Milton MA Luxury Homes

View all luxury homes for sale in Milton, MA. Contact me if you have questions or would like to schedule a showing.

Search Smarter - Create an account to keep track of favorite listings and be the first to know when new properties come on the market.

111 Milton Street, Milton, MA

MLS Number 72234768

  • Single Family
  • Full Bath 4
  • Bathroom 6
  • Bedrooms 5
  • Year Built 1967

SIMPLY STUNNING! Grand manor located in estate area will not disappoint. #111 is dressed to impress and offers all one could imagine, from the jaw dropping grounds (2.33acres), blue stone patios and the "Field of Dreams" backyard to the designer chef's kitchen and luxurious baths throughout. The space is great with roam to roam and versatile layout offering multiple suites, expansive bedrooms and dramatic loft area. All situated on spectacular professionally manicured lot with stately portico, gated pool and elegant stone and shingle 5 plus garage. The list goes on and on...not a detailed nor expense has been missed with extensive renovation that is now ready for the discerning buyer. A signature property that has been much admired over the years!

Listed by Sally Conahan and Matthew Freeman of Coldwell Banker Residential Brokerage - Milton - Adams St.

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk A QuestionMore Details

300 (1) Highland Street, Milton, MA

Price$2,400,000

Est. Mortgage: $/month

MLS Number 72234633

  • Single Family
  • Full Bath 5
  • Bathroom 7
  • Bedrooms 5
  • Year Built 1917

Timeless elegance effortlessly applauds this 1917 built colonial master piece. Upon entering the visual display begins with a bridal staircase accented by a picturesque Swarovski chandelier. This meticulously cared for home enjoyed the ownership of one family for over 35 years, residing on 2.059 agricultural acres of floral mastery. The architectural intelligence offers a comfortable 7,491 square feet of living space, 14 rooms, 5 Bed Room's, 7 full baths, 2 half baths, 8 fire places,17 heating/ cooling zones, a 4 car attached garage, a butlers kitchen, sub zero, Wolf and Meile appliances, custom cabinets, new roof, newly painted interior & exterior, completely redone oak flooring, several patios & decks accentuated by an abundance of floor to ceiling glass paneled windows and doors accenting to the blissful exterior, new stone work, and an acoustically attenuated media room culminate this rare beauty.

Listed by Manuel Davis & Kristy Ganong, Kristy Ganong and Manuel Davis of Advisors Living - Back Bay

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk A QuestionMore Details

294 Highland Street, Milton, MA

Price$2,275,000

Est. Mortgage: $/month

MLS Number 72237910

  • Single Family
  • Full Bath 4
  • Bathroom 5
  • Bedrooms 5
  • Year Built 1951

Stately brick manor home located in prestigious Hospital Hill will sure to catch your eye. The elegant approach through the mature screened landscape sets the tone for what will be your forever home. Sprawling interior offers sun splashed rooms, comfortable spaces all with today’s modern conveniences. The rooms are entertaining and the setting cannot be beat. A spacious kitchen with custom cabinetry and expansive island for family and friends to come and gather and relax. All set on spectacular 2+ acre lot with gates pool, separate loft style residence with fieldstone fire place, open kitchen, dining and family room; perfect for the in-laws; overnight guests or au pair potential. Come take a look and be amazed. This is one of Milton's hidden gems!

Listed by Matthew Freeman of Coldwell Banker Residential Brokerage - Milton - Adams St.

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk A QuestionMore Details

263 Adams Street, Milton, MA

Price$2,195,000

Est. Mortgage: $/month

MLS Number 72019791

  • Single Family
  • Full Bath 4
  • Bathroom 6
  • Bedrooms 5
  • Year Built 1987

Elegance and sophisticated style define the extraordinary custom design of this Milton Hill shingle-style home! Located on one of Milton’s most beautiful streets, this classic 5 bedroom home offers a modern open floor plan ideal for entertaining. French doors lead to a spectacular private and professionally landscaped yard with heated lap pool and Zen-style gazebo finished with antique Asian doors. Features of this home include rich architectural moldings and detail, grand master suite and bath, 18’ ceilings in family room and 2-story foyer, library, media room, wine cellar, workout room and 3 car garage.

Listed by Meredith Hall of Coldwell Banker Residential Brokerage - Milton - Adams St.

