Madison, CT Homes

• 

  Est $1,341,762

  Not Listed For Sale

  546 Summer Hill Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 6,267 Sq Ft
  • Built 2012

  546 Summer Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
• 

  

  

  /39

  $2,190,000

  • 5 Beds
  • 3 Baths
  • 3,172 Sq Ft

  15 Highland Terrace, Madison, CT 06443

  COME EXPERIENCE THIS ONE-OF-A-KIND, FULLY RENOVATED MADISON HOME ON A RARE DOUBLE LOT WITH PRIVATE BEACH RIGHTS! Just 300 feet from the sandy shoreline, this exceptional home has been completely reimagined from a traditional raised ranch into a stunning elevated ranch with a bright, open-concept floor plan designed for modern living and effortless entertaining. Every detail has been thoughtfully

  John Cronin Century 21 AllPoints Realty

  15 Highland Terrace, Madison, CT 06443
• 

  $925,000

  Sold Jul 22, 2026

  73 Garnet Park Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,166 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $427/SF
  • 16 Days On Market

  Current Estimated Value $972,168

  Last Listing Agent Carla Stitz William Raveis Real Estate

  73 Garnet Park Rd, Madison, CT 06443
• 

  Est $887,446

  Not Listed For Sale

  29 Bridle Path Ln, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 3,177 Sq Ft
  • Built 1985

  29 Bridle Path Ln, Madison, CT 06443

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Phoebe Schreiner William Pitt Sotheby's Int'l
• 

  

  

  /40

  $1,799,900

  $100K PRICE DROP Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,957 Sq Ft

  99 Garnet Park Rd, Madison, CT 06443

  Stunning waterfront home with water views on both sides, offering a rare coastal setting in an upscale neighborhood surrounded by multimillion-dollar properties. Enjoy breathtaking views from the rear of the home and expansive backyard, along with shared waterfront access across the street where a kayak or small boat may be launched at high tide. Designed with flexibility in mind, this home

  Heather Smith Our Home Realty Advisors

  99 Garnet Park Rd, Madison, CT 06443
• 

  $950,000

  Sold Jun 26, 2026

  118 Genesee Ln, Madison, CT 06443

  • 5 Beds
  • 3 Baths
  • 3,895 Sq Ft
  • Built 1999

  Last Sold Summary

  • 12% Above List Price
  • $244/SF
  • 16 Days On Market

  Current Estimated Value $852,693

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  118 Genesee Ln, Madison, CT 06443
• 

  Est $968,006

  Not Listed For Sale

  20 Northwood Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,575 Sq Ft
  • Built 1993

  20 Northwood Rd, Madison, CT 06443

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Kirsten Adams William Pitt Sotheby's Int'l
• 

  

  /34

  $610,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,644 Sq Ft

  4 Aylesbury Cir, Madison, CT 06443

  Spectacular and elegant 2 bedroom free standing ranch with living room, kitchen, family room/office, dining room, 2 bedrooms, 2 baths and a garage. The kitchen is a show stopper with designer touches, high end appliances, white cabinets some with glass, granite counters, desk, a charming window seat and built ins. The dining room has a gas fireplace, built ins and is quite large for gatherings.

  Judy Libby Berkshire Hathaway NE Prop.

  4 Aylesbury Cir, Madison, CT 06443
• 

  $551,000

  Sold Jan 20, 2026

  9 Old Farms Rd, Madison, CT 06443

  • 4 Beds
  • 1.5 Baths
  • 1,828 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $301/SF
  • 82 Days On Market

  Current Estimated Value $559,868

  Last Listing Agent Luke Florian SSG Real Estate LLC

  9 Old Farms Rd, Madison, CT 06443
• 

  Est $923,428

  Not Listed For Sale

  22 Northwood Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,765 Sq Ft
  • Built 1994

  22 Northwood Rd, Madison, CT 06443

  Last Sold Summary

  • 124 Days On Market

  Last Listing Agent Rhonda Mesenbourg Alpern and Mesenbourg LLC
• 

  

