Homes in ZIP Code 06443

• 

  

  

  /34

  $749,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,913 Sq Ft

  20 Forest Hills Dr, Madison, CT 06443

  Picture-perfect English Cape built in 1935, brimming with timeless charm and classic architectural details. A welcoming center-hall foyer features graceful archways leading to the formal living room, where custom built-ins frame the fireplace, and the elegant dining room with its original corner cabinet. It offers a sun-filled kitchen and a family room that opens to a rear deck overlooking a

  

  Dana Weinstein

  Coldwell Banker Realty

  20 Forest Hills Dr, Madison, CT 06443
• 

  

  

  /10

  $3,600 Per Month

  • 2 Beds
  • 1 Bath
  • 1,386 Sq Ft
  • Apartment for Rent

  82 Wall St Unit 200, Madison, CT 06443

  Spacious, fully furnished 2nd floor apartment located in the heart of downtown Madison. Light and bright loft like open concept floor plan with granite countertops, stainless appliances, central air and in-unit laundry. Halfway between New York and Boston, minutes from fine dining, specialty shops, town beaches, library, train and I95.

  

  Cathy Lynch

  Coldwell Banker Realty

  82 Wall St Unit 200, Madison, CT 06443
• 

  $725,000

  Sold Dec 22, 2025

  318 Horse Pond Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,622 Sq Ft
  • Built 1994

  Last Sold Summary

  • $277/SF
  • 40 Days On Market

  Current Estimated Value $758,792

  Last Listing Agent Carol Farmer William Raveis Real Estate

  318 Horse Pond Rd, Madison, CT 06443
• 

  Est $637,800

  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
• 

  

  

  /38

  $1,695,000

  • 5 Beds
  • 3.5 Baths
  • 3,912 Sq Ft

  30 Meeting House Ln, Madison, CT 06443

  Historic gem on the Madison Village Green. Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the

  

  Cathy Lynch

  Coldwell Banker Realty

  30 Meeting House Ln, Madison, CT 06443
• 

  

  /33

  $6,000

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 448 Sq Ft
  • House for Rent

  1023 Boston Post Rd, Madison, CT 06443

  Lease required. Minimum rental term is one week at $1,500 per week. SUMMER/FALL VACATION RENTAL IS CLOSE TO EVERYTHING: One mile to downtown and beaches! FULLY RENOVATED in 2021, this furnished, open concept cottage combines the living room, kitchen and dining area and has a separate bedroom and full bath. WALK/BIKE TO DOWNTOWN AND BEACHES; driving takes under 5 minutes. Amenities include 2 split

  1023 Boston Post Rd, Madison, CT 06443
• 

  $650,000

  Sold Apr 24, 2026

  743 Green Hill Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 2,523 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $258/SF
  • 25 Days On Market

  Current Estimated Value $662,136

  Last Listing Agent Stacy Anselmo Coldwell Banker Realty

  743 Green Hill Rd, Madison, CT 06443
• 

  Est $1,260,933

  Not Listed For Sale

  59 Copperfield Dr, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 4,442 Sq Ft
  • Built 1992

  59 Copperfield Dr, Madison, CT 06443

  Last Sold Summary

  • 37 Days On Market
• 

  

  /40

  $899,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,253 Sq Ft

  61 Bishop Ln, Madison, CT 06443

  Absolutely charming Cape Cod-style home set on 1.87 private acres, just minutes from downtown Madison. This builder's own residence has been thoughtfully rebuilt from top to bottom in recent years with major updates including the roof, siding, AZEK trim, windows, interior doors, electrical, plumbing, recessed lighting, foam insulation and HVAC, offering peace of mind and modern efficiency. The

  

  Dana Weinstein

  Coldwell Banker Realty

  61 Bishop Ln, Madison, CT 06443
• 

  

  /7

  $2,975 Per Month

  • 2 Beds
  • 1 Bath
  • 1,190 Sq Ft
  • Apartment for Rent

  82 Wall St Unit 300, Madison, CT 06443

  Spacious, fully furnished 3rd floor apartment located in the heart of downtown Madison. Light and bright loft like open concept floor plan with granite countertops, stainless appliances, central air and in-unit laundry. Halfway between New York and Boston, minutes from fine dining, specialty shops, town beaches, library, train and I95.

