Madison, CT Homes

• 

  

  

  /23

  $509,900

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  7 Madrina Ln, Madison, CT 06443

  Location, Location, Location!! Introducing a charming and well-maintained raised ranch home, nestled in the heart of shoreline Madison. Here at 7 Madrina Lane, step into an inviting living room with fireplace, and newer kitchen equipped with stainless steel appliances. Boasting 3 bedrooms, and pristine hardwood flooring - this delightful residence offers a cozy, spacious environment for everyday

  Kayla Chasse Compass Connecticut, LLC

  7 Madrina Ln, Madison, CT 06443
• 

  $470,000 Sold Oct 01, 2025

  • 1,569 Sq Ft
  • $300/SF
  • 126 Days On Market

  • 1 Bed
  • 2.5 Baths
  • Built 1985

  22 Centre Village Dr, Madison, CT 06443

  Welcome to 22 Centre Village Drive, Madison! From the moment you step inside, you'll be captivated by the light-filled, open-concept layout featuring soaring ceilings, oversized windows, and nine skylights with remote-controlled blinds. The spacious living room, centered around a cozy gas fireplace, seamlessly connects to a formal dining area and a dramatic two-story, three-season sunroom-perfect

  Emily Lovejoy William Raveis Real Estate

  22 Centre Village Dr, Madison, CT 06443
• 

  Est $680,709 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  7 Twilight Dr, Madison, CT 06443

  7 Twilight Dr, Madison, CT 06443
• 

  

  

  /23

  $769,900

  • 4 Beds
  • 2.5 Baths
  • 2,805 Sq Ft

  18 Kelsey Springs Dr, Madison, CT 06443

  Charming colonial home nestled on 0.96 acres in a desirable neighborhood just minutes from the town beach, shopping, and highway. This beautiful 2800 square foot home boasts an open floor plan perfect for entertaining, with vaulted ceilings and a cozy fireplace. The spacious layout includes four bedrooms, two full baths, and one half bath, partial finished walk out basement and 2 car garage.

  Joanne Fowler Bishop, Edward & Roberts, LLC

  18 Kelsey Springs Dr, Madison, CT 06443
• 

  $941,000 Sold Oct 01, 2025

  • 2,393 Sq Ft
  • $393/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1995

  43 Burcam Dr, Madison, CT 06443

  Do not miss this beautiful expanded Cape with its great entertainment areas and breathtaking gardens. Less than a mile to the farmers market and live music on the green; enjoy easy access to Madison's beaches and quaint town. This home offers both privacy and convenience to all. With 3 bedrooms and 3 full bathrooms, a fully finished basement, extensive storage, a stunning four season room and a

  Kimberly Stasiak Century 21 AllPoints Realty

  43 Burcam Dr, Madison, CT 06443
• 

  Est $586,149 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,740 Sq Ft

  1474 Durham Rd, Madison, CT 06443

  1474 Durham Rd, Madison, CT 06443
• 

  

  /39

  $2,295,000

  • 4 Beds
  • 3.5 Baths
  • 4,010 Sq Ft

  64 Webster Point Rd, Madison, CT 06443

  GRACIOUS, SPACIOUS AND GRAND Sited one house from Long Island Sound on a quiet cul de sac, 64 Webster Point is a private, classic Colonial with spacious, high ceilinged (10' on the first floor), light filled rooms and beautiful hardwood floors throughout the house. A double height foyer flows into the large living room highlighted by a handsome, wood burning fireplace. Adjacent is the formal

  Margaret Muir William Pitt Sotheby's Int'l

  64 Webster Point Rd, Madison, CT 06443
• 

  $1,525,000 Sold Oct 01, 2025

  • 6,278 Sq Ft
  • $243/SF
  • 54 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2007

  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
• 

  Est $529,240 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,966 Sq Ft

  2 Cornfield Ln, Madison, CT 06443

  2 Cornfield Ln, Madison, CT 06443
• 

  

  /22

  $550,000

  • 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
• 

  $590,000 Sold Oct 01, 2025

  • 1,663 Sq Ft
  • $355/SF
  • 47 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1947

