38

Milton, MA Houses for Sale

Section Image
  • /37

    $1,695,000

    • 5 Beds
    • 3.5 Baths
    • 3,553 Sq Ft

    24 Wyndmere Rd, Milton, MA 02186

    Nestled in an amazing neighborhood on a peaceful dead-end street, 24 Wyndmere presents a special opportunity with its prime location just 0.9 mile from East Milton Square and a mere 7 miles from downtown Boston. This spacious three-story residence features 5 large bedrooms, 2 of which have ensuite ,multiple home office options, ample closet space including a walk-in cedar closet, and 4 bathrooms

    Sharon Ryan Coldwell Banker Realty - Milton

    24 Wyndmere Rd, Milton, MA 02186
  • /37

    $1,695,000 Open Fri 11:15AM - 12:15PM

    • 5 Beds
    • 3.5 Baths
    • 3,553 Sq Ft

    24 Wyndmere Rd, Milton, MA 02186

    Nestled in an amazing neighborhood on a peaceful dead-end street, 24 Wyndmere presents a special opportunity with its prime location just 0.9 mile from East Milton Square and a mere 7 miles from downtown Boston. This spacious three-story residence features 5 large bedrooms, 2 of which have ensuite ,multiple home office options, ample closet space including a walk-in cedar closet, and 4 bathrooms

    Sharon Ryan Coldwell Banker Realty - Milton

    24 Wyndmere Rd, Milton, MA 02186
  • /40

    $2,100,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 6 Baths
    • 6,049 Sq Ft

    34 Brush Hill Ln, Milton, MA 02186

    Serene living at its finest. Wonderful colonial in Milton with the ambience of a private pastoral setting all within steps to Boston in the exclusive Brush Hill Neighborhood, you'll love this spacious home overlooking a manicured 40,000 sq ft lot and gardens. Bright and thoughtfully laid out with space for all. Chef's kitchen with center island, pendant and recessed lights, granite counters and

    Mikel DeFrancesco William Raveis R.E. & Home Services

    34 Brush Hill Ln, Milton, MA 02186
  • /25

    $1,349,000 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,257 Sq Ft

    79 Hilltop St, Milton, MA 02186

    Opportunities like this are rare—homes in this quiet, sought-after Milton neighborhood seldom come to market, and when they do, they don’t last. This sun-filled 3BR, 3BA MOVE IN READY home on a .51-acre corner lot offers 2,257 sqft with hardwood floors, open layout, and 2 fireplaces. The kitchen features cherry cabinets, granite countertops, stainless appliances, and gas cooking. Enjoy a bright

    Le Doan eXp Realty

    79 Hilltop St, Milton, MA 02186
  • /42

    $1,595,000 Open Fri 3PM - 4PM

    • 5 Beds
    • 3 Baths
    • 2,507 Sq Ft

    912 Brush Hill Rd, Milton, MA 02186

    Welcome to 912 Brush Hill Road! This lovely 5-bedroom, 3 bath Colonial home with an In-Law Suite is set on nearly an acre of land in Milton, with approx 2507 sq ft of living space. Inviting front entry to the house leads to a bright and open living room and dining room, with gleaming hardwood floors and cozy four season heated sunroom. Bonus one bedroom au pair suite in the lower level also walks

    John O'Toole Olde Towne Real Estate Co.

    912 Brush Hill Rd, Milton, MA 02186
  • /20

    $1,499,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 3,426 Sq Ft

    50 Franklin St, Milton, MA 02186

    Coastal inspired new home behind East Milton Square. This custom restoration and addition ten room colonial features four bedrooms, three full baths, three amazing outdoor spaces, not including the professionally landscaped level lot, finished playroom and more. Steps to the thriving Square district with Novarra and Abby Park at your doorstep, and your kids can enjoy the playing fields at Andrews

    Perry Dinatale Perry DiNatale Realty

    50 Franklin St, Milton, MA 02186
  • /35

    $1,685,000

    • 4 Beds
    • 4 Baths
    • 4,486 Sq Ft

    4 Carisbrooke Rd, Milton, MA 02186

    Welcome to 4 Carisbrooke Rd, a beautiful home located in the sought after Blue Hills area of Milton. Spanning over 4,000 square feet of living space on almost half an acre lot, it has 4 bedrooms & 4 full bathrooms! Make your way through the foyer & explore the first floor that has a formal dining room, sitting room, living room with vaulted ceilings with fireplace. On the first floor is also the

    Beatrice Murphy Lamacchia Realty, Inc.

