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Milton, MA Homes for Sale with Pool

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  • /31

    $1,656,900

    • 5 Beds
    • 3.5 Baths
    • 4,048 Sq Ft

    161 Sassamon Ave, Milton, MA 02186

    Take advantage of the reduced price of this spacious, historic home. Set on an 11,286 sq. ft. lot and containing 4,008 sq. ft. of living space it includes 5 bedrooms and 3.5 baths. The open 1st floor has 2 living areas, a dining area, a sitting room, an office, an original fireplace & a kitchen with custom cabinetry. There is also a private office and the sliding doors provide access to the

    Agent Photo

    Thomas O'Neill

    The Firm

    (617) 545-0113

    161 Sassamon Ave, Milton, MA 02186
  • /42

    $1,675,000 Open Fri 5PM - 7PM

    • 5 Beds
    • 3.5 Baths
    • 3,597 Sq Ft

    108 Indian Spring Rd, Milton, MA 02186

    Nestled in the beautiful town of Milton, Massachusetts, 108 Indian Spring Rd presents a single-family residence that exudes timeless appeal, ready to welcome its next chapter. The generous living area, encompassing 3597 sq. ft. offers a canvas for both grand entertaining and intimate gatherings; here, the rhythm of daily life finds its perfect harmony. The residence includes five bedrooms, each

    Francine Jeffers Kelley & Rege Properties, Inc.

    108 Indian Spring Rd, Milton, MA 02186
  • /40

    $2,690,000

    • 7 Beds
    • 6 Baths
    • 7,085 Sq Ft

    50 Marine Rd, Milton, MA 02186

    Imagine coming home to a private Milton enclave, where timeless elegance meets everyday livability. Set on over an acre, 50 Marine Road offers grand living space designed for both comfort and versatility. With 3 separate staircases and 7 bedrooms, the layout is ideal for multi-generational living or an au pair suite. Inside, soaring ceilings, nine fireplaces, and detailed millwork showcase the

    Beth Rooney eXp Realty

    50 Marine Rd, Milton, MA 02186
  • /41

    $2,650,000

    • 7 Beds
    • 5.5 Baths
    • 13,366 Sq Ft

    1421 Canton Ave, Milton, MA 02186

    Step into a distinguished piece of Milton’s history at 1421 Canton Avenue, a remarkable residence originally part of the storied Eustis Estate and designed by renowned architect William Ralph Emerson. Once serving as a 19th-century cattle barn, this unique structure has been thoughtfully reimagined into an elegant single-family home that preserves its architectural heritage while offering refined

    Ryan Clunan Campion & Company Fine Homes Real Estate

    1421 Canton Ave, Milton, MA 02186
  • /32

    $1,599,000 Open Sun 1:30PM - 3PM

    • 6 Beds
    • 5 Baths
    • 5,192 Sq Ft

    290 Granite Ave, Milton, MA 02186

    PRICE IMPROVEMENT - MUST COME INSIDE & your search is over! East Milton Square—an expansive over 5,000 sq ft single-family home tailored for multi-generational living, large families, or professionals seeking generous work-from-home space or who would just like an upgrade from their home for an energy efficient & low maintenance home. Thoughtfully expanded in 2022, added 3,000 sq ft of new living

    David White OwnerEntry.com

    290 Granite Ave, Milton, MA 02186
  • /9

    $1,800,000

    • 3 Beds
    • 3.5 Baths
    • 3,997 Sq Ft

    4 Mark Ln, Milton, MA 02186

    Welcome to 4 Mark Lane, a rare gem nestled in one of Greater Boston’s most desirable suburbs—Milton, Massachusetts. This beautifully maintained home blends timeless elegance with modern comfort, featuring spacious living areas, gleaming hardwood floors, a chef’s kitchen with granite countertops and high-end appliances, and a finished lower level perfect for a home office, gym, or guest suite. The

    Peter Mlaguzi M&A Real Estate

    4 Mark Ln, Milton, MA 02186
  • /20

    $2,999,999

    • 5 Beds
    • 3.5 Baths
    • 4,644 Sq Ft

    80 Brierbrook St, Milton, MA 02186

    Quintessential New England Home in one of the most desirable neighborhoods in Milton. This 5 bedroom, 3 full bath and 1 half bathroom is an entertainers dream with a beautifully appointed chef's kitchen with Wolf and Sub-Zero appliances, . This beautifully appointed home has abundant natural light, soaring ceilings with multiple entertainment areas throughout the home. This idyllic home is set on