  691 Green Hill Rd, Madison, CT 06443

  Plenty of sun shines into this 3-bedroom, 1.5-bath Tudor-style home. That's most obvious when you enter the tiled foyer and step right into the family room, brightened by a panoramic picture window and warmed by a wood fireplace. Windows light up the adjoined living room and dining room, too, accenting high ceilings, hardwood floors and wall paneling. The remodeled kitchen includes new

  Sue Woods William Pitt Sotheby's Int'l

  691 Green Hill Rd, Madison, CT 06443
• 

  Est $558,131 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,908 Sq Ft

  34 Great Meadow Rd, Madison, CT 06443

  34 Great Meadow 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 AND PEACEFUL WITH DEEDED BEACH ACCESS! Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private 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 that are throughout the

  Margaret Muir William Pitt Sotheby's Int'l

  10 Middle Beach Rd W, Madison, CT 06443
• 

  $801,000 Sold Oct 01, 2025

  • 3,916 Sq Ft
  • $205/SF
  • 32 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1997

  73 Devonshire Ln, Madison, CT 06443

  Wow-this home truly has it all, with no detail overlooked. Set on nearly 2 acres of private, manicured grounds, this light-filled 4-bedroom colonial offers a perfect blend of comfort and style. The main floor features gleaming hardwood floors and an ideal layout. A large living room with a gas fireplace that flows seamlessly into an incredible family room with vaulted ceilings and its own heating

  Susan Santoro William Pitt Sotheby's Int'l

  73 Devonshire Ln, Madison, CT 06443
• 

  Est $519,711 Not Listed For Sale

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

  1477 Durham Rd, Madison, CT 06443

  1477 Durham 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
• 

  $703,500 Sold Sep 30, 2025

  • 2,330 Sq Ft
  • $302/SF
  • 50 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1979

  86 Winterhill Rd, Madison, CT 06443

  Welcome to this charming and spacious 4-bedroom, 2.1-bath Colonial nestled on a beautifully groomed and landscaped lot, offering the perfect blend of classic New England style and thoughtful updates. From the moment you step inside, you'll feel right at home. The heart of the home is the oversized family room with plenty of room to relax, gather, or entertain. It flows seamlessly into the

  Kim Fetera Coldwell Banker Realty

  86 Winterhill Rd, Madison, CT 06443
• 

  Est $420,580 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,611 Sq Ft

  1467 Durham Rd, Madison, CT 06443

  1467 Durham Rd, Madison, CT 06443
• 

  

  /27

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  108 Boston Post Rd, Madison, CT 06443

  Welcome antique home lovers!! This beautifully preserved and tastefully updated antique home, ideally situated on a generous 0.92-acre lot in the heart of Madison. Offering three bedrooms and two full baths, this residence perfectly balances historic character with everyday comfort. The inviting kitchen features exposed beams that bring warmth and charm, while thoughtful updates ensure a seamless

  Cindy Breckheimer Forever Homes Real Estate LLC

  108 Boston Post Rd, Madison, CT 06443
• 

  $590,000 Sold Sep 29, 2025

  • 1,853 Sq Ft
  • $318/SF
  • 24 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1979

  7 Downing Way, Madison, CT 06443

  Riverside elegance with marshland serenity! Nestled within the tranquil enclave of the Windermere West Association, this exquisite townhouse condo presents a rare opportunity to embrace riverfront living at its finest. The second floor has 2 large bedrooms and 2 bathrooms, office space/upstairs family room, laundry and plentiful attic storage. There are sweeping vistas of the Hammonasset River

  Margaret Muir William Pitt Sotheby's Int'l

  7 Downing Way, Madison, CT 06443
• 

  Est $659,713 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  35 White Cedar Dr, Madison, CT 06443

  35 White Cedar Dr, Madison, CT 06443
• 

  

  /22

  $799,000

  • Land
  • 0.19 Acre
  • $4,205,263 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
• 