    4 Carisbrooke Rd, Milton, MA 02186
  • /32

    $1,329,000

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

    55 Milton St, Milton, MA 02186

    Welcome to 55 Milton Street, a spacious 4-bedroom, 2.5-bathroom Colonial home set on nearly an acre of beautiful land in Milton. With 2,606 SqFt of living space, this home offers plenty of room to grow and entertain. The bright, well-appointed kitchen flows seamlessly into an inviting seating area, ideal for family meals. Each of the four generously sized bedrooms provides comfort and privacy,

    Team Galvin The Galvin Group, LLC

    55 Milton St, Milton, MA 02186
  • /28

    $2,100,000 Open Sat 12PM - 1:30PM

    • 2 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    3 River Street Place, Boston, MA 02108

    Rare offering of a small single-family Greek Revival style townhouse on the flat of historic Beacon Hill. c.1840. This four story and basement house tucked behind the Charles Street Meeting House, overlooks a serene brick courtyard. The first floor has an open modern kitchen with white cabinetry, stainless-steel appliances, counter seating, an original ornamental fireplace with warming oven and a

    Joe Govern Street & Company

    3 River Street Place, Boston, MA 02108
  • /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
  • /41

    $1,300,000 Open Sat 12:30PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,222 Sq Ft

    33 Coolidge Rd, Milton, MA 02186

    Nestled in a sought-after neighborhood near Milton Academy on a quiet dead-end street, this recently expanded and renovated colonial blends character and charm with modern amenities. Manicured grounds and wonderful curb appeal welcome you into a beautifully appointed, meticulously maintained home. The stunning designer kitchen features peninsula seating and flows into the open dining room and

    Kathy Murray Coldwell Banker Realty - Westwood

    33 Coolidge Rd, Milton, MA 02186
  • /41

    $1,150,000 Open Sat 12PM - 1PM

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

    6 Briarfield Rd, Milton, MA 02186

    This cherished 1920s Arts & Crafts Bungalow is being offered for the first time in 45 years. Lovingly preserved, it’s rich with original detail, and hand-milled woodwork and brass accents highlight it’s craftsmanship. From the moment you step onto the deep front porch, you feel the charm and care woven into every corner. Inside, a grand foyer and winding staircase welcome you, flanked by spacious

    Kim Powers Coldwell Banker Realty - Milton

    6 Briarfield Rd, Milton, MA 02186
  • /42

    $1,149,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 1,694 Sq Ft

    23 Craig St, Milton, MA 02186

    Welcome to this beautifully renovated home which has just undergone a total transformation. Upon pulling up you will be greeted by views of the rolling Blue Hills and an inviting neighborhood setting. The exterior features an eye catching white washed stone facade with a new granite front entry and paver walkway. This huge lot also features fresh landscaping and new driveway. Inside, the two

    Kyle Pernock Keller Williams Elite

    23 Craig St, Milton, MA 02186
  • /42

    $1,100,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,640 Sq Ft

    29 Governors Rd, Milton, MA 02186

    Welcome to 29 Governors Road – a beautifully expanded Colonial in one of Milton’s most desirable neighborhoods! This thoughtfully updated 3-bedroom, 3-bathroom home offers over 2,600 sqft of living space across three levels, including a partially finished basement. The main level features a spacious living room with a gas fireplace, formal dining room, and a bright kitchen with granite

    J.T. Kelly Keller Williams Realty

    29 Governors Rd, Milton, MA 02186
  • /41

    $1,275,000

    • 3 Beds
    • 2.5 Baths
    • 1,572 Sq Ft

    304 Truman Hwy, Milton, MA 02186

    Welcome to this Three Bedroom California Ranch style home located on a 1.28-acre lot. This home offers about 1600 sf of spacious living space w/ hardwood floors. Includes a living room w/ wood stove w/ adjacent dining area, kitchen that has an eat-in area that has access to a large screened in sunroom that is great for relaxing. Offers a large primary bedroom / 3/4 bath w/ two closets, plus an

    Jeffrey Wagner Coldwell Banker Realty - Easton

    304 Truman Hwy, Milton, MA 02186
  • /22

    $719,900

    • 3 Beds
    • 2.5 Baths
    • 1,113 Sq Ft

    23 Union Ave, Milton, MA 02186

    A chance presents itself to live in the sought after Town of Milton with this ranch-style home nestled on a serene dead-end street, offering a perfect blend of tranquility and accessibility. Located conveniently close to major highways and public transportation, this spacious 3-bedroom home features a master suite with a private half bath for added comfort. The bright open living area welcomes

