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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

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34 FOREST Street Milton MA 02186

Milton, MA34 FOREST Street

Price$2,850,000

Est. Mortgage: $/month

MLS Number 72805579

  • Single Family Detached
  • Village Scott's Woods
  • Bathroom 6
  • Rooms 12
  • Bedrooms 6

Scott's Woods SPECTACULAR NEW CONSTRUCTION by one of the area's premier builders of LUXURY homes. The first floor welcomes you with superior craftsmanship, high ceilings, an Amazing chef's kitchen (with professional appliance package) that opens into the expansive (indoor/outdoor)fire placed family room, living and dining room. There is also an en suite bedroom, office! and huge mudroom. The second floor has a spa-like multi room primary suite with luxurious bath and sitting area, including a double sided fireplace. There are also 4 more bedrooms and 3 more baths The cavernous lower level can be finished in numerous ways, but is designed for a massive playroom and potential gym and theater. ! A covered patio overlooks an expansive private yard, for entertaining and recreation. Ideally located near Boston, Milton Academy, highways and all that Milton has to offer; this GORGEOUS HOME IS LIKE NO OTHER !!!

Listed by Team Pearlstein and Lisa Pearlstein of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

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945 Brush Hill Milton MA 02186

Milton, MA945 Brush Hill

Price$2,575,000

Est. Mortgage: $/month

MLS Number 72821417

  • Single Family Detached
  • Bathroom 8
  • Rooms 12
  • Bedrooms 5
  • Acreage 1.44

Designed as an 18th century Georgian Colonial, this custom built (1987) home is a must see. Surprisingly manageable, the heart of this impressive home begins at the two-story foyer and the magnificent staircase. The builder's eye for detail is noticeable at every turn. There is a stunning living room w/fireplace, an office with walls of windows, a formal dining room w/wet bar, a second office or first floor bedroom, a family room and an enormous kitchen complete with fireplace, huge island and eating alcove. The 2nd floor has four bedrooms, including a master bedroom ensuite w/fireplace, master bath, walk-in closet with makeup area! The 3rd floor has a full bathroom and offers options such as an au-pair, teenage suite or exercise room. The finished basement has game and craft rooms, sauna, TV room and full bathroom. The 5-car garage has a separate living quarters above, as well as an exercise room. Gorgeous 1.5 acres of lush grounds. Almost 10K square feet of quality living area. Wow!

Listed by Keating Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

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90 Countryside Lane Milton MA 02186

Milton, MA90 Countryside Lane

Price$1,995,000

Est. Mortgage: $/month

MLS Number 72753813

  • Single Family Detached
  • Bathroom 6
  • Rooms 15
  • Bedrooms 5
  • Acreage 1.88

This stunning brick front Georgian Colonial is located at the end of a cul-de-sac in Indian Cliff Estates, one of Milton's most desirable neighborhoods. The home is magnificently situated on a knoll on a 1.88 acre lot and has an attached three-car garage. The home has an impressive foyer with marble flooring and curved second floor stairwell. There is a formal living room and dining room, an expansive office, an eat-in kitchen with white cabinets and granite counter tops, a half bath, a mud room and a gorgeous family room with floor to ceiling stone fireplace, wood cathedral ceiling and built-in bookcases; complete with a rolling library ladder! The first floor also has a wet bar and "fun" area with juke box and an impressive in-house heated swimming pool and a full bathroom. The second floor has five bedrooms and 4 bathrooms. The basement has a gym area, a couple of locker rooms, three playrooms, a full bathroom and a movie theatre. A home that you will not want to leave. Amazing!

Listed by Keating Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

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15 Smith Road Milton MA 02186

Milton, MA15 Smith Road

Price$1,925,000

Est. Mortgage: $/month

MLS Number 72814293

  • Single Family Detached
  • Bathroom 4
  • Rooms 14
  • Bedrooms 6
  • Acreage 0.97

This impeccably maintained home offers classic Federal style with modern amenities and great outdoor space. Enjoy the gardens and lawn from the Azek deck off the completely renovated kitchen, with amazing appliances, wet bar, radiant floor heat and A/C, or from the Bluestone entertainment patio just out the French doors in the adjoining family room addition. Indoors, a circular flow leads to the formal dining room and living room with warming fireplaces, and a tucked-away office/library. Upstairs, delight in a second family room with custom built-ins, and the master bedroom suite with bath and dressing room, plus two other bedrooms. The third floor has four rooms for all your needs be they office, studio, bedrooms or au pair. The heavy lifting is over, with a long list of work done by current owner to renovate and replace the home and systems. This solid, sophisticated, and secluded property is just minutes to Town Center, schools, Milton Academy, Commuter Rail, Route 128, and Boston

Listed by Leslie Will of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

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591 Blue Hill Avenue Milton MA 02186

Milton, MA591 Blue Hill Avenue

Price$1,899,000

Est. Mortgage: $/month

MLS Number 72820985

  • Single Family Detached
  • Bathroom 6
  • Rooms 17
  • Bedrooms 5
  • Acreage 0.74

Spectacular, 5 bed and 5 ½ bath colonial new construction by premier local builder on manicured level grounds situated in premier established area of Milton. Exciting floor plan and exceptional details. State of the art chef's kitchen w/ center island, 48” Miele dual fuel range, Thermador fridge. Premium natural stone and tile selections throughout kitchen and bathrooms. Easy access to the rear patio and yard. Appealing living room, formal dining room & 1st floor guest suite. Custom exterior & interior finishes. Convenient commute, close to Boston and Blue Hills.