  $565,000 Sold Sep 29, 2025

  • 1,905 Sq Ft
  • $297/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1964

  531 Green Hill Rd, Madison, CT 06443

  Quite Pretty! This charming Madison Colonial features 3 bedrooms, 1.5 baths, a smart and versatile floor plan and is filled with natural light and timeless charm. This happy home has been entirely repainted and has beautifully refinished hardwood floors in the living room, dining room, and bedrooms. Formal crown molding and built in cabinetry adds an elegant touch throughout. The kitchen features

  Phoebe Finch William Pitt Sotheby's Int'l

  531 Green Hill Rd, Madison, CT 06443
• 

  Est $740,060 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  24 Genesee Ln, Madison, CT 06443

  24 Genesee Ln, Madison, CT 06443
• 

  

  /38

  $3,200,000

  • 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
• 

  $1,045,000 Sold Sep 26, 2025

  • 1,891 Sq Ft
  • $553/SF
  • 13 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1957

  39 Madison Ave, Madison, CT 06443

  Smell the salt in the air, rinse the sand off your feet, turn on the BBQ and just unwind at this charming Madison cape in the heart of the shoreline. Just a stroll from the Madison beaches and downtown, and located on one of the prettiest and most desirable streets in town, you'll find 39 Madison Avenue. This delightful 4 bed, 3 bath Cape sits elegantly on the property. The curb appeal will have

  Phoebe Finch William Pitt Sotheby's Int'l

  39 Madison Ave, Madison, CT 06443
• 

  Est $945,316 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,366 Sq Ft

  145 Genesee Ln, Madison, CT 06443

  145 Genesee Ln, Madison, CT 06443
• 

  

  /23

  $164,900

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  7 3rd St, Madison, CT 06443

  Madison, SEASHORE! - STEAL OF THE YEAR! REDUCED! SHOWING IN NOV/DEC! Coastal living adjacent to glorious Hammonassett Beach State Park! Turnkey, masterfully updated in 2023. Well-built circa 1958 cottage is the perfect vacation retreat! Looks are deceiving. Open floor plan living room w/vaulted ceiling is wonderfully spacious! Deck is large @412 sf! Young's Village is seasonal providing a 7-month

  Laurie McCann William Pitt Sotheby's Int'l

  7 3rd St, Madison, CT 06443
• 

  $415,000 Sold Sep 26, 2025

  • 1,434 Sq Ft
  • $289/SF
  • 16 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1979

  15D Yankee Glen Rd Unit 15D, Madison, CT 06443

  Welcome to 15D Yankee Glen, Madison! Come see this beautifully appointed condo! Location is ideal - so close to Downtown Madison, train, and highway. This unit has been lovingly maintained and is ready for its new owner! The open floor plan and vaulted ceilings fill this charming unit with a bright, airy, and inviting atmosphere. With a wood burning fireplace, public water, natural gas, newer

  Lisa Rollins Team Compass Connecticut, LLC

  15D Yankee Glen Rd Unit 15D, Madison, CT 06443
• 

  Est $1,309,137 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 6,267 Sq Ft

  546 Summer Hill Rd, Madison, CT 06443

  546 Summer Hill Rd, Madison, CT 06443
• 

  /2

  $159,900

  • Land
  • 1.43 Acres
  • $111,818 per Acre

  0 Skytop Dr, Madison, CT 06443

  Great opportunity to build in an established neighborhood in the beautiful shoreline community of Madison, CT! Large 1.43 acre rear lot is extremely private and ready for your dream home. Located just a short 1.5mi / 5 minute drive to downtown with easy access to I-95 and a short drive to Hammonasset Beach. Per town will need an updated perc test for final approval. Agent/owner

  Luke Florian SSG Real Estate LLC

  0 Skytop Dr, Madison, CT 06443
• 

  $700,000 Sold Sep 26, 2025

  • 1,116 Sq Ft
  • $627/SF
  • 102 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  57 Circle Beach Rd, Madison, CT 06443

  Nestled along the shores of Long Island Sound, this classic 3-bedroom, 1.5-bath, this 1116 sq.ft cottage offers a rare opportunity to own a true waterfront retreat with panoramic views-including Faulkner's Island-and a separate deep water dock on the Neck River just across the street. From the moment you step inside, you're welcomed by sweeping, unobstructed water views and endless potential.

