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

Milton, MA1452 Canton Avenue

Price$8,400,000

Est. Mortgage: $/month

MLS Number 73155682

  • Residential
  • Bedrooms 6
  • Bathroom 10
  • Square Feet 10,912
  • High School Milton High

Applecroft, located in the Blue Hills of Milton, Massachusetts, is a nationally recognized, 1890's shingle-style country estate situated on 8.5 pastoral acres. The property has been fully restored and upgraded with the assistance of renowned architect Patrick Ahearn and brought up to modern luxury standards. Stepping inside the grand entry, one is greeted by the elegant stair hall, which leads to a large family room, first floor office, library and sunroom. Further, one enters the dining room with its floor to ceiling windows and wainscoting and connects directly to the bright kitchen, breakfast and sitting area. The home offers 6 bedrooms, 8 full and 2 half baths, au pair suite, fitness room, sauna, catering kitchen and elevator. The new 2 bedroom guest house includes a 2-car garage and garden room. This is a rare opportunity to find such a significant property, surrounded by conservation land, located minutes from Boston, Logan Airport, Milton Centre and Milton Academy.

Listed by Meredith Hall of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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: 6.95% last updated on Jun 13, 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$3,889,000

Est. Mortgage: $/month

MLS Number 73174347

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

Experience the warmth of home in this exquisite New England Contemporary residence, artfully crafted on a sprawling 43,998 sq ft lot. Boasting 10 rooms, 5 bedrooms, and 6.5 baths, this 5129 sq ft masterpiece spans 3 floors and includes a 3-car garage. Meticulously designed by William Lee Architect & Associates, it features an open floor plan, seamlessly blending the living room, dining room, and chef's kitchen adorned with a stunning Quartz island and Thermador appliances. The first floor also hosts a family room, a luxurious primary suite with a soaking tub, double sinks, and a walk-in closet that opens to a deck, along with a second bedroom and bath. The second floor reveals three more bedrooms, each with its own bath. The lower level offers endless possibilities as a media room, gym, or more, complete with a full bath and ample storage. Revel in the abundance of natural light, oversized windows, and custom millwork, all thoughtfully designed to create an ambiance of sophistication.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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 Brush Hill Lane Milton MA 02186

Milton, MA50 Brush Hill Lane

Price$3,875,000

Est. Mortgage: $/month

MLS Number 73229892

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

Perched high on a 1.82 acre lot, this property 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 scullery kitchen and catering kitchen further elevate the culinary experience.The expansive great room overlooks a sprawling travertine patio. Enjoy a morning coffee in the sunroom, conduct business in one of the dual home offices, or cozy up by the fire in the library. Every corner exudes comfort and sophistication.The primary suite offers a haven of luxury and privacy.A second primary has its own ensuite bath & dressing room.For recreation& entertainment, the property boasts an extraordinary amenity: a regulation size indoor pickle-ball court. 50 Brush Hill Lane is a testament to luxurious 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: 6.95% last updated on Jun 13, 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

1632 Canton Avenue Milton MA 02186

Milton, MA1632 Canton Avenue

Price$3,600,000

Est. Mortgage: $/month

MLS Number 73084675

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,310
  • High School Milton Hs

Nestled against the expansive Blue Hills Reservation, this fully restored Georgian Colonial complements its unique and spectacular location. Large windows and French doors bring the outside in with varying color palettes emerging as the seasons and weather change. A renovated high-end kitchen allows for preparing and sharing while offering prime viewing of visiting birds and wildlife across a bluestone terrace. Rich floors and fine millwork throughout are the ideal foundation for any design aesthetic. Geothermal heating and cooling are a responsible legacy with further comfort achieved by radiant heat in the places you need it most. Enjoy the choreography of the solar array’s daily dance as it tracks the arcing sun. 5 bedrooms offer comfort and privacy for family and visiting friends. Perennial gardens anticipate spring’s renewal and summer’s warmth over its 2+ acres. A perfect nod to the past with a warm embrace of the future within easy reach of Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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

17 Spafford Road Milton MA 02186

Milton, MA17 Spafford Road

Price$2,750,000

Est. Mortgage: $/month

MLS Number 73248477

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,907

Absolutely stunning. This 4 bed 4.5 baths features state of the art finishes throughout the home with top-of-the-line appliances. First level has open floor concept with a butler's kitchen and a generous dining room. Second level has 4 bedrooms with 3 full baths. Hardwood floors throughout. Exterior has a brand new 2 car heated garage added on. Landscaping has been meticulously completed with a new lawn, irrigation system, and brick work. Generous size patio with a built-in grill and fire pit. Close to all schools and all major highways.

