Homes in ZIP Code 06443

• 

  Est $588,680 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

  $1,485,000 Under Contract

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

  110 Randi Dr, Madison, CT 06443

  A stately circular driveway ushers you into a realm of elegance & comfort. This grand & classic 5,779 sf residence is a testament to luxurious living, offering a harmonious blend of expansive open areas. Step through the front door and be greeted by a formal living room adorned w/ French doors & the first of 3 fireplaces, a space that could effortlessly transition into a distinguished home

  Amy Kirst William Pitt Sotheby's Int'l

  110 Randi Dr, Madison, CT 06443
• 

  $650,000 Sold Jul 28, 2025

  • 2,511 Sq Ft
  • $259/SF
  • 74 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  195 Summer Hill Rd, Madison, CT 06443

  Set back from the road and surrounded by a tranquil wooded landscape, this spacious 4-bedroom home blends comfort, function, and thoughtful updates. The first-floor primary suite offers a private retreat with a brand-new en-suite bathroom (8/24) featuring a thermostatic shower and self-cleaning toilet, walk-in closet with washer/dryer hookups, and direct access to the deck. The kitchen is

  Kelley Vanacore Century 21 AllPoints Realty

  195 Summer Hill Rd, Madison, CT 06443
• 

  Est $675,505 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  263 Legend Hill Rd, Madison, CT 06443

  263 Legend Hill Rd, Madison, CT 06443
• 

  

  

  /38

  $569,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  87 Legend Hill Rd Unit 87, Madison, CT 06443

  Welcome to 87 Legend Hill Road at Legend Hill in Madison, CT! This bright and beautiful 2 bedroom, 2.5 bath ranch townhome features an open floor plan with hardwood floors and vaulted, 9+ foot ceilings throughout the living and dining room. Right off the dining room is the gorgeous sunroom to sip your morning coffee or tea. The kitchen features ample counter space and cabinets, with an eating

  Tyler Della Valle Dow Della Valle

  87 Legend Hill Rd Unit 87, Madison, CT 06443
• 

  $400,000 Sold Jul 25, 2025

  • 1,116 Sq Ft
  • $358/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1933

  339 Horse Pond Rd, Madison, CT 06443

  Charming 1933 Cape Cod located in Madison, one of Connecticut's most desirable shoreline towns! This vintage 3-bedroom Cape is full of charm and potential. Just minutes from Madison's beautiful town beaches, Hammonasset Beach State Park, and a vibrant, walkable downtown filled with cafes, boutiques, an award-winning bookstore, a cinema, and more. The flexible layout features a cozy living room

  Linda Lang-Bankowski The Real Estate Boutique, LLC

  339 Horse Pond Rd, Madison, CT 06443
• 

  Est $581,662 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,476 Sq Ft

  279 Legend Hill Rd, Madison, CT 06443

  279 Legend Hill Rd, Madison, CT 06443
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  /28

  $1,300,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,031 Sq Ft

  513 Boston Post Rd, Madison, CT 06443

  Nestled in the heart of Madison Village, this exquisite Greek Revival-style home offers unparalleled privacy. Tucked behind a grove of trees this is a rare find in downtown Madison. Just a short stroll to the Green, downtown shops, golf course and the beaches, this impeccably maintained antique home blends classic charm with modern convenience. Inside, you'll find an open kitchen that flows into

  Meig Walz Newcomb Coldwell Banker Realty

  513 Boston Post Rd, Madison, CT 06443
• 

  $855,000 Sold Jul 25, 2025

  • 2,896 Sq Ft
  • $295/SF
  • 19 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1964

  15 Saxon Rd, Madison, CT 06443

  Sun-Filled Colonial in Prime Madison Location. Ideally situated near Madison's beautiful beaches and vibrant town center, this well-maintained and thoughtfully updated 4-bedroom, 3-bath Colonial offers both comfort and convenience. A spacious family room addition features vaulted ceilings, custom built-ins, and a cozy wood-burning fireplace-perfect for relaxing or entertaining. Upstairs, you'll

