Homes for Sale in 06443

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  /38

  $1,895,000

  • 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

  (475) 252-9212

  30 Meeting House Ln, Madison, CT 06443
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  /32

  $850,000

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  46A Beach Ave, Madison, CT 06443

  Charming ranch set on a picturesque 0.92-acre property spanning from Beach Avenue to Pleasant View Avenue, with deeded beach access at the end of Beach Avenue. Originally built in the 1940s and thoughtfully renovated and expanded in 2001, this home blends classic character with comfortable living. The primary bedroom features windows that capture lovely views of the surrounding property, along

  

  Dana Weinstein

  Coldwell Banker Realty

  (475) 244-8454

  46A Beach Ave, 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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  /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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  /40

  $899,000

  • 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

  (475) 262-8352

  61 Bishop Ln, Madison, CT 06443
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  /23

  $1,000,000

  • 4 Beds
  • 2.5 Baths
  • 3,909 Sq Ft

  125 Wildcat Rd, Madison, CT 06443

  Nestled just minutes from the heart of downtown Madison, this exceptional property offers the perfect blend of convenience, privacy, and year-round beauty. Loved by the same family for 34 years, at the end of a long circular driveway you will find this home that sits on a professionally landscaped lot that blooms with color in every season, attracting songbirds from spring through fall. Inside,

  Meig Walz Newcomb Coldwell Banker Realty

  125 Wildcat Rd, Madison, CT 06443
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  /38

  $2,595,000 New Construction

  • 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

  $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 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 throughout the

  Margaret Muir William Pitt Sotheby's Int'l

  10 Middle Beach Rd W, Madison, CT 06443
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  /40

  $2,495,000

  • 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

  $2,495,000 New Construction

  • 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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  /36

  $1,175,000

  • 5 Beds
  • 4.5 Baths
  • 3,194 Sq Ft

  37 Lovers Ln, Madison, CT 06443

  Location, Location, Location!! Timeless elegance meets modern living in this beautifully appointed 5-bedroom Colonial, ideally situated just moments from Madison's beaches and charming town green. Thoughtfully designed for both refined living and effortless entertaining, the home offers expansive gathering spaces, gracious proportions, and seamless indoor-outdoor flow. Inside, sun-filled living

  Melanie Scull William Pitt Sotheby's Int'l

  37 Lovers Ln, 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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  /24

  $499,000 Open Sat 1:30PM - 3:30PM

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

  12 Sportsman Hill Rd, Madison, CT 06443

  4 Bedroom 2.5 Bath traditional Colonial, 1 car attached garage on quiet road near town and beaches. Solid home, Dry. Roof is 13 years old. Investors and flippers and DIY's this one is for you! Hot Madison Market! Full unfinished walk out basement.Raised Hearth Fireplace in Family room, and Raised Hearth fireplace in Living Room with Built ins alongside. Terrific location as house is set back

  Steve Adkins Berkshire Hathaway NE Prop.

  12 Sportsman Hill Rd, Madison, CT 06443
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  /32

  $535,000

  • 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. Within a short drive to the center of town, one can enjoy shopping in any of the many specialty stores, as well as visiting the famous local bookstore, where a leisurely lunch can also be had in its cafe. You will find several restaurants in which to dine and a cinema where classic films are shown. During the warmer months, it is

  Doris Fallon William Raveis Real Estate

  3 Sandgate Cir, Madison, CT 06443
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  /29

  $529,000

  • 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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  /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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  /30

  $595,000 Open Sat 11AM - 1PM

  • 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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  /38

  $424,900

  • 3 Beds
  • 2 Baths
  • 864 Sq Ft

  107 Horse Pond Rd, Madison, CT 06443

  Set on 1.75 private acres in the heart of Madison, this inviting ranch offers a unique blend of comfort, versatility, and opportunity. Tucked away with a sense of privacy yet just moments from town, the property features a charming main residence along with a fully equipped detached cottage-ideal for today's flexible lifestyles. The main home is filled with natural light and showcases hardwood

  Victoria Tavares William Raveis Real Estate

  107 Horse Pond Rd, Madison, CT 06443
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  /2

  $350,000

  • 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

  $249,000

  • 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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  /31

  $1,775,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 1,976 Sq Ft

  11 Middle Beach Rd, Madison, CT 06443

  WOW water views! Vintage shingle style. The charm of old Madison with modern comforts. This Sound facing getaway offers three bedrooms and three full baths. The main level is versatile with a separate den/family room and a living room with fireplace. The Gedney-designed kitchen with beautiful Tiger Maple cabinetry is open to the dining area and leads to a private rear patio and deep landscaped

  Margaret Muir William Pitt Sotheby's Int'l

  11 Middle Beach Rd, Madison, CT 06443
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  /25

  $154,000

  • 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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  /39

  $1,495,000 Coming Soon

  • 5 Beds
  • 5.5 Baths
  • 5,380 Sq Ft

  34 Wildcat Springs Dr, Madison, CT 06443

  Modern Charm Meets Effortless Comfort in Desirable Neighborhood Step into a bright, beautifully updated 5 bedroom, 5.5 bath home where every detail was designed for easy living and effortless entertaining. The open-concept layout flows from a sun-filled living area into a stunning chef's kitchen featuring quartz countertops, custom cabinetry, and stainless-steel appliances. Wake up to morning

