Madison, CT Homes

• 

  Est $1,048,610 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,881 Sq Ft

  20 Hidden Springs Rd, Madison, CT 06443

  20 Hidden Springs Rd, Madison, CT 06443
• 

  

  

  /36

  $774,900

  • 4 Beds
  • 2.5 Baths
  • 3,212 Sq Ft

  174 Concord Dr, Madison, CT 06443

  Step into this exquisitely renovated colonial-style residence, where classic charm seamlessly blends with contemporary sophistication. Gleaming hardwood floors flow throughout the main living spaces, reflecting natural light and enhancing the home's warm ambiance. The heart of the home is a stunning chef's kitchen, thoughtfully designed with state-of-the-art appliances, quartz countertops, and

  Terence Dominick Complete Real Estate

  174 Concord Dr, Madison, CT 06443
• 

  $1,200,000 Sold Jul 30, 2025

  • 2,518 Sq Ft
  • $477/SF
  • 30 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1960

  46 Hilltop Dr, Madison, CT 06443

  This prime location provides privacy, while being close to town and shore. A treeline border leads to expansive tranquility in the back and side yards. Don't let the street view fool you! Walk in and experience the wide open layout and stroll around the grounds to fully experience the location, the living and outdoor spaces. On a cul-de-sac, near Fence Creek, high and dry. Enjoy distant Long

  Laurie Trulock Compass Connecticut, LLC

  46 Hilltop Dr, Madison, CT 06443
• 

  Est $579,649 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,582 Sq Ft

  26 Princess Dr, Madison, CT 06443

  26 Princess Dr, Madison, CT 06443
• 

  

  

  /11

  $259,900

  • 2 Beds
  • 1 Bath
  • 612 Sq Ft

  6 Young's Village, Madison, CT 06443

  Brand New Cottage : ) This seasonal cottage located on First Street # 6 in Young's Village next to Hammonasett State Beach Park. Enjoy swimming, coastal walk ways and fabulous restaurants .- all within a hop, skip and jump away! This new cottage offers two bedrooms, walk in closets, a laundry hookup space, and electric fireplace. The kitchen showcases granite countertops, tile floors, stainless

  Jason Saphire www.HomeZu.com

  6 Young's Village, Madison, CT 06443
• 

  $509,796 Sold Jul 30, 2025

  • 1,477 Sq Ft
  • $345/SF
  • 126 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  1 Lantern Ct Unit 1, Clinton, CT 06413

  Brand new Heating and A/C just added !!! BEST VALUE in CLINTON !!! CARE FREE LIVING !!! Rare, Detached RANCH home at private, desirable, Lantern Court Condominiums...Historic Village..55 years old and over complex, only 13 units..but home is not subject to 55 and over rules. The only detached, separate unit in the complex..1500sf, 3 BR, 2 full baths, 2 car garage, hardwood floors throughout,

  Gary Damato Press/Cuozzo Realtors

  1 Lantern Ct Unit 1, Clinton, CT 06413
• 

  Est $575,075 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,455 Sq Ft

  160 Princess Dr, Madison, CT 06443

  160 Princess Dr, Madison, CT 06443
• 

  

  /22

  $695,000

  • 3 Beds
  • 2 Baths
  • 1,186 Sq Ft

  141 Duck Hole Rd, Madison, CT 06443

  Tucked away on a private 2-acre lot just minutes from I-95 and all that Madison has to offer, this property is perfect for buyers seeking space, convenience, and a truly exceptional garage setup. The home itself offers 3 bedrooms and a full basement-functional and full of potential-but the real star here is the oversized garage. With over 1,800 square feet of space, soaring ceilings, and 12-foot

  Meig Walz Newcomb Coldwell Banker Realty

  141 Duck Hole Rd, Madison, CT 06443
• 

  $725,000 Sold Jul 29, 2025

  • 2,294 Sq Ft
  • $316/SF
  • 45 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  79 Dream Lake Dr, Madison, CT 06443

  Nestled on nearly 5 serene, wooded acres in one of Madison's most peaceful neighborhoods, this classic 4-bedroom, 2.5-bath colonial blends timeless charm with modern comforts. With 2,294 sq ft of well-maintained living space, this home offers both character and convenience in a beautiful, natural setting. Step inside to find a spacious living room with a cozy propane fireplace, perfect for

  Ryan Casey William Raveis Real Estate

  79 Dream Lake Dr, Madison, CT 06443
• 

  Est $521,866 Not Listed For Sale

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

  51 Princess Dr, Madison, CT 06443

  51 Princess Dr, Madison, CT 06443
• 

  

