Homes in ZIP Code 06443

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  /35

  $719,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,589 Sq Ft

  21 Little Hollow Rd, Madison, CT 06443

  Beautifully maintained classic cape offering charm and privacy and convenience. Set at the end of a cul-de-sac, the property features a private, garden-filled backyard and is just moments from town and beaches. Sun drenched rooms and many updates and improvements make this exceptional home completely move in ready. Recent upgrades include, new roof October 2025, updated energy efficient windows,

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 447-1308

  21 Little Hollow Rd, Madison, CT 06443
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  /34

  $3,500 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 1,755 Sq Ft
  • House for Rent

  9 Madison Ave, Madison, CT 06443

  Embrace the beauty of coastal living from September 9th 2026, through May 31st, 2027, in this impeccably furnished shingle style colonial home, just a stone's throw from the serene East Wharf Beach. This academic rental offers a harmonious blend of classic charm and modern updates, perfect for those seeking a temporary residence during the academic year. The updated kitchen serves as the heart of

  Sue Knapp William Pitt Sotheby's Int'l

  9 Madison Ave, Madison, CT 06443
• 

  $725,000 Sold Jul 29, 2025

  79 Dream Lake Dr, Madison, CT 06443

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

  Last Sold Summary

  • 7% Above List Price
  • $316/SF
  • 45 Days On Market

  Current Estimated Value $752,595

  Last Listing Agent Ryan Casey William Raveis Real Estate

  79 Dream Lake Dr, Madison, CT 06443
• 

  Est $202,509 Not Listed For Sale

  2117 Durham Rd, Madison, CT 06443

  2117 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 21% Above List Price
  • 101 Days On Market

  Last Sold Price $168,000

  Last Listing Agent Lisa Toczko Home Valley Realty, LLC
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  /25

  $499,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,879 Sq Ft

  45 Wilshire Rd Unit 45, Madison, CT 06443

  Wonderful Townhouse in Kensington South! Ideally located near Madison's town center, beaches, library, and fantastic restaurants, this two-bedroom townhouse offers easy, comfortable living. The spacious living room leads to an eat-in kitchen that opens to a cozy family room with a fireplace and sliders to a private patio-perfect for relaxing or entertaining. The first floor also features a half

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 284-8887

  45 Wilshire Rd Unit 45, Madison, CT 06443
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  /20

  $32,000 total monthly price

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft
  • House for Rent

  49 Circle Beach Rd, Madison, CT 06443

  Panoramic vistas of Long Island Sound and the East River create a breathtaking backdrop for this sophisticated Madison waterfront retreat. Designed for elevated coastal living, the sun-drenched open floor plan flows effortlessly from the main living spaces to expansive water views beyond. Offering 3 bedrooms and 3 full baths, the home comfortably accommodates 8+ guests with thoughtful design and

  Melanie Scull William Pitt Sotheby's Int'l

  49 Circle Beach Rd, Madison, CT 06443
• 

  $749,000 Sold Jun 27, 2025

  139 Five Fields Rd, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,352 Sq Ft
  • Built 1969

  Last Sold Summary

  • 9% Above List Price
  • $318/SF
  • 1 Day On Market

  Current Estimated Value $789,415

  Last Listing Agent Claire Kilmer Coldwell Banker Realty

  139 Five Fields Rd, Madison, CT 06443
• 

  Est $698,563 Not Listed For Sale

  67 Boston Post Rd Unit 7, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 2,252 Sq Ft
  • Built 2016

  67 Boston Post Rd Unit 7, Madison, CT 06443

  Last Sold Summary

  • 5% Above List Price
  • $296/SF
  • 30 Days On Market

  Last Sold Price $667,000

  Last Listing Agent Kathleen Moniello Coldwell Banker Realty
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  /40

  $529,900 Under Contract

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

  34 Wilshire Rd, Madison, CT 06443

  Great location! Easy living! This well-maintained condo offers true single-floor living in Madison. The unit features a spacious primary bedroom with an en-suite bathroom, a comfortable guest bedroom, and an additional full bathroom with laundry conveniently located in the hallway. The living room includes a wood-burning fireplace and built ins. Off the dinning room you'll find a bright sunroom

  Amber Heenan William Raveis Real Estate

  34 Wilshire Rd, Madison, CT 06443
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  /40

  $6,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,511 Sq Ft
  • House for Rent