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk A QuestionMore Details

43 Forest Street, Milton, MA

Price$1,949,900

Est. Mortgage: $/month

MLS Number 72169784

  • Single Family
  • Bathroom 5
  • Bedrooms 4
  • Full Bath 4
  • Year Built 2010

Stylish and sophisticated, this impeccably designed luxury residence is set on 2 acres, 11 miles from downtown boston! Beyond an elegant 2-story foyer, discover unrivaled architectural details, abundant natural light, and an open floor plan. Entertain with ease in the exquisite grand dining room with butler’s pantry, fireplaced great room, and stunning chef's kitchen replete with state-of-the-art appliances and walk-in pantry. Walls of glass open to an oversized composite deck surrounded by lush landscaped grounds and luxurious pool with stone waterfall. Four bedrooms are highlighted by two first floor ensuite bedrooms. Master suite with spa-like bath and 2 walk-in closets. Second floor has two additional large bedrooms, full bath and balcony overlooking elegant front entrance. Amazing finished lower level with recreation room, full bar, kitchenette and walk-out to patio. Luxury meets convenience. It's all you'll ever need!

Listed by Michael Freeman of Coldwell Banker Residential Brokerage - Sharon

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk A QuestionMore Details

1381-1383 Brush Hill Road, Milton, MA

MLS Number 72174544

  • Single Family
  • Full Bath 5
  • Bathroom 6
  • Bedrooms 7
  • Year Built 1912

One of Milton’s most significant estates, this French country manor house with separate carriage house sits on nearly three park-like acres in a secluded area, a convenient commute to Boston. Tastefully modernized, this impressive estate was built in 1912 for Episcopal Bishop William Lawrence. Grand stone walls and a forecourt bordered by statuesque trees create a sense of arrival at the classic mansard-roofed residence. Beautifully appointed with 8 fireplaces, the spacious interiors meet the needs of comfortable family living and entertaining with equal ease. Fireplaces highlight the living room, library and dining room with adjoining sun room, and the cathedral-ceilinged dine-in gourmet kitchen. Bringing in the lush outdoor beauty, French doors open to the courtyard, gardens, and serene pool terrace. Large 2-room master suite with 2 fireplaces and marble bath. Walk-out lower level. The carriage house contains another 2,499± sq. ft. on 3 floors.

Listed by George Ballantyne of Gibson Sotheby's International Realty

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk A QuestionMore Details

31 Brush Hill Lane, Milton, MA

Price$1,775,000

Est. Mortgage: $/month

MLS Number 72168616

  • Single Family
  • Full Bath 6
  • Bathroom 7
  • Bedrooms 9
  • Year Built 1909

A classic turn-of-the-century mansion, 31 Brush Hill Lane offers both elegance and comfortable family living. The front door opens on a spacious reception hall, with grand staircase, and leads on to a splendid paneled living room, a gracious formal dining room and a perfect library with fireplace and built-ins. The kitchen features granite counters and new appliances as well as a large adjoining family room. The main house has five bedrooms and four and one-half bathrooms, including a master suite. There are five fireplaces, many floor-to-ceiling windows and on the third floor, a stunning billiards room. Also, there is a pristine in-law apartment with two baths, two bedrooms, a kitchen, a dining room and a good-sized living room. Amenities include a new oversized three-car garage, a tennis court, and beautifully landscaped grounds. This secluded property offers neighborhood living, easy access to Milton Academy, Milton Schools, and a convenient commute to downtown Boston.

Listed by John Boyle of LandVest, Inc.

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk A QuestionMore Details

5 Hutchinson Street, Milton, MA

Price$1,695,000

Est. Mortgage: $/month

MLS Number 72231405

  • Single Family
  • Full Bath 4
  • Bathroom 5
  • Bedrooms 5
  • Year Built 1743

At last the fall market delivers what you’ve waited for! Reputedly the summer retreat of Royalist, Thomas Hutchinson, this 1743 Georgian-period home exudes warmth and character from the moment you land on the welcoming portico atop graceful steps and enter the front-to-back foyer. Elegant period detailing with wainscoting, deeply-set windows, carved moldings and mantels, original floors and antique glass window panes await you in the adjoining rooms. A two-story addition in 1889 now contains a country kitchen and family room downstairs, and upstairs, the master bedroom and bath were added to the original 4 bedrooms and 2 full baths, plus 3rd floor. The house is set back on 1.64 acres and enjoys a commanding view of the expansive landscape from the wrap-around porch. Some recent updates include bathrooms with radiant heat, custom closets in master, newer roof, insulation and upgraded systems. Open House Sunday, October 1, 1-3 p.m.

Listed by Leslie Will of Coldwell Banker Residential Brokerage - Milton - Adams St.