  /16

  $94,900

  • 1 Bed
  • 1 Bath
  • 556 Sq Ft

  15 North St, Madison, CT 06443

  Charming seasonal cottage in the heart of Madison! This one-bedroom, one-bath home offers 556 sq. ft. of coastal living just off Route 1, with the perfect blend of convenience and charm, with your finishing touches! Enjoy effortless access to Hammonasset Beach, local parks, boutique shops, and favorite restaurants-all within walking distance. The cottage's cozy layout is ideal for relaxing after

  Marc Riccitelli Rydon Realty, LLC

  15 North St, Madison, CT 06443
• 

  $536,599 Sold Jul 28, 2025

  • 1,280 Sq Ft
  • $419/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  3 Essex Ln Unit 3, Madison, CT 06443

  Charming Ranch Retreat in Kensington Acres North! Tucked away at the end of a quiet cul-de-sac in the sought-after Kensington Acres North community, 3 Essex Lane offers the perfect blend of privacy, comfort, and convenience. This inviting 2-bedroom, 2-bathroom ranch is a rare find, a serene, natural setting-just minutes from Madison's vibrant town center, beaches, and train station. Step inside

  Nancy Bullis Great Estates, CT

  3 Essex Ln Unit 3, Madison, CT 06443
• 

  Est $430,603 Not Listed For Sale

  • 10 Beds
  • 3 Baths
  • 3,039 Sq Ft

  289 Old Toll Rd, Madison, CT 06443

  289 Old Toll Rd, Madison, CT 06443
• 

  

  /40

  $3,950,000

  • 6 Beds
  • 7 Baths
  • 6,074 Sq Ft

  10 Middle Beach Rd W, Madison, CT 06443

  PRIVATE, PEACEFUL AND PERFECT WITH DEEDED BEACH ACCESS!Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private, mint condition home with ample room for family & lucky guests. Sited back from Middle Beach Road West and overlooking the ever changing salt marsh, enter the inviting double height foyer to discover spacious, high ceilinged and light filled rooms

  Margaret Muir William Pitt Sotheby's Int'l

  10 Middle Beach Rd W, Madison, CT 06443
• 

  $650,000 Sold Jul 28, 2025

  • 2,511 Sq Ft
  • $259/SF
  • 74 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  195 Summer Hill Rd, Madison, CT 06443

  Set back from the road and surrounded by a tranquil wooded landscape, this spacious 4-bedroom home blends comfort, function, and thoughtful updates. The first-floor primary suite offers a private retreat with a brand-new en-suite bathroom (8/24) featuring a thermostatic shower and self-cleaning toilet, walk-in closet with washer/dryer hookups, and direct access to the deck. The kitchen is

  Kelley Vanacore Century 21 AllPoints Realty

  195 Summer Hill Rd, Madison, CT 06443
• 

  Est $418,876 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,326 Sq Ft

  107 Old Toll Rd, Madison, CT 06443

  107 Old Toll Rd, Madison, CT 06443
• 

  

  /32

  $229,000

  • 3 Beds
  • 1 Bath
  • 897 Sq Ft

  4 North St, Madison, CT 06443

  **Seasonal Beach Living in Madison** Experience the ultimate coastal getaway with this charming seasonal cottage, available from April 1 to October 31. Nestled within a mile of stunning beaches, you'll have easy access to not only the sun and surf but also scenic hiking and biking trails nearby. Enjoy the vibrant local culture with a variety of delightful shoreline restaurants and unique shops

  Kristy Vaiuso Coldwell Banker Realty

  4 North St, Madison, CT 06443
• 

  $400,000 Sold Jul 25, 2025

  • 1,116 Sq Ft
  • $358/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1933

  339 Horse Pond Rd, Madison, CT 06443

  Charming 1933 Cape Cod located in Madison, one of Connecticut's most desirable shoreline towns! This vintage 3-bedroom Cape is full of charm and potential. Just minutes from Madison's beautiful town beaches, Hammonasset Beach State Park, and a vibrant, walkable downtown filled with cafes, boutiques, an award-winning bookstore, a cinema, and more. The flexible layout features a cozy living room

  Linda Lang-Bankowski The Real Estate Boutique, LLC

  339 Horse Pond Rd, Madison, CT 06443
• 

  Est $701,615 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,488 Sq Ft

  468 Summer Hill Rd, Madison, CT 06443

  468 Summer Hill Rd, Madison, CT 06443
• 

  

