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Homes for Sale near Daniel Hand High School

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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

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 252-9212

    30 Meeting House Ln, Madison, CT 06443
  • /40

    $1,299,000

    • 3 Beds
    • 2.5 Baths
    • 2,368 Sq Ft

    908 Boston Post Rd Unit 908, Madison, CT 06443

    Experience luxury living in the heart of Madison. This beautifully designed 3-bedroom, 2.5-bath townhouse offers an open layout with 9' ceilings, beautiful, oversized windows, and a gorgeous chef's kitchen equipped with Sub-Zero and Wolf appliances. The light-filled living and dining areas feature a cozy fireplace and seamless flow. The vaulted, south-facing primary suite includes a walk-in

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 354-7246

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

    Agent Photo

    Dana Weinstein

    Coldwell Banker Realty

    (475) 244-8454

    46A Beach Ave, Madison, CT 06443
  • /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 &

    Agent Photo

    Cory Tyler

    Berkshire Hathaway NE Prop.

    (475) 262-9624

    461 Green Hill Rd, Madison, CT 06443
  • /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

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 265-5747

    81 Strawberry Hill Rd, Madison, CT 06443
  • /37

    $1,110,000

    • 3 Beds
    • 3.5 Baths
    • 3,545 Sq Ft

    11 Longview Terrace, Madison, CT 06443

    An exceptional stand-alone condominium that captures the essence of luxurious coastal living. Tucked away on a peaceful cul-de-sac in the highly desirable Strathmore Farms community. Thoughtfully designed interior features a spacious first-floor primary suite with walk-in closets, custom built-ins, and a dressing room that exudes comfort and convenience. The kitchen is a true delight, offering

    Bonnie Foster William Pitt Sotheby's Int'l

    11 Longview Terrace, Madison, CT 06443
  • /32

    $545,000

    • 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
  • /40

    $2,600,000

    • 4 Beds
    • 3.5 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
  • /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
  • /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
  • /30

    $595,000 Open Sat 11AM - 2PM

    • 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
  • /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
  • /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
  • /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
  • /40

    $825,000

    • 4 Beds
    • 3 Baths
    • 3,462 Sq Ft

    40 Hull Rd, Madison, CT 06443

    Seldom-available offering in one of Madison's premier neighborhoods. This versatile split-level home sits on a double lot spanning over 2 acres, offering exceptional privacy and room to grow. Set back from the street with a circular driveway, the property unfolds to reveal 4+ bedrooms, 3 full baths, and flexible living spaces designed for how you live today. The kitchen, which is the heart of the

    Sue Woods William Pitt Sotheby's Int'l

    40 Hull Rd, Madison, CT 06443
  • /4

    $699,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,477 Sq Ft

    58 Neck Rd, Madison, CT 06443

    LOCATION! LOCATION!! LOCATION!! Ideally situated south of Route 1 in one of Madison's most desirable beach communities, this move in ready 3 bedroom, 2 bath Cape offers a perfect blend of coastal charm, modern updates, and exceptional convenience. Just a short stroll to the Madison Surf Club and minutes from downtown Madison, this 1,477 sq ft home sits on a beautifully level 0.28 acre lot

    Joe Scarpellino Coldwell Banker Realty

    58 Neck Rd, Madison, CT 06443
  • /5

    $2,500,000 Coming Soon

    • Land
    • 5.56 Acres
    • $449,640 per Acre

    0 River Rd, Madison, CT 06443

    THE RAREST OF OPPORTUNITIES! Over 5.5 stunning sun-drenched acres held by the same family for centuries. This level pastoral setting offers a "once-in-a-lifetime" canvas for a premier custom estate (got horses?) or an unique boutique development. With over 1,300 feet of road frontage & no wetlands, the land is prime for a subdivision of 5 one-acre+ lots. Under the town's Open Space Conservation

    Todd Gould William Pitt Sotheby's Int'l

    0 River Rd, Madison, CT 06443
  • /40

    $1,450,000 Coming Soon

    • 4 Beds
    • 5 Baths
    • 3,779 Sq Ft

    395 Boston Post Rd, Madison, CT 06443

    Introducing the historic Ebenezer Dudley Home, circa 1828, a beautifully preserved residence set along the iconic stretch of Boston Post Road in the charming shoreline town of Madison, Connecticut. Situated on nearly an acre of picturesque grounds, this special property seamlessly blends early New England character with thoughtful modern updates, offering both historic charm and everyday comfort.

