Homes in ZIP Code 06443

• 

  

  

  /38

  $2,195,000

  New Construction $300K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,143 Sq Ft

  92 Scotland Ave, Madison, CT 06443

  THIS NEW CONSTRUCTION HOME with a first flow primary bedroom suite offers refined living with white oak floors, custom millwork, coffered ceilings, and abundant natural light throughout. The main level features 9-foot ceilings, a dramatic floor-to-ceiling gas stone fireplace with built-ins, a chef's kitchen with Sub-Zero and Wolf appliances, double ovens, pot filler, wet bar with wine chiller,

  Jillian Wollman Wollman Realty

  92 Scotland Ave, Madison, CT 06443
• 

  

  

  /35

  $9,000 Per Month

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

  118 Middle Beach Rd, Madison, CT 06443

  ACADEMIC RENTAL! The iconic, water-front 118 Middle Beach Road is available for rent for the academic year beginning October 1, 2026. This sensational property offers comfortable occupancy for up to fourteen people with 7 bedrooms, 5 full baths, and 2 half baths. The main level is an entertainer's dream featuring an oversized, eat-in kitchen, formal dining area, living room with water views from

  Melanie Abbott William Pitt Sotheby's Int'l

  118 Middle Beach Rd, 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 $656,458

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

  338 Opening Hill Rd, Madison, CT 06443
• 

  Est $914,683

  Not Listed For Sale

  23 Blueberry Hill Dr, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 3,692 Sq Ft
  • Built 2001

  23 Blueberry Hill Dr, Madison, CT 06443

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Cortney Emshwiller-Swokla Coldwell Banker Realty
• 

  

  

  /26

  $1,100,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,052 Sq Ft

  35 Neptune Ave, Madison, CT 06443

  LOCATION AND POTENTIAL MEET AT 35 NEPTUNE AVE! Just off Liberty Street, this single-family dwelling on .2 acres features 4 bedrooms, 2 bathrooms, a detached 2-car garage, screened porch and a spacious walkup attic offering excellent expansion potential. Situated in the coveted Madison, CT beach community, complete with deeded beach rights & access to the Barberry Farms Association, Inc. This

  Kirsten Adams William Pitt Sotheby's Int'l

  35 Neptune Ave, Madison, CT 06443
• 

  

  /22

  $2,600 Per Month

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

  53 Liberty St Unit A, Madison, CT 06443

  Nestled among stately homes with private beach access to Seaview Beach. This charming contemporary cottage offers 2 floors of living space. First floor features open concept, kitchen, sitting area and dining. Second floor offers a bedroom suite with sitting area. Vaulted ceiling and skylights fill the room with natural light. The patio offers a nice place to sit, relax and enjoy nature. Short

  Alice Trautman William Raveis Real Estate

  53 Liberty St Unit A, Madison, CT 06443
• 

  $715,000

  Sold Jun 04, 2026

  96 Winterhill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,950 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $242/SF
  • 58 Days On Market

  Current Estimated Value $717,245

  Last Listing Agent Bonnie Fillion Berkshire Hathaway NE Prop.

  96 Winterhill Rd, Madison, CT 06443
• 

  Est $782,590

  Not Listed For Sale

  98 Dorset Ln, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 3,607 Sq Ft
  • Built 1994

  98 Dorset Ln, Madison, CT 06443

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Antonio Stella eXp Realty
• 

  /2

  $350,000

  $100K PRICE DROP

  • 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
• 

  

  /22

  $3,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • House for Rent

  70 Cottage Rd, Madison, CT 06443

  Fully renovated, fully furnished academic rental in a prime Madison location! Welcome to 70 Cottage Road, where stylish, modern updates and convenience come together. Renovated from top to bottom, this immaculate 4 bedroom home features a brand-new roof, deck, windows, central air and heat, kitchen, 2 bathrooms, and beautifully refinished hardwood floors. Add to that cozy and practical

