11

Madison, CT Homes for Sale with Pool

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  • /40

    $3,000,000

    • 6 Beds
    • 4.5 Baths
    • 6,300 Sq Ft

    37 Lantern Hill Rd, Madison, CT 06443

    Welcome to 37 Lantern Hill Road, a luxurious residence nestled in the heart of Madison's most coveted neighborhood. Just a short stroll from pristine beaches, the charming town center, and the Madison Country Club, this home offers an unparalleled lifestyle of comfort and convenience. Tucked away along picturesque brick-lined sidewalks and illuminated by classic lanterns, this exceptional

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 283-9847

    37 Lantern Hill Rd, Madison, CT 06443
  • /40

    $2,000,000

    • 4 Beds
    • 3.5 Baths
    • 4,988 Sq Ft

    123 Liberty St, Madison, CT 06443

    Welcome to Liberty Street - One of Madison's Most Coveted Locations. This custom-built home blends grace, elegance, and exceptional craftsmanship with exquisite millwork and fine finishes. Enjoy warm summer nights on the charming covered front porch. Inside, wide-plank hardwood floors, a coffered dining room ceiling, and a chef's kitchen with sunny dining area and 8-burner Wolf dual-fuel range

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 241-7103

    123 Liberty St, Madison, CT 06443
  • /29

    $515,000

    • 2 Beds
    • 2.5 Baths
    • 2,320 Sq Ft

    40 Legend Hill Rd, Madison, CT 06443

    Carefree Living in Madison's Premier Legend Hill Community Set on over 80 acres of beautifully landscaped grounds, Legend Hill offers resort-style amenities including a historic clubhouse, inground pool, and tennis/pickleball courts-all just minutes from Madison's charming town center and sandy beaches. This meticulously maintained ranch style 2-bedroom unit has a lovely kitchen which opens to

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 779-6103

    40 Legend Hill Rd, Madison, CT 06443
  • /38

    $569,000

    • 2 Beds
    • 2.5 Baths
    • 1,593 Sq Ft

    87 Legend Hill Rd Unit 87, Madison, CT 06443

    Welcome to 87 Legend Hill Road at Legend Hill in Madison, CT! This bright and beautiful 2 bedroom, 2.5 bath ranch townhome features an open floor plan with hardwood floors and vaulted, 9+ foot ceilings throughout the living and dining room. Right off the dining room is the gorgeous sunroom to sip your morning coffee or tea. The kitchen features ample counter space and cabinets, with an eating

    Tyler Della Valle Dow Della Valle

    87 Legend Hill Rd Unit 87, Madison, CT 06443
  • /26

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,909 Sq Ft

    125 Wildcat Rd, Madison, CT 06443

    Nestled just minutes from the heart of downtown Madison, this exceptional property offers the perfect blend of convenience, privacy, and year-round beauty. Loved by the same family for 34 years, at the end of a long circular driveway you will find this home that sits on a professionally landscaped lot that blooms with color in every season, attracting songbirds from spring through fall. Inside,

    Meig Walz Newcomb Coldwell Banker Realty

    125 Wildcat Rd, Madison, CT 06443
  • /38

    $899,900

    • 4 Beds
    • 5 Baths
    • 3,986 Sq Ft

    16 Yankee Peddler Path, Madison, CT 06443

    This fully renovated and expanded Farmhouse Colonial offers nearly 4,000 sq ft of luxurious living space on a private 1.6-acre lot, blending timeless charm with modern upgrades. Every detail has been thoughtfully updated from roof to flooring, including new HVAC system, electrical, plumbing, a gourmet kitchen with center island and huge walk-in pantry, stylish bathrooms, and more. With 4 spacious

    Linda Toscano Coldwell Banker Realty

    16 Yankee Peddler Path, Madison, CT 06443
  • /40

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 4,879 Sq Ft

    48 Shepherds Trail, Madison, CT 06443

    This one-of-a-kind Contemporary Colonial home features 4 bedrooms, 2.5 baths, and a versatile floor plan designed for both grand entertaining and everyday comfort. Step into the impressive foyer, where an expansive living room and formal dining area set the stage for large gatherings. At the heart of the main level, the kitchen shines with granite countertops, stainless steel appliances, and a

    Erin Connelly Coldwell Banker Realty

    48 Shepherds Trail, Madison, CT 06443
  • /39

    $1,785,000

    • 5 Beds
    • 5.5 Baths
    • 6,278 Sq Ft

    584 Boston Post Rd, Madison, CT 06443

    IN TOWN LIVING! A perfect blend of luxury, privacy, and convenience in this remarkable home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in natural light. The newly updated kitchen, fresh

    Kate Jasko Coldwell Banker Realty

    584 Boston Post Rd, Madison, CT 06443
  • /39

    $1,785,000

    • 5 Beds
    • 6 Baths
    • 6,278 Sq Ft

    584 Boston Post Rd, Madison, CT 06443

    Ideal Location in the Heart of Madison. A remarkable home located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features including a newly remodeled in-law/accessory apartment with its own private entrance, a gorgeous kitchen, living room, dining area, 2 full baths, and washer and dryer. Step through the front

    Kate Jasko Coldwell Banker Realty

    584 Boston Post Rd, Madison, CT 06443
  • /26

    $675,000

    • 4 Beds
    • 2 Baths
    • 1,896 Sq Ft

    7 Derenthal Dr, Madison, CT 06443

    Welcome to this beautifully updated 4-bedroom, 2-bath split-level home with a sleek, contemporary design. The main level features an open-concept layout with an updated kitchen, hardwood flooring, and vaulted ceiling. Sliding doors lead to a spacious enclosed 3 season porch, complete with a skylight and ceiling fan-perfect for relaxing or entertaining. Step outside to enjoy a deck, a patio, and

    Susan Warner-Lambert Carbutti & Co., Realtors

    7 Derenthal Dr, Madison, CT 06443
  • /40

    $1,650,000

    • 4 Beds
    • 5 Baths
    • 4,178 Sq Ft

    231 Nortontown Rd, Guilford, CT 06437

    ***New Listing | Luxurious Country Retreat Where Elegance Meets Serenity Discover a rare opportunity to own this impeccably designed newly renovated Colonial estate, perfectly positioned on 5.26 private acres of mature landscaping, featuring blooming specimen trees, expansive lawns, and a stunning in ground Gunite swimming pool-ready to be enjoyed by its next fortunate residents. This classic

    Carol Simjian William Pitt Sotheby's Int'l

    231 Nortontown Rd, Guilford, CT 06437

Home Trends in Madison, CT

Housing Trends

Median Sale Price
$670,000
Median Single Family Sale Price
$740,000
Median Townhouse Sale Price
$625,000
Median 2 Bedroom Sale Price
$550,000
Median 1 Bedroom Sale Price
$248,500
Average Price Per Sq Ft
$389
Number of Homes for Sale
52
Last 12 months Home Sales
267
Months of Supply
2.30
Median List Price
$695,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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