    Kerri Burke 78 Properties

    23 Union Ave, Milton, MA 02186
  • /42

    $3,795,000

    • 5 Beds
    • 5.5 Baths
    • 6,950 Sq Ft

    287 Hillside St, Milton, MA 02186

    Experience the grandeur of this elegant 1912 Colonial sited along a private treelined drive. Beautifully designed for the President of Baker Chocolate, this estate is the perfect blend of exquisite period detail & modern amenities. Its magnificence is apparent upon entering, with high ceilings, front to back expansive foyer, a wood paneled family room and signature staircase leading to 5 beds

    Meredith Hall Coldwell Banker Realty - Milton

    287 Hillside St, Milton, MA 02186
  • /42

    $6,499,000

    • 6 Beds
    • 6 Baths
    • 10,665 Sq Ft

    3 Stone Bridge Ln, Milton, MA 02186

    Cross the beautiful stone bridge and experience unmatched luxury in this impeccable 10,000+ square foot, 20-room estate, featuring exceptional craftsmanship and a thoughtfully designed layout. Nestled in an exclusive private enclave, abutting 7,000 acres of conservation land, this 6 bed, 6 bath home is just minutes from major highways (93/95) Boston, and the scenic Blue Hills Reservation. Set on

    Nancy Wiley Berkshire Hathaway HomeServices Verani Realty

    3 Stone Bridge Ln, Milton, MA 02186
  • /39

    $1,245,000 Open Sat 12PM - 1PM

    • 5 Beds
    • 1.5 Baths
    • 1,850 Sq Ft

    11 Christopher Dr, Milton, MA 02186

    Welcome to this thoughtfully redesigned 5 bedroom home nestled in one of Miltons most sought after neighborhoods. This delightful single-family home has been fully renovated to showcase the 15’ plus ceilings and a stunning chefs kitchen. The quartz waterfall island, high end appliances and shaker style cabinets give this home that modern yet approachable feel. Featuring generously sized bedrooms

    Scott Farrell & Partners Compass

    11 Christopher Dr, Milton, MA 02186
  • /33

    $999,000

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

    128 Blue Hills Pkwy, Milton, MA 02186

    Beautiful, sun-drenched Brick Colonial in the heart of Milton! This lovingly maintained home features 3 bedrooms, 2.5 baths, and a detached 1-car garage. Flooded with natural light, the spacious living room shines with wood beams and a wood-burning fireplace. Enjoy a formal dining room, an eat-in kitchen overlooking the yard, and a pantry. A deeded separate entrance leads to a private office with

    Lynette Glover Hammond Residential Real Estate

    128 Blue Hills Pkwy, Milton, MA 02186
  • /14

    $819,000

    • 3 Beds
    • 1.5 Baths
    • 1,212 Sq Ft

    143 Thacher St, Milton, MA 02186

    Newly updated home on large corner lot in desirable Milton location. Walkable to Kelly Field, Tucker School, Pierce Middle School & Saint Mary of the Hills School. Great location for commuters, easy access to the high speed trolley, Routes 138 and 128. Move in ready with new appliances and large side yard.

    Julie Joyce Coldwell Banker Realty - Milton

    143 Thacher St, Milton, MA 02186
  • /36

    $1,295,000

    • 3 Beds
    • 2.5 Baths
    • 2,583 Sq Ft

    127 Sumner St, Milton, MA 02186

    Nestled in the serene and inviting Popes Pond area of Milton, this spacious 2,583 sq. ft. home on an open half-acre lot offers a perfect blend of comfort and style. Featuring 3 bedrooms, 2.5 baths, central heat/AC, and a 2-car attached garage, this residence is designed for modern living. Enjoy hardwood floors in the living room, office, and bedrooms, marble floors in the kitchen and dining room,

    Brian Burke Star Realty Inc.

    127 Sumner St, Milton, MA 02186
  • /36

    $1,049,000

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    84 Sassamon Ave, Milton, MA 02186

    OPEN HOUSE CANCELLED 4.19!! Welcome to this beautifully maintained home nestled in a sought-after Milton neighborhood where the community feels like family and nature surrounds you. Step inside to discover the homes generous space with three well-proportioned bedrooms and 2.5 baths. The large primary suite is a peaceful sanctuary offering partial views of the Boston Skyline. The home's heart

