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Milton, MA Homes for Sale with Pool

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  • /31

    $1,490,000

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

    161 Sassamon Ave, Milton, MA 02186

    With over 4,000 sq. ft. of living space set on an 11, 286 sq. ft. lot this 5 bed, 3.5 bath historic home offers unmatched size and value. While Milton's average sale is at $512.00 per sq. ft. this home at $372.00 per square foot is priced to sell. Enjoy multiple 1st floor living areas, a kitchen with custom cabinets, a separate office area and expansive decks. The private primary suite features

    Agent Photo

    Thomas O'Neill

    The Firm

    (617) 741-9174

    161 Sassamon Ave, Milton, MA 02186
  • /29

    $849,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    244 Eliot St Unit 2, Milton, MA 02186

    Exceptional location meets refined luxury in this fully renovated two-level condo in historic Milton! Just 4 mins walk to the Redline Station!! This fantastic 4-bedroom, 3-bath residence features two primary suites and a thoughtfully designed open layout ideal for modern living. The chef’s kitchen impresses with white quartz countertops, a breakfast bar, glass tile backsplash, and premium Bosch

    Agent Photo

    Mei Chet

    Keller Williams Realty Boston Northwest

    (857) 524-3584

    244 Eliot St Unit 2, Milton, MA 02186
  • /34

    $1,375,000

    • 6 Beds
    • 3.5 Baths
    • 3,565 Sq Ft

    18 Fairfax Rd, Milton, MA 02186

    Discover a rare multifamily opportunity in one of Milton’s most sought-after neighborhoods. Perfectly positioned within striking distance to public transportation, boutique shopping, and Milton’s chic dining scene, this expansive property blends convenience, character, and investment potential.Featuring two separate addresses and newer systems throughout, this stately home offers exceptional

    Matthew Freeman Coldwell Banker Realty - Milton

    18 Fairfax Rd, Milton, MA 02186
  • /22

    $1,575,000

    • 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
  • /12

    $3,499,000

    • 5 Beds
    • 4.5 Baths
    • 5,600 Sq Ft

    259 Central Ave, Milton, MA 02186

    Set along one of Milton’s most distinguished streets, this Modern Victorian residence blends timeless architecture with refined contemporary living. A classic silhouette, steep gables, and deep porch welcome you home, while 5,600 square feet above grade unfold with intention and warmth. Sunlight pours through tall windows into gracious living spaces designed for gathering and quiet retreat alike.

    Dylan Costello Serhant

    259 Central Ave, Milton, MA 02186
  • /41

    $14,500,000

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

    610 Harland St, Milton, MA 02186

    Introducing the Alexander Forbes Mansion, a magnificent estate set on 6 beautiful acres in the historic and highly desirable Scott’s Woods district of Milton. This exceptional home showcases every modern amenity and has been meticulously renovated inside and out to the highest standards. The main level features a grand foyer, striking staircase, dramatic floor-to-ceiling windows and doors, formal

    Tracy Campion Campion & Company Fine Homes Real Estate

    610 Harland St, Milton, MA 02186
  • /13

    $1,725,000

    • Land
    • 1.8 Acres
    • $958,333 per Acre

    207 Pleasant St, Milton, MA 02186

    Rare opportunity to create your dream estate on this expansive 1.80-acre parcel prominently positioned on Pleasant Street in Milton. The beautiful property offers mature landscape, natural walking trails, and a picturesque setting ideal for a private residence or future estate. Currently improved with a charming 1927 custom home and barn, the land provides endless possibilities for renovation,

    DeWolfe Group Gibson Sotheby's International Realty

    207 Pleasant St, Milton, MA 02186
  • /40

    $1,875,000

    • 4 Beds
    • 2.5 Baths
    • 3,418 Sq Ft

    23 Parkwood Dr, Milton, MA 02186

    Nestled in Milton’s sought-after Hillside neighborhood, this exceptional Federal-style Colonial offers the perfect blend of classic charm, quality renovations, & ideal livability. Thoughtfully improved & meticulously cared for, the home offers 3400 sq ft of living space, including a floor-through living room, dining room, two inviting dens - with 8 ft ceilings, four fireplaces and windows galore.

    Margaret Gemelli Gibson Sotheby's International Realty

    23 Parkwood Dr, Milton, MA 02186
  • /40

    $669,900

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

    17 Quisset Brook Rd, Milton, MA 02186

    Welcome to your new home at the desirable Quisset Brook in Milton! This spacious end-unit townhouse offers 1,660 sq ft of comfortable living across two levels with an attached garage and private outdoor space. The main level features a bright and inviting living room with fireplace and oversized windows, a formal dining area with French doors to a new private composite deck, and an eat-in kitchen

    Thomas Mario Century 21 Mario Real Estate

    17 Quisset Brook Rd, Milton, MA 02186
  • /38

    $1,575,000

    • 6 Beds
    • 6 Baths
    • 3,213 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

    $850,000 Open Sat 11AM - 12:30PM

    • 2 Beds
    • 2 Baths
    • 1,286 Sq Ft

    1241 Adams St Unit F406, Boston, MA 02124

    Welcome to Baker Square Condominiums! This spacious corner 2-bedroom, 2-bath residence offers thoughtfully designed living space, complete with one deeded parking space. Located in the historic Baker Chocolate Factory—one of the country’s first chocolate mills, now beautifully converted into residential lofts—this home seamlessly blends character and modern comfort. Natural light fills the space,

    Natalie Gallagher Elevated Realty, LLC

    1241 Adams St Unit F406, Boston, MA 02124

Home Trends in Milton, MA

Housing Trends

Median Sale Price
$967,500
Median Single Family Sale Price
$1,100,000
Median Townhouse Sale Price
$1,315,190
Median 2 Bedroom Sale Price
$669,950
Median 1 Bedroom Sale Price
$550,000
Average Price Per Sq Ft
$533
Number of Homes for Sale
22
Last 12 months Home Sales
226
Months of Supply
1.20
Median List Price
$975,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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