Homes for Sale in 06443

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  /40

  $3,000,000

  • 6 Beds
  • 4.5 Baths
  • 6,300 Sq Ft

  37 Lantern Hill Rd, Madison, CT 06443

  Welcome to 37 Lantern Hill Road, a luxurious residence nestled in the heart of Madison's most coveted neighborhood. Just a short stroll from pristine beaches, the charming town center, and the Madison Country Club, this home offers an unparalleled lifestyle of comfort and convenience. Tucked away along picturesque brick-lined sidewalks and illuminated by classic lanterns, this exceptional

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 283-9847

  37 Lantern Hill Rd, Madison, CT 06443
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  /40

  $875,000

  • 4 Beds
  • 4 Baths
  • 3,972 Sq Ft

  23 Horsebarn Ln, Madison, CT 06443

  Welcome to 23 Horsebarn Lane, one of the most versatile homes you will find on the market. From the newly renovated kitchen to the expansive open layout, to the first floor master suite with fireplace, this home will check all the boxes for even the most discerning buyers. The expansive 2 story foyer creates a dramatic entry while also offering easy access to everything the home offers, like the

  

  Dylan Walter

  William Raveis Real Estate

  (203) 594-8451

  23 Horsebarn Ln, Madison, CT 06443
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  /40

  $1,785,000

  • 4 Beds
  • 3.5 Baths
  • 4,988 Sq Ft

  123 Liberty St, Madison, CT 06443

  Welcome to Liberty Street - One of Madison's Most Sought-After Addresses. This exceptional custom-built home combines timeless elegance with masterful craftsmanship, showcasing exquisite millwork and refined finishes throughout. Spend warm summer evenings on the inviting covered front porch, or step inside to find a beautifully designed interior featuring coffered ceilings in the dining room, a

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 260-9240

  123 Liberty St, Madison, CT 06443
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  /29

  $500,000

  • 2 Beds
  • 2.5 Baths
  • 2,320 Sq Ft

  40 Legend Hill Rd, Madison, CT 06443

  Carefree Living in Madison's Premier Legend Hill Community Set on over 80 acres of beautifully landscaped grounds, Legend Hill offers resort-style amenities including a historic clubhouse, inground pool, and tennis/pickleball courts-all just minutes from Madison's charming town center and sandy beaches. This meticulously maintained ranch style 2-bedroom unit has a lovely kitchen which opens to

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 779-6103

  40 Legend Hill Rd, Madison, CT 06443
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  /15

  $173,500

  • Land
  • 1.55 Acres
  • $111,935 per Acre

  728 Durham Rd, Madison, CT 06443

  Imagine building your dream home on this picturesque 1.55-acre lot in Madison, Connecticut, offering seasonal views of the serene Hog Pond. Throughout the year, enjoy the changing scenery and abundant wildlife, with opportunities for ice skating and hockey on the pond during winter months. The property includes a recent survey with topographical details and a septic design, pending only perc

  

  Gene Pica

  RE/MAX Alliance

  (475) 290-6060

  728 Durham Rd, Madison, CT 06443
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  /40

  $1,995,000

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

  30 Meeting House Ln, Madison, CT 06443

  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 neighboring Congregational Church, the home

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 442-9594

  30 Meeting House Ln, Madison, CT 06443
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  /23

  $539,000

  • 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

  (203) 769-9945

  45 Wilshire Rd Unit 45, Madison, CT 06443
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  /27

  $589,000

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft

  85 Legend Hill Rd Unit 85, Madison, CT 06443

  Bright and inviting end-unit ranch at Legend Hill offering easy one-floor living. Enjoy a sunny kitchen and dining area that opens to a lovely living room with cathedral ceilings and a fireplace, plus a screened-in porch for warm-weather relaxation. The primary suite features a full bath and walk-in closet, with a second bedroom and hall bath completing the main level. Additional highlights

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 693-9073

  85 Legend Hill Rd Unit 85, Madison, CT 06443
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  /40

  $574,900

  • 4 Beds
  • 1.5 Baths
  • 1,828 Sq Ft

  9 Old Farms Rd, Madison, CT 06443

  Discover coastal bliss in this updated 4-bedroom, 1.5-bathroom home, spanning over 1,800 sq. ft. in this serene Madison, CT neighborhood-just a quick 6-minute, 2.7-mile drive to the sun-kissed beaches of Long Island Sound. Ideal for turnkey living with modern comforts and effortless seaside vibes. Enter to gleaming hardwood floors flowing through a semi-open layout, linking the inviting living