    Janice Bosworth Coldwell Banker Realty - Milton

    84 Sassamon Ave, Milton, MA 02186
  • /42

    $1,295,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 3,777 Sq Ft

    209 Milton St, Milton, MA 02186

    Spectacular newly renovated home with a stunning second and third-floor addition in the highly desirable East Milton neighborhood, offering easy access to the East Milton Square, Red Line T and major highways. This exceptional residence showcases fine craftsmanship across four levels of living space. The main level features an open-concept layout, highlighted by a modern kitchen with custom-built

    Danny Zheng Keller Williams Realty

    209 Milton 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
  • /39

    $1,049,000

    • 4 Beds
    • 3.5 Baths
    • 3,170 Sq Ft

    4 Adams St, Hyde Park, MA 02136

    PRICE Improvement ! Best Value on the Market. Spacious New Construction single-family residence combines Energy Efficiency with Modern Design & Peace of Mind Low to No Maintenance. Nestled in a Convenient. Location making Commuting a breeze with major access roads and public transportation nearby.The heart of the home boasts a State of the Art Kitchen with stainless Appliances / Quartz

    Michael Hunt Insight Realty Group, Inc.

    4 Adams St, Hyde Park, MA 02136
  • /39

    $3,475,000

    • 6 Beds
    • 4.5 Baths
    • 5,392 Sq Ft

    277 Adams St, Milton, MA 02186

    Simply Stunning! Set on Premier Milton Hill, this 1910's charmer will not disappoint! Elegant and formal yet comfortable and casual. #277 offers you the lifestyle you've been looking for and more! From the classic features of hardwood floors, thick dentil moulding and custom built-ins to the gourmet chef's kitchen, tastefully renovated baths and three floors of living, this one offers room to

    277 Adams St, Milton, MA 02186
  • /27

    $2,600,000

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

    1362 Canton Ave, Milton, MA 02186

    Set on 2.7 acres of serene woodland, this property borders 7,000+ acres of trails in the Blue Hills Reservation and Eustis Estate. Inspired by the natural beauty and open skies, the current owners thoughtfully renovated the home to blend modern comfort with its scenic surroundings. The custom chef’s kitchen, featuring Sub-Zero and Wolf appliances, enjoys peaceful sylvan views and bright morning

    Julianne Bridgeman Ceres Real Estate

    1362 Canton Ave, Milton, MA 02186
  • /21

    $700,000

    • 2 Beds
    • 1.5 Baths
    • 1,277 Sq Ft

    49 Oak St, Milton, MA 02186

    GREAT OPPORTUNITY to live in Milton in a GREAT LOCATION at an affordable price down the street from the Tucker School. GREAT CONDO ALTERNATIVE! LOTS OF UPDATES. The foyer opens to an enclosed porch/mudroom where the lucky buyer can enjoy the STREAMING SUNLIGHT. FABULOUS Living Room opens to the GRACIOUS Dining Room where friends and family can enjoy get-togethers. EAT-IN-KITCHEN w/

    Roni Thaler Coldwell Banker Realty - Sharon

    49 Oak St, Milton, MA 02186
  • /28

    $3,295,000

    • 4 Beds
    • 6 Baths
    • 7,506 Sq Ft

    263 Adams St, Milton, MA 02186

    Presenting an exquisite showpiece estate nestled on prestigious Milton Hill. This elegant 5-bed, 6-bath 7506 sq/ft home exudes sophistication and luxury while offering ample space for gracious living and entertaining. The property sits on a generous ~1 acre lot providing a sense of privacy and tranquility. Step inside and you’ll be greeted by the grand atrium with ornate hardwood floors that lead

    Scott Farrell & Partners Compass

    263 Adams St, Milton, MA 02186
  • /3

    $3,295,000

    • 5 Beds
    • 4.5 Baths
    • 5,500 Sq Ft

    676 Brush Hill Rd, Milton, MA 02186

    Welcome to 676-a Brush Hill Road, Milton, MA, where elegance meets modern living in this newly constructed custom home. Nestled amid scenic landscapes, this exquisite residence offers breathtaking views of the iconic Blue Hills. Impeccably designed, the home boasts a harmonious blend of contemporary architecture and luxurious finishes. The expansive interiors feature a thoughtfully designed

    Scott Farrell & Partners Compass

    676 Brush Hill Rd, Milton, MA 02186
  • /39

    $2,875,000

    • 6 Beds
    • 6 Baths
    • 6,593 Sq Ft

    50 Marine Rd, Milton, MA 02186

    Take a look inside 50 Marine Road, a legacy home located in the heart of Milton. This sprawling estate features 6 bedrooms, 4 full baths, and 2 half baths across 6,500 square feet of masterfully crafted living space. Situated on over an acre, the property offers a pool oasis in the backyard, ideal for both relaxation and entertaining. Inside, you'll find exquisite woodwork finishes and expansive

