Madison, CT Homes

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  /40

  $950,000

  • 3 Beds
  • 4 Baths
  • 4,448 Sq Ft

  3 Arrowhead Rd, Madison, CT 06443

  Welcome to Madison and the magic of Shoreline Living at its best. Nestled in a small community of homes living with immediate access to the river is 3 Arrowhead. As you enter your home you are greeted with sun filled rooms that bring the outside in, along with all of the beautiful sounds of chirping birds. The easy flow of your designer kitchen, adjacent dinning room and spacious living room

  Diana Hartman William Pitt Sotheby's Int'l

  3 Arrowhead Rd, Madison, CT 06443
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  /29

  $5,750 per month

  • 3 Beds
  • 3 Baths
  • 2,467 Sq Ft
  • House for Rent

  29 Parker Ln, Madison, CT 06443

  ACADEMIC FURNISHED RENTAL - Available Sept 15th through May 15th 2026. Fabulous direct waterfront home offers a gracious open layout on the first level. Newly updated kitchen with a back deck for grilling opens to the dining room and first floor living area with gas fireplace. Step out onto the deck and enjoy the water views all year long. A mud room that leads to a recently remodeled full bath

  Sue Knapp William Pitt Sotheby's Int'l

  29 Parker Ln, Madison, CT 06443
• 

  $799,000 Sold Jun 09, 2025

  • 1,415 Sq Ft
  • $565/SF
  • 32 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1890

  67 Copse Rd, Madison, CT 06443

  A Picture Perfect Jewel Box! Just a short walk to downtown Madison, the Farmer's market, a bike ride to West Wharf or the Surf Club, and only minutes to 95, this beautifully renovated home (2011) is a GEM! The well appointed kitchen is equipped with stainless Electrolux appliances, a gas cooktop, granite counters, and ample counter space. The open concept living room boasts a gas fireplace,

  Phoebe Finch William Pitt Sotheby's Int'l

  67 Copse Rd, Madison, CT 06443
• 

  Est $708,907 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,444 Sq Ft

  20 Martleshamheath Ln, Madison, CT 06443

  20 Martleshamheath Ln, Madison, CT 06443
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  /40

  $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
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  /31

  $15,000 per month

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • House for Rent

  121 Overshores W, Madison, CT 06443

  WONDERFUL 4 BEDROOM VINTAGE SUMMER HOME, AVAILABLE FOR THE MONTH OF AUGUST 2025. Renovated but with old world charm - plenty of gathering areas for family and friends in Living Room, Dining Room, Sun Room and outdoor patio. Kitchen was renovated, along with 1st floor bath, house has new exterior shingles, new outdoor shower (for the post beach days), new septic. Located in the coveted (and

  Kirsten Adams William Pitt Sotheby's Int'l

  121 Overshores W, Madison, CT 06443
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  $620,000 Sold Jun 06, 2025

  • 1,748 Sq Ft
  • $355/SF
  • 2 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2018

  67 Boston Post Rd Unit 1-1, Madison, CT 06443

  Welcome to 67 Boston Post Road, Unit #11 - a stunning, turn-key luxury residence that perfectly blends modern comfort with timeless elegance. Nestled in one of Madison's most sought-after communities, this exquisite home is just minutes from the charming Madison town center and the picturesque Guilford Green. Step inside to discover a spacious open-concept layout featuring gleaming hardwood

  Matt Healy Coldwell Banker Realty

  67 Boston Post Rd Unit 1-1, Madison, CT 06443
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  Est $726,730 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,588 Sq Ft

  205 Dorset Ln, Madison, CT 06443

  205 Dorset Ln, Madison, CT 06443
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  /40

  $1,975,000

  • 5 Beds
  • 6 Baths
  • 5,795 Sq Ft

  584 Boston Post Rd, Madison, CT 06443

  Elegant European-Style home in the Heart of Madison. A perfect blend of luxury, privacy, and convenience in this remarkable 4,700+ sq ft home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in