  

  Cathy Lynch

  Coldwell Banker Realty

  82 Wall St Unit 300, Madison, CT 06443
• 

  $1,927,500

  Sold Aug 19, 2025

  44 E Wharf Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 1924

  Last Sold Summary

  • 2% Above List Price
  • $714/SF
  • 8 Days On Market

  Current Estimated Value $1,918,938

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

  44 E Wharf Rd, Madison, CT 06443
• 

  Est $631,537

  Not Listed For Sale

  173 Bradley Corners Rd, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,383 Sq Ft
  • Built 1987

  173 Bradley Corners Rd, Madison, CT 06443

  Last Sold Summary

  • 4 Days On Market
• 

  

  /40

  $899,900

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,807 Sq Ft

  9 Randi Dr, Madison, CT 06443

  Nestled on sought-after Randi Drive, this beautifully maintained Colonial offers spacious living in a prime Madison location. The home features a formal living room and dining room, a large kitchen with a sunny breakfast area, and an oversized family room with a fireplace and wood-burning stove. Upstairs you'll find 4 bedrooms, including 2 beautifully remodeled bathrooms. A finished third floor

  

  Cathy Lynch

  Coldwell Banker Realty

  9 Randi Dr, Madison, CT 06443
• 

  

  /20

  $2,000 Per Month

  • 1 Bed
  • 1 Bath
  • 594 Sq Ft
  • House for Rent

  43 Boston Post Rd, Madison, CT 06443

  Ideally located in Madison, this meticulously updated second-floor residence offers a refined living experience. The centerpiece of the home is a newly renovated kitchen complete with loads of white shaker-style cabinetry, an island with seating, granite counters and a glass tile backsplash. The space is fully outfitted with new stainless steel appliances, including an electric range, dishwasher,

  

  Janet Cronin-Rumanoff

  William Pitt Sotheby's Int'l

  43 Boston Post Rd, Madison, CT 06443
• 

  $780,000

  Sold Apr 17, 2026

  76 Bartlett Dr, Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 3,100 Sq Ft
  • Built 1976

  Last Sold Summary

  • 1% Above List Price
  • $252/SF
  • 23 Days On Market

  Current Estimated Value $766,510

  Last Listing Agent Lisa Liscio Century 21 AllPoints Realty

  76 Bartlett Dr, Madison, CT 06443
• 

  Est $577,711

  Not Listed For Sale

  67 New Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • Built 1960

  67 New Rd, Madison, CT 06443

  Last Sold Summary

  • 201 Days On Market
• 

  

  /39

  $1,089,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,706 Sq Ft

  170 Devonshire Ln, Madison, CT 06443

  Set on 1.96 acres in a quiet subdivision, this stately Colonial offers the perfect blend of timeless elegance, modern updates, and exceptional outdoor living. The main level features an open floor plan with hardwood floors throughout. The beautifully remodeled kitchen, updated just four years ago, showcases subway tile backsplash, gas cooktop, double wall ovens, and stainless steel appliances.

  

  Dana Weinstein

  Coldwell Banker Realty

  170 Devonshire Ln, Madison, CT 06443
• 

  

  /17

  $3,000 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,224 Sq Ft
  • House for Rent

  33 Copse Rd Unit B, Madison, CT 06443

  This in-town house will make you feel right at home with its abundance of charm, comfortable furnishings and bright open floor plan. First floor bedroom and full bath. Eat in kitchen with granite counters and stainless appliances also offers a combination washer/dryer. Sun drenched living room with vaulted ceiling makes cottage space very special. A second bedroom or office space upstairs with an

  Julie Ovian William Pitt Sotheby's Int'l

  33 Copse Rd Unit B, Madison, CT 06443
• 

  $770,000

  Sold Jul 31, 2025

  24 Grouse Ln, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,356 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $327/SF
  • 13 Days On Market

  Current Estimated Value $788,199

  Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  24 Grouse Ln, Madison, CT 06443
• 

  Est $1,245,795

  Not Listed For Sale

  16 Rockledge Dr, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 2,340 Sq Ft
  • Built 1957

  16 Rockledge Dr, Madison, CT 06443

  Last Sold Summary

  • 46 Days On Market
• 

  