  /29

  $1,299,000

  • 3 Beds
  • 3 Baths
  • 1,188 Sq Ft

  32 Liberty St, Madison, CT 06443

  Rare coastal compound opportunity in Madison's highly desirable Seaview Beach area. Situated on approximately one-half acre just moments from the shoreline, this unique property features a main residence and a newer detached accessory dwelling unit, offering flexibility rarely found in one of Connecticut's premier shoreline communities. The main home is clean, functional, and ready for a new

  Karina Ukhnitska Real Broker CT, LLC

  32 Liberty St, Madison, CT 06443
• 

  $835,000

  Sold Sep 15, 2025

  35 Bishop Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,568 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Above List Price
  • $325/SF
  • 19 Days On Market

  Current Estimated Value $881,813

  Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

  35 Bishop Ln, Madison, CT 06443
• 

  Est $471,484

  Not Listed For Sale

  289 Old Toll Rd, Madison, CT 06443

  • 10 Beds
  • 3 Baths
  • 3,039 Sq Ft
  • Built 1938

  289 Old Toll Rd, Madison, CT 06443

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Lauren Freedman Coldwell Banker Realty
• 

  

  /35

  $564,900

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  6 Essex Ln, Madison, CT 06443

  Welcome home to 6 Essex Lane! Elegant and inviting, this meticulously maintained ranch style condo is set in a quiet corner of Kensington Acres North. With a beautiful back patio, you can relax in a peaceful oasis, surrounded by nature. Inside, the expansive living room flows into the dining room, all with lots of light. The gracious kitchen offers quality cabinetry and a granite countertop

  Lisa Edgerton William Raveis Real Estate

  6 Essex Ln, Madison, CT 06443
• 

  $437,000

  Sold Feb 26, 2026

  1543 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 3,711 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Above List Price
  • $118/SF
  • 31 Days On Market

  Current Estimated Value $444,077

  Last Listing Agent Rob McConville RE/MAX Heritage

  1543 Durham Rd, Madison, CT 06443
• 

  Est $633,704

  Not Listed For Sale

  316 Race Hill Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,481 Sq Ft
  • Built 1964

  316 Race Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Sheila Tinn-Murphy Berkshire Hathaway NE Prop.
• 

  

  /6

  $1,250,000

  New Construction Pending

  • 2 Beds
  • 3.5 Baths
  • 2,000 Sq Ft

  0 Bushnell Ln, Madison, CT 06443

  Location, location, location! Build your home in the shoreline town of Madison! This proposed 2000sf modern farmhouse style home has a first floor primary bedroom, 3 full baths with additional space for an office, a rec room and an open floor plan. Vaulted ceilings, lots of natural light and energy efficiency make this build stand out. The proposed design can be modified to meet your needs.

  Justin Bradley Coldwell Banker Realty

  0 Bushnell Ln, Madison, CT 06443
• 

  $1,200,000

  Sold Mar 13, 2026

  5 Evarts Ln, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 2,418 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Above List Price
  • $496/SF
  • 33 Days On Market

  Current Estimated Value $1,184,183

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  5 Evarts Ln, Madison, CT 06443
• 

  Est $764,499

  Not Listed For Sale

  79 Dream Lake Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,294 Sq Ft
  • Built 1986

  79 Dream Lake Dr, Madison, CT 06443

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Ryan Casey William Raveis Real Estate
• 

  

  /19

  $470,000

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  12 W Sussex Place Unit 12, Madison, CT 06443

  Welcome to effortless, low-maintenance living in this beautifully maintained 2-bedroom, 1.5-bath condominium, built in 2006. Offering 1,296 square feet of thoughtfully designed living space, plus approximately 608 square feet of finished lower-level space, this home provides exceptional flexibility for today's lifestyle. The bright, open floor plan features hardwood floors, a spacious kitchen

