Homes for Sale in 06443

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  /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

  (475) 244-1665

  30 Meeting House Ln, Madison, CT 06443
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  /40

  $2,199,000

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

  81 Strawberry Hill Rd, Madison, CT 06443

  Modern luxury in a premier location. Set on over two private acres in a highly desirable neighborhood, this brand-new contemporary home offers an open, light filled floor plan designed for both comfort and style. The chef's kitchen is a standout, featuring a Subzero refrigerator, Wolf appliances, custom cabinetry, and elegant quartzite countertops. It flows seamlessly into the expansive great

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 265-5747

  81 Strawberry Hill Rd, Madison, CT 06443
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  /4

  $1,089,000

  Open Sun 12PM - 3PM Coming Soon

  • 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

  (475) 264-5621

  170 Devonshire Ln, Madison, CT 06443
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  /37

  $999,000

  • 3 Beds
  • 2.5 Baths
  • 1,837 Sq Ft

  461 Green Hill Rd, Madison, CT 06443

  Rare 7-Acre Madison Estate: Equestrian Dream Meets Modern Antique Charm Discover the perfect blend of tranquility and coastal convenience at this stunning 7.02-acre estate, located just 1.9 miles from the heart of downtown Madison. Whether you are a dedicated equestrian, a nature lover, this property offers a rare combination of level, lightly wooded land and functional luxury. The Land &

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  (475) 262-9624

  461 Green Hill Rd, Madison, CT 06443
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  /4

  $1,790,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  31 Stony Lane Lot 1 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

  (475) 251-8746

  31 Stony Lane Lot 1 Rd, Madison, CT 06443
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  /40

  $2,300,000

  • 4 Beds
  • 3.5 Baths
  • 3,822 Sq Ft

  101 Garnet Park Rd, Madison, CT 06443

  It's the stillness of the marsh...calm, quiet and ever-changing. This home captures nearly 270 degrees of protected landscape and water views, making the setting feel peaceful, immersive and incredibly rare. Inside, every detail feels thoughtful and intentional. Sunlight pours in and each space was designed to stay connected to the beauty beyond. The main living area rises to an 18-foot cathedral

  Nicole White William Raveis Real Estate

  101 Garnet Park Rd, Madison, CT 06443
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  /38

  $2,595,000

  New Construction Open Sat 1PM - 3PM

  • 4 Beds
  • 5.5 Baths
  • 4,700 Sq Ft

  23 Sheep Pasture Rd, Madison, CT 06443

  Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant

  Steve Wollman Wollman Realty

  23 Sheep Pasture Rd, Madison, CT 06443
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  /40

  $2,495,000

  $105K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 5,543 Sq Ft

  137 Liberty St, Madison, CT 06443

  Rare opportunity to own in desirable Liberty Street area. This 1816 Federal-style residence & new detached historically designed barn, renovated and built by prominent historical design/build specialists Gulick & Co., creates a harmonious blend of formality and comfort. The main residence has 3,784 sq ft of living space, and the detached barn boasts 1,776 sq ft. The main residence is a

  Alison Gould Gould Group LLC

  137 Liberty St, Madison, CT 06443
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  /38

  $2,495,000

  New Construction Open Sat 1PM - 3PM

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

  92 Scotland Ave, Madison, CT 06443

  Less than one mile from downtown Madison, this new construction home 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,

  Steve Wollman Wollman Realty

  92 Scotland Ave, Madison, CT 06443
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  /40

  $2,650,000

  • 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
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  /40

  $1,675,000

  • 4 Beds
  • 2.5 Baths
  • 4,022 Sq Ft

  420 Summer Hill Rd, Madison, CT 06443

  Privately positioned on nearly two acres in one of Madison's most desirable areas, this expansive Colonial offers a rare combination of privacy, scale, and convenience. Surrounded by natural beauty, the property feels secluded while remaining just minutes from the shoreline and Madison's charming town center, known for its dining, boutique shops, and coastal New England character. A true

  Adriana Radu Coldwell Banker Realty

  420 Summer Hill Rd, Madison, CT 06443
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  /37

  $1,150,000

  • 4 Beds
  • 2.5 Baths
  • 4,019 Sq Ft

  86 Quail Run, Madison, CT 06443

  Mark your calendars! Showings begin on Thursday, May 7th. Welcome home to this beautifully designed 4-bedroom Colonial offering space, style, and an exceptional floor plan! Step into the impressive two-story foyer with elegant marble tile floors that set the tone for what's to come. The formal living room flows seamlessly into a sun-filled family room featuring a charming bay window, vaulted

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  86 Quail Run, Madison, CT 06443
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  /5

