8,614

Madison, CT Homes

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  • 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
  • 14 Horseshoe Ln, Madison, CT 06443

    $715,200 Sold Nov 10, 2025

    • 2,283 Sq Ft
    • $313/SF
    • 41 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1965

    14 Horseshoe Ln, Madison, CT 06443

    On a quiet cul de sac, sits this 2300 sf one floor custom home with an additional 300 sf three season sun room (with propane stove) in a lush, very private setting. This gracious home is situated on over an acre of private mature landscaped grounds, including a tennis court (needs some work), offering privacy while still part of a cul de sac neighborhood. Freshly painted inside and out, with

    Peter O'Donnell Sunset Creek Realty, LLC

    14 Horseshoe Ln, Madison, CT 06443
  • 41 Allison Dr, Madison, CT 06443
    41 Allison Dr, Madison, CT 06443
    41 Allison Dr, Madison, CT 06443
    /40

    $1,295,000

    • 3 Beds
    • 2.5 Baths
    • 3,609 Sq Ft

    41 Allison Dr, Madison, CT 06443

    Welcome to an exceptional colonial residence with 3 bedrooms and 2.5 baths, thoughtfully sited on a professionally landscaped 3,609 sf parcel. This property is situated in the highly desirable Southwick neighborhood. Upon arrival, guests are greeted by a grandly paved driveway. The wrap-around porch imparts a sense of gracious hospitality and charm. One is welcomed by a magnificent two-story

    Margaret Muir William Pitt Sotheby's Int'l

    41 Allison Dr, 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
  • Unlisted Address

    $550,000 Sold Nov 05, 2025

    • 1,569 Sq Ft
    • $351/SF
    • 19 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1985

    Unlisted Address

    Desirable location! Perfectly positioned where everything you need is just a short stroll away. Vibrant shoreline community. Walkability to town center, the historic town green. Shoreline East CTrail station offering direct access to nearby cities and making it ideal for commuters, weekenders, and year-round residents alike. Very private unit in the complex with most spacious grounds. This home

    Renee Salafia William Raveis Real Estate

    Unlisted Address
  • 519 Boston Post Rd, Madison, CT 06443
    519 Boston Post Rd, Madison, CT 06443
    519 Boston Post Rd, Madison, CT 06443
    /34

    $1,050,000

    • 4 Beds
    • 2.5 Baths
    • 2,691 Sq Ft

    519 Boston Post Rd, Madison, CT 06443

    Welcome to the Talcott Bradley house, one of Madison's oldest and most esteemed historical houses, sitting next to the beautiful Madison Green. This home has 4 bedrooms, 2 1/2 baths and nearly an acre of lush flat grounds covered with beautiful gardens and rock walls. A large detached garage provides plenty of space for hobby enthusiasts and vehicles. A new Cedar Roof was installed this year,

    Kimberly Stasiak Century 21 AllPoints Realty

    519 Boston Post Rd, 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

    $1,925 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
  • 7 Derenthal Dr, Madison, CT 06443

    $640,000 Sold Nov 04, 2025

    • 1,896 Sq Ft
    • $338/SF
    • 126 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1966

    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
  • 35 Hotchkiss Ln, Madison, CT 06443
    35 Hotchkiss Ln, Madison, CT 06443
    35 Hotchkiss Ln, Madison, CT 06443
    /40

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    35 Hotchkiss Ln, Madison, CT 06443

    This expanded 3 bedroom 2.5 bath Cape-style home offers 2,400+square feet of thoughtfully designed space. The main-level primary suite includes a luxurious two-compartment bath with a soaking tub and roomy shower, a spacious walk-in closet, laundry area with built in wardrobe and a versatile small bonus room for a gym or office. The newer kitchen opens to a bright breakfast room overlooking a

    Margaret Muir William Pitt Sotheby's Int'l

    35 Hotchkiss Ln, 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
  • 2175 Durham Rd, Madison, CT 06443

    $255,500 Sold Nov 03, 2025

    • 912 Sq Ft
    • $280/SF
    • 83 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    2175 Durham Rd, Madison, CT 06443

    HIGHEST & BEST OFFERS DUE BY 3PM AUGUST 5TH. Opportunity Knocks! The 3-bedroom ranch situated on just under 1 acre offers the perfect chance to create your own vision. With some TLC, this single-level home can be transformed into a cozy and comfortable retreat tailored to your style. Whether you're a first-time buyer or looking to downsize, this property provides a solid foundation in a peaceful

    Nicholas Mastrangelo Coldwell Banker Realty

    2175 Durham Rd, Madison, CT 06443
  • 38 Sportsman Hill Rd, Madison, CT 06443
    38 Sportsman Hill Rd, Madison, CT 06443
    38 Sportsman Hill Rd, Madison, CT 06443
    /40