  Luke Florian SSG Real Estate LLC

  9 Old Farms Rd, Madison, CT 06443
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  /40

  $1,299,000

  • 4 Beds
  • 4 Baths
  • 5,624 Sq Ft

  38 Sportsman Hill Rd, Madison, CT 06443

  Welcome to an extraordinary approx 5,600 sq foot custom-built Colonial, privately sited on a beautifully manicured parcel that offers both elegance and seclusion. From the moment you arrive, the stunning craftsmanship and thoughtful design elements create an immediate sense of sophistication and comfort. This is a residence where timeless architectural character meets modern luxury-crafted for

  Gigi Giordano Taylor Compass Connecticut, LLC

  38 Sportsman Hill Rd, Madison, CT 06443
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  /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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  /37

  $2,400,000

  • 4 Beds
  • 2 Baths
  • 3,083 Sq Ft

  153 Middle Beach Rd, Madison, CT 06443

  Charming beach home with full guest apartment above garage across the street from Long Island Sound. Perfect opportunity for personal use, 1031 exchange or investment property. Main house and guest apartment both enjoy decks that overlook beautiful marshes with abundant wildlife. Main house has views of Long Island Sound from the second floor. Guest apartment embraces a full kitchen, family room

  John Campbell Compass Connecticut, LLC

  153 Middle Beach Rd, Madison, CT 06443
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  /40

  $2,600,000

  • 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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  /39

  $2,295,000 Open Sat 2PM - 4PM

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

  64 Webster Point Rd, Madison, CT 06443

  GRACIOUS, SPACIOUS AND GRAND Sited one house from Long Island Sound on a quiet cul de sac, 64 Webster Point is a private, classic Colonial with spacious, high ceilinged (10' on the first floor), light filled rooms and beautiful hardwood floors throughout the house. A double height foyer flows into the large living room highlighted by a handsome, wood burning fireplace. Adjacent is the formal

  Margaret Muir William Pitt Sotheby's Int'l

  64 Webster Point Rd, Madison, CT 06443
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  /33

  $1,950,000

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  146 Chittenden Field Ln, Madison, CT 06443

  Just Steps from the Sand - Your Coastal Retreat Awaits! Wake up in your 3-bedroom beach house to the sound of waves rolling onto your private beach. Bright, open living spaces bring the ocean right inside, while each room offers serene, million-dollar views and the soothing rhythm of the sea. This is more than home - it's your slice of paradise. Enjoy panoramic ocean views from every room, walls

  Lori Bartone William Raveis Real Estate

  146 Chittenden Field Ln, Madison, CT 06443
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  /40

  $1,050,000

  • 5 Beds
  • 3 Baths
  • 2,781 Sq Ft

  8 Highview Rd, Madison, CT 06443

  One-of-a-kind home in a small, sought-after subdivision close to the heart of charming Madison, CT. This architecturally distinctive residence features soaring cathedral ceilings and brand new skylights in the living room, vaulted ceilings in the dining room, and a striking shiplap ceiling in the expansive family room. Two wood-burning fireplaces create cozy focal points in both living and family

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  8 Highview Rd, Madison, CT 06443
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  /11

  $385,000

  • Land
  • 26.2 Acres
  • $14,695 per Acre

  247 C Old Toll Rd, Madison, CT 06443

  Two parcels of raw land in North Madison are being offered together as they adjoin. The piece that runs along Old Toll Rd has 535ft of road frontage and is 15.86 acres. The second 10.34 acre piece adjoins along the northern back border and is accessed through the front parcel for a total of 26.2 acres. The front parcel has a level area with small fir trees dotting a field. The parcels have a

  Allyson Cotton William Pitt Sotheby's Int'l

  247 C Old Toll Rd, Madison, CT 06443
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  /38

  $799,000

  • 3 Beds
  • 1 Bath
  • 1,382 Sq Ft

  52 Copse Rd, Madison, CT 06443

  LOCATION, LOCATION, LOCATION. PRIME MADISON LOCATION IN A NEIGHBORHOOD SETTING WALKING DISTANCE TO TOWN GREEN AND DOWNTOWN. RARE OPPORTUNITY TO OWN THIS PROPERTY ON OVER AN ACRE WITH TWO OUTBUILDING/BARNS ON PROPERTY. WHETHER YOU ARE LOOKING TO REHAB, ADD-ON OR USE AS A BUILDING LOT, THIS PROPERTY OFFERS MULTIPLE USE OPPORTUNITIES. PRESENT OWNER HAS STARTED THE PROCESS AND HAS INVESTED OVER $55K