  Cathy Lynch Coldwell Banker Realty

  15 Saxon Rd, Madison, CT 06443
• 

  Est $567,457 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,140 Sq Ft

  75 Legend Hill Rd, Madison, CT 06443

  75 Legend Hill Rd, Madison, CT 06443
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  /40

  $4,500,000 Under Contract

  • 5 Beds
  • 4.5 Baths
  • 4,613 Sq Ft

  33 Seaview Ave, Madison, CT 06443

  Stunning one-of-a-kind residence designed by Robert Page, AIA. Set directly on coveted private assoc. Seaview Beach, this iconic 4-level 4,600+ sq. ft. coastal retreat offers an unparalleled blend of modern sensibility and timeless craftmanship. Largely renovated in 2023, no detail was overlooked in this luxurious sanctuary for those who want the exceptional in coastal living. No flood insurance

  Margaret Muir William Pitt Sotheby's Int'l

  33 Seaview Ave, Madison, CT 06443
• 

  $220,000 Sold Jul 23, 2025

  • 664 Sq Ft
  • $331/SF
  • 78 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1930

  1 4th St, Madison, CT 06443

  Sleeps 5!! Delightful seasonal cottage circa 1930 has been lovingly updated with all the modern comforts while preserving its charm and character.The cottage is located in a Vintage beach community nestled on approximately 6 acres of leased land located in the picturesque coastal town of Madison Ct. This unique village is situated adjacent to the sandy stretch of Long Island Sounds Hammonassett

  Karen Bruno Roos Williams Real Estate

  1 4th St, Madison, CT 06443
• 

  Est $563,837 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,946 Sq Ft

  22 Legend Hill Rd, Madison, CT 06443

  22 Legend Hill Rd, Madison, CT 06443
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  /26

  $675,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,896 Sq Ft

  7 Derenthal Dr, Madison, CT 06443

  Welcome to this beautifully updated 4-bedroom, 2-bath split-level home with a sleek, contemporary design. The main level features an open-concept layout with an updated kitchen, hardwood flooring, and vaulted ceiling. Sliding doors lead to a spacious enclosed 3 season porch, complete with a skylight and ceiling fan-perfect for relaxing or entertaining. Step outside to enjoy a deck, a patio, and

  Susan Warner-Lambert Carbutti & Co., Realtors

  7 Derenthal Dr, Madison, CT 06443
• 

  $210,000 Sold Jul 22, 2025

  • 604 Sq Ft
  • $348/SF
  • 27 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  45 East St, Madison, CT 06443

  Nestled in the heart of Madison's coastal charm, this delightful seasonal cottage is the perfect retreat! Just a leisurely stroll from the serene expanses of Hammonasset Beach State Park, 45 East Street is ideally suited for those seeking a peaceful getaway while still enjoying the convenience of all Madison offers. The cottage features two nice-sized bedrooms, an updated full bath, and plenty of

  Melanie Abbott William Pitt Sotheby's Int'l

  45 East St, Madison, CT 06443
• 

  Est $510,150 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,676 Sq Ft

  105 Legend Hill Rd, Madison, CT 06443

  105 Legend Hill Rd, Madison, CT 06443
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  /8

  $213,000 Under Contract

  • Land
  • 2.87 Acres
  • $74,216 per Acre

  983 Boston Post Rd, Madison, CT 06443

  983 Boston Post Road, Madison, CT - Walk to Downtown Madison Center. This is a rare opportunity to build the home of your dreams in Madison - one of the most picturesque communities on the Eastern Connecticut Shoreline! Perfect proximity to town, beaches and schools. Madison is acclaimed for having a top ranked school system. A-2 Survey Map with proposed home and septic location on 2.87ac parcel.

  Jennifer Gurnell William Raveis Real Estate

  983 Boston Post Rd, Madison, CT 06443
• 

  $435,000 Sold Jul 21, 2025

  • 2,064 Sq Ft
  • $211/SF
  • 52 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1994

  15 Green Hill Rd, Madison, CT 06443

  This is a rare find in Madison. This two family ranch home offers the ability to live in one unit and rent the other or purchase as an investment property. Both units have been renovated interiorly and the exterior has brand new vinyl siding. The rear yard for both units overlook the marsh which brings a calming presence to each dwelling. First unit, with its wide plank hardwood floors has a

