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Homes for Sale near Walter C. Polson Upper Middle School

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  • /22

    $650,000

    • 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
  • /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
  • /16

    $775,000 Open Sun 1:30PM - 2:30PM

    • 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
  • /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
  • /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 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 floor. Lots of natural

    Karen Lee Coldwell Banker Realty

    9 Monroe Ln, Madison, CT 06443
  • /40

    $799,000 Open Sun 12PM - 3PM

    • 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
  • /33

    $739,900

    • 4 Beds
    • 2.5 Baths
    • 2,698 Sq Ft

    129 Acorn Rd, Madison, CT 06443

    A stone's throw away from the heart of Madison Village, perfectly positioned at 1.4 miles from the bustling center, with beaches, recreational fields, and the renowned Bookstore. Shopping, dining, and are all conveniently close, making this an ideal location for those seeking both tranquility and community amenities. Occupying a generous .74-acre level lot, the low-maintenance garden and an

    Ann Stewart William Pitt Sotheby's Int'l

    129 Acorn Rd, Madison, CT 06443
  • /27

    $595,000

    • 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
  • /19

    $145,000

    • 2 Beds
    • 1 Bath
    • 396 Sq Ft

    92 4th St, Madison, CT 06443

    Nestled in the heart of picturesque Madison, this charming 2-bedroom, 1-bathroom seasonal cottage offers a serene sanctuary for enjoying summers along the shoreline. With a cozy living space, this quaint abode is perfectly designed for those seeking a peaceful beachside getaway. As you step inside, you're greeted by a warm and inviting atmosphere that captures the essence of coastal living. The

    Melanie Abbott William Pitt Sotheby's Int'l

    92 4th St, Madison, CT 06443
  • /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
  • /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

    $172,000

    • 1 Bed
    • 1 Bath
    • 441 Sq Ft

    7 3rd St, Madison, CT 06443

    Madison, SEASHORE! - Coastal living adjacent to Hammonassett Beach State Park! HIGH VALUE! Astute & masterfully updated in 2023. Well built circa 1958 cottage is the perfect vacation retreat! Looks are deceiving. Big open floor plan living room w/vaulted ceiling! Deck is 412 sf! Young's Village is seasonal offering a 7 month term of full time use. Occupy your home full time April 1 - October 31.

    Laurie McCann William Pitt Sotheby's Int'l

    7 3rd St, Madison, CT 06443
  • /35

    $585,000

    • 2 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    67 Boston Post Rd Unit 8, Madison, CT 06443

    No better value in Madison! Sophisticated, like new, 2-bedroom townhouse-style condominium located in the East River Farms community. High quality and beautifully designed open floor plan featuring pristine hardwood floors, soaring 9-foot ceilings with triple crown moldings, & cozy gas fireplace create a warm, inviting atmosphere. As the former model home, the upgraded, chef-inspired kitchen is a

    Dana Weinstein Coldwell Banker Realty

    67 Boston Post Rd Unit 8, Madison, CT 06443
  • /39

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,538 Sq Ft

    908 Boston Post Rd, Madison, CT 06443

    THE GENERAL'S RESIDENCES at Fence Creek, the perfect & rare combination of location, luxury & comfort in the heart of charming small town Madison w/ it's nationally recognized independent R J Julia Booksellers, 2 screens Madison Arts Cinema, specialty shops & numerous fine dining establishments. There is a glorious & sandy Town Beach for residents only literally just a walk down the street w/ not

    Todd Gould William Pitt Sotheby's Int'l

    908 Boston Post Rd, Madison, CT 06443
  • /28

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 2,864 Sq Ft

    917 Boston Post Rd, Madison, CT 06443

    This iconic property offers a rare opportunity to own a piece of Madison's history. This meticulously restored colonial offers the perfect blend of historic charm and modern luxury. Just a short walk from the library, Bar Bouchee, and the beach, this home provides an unparalleled lifestyle in one of the area's most coveted locations. With keen attention to detail, every aspect of this home has

    Meig Walz Newcomb Coldwell Banker Realty

    917 Boston Post Rd, 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

    $400,000

    • Land
    • 2.05 Acres
    • $195,122 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
  • /9

    $1,425,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,085 Sq Ft

    454 Horse Pond Rd Unit D, Madison, CT 06443

    Gorgeous 4/5BR 3.5BA home in an enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Constructed by a well-established local Madison builder, this home includes all the details you would expect from a meticulously-built brand new home, such as gleaming hardwood floors, 9ft ceilings, energy efficient features, and exceptional craftmanship throughout. This

    Karen Rosenthal William Raveis Real Estate

    454 Horse Pond Rd Unit D, Madison, CT 06443
  • /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
  • /9

    $1,350,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,568 Sq Ft

    454 Horse Pond Rd Unit C, Madison, CT 06443

    2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

    Karen Rosenthal William Raveis Real Estate

    454 Horse Pond Rd Unit C, Madison, CT 06443
  • /9

    $1,375,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 4,357 Sq Ft

    454 Horse Pond Rd Unit B, Madison, CT 06443

    2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

    Karen Rosenthal William Raveis Real Estate

    454 Horse Pond Rd Unit B, Madison, CT 06443
  • /40

    $2,190,000 Pre-Foreclosure

    • 5 Beds
    • 3 Baths
    • 3,172 Sq Ft

    15 Highland Terrace, Madison, CT 06443

    COME SEE THIS ONE OF KIND FULLY RENOVATED MADISON HOME WITH PRIVATE BEACH RIGHTS!!! Just 300 feet from the sand, this home was once a traditional raised ranch and now has been brilliantly redesigned into a spacious 'elevated ranch' with an open-concept floor plan that feels airy, bright, and made for entertaining! Step into coastal luxury with this fully reimagined Madison home, where every

    John Cronin Century 21 AllPoints Realty

    15 Highland Terrace, Madison, CT 06443
  • /31

    $825,000 Pre-Foreclosure

    • 3 Beds
    • 3.5 Baths
    • 3,772 Sq Ft

    13 Longview Terrace, Madison, CT 06443

    Privately sited at the end of Longview Terrace with expansive marsh and river views this larger than most free-standing colonial at over 3700 sf offers luxurious condo living. With a three-story generous layout this unit is south facing and full of light and custom details. The oversized kitchen with breakfast area is open to a 22x17 private deck. The primary suite offers a fireplace, a very

    Margaret Muir William Pitt Sotheby's Int'l

    13 Longview Terrace, Madison, CT 06443
  • /37

    $695,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,390 Sq Ft

    37 Pine Dr, Madison, CT 06443

    Never before offered to the public. A Local respected builder's own home blends contemporary mid century elements reminiscent of Franklin Lloyd Wright's "organic" design. Wooden interior textures, expansive windows invite the exterior landscape offering a place of solitude and refuge. Warm wood tones and naturalistic design of the vaulted wood ceilings, floor to ceiling fireplaces envelop you;

    Heather Clinton Berkshire Hathaway NE Prop.

    37 Pine Dr, Madison, CT 06443
  • /2

    $435,000 Open Sun 11AM - 1PM

    • 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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