  Rebecca Ellsley Higgins Group Bedford Square

  34 Wildcat Springs Dr, Madison, CT 06443
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  /33

  $539,900

  • 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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  /34

  $499,900

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

  1281 Durham Rd, Madison, CT 06443

  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 fireplace, creating a

  Michelle Lorenzetti Premier Re Group LLC

  1281 Durham Rd, Madison, CT 06443
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  /13

  $100,000

  • 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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  /38

  $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
  • 4.5 Baths
  • 6,319 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
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  /22

  $339,600

  • 2 Beds
  • 2 Baths
  • 1,692 Sq Ft

  2304 Durham Rd, Madison, CT 06443

  ***All interested parties must qualify pursuant to CT General Statutes, Deed Restrictions, and Income Limits. Eligible Gross Household Income for household is: *$88,792 1person,*$101,476-2 people, *$14,161-3 people, *$126,845-4people & for more request full list. ***Nature Lovers take note! Well maintained updated home located directly across from Madison's "Rockland Preserve" in the Twin Pine

  Diane Beckwith Popolizio William Raveis Real Estate

  2304 Durham 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

  31 Stony Lane Lot 1 Rd, Madison, CT 06443
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  /25

  $1,950,000

  • 3 Beds
  • 3.5 Baths
  • 2,574 Sq Ft

  24 Ridgewood Ave, Madison, CT 06443

  Perched high above the flood plains, this pristine coastal retreat captures sweeping views of the Neck River as it opens into the Long Island Sound. Thoughtfully designed to embrace its stunning setting, the home's open floor plan is filled with natural light and seamless indoor-outdoor flow. At the heart of the home, a chef-inspired kitchen blends beauty and function-perfectly for entertaining

  Meig Walz Newcomb Coldwell Banker Realty

  24 Ridgewood Ave, Madison, CT 06443
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  /11

  $259,900 New Construction

  • 2 Beds
  • 1 Bath
  • 612 Sq Ft

  6 Young's Village, Madison, CT 06443

  Brand New Cottage : ) This seasonal cottage located on First Street # 6 in Young's Village next to Hammonasett State Beach Park. Enjoy swimming, coastal walk ways and fabulous restaurants .- all within a hop, skip and jump away! This brand new cottage offers two bedrooms, walk in closets, a laundry hookup space, and electric fireplace. The kitchen showcases granite countertops, tile floors,

  Jason Saphire www.HomeZu.com

  6 Young's Village, Madison, CT 06443
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  /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
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  /31

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft

  42 Neck Rd, Madison, CT 06443

  Live the shoreline lifestyle in the highly sought after beach area of Neck Road. This charming home offers a rare opportunity to enjoy coastal living in a location that truly has it all. An inviting front porch welcomes you in and provides the perfect spot for morning coffee or relaxing at the end of the day. Inside, the spacious living room features beautiful built-in bookshelves and it flows

  Anne-Marie Pagli William Raveis Real Estate

  42 Neck Rd, Madison, CT 06443
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  /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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  /27

  $675,000

  • 2 Beds
  • 2 Baths
  • 1,640 Sq Ft

  41 Harbor Ave, Madison, CT 06443

  Charming Cape Cod in the Harbor Avenue Beach community, with a short walk to a lovely sandy beach and Long Island Sound. Lots of room for entertaining friends and family, including a large enclosed heated porch surrounded by sliders that lead to a side deck and fenced back yard. Family Room with wood stove. Two bedrooms (one on the first level) and 2 full baths. Some upgrades, including new

  Alison Gould Gould Group LLC

  41 Harbor Ave, Madison, CT 06443
• 

  

  /31

  $850,000

  • Land
  • 3.67 Acres
  • $231,608 per Acre

  4 Boston Post Rd, Madison, CT 06443

  Rarely does a Legacy Property, with a "Shovel-Ready" vision, arrive with the hardest yards of coastal development already complete. East River Landing is a fully de-risked, 3.67-acre asset at the Madison/Guilford gateway, combining an extensive marina income opportunity with unprecedented residential scalability. Approved Maritime Asset. Forget proposed plans-this is a fully built, 46-slip marina

  Michael Barnes Silver and Oak Realty

  4 Boston Post Rd, Madison, CT 06443
• 

  /2

  $1,150,000 Coming Soon

  • 2 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  15 Cambridge Dr, Madison, CT 06443

  Welcome to this beautifully maintained two-bedroom condominium offering 2,208 square feet of thoughtfully designed living space in pristine condition. Featuring an inviting open floor plan, this home seamlessly blends comfort and style-perfect for both everyday living and entertaining. At the heart of the home is a stunning chef's kitchen, complete with high-end finishes, ample cabinetry, and

  Meig Walz Newcomb Coldwell Banker Realty

  15 Cambridge Dr, Madison, CT 06443

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