8,691

Homes in ZIP Code 06443

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  • 40 Legend Hill Rd, Madison, CT 06443
    40 Legend Hill Rd, Madison, CT 06443
    40 Legend Hill Rd, Madison, CT 06443
    /29

    $500,000

    • 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
  • 6 Signal Hill Rd, Madison, CT 06443
    6 Signal Hill Rd, Madison, CT 06443
    6 Signal Hill Rd, Madison, CT 06443
    /33

    $3,500 total monthly price

    • 5 Beds
    • 4 Baths
    • 2,523 Sq Ft
    • House for Rent

    6 Signal Hill Rd, Madison, CT 06443

    Welcome to the heart of Madison's downtown neighborhood. This charming four-bedroom colonial features beautifully refinished pine wood floors-completely carpet-free-and a renovated kitchen with new cabinetry and a modern oven. The spacious first floor offers a graceful hallway, inviting family room, and elegant dining area. A convenient half bathroom with laundry adds functionality, and a

    Sang Jee William Raveis Real Estate

    6 Signal Hill Rd, Madison, CT 06443
  • 72 Kelsey Springs Dr, Madison, CT 06443

    $815,000 Sold Oct 23, 2025

    • 3,039 Sq Ft
    • $268/SF
    • 29 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1994

    72 Kelsey Springs Dr, Madison, CT 06443

    Welcome to 72 Kelsey Springs Dr in beautiful Madison, CT! This charming 4-bedroom, 2.5-bath colonial offers over 2,500 sq ft of living space with serene pond views and a peaceful 1-acre level lot in a sought-after neighborhood. Step inside to find a warm and inviting layout perfect for everyday living and entertaining. The spacious kitchen flows into a cozy family room, while the formal dining

    Nick Prevost William Raveis Real Estate

    72 Kelsey Springs Dr, Madison, CT 06443
  • 728 Durham Rd, Madison, CT 06443
    728 Durham Rd, Madison, CT 06443
    728 Durham Rd, Madison, CT 06443
    /15

    $173,500

    • Land
    • 1.55 Acres
    • $111,935 per Acre

    728 Durham Rd, Madison, CT 06443

    Imagine building your dream home on this picturesque 1.55-acre lot in Madison, Connecticut, offering seasonal views of the serene Hog Pond. Throughout the year, enjoy the changing scenery and abundant wildlife, with opportunities for ice skating and hockey on the pond during winter months. The property includes a recent survey with topographical details and a septic design, pending only perc

    Agent Photo

    Gene Pica

    RE/MAX Alliance

    (475) 290-6060

    728 Durham Rd, Madison, CT 06443
  • 15 Maple Ave, Madison, CT 06443
    15 Maple Ave, Madison, CT 06443
    15 Maple Ave, Madison, CT 06443
    /10

    $3,000 total monthly price

    • 4 Beds
    • 3 Baths
    • 2,352 Sq Ft
    • House for Rent

    15 Maple Ave, Madison, CT 06443

    Academic rental in Desirable Beach Neighborhood. Available Now through June 1. This spacious 5-bedroom, 3-bath home has beach rights to Seaview Beach. A beautiful serene location year round. Walk or bike to everything!

    Carol Farmer William Raveis Real Estate

    15 Maple Ave, Madison, CT 06443
  • 24 Pent Rd, Madison, CT 06443

    $560,000 Sold Oct 20, 2025

    • 784 Sq Ft
    • $714/SF
    • 25 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1920

    24 Pent Rd, Madison, CT 06443

    Fulfill your dream of having a beach cottage just steps to one of Madison's finest beaches. This precious little home has been loved by the same family for decades and now it is ready for someone new to cherish. With one bedroom and bathroom on the main floor and finished attic space for overflow guests, you won't want to be anywhere else during summer months. You may access the Shoreline

    Julie Ovian William Pitt Sotheby's Int'l

    24 Pent Rd, Madison, CT 06443
  • 30 Meeting House Ln, Madison, CT 06443
    30 Meeting House Ln, Madison, CT 06443
    30 Meeting House Ln, Madison, CT 06443
    /40

    $1,995,000

    • 5 Beds
    • 3.5 Baths
    • 3,912 Sq Ft

    30 Meeting House Ln, Madison, CT 06443

    Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the neighboring Congregational Church, the home