  Laureen Kennedy Coldwell Banker Realty

  52 Copse Rd, Madison, CT 06443
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  /40

  $825,000

  • 3 Beds
  • 4 Baths
  • 2,160 Sq Ft

  3 Arrowhead Rd, Madison, CT 06443

  Embrace the enchantment of Shoreline Living at its finest with this sun-drenched haven at 3 Arrowhead, a jewel nestled in a quaint community with the river at your doorstep. As you step into this radiant abode, you're welcomed by a symphony of natural light and the serene melodies of local birdsong. The home's design harmoniously blends the outdoors with the indoors, creating a tranquil retreat.

  Diana Hartman William Pitt Sotheby's Int'l

  3 Arrowhead Rd, Madison, CT 06443
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  /39

  $2,695,000

  • 4 Beds
  • 3.5 Baths
  • 2,444 Sq Ft

  28 Toffee Ln, Madison, CT 06443

  Welcome to your dream coastal retreat! Perfectly sited on a double waterfront lot, this stunning year-round home offers sweeping water views, a private mooring with a trampoline, and ample outdoor living space designed for entertaining and relaxation. Enjoy patios, decks, and a lush, irrigated lawn surrounded by professionally landscaped gardens featuring salt-tolerant plantings and a new

  Melissa Rwambuya William Raveis Real Estate

  28 Toffee Ln, Madison, CT 06443
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  /40

  $599,999

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  60 Robin Ridge Dr, Madison, CT 06443

  Tucked away on a sought-after cul-de-sac just minutes from downtown Madison, 60 Robin Ridge is a beautifully maintained, custom-built home, cherished by the same family for over 50 years. Pride of ownership shines throughout. The main level features gleaming hardwood floors, a classic living room, formal dining room, and an updated eat-in kitchen with convenient laundry access. A spacious family

  Phoebe Finch William Pitt Sotheby's Int'l

  60 Robin Ridge Dr, Madison, CT 06443
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  /9

  $374,000

  • 2 Beds
  • 2 Baths
  • 1,119 Sq Ft

  20C Yankee Glen Rd Unit 20C, Madison, CT 06443

  20 Yankee Glen, Madison, Connecticut - Tucked just minutes from the sandy shoreline of Hammonasset Beach State Park, this single-standing condominium combines the serenity of coastal living with the charm of New England design. Behind its private entryway lies a sun-filled home where tall ceilings, a beautiful wood-burning fireplace, and a seamless flow between the living and dining spaces create

  Dallas Davis Dalvis Realty

  20C Yankee Glen Rd Unit 20C, Madison, CT 06443
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  /35

  $739,500

  • 4 Beds
  • 2.5 Baths
  • 3,212 Sq Ft

  174 Concord Dr, Madison, CT 06443

  Step into this exquisitely renovated colonial-style residence, where classic charm seamlessly blends with contemporary sophistication. Gleaming hardwood floors flow throughout the main living spaces, reflecting natural light and enhancing the home's warm ambiance. The heart of the home is a stunning chef's kitchen, thoughtfully designed with state-of-the-art appliances, quartz countertops, and

  Terence Dominick Complete Real Estate

  174 Concord Dr, Madison, CT 06443
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  /39

  $690,000

  • 4 Beds
  • 2.5 Baths
  • 3,057 Sq Ft

  39 Stepping Stone Ln, Madison, CT 06443

  Classic Madison Colonial with Pool, Privacy and Expansion Potential Set back from the road at the end of a small cul-de-sac, this inviting 3-bedroom, 2.5-bath Colonial offers privacy, space, and flexible living options. Originally a 4-bedroom home, it can easily be converted back since the fourth bedroom was transformed into a large dressing room connected to the primary bedroom. The two

  Cindy Breckheimer Forever Homes Real Estate LLC

  39 Stepping Stone Ln, Madison, CT 06443
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  /16

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft

  75 Fairview Dr, Madison, CT 06443

  3 bedroom 2 full baths close to town private road, close to Bower Park, 2 car garage attached. Totally renovated, Hardwood floors and wood composite laminate's where not oak, bow and bay Anderson windows, a must see!