  Mark McElrath William Pitt Sotheby's Int'l

  12 W Sussex Place Unit 12, Madison, CT 06443
• 

  $690,000

  Sold Aug 13, 2025

  41 Sportsman Hill Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 3,120 Sq Ft
  • Built 1966

  Last Sold Summary

  • 10% Above List Price
  • $221/SF
  • 33 Days On Market

  Current Estimated Value $716,490

  Last Listing Agent Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  41 Sportsman Hill Rd, Madison, CT 06443
• 

  Est $1,031,572

  Not Listed For Sale

  17 Buck Hill Rd, Madison, CT 06443

  • 5 Beds
  • 4 Baths
  • 5,069 Sq Ft
  • Built 1994

  17 Buck Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Linda Toscano Coldwell Banker Realty
• 

  

  /40

  $579,000

  • 2 Beds
  • 2.5 Baths
  • 1,976 Sq Ft

  250 Legend Hill Rd, Madison, CT 06443

  Welcome to 250 Legend Hill Road, a beautifully maintained townhouse condominium in Madison's sought-after Legend Hill community with a tennis/pickleball courts, a Gunite pool, and a clubhouse housed in the original cobblestone mansion. This particular home is positioned to capture both morning and afternoon light, and distant views of Long Island Sound. Inside, the first floor features a gracious

  Kelly Whiteman William Raveis Real Estate

  250 Legend Hill Rd, Madison, CT 06443
• 

  $561,500

  Sold Mar 09, 2026

  21 Apple Way, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,414 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Above List Price
  • $397/SF
  • 2 Days On Market

  Current Estimated Value $565,059

  Last Listing Agent Rachel Welch William Raveis Real Estate

  21 Apple Way, Madison, CT 06443
• 

  Est $626,619

  Not Listed For Sale

  1225 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,747 Sq Ft
  • Built 1952

  1225 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Carol Farmer William Raveis Real Estate
• 

  

  /40

  $2,100,000

  $395K PRICE DROP Under Contract

  • 3 Beds
  • 3.5 Baths
  • 3,306 Sq Ft

  61 Hartford Ave, Madison, CT 06443

  Own an architectural masterpiece with waterviews! Rarely is a Robert Page (AIA) designed coastal home available and this is one of his most compelling. A collaboration with master builders Baldwin and Baldwin and executed with precision, this 3300 sf home with three exterior decks, (including a "Skydeck"), unfolds over four levels. Finished in 2010, this 3(+) bedroom, 3.1 bath gem offers 3300

  Margaret Muir William Pitt Sotheby's Int'l

  61 Hartford Ave, Madison, CT 06443
• 

  $1,250,000

  Sold Apr 21, 2026

  908 Boston Post Rd Unit 908, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,368 Sq Ft
  • Built 2021

  Last Sold Summary

  • 7% Below List Price
  • $528/SF
  • 110 Days On Market

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  908 Boston Post Rd Unit 908, Madison, CT 06443
• 

  Est $580,041

  Not Listed For Sale

  138 Squires Rd, Madison, CT 06443

  • 4 Beds
  • 1.5 Baths
  • 1,868 Sq Ft
  • Built 1972

  138 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Samantha Celentano Coldwell Banker Realty
• 

  

  /38

  $2,875,000

  Pending

  • 5 Beds
  • 5.5 Baths
  • 7,139 Sq Ft

  37 Lantern Hill Rd, Madison, CT 06443

  An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or

  Margaret Muir William Pitt Sotheby's Int'l

  37 Lantern Hill Rd, Madison, CT 06443
• 

  $693,000

  Sold Jan 30, 2026

  29 Circle Beach Rd, Madison, CT 06443

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Built 1935

  Last Sold Summary

  • 1% Below List Price
  • $962/SF
  • 5 Days On Market

  Current Estimated Value $711,263

  Last Listing Agent Gary Piccirillo RE/MAX Right Choice

  29 Circle Beach Rd, Madison, CT 06443
• 

  Est $835,063

  Not Listed For Sale

  191 Concord Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,075 Sq Ft
  • Built 1978

  191 Concord Dr, Madison, CT 06443

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Kirsten Adams William Pitt Sotheby's Int'l
• 