  /40

  $1,395,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 4,806 Sq Ft

  34 Beekman Place, Madison, CT 06443

  Impressive custom home in a private cul-de-Sac setting offering over 4,800 square feet of beautifully designed living space, this 4-bedroom, 3.5-bath home is set on a meticulously landscaped lot with a heated in-ground pool-perfect for both everyday living and entertaining. At the heart of the home is a stunning chef's kitchen featuring an oversized island, Viking 6-burner gas cooktop, Sub-Zero

  

  Cathy Lynch

  Coldwell Banker Realty

  34 Beekman Place, Madison, CT 06443
• 

  

  /15

  $1,600

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • House for Rent

  37 Dudley Ln, Madison, CT 06443

  ENJOY THE CONVENIENCE OF A LOCATION THAT PROVIDES ACCESS TO HAMMONASSET STATE PARK, DONAHUE'S, DUNKIN DOUGHNUTS, LENNY & JOE'S WITHOUT EVER GETTING IN THE CAR !! COMPLETELY REMODELED ~ EVERYTHING IS NEW !! KITCHENS AND BATH / ECONOMICAL PROPANE HEAT WITH NEWER WALL UNIT, STORM DOOR & DOUBLE PANE THERMAL WINDOWS / FREESTANDING UNIT WITH ITS OWN DRIVEWAY FOR OFF STREET PARKING / CITY WATER AND

  37 Dudley Ln, Madison, CT 06443
• 

  $575,000

  Sold Jun 16, 2026

  526 Horse Pond Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,544 Sq Ft
  • Built 1986

  Last Sold Summary

  • $372/SF
  • 18 Days On Market

  Current Estimated Value $531,706

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  526 Horse Pond Rd, Madison, CT 06443
• 

  Est $1,058,906

  Not Listed For Sale

  114 Neck Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,068 Sq Ft
  • Built 1955

  114 Neck Rd, Madison, CT 06443

  Last Sold Summary

  • 92 Days On Market
• 

  

  /40

  $1,300,000

  • 5 Beds
  • 3.5 Baths
  • 4,783 Sq Ft

  77 Silo Hill, Madison, CT 06443

  Welcome to this fabulous one-owner custom home in sought-after Neck River Farms. A gracious, spacious foyer warmly welcomes you inside, setting the tone for the beautifully maintained interior filled with abundant natural light. A dedicated home office with elegant French doors offers the perfect space for working remotely or quiet study. The inviting living room is ideal for entertaining,

  

  Cathy Lynch

  Coldwell Banker Realty

  77 Silo Hill, Madison, CT 06443
• 

  

  /40

  $6,000 Per Month

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

  72 Cherry Ln, Madison, CT 06443

  AVALIABLE SEPTEMPER FIRST 2026. 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

  Bob Yostos Coldwell Banker Realty

  72 Cherry Ln, Madison, CT 06443
• 

  $1,045,000

  Sold Sep 26, 2025

  39 Madison Ave, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 1,891 Sq Ft
  • Built 1957

  Last Sold Summary

  • 10% Above List Price
  • $553/SF
  • 13 Days On Market

  Current Estimated Value $1,163,409

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

  39 Madison Ave, Madison, CT 06443
• 

  Est $447,728

  Not Listed For Sale

  23A Yankee Glen Rd Unit 23A, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,261 Sq Ft
  • Built 1979

  23A Yankee Glen Rd Unit 23A, Madison, CT 06443

  Last Sold Summary

  • 5 Days On Market
• 

  /2

  $1,378,800

  • 3 Beds
  • 2.5 Baths
  • 2,767 Sq Ft

  1308 Durham Rd, Madison, CT 06443

  Originally built in 1825, this residence has been thoughtfully updated to preserve its historic essence while incorporating modern conveniences. Nestled on a generous 4.38-acre lot, this extraordinary home boasts 3 spacious bedrooms and 2.5 beautifully appointed bathrooms within its expansive 3,500 square feet of living space. As you step inside, you'll be captivated by the elegant oak hardwood

  

  Nick Prevost

  William Raveis Real Estate

  1308 Durham Rd, Madison, CT 06443
• 

  

  /18

  $3,750

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • 2,192 Sq Ft
  • House for Rent