    $1,299,000

    • 4 Beds
    • 4 Baths
    • 5,624 Sq Ft

    38 Sportsman Hill Rd, Madison, CT 06443

    Welcome to an extraordinary approx 5,600 sq foot custom-built Colonial, privately sited on a beautifully manicured parcel that offers both elegance and seclusion. From the moment you arrive, the stunning craftsmanship and thoughtful design elements create an immediate sense of sophistication and comfort. This is a residence where timeless architectural character meets modern luxury-crafted for

    Gigi Giordano Taylor Compass Connecticut, LLC

    38 Sportsman Hill Rd, 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
  • 259 Mungertown Rd, Madison, CT 06443

    $729,000 Sold Oct 31, 2025

    • 2,068 Sq Ft
    • $353/SF
    • 31 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1963

    259 Mungertown Rd, Madison, CT 06443

    Beautifully renovated Madison Ranch that seamlessly blends California chic with East Coast charm. This home is anchored by a stunning kitchen with an oversized island that opens to a very pretty family room with a gorgeous stone fireplace. The impressive Great Room features a vaulted ceiling with architecturally intriguing beams, sliders to the stone patio, a stunning original fireplace and is

    Phoebe Finch William Pitt Sotheby's Int'l

    259 Mungertown Rd, Madison, CT 06443
  • 3 Arrowhead Rd, Madison, CT 06443
    3 Arrowhead Rd, Madison, CT 06443
    3 Arrowhead Rd, Madison, CT 06443
    /40

    $825,000

    • 3 Beds
    • 4 Baths
    • 2,160 Sq Ft

    3 Arrowhead Rd, Madison, CT 06443

    Embrace the enchantment of Shoreline Living at its finest with this sun-drenched haven at 3 Arrowhead, a jewel nestled in a quaint community with the river at your doorstep. As you step into this radiant abode, you're welcomed by a symphony of natural light and the serene melodies of local birdsong. The home's design harmoniously blends the outdoors with the indoors, creating a tranquil retreat.

    Diana Hartman William Pitt Sotheby's Int'l

    3 Arrowhead Rd, Madison, CT 06443
  • 14 Neptune Ave, Madison, CT 06443
    14 Neptune Ave, Madison, CT 06443
    14 Neptune Ave, Madison, CT 06443
    /34

    $6,500 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
  • 26 Legend Hill Rd Unit 26, Madison, CT 06443

    $545,000 Sold Oct 31, 2025

    • 1,896 Sq Ft
    • $287/SF
    • 38 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1985

    26 Legend Hill Rd Unit 26, Madison, CT 06443

    Rarely Available Ranch-Style Unit with Attached Garage in Legend Hill. Beautifully renovated offering the ease of one-floor living in a serene and luxurious setting. Featuring hardwood floors and light-filled interiors, the open-concept layout includes a spacious dining area that flows seamlessly into a living room with a cozy wood-burning fireplace; perfect for entertaining or relaxing at home.

    Rose Ciardiello William Raveis Real Estate

    26 Legend Hill Rd Unit 26, Madison, CT 06443
  • 115 Harbor Ave, Madison, CT 06443
    115 Harbor Ave, Madison, CT 06443
    115 Harbor Ave, Madison, CT 06443
    /35

    $1,450,000

    • 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
  • 3 Apple Way, Madison, CT 06443
    3 Apple Way, Madison, CT 06443
    3 Apple Way, Madison, CT 06443
    /31

    $3,850 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 1,414 Sq Ft
    • House for Rent

    3 Apple Way, Madison, CT 06443

    Yearly Lease! 3 Apple Way is ready to be leased!! You can't beat the location-just minutes to downtown Madison, the beaches, and I-95 for a quick and easy commute. Inside, this charming and well-kept home is perfect for professionals, families, or anyone looking to enjoy the shoreline lifestyle. This unique opportunity offers flexibility-it can come tastefully furnished or completely empty to

    Paige Slocum William Raveis Real Estate

    3 Apple Way, Madison, CT 06443
  • 12 Rustic Ln, Madison, CT 06443

    $300,000 Sold Oct 30, 2025

    • 1,912 Sq Ft
    • $157/SF
    • 4 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1971

    12 Rustic Ln, Madison, CT 06443

    MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST OFFERS ARE DUE THIS SUNDAY, OCT 12TH, BY 6 PM. This location is perfect, a quiet street on a corner lot bordering stone walls. This home is sold in "AS IS" condition. Bring your energy to restore this home to your taste! Hardwood flooring, a large kitchen, and a sunny level lot are some of the attributes of this home. Consider a renovation loan or a cash

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    12 Rustic Ln, 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
  • 43 Soundview Ave, Madison, CT 06443
    43 Soundview Ave, Madison, CT 06443
    43 Soundview Ave, Madison, CT 06443
    /31

