Homes for Sale in 06443

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  /40

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 3,711 Sq Ft

  1543 Durham Rd, Madison, CT 06443

  Bring your imagination! This spacious home offers 3 bedrooms and 2.5 bathrooms, ready for your vision and updates. Featuring classic architectural details, generous room sizes, and a functional floor plan, this property has great bones and endless potential. The main level includes a large living room, formal dining area, and a kitchen ready for redesign. Upstairs, you'll find three comfortable

  

  Rob McConville

  William Pitt Sotheby's Int'l

  (475) 290-6326

  1543 Durham Rd, Madison, CT 06443
• 

  

  

  /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
• 

  

  

  /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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  /29

  $479,000

  • 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) 344-7322

  40 Legend Hill Rd, Madison, CT 06443
• 

  

  

  /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

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 2,632 Sq Ft

  97 Kelsey Springs Dr, Madison, CT 06443

  Beautiful 4-Bedroom Colonial in a Prime Madison Location! This immaculate home has been thoughtfully upgraded nothing left to do but move in and enjoy. The living room blends contemporary design with classic appeal, while the dedicated office provides the perfect space for working from home. A cozy family room with custom built-ins, a fantastic mud/laundry room, and four spacious bedrooms

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 323-6765

  97 Kelsey Springs Dr, 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
• 

  

  /40

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 3,609 Sq Ft

  41 Allison Dr, Madison, CT 06443

  Welcome to an exceptional colonial residence with 3 bedrooms and 2.5 baths, thoughtfully sited on a professionally landscaped 3,609 sf parcel. This property is situated in the highly desirable Southwick neighborhood. Upon arrival, guests are greeted by a grandly paved driveway. The wrap-around porch imparts a sense of gracious hospitality and charm. One is welcomed by a magnificent two-story

  Margaret Muir William Pitt Sotheby's Int'l

  41 Allison Dr, Madison, CT 06443
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  /34

  $1,050,000

  • 4 Beds
  • 2.5 Baths
  • 2,691 Sq Ft

  519 Boston Post Rd, Madison, CT 06443

  Welcome to the Talcott Bradley house, one of Madison's oldest and most esteemed historical houses, sitting next to the beautiful Madison Green. This home has 4 bedrooms, 2 1/2 baths and nearly an acre of lush flat grounds covered with beautiful gardens and rock walls. A large detached garage provides plenty of space for hobby enthusiasts and vehicles. A new Cedar Roof was installed this year,

  Kimberly Stasiak Century 21 AllPoints Realty

  519 Boston Post Rd, Madison, CT 06443
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  /40

  $1,695,000

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  35 Hotchkiss Ln, Madison, CT 06443

  This expanded 3 bedroom 2.5 bath Cape-style home offers 2,400+square feet of thoughtfully designed space. The main-level primary suite includes a luxurious two-compartment bath with a soaking tub and roomy shower, a spacious walk-in closet, laundry area with built in wardrobe and a versatile small bonus room for a gym or office. The newer kitchen opens to a bright breakfast room overlooking a

  Margaret Muir William Pitt Sotheby's Int'l

  35 Hotchkiss Ln, Madison, CT 06443
• 

  

  /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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  /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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  /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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  /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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  /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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  /12

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  42 Wildcat Rd, Madison, CT 06443

  Ranch-style single-family home situated on 1 acre, just 5 minutes from Hammonasset State Beach. The property features classic New England stone walls surrounding much of the land, along with a detached two-car garage. Inside, has nice looking exposed beams! Then living room, kitchen, three bedrooms, and one bathroom-all on the main floor. Full unfinished basement with an exterior hatch. The

  Ethan Maddalena Berkshire Hathaway NE Prop.

  42 Wildcat Rd, Madison, CT 06443
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  /24

  $499,900

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

  1281 Durham Rd, Madison, CT 06443

  Welcome to 1281 Durham Road in Madison, CT. This beautifully maintained home offers just under 2,200 sq ft of living space and sits on nearly half an acre in a highly desirable neighborhood. The main level features two bedrooms, a spacious living room with a fireplace, a large kitchen, a full bathroom, a laundry room, and a huge bonus room that extends the entire length of the house. The windows

  Danny Hernandez CLMA Realty

  1281 Durham Rd, Madison, CT 06443
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  /38

  $549,900

  • 3 Beds
  • 2 Baths
  • 2,034 Sq Ft

  90 Boston Post Rd, Madison, CT 06443

  Great downtown location with beautiful salt marsh views. This lovely 3-bedroom home offers easy living and stunning scenery throughout. The main level includes two bedrooms with a shared full bath, while the private primary suite upstairs features vaulted ceilings, a gas fireplace, full bath, and a balcony overlooking the marsh. The bright living room opens to an oversized deck with serene views

