Keating Brokerage company logo
JOIN or LOG IN 's Account

Log in to see your saved listings or edit your searches:

No account? Sign up now to save searches, listings, and get tailored listing notifications. It’s free, opt-out anytime.

Find Your New Home

Sign Up Today!

Get fresh listings via email, save your favorite listings, match with similar properties, and unlock additional property info.

Create Your Account

Do not fill in this field:

Already have an account? Log in

Milton MA Luxury Homes

Search available luxury homes in Milton, MA. You’ll find some beautiful properties priced at $900K and higher, including stately homes, elegant Colonials, custom ranch styles, and magnificent estates. Many of these homes offer views, privacy, fine finishes, and more. Learn more about the town of Milton! You may also be interested in exploring all available South Shore luxury homes.​

Tour Luxury Homes for Sale in Milton MA

Questions? Contact Keating Brokerage for more information and to schedule a showing.

Get ahead: Create an account with us to save your favorite listings and be notified when similar properties come on the market.

1452 Canton Avenue Milton MA 02186

MLS Number 73291145

  • Residential
  • Bedrooms 8
  • Bathroom 10
  • Square Feet 10,912
  • High School Milton High

Introducing Applecroft, a magnificent country estate located in one of Boston’s most desirable suburbs. This nationally recognized property has been completely renovated and brought back to its original splendor with the assistance of renowned New England architect Patrick Ahearn. The estate is situated on 8.5 acres of picturesque grounds nestled at the base of the Blue Hills Reservation and consists of the main house, guest house, and folly. Every conceivable amenity has been added, successfully adapting the home to modern family living without compromising the historic and architectural integrity. Outstanding features include splendid formal entertaining rooms, beautiful original detailing, floor-to-ceiling windows opening on to the pastoral grounds, two sunrooms, elevator, fitness room, sauna and garden room. While Applecroft captures a true country lifestyle, it is ideally located minutes away from Milton Center and Milton Academy with convenient access to Downtown Boston.

Listed by Tracy Campion of Campion & Company Fine Homes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

3 Hutchinson Street Milton MA 02186

Milton, MA3 Hutchinson Street

Price$4,375,000

Est. Mortgage: $/month

MLS Number 73247341

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 5,900
  • High School Milton

Milton Hill! Escape the ordinary and step into the extraordinary! French architecture meets modern luxury in the latest stunning Dev Group design. With grand features, an oasis-like outdoor area and smart-house system, it’s more than just a home—it’s a lifestyle. Say hello to your own personal sanctuary!

Listed by Matthew Freeman of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

2 Fletcher Steele Way Milton MA 02186

Milton, MA2 Fletcher Steele Way

Price$3,599,000

Est. Mortgage: $/month

MLS Number 73295234

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,129

Step into this stunning New England Contemporary, set on a sprawling 43,998 sq ft lot. This 5129 sq ft residence offers 10 rooms, including 5 bedrooms and 6.5 baths across 3 floors, plus a 3-car garage. Designed by William Lee Architect & Associates, its open floor plan connects the living room, dining room, and chef’s kitchen featuring a Quartz Island and Thermador appliances. The first floor includes a family room and primary suite with a soaking tub, double sinks, walk-in closet, and deck access. The second floor has three en-suite bedrooms. The lower level is ideal for a media room, gym, or more, complete with a full bath. With oversized windows, natural light, and custom millwork, this home radiates sophistication.

Listed by Paul Rege and Francine Jeffers of Kelley & Rege Properties,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

50 Brush Hill Lane Milton MA 02186

Milton, MA50 Brush Hill Lane

Price$3,595,000

Est. Mortgage: $/month

MLS Number 73229892

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 8,600

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 original 1940's classic colonial. The heart of the home is the state-of-the-art chef's kitchen. A full catering kitchen further elevates the culinary experience. Laundry zones can be found in both the scullery kitchen and on the bedroom level. The expansive great room overlooks a sprawling travertine patio. Enjoy morning coffee in the sunroom, conduct business in the dual home offices, or cozy up by the fire in the library. For recreation & entertainment, the property boasts an extraordinary amenity: a regulation size INDOOR PICKLE BALL COURT. 50 Brush Hill Lane is a testament to luxury living

Listed by Foster/ Harrington Team, Vanessa Foster and Tina Regan-Harrington of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

676-a Brush Hill Road Milton MA 02186

Milton, MA676-a Brush Hill Road

Price$3,295,000

Est. Mortgage: $/month

MLS Number 73298177

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,500

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 layout, ideal for entertaining and everyday living. The gourmet kitchen is a chef's delight, equipped with state-of-the-art appliances and sleek countertops. Retreat to the serene primary suite, complete with a spa-inspired bathroom and generous closet space. Enjoy the tranquility of your private outdoor oasis, perfect for relaxation or hosting gatherings. Discover unparalleled craftsmanship and style in this remarkable Milton home.