  Kate Jasko Coldwell Banker Realty

  584 Boston Post Rd, Madison, CT 06443
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  /10

  $2,450 per month

  • 2 Beds
  • 1 Bath
  • 692 Sq Ft
  • House for Rent

  24 Gull Rock Rd, Madison, CT 06443

  ACADEMIC RENTAL. 9/15/2025 - 5/15/2026. ALL UTILITIES INCLUDED! Charming Guest House Retreat off Middle Beach Road. Welcome to this delightful guest house, called "The Nest", an escape nestled just 1/2 block from Long Island Sound in the town of Madison. Offering a cosey amount of living space, this property is the perfect blend of convenience and coastal charm. There is an inviting Family Room,

  Kirsten Adams William Pitt Sotheby's Int'l

  24 Gull Rock Rd, Madison, CT 06443
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  $120,000 Sold Jun 06, 2025

  • 680 Sq Ft
  • $176/SF
  • 244 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  12 North St, Madison, CT 06443

  Charming and turn-key, this lovely, seasonal Madison cottage located on leased land is minutes to Hammonasset State Park with its sandy beaches and sparkling salt waters of Long Island Sound. Path to the beach is 1 mile to the water's edge. Hammonasset State Park is one on Connecticut's gems! It has 2 miles of sandy beaches, numerous walking/biking paths, and a wildlife sanctuary with 936 acres

  Jane Cardarelli William Raveis Real Estate

  12 North St, Madison, CT 06443
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  Est $831,845 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,962 Sq Ft

  197 Dorset Ln, Madison, CT 06443

  197 Dorset Ln, Madison, CT 06443
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  /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
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  /23

  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • House for Rent

  52 Overshores E, Madison, CT 06443

  ACADEMIC RENTAL AVAILABLE - September 8, 2025 to May 31, 2026. Comfortable and nicely decorated, this home has 2 bedrooms upstairs that share a newer renovated full bath. This home is located in a private association with access to the Overshores Beach, one of the nicest association beaches on Neck Road. Recently renovated kitchen, newer mud room, newer first floor full bath, laundry room on 1st

  Kirsten Adams William Pitt Sotheby's Int'l

  52 Overshores E, Madison, CT 06443
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  $578,000 Sold Jun 05, 2025

  • 1,404 Sq Ft
  • $412/SF
  • 67 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1968

  100 Warpas Rd, Madison, CT 06443

  Nestled on a lightly wooded and private lot in Madison, this charming 3-bedroom, 2.5-bath split-level home offers a perfect blend of comfort and convenience. Just minutes from I-95, route 1, schools, beaches and downtown. The home features beautiful hardwood floors throughout. The main level of the home boasts a spacious living and dining room-ideal for gatherings and entertaining. Elegant

  Erin Connelly Coldwell Banker Realty

  100 Warpas Rd, Madison, CT 06443
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  Est $677,914 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,248 Sq Ft

  15 Bentwater Ln, Madison, CT 06443

  15 Bentwater Ln, Madison, CT 06443
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  /31

  $899,000

  • 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
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  /8

  $4,000 per month

  • 1 Bath
  • 490 Sq Ft
  • House for Rent

  141 Middle Beach Rd, Madison, CT 06443

  The studio is graced with stunning views of Fence Creek, providing a picturesque backdrop to your daily living. Just steps away from the sandy shores of East Wharf Beach and the vibrant Madison town center, you'll have the best of coastal living right at your fingertips. Designed with efficiency in mind, the space features a queen bed that effortlessly converts into a couch, allowing you to

  Sue Knapp William Pitt Sotheby's Int'l

  141 Middle Beach Rd, Madison, CT 06443
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  $700,000 Sold Jun 04, 2025

  • 1,854 Sq Ft
  • $378/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1976

  15 Pepperwood Ct, Madison, CT 06443

  ***Highest & Best Due Monday (4/28 at 8 pm!!}*** Welcome to 15 Pepperwood Ct., an 1854-square-foot colonial that awaits its new owners. This four-bedroom, two-and-a-half-bathroom colonial features hardwood floors throughout, creating an inviting ambiance. The updated Chefs kitchen is equipped with granite countertops, GE Profile SS double wall ovens, New Whirlpool SS double-door refrigerator with

  Joe Scarpellino Coldwell Banker Realty

  15 Pepperwood Ct, Madison, CT 06443
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  Est $535,266 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,354 Sq Ft

