Homes for Sale near Walter C. Polson Upper Middle School

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  /10

  $875,000 Coming Soon

  • 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 (new counters being installed soon!) 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

  

  Dylan Walter

  William Raveis Real Estate

  (203) 594-8451

  23 Horsebarn Ln, Madison, CT 06443
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  Explore Walter C. Polson Upper Middle School

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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

  $1,899,000

  • 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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  /40

  $695,000

  • 4 Beds
  • 3 Baths
  • 2,555 Sq Ft

  16 Eastwood Rd, Madison, CT 06443

  Welcome to 16 Eastwood Drive, a beautifully updated raised ranch set on over an acre of land in one of Madison's most peaceful neighborhoods. This spacious 4-bedroom, 3-bathroom home offers over 2,555 square feet of living space with a bright and functional layout. The property has been thoughtfully upgraded throughout, featuring a brand-new roof, all new windows, and completely updated

  

  Nancy Potts

  Coldwell Banker Realty

  (475) 284-5986

  16 Eastwood Rd, Madison, CT 06443
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  /29

  $515,000

  • 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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  /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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  /35

  $1,500,000

  • 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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  /39

  $995,000

  • 5 Beds
  • 3.5 Baths
  • 4,168 Sq Ft

  66 Beaver Pond Rd, Madison, CT 06443

  Spacious Colonial close to Town Center boasting unique first floor, handicap accessible, in-law apartment with separate entrance, full kitchen, large family room and bedroom suite. Main house embraces a renovated granite kitchen, 4 additional second floor bedrooms including primary suite and great room with fireplace. Floor plan is tailor made for large gatherings. The home's kitchen and

  John Campbell Compass Connecticut, LLC

  66 Beaver Pond Rd, Madison, CT 06443
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  /40

  $1,485,000

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

  110 Randi Dr, Madison, CT 06443

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

  Amy Kirst William Pitt Sotheby's Int'l

  110 Randi Dr, Madison, CT 06443
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  /40

  $898,000

  • 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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  /39

  $2,295,000

  • 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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  /28

  $1,300,000

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

  513 Boston Post Rd, Madison, CT 06443

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

  Meig Walz Newcomb Coldwell Banker Realty

  513 Boston Post Rd, Madison, CT 06443
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  /26

  $1,100,000

  • 4 Beds
  • 3.5 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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  /40

  $875,000

  • 3 Beds
  • 4 Baths
  • 2,235 Sq Ft

  3 Arrowhead Rd, Madison, CT 06443

  Newly Priced! 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

  Diana Hartman William Pitt Sotheby's Int'l

  3 Arrowhead Rd, 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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  /22

  $177,500

  • 1 Bed
  • 1 Bath
  • 523 Sq Ft

  73 South St, Madison, CT 06443

  Madison-beach property! Dreaming of sunny beach days and enjoying all the shoreline lifestyle offers? Then this one is for you! Fully turnkey renovated seasonal cottage directly bordering Hammonasset Beach State Park. Enjoy the park's two miles of sandy beaches, secluded coves, picnic areas, wildlife sanctuary and 936 acres of protected waterfront lands all easily accessible from your quaint

  Rick Loranger Coldwell Banker Realty

  73 South St, Madison, CT 06443
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  /9

  $385,000

  • 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

  $749,500

  • 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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  /30

  $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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  /18

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,138 Sq Ft

  20 Strawberry Hill Rd, Madison, CT 06443

  This original owner, 1960's built, 3 bedroom, 2 bath single family residence is nestled in an established, sought-after area and offers unlimited possibilities. Whether you are a first-time homebuyer, investor or renovation enthusiast, this property is your chance to customize a home that reflects your vision and style in a location that truly delivers. Bring your vision and unlock the

  Pam Kadamus William Pitt Sotheby's Int'l

  20 Strawberry Hill Rd, Madison, CT 06443
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  /31

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,975 Sq Ft

  18 Deepwood Dr, Madison, CT 06443

  Charming 3-Bedroom Split-Level Home in a Quiet, Established Neighborhood Welcome to your new home! This lovingly maintained split-level residence combines comfort, style, and functionality-perfect for those seeking a peaceful retreat. This home features 3 bedrooms, 2 full bathrooms, and a warm, inviting living area. Step into a bright living room filled with natural light from a large front

  Alison Shaheen Sand Harbor Real Estate LLC

  18 Deepwood Dr, Madison, CT 06443
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  /16

  $455,000

  • 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

  $485,000

  • 5 Beds
  • 3 Baths
  • 2,652 Sq Ft

  76 Squires Rd, Madison, CT 06443

  Come see this charming Ranch oasis in desirable Madison, where the allure of suburban tranquility meets the vibrancy of community living! Nestled in a private setting yet so close to all amenities, this 5-bedroom, 3-bath home is a rare find that offers an unparalleled lifestyle. Step inside and be greeted by a spacious living room with french doors leading out to the expansive deck, where you can

  Joseph Giordano RE/MAX Alliance

  76 Squires Rd, 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

  $725,000

  • 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

  $799,000

  • 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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  /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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  /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

  $699,000

  • 3 Beds
  • 3 Baths
  • 2,025 Sq Ft

  69 Squires Rd, Madison, CT 06443

  This beautifully renovated modern home offers 2,025 sq ft of modern living with every upgrade already done for you. Set on over an acre of level land on a quiet street, the home features 3 bedrooms and 3 full baths, including a first-floor primary suite with its own fireplace, patio access, and spa-like bath with heated floors. The open floor plan is bright and welcoming, enhanced by new hardwood

  Sue Woods William Pitt Sotheby's Int'l

  69 Squires Rd, Madison, CT 06443
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  /40

  $549,500

  • 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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  /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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  /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

  $4,500,000

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

  33 Seaview Ave, Madison, CT 06443

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

  Margaret Muir William Pitt Sotheby's Int'l

  33 Seaview Ave, Madison, CT 06443
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  /37

  $637,500

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  81 Bartlett Dr, Madison, CT 06443

  81 Bartlett - a rare find, showcasing a blend of modern updates & outdoor amenities that make it perfect for entertaining & everyday living. Step outside to the double decks that meet with a new patio area & the expansive, level, private backyard offers a lush, grassy yard. Inside, the home greets you with an inviting colonial style layout. The foyer flows seamlessly into both the formal living

  Lauren Freedman Coldwell Banker Realty

  81 Bartlett Dr, Madison, CT 06443
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  /40

  $2,375,000

  • 4 Beds
  • 4.5 Baths
  • 4,637 Sq Ft

  132 Summer Hill Rd, Madison, CT 06443

  Welcome to your dream home, where thoughtful design meets high-end craftsmanship. This newly built four-bedroom, four-and-a-half bathroom house offers the perfect blend of style and comfort. Inside, an open floor plan creates a seamless flow from room to room, anchored by a soaring two-story great room with a stunning gas fireplace. Large oversized doors spill out onto a 580 SF covered deck where

  Diane Dupont William Pitt Sotheby's Int'l

  132 Summer Hill Rd, Madison, CT 06443
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  /11

  $259,900

  • 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 new cottage offers two bedrooms, walk in closets, a laundry hookup space, and electric fireplace. The kitchen showcases granite countertops, tile floors, stainless

  Jason Saphire www.HomeZu.com

  6 Young's Village, Madison, CT 06443

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