Milton MA Homes For Sale

Scroll down to find the latest homes for sale in Milton, MA. Discover a variety of listings including condos, apartments, and single family homes! Save your favorite properties when you register with our site, and we can send you email notifications when similar properties are posted. For more information or to schedule a tour, contact us!

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

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$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 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 Matthew Freeman and Leslie Will of Coldwell Banker Realty - Milton

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$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 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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1073 Brush Hill Road Milton MA 02186

MLS Number 73160689

  • Residential
  • Bedrooms 8
  • Bathroom 5
  • Square Feet 9,100
  • High School Milton

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 and Scott Farrell of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 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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24 Brierbrook Street Milton MA 02186

Milton, MA24 Brierbrook Street

Price$2,299,000

Est. Mortgage: $/month

MLS Number 73147087

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,473

Welcome to the historic Scott's Woods neighborhood. What truly sets this fine home apart is its location. Nestled in a hidden gem of a neighborhood, this enclave remains one of Milton's most closely guarded secrets. The serenity of this cul-de-sac- is unparalleled, ensuring utmost privacy for its residents. We invite you to become a part of this special community. This thoroughly remodeled 5-bedroom, 4.5-bath home offers elegant living. The heart of this home is undeniably its inviting spaces, tailor-made for both grand entertaining & intimate family holidays (Custom built Pizza Oven). The generous living areas flow seamlessly, embracing modern aesthetics while offering functionality. Nature lovers- Blue Hill's fine trails are right outside. This residence is near prestigious private high schools & universities & is minutes from Interstates 93 & 95. Despite its accessibility, the region remains peaceful. Experience luxury and location in your future chapter with us.

Listed by Jim Fitzgerald of RE/MAX Realty Plus

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 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: Sat 09/23 11:00 am. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,500

One of only two remaining free-standing Adams at Award Winning Wolcott Woods, suburban Boston’s premier 55+ neighborhood. This coveted detached design nestled privately in the woods with its own designated driveway is sure to make a statement. An expansive open floor plan with a well-appointed Kitchen and adjacent Breakfast Room that overlooks the deck and fireplaced living room with cathedral ceilings provides 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.

Listed by Greta Gustafson of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 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: Sat 09/23 11:00 am. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,500

One of only two remaining free-standing Adams at Wolcott Woods, suburban Boston’s premier 55+ neighborhood. This coveted detached design is sure to make a statement with its lovely front entrance porch and expansive open floor plan. Its well-appointed Kitchen with adjacent Breakfast Room overlooking the deck and 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.

Listed by Greta Gustafson of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 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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33 Wolcott Woods Lane Milton MA 02186
Open House

MLS Number 73158282

  • Condo
  • Next Open House: Sat 09/23 12:00 pm. to 2:00 pm.
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,816

Richly appointed, thoughtfully sited, and surrounded by nature, Wolcott Woods, suburban Boston’s premier 55+ community, offers a portfolio of floorplans to suit today’s lifestyles. The classic side entry porch of the Cushing 3- bedroom design sets the tone for this gracious townhome. It’s distinguished by two lavishly appointed Owners’ Suites (1st and 2nd floors) and complemented with the added convenience of laundries on both levels. The home’s hub of activity is the 1st floor’ “Grand Room,” where everyone can gather around the fireplace, the massive kitchen island, or the dining room table, or spread out across the open floor plan and spill out onto the deck. The separate den and upstairs loft provide a quiet retreat. The walk-out lower level provides the option for finishing additional living area.

Listed by Greta Gustafson of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 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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37 Wolcott Woods Lane Milton MA 02186

MLS Number 73158309

  • Condo
  • 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: 7.18% last updated on Sep 14, 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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43 Wolcott Woods Lane Milton MA 02186
Open House

MLS Number 73055923

  • Condo
  • Next Open House: Sat 09/23 1:00 pm. to 3:00 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 elevated views of the neighborhood, and the den serves as a quiet retreat with magnificent, wooded 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: 7.18% last updated on Sep 14, 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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53 Wolcott Woods Lane Milton MA 02186

MLS Number 73032706

  • Condo
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,576

The classic shingle-style Draper design at Wolcott Woods, suburban Boston’s premier 55+ community, lives like a vacation home while providing year-round enjoyment. Stepping from a charming front porch into a lovely entrance foyer this three-bedroom, three and half bath home is designed for relaxing and entertaining. Flooded with natural light, the open floor plan highlights a fireplaced living room and well-appointed kitchen with an expansive island. This home’s private first floor Owner’s suite captures sweeping views of the Wolcott Grove and the front facing den serves as a quiet retreat. For the enjoyment of guests, both second floor bedrooms are ensuite with a lovely, oversized loft/sitting area for watching a show, reading a book or socializing with family and friends. As an Award-Winning community, Wolcott Wood’s 47-acre private estate is adjacent to the Blue Hills Reservation.

Listed by Greta Gustafson of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 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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31 Wolcott Woods Lane Milton MA 02186

MLS Number 73158288

  • Condo
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,497

Live at Wolcott Woods, formerly a private estate, this 47-acre site is fast becoming suburban Boston’s premier 55+ community. One in a portfolio of floorplans designed to suit today’s lifestyles, the Bradford is a two-bedroom townhome with an inviting entry porch. Accented by a cathedral ceiling in the fireplaced Great Room, this open concept kitchen, dining, living design overlooks the deck and frames stunning seasonal panoramas. The home’s spacious 1st-floor Owners’ Suite is a private oasis offering a beautifully appointed bath and two walk-in closets. A cozy 1st-floor den is tucked off the foyer. The expansive loft with office niche functions well as both a workspace and a family room, and the 2nd-floor bedroom with bath serves as ideal guest accommodations. The walk-out lower level provides the option to finish additional living area.

Listed by Greta Gustafson of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 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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307 Highland Street Milton MA 02186

Milton, MA307 Highland Street

Price$1,250,000

Est. Mortgage: $/month

MLS Number 73123572

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,972

THE HISTORIC 1776 SAMUEL ADAMS HOUSE. Welcome to history, step into the past with this captivating antique federalist colonial home built in 1776. House is nestled on an acre of land, this property exudes an aura of timeless charm and embraces the legacy of its historic past. This home has been lovingly owned by the same family for 40 years. The owners converted the original Summer Kitchen to the primary kitchen in the 1990s. Each room has its own fireplace and the original kitchen and dining room fireplaces have bake ovens. More information can be found at the property website including information from the Massachusetts Historical Commission. Don't let your buyers miss out on owning a piece of American History.

Listed by Stephanie Wilkinson of Keller Williams Realty Boston Northwest

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 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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