Listed by Robert M. Walsh Jr. of Duhallow Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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$2,600,000

Est. Mortgage: $/month

MLS Number 73250083

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

Welcome Home! This custom-built 2013 Contemporary Cape sits on a 38,577 sq ft lot minutes from Milton Academy. Featuring 10 rooms, 4 bedrooms, 2.5 baths, and 4008 sq ft, pride of ownership spans 3 floors with a 3-car garage. Designed by William Lee Architects & Associates, it offers oversized windows, natural light, and an open floor plan. Enter the foyer leading to 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. This is a perfect home for entertaining family and friends. The second floor has 4 bedrooms, including a private primary suite with a walk-in closet and bath with dual sinks and shower. The lower level boasts a media/exercise room, playroom, and ample storage. Wonderful Location close to Wollaston Golf Club, Cunningham Park, East Milton Sq and all 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: 6.95% last updated on Jun 13, 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

34 Brush Hill Lane Milton MA 02186

Milton, MA34 Brush Hill Lane

Price$2,295,000

Est. Mortgage: $/month

MLS Number 73223023

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 6,398
  • High School Milton

Excellent Opportunity for this Striking Colonial that's BIG and BOLD! With a welcoming foyer, soaring ceilings and hardwood floors, #34 Brush Hill Lane is dripping with charm and details not typically found. Custom millwork, custom built-ins and open spaces add a fantastic touch! With a State of the Art gourmet eat in kitchen and intimate niches throughout...you will be sold! There is space for all with comfortable living spaces and numerous suites spread across the second level. Bonus features include RARELY FOUND au pair, work from home, or IN LAW versatility ! All set on acre lot with lush garden views from every window. The sun splashed rooms, decorator flair and the allure of living on one of Miltons best kept secret, private lanes, make this one of Milton's finest homes! Come see for yourself!

Listed by Matthew Freeman of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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

1073 Brush Hill Road Milton MA 02186

Milton, MA1073 Brush Hill Road

Price$2,095,000

Est. Mortgage: $/month

MLS Number 73206403

  • Residential
  • Bedrooms 8
  • Bathroom 5
  • Square Feet 9,100

Sprawling estate on almost 2 acres tucked down a tree-lined drive off Milton’s prestigious Brush Hill Rd. This 6,919 square foot home exudes opulence and old-world charm with its arched stairways, coved ceilings, paneled walls, radius windows, and multitude of fireplaces. The grand open layout was designed to entertain on the main level, while abundant bedrooms, baths and closets provide endless options on the upper levels. Private, mature landscaping out back offers an outdoor sanctuary with infinite possibilities. An additional 2,181 square foot carriage house with a new roof flaunts an extra 2-beds and a bath. Properties like this don’t present themselves often, so seize this opportunity to create your ultimate dream home while you can!

Listed by Scott Farrell & Partners of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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

154 Cabot Street Milton MA 02186

Milton, MA154 Cabot Street

Price$1,850,000

Est. Mortgage: $/month

MLS Number 73235481

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,934

Magnificently situated on a knoll and surrounded by mature trees and plantings, this delightful home offers the rare qualities of convenience and privacy. Located on a dead-end street, close to shopping and other amenities, yet only 5 miles from downtown Boston, this property will empower you. The remodeled kitchen has custom cabinetry, granite countertops, and stainless-steel appliances. The expansive family room/piano room is beautifully proportioned and provides access to the wrap-around patio area. The second level has three bedrooms, a guest bathroom, plus a primary en-suite. The lower level has the potential for an in-law with an entertainment area, a full bathroom, a playroom with a fireplace, a workout area, and an office or fifth bedroom. The impressive elevated inground pool, with a cabana with a half bathroom and an acre of lush, manicured grounds, is encircled by nature's beauty. A well waters the pool and grounds. Location, privacy, and inspiring! A one-of-a-kind property!

Listed by Keating Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 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.