Listed by Irene Tan of Irene Tan

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

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56 Russell Street Milton MA 02186

Milton, MA56 Russell Street

Price$1,825,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72803176

  • Single Family Detached
  • Bathroom 4
  • Rooms 12
  • Bedrooms 7
  • Acreage 0.47

This 19th century home was built to last and to delight with its fanciful cladding, curved glass details and wide verandas for morning coffee or entertaining friends. Debut into the breathtaking grand hall with exquisite staircase, and wide-open doorways to the library, living room and dining room. A central fireplace, one of seven in the home, lights up the season for guests and holidays. Practical needs are served by a classic black and white kitchen with butler's pantry, back entry, laundry, and 2nd staircase. Upstairs a spacious central hall is hub to the master bedroom with sunny sitting area, plus 3 other bedrooms, one with walk-in closet and one with a balcony and 2 full baths. The third floor has high ceilings, a full bath and 4 light-filled rooms to use as office, gym, playroom, or perhaps au pair/nanny. A property of a lifetime sits proudly atop a coveted Milton Hill street, steps from Milton Village, public transit, restaurants, bike path, public schools, and Milton Academy!

Listed by Leslie Will of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

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8 Wolcott Woods Lane Milton MA 02186

Milton, MA8 Wolcott Woods Lane

Price$1,595,000

Est. Mortgage: $/month

MLS Number 72822002

  • Single Family Detached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 2
  • Square Feet 2,508

8 Wolcott Woods Lane, a free standing, shingle-style home with handsome fieldstone accents, is set in a premier location adjacent to the estate's historic Manor House. This Adams design shares an enclave with just one other home and will overlook a lovely, manicured lawn, the perfect setting for an afternoon of croquet.The open floorplan affords relaxed living spaces with a fireplaced Great Room, a Dining Room with sliders to the rear deck and Kitchen with a light-filled Breakfast Room. The Kitchen is sure to be the focal point for entertaining with its large island, Quartz counters, SubZero refrigerator, Wolfe wall oven and cooktop and Asko dishwasher. A first floor Owner's Suite with a large walk-in in closet and marble shower, a home office and laundry room complete this level. Upstairs is a second bedroom, full bath and spacious Loft. The home is further distinguished by a “walk-out” lower level, which provides the opportunity to finish additional living area.

Listed by Greta Gustafson of LandVest, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

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90 Meredith Circle Milton MA 02186

Milton, MA90 Meredith Circle

Price$1,575,000

Est. Mortgage: $/month

Open House

MLS Number 72828319

  • Single Family Detached
  • Next Open House: Sun 05/16 1:00 pm. to 2:30 pm.
  • Bathroom 5
  • Rooms 11
  • Bedrooms 4

Gathering, the overarching theme for 2021, means it's time to be with people we enjoy, so let 90 Meredith Circle play host. Fully renovated stem to stern, marshalled by current owners, this New England colonial has been reimagined and more than doubled with 2010 addition. Serene living room is joined by an open concept family room. Take your pick for best place to unwind. Assemble around the kitchen island for weekday meals, keeping the resident chef company or joining the action. Dare you to run out of storage or workspace! Send everyone to the game room for the overflow or just want the younger crowd out of sight. Dine al fresco on the deck or sip and lounge on the terrace. Take an evening plunge in the hot tub knowing that all the heavy lifting has been done … new siding, Anderson windows, 40-yr roof, electrical, gas heat, central air, 3.2 baths, 2nd floor laundry, 4 spacious bedrooms including 2 large suites, new oversized garage. Meticulous inside and out!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

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62 Crestview Road Milton MA 02186

Milton, MA62 Crestview Road

Price$1,480,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72830614

  • Single Family Detached
  • Village Emerson Woods
  • Bathroom 4
  • Rooms 11
  • Bedrooms 5

OPEN HOUSES this weekend CANCELLED. This sun-splashed classic colonial is stunning, spacious & offers everything you would want ... just move in & enjoy the picturesque surroundings in one of Milton's most desirable neighborhoods. Front & back staircases, plantation shutters, radiant floors, crown molding, wood floors, master suite with custom walk-in closet, home office, mudroom with built-ins, fireplaced family room, central AC & an oversized 2 car garage are just a few of the special features of this meticulous 5 bedroom, 3.5 bath home. The guest suite is a special bonus! Numerous improvements include a 50-year architectural shingle roof, new garage doors, custom exterior light fixtures, electrical upgrades, 5 zone heating system, smart thermostats, Wolf gas range and a high-power vent hood & many more. Professionally landscaped grounds & a blue stone patio. Approximately 10 miles to downtown Boston and easy access to major highways, train, medical centers & universities.

Listed by Theresa Donovan of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

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194 Canton Avenue Milton MA 02186

Milton, MA194 Canton Avenue

Price$1,295,000

Est. Mortgage: $/month

MLS Number 72830261

  • Single Family Detached
  • Village Milton Hill
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4

Located in the estate area of Milton Hill, this greatly admired 4 bedroom, 3.5 bath 1926 Prairie Farmhouse is an architectural gem! Arts and Crafts style features include a gracious entry, elegant living and dining room, coffered ceiling, beautiful moldings and built-ins, french doors, open kitchen/family room, home office or optional first floor bedroom, 2 fireplaces, ample closets and storage, finished lower level game room and large windows throughout. Enjoy spending time on the welcoming, private front porch or entertaining on the large back deck with walkout from the family room which cascades to the beautifully landscaped back yard. Ideally located, you will be within walking distance to public schools, Milton Academy, Central Square shops and Lower Mills restaurants, MBTA trolley, Library, Bike Path, and Turner's Pond. This bucolic setting is just 5.6 miles to downtown Boston, 4 miles to South Seaport and South Boston Bay and 4 miles to Blue Hills Reservation!

Listed by Meredith Hall of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. MLS Property Information Network, Inc. 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.