  Antonia Kellner Compass Connecticut, LLC

  70 Cottage Rd, Madison, CT 06443
• 

  $2,310,000

  Sold Jul 15, 2026

  36 Cedar Ln, Madison, CT 06443

  • 4 Beds
  • 4 Baths
  • 3,926 Sq Ft
  • Built 1976

  Last Sold Summary

  • 28% Above List Price
  • $588/SF
  • 2 Days On Market

  Current Estimated Value $1,797,709

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

  36 Cedar Ln, Madison, CT 06443
• 

  Est $760,129

  Not Listed For Sale

  14 Martleshamheath Ln, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,762 Sq Ft
  • Built 1991

  14 Martleshamheath Ln, Madison, CT 06443

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Karen Martin Century 21 AllPoints Realty
• 

  

  /13

  $349,900

  Under Contract

  • 2 Beds
  • 1 Bath
  • 625 Sq Ft

  66 Wildcat Rd, Madison, CT 06443

  Nestled in picturesque Madison, Connecticut, this cottage is your private sanctuary, tucked away from the city's hustle and bustle. Enjoy serene surroundings, lush trees, and the beauty of nature. Blissful Outdoor Living: Step outside to savor the fresh country air in your spacious yard. Perfect for gardening, outdoor dining, or lounging in the sun. The loft is a versatile space - use it as a

  Eric Engdall Coldwell Banker Realty

  66 Wildcat Rd, Madison, CT 06443
• 

  

  /38

  $1,200 Per Month

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

  1023 Boston Post Rd, Madison, CT 06443

  *LIST PRICE IS PER WEEK* Looking for a short-term getaway? This beautiful property is available for weekly rentals, making it perfect for vacations, remote work escapes, family visits or temporary housing. 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; driving takes

  Irene Keene Coldwell Banker Realty

  1023 Boston Post Rd, Madison, CT 06443
• 

  $3,775,000

  Sold May 19, 2026

  10 Middle Beach Rd W, Madison, CT 06443

  • 6 Beds
  • 7 Baths
  • 6,074 Sq Ft
  • Built 1986

  Last Sold Summary

  • 10% Below List Price
  • $622/SF
  • 268 Days On Market

  Current Estimated Value $3,728,562

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

  10 Middle Beach Rd W, Madison, CT 06443
• 

  Est $759,330

  Not Listed For Sale

  201 Dorset Ln, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 3,156 Sq Ft
  • Built 1994

  201 Dorset Ln, Madison, CT 06443

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Christina King Connecticut Real Estate Group LLC
• 

  

  /38

  $880,000

  $70K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,795 Sq Ft

  2415 Durham Rd, Madison, CT 06443

  Turn down a long, picturesque driveway to a stunning mid-century cape, unseen from the roadway. Note, the spectacular fieldstone chimney on the large addition of the gable-end plus the closed in screened porch to the west. Ahead you'll find a large, detached 2-car garage and off to the south a small barn with great potential for an equestrian opportunity. From the screened in porch, enter the

  Debra Thomas Sette Real Estate LLC

  2415 Durham Rd, Madison, CT 06443
• 

  

  /34

  $5,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,861 Sq Ft
  • House for Rent

  8 Lawson Dr, Madison, CT 06443

  Spend the academic year in this pristine cape right around the corner from East Wharf beach. Walk or ride bikes to the beach, and along the Long Island Sound coastline. Enjoy evenings outside on the spacious patio with stone fire pit, outdoor furniture, dining table, and built-in grilling station. Ride bikes or walk to town and nearby restaurants. Entertain family and guests in the beautifully

  Meig Walz Newcomb Coldwell Banker Realty

  8 Lawson Dr, Madison, CT 06443
• 

  $900,000

  Sold Jul 30, 2026

  11 Soundview Ave, Madison, CT 06443

  • 2 Beds
  • 1 Bath
  • 1,122 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Above List Price
  • $802/SF
  • 48 Days On Market

  Current Estimated Value $837,424

  Last Listing Agent Jessica Hoover William Raveis Real Estate

  11 Soundview Ave, Madison, CT 06443
• 

  Est $741,239

  Not Listed For Sale

  15 Bentwater Ln, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,248 Sq Ft
  • Built 1994

  15 Bentwater Ln, Madison, CT 06443

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Pam Kadamus William Pitt Sotheby's Int'l
• 

  

