Newest Homes for Sale in Madison, CT

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  /40

  $1,899,900

  Open Fri 5PM - 7PM

  • 4 Beds
  • 2.5 Baths
  • 2,957 Sq Ft

  99 Garnet Park Rd, Madison, CT 06443

  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

  99 Garnet Park Rd, Madison, CT 06443
• Explore Madison

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  /40

  $2,250,000

  Open Sun 10AM - 1PM

  • 3 Beds
  • 3.5 Baths
  • 2,160 Sq Ft

  26 Bassett Ln, Madison, CT 06443

  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

  26 Bassett Ln, Madison, CT 06443
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  /40

  $1,800,000

  Coming Soon

  • 4 Beds
  • 4 Baths
  • 3,926 Sq Ft

  36 Cedar Ln, Madison, CT 06443

  Stunningly updated and remodeled, this exceptional 4 bedroom, 4 full bath home is tucked away on a picturesque 2.18-acre lot in one of Madison's most sought-after beach communities, just 1/2 mile to both East Wharf Beach and the vibrant Madison Village. A rare opportunity to enjoy coastal living with close proximity to town, beaches, dining, and shopping. Talk about a WOW house... this one is

  Rose Ciardiello William Raveis Real Estate

  36 Cedar Ln, Madison, CT 06443
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  /26

  $200,000

  • 2 Beds
  • 1 Bath
  • 480 Sq Ft

  50 East St, Madison, CT 06443

  LOCATION ~ LOCATION ~ It matters !! Situated in the Coastal Charm of Madison, this Seasonal Cottage is your Escape you can plan on Every Summer !! Enjoy all that Madison has to offer w/ Concert's on the Green, Farmers Markets, Restaurants and Beaches. It's a Long Summer too ~ Residence can stay from April 1st all the way through October 31st., a Full 7-Months. Home is perfectly set at the End of

  Tom Clancy William Pitt Sotheby's Int'l

  50 East St, Madison, CT 06443
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  /38

  $735,000

  • 4 Beds
  • 2.5 Baths
  • 2,657 Sq Ft

  40 Harkness Dr, Madison, CT 06443

  Discover the perfect blend of modern luxury & classic charm at 40 Harkness Drive. This beautifully renovated colonial, set on a 1.23-acre lot, offers 2,657 sq ft of thoughtfully designed living space w/ 4 bedrooms & 2.5 bathrooms. Step through the double front doors into a stunning open-concept layout. The spacious dining room seamlessly flows into a brand-new kitchen, featuring custom cabinetry,

  Lauren Freedman Coldwell Banker Realty

  40 Harkness Dr, Madison, CT 06443
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  /39

  $2,750,000

  • 4 Beds
  • 2.5 Baths
  • 3,321 Sq Ft

  81A Middle Beach Rd, Madison, CT 06443

  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 equipped

  Margaret Muir William Pitt Sotheby's Int'l

  81A Middle Beach Rd, Madison, CT 06443
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  /38

  $1,695,000

  • 5 Beds
  • 3.5 Baths
  • 3,912 Sq Ft

  30 Meeting House Ln, Madison, CT 06443

  Historic gem on the Madison Village Green. 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

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 244-1665

  30 Meeting House Ln, Madison, CT 06443
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  /40

  $2,475,000

  • 4 Beds
  • 3.5 Baths
  • 3,697 Sq Ft

  880 Boston Post Rd, Madison, CT 06443

  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

  880 Boston Post Rd, Madison, CT 06443
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  /40

  $1,599,000

  $76K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 4,022 Sq Ft

  420 Summer Hill Rd, Madison, CT 06443

  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

  420 Summer Hill Rd, Madison, CT 06443
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  /31

  $635,000

  Open Sun 11AM - 1PM

  • 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 cul-de-sac 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 light

  Karen Lee Coldwell Banker Realty

  9 Monroe Ln, Madison, CT 06443
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  /20

  $174,900

  • 2 Beds
  • 1 Bath
  • 592 Sq Ft

  32 North St, Madison, CT 06443

  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

  32 North St, Madison, CT 06443
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  /40

  $2,800,000

  • 4 Beds
  • 6 Baths
  • 4,854 Sq Ft

  85 Garnet Park Rd, Madison, CT 06443

  A home that captures you-and doesn't let go. Nestled along the quiet edge of the Neck River, this is one of those rare offerings where design, setting and detail immediately leave an impression. From the moment you arrive, the front porch sets the tone for what unfolds beyond it. Inside, every space feels considered. A true designer's home where nothing is overlooked and nothing is left to