    Stephen Kraunelis Gibson Sotheby's International Realty

    80 Brierbrook St, Milton, MA 02186
  • /26

    $1,350,000 Open Fri 4:30PM - 6PM

    • 3 Beds
    • 2.5 Baths
    • 2,905 Sq Ft

    14 Woodmere Dr Unit 14, Milton, MA 02186

    Enjoy maintenance free living at its BEST, just minutes from Boston! Experience a single-family lifestyle in the country setting of Milton within this stunning townhouse community. Built by one of Boston's premier builders, 14 Woodmere Dr was built on a beautiful Brush Hill Estate while maintaining & restoring one of the Estates to modern living standards. This home is the Bancroft style with

    The Denman Group Compass

    14 Woodmere Dr Unit 14, Milton, MA 02186
  • /30

    $775,000

    • 3 Beds
    • 1.5 Baths
    • 1,471 Sq Ft

    639 Pleasant St, Milton, MA 02186

    Cunningham Park! Here's your chance to get into one of Milton's most sought after neighborhoods. Welcome to 639 Pleasant Street and Welcome Home! With high ceilings, open floor plan and three floors of living, this one is not to be missed! This house is warm and inviting with a Chic feel! With a private fenced in yard , its perfect for last minute BBQs, firepitting or just simply relaxing in

    Matthew Freeman Coldwell Banker Realty - Milton

    639 Pleasant St, Milton, MA 02186
  • /31

    $15,000,000

    • 5 Beds
    • 8 Baths
    • 11,315 Sq Ft

    610 Harland St, Milton, MA 02186

    Set on nearly 6 acres in the prestigious Scott’s Woods, the Alexander Forbes Mansion is a rare stone estate where timeless elegance meets modern sophistication. Reimagined with exceptional attention to detail, this iconic residence features expansive, impeccably designed interiors and luxurious finishes. A grand foyer opens to formal living and dining rooms and a custom-milled chef’s kitchen that

    Maggie Gold Seelig MGS Group Real Estate LTD

    610 Harland St, Milton, MA 02186
  • /20

    $719,000 Open Sat 11:30AM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 1,660 Sq Ft

    172-174 Blue Hill Ave Unit 174, Milton, MA 02186

    *** BEST VALUE ON MARKET 1,660+- SQUARE FEET *** BEAUTIFUL NEW CONDOMINIUM CONVERSION 2024/2025... TWO LEVELS LIVING SPACE *** FINISHED LOWER LEVEL....HUGE OPEN SPACE FOR...RECREATIONAL AREA....HOME OFFICE ETC..OR POTENTIAL FOR 3RD BEDROOM.*** OPEN FLOOR PLAN *** TOP NOTCH STAINLESS STEEL APPLIANCES *** QUARTZ WATERFALL COUNTERTOPS *** SHAKER STYLE CABINETRY *** 2 FULL BATHROOMS **** 2 EXCLUSIVE

    Christopher Shea Christopher Shea

    172-174 Blue Hill Ave Unit 174, Milton, MA 02186
  • /41

    $5,995,000

    • 7 Beds
    • 10 Baths
    • 9,320 Sq Ft

    55 Parkwood Dr, Milton, MA 02186

    Significant price reduction for one of Milton's finest estates. This 1915 mansion sits on nearly three acres of land in a private setting at the foot of the Blue Hills Reservation. The estate consists of a 9,000+ s.f. home, an in-ground swimming pool with a pool house, and a two-story, 5-bay garage with an attached greenhouse. The residence features 7 bedrooms, 7 full bathrooms, 3 half

    Kevin Keating Keating Brokerage

    55 Parkwood Dr, Milton, MA 02186
  • /38

    $1,680,000

    • 6 Beds
    • 6 Baths
    • 2,916 Sq Ft

    111-113 Pleasant St, Milton, MA 02186

    Nestled in the heart of Milton, this pristine multi-family home offers 3 spacious bedrms & 2.5 bths in each unit creating an ideal layout for families or investors alike. The 1st fl. boasts a welcoming open-concept design, seamlessly connecting the living & dining areas, a stylish kitchen w/ granite countertops & stainless-steel appliances, & convenient laundry access. On the 2nd floor, you'll

    Paul Rege Kelley & Rege Properties, Inc.