  /38

  $5,000,000

  • 3 Beds
  • 3 Baths
  • 3,109 Sq Ft

  118 River Rd, Madison, CT 06443

  Some properties are defined by the house that sits on them. Others are defined by the land itself...by history, landscape and a sense of beauty that simply cannot be created. This is such a place. Owned and farmed by the same family for 200 years, this remarkable 16 Acre piece sitting on the Hammonassett River is the last piece of the original farm to be sold. With over 1500 ft. bordering the

  Judy Dannemann William Raveis Real Estate

  118 River Rd, Madison, CT 06443
• 

  

  /25

  $5,250 Per Month

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • House for Rent

  7 Sunset Rd, Madison, CT 06443

  This charming ranch-style home offers a spacious layout with the primary suite and full bath on one end and three additional bedrooms with a shared full bath on the other. Enjoy the cozy living room with a fireplace and beautiful hardwood floors throughout. The updated kitchen features stainless steel appliances, a center island, and views of the private backyard. Located across from the Madison

  Dewey J Browder Ambassador Realty Group LLC

  7 Sunset Rd, Madison, CT 06443
• 

  $530,000

  Sold Oct 17, 2025

  9 Madrina Ln, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,159 Sq Ft
  • Built 1975

  Last Sold Summary

  • 8% Below List Price
  • $245/SF
  • 83 Days On Market

  Current Estimated Value $559,252

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

  9 Madrina Ln, Madison, CT 06443
• 

  Est $819,377

  Not Listed For Sale

  67 Devonshire Ln, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 3,726 Sq Ft
  • Built 1997

  67 Devonshire Ln, Madison, CT 06443

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Jessica Kimball William Raveis Real Estate
• 

  

  /36

  $500,000

  Under Contract

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

  22 Thelbridge St Unit 22, Madison, CT 06443

  Step out of the 3 season, enclosed porch to the private park-like grounds of this ranch-style condo in Windermere East. This home has been tenderly cared for and is ready to welcome its next owners to enjoy. The main living areas offer a nice open floor plan, combining the living and dining areas. Both bedrooms are large enough to accommodate a king-size bed or two twin beds. There are two full

  Doris Fallon William Raveis Real Estate

  22 Thelbridge St Unit 22, Madison, CT 06443
• 

  

  /34

  $12,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,382 Sq Ft
  • House for Rent

  509 Boston Post Rd, Madison, CT 06443

  Sneak away from the hustle and bustle and spend the month of August at Captain Eber Judd House (circa 1740). This historical gem, reminiscent of Nantucket and Essex Whaling Captain's homes, oozes charm with its stunning wide plank floors, beams, and original fireplaces. Located in the heart of downtown Madison, it's just steps from the gorgeous beach, the quintessential downtown, and the Friday

  Phoebe Schreiner William Pitt Sotheby's Int'l

  509 Boston Post Rd, Madison, CT 06443
• 

  $530,000

  Sold Aug 07, 2026

  101 Sandelwood Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Above List Price
  • $241/SF
  • 26 Days On Market

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  101 Sandelwood Dr, Madison, CT 06443
• 

  Est $553,314

  Not Listed For Sale

  1928 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft
  • Built 1747

  1928 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Tom Vanacore Century 21 AllPoints Realty
• 

  

  /40

  $2,550,000

  Open Sun 2PM - 4PM $100K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 6,194 Sq Ft

  24 Indigo Trail, Madison, CT 06443

  Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the

  Mark McElrath William Pitt Sotheby's Int'l

  24 Indigo Trail, Madison, CT 06443
• 

  

  /33

  $5,700 Per Month

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • House for Rent

  146 Chittenden Field Ln, Madison, CT 06443

  Available from September 15, 2026, through May 15, 2027, this stunning direct-waterfront academic rental offers an unparalleled coastal lifestyle with breathtaking, panoramic views from almost every room. The bright, sunny interior features an open-concept main level, highlighting a gourmet kitchen with quartz countertops and stainless steel appliances, alongside a generous living and dining area

  Sue Knapp William Pitt Sotheby's Int'l

  146 Chittenden Field Ln, Madison, CT 06443
• 

  $860,000

  Sold Mar 02, 2026

  100 Concord Dr, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 3,517 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $245/SF
  • 40 Days On Market

