Homes for Sale near Daniel Hand High School

It's the stillness of the marsh..calm, quiet and ever-changing. This home captures nearly 270 degrees of protected landscape and water views, making the setting feel peaceful, immersive and incredibly rare. Inside, every detail feels thoughtful and intentional. Sunlight pours in and each space was designed to stay connected to the beauty beyond. The main living area rises to an 18-foot cathedral

Nicole White William Raveis Real Estate

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

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

Built in 2001, this expansive Custom Cape with its charming front covered porch offers a one-of-a-kind setting in North Madison, ideally located at the end of a cul-de-sac on 2.64 acres and surrounded by open space. The square footage is deceptive with 3536 sf (this DOES NOT include the 3-season room +452 sf) plus the huge basement offering another 1880 sf. Designed with intention and exceptional

Claudia O'Connell William Raveis Real Estate

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

32 North Street is calling you home! Set on one of the largest lots in Dud's Village, this lovely cottage is the idyllic seasonal abode. Equipped with 2 bedrooms, 1 full bath, and an outdoor shower, you will surely enjoy your summers along the Madison shoreline here. The recently refreshed kitchen and fresh coat of paint throughout will undoubtedly delight. And let's not forget the new floors in

Melanie Abbott William Pitt Sotheby's Int'l

Stunning waterfront home with water views on both sides, offering a rare coastal setting in an upscale neighborhood surrounded by multimillion-dollar properties. Enjoy breathtaking views from the rear of the home and expansive backyard, along with shared waterfront access across the street where a kayak or small boat may be launched at high tide. Designed with flexibility in mind, this home

Heather Smith Our Home Realty Advisors

Rare coastal compound opportunity in Madison's highly desirable Seaview Beach area. Situated on approximately one-half acre just moments from the shoreline, this unique property features a main residence and a newer detached accessory dwelling unit, offering flexibility rarely found in one of Connecticut's premier shoreline communities. The main home is clean, functional, and ready for a new

Karina Ukhnitska Real Broker CT, LLC

Wake up to pure tranquility in this stunning 4-bedroom, 2.5-bath contemporary home. Perfectly positioned across from the Hammonasset River, the setting is nothing short of amazing-complete with mature trees, bird song, and beautiful multi-tiered stone landscaping. Boasting modern lines and an incredible connection to its natural surroundings, this home offers a private retreat like no other.

Pam Kadamus William Pitt Sotheby's Int'l

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

Luxury Property Auction: 11-25 June. Current High Bid: $1,400,000. Estimated Sale Price: $2,200,000 - $2,800,000. 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

Lee Leslie Concierge Auctions, LLC

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

Beautifully updated two-bedroom townhouse in Centre Village. One of only four 2-bedroom units in complex. Walkable and bikeable to town green, restaurants, cinema, shops and all three town beaches! Centre Village is a private, modestly sized complex (22 units), nicely landscaped with individual patios and yards, ample parking, city water and natural gas off street. Seller has renovated inside and

Pam Kadamus William Pitt Sotheby's Int'l

Privately positioned on nearly two acres in one of Madison's most desirable areas, this expansive Colonial offers a rare combination of privacy, scale, and convenience. Surrounded by natural beauty, the property feels secluded while remaining just minutes from the shoreline and Madison's charming town center, known for its dining, boutique shops, and coastal New England character. A true

Adriana Radu Coldwell Banker Realty

NEW PRICE. Set back from Middle Beach Rd and sited 25' above sea level (so no flood insurance needed!) with deeded beach rights and views of Long Island Sound is a like-new (completed in 2023) charming 4 bedroom, Cape Cod style home on an unusually large 1.12 acre lot. The open plan's first floor has a cathedral ceiling in the living room with a gas-lit stone fireplace, a dining area, and a fully

Margaret Muir William Pitt Sotheby's Int'l

Tucked away like a hidden jewel at the shoreline, this storybook beach cottage captures the charm of coastal living.Approached by a classic brick landing, this cottage welcomes you with beachy curb appeal and a sense of relaxed living. Bathed in natural light and thoughtfully updated, this delightful retreat offers a warm and inviting interior designed for effortless living. Every detail reflects

Karen Bruno Roos Williams Real Estate

Welcome to this well-maintained home offering a flexible layout and thoughtful updates throughout. Step into a welcoming foyer that opens into a bright living room filled with natural light from multiple windows. From here, the layout flows seamlessly into the dining area, where a partial wall creates separation while maintaining an open, airy feel. Just beyond, the kitchen has been tastefully