  Amy Kirst William Pitt Sotheby's Int'l

  15 Green Hill Rd, Madison, CT 06443
• 

  Est $555,897 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,768 Sq Ft

  39 Beechwood Dr, Madison, CT 06443

  39 Beechwood Dr, Madison, CT 06443
• 

  $720,000 Sold Jul 18, 2025

  • 1,780 Sq Ft
  • $404/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1975

  31 Country Way, Madison, CT 06443

  Absolutely move-in ready, this immaculate 4-bedroom home has been lovingly maintained and thoughtfully updated. From the moment you arrive, you'll be impressed by neighborhood, grounds and curb appeal. Inside, the remodeled kitchen shines with white cabinetry, granite countertops, and stainless steel appliances. Many updates throughout and the home including crown molding, hardwood floors, and

  Rob McConville William Pitt Sotheby's Int'l

  31 Country Way, Madison, CT 06443
• 

  Est $581,599 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  14 Oakwood Dr, Madison, CT 06443

  14 Oakwood Dr, Madison, CT 06443
• 

  $595,000 Sold Jul 18, 2025

  • 1,926 Sq Ft
  • $309/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1850

  688 Durham Rd, Madison, CT 06443

  Step into timeless charm in this beautifully restored 1850 farmhouse. Nestled on just under two picturesque acres, this light and bright home blends historic character with modern comfort. The tranquil grounds feature a small pond and waterfall, a stunning terrace overlooking the spectacular expansive yard, a beautiful patio ideal for entertaining, a sweet front porch and a "Kloter Farm" shed

  Laurie Mazzeo William Pitt Sotheby's Int'l

  688 Durham Rd, Madison, CT 06443
• 

  Est $1,220,392 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,879 Sq Ft

  90 Joshua Trail, Madison, CT 06443

  90 Joshua Trail, Madison, CT 06443
• 

  $1,300,000 Sold Jul 18, 2025

  • 3,500 Sq Ft
  • $371/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1840

  1308 Durham Rd, Madison, CT 06443

  I am excited to present my latest listing, a property that is a true testament to the seamless integration of historical allure and contemporary elegance. Originally constructed in 1825, this exquisite residence has undergone a complete remodel, now boasting high-end fixtures and a state-of-the-art kitchen that will delight even the most discerning culinary aficionado. At the heart of this home's

  Tammy Tinnerello William Pitt Sotheby's Int'l

  1308 Durham Rd, Madison, CT 06443
• 

  Est $1,214,452 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,678 Sq Ft

  87 Joshua Trail, Madison, CT 06443

  87 Joshua Trail, Madison, CT 06443
• 

  $680,000 Sold Jul 18, 2025

  • 3,037 Sq Ft
  • $224/SF
  • 27 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1998

  76 Horse Pond Rd, Madison, CT 06443

  This spacious Cape-style home with a modern twist offers over 3,000 sq ft of thoughtfully designed living space-plus an additional 300 sq ft finished rec room in the basement. The heart of the home is the expansive kitchen, featuring granite countertops, a center island with a built-in microwave drawer, and premium stainless steel appliances including a Wolf 6-burner dual fuel range, Viking

  James Didato Berkshire Hathaway NE Prop.

  76 Horse Pond Rd, Madison, CT 06443
• 

  Est $542,625 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  33 Deepwood Dr, Madison, CT 06443

  33 Deepwood Dr, Madison, CT 06443
• 

  $590,000 Sold Jul 17, 2025

  • 1,476 Sq Ft
  • $400/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  16 Aylesbury Cir Unit 16, Madison, CT 06443

  Move right into this spacious, one-level condo located in sought-after Windermere, which features not only an open kitchen/living room/dining area but also a den with gas fireplace. A 3-season porch and patio offers a great place to relax and/or entertain. The two large bedrooms each accommodate king-size beds, the primary having its own updated bathroom. A second full bath conveniently

  Doris Fallon William Raveis Real Estate

  16 Aylesbury Cir Unit 16, Madison, CT 06443
• 

  Est $685,423 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,472 Sq Ft

  4 Thames Way, Madison, CT 06443

  4 Thames Way, Madison, CT 06443
• 

  $565,000 Sold Jul 15, 2025

  • 1,600 Sq Ft
  • $353/SF
  • 39 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  97 Mungertown Rd, Madison, CT 06443

  97 Mungertown Rd, Madison, CT - Completely Renovated and Perfectly Positioned Welcome to 97 Mungertown Rd, a beautifully updated 3-bedroom, 2-bathroom home offering modern style and unbeatable convenience in the heart of Madison. Just a mile from the top-Madison Surf Club, Hammonasset State Park, Madison Country Club, and walking distance to top-rated Madison elementary, middle and high schools,

