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Milton MA Real Estate

Milton MA real estate provides residents with a great quality of life in this suburban town featuring rich historical heritage and beautiful open space. You’ll find a variety of housing options in Milton, including colonials, federal style, custom homes, condos, and more. The area has the most conserved land within 20 miles of Boston. Residents enjoy easy access to Route 128, Interstate 93, and Interstate 95. Notable private schools include Milton Academy, Curry College, and Fontbonne Academy. Learn more about the town of Milton!

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Luxury HomesSingle Family Homes | Multi Family Homes | Condos | Land

540 Harland Street Milton MA 02186

MLS Number 73166493

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 9,300

Majestic and breathtaking only begin to describe this magnificent very private equestrian estate! Welcome home to your gated estate nestled in the Blue Hills Reservation, with your private equestrian entrance to over 7,000 acres of outdoor parks offering an array of four seasons activities. The Grand Estate strategically positioned on over 8 treelined acres includes the incredibly constructed main house, carriage house, multiple car garage and stables. Kick off your boots and kick up your heels in the perfectly designed chef's kitchen, the vaulted great room with amazing fireplace and hearth or relax under the stars in the outdoor covered kitchen adjacent to the family sized fire pit. This impeccably designed and constructed home is just minutes from the world renowned and prestigious Milton Academy and top colleges and universities. 540 Harland is just minutes from both downtown Boston and Providence, RI offering theater, five-star restaurants and luxury shopping.

Listed by Cutter Luxe Living, Haley Cutter and Stephen Kraunelis of Compass

$
$
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$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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1452 Canton Avenue Milton MA 02186

Milton, MA1452 Canton Avenue

Price$8,900,000

Est. Mortgage: $/month

MLS Number 73155682

  • Residential
  • Bedrooms 6
  • Bathroom 10
  • Square Feet 15,491
  • 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: 7.22% last updated on Nov 30, 2023
* 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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2 Fletcher Steele Way Milton MA 02186

Milton, MA2 Fletcher Steele Way

Price$4,000,000

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: 7.22% last updated on Nov 30, 2023
* 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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676-678 Brush Hill Road Milton MA 02186

Milton, MA676-678 Brush Hill Road

Price$3,950,000

Est. Mortgage: $/month

MLS Number 73114196

  • Residential
  • Bedrooms 10
  • Bathroom 6
  • Square Feet 7,761

Enjoy total privacy, inside Route 128, in a stunning setting atop Brush Hill Road. On market for first time in 125 years! The main residence with 10 bedrooms and 5 ensuite baths is ready to restore to its turn of the century splendor. The sturdy construction, detailed woodworking, original fireplaces & bath fixtures, and handsome pantry are all there, plus a wrap-around porch with breathtaking views of the entire Blue Hills. The barn has intact stalls, a 3-car garage, a woodshed, and an upstairs chamber with impressive brick wall and timber, beamed ceiling. At the end of the drive, is a guest house, built in 1670. Here are 8 rooms, including kitchen, dining room, fireplaced living room and a first-floor bedroom and bath, 2 additional bedrooms and bath on the second floor, and two finished attic rooms with dormers. The buildings are perfectly situated to look out on the rolling 3.81-acre parcel. This is a once-in-a-lifetime opportunity. Adjacent 6.84 acres also available. MLS#73114197

Listed by Leslie Will and Matthew Freeman of Coldwell Banker Realty - Milton

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$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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0 Blue Hill Avenue Milton MA 02186

Milton, MA0 Blue Hill Avenue

Price$2,950,000

Est. Mortgage: $/month

MLS Number 73114197

  • Land
  • Acreage 6.85
  • Zoning RA

6.85-acres of undeveloped land zoned Residential A, with just over 400 feet of frontage in highly, desirable area. The land is wooded, level and gently sloping. Buyer to do all due diligence. A contiguous, 3.81-acre, single family property with 3 structures and over 400 feet of frontage on Brush Hill Road is also available. See separate listing. MLS# 73114196.