    Laurie Mazzeo William Pitt Sotheby's Int'l

    395 Boston Post Rd, Madison, CT 06443
  • /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
  • /39

    $2,375,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 4.5 Baths
    • 4,517 Sq Ft

    132 Summer Hill Rd, Madison, CT 06443

    PRISTINE NEW CONSTRUCTION where thoughtful design meets high end craftsmanship. This newly built four-bedroom, four-and-a-half bathroom home 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
  • /40

    $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
  • /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
  • /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
  • /23

    $1,950,000 Open Sun 1PM - 3PM

    • 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
  • /31

    $675,000

    • 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
  • /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

    $1,100,000

    • Land
    • 3.67 Acres
    • $299,728 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
  • /28

    $734,900

    • 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 Exceptional Real Estate LLC

    174 Concord Dr, Madison, CT 06443
  • /40

    $1,299,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft

    24 Cherry Ln, Madison, CT 06443

    Experience effortless one-level living in this well maintained 3-bedroom, 2.5-bath ranch, perfectly situated on a private street in one of Madison's most sought-after locations. Nestled between two fairways of The Madison Country Club and just a short walk to downtown Madison, West Wharf Beach, and the Madison Surf Club, this home offers an unbeatable combination of privacy, convenience, and

    Erin Connelly Coldwell Banker Realty

    24 Cherry Ln, Madison, CT 06443
  • /4

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,476 Sq Ft

    6 Sandgate Cir, Madison, CT 06443

    Welcome to Windemere East. Located in Madison Ct this condo offers ranch style living with open floor plan. Hardwood floors throughout the unit. Unit offers 1,476 sq feet of living space. Two Bedrooms and 2 full bathrooms having primary with roll in en-suite. Sunroom with ever changing views of the Hammonasset River. A short drive to Hammonasset State Park and downtown Madison. Main Street offer

    Paula Stuart Berkshire Hathaway NE Prop.

    6 Sandgate Cir, Madison, CT 06443
  • /24

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft

    178 Mungertown Rd, Madison, CT 06443

    Located in beautiful Madison, CT, this classic split-level home offers great potential and a fantastic opportunity to make it your own. Featuring 3 bedrooms and 2 full baths, the home includes hardwood floors and spacious layout perfect for comfortable living. The lower level family room features a cozy fireplace, creating a warm and inviting space for relaxing or entertaining. The home also

    Mary Tirozzi Century 21 AllPoints Realty

    178 Mungertown Rd, Madison, CT 06443
  • /33

    $645,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,352 Sq Ft

    79 Acorn Rd, Madison, CT 06443

    Bike to town from this pristine Colonial, ideally set on a level lot with over an acre of beautifully manicured grounds. This meticulously maintained 3-bedroom home offers natural gas, public water, and generous living space for today's lifestyle. Enjoy a spacious front-to-back living room, a cozy family room with a gas fireplace, and a sun-filled three-season porch featuring vaulted ceilings and

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    79 Acorn Rd, Madison, CT 06443
  • /29

    $509,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 1,688 Sq Ft

    660 Opening Hill Rd, Madison, CT 06443

    Rare Investment opportunity in Madison under 10 minutes to charming downtown and Madison Beach! Own a freshly painted 3-bedroom home plus a separate accessory apartment over a 3-car garage attached by a breezeway, all set on level 2.57 private acres. Live in one and rent the other-or maximize income by renting both. This setup is also ideal for multi-generational living. The 1,048 main ranch home

    Allison Hughes William Raveis Real Estate

    660 Opening Hill Rd, Madison, CT 06443
  • /40

    $699,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,532 Sq Ft

    18 Riverside Terrace, Madison, CT 06443

    Offering 3,532 sq ft of well-designed living space, this 4-bedroom, 3.5-bath home combines comfort, functionality, and room to grow. The upper level features beautiful hardwood floors and a well-appointed primary suite set privately apart, complete with cathedral ceilings, a walk-in closet, and a large en-suite bath with a soaking tub. There are three additional bedrooms on this level. The main

    Emily Lovejoy William Raveis Real Estate

    18 Riverside Terrace, Madison, CT 06443
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