New Haven, CT Homes

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  $2,875,000

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

  24 Indigo Trail, Madison, CT 06443

  Come see this stately custom Brick English Georgian home in sought after Madison CT, nestled on a sprawling 5.65 acre lot with Neck River frontage. This exquisite 6,194 square foot colonial offers an unparalleled blend of luxury, privacy and natural beauty. With 4 bedrooms and 4.5 baths, it is designed for those who appreciate both elegance and tranquility. This unique residence is surrounded by

  

  Ron Stewart

  Houlihan Lawrence WD

  (475) 405-2519

  24 Indigo Trail, Madison, CT 06443
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  Explore Madison

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  /35

  $4,500 per month

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft
  • House for Rent

  37 Bassett Ln, Madison, CT 06443

  *****Available August 10, 2025 for the academic year at $4,500 per Month plus utilities. Beautifully furnished rental with deeded beach rights. This home was completely remodeled in 2020. The 1st floor features open concept living, with the bright kitchen as the focal point in the center. From the dining area, sliders lead to a custom-built patio for easy inside-outside entertaining at the

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 295-3313

  37 Bassett Ln, Madison, CT 06443
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  $536,599 Sold Jul 28, 2025

  • 1,280 Sq Ft
  • $419/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  3 Essex Ln Unit 3, Madison, CT 06443

  Charming Ranch Retreat in Kensington Acres North! Tucked away at the end of a quiet cul-de-sac in the sought-after Kensington Acres North community, 3 Essex Lane offers the perfect blend of privacy, comfort, and convenience. This inviting 2-bedroom, 2-bathroom ranch is a rare find, a serene, natural setting-just minutes from Madison's vibrant town center, beaches, and train station. Step inside

  Nancy Bullis Great Estates, CT

  3 Essex Ln Unit 3, Madison, CT 06443
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  Est $864,606 Not Listed For Sale

  2 Grove Ave, Madison, CT 06443

  2 Grove Ave, Madison, CT 06443
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  /37

  $679,000 Under Contract

  • 4 Beds
  • 1.5 Baths
  • 2,458 Sq Ft

  29 Flintlock Rd, Madison, CT 06443

  ***HIGHEST AND BEST DUE BY WEDNESDAY, JULY 16 AT NOON*** This 4-bedroom colonial provides a seamless blend of open design and cozy space. The first floor has hardwood floors, an open floor plan, a welcoming living room with fireplace, and a bright family room set just off the kitchen-perfect for gatherings. Upstairs, you'll find four spacious bedrooms with hardwood floors and an updated full

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (203) 875-0286

  29 Flintlock Rd, Madison, CT 06443
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  /14

  $2,500 per month

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft
  • House for Rent

  49 Cottage Rd, Madison, CT 06443

  Welcome to your ideal rental property in Madison, CT! This charming home offers a wonderful opportunity for comfortable living in a vibrant community. Located just minutes away from several great restaurants and a nearby department store, convenience is at your doorstep. Enjoy the natural beauty of Hammonasset Beach State Park, perfect for leisurely walks and relaxation.While specific

  49 Cottage Rd, Madison, CT 06443
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  $650,000 Sold Jul 28, 2025

  • 2,511 Sq Ft
  • $259/SF
  • 74 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  195 Summer Hill Rd, Madison, CT 06443

  Set back from the road and surrounded by a tranquil wooded landscape, this spacious 4-bedroom home blends comfort, function, and thoughtful updates. The first-floor primary suite offers a private retreat with a brand-new en-suite bathroom (8/24) featuring a thermostatic shower and self-cleaning toilet, walk-in closet with washer/dryer hookups, and direct access to the deck. The kitchen is

  Kelley Vanacore Century 21 AllPoints Realty

  195 Summer Hill Rd, Madison, CT 06443
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  Est $188,905 Not Listed For Sale

  2117 Durham Rd, Madison, CT 06443

  2117 Durham Rd, Madison, CT 06443
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  /31

  $490,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 2,640 Sq Ft

  108 Sandlewood Dr, Madison, CT 06443

  Welcome to easy living with this delightful one-story home in Madison, CT. Located 2.5 miles from the scenic Madison Surf Club! This oversized ranch offers a seamless blend of comfort and potential. Picture yourself unwinding by the fireplace in the cozy living room or enjoying the versatility of the expansive den with plenty of room for flex space or entertaining. This home offers three

  

  Jennifer Bordonaro

  William Pitt Sotheby's Int'l

  (203) 769-9348

  108 Sandlewood Dr, Madison, CT 06443
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  $9,500 per month

  • 5 Beds
  • 4.5 Baths
  • 5,575 Sq Ft
  • House for Rent

  76 High Hill Cir, Madison, CT 06443

  Perched above a quiet cul-de-sac, in one of Madison's most prestigious communities, this stately five bedroom Colonial is minutes from I-95 and Madison's Town Green and beaches. The home boasts a renovated chef's kitchen with dining area; adjacent to the home's covered deck overlooking an inviting in-ground heated pool. A private office is adjacent to a spacious family room. The second floor

