Madison, CT Homes

• 

  $1,540,000 Sold Jul 02, 2025

  • 5,412 Sq Ft
  • $285/SF
  • 19 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1998

  28 Indian Trail, Madison, CT 06443

  Nestled in the coveted Neck River Farms neighborhood, this custom colonial offers refined living, privacy, and thoughtful design. From the moment you step into the grand two-story foyer, the home impresses with rich architectural detail-highlighted by a floor-to-ceiling mahogany office, elegant formal dining room, and a chef-inspired kitchen with a large center island that opens gracefully into

  Heidi Hoss Coldwell Banker Realty

  28 Indian Trail, Madison, CT 06443
• 

  Est $565,653 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,692 Sq Ft

  Unlisted Address

  Unlisted Address
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  $1,450,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  1341 Boston Post Rd Unit 2-3, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1341 Boston Post Rd Unit 2-3, Madison, CT 06443
• 

  $1,230,000 Sold Jul 02, 2025

  • 4,203 Sq Ft
  • $293/SF
  • 17 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1991

  66 Beekman Place, Madison, CT 06443

  This stunning home offers over 4000 sq ft of living space with a perfect blend of comfort, functionality, and casual elegance. As you enter through the beautiful marble foyer, you are greeted by a spacious living room adorned with breathtaking cathedral ceilings that soar above, imparting a sense of grandeur. Adjacent to the entrance, the expansive dining room with a sliding glass door provides a

  Lisa Daniele William Raveis Real Estate

  66 Beekman Place, Madison, CT 06443
• 

  Est $541,713 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft

  31 Hickory Ln, Madison, CT 06443

  31 Hickory Ln, Madison, CT 06443
• 

  

  /7

  $1,450,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,230 Sq Ft

  1341 Boston Post Rd Unit 2-2, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1341 Boston Post Rd Unit 2-2, Madison, CT 06443
• 

  $553,000 Sold Jul 01, 2025

  • 2,426 Sq Ft
  • $228/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1985

  24 Pond View Ln, Madison, CT 06443

  Don't miss this incredible opportunity! Boasting a thoughtfully designed layout, perfect for everyday living and entertaining. The bright and airy living area features a dual-sided fireplace, creating a cozy ambiance whether you're hosting guests or enjoying family time. The well-appointed kitchen offers ample space for meal prep, while the enclosed back porch provides the perfect spot to unwind

  Jonathan Gineo Silver and Oak Realty

  24 Pond View Ln, Madison, CT 06443
• 

  Est $665,480 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,271 Sq Ft

  56 Walnut Hill Rd, Madison, CT 06443

  56 Walnut Hill Rd, Madison, CT 06443
• 

  

  /7

  $1,450,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  1341 Boston Post Rd Unit 2-1, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1341 Boston Post Rd Unit 2-1, Madison, CT 06443
• 

  $960,000 Sold Jun 30, 2025

  • 2,047 Sq Ft
  • $469/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1967

  218 Neck Rd, Madison, CT 06443

  PROXIMITY to one of the longest beaches in Madison and that is just the beginning of the many coveted aspects of this modernized 4 bedroom, 2 bathroom ranch located in the shoreline community on Neck Rd at Hartford Ave. Single level living with beautiful, lush greenery surrounds you with privacy. Enjoy your own personal forest from the newly added deck or from the 4-season sunroom. A large galley

  Michelle Drobot Coldwell Banker Realty

  218 Neck Rd, Madison, CT 06443
• 

  Est $608,224 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,324 Sq Ft

  57 Squires Rd, Madison, CT 06443

  57 Squires Rd, Madison, CT 06443
• 

  

  /7

  $1,450,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  1339 Boston Post Rd Unit 2-3, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1339 Boston Post Rd Unit 2-3, Madison, CT 06443
• 

  $479,000 Sold Jun 27, 2025

  • 1,632 Sq Ft
  • $294/SF
  • 24 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1964

  32 Nutmeg Ln, Madison, CT 06443

  First Time on The Market!!!Charming colonial on quiet cul-de-sac street. This well-maintained home offers comfort, convenience, and timeless appeal. Featuring hardwood floors throughout, the front-to-back living room includes a cozy fireplace and built-in bookcases. The nicely sized dining room is perfect for entertaining, while the remodeled eat-in kitchen offers plenty of storage space and

