31

Milton, MA Houses for Sale

Section Image Section Image
  • /39

    $2,200,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 5 Baths
    • 5,250 Sq Ft

    48 Cypress Rd, Milton, MA 02186

    Get ready to say YES to 48 Cypress Rd! YES to brand new construction. YES to the open floor plan that includes 5 bedrooms, 5 full baths, a spacious living room, a dedicated dining room, a 2nd floor laundry room AND a fully finished lower level with 9 ft ceilings. YES to a luxurious primary that includes an oversized walk-in closet & spa-like ensuite bath with soaking tub, rain-shower and dual

    Agent Photo

    Vanessa Foster

    Coldwell Banker Realty - Milton

    (617) 398-4177

    48 Cypress Rd, Milton, MA 02186
  • /42

    $1,950,000

    • 4 Beds
    • 4.5 Baths
    • 4,472 Sq Ft

    6 Brewster Rd, Milton, MA 02186

    This stunning home nestled on a generous lot presents an attractive single-family home in great condition, a gourmet kitchen Quartz countertop stainless steel appliances gas cooktop and double oven, fireplace living room, first floor office with French doors, family room with bar and full bath, exercise room, primary bedroom has large walk-in closet full bath with separate tile shower and soaking

    Robert Mcauliffe Duhallow Real Estate

    6 Brewster Rd, Milton, MA 02186
  • /42

    $1,450,000 Open Fri 11AM - 12:30PM

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    338 Thacher St, Milton, MA 02186

    Stunning Property! Renovated 4-BR Home + HUGE TWO STORY GARAGE located in one of Milton’s hottest neighborhoods! The stylish front sunroom sets the tone for this superbly updated home. Featuring Gleaming hardwood floors, freshly painted interior, recessed lighting, and modern interior doors throughout. The sunlit living room with fireplace offers cozy charm. The showstopping NEW sky-lit kitchen

    Janice Bosworth Coldwell Banker Realty - Milton

    338 Thacher St, Milton, MA 02186
  • /32

    $1,720,000 Open Sun 2PM - 4PM

    • 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
  • /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
  • /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
  • /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
  • /36

    $799,000 Open Fri 11:30AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,004 Sq Ft

    36 Pleasant St, Milton, MA 02186

    Welcome to 36 Pleasant Street, a 3-bedroom, 1-bath home that feels ready for new memories the moment you arrive. The bright kitchen is the heart of the house with a walk-in pantry, a peninsula for casual dining, and direct access to the back deck for summer barbecues or quiet evenings under the stars. An open floor plan flows easily from room to room, filled with natural light that makes the home

    Becky Davis Coldwell Banker Realty - Milton

    36 Pleasant St, Milton, MA 02186
  • /36

    $1,195,000 Open Fri 10:30AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,504 Sq Ft

    32 Pleasant St, Milton, MA 02186

    Welcome to 32 Pleasant Street and Welcome Home! Set in the popular Cunningham Park neighborhood, #32 packs a punch for value, condition and location! With room to roam and spaces for all, you will want to call this one home! From the gracious entry hall and intimate niches to the expansive familyroom and updated kitchen with center island, vaulted ceilings and storage space galore; 32 Pleasant

    Matthew Freeman Coldwell Banker Realty - Milton

    32 Pleasant St, Milton, MA 02186
  • /23

    $799,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,889 Sq Ft

    20 Fairbanks Rd, Milton, MA 02186

    Welcome to this charming 4-bedroom, 2-bath Bungalow in the heart of Milton! Enter inside from the inviting front porch to a cozy living room featuring a wood-burning fireplace and classic details throughout. A formal dining room opens to the kitchen, complete with stainless steel appliances, a wall oven, gas cooktop, and access to the backyard deck. The first floor also includes two comfortable

    Dori Brewster Lamacchia Realty, Inc.

    20 Fairbanks Rd, Milton, MA 02186
  • /40

    $2,690,000

    • 7 Beds
    • 6 Baths
    • 7,085 Sq Ft

    50 Marine Rd, Milton, MA 02186

    Imagine coming home to a private Milton enclave, where timeless elegance meets everyday livability. Set on over an acre, 50 Marine Road offers grand living space designed for both comfort and versatility. With 3 separate staircases and 7 bedrooms, the layout is ideal for multi-generational living or an au pair suite. Inside, soaring ceilings, nine fireplaces, and detailed millwork showcase the

    Beth Rooney eXp Realty

    50 Marine Rd, Milton, MA 02186
  • /33

    $879,000

    • 4 Beds
    • 2 Baths
    • 1,740 Sq Ft

    10 Weston St, Milton, MA 02186

    This Colonial nestled on this quiet dead-end street offers 4 bedrooms 2 full baths fireplace living room with hardwood floors, eat-in kitchen, formal dining room with built in China cabinet , first floor family room with another fireplace and sliders that leads out to a large deck overlooking private yard, unheated finished room in basement great for playroom or office, updated windows,

    Robert Mcauliffe Duhallow Real Estate

    10 Weston St, Milton, MA 02186
  • /33

    $850,000

    • 3 Beds
    • 1.5 Baths
    • 1,410 Sq Ft

    17 Badger Cir, Milton, MA 02186

    17 Badger Circle is a unique multi-level home situated on a coveted corner lot in the highly sought-after Cunningham Park neighborhood.This charming property boasts approximately 1400 sq.ft. of well-designed, finished living space, featuring 3 spacious bedrooms,1.5 baths(full- floor 2 &1/2 on lower level), a one car garage (under), central air AND an irrigation system. The main living area