  /33

  $635,000

  • 4 Beds
  • 2.5 Baths
  • 1,894 Sq Ft

  9 Monroe Ln, Madison, CT 06443

  Nestled on a corner lot in a quiet cul-de-sac sits this lovely 4 bed, 2.5 bath Colonial in a great neighborhood near everything: schools, downtown, beaches, highway, Madison Land Trust & Cockaponset State Forest! Classic colonial floor plan offers generously sized living room, dining room for entertaining, large kitchen with eat-in-area and 3 season sunporch all on the 1st floor. Lots of natural

  Karen Lee Coldwell Banker Realty

  9 Monroe Ln, Madison, CT 06443
• 

  $855,000 Sold Jul 25, 2025

  • 2,896 Sq Ft
  • $295/SF
  • 19 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1964

  15 Saxon Rd, Madison, CT 06443

  Sun-Filled Colonial in Prime Madison Location. Ideally situated near Madison's beautiful beaches and vibrant town center, this well-maintained and thoughtfully updated 4-bedroom, 3-bath Colonial offers both comfort and convenience. A spacious family room addition features vaulted ceilings, custom built-ins, and a cozy wood-burning fireplace-perfect for relaxing or entertaining. Upstairs, you'll

  Cathy Lynch Coldwell Banker Realty

  15 Saxon Rd, Madison, CT 06443
• 

  Est $714,052 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,696 Sq Ft

  3 Doe Ln, Madison, CT 06443

  3 Doe Ln, Madison, CT 06443
• 

  

  /33

  $758,000

  • 4 Beds
  • 2.5 Baths
  • 2,698 Sq Ft

  129 Acorn Rd, Madison, CT 06443

  A stone's throw away from the heart of Madison Village, perfectly positioned at 1.4 miles from the bustling center, with beaches, recreational fields, and the renowned Bookstore. Shopping, dining, and are all conveniently close, making this an ideal location for those seeking both tranquility and community amenities. Occupying a generous .74-acre level lot, the low-maintenance garden and an

  Ann Stewart William Pitt Sotheby's Int'l

  129 Acorn Rd, Madison, CT 06443
• 

  $220,000 Sold Jul 23, 2025

  • 664 Sq Ft
  • $331/SF
  • 78 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1930

  1 4th St, Madison, CT 06443

  Sleeps 5!! Delightful seasonal cottage circa 1930 has been lovingly updated with all the modern comforts while preserving its charm and character.The cottage is located in a Vintage beach community nestled on approximately 6 acres of leased land located in the picturesque coastal town of Madison Ct. This unique village is situated adjacent to the sandy stretch of Long Island Sounds Hammonassett

  Karen Bruno Roos Williams Real Estate

  1 4th St, Madison, CT 06443
• 

  Est $986,078 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,453 Sq Ft

  58 Shepherds Trail, Madison, CT 06443

  58 Shepherds Trail, Madison, CT 06443
• 

  

  /19

  $145,000

  • 2 Beds
  • 1 Bath
  • 396 Sq Ft

  92 4th St, Madison, CT 06443

  Nestled in the heart of picturesque Madison, this charming 2-bedroom, 1-bathroom seasonal cottage offers a serene sanctuary for enjoying summers along the shoreline. With a cozy living space, this quaint abode is perfectly designed for those seeking a peaceful beachside getaway. As you step inside, you're greeted by a warm and inviting atmosphere that captures the essence of coastal living. The

  Melanie Abbott William Pitt Sotheby's Int'l

  92 4th St, Madison, CT 06443
• 

  $210,000 Sold Jul 22, 2025

  • 604 Sq Ft
  • $348/SF
  • 27 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  45 East St, Madison, CT 06443

  Nestled in the heart of Madison's coastal charm, this delightful seasonal cottage is the perfect retreat! Just a leisurely stroll from the serene expanses of Hammonasset Beach State Park, 45 East Street is ideally suited for those seeking a peaceful getaway while still enjoying the convenience of all Madison offers. The cottage features two nice-sized bedrooms, an updated full bath, and plenty of

  Melanie Abbott William Pitt Sotheby's Int'l

  45 East St, Madison, CT 06443
• 

  Est $567,940 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,868 Sq Ft

  138 Squires Rd, Madison, CT 06443

  138 Squires Rd, Madison, CT 06443
• 

  