  Cathy Lynch Coldwell Banker Realty

  32 Nutmeg Ln, Madison, CT 06443
• 

  Est $730,553 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,636 Sq Ft

  37 Squires Rd, Madison, CT 06443

  37 Squires Rd, Madison, CT 06443
• 

  

  /7

  $1,450,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,230 Sq Ft

  1339 Boston Post Rd Unit 2-2, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1339 Boston Post Rd Unit 2-2, Madison, CT 06443
• 

  $878,000 Sold Jun 27, 2025

  • 2,204 Sq Ft
  • $398/SF
  • 25 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  38 Skytop Dr, Madison, CT 06443

  Fall in love with this beautifully transformed 3-bedroom, 2.1-bath expanded Cape just minutes from downtown Madison and the beach. Step into a dramatic great room featuring a soaring 20+ ft ceiling, a floor-to-ceiling fireplace, and a striking light fixture-perfect for cozy evenings or stylish entertaining. The open layout flows into a dream kitchen with custom shaker cabinets, quartz

  Luke Florian SSG Real Estate LLC

  38 Skytop Dr, Madison, CT 06443
• 

  Est $570,829 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,739 Sq Ft

  130 Old Toll Rd, Madison, CT 06443

  130 Old Toll Rd, Madison, CT 06443
• 

  

  /7

  $998,000 New Construction

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  1341 Boston Post Rd Unit 3-4, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1341 Boston Post Rd Unit 3-4, Madison, CT 06443
• 

  $749,000 Sold Jun 27, 2025

  • 2,352 Sq Ft
  • $318/SF
  • 1 Day On Market

  • 3 Beds
  • 3 Baths
  • Built 1969

  139 Five Fields Rd, Madison, CT 06443

  Welcome to 139 Five Fields! Nestled in a highly desirable neighborhood close to town, town campus and beautiful beaches. Step inside and you will know you are home. This charming 3-bedroom, 3-full bathroom, one level ranch offers the perfect blend of comfort and convenience. The open concept kitchen offers ample pantry space, breakfast bar and eat-in area featuring a cozy fireplace. The new

  Claire Kilmer Coldwell Banker Realty

  139 Five Fields Rd, Madison, CT 06443
• 

  Est $789,078 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,753 Sq Ft

  68 Old Toll Rd, Madison, CT 06443

  68 Old Toll Rd, Madison, CT 06443
• 

  

  /7

  $1,450,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft

  1339 Boston Post Rd Unit 2-1, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1339 Boston Post Rd Unit 2-1, Madison, CT 06443
• 

  $450,000 Sold Jun 27, 2025

  • 2,060 Sq Ft
  • $218/SF
  • 55 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1980

  2364 Durham Rd, Madison, CT 06443

  Welcome to this beautifully maintained raised ranch in Madison, CT! Built in 1980 and set on a level, picturesque 1.1-acre lot-offering the perfect blend of space, privacy, and convenience. Inside, you'll find 3-4 bedrooms, including a primary suite with its own full bath, and a total of 3 full bathrooms throughout the home. The main level features gorgeous hardwood floors, a bright and

  Kristopher Tramont Real Broker CT, LLC

  2364 Durham Rd, Madison, CT 06443
• 

  Est $741,950 Not Listed For Sale

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

  168 Concord Dr, Madison, CT 06443

  168 Concord Dr, Madison, CT 06443
• 

  

  /7

  $998,000 New Construction

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  1341 Boston Post Rd Unit 2-4, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1341 Boston Post Rd Unit 2-4, Madison, CT 06443
• 

  $1,325,000 Sold Jun 27, 2025

  • 2,310 Sq Ft
  • $574/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1970

  50 Oak Ave, Madison, CT 06443

  "The beach is calling, and I must go". Located on a quiet, private, street with views of the Long Island Sound. This beautiful home was designed by one Madison's own well respected architects Duo Dickinson. Architectual design was implemented by custom builder Calvin Page and later modified by Matthew Fogarty. The site plan was created by Waldo and Associates. A lot of expertise and experience

  Heather Clinton Berkshire Hathaway NE Prop.