    Carol Lochiatto Keller Williams Realty

    17 Badger Cir, Milton, MA 02186
  • /28

    $875,000

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

    16 Blue Hill Ave, Milton, MA 02186

    Step into this stunning, gut-renovated home offering 5 spacious bedrooms, 2 full bathrooms, and a convenient half bath perfectly designed for modern living. Every inch of this home has been thoughtfully updated, with attention to detail throughout.The main level boasts an open concept layout with gleaming hardwood floors, recessed lighting, and a stylish designer kitchen complete with quartz

    Daniel DiBiasio DiBiasio Realty LLC

    16 Blue Hill Ave, Milton, MA 02186
  • /38

    $1,149,900 Open Thu 5:30PM - 7PM

    • 4 Beds
    • 3 Baths
    • 1,700 Sq Ft

    40 Lafayette St, Milton, MA 02186

    This stunning, fully renovated home offers 4 bedrooms, 3 full bathrooms, and approximately 1,700 sq ft of beautifully designed living space. The open-concept first floor is perfect for entertaining, featuring a stylish kitchen with island seating, an arched coffee/dry bar, and adjacent dining area. A mudroom with coat closet, walk-in pantry, and a versatile office or sitting room with French

    Kyle Pernock Keller Williams Elite

    40 Lafayette St, Milton, MA 02186
  • /31

    $15,000,000

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

    610 Harland St, Milton, MA 02186

    Set on nearly 6 acres in the prestigious Scott’s Woods, the Alexander Forbes Mansion is a rare stone estate where timeless elegance meets modern sophistication. Reimagined with exceptional attention to detail, this iconic residence features expansive, impeccably designed interiors and luxurious finishes. A grand foyer opens to formal living and dining rooms and a custom-milled chef’s kitchen that

    Maggie Gold Seelig MGS Group Real Estate LTD

    610 Harland St, Milton, MA 02186
  • /42

    $1,299,999 Open Sat 11AM - 12:30PM

    • 5 Beds
    • 4 Baths
    • 4,232 Sq Ft

    63 Sears Rd, Milton, MA 02186

    Welcome to 63 Sears Rd — a rare opportunity in one of Milton’s most coveted neighborhoods, close proximity to the Blue Hills Reservation. Perfectly set on a picturesque half-acre lot, this sun-filled custom multi-level home offers 4,232 sq. ft. of versatile living space. The open kitchen/dining area flows seamlessly into a stunning stone fire-placed living room, while a spacious three-season

    Alex Walsh Access

    63 Sears Rd, 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
  • /42

    $869,900 Open Sat 2PM - 4PM

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

    96 Brook Rd, Milton, MA 02186

    This well-maintained classic colonial in highly desirable Milton offers 4 generous bedrooms, PLUS bonus office, 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, Navien tankless hot water system (2021), and a brand-new roof (2025). The eat-in kitchen features a large island is

    Vanessa House Berkshire Hathaway HomeServices Commonwealth Real Estate

    96 Brook Rd, 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
  • /30

    $849,000 Open Sat 11AM - 12PM

    • 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
  • /35

    $1,249,000 Open Sat 10:30AM - 12PM

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

    11 Standish Rd, Milton, MA 02186

    Just as the air turns crisp and September routines settle in, this Columbine colonial arrives to remind you that fashion-forward and brilliantly designed living never goes out of season. Designer lighting is the right amount of bling to cap off any room; smart home interfaces take it to the next level for perfecting mood and maximum convenience. A generously-sized living room creates a welcoming

    Julianne Bridgeman Ceres Real Estate

    11 Standish Rd, 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
  • /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
  • /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
  • /15

    $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
  • /37

    $1,190,000 Open Sat 11AM - 12:30PM

    • 6 Beds
    • 2.5 Baths
    • 2,606 Sq Ft

    15 California Ave, Milton, MA 02186

    East Milton Location! This spacious home consists of 6 bedrooms and 2 and a half baths. Fireplace living room with bow window, hardwood floors throughout. Large open kitchen with granite countertops and an island that fits 4 stools. Dining area flows into family room and out to fenced in yard, patio and 3-season porch. Oversized shed for storage in side yard. First floor laundry room. Primary

    Robert Mcauliffe Duhallow Real Estate

    15 California Ave, 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
  • /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
  • /40

    $799,999

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

    30 Massasoit St, Boston, MA 02136

    Welcome to 30 Massasoit St, a beautifully renovated Colonial in the heart of Hyde Park. This home has been thoughtfully updated from top to bottom, featuring a brand-new roof, all new windows, updated electrical, and a new heating system—giving you peace of mind for years to come. Step inside to find a fully refinished interior that blends modern updates with timeless character and charm. The

    Kade Phillips RE/MAX Legacy

    30 Massasoit St, Boston, MA 02136
  • /8

    $1,300,000

    • 4 Beds
    • 3.5 Baths
    • 3,584 Sq Ft

    149 Green St, Canton, MA 02021

    Look no more! This wonderful home has all the space and land you'll ever need! Wonderful Green Street location, location, location! Newer - 2024 heating system - state of the art!, 2 master bedrooms, one on first floor, another on the second floor. Irrigation system, alarm system, french drain, 3 wood working fireplaces and the yard views outstanding. Instant equity with a little updating and

    Joanne Ferent William Raveis R.E. & Home Services

    149 Green St, Canton, MA 02021

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.

Home Trends in Milton, MA

Housing Trends

Median Sale Price
$985,000
Median Single Family Sale Price
$1,064,750
Median 2 Bedroom Sale Price
$677,500
Median 1 Bedroom Sale Price
$537,499
Average Price Per Sq Ft
$532
Number of Homes for Sale
36
Last 12 months Home Sales
189
Months of Supply
2.30
Median List Price
$935,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
How to Buy a Home How to Finance a Home How to Sell a Home