Leigh Whiteman William Raveis Real Estate

If you've ever strolled down East Wharf, you've likely noticed this charming home. Just a few houses from the beach, this thoughtfully renovated 3 bedroom, 2.5 bath gem blends timeless coastal Connecticut style with custom craftsmanship and modern convenience. The curb appeal is undeniable, with a pristinely manicured yard, paver driveway and Belgian block apron. Inside, the living room features

Phoebe Schreiner William Pitt Sotheby's Int'l

Coastal Paradise in the Heart of Madison! Welcome to one of Madison's most desirable shoreline beach communities, where coastal charm, breathtaking views, and endless outdoor recreation come together to create the perfect seaside retreat. This delightful cottage offers spectacular views of Fence Creek Salt Marsh and a glimpse of Long Island Sound. Kayak or paddleboard from the beach one block

Lisa Aranci Berkshire Hathaway NE Prop.

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.

MOVE IN READY! Welcome home to 17 Yankee Glen Drive, a beautifully maintained and thoughtfully updated free standing townhouse nestled in the highly desirable Madison Center neighborhood. Spanning 1,434 square feet of bright, inviting living space, this 2-bedroom, 2.5-bathroom gem is the perfect blend of coastal charm and modern convenience. Step inside to a spacious, open-concept main level

Steven Koleno Beycome of Connecticut

Nestled in one of Madison's most desirable communities (off Island Ave), this exceptional residence offers upscale downsizing at its finest - just a 5-minute stroll to the Madison Town Green or a 10-minute walk to the beach. Thoughtfully redesigned, upgraded and meticulously maintained, the home combines elegant architectural details with modern comfort and convenience. The custom remodeled

Meig Walz Newcomb Coldwell Banker Realty

Completely rebuilt and expanded in 2026, this custom coastal home with deeded beach rights is located in Madison's charming Seafields Association. Thoughtfully designed with designer details throughout, the home provides elevated shoreline living with glimpses of Long Island Sound, state-of-the-art appliances, high-end finishes, a bright, open layout, mudroom, butler's pantry with laundry, and a

Steven Koleno Beycome of Connecticut

Nicely updated 1476 sf condo with family room, plus sunporch and full basement. Largest style at Windermere. Living room and dining room are open and have nice hardwood floors. Newer kitchen with maple cabinetry. Cozy family room with fireplace opens to a 3 season porch. Off the sunporch is a private patio. There are 2 good sized bedrooms and 2 lovely newer baths. There is an attic and a detached

Judy Libby Berkshire Hathaway NE Prop.

Rare opportunity to own a Nantucket-style coastal retreat on coveted Middle Beach Road in Madison. Just moments from East Wharf Beach and downtown, this distinctive property offers timeless shoreline charm, a huge porch, breathtaking tidal marsh views, and glimpses of Long Island Sound from the second floor. Filled with character and reminiscent of a 1920s seaside cottage, the sun-filled main

Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

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

Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight

Meig Walz Newcomb Coldwell Banker Realty

Set on a beautiful, private 1.25-acre lot in one of Madison's sought-after neighborhoods, this spacious, well maintained Colonial offers exceptional flexibility and comfort with nine rooms plus an additional sunroom. The kitchen is updated with granite countertops and newer appliances. Bathrooms have all been updated with tile and granite. The floors are hardwood throughout the home. Thoughtfully

Susan Wagner Berkshire Hathaway NE Prop.

Nestled quietly at the rear of the Windemere Complex, this freestanding ranch-style unit delivers seamless, one-level living in a highly desirable location. Minutes from Hammonasset State Park, Madison's charming town center, and pristine town beaches, this home perfectly balances convenience and tranquility. Inside, newly installed flooring stretches across an inviting open floor plan. The

Amy Kirst William Pitt Sotheby's Int'l

The historic c. 1904 Scranton Homestead, described as a Colonial Revival gem, has come to the market! This much admired 3700 sf in town landmark offers an estate feel on a large, beautifully landscaped lot providing both privacy and convenience, moments from the village center and East Wharf Beach. With four bedrooms, this residence borrows from classic forms, with window styles, columns and

Margaret Muir William Pitt Sotheby's Int'l