  Diandra Shafer mygoodagent

  97 Mungertown Rd, Madison, CT 06443
• 

  Est $1,538,055 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,748 Sq Ft

  2 Race Hill Rd, Madison, CT 06443

  2 Race Hill Rd, Madison, CT 06443
• 

  $530,000 Sold Jul 15, 2025

  • 1,879 Sq Ft
  • $282/SF
  • 126 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1974

  49 Wilshire Rd, Madison, CT 06443

  This lovely, well-cared-for townhouse in popular Kensington Acres South is just a few minute drive to the center of town where one will enjoy shopping in any of the specialty shops along the main street. A stop at the famous local bookstore is a must for just browsing or enjoying a leisurely lunch at its cafe. You will have a choice of several restaurants in which to dine and a cinema where

  Doris Fallon William Raveis Real Estate

  49 Wilshire Rd, Madison, CT 06443
• 

  Est $721,806 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  140 Saint Francis Woods Rd, Madison, CT 06443

  140 Saint Francis Woods Rd, Madison, CT 06443
• 

  $815,000 Sold Jul 11, 2025

  • 2,276 Sq Ft
  • $358/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1974

  27 Hammonassett Meadows Rd, Madison, CT 06443

  A very special home is a very desirable location. This special four-bedroom colonial has many extras including a heated four-season sunroom, a covered porch, an inground pool and a walkout finished basement. Additionally great care and attention was given to making this home "non-toxic." The new paint is clay based, two of the bedrooms have fresh air exchange units, The basement has a dry

  Leigh Whiteman William Raveis Real Estate

  27 Hammonassett Meadows Rd, Madison, CT 06443
• 

  Est $635,395 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,980 Sq Ft

  141 Saint Francis Woods Rd, Madison, CT 06443

  141 Saint Francis Woods Rd, Madison, CT 06443
• 

  $415,000 Sold Jul 11, 2025

  • 1,326 Sq Ft
  • $313/SF
  • 39 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  501 Durham Rd, Madison, CT 06443

  Set on approximately 1.11 acres in a peaceful Madison neighborhood, this charming home offers a blend of comfort, privacy, and convenience. With three bedrooms, two full bathrooms, and approximately 1,326 square feet of living space, it's a welcoming retreat in a quiet, residential setting. Beautiful hardwood floors run throughout the main living areas, with a fireplace in the living room,

  Susan Cassidy Coldwell Banker Realty

  501 Durham Rd, Madison, CT 06443
• 

  Est $754,059 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,172 Sq Ft

  115 Saint Francis Woods Rd, Madison, CT 06443

  115 Saint Francis Woods Rd, Madison, CT 06443
• 

  $715,000 Sold Jul 11, 2025

  • 2,386 Sq Ft
  • $300/SF
  • 113 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1970

  168 Green Hill Rd, Madison, CT 06443

  This stunning 3-bedroom, 2.5-bath colonial is truly turn-key, offering 2,386 sq. ft. Additionally, the rec room is easily used as a 4th bedroom! Set on a beautiful, flat acre next to preserved land, this home provides a great location, just minutes from town, beaches, and highways. Completely remodeled in 2018, this home features gleaming hardwood floors and Pella windows. The heart of the home

  Steven Elek Coldwell Banker Choice Properties

  168 Green Hill Rd, Madison, CT 06443
• 

  Est $775,819 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,180 Sq Ft

  7 Williamsburg Cir, Madison, CT 06443

  7 Williamsburg Cir, Madison, CT 06443
• 

  $595,000 Sold Jul 08, 2025

  • 2,604 Sq Ft
  • $228/SF
  • 73 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  93 Race Hill Rd, Madison, CT 06443

  Welcome to this stately 4-bedroom, 2.1-bath Colonial home ideally situated in Madison, CT near the picturesque Race Hill Farm. Set on a lovely country lot with mature landscaping and a sense of privacy, this home offers both tranquility and convenience, just minutes from Madison's vibrant town center and scenic beaches. Inside, you'll find an open floor plan that seamlessly connects the spacious

  Heather Dacey William Raveis Real Estate

  93 Race Hill Rd, Madison, CT 06443

Showing Results 281 - 320, Page 8 of 18