  Nicole White William Raveis Real Estate

  85 Garnet Park Rd, Madison, CT 06443
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  /18

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  5 Tibbals Bridge Rd, Madison, CT 06443

  Seller to provide $5,000 credit towards closing and incidentals. Set on nearly a full acre, this completely reimagined ranch is the kind of home that rarely comes along, it truly checks almost every box. This 3-bedroom, 2-bathroom home offers effortless one-level living paired with high end finishes you typically only find in much more expensive properties. From the moment you step inside, the

  James Amendola Hotchkiss Co William M

  5 Tibbals Bridge Rd, Madison, CT 06443
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  /40

  $2,300,000

  • 4 Beds
  • 3.5 Baths
  • 3,822 Sq Ft

  101 Garnet Park Rd, Madison, CT 06443

  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

  101 Garnet Park Rd, Madison, CT 06443
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  /37

  $2,195,000

  $154K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,010 Sq Ft

  64 Webster Point Rd, Madison, CT 06443

  NEW PRICE BELOW RECENT APPRAISAL. One house from L.I. Sound on a quiet Webster Point Road cul-de-sac, this 4000+ sf house delivers the ideal shoreline life: deeded beach access, multi-level panoramic water views, walkable distance to the Hammonasset Trail, and a spacious interior perfect for both large gatherings & cozy family life. A double-height foyer opens the house and leads into

  Margaret Muir William Pitt Sotheby's Int'l

  64 Webster Point Rd, Madison, CT 06443
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  /19

  $149,900

  • 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
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  /40

  $1,395,000

  $105K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 5,310 Sq Ft

  7 Caleb Ct, Guilford, CT 06437

  Absolutely stunning 5+ bedroom light-filled home offers the perfect blend of elegance & modern updates. A dramatic 2-story foyer with a striking contemporary fixture sets the tone. The living room with glass French doors offers flexibility as a first-floor office. The oversized family room features a soaring ceiling, custom built-ins & stone fireplace, flowing seamlessly into the remodeled

  Susan Santoro William Pitt Sotheby's Int'l

  7 Caleb Ct, Guilford, CT 06437
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  /22

  $749,000

  • Land
  • 8,276 Sq Ft
  • $3,942,105 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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  /39

  $545,000

  • 2 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  23 Hampshire Rd Unit 23, Madison, CT 06443

  Welcome to Kensington North, a highly desirable condo community in the heart of Madison. This well-located unit offers a wonderful opportunity to create your ideal home in a sought-after setting. The main level features a spacious living and dining area, perfect for everyday living and entertaining. The eat-in kitchen offers great potential with sliders to the sunroom and patio as well as being

  Laurie Mazzeo William Pitt Sotheby's Int'l

  23 Hampshire Rd Unit 23, Madison, CT 06443
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  /40

  $2,195,000

  • 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
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  /40

  $164,900

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  7 3rd St, Madison, CT 06443

  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

  7 3rd St, Madison, CT 06443
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  /38

  $4,000,000

  • 5 Beds
  • 6 Baths
  • 5,657 Sq Ft

  45 Island Ave, Madison, CT 06443

  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

  45 Island Ave, Madison, CT 06443
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  /33

  $1,975,000

  • 4 Beds
  • 2 Baths
  • 3,882 Sq Ft

  441 Opening Hill Rd, Madison, CT 06443

  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.

  441 Opening Hill Rd, Madison, CT 06443
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  /34

  $1,150,000

  • 2 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  15 Cambridge Dr, Madison, CT 06443

  Walk to the Beach! Walk to downtown Madison! Enjoy the best Madison has to offer in this inviting and sophisticated atmosphere. This meticulously maintained two-bedroom condominium in desirable Oxford Fells offers 2,208 square feet of a thoughtfully designed floorplan. With dramatic floor to ceiling windows, you can enjoy the private back gardens. Above the flood plains, this home features an

  Meig Walz Newcomb Coldwell Banker Realty

  15 Cambridge Dr, Madison, CT 06443
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  /13

  $85,000

  $15K PRICE DROP

  • 1 Bed
  • 0.5 Baths
  • 540 Sq Ft

  15 North St, Madison, CT 06443

  seasonal cottage, must be purchased with CASH. The cottage is charming and a close walk to the beach and all that the town of Madison has to offer. Hammonassett Beach is a quick drive away. Conveniant to Route #1 and the local restaurants and shops. The cottage is one bedroom and one bathroom. This cottage is a perfect weekend destination or summer getaway, this is what coastal living in Madison