  $900,000

  • Land
  • 2.42 Acres
  • $371,901 per Acre

  0 Mill Rd, Madison, CT 06443

  A RARE & VERSATILE REAL ESTATE OPPORTUNITY! For a limited time, discover this truly unique 2.42 acre corner parcel that perfectly balances natural beauty with massive investment potential. Featuring a picturesque mix of mature trees & diverse topography, the land offers a slight, wooded hill on one end (ideal for an elevated, private homesite) and a sweeping flat open area on the other. A classic

  Todd Gould William Pitt Sotheby's Int'l

  0 Mill Rd, Madison, CT 06443
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  /36

  $499,999

  $45K PRICE DROP

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

  3 Sandgate Cir, Madison, CT 06443

  Welcome to this 1,853 sq. ft. townhouse in desirable Windermere. A five-minute drive will take you to the center of town, where one will find a variety of specialty stores, as well as the famous local bookstore, where a leisurely lunch can be enjoyed in its cafe. The Library, several restaurants, a cinema, where classic films are shown, are also popular attractions. During the warmer months, it

  Doris Fallon William Raveis Real Estate

  3 Sandgate Cir, Madison, CT 06443
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  /31

  $635,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 1,894 Sq Ft

  9 Monroe Ln, Madison, CT 06443

  Nestled on a corner lot in a quiet cul-de-sac sits this lovely 4 bed, 2.5 bath Colonial in a cul-de-sac near everything: schools, downtown, beaches, highway, Madison Land Trust & Cockaponset State Forest! Classic colonial floor plan offers generously sized living room, dining room for entertaining, large kitchen with eat-in-area and 3 season sunporch all on the 1st floor. Lots of natural light

  Karen Lee Coldwell Banker Realty

  9 Monroe Ln, Madison, CT 06443
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  /29

  $519,000

  $31K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,476 Sq Ft

  4 Currycross Rd Unit 4, Madison, CT 06443

  Welcome to highly desirable Windermere East. Windermere is nestled in a private picture perfect setting along the Madison Shoreline. 4 Currycross Road is a charming free standing home with 2 spacious bedrooms, a pretty backyard, and one detached garage just steps to your front door. Home has been freshly painted and boast a lovely open floor plan with a wood burning fireplace, cathedral ceiling,

  Terry Morgan CT Realty Exchange, LLC

  4 Currycross Rd Unit 4, Madison, CT 06443
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  /33

  $595,000

  • 2 Beds
  • 2 Baths
  • 2,560 Sq Ft

  10 Runnymede Ln, Madison, CT 06443

  Nestled in the highly sought-after Windermere East community, this rare free-standing condo offers the perfect blend of privacy, comfort, and coastal charm in beautiful Madison. Enjoy serene river views and a peaceful setting just moments from the shoreline. This well-maintained home features 2 bedrooms and 2 full baths, a spacious fireplaced living room, and a bright kitchen ideal for everyday

  Laura Cariati William Raveis Real Estate

  10 Runnymede Ln, Madison, CT 06443
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  /16

  $199,000

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  63GG Dudley Ln, Madison, CT 06443

  Discover the ultimate summer retreat at 63GG Dudley Lane, a completely remodeled two-bedroom cottage located in the desirable and private DeSabato's Camp community. This turn-key home is offered fully furnished and features a bright, open interior with upgraded cabinetry and modern finishes throughout that maximize space and style. The outdoor living space is exceptional, boasting a massive rear

  Laura Ronghi Napoli Realty LLC

  63GG Dudley Ln, Madison, CT 06443
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  /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
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  /35

  $225,000

  $24K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 647 Sq Ft

  26 North St, Madison, CT 06443

  Experience the best of shoreline living in Madison, just about a mile from the sandy beaches of Hammonasset. This charming seasonal cottage offers a bright, airy feel with vaulted wood-beamed ceilings and natural light throughout-perfect for easy summer living by the water. With 647 square feet, the home includes two bedrooms (one ideal as a den or flex space), a sun-filled kitchen with stone

  Karen Floriano William Raveis Real Estate

  26 North St, Madison, CT 06443
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  /25

  $154,000

  Open Sun 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 476 Sq Ft

  16 North St, Madison, CT 06443

  Escape to the Connecticut shoreline with this beautifully maintained seasonal cottage in Dud's Village in Madison-the perfect summer retreat just minutes from the beach. Located less than one mile from Hammonasset Beach State Park, Connecticut's largest shoreline park, this charming getaway offers effortless access to two miles of sandy beaches, scenic walking and biking trails, and endless