  Unlisted Address

  Unlisted Address
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  /7

  $998,000 New Construction

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  1341 Boston Post Rd Unit 3-4, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1341 Boston Post Rd Unit 3-4, Madison, CT 06443
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  /26

  $5,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • House for Rent

  146 Middle Beach Rd, Madison, CT 06443

  Embrace the serene beauty of Middle Beach with this exquisite academic rental, available from September 15th through May 15th, 2026. This direct waterfront property offers a tranquil retreat with open-concept living and breathtaking views of the water. The main level is designed for comfort and elegance, featuring a cozy gas fireplace, an updated kitchen with modern amenities, a convenient dry

  Sue Knapp William Pitt Sotheby's Int'l

  146 Middle Beach Rd, Madison, CT 06443
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  $693,000 Sold Jun 03, 2025

  • 2,030 Sq Ft
  • $341/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1983

  68 White Cedar Dr, Madison, CT 06443

  Please have all offers in by Tuesday at noon. Tucked away at the end of a peaceful cul-de-sac in Madison, this impeccably maintained three-bedroom home offers both comfort and charm in equal measure. Set on a generous, beautifully landscaped lot, the property boasts a spacious yard perfect for outdoor living, gardening, or simply relaxing in your own private oasis. Step inside to discover a home

  Meig Walz Newcomb Coldwell Banker Realty

  68 White Cedar Dr, Madison, CT 06443
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  Est $700,837 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,323 Sq Ft

  25 Summit Ln, Madison, CT 06443

  25 Summit Ln, Madison, CT 06443
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  /7

  $998,000 New Construction

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  1341 Boston Post Rd Unit 2-4, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1341 Boston Post Rd Unit 2-4, Madison, CT 06443
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  /24

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 792 Sq Ft
  • Townhouse for Rent

  65 Old Route 79 Unit 13, Madison, CT 06443

  Great location close to town, train, shopping and beaches. Large kitchen with lots of cabinetry and counter space with a convenient eat-in area too! The bedroom is large and bright with a walk-in closet plus an additional closet. The unit comes with a stackable washer/dryer. The pull down stairs attic has some additional storage space. Central air and radiant heat. This small complex offers

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  65 Old Route 79 Unit 13, Madison, CT 06443
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  $700,000 Sold Jun 02, 2025

  • 2,008 Sq Ft
  • $349/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  14 Timber Ridge Rd, Madison, CT 06443

  Welcome Home to This Charming, Move-In Ready Madison Gem! Located on a quiet cul-de-sac just minutes from town and Madison's beautiful beaches, this meticulously maintained home offers the perfect blend of classic charm and modern updates. The sun-drenched, remodeled kitchen features high-end appliances, including a Sub-Zero refrigerator, Thermador dual-fuel 5-burner range, and quartz

  Alicia Mahon William Pitt Sotheby's Int'l

  14 Timber Ridge Rd, Madison, CT 06443
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  Est $725,616 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,614 Sq Ft

  272 County Rd, Madison, CT 06443

  272 County Rd, Madison, CT 06443
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  /7

  $998,000 New Construction

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  1339 Boston Post Rd Unit 3-4, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1339 Boston Post Rd Unit 3-4, Madison, CT 06443
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  /28

  $11,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,418 Sq Ft
  • House for Rent

  122 Taylor Ave, Madison, CT 06443

  AVAILABLE FOR MONTH OF AUGUST. Relax and unwind for a summer at the beach. This well maintained, freshly painted 3 bedroom home with vintage beach house charm, has easy access to a private Association beach just steps away. Three carpeted bedrooms are: one king (master), one full and one with 2 twin beds. This home has an "L" shaped Living Room and Dining Room. The kitchen is well equipped for

  Kirsten Adams William Pitt Sotheby's Int'l

  122 Taylor Ave, Madison, CT 06443
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  $250,000 Sold May 30, 2025

  • 764 Sq Ft
  • $327/SF
  • 4 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1986