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 442-9594

    30 Meeting House Ln, Madison, CT 06443
  • 52 Kelsey Place, Madison, CT 06443
    52 Kelsey Place, Madison, CT 06443
    52 Kelsey Place, Madison, CT 06443
    /29

    $20,000 total monthly price

    • 4 Beds
    • 5 Baths
    • 2,392 Sq Ft
    • House for Rent

    52 Kelsey Place, Madison, CT 06443

    Discover coveted Madison living on a private beach lane complete with an in-ground pool. Embrace coastal luxury in this stunning 4-bedroom, 5.1-bathroom shoreline retreat. 52 Kelsey Place features a chef-inspired kitchen, central air, 2-car garage, large patio with fire pit and BBQ, inviting fireplace, luxurious steam shower in primary bathroom, outdoor shower, and more. Perfect for entertaining,

    Diana Hartman William Pitt Sotheby's Int'l

    52 Kelsey Place, Madison, CT 06443
  • 23 Forest Hills Dr, Madison, CT 06443

    $745,000 Sold Oct 20, 2025

    • 2,564 Sq Ft
    • $291/SF
    • 72 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1975

    23 Forest Hills Dr, Madison, CT 06443

    Welcome to this classic 5-bedroom Colonial on highly sought-after Forest Hills Drive. This beautifully maintained home offers 5 spacious bedrooms and 3.5 baths, including a finished walkout lower level with a game room, guest bedroom, and full bath-perfect for entertaining or hosting overnight guests. The heart of the home is a newly renovated kitchen featuring quartz countertops, stainless steel

    Cathy Lynch Coldwell Banker Realty

    23 Forest Hills Dr, Madison, CT 06443
  • 45 Wilshire Rd Unit 45, Madison, CT 06443
    45 Wilshire Rd Unit 45, Madison, CT 06443
    45 Wilshire Rd Unit 45, Madison, CT 06443
    /23

    $539,000 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 1,879 Sq Ft

    45 Wilshire Rd Unit 45, Madison, CT 06443

    Wonderful Townhouse in Kensington South! Ideally located near Madison's town center, beaches, library, and fantastic restaurants, this two-bedroom townhouse offers easy, comfortable living. The spacious living room leads to an eat-in kitchen that opens to a cozy family room with a fireplace and sliders to a private patio-perfect for relaxing or entertaining. The first floor also features a half

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 769-9945

    45 Wilshire Rd Unit 45, Madison, CT 06443
  • 7 Brantwood Dr Unit 7, Madison, CT 06443
    7 Brantwood Dr Unit 7, Madison, CT 06443
    7 Brantwood Dr Unit 7, Madison, CT 06443
    /10

    $1,900 total monthly price

    • 1 Bed
    • 1 Bath
    • 889 Sq Ft
    • House for Rent

    7 Brantwood Dr Unit 7, Madison, CT 06443

    Light and bright, one bedroom apartment close to town. This unit is almost 900 sq. ft. and has a back deck, loads of storage, washer/dryer in the unit, and plenty of parking. Welcome to downtown Madison!

    Bonnie Fillion Berkshire Hathaway NE Prop.

    7 Brantwood Dr Unit 7, Madison, CT 06443
  • 9 Madrina Ln, Madison, CT 06443

    $530,000 Sold Oct 17, 2025

    • 2,159 Sq Ft
    • $245/SF
    • 83 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    9 Madrina Ln, Madison, CT 06443

    Tucked away at the end of a quiet cul-de-sac, this 3-bedroom, 2-bath contemporary style home sits on a private .6-acre lot in a desirable location; just minutes from beaches, Hammonasset State Park, the scenic Shoreline walking trails, and the vibrant center of town. Steps lead up to the front deck and entry foyer, opening to a light-filled, open-concept living space. Cathedral ceilings with

    Rose Ciardiello William Raveis Real Estate

    9 Madrina Ln, Madison, CT 06443
  • 9 Old Farms Rd, Madison, CT 06443
    9 Old Farms Rd, Madison, CT 06443
    9 Old Farms Rd, Madison, CT 06443
    /40