  72 Cherry Ln, Madison, CT 06443

  Relax and enjoy this summer in a beautiful property situated just 200 yards from West Wharf Beach and 3/10th of a mile from Surf Club Beach. This newly renovated 2500 Sqft house is surrounded by golfing fairways of Madison Country Club and is located on a private lane. The property boasts a fully remodeled and newly decorated family room, dining room, large eat-in kitchen, four bright bedrooms, 2

  Bob Yostos Coldwell Banker Realty

  72 Cherry Ln, Madison, CT 06443
• 

  $620,000 Sold May 20, 2025

  16 Canborne Way Unit 16, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $435/SF
  • 42 Days On Market

  Current Estimated Value $611,860

  Last Listing Agent Laurie Mazzeo William Pitt Sotheby's Int'l

  16 Canborne Way Unit 16, Madison, CT 06443
• 

  Est $2,234,066 Not Listed For Sale

  11 Alexandra Ln, Madison, CT 06443

  • 4 Beds
  • 5.5 Baths
  • 4,077 Sq Ft
  • Built 2015

  11 Alexandra Ln, Madison, CT 06443

  Last Sold Summary

  • 3% Below List Price
  • $564/SF
  • 158 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Bob Yostos Coldwell Banker Realty
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  /37

  $1,110,000

  • 3 Beds
  • 3.5 Baths
  • 3,545 Sq Ft

  11 Longview Terrace, Madison, CT 06443

  An exceptional stand-alone condominium that captures the essence of luxurious coastal living. Tucked away on a peaceful cul-de-sac in the highly desirable Strathmore Farms community. Thoughtfully designed interior features a spacious first-floor primary suite with walk-in closets, custom built-ins, and a dressing room that exudes comfort and convenience. The kitchen is a true delight, offering

  Bonnie Foster William Pitt Sotheby's Int'l

  11 Longview Terrace, Madison, CT 06443
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  /28

  $50,000 total monthly price

  • 7 Beds
  • 7 Baths
  • 5,075 Sq Ft
  • House for Rent

  118 Middle Beach Rd, Madison, CT 06443

  Does this winter weather have you daydreaming about waking up to the sounds of waves and walking to your very own private beach? Make your dreams come true at 118 Middle Beach Road! With 7 bedrooms, 5 full baths, and 2 half baths, this iconic property comfortably accommodates up to 14 guests. The main level is an entertainer's paradise featuring an oversized kitchen, formal dining area, living

  Melanie Abbott William Pitt Sotheby's Int'l

  118 Middle Beach Rd, Madison, CT 06443
• 

  $2,505,000 Sold Oct 27, 2025

  86B E Wharf Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 3,160 Sq Ft
  • Built 2017

  Last Sold Summary

  • 5% Above List Price
  • $793/SF
  • 59 Days On Market

  Current Estimated Value $2,439,221

  Last Listing Agent Dean Mitchell William Pitt Sotheby's Int'l

  86B E Wharf Rd, Madison, CT 06443
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  Est $138,822 Not Listed For Sale

  12 Hathaway Ln, Madison, CT 06443

  12 Hathaway Ln, Madison, CT 06443

  Last Sold Summary

  • 32% Above List Price
  • 62 Days On Market

  Last Sold Price $105,000

  Last Listing Agent Susan Wagner Berkshire Hathaway Home Services
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  /11

  $1,450,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,357 Sq Ft

  26 Opening Hill Rd, Madison, CT 06443

  2024 is the year to have the home of your dreams! Come see this gorgeous enclave of four to-be-built houses in an ideal location less than 10 minutes from the center of Madison, with restaurants, beaches, shops, and the historic Green all within 5 miles. Surrounded by natural wooded beauty and bordered by Madison Conservation Land, these lots are stunning! Includes all the details you would

  Karen Rosenthal William Raveis Real Estate

  26 Opening Hill Rd, Madison, CT 06443
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  /31

  $11,000 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,418 Sq Ft
  • House for Rent

  122 Taylor Ave, Madison, CT 06443

  AVAILABLE FOR MONTH OF JULY. Relax and unwind for a summer at the beach. This well maintained, freshly painted 3 bedroom home with vintage beach house charm, has easy access to a private Association beach just steps away. Three carpeted bedrooms are: one king (master), one full and one with 2 twin beds. This home has an "L" shaped Living Room and Dining Room. The kitchen is well equipped for all

  Kirsten Adams William Pitt Sotheby's Int'l

  122 Taylor Ave, Madison, CT 06443
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  $625,000 Sold Jul 03, 2025

  7 Meadow Ln, Madison, CT 06443

  • 2 Beds
  • 1 Bath
  • 1,369 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $457/SF
  • 77 Days On Market

