasoit St, Boston, MA 02136
    /35

    $799,999

    • 5 Beds
    • 2 Baths
    • 2,392 Sq Ft

    30 Massasoit St, Boston, MA 02136

    FULLY RENOVATED COLONIAL HOUSE ON DEAD END STREET!House is blending timeless character with modern upgrades . Ptoperty boasts a brand new roof, new windows, new trims. New electric, new furniece, new kitchen, renovated bathrooms and hardwood refinished floor. Stylish kitchen equipped with top of the line Samsung appliances, new cabinets, quartz countertop and stylish floor. Home offers 5

    David White OwnerEntry.com

    30 Massasoit St, Boston, MA 02136
Massachusetts Norfolk County Milton

Houses for Sale in Milton, MA

Why Live in Milton

Milton, MA, is a small city located just south of Boston, offering a blend of suburban and urban living. The Neponset River separates Milton from Boston, but bridges, bike trails, and commuter lines provide easy connectivity. Milton features diverse housing styles, including Colonial Revivals, Dutch Colonials, Cape Cods, ranch-style homes, and split-levels, with sidewalks lining neighborhoods like eastern Milton Hill and more spacious lots in areas like Brush Hill. The city is known for its highly rated Milton Public Schools, which include a popular French immersion program, and Milton Academy, a top-tier private school offering day and boarding options. Residents enjoy ample green spaces and community events, with the Neponset Greenway Trail and Blue Hills Reservation providing opportunities for biking, hiking, swimming, and skiing. Local dining and shopping options are available at Eliot Street and Central Avenue, with additional choices in nearby Dorchester and malls along Interstates 93 and 95. The Forbes House Museum offers a glimpse into Milton's historical wealth, while community events like summer concerts and the Milton Music Fest bring modern entertainment. Crime rates in Milton are lower than the national average, contributing to a sense of safety. However, residents contend with airplane noise from Logan Airport flight paths. Commuters can drive less than 10 miles to Downtown Boston or use limited MBTA bus services and the Mattapan Trolley. Health care is accessible at Beth Israel Deaconess Hospital – Milton.

Learn more about living in Milton

Home Trends in Milton, MA

On average, homes in Milton, MA sell after 44 days on the market compared to the national average of 70 days. The median sale price for homes in Milton, MA over the last 12 months is $1,095,000, up 16% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,095,000
Median Single Family Sale Price
$1,095,000
Median 2 Bedroom Sale Price
$700,000
Median 1 Bedroom Sale Price
$549,999
Average Price Per Sq Ft
$554
Number of Homes for Sale
13
Last 12 months Home Sales
33
Months of Supply
4.70
Median List Price
$749,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
16%
How to Buy a Home How to Finance a Home How to Sell a Home

In Milton, there are currently 26 houses for sale, offering an array of options for potential buyers. With houses priced between $599,000 to $11,900,000, there's a range to accomodate every budget. As of August, 2025 the median home price in Milton is $749,999, while the average sale price is $1,124,393, offering insights into the local housing market. On average, houses spend 44 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Milton, MA and find the perfect place to call home.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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