    $574,900

    • 4 Beds
    • 1.5 Baths
    • 1,828 Sq Ft

    9 Old Farms Rd, Madison, CT 06443

    Discover coastal bliss in this updated 4-bedroom, 1.5-bathroom home, spanning over 1,800 sq. ft. in this serene Madison, CT neighborhood-just a quick 6-minute, 2.7-mile drive to the sun-kissed beaches of Long Island Sound. Ideal for turnkey living with modern comforts and effortless seaside vibes. Enter to gleaming hardwood floors flowing through a semi-open layout, linking the inviting living

    Luke Florian SSG Real Estate LLC

    9 Old Farms Rd, Madison, CT 06443
  • 64 Kelsey Place, Madison, CT 06443
    64 Kelsey Place, Madison, CT 06443
    64 Kelsey Place, Madison, CT 06443
    /10

    $2,400 total monthly price

    • 3 Beds
    • 1 Bath
    • 884 Sq Ft
    • House for Rent

    64 Kelsey Place, Madison, CT 06443

    Fantastic location. two association beaches at end of street. A real Cutie!

    Deborah Rowe William Raveis Real Estate

    64 Kelsey Place, Madison, CT 06443
  • 16 North St, Madison, CT 06443

    $130,000 Sold Oct 17, 2025

    • 476 Sq Ft
    • $273/SF
    • 124 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1940

    16 North St, Madison, CT 06443

    If you're dreaming of summers by the shoreline, this charming cottage in Dud's Village, Madison, offers the perfect seasonal escape. Less than a mile from Hammonasset Beach State Park-Connecticut's largest shoreline park-this move-in-ready cottage offers easy access to two miles of sandy beaches, scenic walking and biking paths, and endless outdoor activities. A private path from the village

    Margaret Curry William Raveis Real Estate

    16 North St, Madison, CT 06443
  • 115 Harbor Ave, Madison, CT 06443
    115 Harbor Ave, Madison, CT 06443
    115 Harbor Ave, Madison, CT 06443
    /35

    $1,500,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 1,999 Sq Ft

    115 Harbor Ave, Madison, CT 06443

    Live the shoreline lifestyle in this beautifully updated 4-6 bedroom, 3-bath Colonial, just 88 steps from your very own private beach. Perfectly designed for both everyday living and entertaining, the open-concept main level flows seamlessly from dining to living, anchored by a cozy fireplace and filled with natural light. A screened-in porch with sweeping water views sets the stage for morning

    Alan Spotlow William Raveis Real Estate

    115 Harbor Ave, Madison, CT 06443
  • 65 Old Route 79 Unit 13, Madison, CT 06443
    65 Old Route 79 Unit 13, Madison, CT 06443
    65 Old Route 79 Unit 13, Madison, CT 06443
    /24

    $1,975 total monthly price

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft
    • Townhouse for Rent

    65 Old Route 79 Unit 13, Madison, CT 06443

    Great location close to town, train, shopping and beaches. Large kitchen with lots of cabinetry and counter space with a convenient eat-in area too! The bedroom is large and bright with a walk-in closet plus an additional closet. The unit comes with a stackable washer/dryer. The pull down stairs attic has some additional storage space. Central air and radiant heat. This small complex offers

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    65 Old Route 79 Unit 13, Madison, CT 06443
  • 33 North St, Madison, CT 06443

    $144,000 Sold Oct 10, 2025

    • 630 Sq Ft
    • $229/SF
    • 70 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1940

    33 North St, Madison, CT 06443

    Charming Seasonal Cottage in Madison, CT - Steps from the Beach! Welcome to your perfect summer getaway! This cozy and comfortable seasonal cottage offers 629 square feet of well-utilized living space in a family and pet-friendly community, just a short stroll from Hammonasset Beach, a scenic salt pond, and the Hammonasset River. Tucked away in one of Madison's most desirable cottage villages,

    Joe Rodorigo Keystone Realty, LLC

    33 North St, Madison, CT 06443
  • 16 Forest Hills Dr, Madison, CT 06443
    16 Forest Hills Dr, Madison, CT 06443
    16 Forest Hills Dr, Madison, CT 06443
    /39

    $876,500

    • 5 Beds
    • 3 Baths
    • 3,992 Sq Ft

    16 Forest Hills Dr, Madison, CT 06443

    Located in one of Madison's most desirable neighborhoods, 16 Forest Hills Drive offers exceptional space and potential. Just minutes from the town center and beaches. This expansive five-bedroom Colonial features an large eat-in kitchen with a cozy fireplace, a spacious formal living room with its own fireplace, and a versatile den/office with extensive built-in cabinets or family room-also with