  Derek Eisenberg Continental Real Estate

  75 Fairview Dr, Madison, CT 06443
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  /40

  $3,795,000

  • 4 Beds
  • 5 Baths
  • 4,505 Sq Ft

  98 Island Ave, Madison, CT 06443

  Welcome to 98 Island Avenue in Madison, a stunning coastal residence just a short walk to the beach and town. Custom built in 2016 w/extraordinary attention to detail, this home combines timeless elegance with modern convenience. Inside, you'll find soaring 9-foot ceilings, 8-foot doors, hurricane-rated Andersen windows, & polished nickel Baldwin hardware throughout. The chef's kitchen is a

  Susan Clifford Coldwell Banker Realty

  98 Island Ave, Madison, CT 06443
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  /39

  $699,000

  • 4 Beds
  • 2 Baths
  • 2,028 Sq Ft

  735 Opening Hill Rd, Madison, CT 06443

  This storybook Cape is a hidden treasure, offering 2,000 sq. ft. of character-filled living space plus a heated 975 sq. ft. studio-ideal for work, art, or guests. At its heart lies a true culinary centerpiece: an epicurean's dream kitchen with a 6-burner range, custom finishes, and timeless details that anchor the open floor plan. The main level continues with a welcoming living room and cozy

  Melanie Scull William Pitt Sotheby's Int'l

  735 Opening Hill Rd, Madison, CT 06443
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  /38

  $749,000

  • 4 Beds
  • 3.5 Baths
  • 3,986 Sq Ft

  16 Yankee Peddler Path, Madison, CT 06443

  This fully renovated and expanded Farmhouse Colonial offers nearly 4,000 sq ft of luxurious living space on a private 1.6-acre lot, blending timeless charm with modern upgrades. Every detail has been thoughtfully updated from roof to flooring, including new HVAC system, electrical, plumbing, a gourmet kitchen with center island and huge walk-in pantry, stylish bathrooms, and more. With 4 spacious

  Linda Toscano Coldwell Banker Realty

  16 Yankee Peddler Path, Madison, CT 06443
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  /39

  $876,500

  • 5 Beds
  • 3 Baths
  • 3,992 Sq Ft

  16 Forest Hills Dr, Madison, CT 06443

  Located in one of Madison's most desirable neighborhoods, 16 Forest Hills Drive offers exceptional space and potential. Just minutes from the town center and beaches. This expansive five-bedroom Colonial features an large eat-in kitchen with a cozy fireplace, a spacious formal living room with its own fireplace, and a versatile den/office with extensive built-in cabinets or family room-also with

  Rod Cross Coldwell Banker Realty

  16 Forest Hills Dr, Madison, CT 06443
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  /23

  $525,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  7 Madrina Ln, Madison, CT 06443

  Location, Location, Location!! Introducing a charming and well-maintained raised ranch home, nestled in the heart of shoreline Madison. Here at 7 Madrina Lane, step into an inviting living room with fireplace, and newer kitchen equipped with stainless steel appliances. Boasting 3 bedrooms, and pristine hardwood flooring - this delightful residence offers a cozy, spacious environment for everyday

  Kayla Chasse Compass Connecticut, LLC

  7 Madrina Ln, Madison, CT 06443
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  /40

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 1,660 Sq Ft

  1071 Durham Rd, Madison, CT 06443

  Charming 3 Bedroom Colonial home with lasting appeal! Step inside to discover nicely refinished hardwood floors that add warmth and character throughout. Updated kitchen with granite countertops and stainless-steel appliances leads to an expansive family room with woodburning fireplace. Home offers newer Anderson windows throughout. Steps to the 2-car attached garage. Unwind on the screened

  Jane Cardarelli William Raveis Real Estate

  1071 Durham Rd, Madison, CT 06443
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  /40

  $869,000

  • 4 Beds
  • 3.5 Baths
  • 4,944 Sq Ft

  30 Renees Way, Madison, CT 06443

  Welcome home to your very own peaceful retreat. Nestled on a classic cul-de-sac in one of the area's most desired neighborhoods. Ideal for multi-generational living, this home features an additional 1100 sf walk out lower level, ready to be utilized as an in-law suite, home gym, recreation space or even an at-home office. The private backyard oasis, features an in-ground pool, hot tub, charming