  

  /39

  $739,900

  • 4 Beds
  • 3.5 Baths
  • 3,368 Sq Ft

  393 Copse Rd, Madison, CT 06443

  Move-in ready and located in a desirable Madison neighborhood near schools and Bauer Park, this expanded Cape offers space, flexibility, and modern updates throughout. Recent improvements include updated kitchens, all 3.5 renovated bathrooms, and new flooring, creating a fresh and welcoming feel. The main level features an eat-in kitchen, formal dining room, and a family room with vaulted

  Tania Melo Coldwell Banker Realty

  393 Copse Rd, Madison, CT 06443
• 

  $775,000

  Sold Jan 16, 2026

  48 Shepherds Trail, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 4,879 Sq Ft
  • Built 1991

  Last Sold Summary

  • 9% Below List Price
  • $159/SF
  • 170 Days On Market

  Current Estimated Value $836,294

  Last Listing Agent Erin Connelly Coldwell Banker Realty

  48 Shepherds Trail, Madison, CT 06443
• 

  Est $907,184

  Not Listed For Sale

  21 Heatherwood Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,712 Sq Ft
  • Built 1976

  21 Heatherwood Dr, Madison, CT 06443

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Dana Weinstein Coldwell Banker Realty
• 

  

  /39

  $699,900

  Under Contract

  • 4 Beds
  • 2 Baths
  • 2,348 Sq Ft

  170 Mungertown Rd, Madison, CT 06443

  **7/26/26 Open House Cancelled** Updated, 4-bedroom, 2-bathroom New England gem boasting 2,348 square feet of thoughtfully designed living space. Pride of ownership shines through with improvements already completed for you, including a new roof (2026), freshly painted exterior (2026), a replaced septic system (2021), and a new well (2020). Interior features include a gorgeous remodeled kitchen

  Nikki Travaglino William Pitt Sotheby's Int'l

  170 Mungertown Rd, Madison, CT 06443
• 

  $325,000

  Sold Aug 29, 2025

  16 Brantwood Dr, Madison, CT 06443

  • 2 Beds
  • 3 Baths
  • 1,332 Sq Ft
  • Built 1986

  Last Sold Summary

  • 13% Below List Price
  • $244/SF
  • 210 Days On Market

  Current Estimated Value $348,628

  Last Listing Agent Bette Zollshan William Pitt Sotheby's Int'l

  16 Brantwood Dr, Madison, CT 06443
• 

  Est $1,745,819

  Not Listed For Sale

  51 Buck Hill Rd, Madison, CT 06443

  • 5 Beds
  • 7 Baths
  • 4,994 Sq Ft
  • Built 2006

  51 Buck Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 263 Days On Market

  Last Listing Agent Margaret Muir William Pitt Sotheby's Int'l
• 

  

  /19

  $142,900

  $7K PRICE DROP

  • 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
• 

  $799,000

  Sold Nov 25, 2025

  52 Copse Rd, Madison, CT 06443

  • 3 Beds
  • 1 Bath
  • 1,382 Sq Ft
  • Built 1850

  Last Sold Summary

  • $578/SF
  • 11 Days On Market

  Current Estimated Value $804,329

  Last Listing Agent Laureen Kennedy Coldwell Banker Realty

  52 Copse Rd, Madison, CT 06443
• 

  Est $1,038,757

  Not Listed For Sale

  44 Buck Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 4,448 Sq Ft
  • Built 1994

  44 Buck Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 76 Days On Market

  Last Listing Agent Linda Toscano Coldwell Banker Realty

Showing Results 161 - 200, Page 5 of 18