  Kate Jasko Coldwell Banker Realty

  90 Boston Post Rd, Madison, CT 06443
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  /40

  $600,000

  • 3 Beds
  • 2.5 Baths
  • 2,542 Sq Ft

  25 Copperstone Ln, Madison, CT 06443

  Welcome home to this charming 3-bedroom Cape-style Colonial, perfectly set back on a peaceful cul-de-sac. Offering over 2,500 sq ft of living space, this home blends warmth, functionality, and privacy, complete with a sparkling in-ground pool and stamped concrete patio that create a true backyard retreat. Step inside to a bright, open main level featuring a spacious kitchen with wraparound

  Nicholas Tarquino Carbutti & Co., Realtors

  25 Copperstone Ln, 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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  /40

  $435,000

  • 2 Beds
  • 1.5 Baths
  • 1,110 Sq Ft

  779 Summer Hill Rd, Madison, CT 06443

  Welcome home to this picture-perfect ranch in peaceful North Madison-where comfort, charm, and convenience come together beautifully. With just over 1,100 square feet of thoughtfully designed living space, this home offers two bedrooms plus flexible office space, ideal for working from home or creating a cozy guest space. The open floor plan fills the home with natural light and makes everyday

  Diane Devries William Pitt Sotheby's Int'l

  779 Summer Hill Rd, 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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  /34

  $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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  /23

  $509,900

  • 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
• 

  

  /23

  $769,900

  • 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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  /39

  $2,295,000

  • 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, 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

  Margaret Muir William Pitt Sotheby's Int'l

  64 Webster Point Rd, 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 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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  /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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  /27

  $575,000

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

  108 Boston Post Rd, Madison, CT 06443

  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 bring warmth and charm, while thoughtful updates ensure a seamless

  Cindy Breckheimer Forever Homes Real Estate LLC

  108 Boston Post Rd, Madison, CT 06443
• 

  

  /22

  $799,000

  • Land
  • 0.19 Acre
  • $4,205,263 per Acre

  885 Boston Post Rd, Madison, CT 06443

  Fully approved and ready to go, this exceptional commercial lot is situated in the heart of vibrant downtown Madison. Boasting approvals for a 5,000 square foot building the property includes a brand-new septic system, 13 designated parking spaces with additional parking options, and unbeatable proximity to restaurants, shopping, the train station, and I-95. Imagine welcoming clients or customers

  Michael Hvizdo Coldwell Banker Realty

  885 Boston Post Rd, Madison, CT 06443
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  /38

  $3,200,000

  • 5 Beds
  • 6 Baths
  • 4,450 Sq Ft

  77 E Wharf Rd, Madison, CT 06443

  Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a

  Meig Walz Newcomb Coldwell Banker Realty

  77 E Wharf Rd, Madison, CT 06443
• 

  

  /23

  $164,900

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  7 3rd St, Madison, CT 06443

  Madison, SEASHORE! - STEAL OF THE YEAR! REDUCED! SHOWING IN NOV/DEC! Coastal living adjacent to glorious Hammonassett Beach State Park! Turnkey, masterfully updated in 2023. Well-built circa 1958 cottage is the perfect vacation retreat! Looks are deceiving. Open floor plan living room w/vaulted ceiling is wonderfully spacious! Deck is large @412 sf! Young's Village is seasonal providing a 7-month

  Laurie McCann William Pitt Sotheby's Int'l

  7 3rd St, Madison, CT 06443
• 

  /2

  $159,900

  • Land
  • 1.43 Acres
  • $111,818 per Acre

  0 Skytop Dr, Madison, CT 06443

  Great opportunity to build in an established neighborhood in the beautiful shoreline community of Madison, CT! Large 1.43 acre rear lot is extremely private and ready for your dream home. Located just a short 1.5mi / 5 minute drive to downtown with easy access to I-95 and a short drive to Hammonasset Beach. Per town will need an updated perc test for final approval. Agent/owner

  Luke Florian SSG Real Estate LLC

  0 Skytop Dr, Madison, CT 06443
• 

  /2

  $125,000

  • Land
  • 2.7 Acres
  • $46,296 per Acre

  0 Old Toll Rd Unit 24109109, Madison, CT 06443

  Build your dream home in Madison!! 2.7 raw acre lot available in the North Madison section of town. Minutes from Chatfield Hollow State Park and Hammonasset Beach. Extends far enough beyond the main road to enjoy wooded seclusion. Lot has been surveyed, boundary sketch is available.

  Karen Kesten William Raveis Real Estate

  0 Old Toll Rd Unit 24109109, Madison, CT 06443
• 

  /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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