  51 Brantwood Dr, Madison, CT 06443

  Now offering, a charming one-bedroom, ranch-style condo. This bright and airy second-floor end unit features a spacious living room filled with natural light and a generous eat-in kitchen. The large bedroom includes two closets, and the full bathroom offers a convenient tub/shower combination. Step out onto a private deck to enjoy the outdoor space. Located just minutes from downtown Madison,

  Rob McConville William Pitt Sotheby's Int'l

  51 Brantwood Dr, Madison, CT 06443
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  Est $646,342 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,040 Sq Ft

  237 County Rd, Madison, CT 06443

  237 County Rd, Madison, CT 06443
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  /7

  $998,000 New Construction

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  1339 Boston Post Rd Unit 2-4, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1339 Boston Post Rd Unit 2-4, Madison, CT 06443
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  /30

  $6,500 per month

  • 3 Beds
  • 3 Baths
  • 1,713 Sq Ft
  • House for Rent

  23 Linden Ln, Madison, CT 06443

  You truly can't find a better location to rent a water area home for the summer months. This sweet, 3 bedroom cape is meticulously maintained w/ spectacular marsh views and only a 3 minute stroll to one of Madison's premier beaches, East Wharf Beach. Linden Lane is well known by those who live there as a perfect, quite lane enhanced by pride of ownership homes and marsh views that are

  Amy Kirst William Pitt Sotheby's Int'l

  23 Linden Ln, Madison, CT 06443
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  $400,000 Sold May 30, 2025

  • 2,446 Sq Ft
  • $164/SF
  • 35 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1975

  98 Bartlett Dr, Madison, CT 06443

  Presenting 98 Bartlett Drive, a colonial style home with boundless potential, nestled in the charming town of Madison, CT. This 3-bedroom, 2.5-bath home offers a canvas for those with a vision to create their dream space, complete with a detached two-car garage featuring an unfinished walk-up attic for additional storage or future expansion. The home's versatile layout includes a spacious living

  Nikki Travaglino William Pitt Sotheby's Int'l

  98 Bartlett Dr, Madison, CT 06443
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  Est $699,206 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,954 Sq Ft

  31 Lakewood Dr, Madison, CT 06443

  31 Lakewood Dr, Madison, CT 06443
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  /40

  $925,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,047 Sq Ft

  218 Neck Rd, Madison, CT 06443

  PROXIMITY to one of the longest beaches in Madison and that is just the beginning of the many coveted aspects of this modernized 4 bedroom, 2 bathroom ranch located in the shoreline community on Neck Rd at Hartford Ave. Single level living with beautiful, lush greenery surrounds you with privacy. Enjoy your own personal forest from the newly added deck or from the 4-season sunroom. A large galley

  Michelle Drobot Coldwell Banker Realty

  218 Neck Rd, Madison, CT 06443
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  /40

  $5,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,511 Sq Ft
  • House for Rent

  72 Cherry Ln, Madison, CT 06443

  Relax and enjoy this summer in a beautiful property situated just 200 yards from West Wharf Beach and 3/10th of a mile from Surf Club Beach. This newly renovated 2500 Sqft house is surrounded by golfing fairways of Madison Country Club and is located on a private lane. The property boasts a fully remodeled and newly decorated family room, dining room, large eat-in kitchen, four bright bedrooms, 2

  Bob Yostos Coldwell Banker Realty

  72 Cherry Ln, Madison, CT 06443
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  $705,000 Sold May 30, 2025

  • 2,840 Sq Ft
  • $248/SF
  • 33 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  13 Old Toll Rd, Madison, CT 06443

  Welcome to your own private retreat - 13 Old Toll Rd., Madison! Stunning updated home with Iron Stream Views! This captivating colonial sits on a serene, level lot with a tranquil stream bordering the rear of the property, feeding into picturesque Dream Lake. Perfectly blending luxury and comfort, this home is a true escape. Step into the gourmet kitchen, a chef's dream with granite countertops,

  Allison Ciarcia William Raveis Real Estate

  13 Old Toll Rd, Madison, CT 06443
• 

  Est $723,922 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 3,146 Sq Ft

  35 Lakewood Dr, Madison, CT 06443

  35 Lakewood Dr, Madison, CT 06443

Showing Results 81 - 120, Page 3 of 18