    Rod Cross Coldwell Banker Realty

    16 Forest Hills Dr, Madison, CT 06443
  • 831 Boston Post Rd, Madison, CT 06443
    831 Boston Post Rd, Madison, CT 06443
    831 Boston Post Rd, Madison, CT 06443
    /13

    $2,000 total monthly price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    831 Boston Post Rd, Madison, CT 06443

    Renovated 1-Bedroom Apartment Steps from Downtown. Enjoy the convenience of downtown living in this beautifully updated first-floor apartment, just a short stroll from local shops and restaurants. The gourmet kitchen features new appliances, custom cabinetry, a center island, and a spacious pantry. Perfect for cooking and entertaining. An additional room off the kitchen offers ideal space for a

    Erin Connelly Coldwell Banker Realty

    831 Boston Post Rd, Madison, CT 06443
  • 110 E Wharf Rd, Madison, CT 06443

    $1,200,000 Sold Oct 09, 2025

    • 1,580 Sq Ft
    • $759/SF
    • 11 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1930

    110 E Wharf Rd, Madison, CT 06443

    Steps to the Shoreline - Four-Bedroom Beach Retreat with Deeded Beach Right Away! Tucked away on a serene interior lot in Madison's coveted East Wharf neighborhood, this four-bedroom, two-bath coastal gem blends timeless seaside charm with modern comfort-plus valuable income-producing potential. With a deeded beach right away, your days can begin and end just steps from a sandy, private,

    Lisa Daniele William Raveis Real Estate

    110 E Wharf Rd, Madison, CT 06443
  • 30 Renees Way, Madison, CT 06443
    30 Renees Way, Madison, CT 06443
    30 Renees Way, Madison, CT 06443
    /40

    $898,000

    • 4 Beds
    • 3.5 Baths
    • 4,944 Sq Ft

    30 Renees Way, Madison, CT 06443

    Welcome home to your very own peaceful retreat. Nestled on a classic cul-de-sac in one of the area's most desired neighborhoods. Ideal for multi-generational living, this home features an additional 1100 sf walk out lower level, ready to be utilized as an in-law suite, home gym, recreation space or even an at-home office. The private backyard oasis, features an in-ground pool, hot tub, charming

    Shoreline Homes Team William Raveis Real Estate

    30 Renees Way, Madison, CT 06443
  • 36 Tuxis Rd, Madison, CT 06443
    36 Tuxis Rd, Madison, CT 06443
    36 Tuxis Rd, Madison, CT 06443
    /16

    $2,350 total monthly price

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft
    • Apartment for Rent

    36 Tuxis Rd, Madison, CT 06443

    This absolutely darling academic rental is unexpectedly available as Tenant had a change in plans. Fully furnished 1 bedroom 1 bath carriage house apartment available for rent SEPTEMBER 2025 - JUNE 2026. This 2nd floor unit overlooks a beautifully manicured backyard and features a private entrance and ample off street parking. Enjoy the walk to beach and downtown as this rental is prime location

    Phoebe Finch William Pitt Sotheby's Int'l

    36 Tuxis Rd, Madison, CT 06443
  • 11 Pent Rd, Madison, CT 06443

    $726,200 Sold Oct 08, 2025

    • 1,296 Sq Ft
    • $560/SF
    • 140 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    11 Pent Rd, Madison, CT 06443

    LOCATION!!! One of Madison's most desirable beach neighborhoods awaits you. This charming beach community home has it's own separate cottage! Walk to the beautiful beach or the popular "Greenway Trail" that leads into Hammonasset State Park. Enjoy swimming, paddle boarding, kayaking or just relaxing in the warm Summer sun. The main house boasts a first floor full bath, kitchen, dining area,

    Maggie Bartels Coldwell Banker Realty

    11 Pent Rd, Madison, CT 06443
  • 146 Chittenden Field Ln, Madison, CT 06443
    146 Chittenden Field Ln, Madison, CT 06443
    146 Chittenden Field Ln, Madison, CT 06443
    /33

    $1,950,000

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    146 Chittenden Field Ln, Madison, CT 06443