  Current Estimated Value $646,783

  Last Listing Agent Amy Kirst William Pitt Sotheby's Int'l

  7 Meadow Ln, Madison, CT 06443
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  Est $3,120,260 Not Listed For Sale

  61 Lantern Hill, Madison, CT 06443

  • 5 Beds
  • 9 Baths
  • 6,598 Sq Ft
  • Built 2009

  61 Lantern Hill, Madison, CT 06443

  Last Sold Summary

  • 10% Above List Price
  • $428/SF
  • 62 Days On Market

  Last Sold Price $2,825,000

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
• 

  

  /40

  $1,450,000 Coming Soon

  • 4 Beds
  • 5 Baths
  • 3,779 Sq Ft

  395 Boston Post Rd, Madison, CT 06443

  Introducing the historic Ebenezer Dudley Home, circa 1828, a beautifully preserved residence set along the iconic stretch of Boston Post Road in the charming shoreline town of Madison, Connecticut. Situated on nearly an acre of picturesque grounds, this special property seamlessly blends early New England character with thoughtful modern updates, offering both historic charm and everyday comfort.

  Laurie Mazzeo William Pitt Sotheby's Int'l

  395 Boston Post Rd, Madison, CT 06443
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  /17

  $7,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • House for Rent

  2203 Durham Rd, Madison, CT 06443

  JUNE / JULY & AUGUST ~ Full Months are available for 2026 !! Enjoy the Summer in Madison and all it has to Offer !! Spend your Days on the Local Manicured Sandy Beach's on Long Island Sound. Then head Back Home for the Tranquility of this Country Cape on a Private and Secluded Hillside ~ Chill & Grill on the Outside Patio as the Sunsets over the Rear of the Home

  Tom Clancy William Pitt Sotheby's Int'l

  2203 Durham Rd, Madison, CT 06443
• 

  $1,046,000 Sold Apr 25, 2025

  35 Lovers Ln, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 4,800 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $218/SF
  • 41 Days On Market

  Current Estimated Value $1,168,550

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

  35 Lovers Ln, Madison, CT 06443
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  Est $1,136,244 Not Listed For Sale

  30 Governors Way, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,197 Sq Ft
  • Built 2009

  30 Governors Way, Madison, CT 06443

  Last Sold Summary

  • 14% Above List Price
  • $313/SF
  • 10 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent Sue Woods William Pitt
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  /11

  $1,500,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,357 Sq Ft

  38 Opening Hill Rd, Madison, CT 06443

  2024 is the year to have the home of your dreams! Come see this gorgeous enclave of four to-be-built houses in an ideal location less than 10 minutes from the center of Madison, with restaurants, beaches, shops, and the historic Green all within 5 miles. Surrounded by natural wooded beauty and bordered by Madison Conservation Land, these lots are stunning! Includes all the details you would

  Karen Rosenthal William Raveis Real Estate

  38 Opening Hill Rd, Madison, CT 06443
• 

  

  /22

  $2,250 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 900 Sq Ft
  • Apartment for Rent

  22 Durham Rd Unit A2, Madison, CT 06443

  FRESH PAINT AND NEW WOOD FLOORS THROUGHOUT! Ideally located One bedroom 1 1/2 bath apartment just steps from the Boston Post Road, RR STATION and the Center of Madison! A one minute drive gives you access to I 95 north or south and a four minute walk to the shoreline train station. The unit's floors have been upgraded with wood, the unit thoroughly cleaned and a new coat of paint has been applied

  Timothy Serpe Citi Atlas Real Estate Co LLC

  22 Durham Rd Unit A2, Madison, CT 06443
• 

  $628,000 Sold Oct 24, 2025

  338 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,792 Sq Ft
  • Built 1968

  Last Sold Summary

  • 7% Above List Price
  • $350/SF
  • 34 Days On Market

  Current Estimated Value $635,071

  Last Listing Agent Barbara Goetsch William Pitt Sotheby's Int'l

  338 Opening Hill Rd, Madison, CT 06443
• 

  Est $456,267 Not Listed For Sale

  31 Samantha Ln, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,055 Sq Ft
  • Built 1998

  31 Samantha Ln, Madison, CT 06443

  Last Sold Summary

  • 14% Above List Price
  • $195/SF
  • 2 Days On Market

  Last Sold Price $400,000

  Last Listing Agent John Campbell Compass Connecticut, LLC
• 

  