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk A QuestionMore Details

320 Highland Street, Milton, MA

Price$1,650,000

Est. Mortgage: $/month

MLS Number 72231338

  • Single Family
  • Full Bath 3
  • Bathroom 4
  • Bedrooms 4
  • Year Built 1851

One of Milton's most admired homes, this 4br, 3.5 ba Greek Revival home is set on over an acre of professionally landscaped land, about a mile from Milton Academy. The spacious home blends classic 19th century architecture with today's amenities. Your entry to the home passes a beautiful front porch with blooming wisteria and white columns, into the inviting front hall.. Features: 10 ft ceilings, period mouldings, seven fireplaces, three living areas, gourmet chef's kitchen with center island and top of the line appliances, granite counter tops, wet bar, wifi alarm and thermostats, heated bath floors, skylights, oversized garage, storage shed, third floor bonus room with closet just outside the room in the hall. You will love the front porch and large side deck with awning for Summer parties. The feel of a country estate just ten miles from downtown Boston!

Listed by Darin Thompson of Stuart St James, Inc.

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk A QuestionMore Details

40 Governor Stoughton Lane, Milton, MA

Price$1,649,000

Est. Mortgage: $/month

MLS Number 72210363

  • Single Family
  • Full Bath 3
  • Bathroom 5
  • Bedrooms 4
  • Year Built 2017

Stunning New Construction ! Superior Craftsmanship exudes throughout this Classic Colonial w/farmers porch featuring 9 rms, 4/5 Bdrms, 3 Full & 2 half bths, w/ a 2 car garage all situated on a beautiful 40,000 sq.ft.lot. You will be welcomed by a grand two story foyer w/ detailed moldings and gleaming walnut stained hrwd flrs. A state of the art kitchen w/ sub zero appl and Quartz counters flows into your DR w/wet bar, wine cooler & cabinetry that opens into your LR w/ French drs, and detailed mill work. A stunning Fam. Rm w/cathedral ceiling & stone frpl opens to a gorgeous stone patio, perfect for entertaining! A first fl. office/5th Bdrm w/ half bth, mudrm and pantry finish off this spacious first fl. The 2nd fl. offers a master en suite w/glass shower and soaker tub and walk in closet. There are 3 add. bdrms, a jack & jill bth, full bth and laundry Rm w/ cabinetry. A partially finished third fl. walk up has 1000 sq. ft. ,perfect for a playrm/excercise rm. An exceptional home!

Listed by Peter Kelly of Kelley & Rege Properties, Inc.

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk A QuestionMore Details

151A Woodland Road, Milton, MA

Price$1,599,900

Est. Mortgage: $/month

MLS Number 72197706

  • Single Family
  • Full Bath 3
  • Bathroom 4
  • Bedrooms 4
  • Year Built 2017

Build your dream home on coveted Woodland Road! This amazing plan is another alternative plan to mls #72138674....pick one and start working with the builder to pick your personal choices and decor. Situated on almost 2 acre wooded parcel on quiet dead end street offering the perfect screen of privacy. Opportunity to expand on third floor or finish space over the attached 3 car garage adds great potential to grow with your needs. See attached specs for high end choices .Quick access to Blue Hills hiking and riding trails. All this minutes to highway, rail ,and within approx. 11 miles to Downtown Boston making this great for commuting. .Or alternative #3; bring your plan and vision to our master builder.... We have the land and the builder.... what does your dream look like?

Listed by Joseph Delaney of Keller Williams Realty Boston South West

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk A QuestionMore Details

375 Atherton Street, Milton, MA

MLS Number 72232732

  • Single Family
  • Full Bath 5
  • Bathroom 5
  • Bedrooms 5
  • Year Built 1982

This TURN-KEY HOME offers a choice between the first or second floor master suites in this one-of-a-kind home. Emerson Woods Neighborhood. Stunning Contemporary Colonial with flexible floor plan on a stately corner lot in one of Milton's most sought after neighborhoods! Benefit from 3 years of renovations which resulted in a low maintenance masterpiece. Additional features include cathedral ceilings, hardwood throughout and an updated welcoming kitchen with custom cabinetry, granite counters, center island and large flexible area to be used for either a large kitchen table or a den. 2 additional bedrooms upstairs and a fifth possible bedroom in the walk-out ground level which is handicapped accessible and ideal for an aging in-law or an in-home office. This home also has 5 full baths, ample storage and a finished room in the basement level with a large window ideal for a playroom or second family room. This home offers open layout without giving up the privacy. Enjoy no compromises!

Listed by Brian Tempel and Elizabeth Roberts of Gibson Sotheby's International Realty

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 A VisitAsk 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.