    111-113 Pleasant St, Milton, MA 02186
  • /22

    $1,680,000

    • 6 Beds
    • 8 Baths
    • 3,216 Sq Ft

    403405 Reedsdale Rd, Milton, MA 02186

    Milton—Rare find! This fully renovated 2016 duplex offers 5 rooms, 3 bedrooms, and 2.5 baths. The first floor features a spacious kitchen with stainless steel appliances, granite countertops, an open living/dining area, and first-floor laundry. The second floor boasts 2 bedrooms and 2 full baths, while the third-floor bedroom includes a walk-in closet. A generous yard is ideal for summer

    Paul Rege Kelley & Rege Properties, Inc.

    403405 Reedsdale Rd, Milton, MA 02186
  • /27

    $659,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,505 Sq Ft

    444 W Squantum St, Quincy, MA 02171

    Nestled on a picturesque side street just steps from East Milton Square, North Quincy T station and a stone’s throw from Presidents Golf Course, this handsome custom-built Cape offers a warm welcome. The inviting floor plan features an updated kitchen, a formal dining room with a built-in hutch, and a fireplaced living room perfect for gatherings. A heated, enclosed front porch provides the ideal

    The Jenkins Group Keller Williams Realty

    444 W Squantum St, Quincy, MA 02171
  • /25

    $665,000 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 1 Bath
    • 1,422 Sq Ft

    39 Badger Rd, Hyde Park, MA 02136

    Welcome to this classic Cape Cod-style residence, ideally situated in the heart of Hyde Park’s sought-after Fairmount neighborhood. Set on a beautifully landscaped lot, this three-bedroom, one-bath home offers a warm blend of charm and modern updates. Inside, an inviting floor plan showcases a sun-filled living room, a full kitchen seamlessly connected to the dining room, and three spacious

    CJ Lee Redfin Corp.

    39 Badger Rd, Hyde Park, MA 02136
  • /40

    $879,900

    • 5 Beds
    • 2 Baths
    • 1,835 Sq Ft

    19 Seymour St, Quincy, MA 02169

    Nestled in one of Quincy’s most sought-after neighborhoods, this meticulously updated 5-bedroom, conventional-style home delivers comfort, convenience, and updates throughout. With quick access to both the highway and the T station, this location ensures a seamless commute in any direction. Inside, you’ll be impressed by the spacious open floor plan. The dining area seamlessly connects to the

    Justin Dolan William Raveis R.E. & Home Services

    19 Seymour St, Quincy, MA 02169
  • /29

    $999,000

    • 2 Beds
    • 2 Baths
    • 1,605 Sq Ft

    1245 Adams St Unit B503, Boston, MA 02124

    Absolutely Fantastic 2+BR/2BA loft-like condo w/parking in the Baker Chocolate Factory. This 5th floor corner unit has 12' ceilings and amazing windows that overlook the Neponset River. Open floor plan with an L-shaped kitchen featuring stainless steel appliances and granite counters. A third room that can be used as a den/office/nursery. Master en-suite with a bathroom that is equipped with a

    Jennifer Collins-McKinney Collins McKinney Real Estate & Investments

    1245 Adams St Unit B503, Boston, MA 02124
  • /28

    $529,000 Open Sat 12PM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,025 Sq Ft

    18-20 Cedar St Unit 2, Boston, MA 02126

    Welcome to this stunning BRAND NEW 2 bed/2 bath townhouse located in the highly sought-after Lower Mills neighborhood on the Milton line. This beautifully finished home offers multiple levels of living and blends modern comfort with luxury finishes. The chef-inspired kitchen features an oversized island, abundant cabinet and counter space, and flows seamlessly into the open-concept living

    Markese Daise Stony Brook & Lennox Realty Advisors

    18-20 Cedar St Unit 2, Boston, MA 02126

Home Trends in Milton, MA

Housing Trends

Median Sale Price
$980,000
Median Single Family Sale Price
$1,064,750
Median 2 Bedroom Sale Price
$690,000
Median 1 Bedroom Sale Price
$549,999
Average Price Per Sq Ft
$527
Number of Homes for Sale
48
Last 12 months Home Sales
186
Months of Supply
3.10
Median List Price
$969,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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