  Cheryl Kebalo ENRG Global Realty, LLC

  57 Circle Beach Rd, Madison, CT 06443
• 

  Est $816,021 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,177 Sq Ft

  29 Bridle Path Ln, Madison, CT 06443

  29 Bridle Path Ln, Madison, CT 06443
• 

  /2

  $125,000

  • Land
  • 2.7 Acres
  • $46,296 per Acre

  0 Old Toll Rd Unit 24109109, Madison, CT 06443

  Build your dream home in Madison!! 2.7 raw acre lot available in the North Madison section of town. Minutes from Chatfield Hollow State Park and Hammonasset Beach. Extends far enough beyond the main road to enjoy wooded seclusion. Lot has been surveyed, boundary sketch is available.

  Karen Kesten William Raveis Real Estate

  0 Old Toll Rd Unit 24109109, Madison, CT 06443
• 

  $141,500 Sold Sep 20, 2025

  • 410 Sq Ft
  • $345/SF
  • 54 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1950

  20 Young's Village, Madison, CT 06443

  Madison CT - $154,900 - THE ABSOLUTE BEST SEASHORE HOME VALUE! Located in desirable Young's Village Madison CT. Seasonal beach house ideal for 1 - 4 persons. Rebuilt in 2003! Turnkey, available furnished! Rare offering is less than a mile walk to toes in the water at Hammonasset Beach St Park, and the sandy shores and glimmering salt waters of Long Island Sound. Walk, bike, car ride to

  Laurie McCann William Pitt Sotheby's Int'l

  20 Young's Village, Madison, CT 06443
• 

  Est $898,755 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,765 Sq Ft

  22 Northwood Rd, Madison, CT 06443

  22 Northwood Rd, Madison, CT 06443
• 

  /2

  $350,000

  • Land
  • 2.05 Acres
  • $170,732 per Acre

  92 Scotland Rd Unit Lot. 3, Madison, CT 06443

  Build your dream home in the upscale shoreline community of Madison CT! Featured in Yankee Magazine as "Best Beach Towns" in Connecticut and not many land opportunities like this. Centrally located this approved lot is a very large 2.05 acre lot that is level, wooded, and private in a well established upscale neighborhood ONLY 1.2 miles from downtown and approximately 2 miles from Hammonasset

  Stacy Bucci Coldwell Banker Realty

  92 Scotland Rd Unit Lot. 3, Madison, CT 06443
• 

  $601,000 Sold Sep 19, 2025

  • 1,456 Sq Ft
  • $413/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  113 Scotland Rd, Madison, CT 06443

  Turn-key! First floor living awaits in fabulous Madison! Thoughtfully renovated 3 Bedroom, 2 Full Bath Cape Cod w/ detached garage offers classic charm w/ convenience & accessibility. Gleaming hardwood floors, new crown molding & recessed lighting throughout main level. Living room w/ beautifully crafted knotty pine built-ins surround the wood-burning fireplace. Living room opens to sun-drenched

  Katie Westrin William Raveis Real Estate

  113 Scotland Rd, Madison, CT 06443
• 

  Est $1,069,737 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
• 

  

  /4

  $1,790,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  31 Stony Lane Lot 1 Rd, Madison, CT 06443

  Indulge in refined living at our Barberry Farm Open Space subdivision with Waterside Building and Development. Your bespoke home, spanning 3,000 to 4,000+ sq ft, promises not just spacious elegance but high-end finishes and meticulous craftsmanship. Situated within walking distance to Madison beaches and a golf course, this enclave blends luxury with convenience. Revel in the exquisite details of

  Lindsay Greenberg William Raveis Real Estate

  31 Stony Lane Lot 1 Rd, Madison, CT 06443

Showing Results 121 - 160, Page 4 of 18