  1281 Durham Rd, Madison, CT 06443

  For Rent or PurchaseCharming Large Madison Mother/Daughter Home!This delightful 4-bedroom Home features a large modern chef's kitchen, a cozy living room with a fireplace, 2 bedrooms on the first floor, a spacious bathroom, laundry area, and a bonus room that adds extra width to the house.Upstairs, you'll find a brand-new large living room, kitchen, bathroom, and 2

  1281 Durham Rd, Madison, CT 06443
• 

  $590,000

  Sold Sep 29, 2025

  7 Downing Way, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,853 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $318/SF
  • 24 Days On Market

  Current Estimated Value $574,368

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

  7 Downing Way, Madison, CT 06443
• 

  Est $1,191,802

  Not Listed For Sale

  675 Durham Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 3,435 Sq Ft
  • Built 2020

  675 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 106 Days On Market
• 

  

  /36

  $1,975,000

  $224K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,850 Sq Ft

  81 Strawberry Hill Rd, Madison, CT 06443

  Modern luxury meets sustainable living in a premier location. Set on more than two private acres in one of the area's most sought-after neighborhoods, this brand-new contemporary home offers a bright, open-concept design that blends sophisticated style with everyday comfort. At the heart of the home, the chef's kitchen impresses with a Sub-Zero refrigerator, Wolf appliances, custom cabinetry, and

  

  Cathy Lynch

  Coldwell Banker Realty

  81 Strawberry Hill Rd, Madison, CT 06443
• 

  

  /17

  $3,600 Per Month

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • House for Rent

  1091 Boston Post Rd, Madison, CT 06443

  ANNUAL UNFURNISHED (OR PARTIALLY FURNISHED) RENTAL), AVAILABLE AUGUST 1. Located between downtown Madison and the Hammonasset State Park Beach, this 3 bedroom renovated ranch offers a comfortable life style. The house offers a deck to enjoy the outdoors, large yard, easy access to the Shoreline Greenway Trail and beach access at the end of Webster Point Road. The primary bedroom has a full bath,

  Kirsten Adams William Pitt Sotheby's Int'l

  1091 Boston Post Rd, Madison, CT 06443
• 

  $630,000

  Sold Feb 19, 2026

  300 Mungertown Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,224 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $283/SF
  • 10 Days On Market

  Current Estimated Value $640,039

  Last Listing Agent Tom Clancy William Pitt Sotheby's Int'l

  300 Mungertown Rd, Madison, CT 06443
• 

  Not Listed For Sale

  3 Evarts Ln Unit 3, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 2,881 Sq Ft
  • Built 2005

  3 Evarts Ln Unit 3, Madison, CT 06443

  Last Sold Summary

  • 4 Days On Market
• 

  

  /40

  $795,000

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,230 Sq Ft

  53 Wellsweep Dr, Madison, CT 06443

  Tucked away in a quiet neighborhood just minutes from town and the beach, this split-level home sits on a generous lot with a beautifully landscaped front yard, classic rock walls, and a perfect balance of sun and shade for year-round outdoor enjoyment. Inside, newly restored hardwood floors run throughout the home complemented by vaulted ceilings that enhance the light-filled living and dining

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  53 Wellsweep Dr, Madison, CT 06443
• 

  

  /38

  $3,400

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • House for Rent

  32 Bassett Ln, Madison, CT 06443

  AVAILABLE FROM EARLY SEPTEMBER 2026 TO END OF MAY 2027! Welcome to this enchanting 4 bedroom, 2 full bath home, where the beach is just a half-block stroll away! Located off Neck Road, 1 mile from the heart of Madison, CT, this residence offers the perfect blend of coastal charm and convenience. As you enter, the first floor greets you with a Family Room, through to a Kitchen, then onto the

  32 Bassett Ln, Madison, CT 06443
• 

  $730,000

  Sold Dec 23, 2025

  677 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 2022

  Last Sold Summary

  • 9% Below List Price
  • $346/SF
  • 145 Days On Market

  Current Estimated Value $747,567

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty

  677 Durham Rd, Madison, CT 06443
• 

  Est $823,621

  Not Listed For Sale

  875 Boston Post Rd Unit 3, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,513 Sq Ft
  • Built 1900

  875 Boston Post Rd Unit 3, Madison, CT 06443

  Last Sold Summary

  • 38 Days On Market

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