    $6,500 total monthly price

    • 4 Beds
    • 3 Baths
    • 1,869 Sq Ft
    • House for Rent

    43 Soundview Ave, Madison, CT 06443

    Fabulous academic rental available Sept 8th through May 31st 2026. This direct waterfront four bedroom home set on a one of kind property with access to a private beach. Enjoy fabulous views from your deck, large yard and tidal pool. Plenty of space for everyone with a bedroom with full bath on the main level, Primary en suite on the second floor with private balcony and two additional bedrooms

    Sue Knapp William Pitt Sotheby's Int'l

    43 Soundview Ave, Madison, CT 06443
  • 31 Stanton Ct, Madison, CT 06443

    $1,356,000 Sold Oct 30, 2025

    • 3,569 Sq Ft
    • $380/SF
    • 96 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1992

    31 Stanton Ct, Madison, CT 06443

    Highest and Best Offers are due by Sunday, July 27th at 8 pm. Nestled at the end of a quiet cul-de-sac just a short stroll from Madison's sandy Pent Road Beach, this stately Colonial offers the perfect blend of timeless elegance and modern updates. With 4-5 bedrooms and 3 full baths, the home opens to an impressive foyer with a sweeping curved staircase. The spacious living room, with the first

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    31 Stanton Ct, Madison, CT 06443
  • 30 Renees Way, Madison, CT 06443
    30 Renees Way, Madison, CT 06443
    30 Renees Way, Madison, CT 06443
    /40

    $869,000

    • 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
  • 714 Durham Rd, Madison, CT 06443

    $725,000 Sold Oct 29, 2025

    • 3,933 Sq Ft
    • $184/SF
    • 26 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1983

    714 Durham Rd, Madison, CT 06443

    Welcome to your private escape, set back from the road and surrounded by nature. Overlooking a peaceful mill pond teeming with wildlife, fish, and flowers, this 3-bedroom, 3.5-bathroom home offers the perfect balance of serenity and functionality. The main level features an expansive open floor plan with a sun-filled kitchen, oversized island, and dining area that flows seamlessly onto the large

    Alexa Scott RE/MAX Alliance

    714 Durham Rd, Madison, CT 06443
  • 454 Horse Pond Rd Unit D, Madison, CT 06443
    454 Horse Pond Rd Unit D, Madison, CT 06443
    454 Horse Pond Rd Unit D, Madison, CT 06443
    /9

    $1,425,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,085 Sq Ft

    454 Horse Pond Rd Unit D, Madison, CT 06443

    Gorgeous 4/5BR 3.5BA home in an enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Constructed by a well-established local Madison builder, this home includes all the details you would expect from a meticulously-built brand new home, such as gleaming hardwood floors, 9ft ceilings, energy efficient features, and exceptional craftmanship throughout. This

    Karen Rosenthal William Raveis Real Estate

    454 Horse Pond Rd Unit D, Madison, CT 06443
  • 86B E Wharf Rd, Madison, CT 06443

    $2,505,000 Sold Oct 27, 2025

    • 3,160 Sq Ft
    • $793/SF
    • 59 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2017

    86B E Wharf Rd, Madison, CT 06443

    Welcome to your coastal paradise! This exquisite home is ideally located a short stroll from the beach and town, offering the ultimate coastal lifestyle. Built in 2017, this 4-bedroom gem boasts exceptional craftsmanship and sophisticated design, highlighted by custom millwork and finishes that create a peaceful atmosphere. The open-concept floor plan flows effortlessly, with a stunning living

    Dean Mitchell William Pitt Sotheby's Int'l

    86B E Wharf Rd, Madison, CT 06443
  • 71 Madison Springs Dr, Madison, CT 06443
    71 Madison Springs Dr, Madison, CT 06443
    71 Madison Springs Dr, Madison, CT 06443
    /40

    $899,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,333 Sq Ft

    71 Madison Springs Dr, Madison, CT 06443

    *** High and Best need to be in by 8 pm Sunday 11.9.2025. Welcome to 71 Madison Springs Drive - a beautifully designed 3,333 sq ft custom Cape set on a picture-perfect parcel in one of Madison's most loved, tree-lined neighborhoods. This home offers the ideal blend of New England charm, thoughtful craftsmanship, and a lifestyle that embraces both relaxation and connection. Step inside to an open

    Jules Gaughran - Etes William Pitt Sotheby's Int'l

    71 Madison Springs Dr, Madison, CT 06443
  • 12 Stanton Ct, Madison, CT 06443

    $1,360,000 Sold Oct 27, 2025

    • 5,219 Sq Ft
    • $261/SF
    • 93 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1993

    12 Stanton Ct, Madison, CT 06443

    Just minutes from Madison's beautiful beaches and vibrant town center, this exceptional architect-designed home sits on a quiet o cul-de-sac street. This home boasts both town water and Natural gas. Light-filled and thoughtfully designed, it features a newly remodeled custom kitchen and an open, airy floor plan ideal for modern living. With 4 bedrooms and 3.5 baths, the home includes a spacious

    Cathy Lynch Coldwell Banker Realty

    12 Stanton Ct, Madison, CT 06443

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