  Current Estimated Value $886,024

  Last Listing Agent Amanda Popplewell-Sanson Coldwell Banker Realty

  100 Concord Dr, Madison, CT 06443
• 

  Est $631,619

  Not Listed For Sale

  1956 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft
  • Built 1998

  1956 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 23 Days On Market

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

  

  /40

  $1,100,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,493 Sq Ft

  177 Warpas Rd, Madison, CT 06443

  Welcome to 177 Warpas Road, a beautifully rebuilt 4 bed, 2.1 bath coastal colonial set on 1.84 acres, bordered by 185 acres of protected land trust. A lighted stone column entrance sets the tone for this home where New England style meets thoughtful modern updates. Set well back from the road, enjoy a rare sense of privacy, complemented by a fresh, updated exterior with new windows, siding,

  Margaret Muir William Pitt Sotheby's Int'l

  177 Warpas Rd, Madison, CT 06443
• 

  

  /35

  $7,500 Per Month

  • 5 Beds
  • 4.5 Baths
  • 3,748 Sq Ft
  • House for Rent

  32 Tuxis Rd, Madison, CT 06443

  Relocating to the area? House hunting and yet to find the perfect home? Perhaps looking to spend the academic year along the gorgeous CT shoreline? Look no further as you've found the perfect spot to hang your hat for the academic year here at 32 Tuxis Road. This home is a beautifully restored, quintessential Madison beach house available for rent from September 8, 2026 - June 30, 2027.

  Phoebe Schreiner William Pitt Sotheby's Int'l

  32 Tuxis Rd, Madison, CT 06443
• 

  $515,000

  Sold Jun 24, 2026

  12 Sportsman Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 2,746 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Above List Price
  • $188/SF
  • 3 Days On Market

  Current Estimated Value $528,429

  Last Listing Agent Steve Adkins Berkshire Hathaway NE Prop.

  12 Sportsman Hill Rd, Madison, CT 06443
• 

  Est $803,079

  Not Listed For Sale

  272 County Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,614 Sq Ft
  • Built 2000

  272 County Rd, Madison, CT 06443

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Linda Toscano Coldwell Banker Realty
• 

  

  /27

  $695,000

  • 2 Beds
  • 2 Baths
  • 3,712 Sq Ft

  1 Hampshire Rd Unit 1, Madison, CT 06443

  Downsize Without Giving Up the Space You Need! Looking to downsize but still need generous storage, a workshop, and dedicated space to work from home? The largest condo in desirable Kensington Acres North offers an exceptional combination of comfort, flexibility, and space. This stand-alone unit features a spacious primary suite plus a guest bedroom. The open living and dining areas flow

  Janet Peckinpaugh William Pitt Sotheby's Int'l

  1 Hampshire Rd Unit 1, Madison, CT 06443
• 

  

  /25

  $6,000 Per Month

  • 5 Beds
  • 3 Baths
  • 2,456 Sq Ft
  • House for Rent

  156 Kelsey Place, Madison, CT 06443

  SEPT '26 - MAY '27 ACADEMIC WATERFRONT RENT Plan ahead. With amazing views out over Long Island Sound & beyond this light & bright Beach Colonial was built in 2006 plus has a recent 3 BR addition! Featuring an open floor plan, all in excellent condition with lots of glass & a wrap around deck to take full advantage of it's setting. Located at the very end of a private street this special home is

  Todd Gould William Pitt Sotheby's Int'l

  156 Kelsey Place, Madison, CT 06443
• 

  $550,000

  Sold Nov 05, 2025

  Unlisted Address

  • 1 Bed
  • 2 Baths
  • 1,569 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Above List Price
  • $351/SF
  • 19 Days On Market

  Current Estimated Value $549,770

  Last Listing Agent Renee Salafia William Raveis Real Estate

  Unlisted Address
• 

  Est $825,134

  Not Listed For Sale

  35 Lakewood Dr, Madison, CT 06443

  • 6 Beds
  • 3.5 Baths
  • 3,146 Sq Ft
  • Built 2001

  35 Lakewood Dr, Madison, CT 06443

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Alicia Mahon William Pitt Sotheby's Int'l

Showing Results 81 - 120, Page 3 of 18