  Alan Barberino Alan Barberino Real Estate LLC

  15 North St, Madison, CT 06443
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  /33

  $539,900

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft

  6 Ladshaw Dr, Madison, CT 06443

  Detached stand-alone Ranch home in sought after Kensington Acres South has been beautifully maintained and shows pride of ownership throughout. Enjoy single floor living in your 2 bedroom, 2 bath home which features granite countertops in kitchen & baths, hardwood floors, light & bright open floor plan, natural gas fireplace and a year round heated sunporch surrounded by nature that will be your

  Greg robbins Houlihan Lawrence WD

  6 Ladshaw Dr, Madison, CT 06443
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  /25

  $154,000

  • 1 Bed
  • 1 Bath
  • 476 Sq Ft

  16 North St, Madison, CT 06443

  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

  16 North St, Madison, CT 06443
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  /40

  $2,650,000

  • 4 Beds
  • 4.5 Baths
  • 6,194 Sq Ft

  24 Indigo Trail, Madison, CT 06443

  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 stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the

  Mark McElrath William Pitt Sotheby's Int'l

  24 Indigo Trail, Madison, CT 06443
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  /35

  $225,000

  $24K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 647 Sq Ft

  26 North St, Madison, CT 06443

  Experience the best of shoreline living in Madison, just about a mile from the sandy beaches of Hammonasset. This charming seasonal cottage offers a bright, airy feel with vaulted wood-beamed ceilings and natural light throughout-perfect for easy summer living by the water. With 647 square feet, the home includes two bedrooms (one ideal as a den or flex space), a sun-filled kitchen with stone

  Karen Floriano William Raveis Real Estate

  26 North St, Madison, CT 06443
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  /5

  $900,000

  • Land
  • 2.42 Acres
  • $371,901 per Acre

  0 Mill Rd, Madison, CT 06443

  A RARE & VERSATILE REAL ESTATE OPPORTUNITY! For a limited time, discover this truly unique 2.42 acre corner parcel that perfectly balances natural beauty with massive investment potential. Featuring a picturesque mix of mature trees & diverse topography, the land offers a slight, wooded hill on one end (ideal for an elevated, private homesite) and a sweeping flat open area on the other. A classic

  Todd Gould William Pitt Sotheby's Int'l

  0 Mill Rd, Madison, CT 06443
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  /33

  $595,000

  • 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
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  /9

  $1,235,000

  • Land
  • 1.02 Acres
  • $1,210,784 per Acre

  8 Old Route 79, Madison, CT 06443

  Great commercial lot - signalize corner, level and cleared. A rare opportunity for Developers and Investors. Located at the strategic Junction of Old route 79 and Durham Road . One minute to I-95. The property boasts exceptional visibility an accessibility from both north and southbound traffic. Short distance to downtown MADISON, this site is ideal for a variety of commercial ventures, including

  Thomas Simjian Keller Williams Coastal

  8 Old Route 79, Madison, CT 06443
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  /40

  $2,495,000

  $105K PRICE DROP

  • 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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  /21

  $2,700,000

  • 4 Beds
  • 3.5 Baths
  • 2,786 Sq Ft

  121 Middle Beach Rd, Madison, CT 06443

  Set along the coveted shoreline of Madison, this pristine coastal retreat seamlessly blends timeless antique charm, the finest modern conveniences and extensive Long Island Sound views. Thoughtfully updated while preserving its character, the home offers an inviting and sophisticated atmosphere throughout. A stunning family room serves as the heart of the home. It features dramatic

  Meig Walz Newcomb Coldwell Banker Realty

  121 Middle Beach Rd, Madison, CT 06443
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  /34

  $499,900

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

  1281 Durham Rd, Madison, CT 06443

  SELLER FINANCING AVAILBLE 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

  Michelle Lorenzetti Premier Re Group LLC

  1281 Durham Rd, Madison, CT 06443
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  /40

  $2,295,000

  $200K PRICE DROP

  • 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
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  /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

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 265-5747

  81 Strawberry Hill Rd, Madison, CT 06443
• 

  

  /38

  $2,875,000

  • 5 Beds
  • 5.5 Baths
  • 7,139 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
• 

  

  /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
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  /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 &

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  (475) 262-9624

  461 Green Hill Rd, Madison, CT 06443

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