  Tricia Farin Real Broker CT, LLC

  16 North St, Madison, CT 06443
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  /40

  $725,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,908 Sq Ft

  45 Milano Pond Dr, Madison, CT 06443

  Perfectly situated on a quiet cul-de-sac with serene views of Milano Pond, this meticulously maintained 1,908 sq. ft. Colonial offers 3 bedrooms, 2.5 baths, and complete modern updates throughout. The heart of the home is a stunning, expanded kitchen featuring brand-new appliances, a massive center island, and elegant leathered granite countertops. An airy family room with vaulted ceilings

  Rob McConville RE/MAX Heritage

  45 Milano Pond Dr, Madison, CT 06443
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  /38

  $735,000

  • 4 Beds
  • 2.5 Baths
  • 2,657 Sq Ft

  40 Harkness Dr, Madison, CT 06443

  Discover the perfect blend of modern luxury & classic charm at 40 Harkness Drive. This beautifully renovated colonial, set on a 1.23-acre lot, offers 2,657 sq ft of thoughtfully designed living space w/ 4 bedrooms & 2.5 bathrooms. Step through the double front doors into a stunning open-concept layout. The spacious dining room seamlessly flows into a brand-new kitchen, featuring custom cabinetry,

  Lauren Freedman Coldwell Banker Realty

  40 Harkness Dr, Madison, CT 06443
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  /33

  $539,900

  Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft

  6 Ladshaw Dr, Madison, CT 06443

  Detached stand-alone Ranch home in sought after Kensington Acres South has been beautifully maintained and shows pride of ownership throughout. Enjoy single floor living in your 2 bedroom, 2 bath home which features granite countertops in kitchen & baths, hardwood floors, light & bright open floor plan, natural gas fireplace and a year round heated sunporch surrounded by nature that will be your

  Greg robbins Houlihan Lawrence WD

  6 Ladshaw Dr, Madison, CT 06443
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  /20

  $174,900

  • 2 Beds
  • 1 Bath
  • 592 Sq Ft

  32 North St, Madison, CT 06443

  32 North Street is calling you home! Set on one of the largest lots in Dud's Village, this lovely cottage is the idyllic seasonal abode. Equipped with 2 bedrooms, 1 full bath, and an outdoor shower, you will surely enjoy your summers along the Madison shoreline here. The recently refreshed kitchen and fresh coat of paint throughout will undoubtedly delight. And let's not forget the new floors in

  Melanie Abbott William Pitt Sotheby's Int'l

  32 North St, Madison, CT 06443
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  /34

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,192 Sq Ft

  1281 Durham Rd, Madison, CT 06443

  SELLER FINANCING AVAILBLE Positioned in a highly desirable Madison location just minutes from town, shoreline beaches, and local shops, 1281 Durham Road delivers space, versatility, and opportunity on approximately half an acre. This property offers a flexible layout rarely found at this value point in the shoreline market. The main level showcases a generously sized living room centered around a

  Michelle Lorenzetti Premier Re Group LLC

  1281 Durham Rd, Madison, CT 06443
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  /37

  $2,349,000

  • 4 Beds
  • 3.5 Baths
  • 4,010 Sq Ft

  64 Webster Point Rd, Madison, CT 06443

  Spacious with amazing waterfront quality views, sited one house from Long Island Sound on a quiet cul de sac. Now available with additional closet space and newly finished den/office. Offering privacy and timeless appeal, the home features light filled rooms, 10-foot ceilings on the first floor and beautiful hardwood floors throughout the house. A double height foyer flows into the large living

  Margaret Muir William Pitt Sotheby's Int'l

  64 Webster Point Rd, Madison, CT 06443
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  /13

  $85,000

  $15K PRICE DROP

  • 1 Bed
  • 0.5 Baths
  • 540 Sq Ft

  15 North St, Madison, CT 06443

  seasonal cottage, must be purchased with CASH. The cottage is charming and a close walk to the beach and all that the town of Madison has to offer. Hammonassett Beach is a quick drive away. Conveniant to Route #1 and the local restaurants and shops. The cottage is one bedroom and one bathroom. This cottage is a perfect weekend destination or summer getaway, this is what coastal living in Madison

  Alan Barberino Alan Barberino Real Estate LLC

  15 North St, Madison, CT 06443
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  /40

  $2,495,000

  • 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
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  /38

  $2,875,000

  • 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
• 

  

  /13

  $579,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 3,184 Sq Ft

  Unlisted Address

  Originally built in the 1970's, this home has been thoughtfully transformed over time with extensive additions and updates that make it hard to imagine it's the same house. Newer mechanicals, Anderson windows, new interior doors and beautifully renovated kitchen & baths ensure a truly turnkey experience. Set well back from the road on 2.34 landscaped acres, this property offers privacy with

  Judy Dannemann William Raveis Real Estate

  Unlisted Address
• 

  