Listed by Scott Farrell & Partners and Scott Farrell of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

263 Adams Street Milton MA 02186

MLS Number 73304952

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 7,506

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 you to the gourmet kitchen and refined living areas. On your journey, you’ll discover an ornate library, a stylish media room, and an opulent wine cellar to name a few. The lavish primary suite is sun-soaked and airy. Every detail in this fine residence has been considered. The outdoor space is equally impressive, with a pool, cabana, and impeccably landscaped private yard perfect for enjoying the serene surroundings. Additionally, this stately home includes an attached 3-car garage, ensuring convenience and security for toys and hobbies alike. Private showings start immediately...

Listed by Scott Farrell & Partners and Scott Farrell of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

50 Marine Road Milton MA 02186

Milton, MA50 Marine Road

Price$2,875,000

Est. Mortgage: $/month

MLS Number 73284350

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 6,593
  • High School Milton

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 rooms that perfectly balance luxury and comfort. This is your chance to own a piece of timeless elegance in a truly exceptional location! Come take a look; rarely does a property of this stature come to market! Here's your chance!

Listed by Matthew Freeman of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1362 Canton Avenue Milton MA 02186

Milton, MA1362 Canton Avenue

Price$2,600,000

Est. Mortgage: $/month

MLS Number 73178341

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,208
  • High School Milton Hs

If privacy and serenity are your aim, then 1362 Canton Ave hits the mark. While thoughtfully sited on 2.7 acres of woodland and lawn, 7000+ acres of trails and green space are happily adjacent in the Blue Hills Reservation and Eustis Estate. Current owners were instantly smitten by the surrounding natural beauty and big sky feel. With that in mind they set to work expertly renovating but always with a nod and glimpse of nature as art. Custom chef’s kitchen with Sub-Zero, Wolf appliances features sylvan views and morning light. First-floor guest suite comfortably accommodates friends or family. The family room with large fireplace is the warm focal point for gatherings. The new owners’ suite is spacious with spa-like bath. New theater/media room is the main attraction; what will you watch on the big screen? Garage with steel beam construction fits numerous cars and toys plus 2000sf of raw space in the lower level. The barn with sizable apartment is an opportunity.

Listed by Julianne Bridgeman of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

147 Gun Hill Street Milton MA 02186

Milton, MA147 Gun Hill Street

Price$2,475,000

Est. Mortgage: $/month

MLS Number 73250083

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,008

Welcome Home! This 2013 custom Contemporary Cape sits on a 38,577 sq ft lot, just minutes from Milton Academy. With 10 rooms, 4 bedrooms, 2.5 baths, and 4008 sq ft across 3 floors, it showcases pride of ownership and includes a 3-car garage. Designed by William Lee Architects & Associates, the home features oversized windows, abundant natural light, and an open floor plan. Enter through the foyer into the living room, dining room, and chef’s kitchen with a Quartz Island and pantry, opening to a spacious new deck overlooking a private fenced yard—perfect for entertaining. Upstairs, find 4 bedrooms, including a private primary suite with a walk-in closet, dual sinks, and a shower. The lower level includes a media/exercise room, playroom, and ample storage. Located near Wollaston Golf Club, Cunningham Park, East Milton Square, and major routes. Private showings by appointment.

Listed by Paul Rege and Francine Jeffers of Kelley & Rege Properties,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

46 Willoughby Road Milton MA 02186

Milton, MA46 Willoughby Road

Price$1,349,999

Est. Mortgage: $/month

MLS Number 73303422

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,422

Welcome to 46 Willoughby Road! This charming home was completely renovated with no detail to be missed. The home is comprised of 7 rooms with 4 bedrooms and a living room open to a very sleek and modern kitchen. Throughout the first level features new custom wood wainscoting and crown molding that blends nicely with the architectural design of the home from the early twentieth century. The primary suite with walk-in closet and two additional bedrooms are on the second floor with a fourth bedroom/flex space located on the third level. The landscaping is professionally done with a new paved driveway leading to a refurbished 2 car detached garage, paver walk way and back yard patio with freshly installed sod to complete the beautiful exterior. All of this and it's within minutes to parks, recreation, public transportation, Milton's top rated schools and a short commute to downtown Boston.

Listed by Colleen Mento of Mento Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.