    50 Marine Rd, Milton, MA 02186
  • /38

    $3,275,000

    • 5 Beds
    • 6.5 Baths
    • 8,600 Sq Ft

    50 Brush Hill Ln, Milton, MA 02186

    Sellers are MOTIVATED! Now is your opportunity to discover, or re-discover, 50 Brush Hill Lane. This estate-property perched high on a 1.82 acre lot exudes grandeur. Its exterior is a blend of cedar shingles & stone accents with a sweeping driveway & gracious receiving court. This home was reimagined by renowned architectural firm Goody & Clancy, whose mid-century modern addition extends from the

    Vanessa Foster Coldwell Banker Realty - Milton

    50 Brush Hill Ln, Milton, MA 02186
  • /21

    $799,990 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    63 Wachusett St, Boston, MA 02136

    Completely renovated from top to bottom, this stunning home sits on a quiet cul-de-sac in Hyde Park with the Neponset River running alongside, offering a rare combination of privacy and convenience. Inside, you'll find a brand-new modern kitchen with sleek cabinetry, new flooring, and a finished walk-out basement with an additional half bath. Major updates include all-new plumbing, new electrical

    Kama Xu York Realty LLC

    63 Wachusett St, Boston, MA 02136
  • /37

    $699,000 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    162 Milton St, Quincy, MA 02170

    Welcome to this delightful Colonial home ideally situated in one of Quincy's most sought after neighborhoods. Just minutes from the Wollaston and No Quincy T station, major highways and East Milton Square, this property offers unbeatable convenience for commuters. Lovingly maintained by the same family for decades, this home is full of potential and ready for your personal touch. Sunlight streams

    Mary Ann Tecce Gibson Sotheby's International Realty

    162 Milton St, Quincy, MA 02170
  • /27

    $1,150,000

    • 5 Beds
    • 3.5 Baths
    • 3,118 Sq Ft

    50 Massasoit St, Boston, MA 02136

    Investors take notice! A large sun soaked gem, with basement ADU, & dead-end Street. An original spiral staircase greets us when entering this roomy home. The generous windows throughout 4 rooms on the main floor, one converts to a Bedroom with existing closets, dining room, large eat-in kitchen & island, plus extra room for additional dining or entertaining area. Access the upper floor from

    Ami Steinmetz Delgado eXp Realty

    50 Massasoit St, Boston, MA 02136
  • /34

    $874,900

    • 5 Beds
    • 2 Baths
    • 2,500 Sq Ft

    30 Massasoit St, Boston, MA 02136

    COMPLETELY REMODELED COLONIAL!! This beautiful home features a New Roof, New fully equipped kitchen with top-of-the-line Stainless Steel Samsung appliances, cabinets, Quartz countertop, and a stylish kitchen floor, New Bathrooms, New Gas Furnace, New Electric & EVERYTHING in between. This house just flows from the designer kitchen, impressive layout, second floor Laundry Room with brand new

    George Miller Yes We Can Realty, Inc.

    30 Massasoit St, Boston, MA 02136
  • /4

    $470,000 Open Sat 1PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,168 Sq Ft

    9 Marcy Rd, Mattapan, MA 02126

    Short-sale APPROVED by Lender. This home features 3 Beds, 1.5 Baths. || ALL Showing request must go through the agency. NO EXCEPTIONS. Do NOT Disturb Occupants. || Open House April 26th from 1-2pm || Offer deadline April 29th at 5pm.

    Robert Nichols MIG

    9 Marcy Rd, Mattapan, MA 02126

About Milton

Kept apart by the crooked ramble of the Neponset River, Milton is the first town south of Boston’s city limits. Bridges, bike trails and commuter lines connect the two neighbors, however, allowing Milton to find a suburban sweet spot where citylike streetscapes can slowly transition into the forested hills that cradle the southern metro area. “It’s a unique community in that you could feel very rural in one section near the Blue Hills, but you’re very much in the city in others, where you could walk over the line into Dorchester in Boston,” sa ...

Home Trends in Milton, MA

Home Trends

Median Price (12 Mo)
$965,000
Median Single Family Price
$1,025,000
Median Townhouse Price
$1,575,000
Median 2 Bedroom Price
$739,000
Median 1 Bedroom Price
$549,999
Average Price Per Sq Ft
$514
Number of Homes for Sale
54
Last 12 months Home Sales
221
Months of Supply
2.90
Median List Price
$950,000
Median Discount 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