  /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
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  /39

  $15,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,574 Sq Ft
  • House for Rent

  147 Overshores W, Madison, CT 06443

  WATERVIEW SUMMER RENTAL AVAILABLE FOR JULY ONLY as August is now rented. This quintessential Seasonal Beach Cottage with WATER VIEWS is special The views out over Long Island Sound AND a wonderful wraparound South facing Open Porch to catch the summer breezes are both part of this charming Cottage, located directly across from the very desirable private Overshore (SANDY) Beach Association with

  Todd Gould William Pitt Sotheby's Int'l

  147 Overshores W, Madison, CT 06443
• 

  $644,000 Sold Apr 23, 2025

  23 Sportsman Hill Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,994 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Above List Price
  • $215/SF
  • 72 Days On Market

  Current Estimated Value $699,938

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty

  23 Sportsman Hill Rd, Madison, CT 06443
• 

  Est $416,464 Not Listed For Sale

  12 Samantha Ln, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,108 Sq Ft
  • Built 1996

  12 Samantha Ln, Madison, CT 06443

  Last Sold Summary

  • 24% Above List Price
  • $159/SF
  • 44 Days On Market

  Last Sold Price $335,700

  Last Listing Agent Heidi DeRusso Coldwell Banker Realty
• 

  

  /4

  $1,890,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  31 Stony Lane Lot 2 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 2 Rd, Madison, CT 06443
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  /33

  $6,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 3,372 Sq Ft
  • House for Rent

  5 Middle Beach Rd, Madison, CT 06443

  Academic rent available February through June. This gorgeous renovated Victorian offers views of Long Island sound and steps to a sandy beach. The open floor plan makes it an ease for entertaining, a large kitchen island is a heart of the house and great for casual dining. The fireplace is the center of the great room to gather around on chilly nights. Off the great room is a sun filled formal

  Alice Trautman William Raveis Real Estate

  5 Middle Beach Rd, Madison, CT 06443
• 

  $725,000 Sold Aug 25, 2025

  23 Paper Mill Dr, Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 2,323 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Above List Price
  • $312/SF
  • 61 Days On Market

  Current Estimated Value $745,584

  Last Listing Agent Dana Weinstein Coldwell Banker Realty

  23 Paper Mill Dr, Madison, CT 06443
• 

  Est $443,388 Not Listed For Sale

  4 Stephanie Ct, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1996

  4 Stephanie Ct, Madison, CT 06443

  Last Sold Summary

  • 32% Above List Price
  • $254/SF
  • 24 Days On Market

  Last Sold Price $335,700

  Last Listing Agent Shoreline Homes Team William Raveis Real Estate
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  /40

  $670,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,523 Sq Ft

  743 Green Hill Rd, Madison, CT 06443

  A serene seaside haven tucked away, this beautifully appointed four bedroom, four bath Cape sits on 1.39 acres and blends coastal charm with modern comfort. The remodeled chef's kitchen features a center island cooktop and double oven, opening to an inviting layout that includes a stunning three season room and a main floor primary suite with a full bath. The great room offers cathedral ceilings,

  Stacy Anselmo Coldwell Banker Realty

  743 Green Hill Rd, Madison, CT 06443
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  /16

  $8,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • House for Rent

  57 Harbor Ave, Madison, CT 06443

  AVAILABLE June $7,000; July $8,000; August $7,000!...The entire three months, $20,000. You don't want to miss this one... A short walk to a nice sandy beach on Long Island Sound. Cozy and efficient Bungalow in Beach Community. Open Floor Plan. Kitchen with granite counters, hardwood floors throughout, central air conditioning. FIRST FLOOR Master Bedroom with full bath and king bed, and second

  Alison Gould Gould Group LLC

  57 Harbor Ave, Madison, CT 06443
• 

  $475,000 Sold Sep 03, 2025

  24 Deepwood Dr, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Above List Price
  • $396/SF
  • 27 Days On Market

  Current Estimated Value $471,967

  Last Listing Agent Carol Mancini William Pitt Sotheby's Int'l

  24 Deepwood Dr, Madison, CT 06443
• 

  Est $450,435 Not Listed For Sale

  2270 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft
  • Built 2000

  2270 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 1% Above List Price
  • $232/SF
  • 63 Days On Market

  Last Sold Price $444,000

  Last Listing Agent Linda Toscano Coldwell Banker Realty

Showing Results 41 - 80, Page 2 of 18