  50 Oak Ave, Madison, CT 06443
• 

  Est $927,427 Not Listed For Sale

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

  177 Concord Dr, Madison, CT 06443

  177 Concord Dr, Madison, CT 06443
• 

  

  /7

  $998,000 New Construction

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  1339 Boston Post Rd Unit 3-4, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1339 Boston Post Rd Unit 3-4, Madison, CT 06443
• 

  $1,550,000 Sold Jun 27, 2025

  • 6,075 Sq Ft
  • $255/SF
  • 56 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2003

  23 Creamery Ln, Madison, CT 06443

  This beautiful colonial far surpasses the imagination in quality, craftsmanship & attention to detail. Situated on 1.43 level, professionally landscaped acres, on a cul de sac, in the heart of Madison, CT is located close to town, beaches & schools. This custom built home has been carefully & meticulously updated & has 5/6 bedrooms, 4.1 baths & over 6000 square feet of living space. The interior

  Laurie Mazzeo William Pitt Sotheby's Int'l

  23 Creamery Ln, Madison, CT 06443
• 

  Est $643,552 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,129 Sq Ft

  53 Heatherwood Dr, Madison, CT 06443

  53 Heatherwood Dr, Madison, CT 06443
• 

  

  /7

  $998,000 New Construction

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  1339 Boston Post Rd Unit 2-4, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1339 Boston Post Rd Unit 2-4, Madison, CT 06443
• 

  $328,000 Sold Jun 27, 2025

  • 1,332 Sq Ft
  • $246/SF
  • 93 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1986

  13 Brantwood Dr, Madison, CT 06443

  Maintenance Free Living! In the desired shoreline community of Madison, Ct take a look at this 2 bedroom, 1 full & 2 half baths townhouse condo in Brantwood. This unit is perfectly positioned just a short stroll from Madison's vibrant town green, eclectic shops, and delightful restaurants. This unit offers the ideal blend of convenience and coastal charm. Just minutes to the town beach or a short

  Joanne Combs Dan Combs Real Estate

  13 Brantwood Dr, Madison, CT 06443
• 

  Est $614,385 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,261 Sq Ft

  307 Summer Hill Rd, Madison, CT 06443

  307 Summer Hill Rd, Madison, CT 06443
• 

  

  /40

  $490,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,864 Sq Ft

  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
• 

  $262,000 Sold Jun 26, 2025

  • 800 Sq Ft
  • $328/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1938

  89 South St, Madison, CT 06443

  First time available in 20 years! This lovingly-maintained, pristine cottage is not only the most spacious in the community, it's also on the largest lot and provides the utmost privacy! Part of Duds Village, this rare find is walking distance to Hammonasset Beach State Park and glorious Long Island Sound, Salt Meadow Park, offering recreational activities and a new dog park, and nearby all

  Melanie Abbott William Pitt Sotheby's Int'l

  89 South St, Madison, CT 06443
• 

  Est $616,562 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  1079 Durham Rd, Madison, CT 06443

  1079 Durham Rd, Madison, CT 06443
• 

  

  /33

  $949,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,891 Sq Ft

  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
• 

  $1,750,000 Sold Jun 25, 2025

  • 2,881 Sq Ft
  • $607/SF
  • 4 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2005

  3 Evarts Ln Unit 3, Madison, CT 06443

  An Exceptional Opportunity in Downtown Madison Presenting a rare corner unit in The Mews of Madison, a distinguished luxury complex. This private residence boasts unobstructed front views and a unique architectural facade, setting it apart within the community. Meticulously upgraded by its designer owner, this home offers a customized layout across three levels of finished living space. With 29

  Cathy Lynch Coldwell Banker Realty

  3 Evarts Ln Unit 3, Madison, CT 06443
• 

  Est $595,538 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  1065 Durham Rd, Madison, CT 06443

  1065 Durham Rd, Madison, CT 06443
• 

  

  /40

  $690,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,330 Sq Ft

  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
• 

  $1,125,000 Sold Jun 25, 2025

  • 3,435 Sq Ft
  • $328/SF
  • 106 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2020

  675 Durham Rd, Madison, CT 06443

  Stunning 4-Bedroom 3 1/2bathroom cape perfectly situated in Madison for convenience and privacy. This home offers both comfort and elegance in every corner with its open floor plan and top of the line kitchen and baths. Enjoy the ease of a private primary suite on the main floor, complete with a massive walk-in shower and plenty of storage space. This open floor plan offers endless possibilities

  Meig Walz Newcomb Coldwell Banker Realty

  675 Durham Rd, Madison, CT 06443

Showing Results 241 - 280, Page 7 of 18