  /24

  $258,500

  • 1 Bed
  • 1 Bath
  • 548 Sq Ft

  76 South St, Madison, CT 06443

  Welcome home to 76 South Street - the perfect seasonal retreat to enjoy all seaside Madison offers! Completely and thoughtfully rebuilt in 1999 and meticulously maintained ever since, this wonderfully open and inviting cottage offers the ideal setting for entertaining and tranquility with an interior and exterior that will leave you swooning! Opening the front door and stepping inside, you will

  Melanie Abbott William Pitt Sotheby's Int'l

  76 South St, Madison, CT 06443
• 

  $435,000 Sold Jul 21, 2025

  • 2,064 Sq Ft
  • $211/SF
  • 52 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1994

  15 Green Hill Rd, Madison, CT 06443

  This is a rare find in Madison. This two family ranch home offers the ability to live in one unit and rent the other or purchase as an investment property. Both units have been renovated interiorly and the exterior has brand new vinyl siding. The rear yard for both units overlook the marsh which brings a calming presence to each dwelling. First unit, with its wide plank hardwood floors has a

  Amy Kirst William Pitt Sotheby's Int'l

  15 Green Hill Rd, Madison, CT 06443
• 

  Est $844,898 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,594 Sq Ft

  30 Georgetown Cir, Madison, CT 06443

  30 Georgetown Cir, Madison, CT 06443
• 

  

  /22

  $899,900

  • Land
  • 0.19 Acre
  • $4,736,316 per Acre

  885 Boston Post Rd, Madison, CT 06443

  Fully approved and ready to go, this exceptional commercial lot is situated in the heart of vibrant downtown Madison. Boasting approvals for a 5,000 square foot building the property includes a brand-new septic system, 13 designated parking spaces with additional parking options, and unbeatable proximity to restaurants, shopping, the train station, and I-95. Imagine welcoming clients or customers

  Michael Hvizdo Coldwell Banker Realty

  885 Boston Post Rd, Madison, CT 06443
• 

  $720,000 Sold Jul 18, 2025

  • 1,780 Sq Ft
  • $404/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1975

  31 Country Way, Madison, CT 06443

  Absolutely move-in ready, this immaculate 4-bedroom home has been lovingly maintained and thoughtfully updated. From the moment you arrive, you'll be impressed by neighborhood, grounds and curb appeal. Inside, the remodeled kitchen shines with white cabinetry, granite countertops, and stainless steel appliances. Many updates throughout and the home including crown molding, hardwood floors, and

  Rob McConville William Pitt Sotheby's Int'l

  31 Country Way, Madison, CT 06443
• 

  Est $977,797 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,004 Sq Ft

  35 Georgetown Cir, Madison, CT 06443

  35 Georgetown Cir, 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
• 

  $595,000 Sold Jul 18, 2025

  • 1,926 Sq Ft
  • $309/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1850

  688 Durham Rd, Madison, CT 06443

  Step into timeless charm in this beautifully restored 1850 farmhouse. Nestled on just under two picturesque acres, this light and bright home blends historic character with modern comfort. The tranquil grounds feature a small pond and waterfall, a stunning terrace overlooking the spectacular expansive yard, a beautiful patio ideal for entertaining, a sweet front porch and a "Kloter Farm" shed

  Laurie Mazzeo William Pitt Sotheby's Int'l

  688 Durham Rd, Madison, CT 06443
• 

  Est $1,680,665 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 4,994 Sq Ft

  51 Buck Hill Rd, Madison, CT 06443

  51 Buck Hill Rd, Madison, CT 06443
• 

  

  /38

  $3,500,000

  • 5 Beds
  • 6 Baths
  • 4,450 Sq Ft

  77 E Wharf Rd, Madison, CT 06443

  Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a

  Meig Walz Newcomb Coldwell Banker Realty

  77 E Wharf Rd, Madison, CT 06443
• 

  $1,300,000 Sold Jul 18, 2025

  • 3,500 Sq Ft
  • $371/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1840

  1308 Durham Rd, Madison, CT 06443

  I am excited to present my latest listing, a property that is a true testament to the seamless integration of historical allure and contemporary elegance. Originally constructed in 1825, this exquisite residence has undergone a complete remodel, now boasting high-end fixtures and a state-of-the-art kitchen that will delight even the most discerning culinary aficionado. At the heart of this home's

  Tammy Tinnerello William Pitt Sotheby's Int'l

  1308 Durham Rd, Madison, CT 06443
• 

  Est $983,161 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,448 Sq Ft

  44 Buck Hill Rd, Madison, CT 06443

  44 Buck Hill Rd, Madison, CT 06443

Showing Results 161 - 200, Page 5 of 18