Listed by Leslie Will and Matthew Freeman of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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1362 Canton Avenue Milton MA 02186

Milton, MA1362 Canton Avenue

Price$2,900,000

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 up to 5 cars plus 2000sf of raw space in the lower level. A barn equals additional opportunity. Indoor saltwater pool! Let’s take a tour!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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52 Ford Ranch Road Milton MA 02186

Milton, MA52 Ford Ranch Road

Price$1,999,900

Est. Mortgage: $/month

Open House

MLS Number 73175846

  • Residential
  • Next Open House: Sun 12/3 12:00 pm. to 2:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 6,212

Opportunity knocks with this new pricing at 52 Ford Ranch Road, a custom built ranch style home in a sought after Historic Hillside neighborhood. Welcoming foyer with coat closets. Award winning entertainment sized gourmet kitchen with dining area. Sprawling family room dining room combo with stunning views of the private backyard. Four season room off kitchen offers year round entertainment space with access to screened in gazebo. Primary suite offers a walk-in closet with organizers and a distinguished designed private bath with a walk-in shower. All bedrooms are good sized. Lower level offers a game room with access to the backyard, storage and heated two car garage. Conveniently located to the commuter train, highway and surrounding private schools. For the outdoor enthusiast easy access to the Blue Hills Reservation.

Listed by Nicholas Cedrone, Jenay Cedrone and Gianna George of EVO Real Estate Group,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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50 Wolcott Woods Lane Milton MA 02186
Open House

MLS Number 73090319

  • Residential
  • Next Open House: Sun 12/3 1:00 pm. to 3:00 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,500

LAST free-standing townhome at Wolcott Woods, suburban Boston’s premier 55+ neighborhood. 50 Wolcott Woods Lane is privately located with it's own separate driveway and surrounded by beautiful woods. The coveted Adams design is sure to make a statement with a lovely front entrance porch and an expansive open floor plan. With a well-appointed Kitchen and adjacent Breakfast Room overlooking the deck with stairs to a landscaped yard or an optional patio. The fireplaced living room with cathedral ceilings provide an ideal setting for entertaining. A grand 1st-floor Owner’s Suite, spacious Loft, and 2nd floor Guest accommodations further distinguish this plan. The walk-out lower level provides the option for finishing additional living area and just outside the slider is a magnificent fieldstone wall offering the potential for a second optional patio.

Listed by Greta Gustafson of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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50 Wolcott Woods Lane Milton MA 02186
Open House

MLS Number 73071151

  • Condo
  • Next Open House: Sun 12/3 1:00 pm. to 3:00 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,500

LAST free-standing townhome at Wolcott Woods, suburban Boston’s premier 55+ neighborhood. 50 Wolcott Woods Lane is privately located with it's own separate driveway and surrounded by beautiful woods. The coveted Adams design is sure to make a statement with a lovely front entrance porch and an expansive open floor plan. With a well-appointed Kitchen and adjacent Breakfast Room overlooking the deck with stairs to a landscaped yard or an optional patio. The fireplaced living room with cathedral ceilings provide an ideal setting for entertaining. A grand 1st-floor Owner’s Suite, spacious Loft, and 2nd floor Guest accommodations further distinguish this plan. The walk-out lower level provides the option for finishing additional living area and just outside the slider is a magnificent fieldstone wall offering the potential for a second optional patio. December occupancy.

Listed by Greta Gustafson of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

27 Wolcott Woods Lane Milton MA 02186
Open House

MLS Number 73166127

  • Condo
  • Next Open House: Sun 12/3 11:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,576

Enjoy the convenience of ready access to major highways and public transportation and a comfortable lifestyle, enhanced by the seasonal splendors that this magnificent estate setting affords. Only ten miles to Boston, this classic, shingle-style Draper lives like a vacation home, providing year-round enjoyment. The fireplaced great room, gleaming and well-appointed kitchen provide the perfect backdrop for entertaining or relaxation. This home’s private first floor Owner’s suite captures wooded views and the den serves as a quiet retreat with magnificent, private views. The second floor features a wonderful loft/sitting area for the enjoyment of guests in either of the adjacent ensuite bedrooms. Set on a 47-acre private estate, Wolcott Woods is an Award-Winning 55+ community. Abutting the Blue Hills Reservation, there is a designated trailhead providing direct access to the mountain for all residents to enjoy.

Listed by Greta Gustafson of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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. (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.