  Shoreline Homes Team William Raveis Real Estate

  30 Renees Way, Madison, CT 06443
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  /23

  $789,900

  • 4 Beds
  • 2.5 Baths
  • 2,805 Sq Ft

  18 Kelsey Springs Dr, Madison, CT 06443

  Charming colonial home nestled on 0.96 acres in a desirable neighborhood just minutes from the town beach, shopping, and highway. This beautiful 2800 square foot home boasts an open floor plan perfect for entertaining, with vaulted ceilings and a cozy fireplace. The spacious layout includes four bedrooms, two full baths, and one half bath, partial finished walk out basement and 2 car garage.

  Joanne Fowler Bishop, Edward & Roberts, LLC

  18 Kelsey Springs Dr, Madison, CT 06443
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  /22

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,186 Sq Ft

  141 Duck Hole Rd, Madison, CT 06443

  Tucked away on a private 2-acre lot just minutes from I-95 and all that Madison has to offer, this property is perfect for buyers seeking space, convenience, and a truly exceptional garage setup. The home itself offers 3 bedrooms and a full basement-functional and full of potential-but the real star here is the oversized garage. With over 1,800 square feet of space, soaring ceilings, and 12-foot

  Meig Walz Newcomb Coldwell Banker Realty

  141 Duck Hole Rd, Madison, CT 06443
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  /40

  $3,950,000

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

  10 Middle Beach Rd W, Madison, CT 06443

  PRIVATE AND PEACEFUL WITH DEEDED BEACH ACCESS! Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private, mint condition home with ample room for family & lucky guests. Sited back from Middle Beach Road West and overlooking the ever changing salt marsh, enter the inviting double height foyer to discover spacious, high ceilinged and light filled rooms that are

  Margaret Muir William Pitt Sotheby's Int'l

  10 Middle Beach Rd W, Madison, CT 06443
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  /16

  $775,000

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

  677 Durham Rd, Madison, CT 06443

  Absolutely pristine and Stunning 3-Bed, 2.5-Bath Home Built in 2022 - Immaculate and Move-In Ready! This exquisite home just had a pristine inspection with no issues. Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home, built in 2022 and designed for modern living. From the moment you step inside, you'll be impressed by the open floor plan that seamlessly blends living, dining,

  Meig Walz Newcomb Coldwell Banker Realty

  677 Durham Rd, Madison, CT 06443
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  /32

  $229,000

  • 3 Beds
  • 1 Bath
  • 897 Sq Ft

  4 North St, Madison, CT 06443

  **Seasonal Beach Living in Madison** Experience the ultimate coastal getaway with this charming seasonal cottage, available from April 1 to October 31. Nestled within a mile of stunning beaches, you'll have easy access to not only the sun and surf but also scenic hiking and biking trails nearby. Enjoy the vibrant local culture with a variety of delightful shoreline restaurants and unique shops

  Kristy Vaiuso Coldwell Banker Realty

  4 North St, Madison, CT 06443
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  /33

  $635,000

  • 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 with a brand new roof in a great neighborhood 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

  Karen Lee Coldwell Banker Realty

  9 Monroe Ln, Madison, CT 06443
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  /40

  $785,000

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

  48 Shepherds Trail, Madison, CT 06443

  Check out the new fresh photos. Contemporary Colonial home features 4 bedrooms, 2.5 baths, and a versatile floor plan designed for both grand entertaining and everyday comfort. Step into the impressive foyer, where an expansive living room and formal dining area set the stage for large gatherings. At the heart of the main level, the kitchen shines with granite countertops, stainless steel

  Erin Connelly Coldwell Banker Realty

  48 Shepherds Trail, Madison, CT 06443
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  /27

  $585,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  108 Boston Post Rd, Madison, CT 06443

  Seller offering $10,000 credit toward closing costs at closing!! Welcome antique home lovers!! This beautifully preserved and tastefully updated antique home, ideally situated on a generous 0.92-acre lot in the heart of Madison. Offering three bedrooms and two full baths, this residence perfectly balances historic character with everyday comfort. The inviting kitchen features exposed beams that

  Cindy Breckheimer Forever Homes Real Estate LLC

  108 Boston Post Rd, Madison, CT 06443

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