    Just Steps from the Sand - Your Coastal Retreat Awaits! Wake up in your 3-bedroom beach house to the sound of waves rolling onto your private beach. Bright, open living spaces bring the ocean right inside, while each room offers serene, million-dollar views and the soothing rhythm of the sea. This is more than home - it's your slice of paradise. Enjoy panoramic ocean views from every room, walls

    Lori Bartone William Raveis Real Estate

    146 Chittenden Field Ln, Madison, CT 06443
  • 41 Harbor Ave, Madison, CT 06443
    41 Harbor Ave, Madison, CT 06443
    41 Harbor Ave, Madison, CT 06443
    /28

    $2,800 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,640 Sq Ft
    • House for Rent

    41 Harbor Ave, Madison, CT 06443

    ACADEMIC RENTAL, Available APPROX NOVEMBER 1ST TO MAY 31, 2026. Adorable & cozy yearround bungalow in a cul-de-sac, Beach community. 2/3 bedrooms & 2 full baths. Enclosed porch with wrap-around sliders lead out to a deck and nice backyard....freshly painted with some new flooring/carpeting and refreshed bathrooms and kitchen. A sweet place to be. Minutes from Madison Center, commuting routes and

    Alison Gould Gould Group LLC

    41 Harbor Ave, Madison, CT 06443
  • 40 Green Acres Dr, Madison, CT 06443

    $537,500 Sold Oct 07, 2025

    • 1,864 Sq Ft
    • $288/SF
    • 14 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1967

    40 Green Acres Dr, Madison, CT 06443

    Welcome to 40 Green Acres Drive, an adorable home on a side street located close to all Madison and Guilford amenities, including the beach! This adorable split level has been lovingly maintained through the years by only the second owner with many updates and great features! The perfectly flat .39 acre lot features mature landscaping, privacy trees and the home has a brand new trex deck and sun

    Andrea Viscuso Compass Connecticut, LLC

    40 Green Acres Dr, Madison, CT 06443
  • 8 Highview Rd, Madison, CT 06443
    8 Highview Rd, Madison, CT 06443
    8 Highview Rd, Madison, CT 06443
    /40

    $1,050,000

    • 5 Beds
    • 3 Baths
    • 2,781 Sq Ft

    8 Highview Rd, Madison, CT 06443

    One-of-a-kind home in a small, sought-after subdivision close to the heart of charming Madison, CT. This architecturally distinctive residence features soaring cathedral ceilings and brand new skylights in the living room, vaulted ceilings in the dining room, and a striking shiplap ceiling in the expansive family room. Two wood-burning fireplaces create cozy focal points in both living and family

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    8 Highview Rd, Madison, CT 06443
  • 14 Neptune Ave, Madison, CT 06443
    14 Neptune Ave, Madison, CT 06443
    14 Neptune Ave, Madison, CT 06443
    /34

    $7,000 total monthly price

    • 4 Beds
    • 3 Baths
    • 2,757 Sq Ft
    • House for Rent

    14 Neptune Ave, Madison, CT 06443

    FANTASTIC LOCATION! This 4 bedroom Cape Style home sits on Neptune Ave, just off Liberty Street, with easy access to the private Barberry Farms Assoc Beach and downtown Madison. The first floor hosts a Living Room with fireplace, Dining Room, Den, Sunroom, Primary Bedroom (ensuite) and another bedroom with full bath access. The 2nd floor offers 2 bedrooms, a full bath and oversized Attic /

    Kirsten Adams William Pitt Sotheby's Int'l

    14 Neptune Ave, Madison, CT 06443
  • 241 Hunters Trail, Madison, CT 06443

    $850,000 Sold Oct 06, 2025

    • 3,464 Sq Ft
    • $245/SF
    • 65 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1973

    241 Hunters Trail, Madison, CT 06443

    Tucked away in one of Madison's most desirable subdivisions, this spacious 4-bedroom, 3.5-bath colonial offers the perfect blend of function, flow, and comfort-just minutes to downtown, beaches, the highway, and medical facilities. The heart of the home is the warm and inviting kitchen, complete with rich cherry cabinets, an oversized island, ample storage, and generous counter space-designed for

    Heidi DeRusso Coldwell Banker Realty

    241 Hunters Trail, Madison, CT 06443

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