  /31

  $575,000

  Open Sun 12PM - 2PM Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft

  111 Scotland Rd, Madison, CT 06443

  Located close to the center of town, beaches and both I95 and train station this home is in an ideal location. There are three spacious bedrooms, two bathrooms and hardwood throughout. The kitchen features granite countertops, tile backsplash, and opens into a spacious dining room. The sun filled living room stretches across the front of the house. The back yard is spacious and level. This home

  Rob McConville RE/MAX Heritage

  111 Scotland Rd, Madison, CT 06443
• 

  

  /19

  $149,900

  • 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
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  /38

  $589,900

  Open Sat 11AM - 1PM Coming Soon

  • 5 Beds
  • 3 Baths
  • 2,210 Sq Ft

  10 Scenic Rd, Madison, CT 06443

  Beautifully maintained and ideally located, this 2200 sq.ft raised ranch features modern updates and a flexible, spacious floor plan throughout. On the main level, the open-concept living area flows seamlessly into the dining room, characterized by abundant natural light and gleaming hardwood floors. The updated kitchen is equipped with stainless steel appliances, Corian countertops, and a center

  Kate Esposito William Pitt Sotheby's Int'l

  10 Scenic Rd, Madison, CT 06443
• 

  

  /39

  $2,750,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 3,321 Sq Ft

  81A Middle Beach Rd, Madison, CT 06443

  Set back from Middle Beach Rd and sited 25' above sea level (so no flood insurance needed!) with deeded beach rights and views of Long Island Sound is a like-new (completed in 2023) charming 4 bedroom, Cape Cod style home on an unusually large 1.12 acre lot. The open plan's first floor has a cathedral ceiling in the living room with a gas-lit stone fireplace, a dining area, and a fully equipped

  Margaret Muir William Pitt Sotheby's Int'l

  81A Middle Beach Rd, Madison, CT 06443
• 

  

  /40

  $164,900

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  7 3rd St, Madison, CT 06443

  Tucked away like a hidden jewel at the shoreline, this storybook beach cottage captures the charm of coastal living.Approached by a classic brick landing, this cottage welcomes you with beachy curb appeal and a sense of relaxed living. Bathed in natural light and thoughtfully updated, this delightful retreat offers a warm and inviting interior designed for effortless living. Every detail reflects

  Karen Bruno Roos Williams Real Estate

  7 3rd St, Madison, CT 06443
• 

  

  /31

  $460,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  10 Salem Rd, Madison, CT 06443

  Welcome to this well-maintained home offering a flexible layout and thoughtful updates throughout. Step into a welcoming foyer that opens into a bright living room filled with natural light from multiple windows. From here, the layout flows seamlessly into the dining area, where a partial wall creates separation while maintaining an open, airy feel. Just beyond, the kitchen has been tastefully

  Leigh Whiteman William Raveis Real Estate

  10 Salem Rd, Madison, CT 06443
• 

  

  /34

  $725,000

  • 3 Beds
  • 2 Baths
  • 2,248 Sq Ft

  602 Durham Rd, Madison, CT 06443

  602 Durham Road delivers the lifestyle living by the shoreline is known for, starting the moment you pull into the circular driveway. The covered front porch sets the tone, but the backyard is the headline: a resort-caliber outdoor environment anchored by an in-ground pool, hot tub, covered patio with TV, outdoor kitchen with built-in grill, oversized high-top bar, pizza oven, basketball court,

  Heidi DeRusso Coldwell Banker Realty

  602 Durham Rd, Madison, CT 06443
• 

  

  /33

  $1,975,000

  • 4 Beds
  • 2 Baths
  • 3,882 Sq Ft

  441 Opening Hill Rd, Madison, CT 06443

  Updated 4 bedroom 2 Full bath Cape on 15+ Acres of rolling Meadows and woods bordering State Forest and over 800 feet of frontage on Opening Hill. Extensive updating includes new windows and doors, original wide-board refinishing in the original building. A new kitchen in the cathedral ceilinged family room addition with deck that commands beautiful views of two spring fed, stocked ponds below

  Steve Adkins Berkshire Hathaway NE Prop.

  441 Opening Hill Rd, Madison, CT 06443
• 

  

  /21

  $2,700,000

  • 4 Beds
  • 3.5 Baths
  • 2,786 Sq Ft

  121 Middle Beach Rd, Madison, CT 06443

  Set along the coveted shoreline of Madison, this pristine coastal retreat seamlessly blends timeless antique charm, the finest modern conveniences and extensive Long Island Sound views. Thoughtfully updated while preserving its character, the home offers an inviting and sophisticated atmosphere throughout. A stunning family room serves as the heart of the home. It features dramatic

  Meig Walz Newcomb Coldwell Banker Realty

  121 Middle Beach Rd, Madison, CT 06443

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