  John Campbell Compass Connecticut, LLC

  76 High Hill Cir, Madison, CT 06443
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  $400,000 Sold Jul 25, 2025

  • 1,116 Sq Ft
  • $358/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1933

  339 Horse Pond Rd, Madison, CT 06443

  Charming 1933 Cape Cod located in Madison, one of Connecticut's most desirable shoreline towns! This vintage 3-bedroom Cape is full of charm and potential. Just minutes from Madison's beautiful town beaches, Hammonasset Beach State Park, and a vibrant, walkable downtown filled with cafes, boutiques, an award-winning bookstore, a cinema, and more. The flexible layout features a cozy living room

  Linda Lang-Bankowski The Real Estate Boutique, LLC

  339 Horse Pond Rd, Madison, CT 06443
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  24 Wilshire Rd Unit 24A, Madison, CT 06443

  24 Wilshire Rd Unit 24A, Madison, CT 06443
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  /15

  $725,000

  • Land
  • 1.00 Acre
  • $725,000 per Acre

  00 Stone Rd, Madison, CT 06443

  Discover the perfect opportunity to build your dream home on this exceptional buildable lot, offering coveted deeded beach rights. Nestled in a prime location, this property provides direct access to pristine Madison shore, allowing you to enjoy the beauty of coastal living every day. Whether you're looking to create a private retreat, or a vacation/second home, this lot offers unlimited

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (475) 472-9564

  00 Stone Rd, Madison, CT 06443
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  /12

  $2,300 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  15 Green Hill Rd Unit 15, Madison, CT 06443

  This beautifully updated 1-bedroom, 1-bathroom unit will be ready for move-in August 2025. Recent updates include flooring, fresh paint, new kitchen appliances, and renovated bathroom.Features in-unit washer and dryer, air conditioning, and private, dry basement storage. Step outside to a back deck overlooking the picturesque East River and a spacious, level backyard. Property located

  15 Green Hill Rd Unit 15, Madison, CT 06443
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  $855,000 Sold Jul 25, 2025

  • 2,896 Sq Ft
  • $295/SF
  • 19 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1964

  15 Saxon Rd, Madison, CT 06443

  Sun-Filled Colonial in Prime Madison Location. Ideally situated near Madison's beautiful beaches and vibrant town center, this well-maintained and thoughtfully updated 4-bedroom, 3-bath Colonial offers both comfort and convenience. A spacious family room addition features vaulted ceilings, custom built-ins, and a cozy wood-burning fireplace-perfect for relaxing or entertaining. Upstairs, you'll

  Cathy Lynch Coldwell Banker Realty

  15 Saxon Rd, Madison, CT 06443
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  Est $2,250,802 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 4,077 Sq Ft

  11 Alexandra Ln, Madison, CT 06443

  11 Alexandra Ln, Madison, CT 06443
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  /35

  $449,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,860 Sq Ft

  381 Horse Pond Rd, Madison, CT 06443

  Nestled in the heart of Madison, Connecticut, on a peaceful acre of level land, there's a two-bedroom ranch that tells a story of comfort, charm, and possibility. From the moment you arrive, you feel the space breathe. The flat, open yard invites summer cookouts, garden beds, or perhaps a hammock strung between trees. It's the kind of land that welcomes laughter, creativity, and calm-where young

  

  Lisa Daniele

  William Raveis Real Estate

  (203) 996-1011

  381 Horse Pond Rd, Madison, CT 06443
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  $5,000 per month

  • 4 Beds
  • 3 Baths
  • 2,622 Sq Ft
  • House for Rent

  79 Hartford Ave, Madison, CT 06443

  4 Bedroom Renovated Beach House across from Private Beach in Bucolic Madison, Connecticut Available Oct 1- May 31 but flex term. This sunny 4 bedroom/3 bath house with home office and water views is located at the end of a quiet road across from coveted Hartford Avenue beach. The main floor has a large, renovated eat-in-kitchen, spacious living room with gas fireplace, substantial dining area,

  Pamela D'Arc William Pitt Sotheby's Int'l

  79 Hartford Ave, Madison, CT 06443
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  $220,000 Sold Jul 23, 2025

  • 664 Sq Ft
  • $331/SF
  • 78 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1930

  1 4th St, Madison, CT 06443

  Sleeps 5!! Delightful seasonal cottage circa 1930 has been lovingly updated with all the modern comforts while preserving its charm and character.The cottage is located in a Vintage beach community nestled on approximately 6 acres of leased land located in the picturesque coastal town of Madison Ct. This unique village is situated adjacent to the sandy stretch of Long Island Sounds Hammonassett

  Karen Bruno Roos Williams Real Estate

  1 4th St, Madison, CT 06443
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  Est $130,093 Not Listed For Sale

  12 Hathaway Ln, Madison, CT 06443

  12 Hathaway Ln, Madison, CT 06443
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  /39

  $1,450,000 Pending

  • 4 Beds
  • 7 Baths
  • 4,762 Sq Ft

  299 Warpas Rd, Madison, CT 06443

  Nestled on a private 3.3-acre estate, this meticulously maintained residence offers unparalleled luxury and comfort. Originally constructed in 2008 and completed in 2009, this 4-bedroom, 5-bathroom home has been thoughtfully updated to meet the highest standards. The spacious bedrooms each feature en-suite bathrooms, providing ultimate privacy and convenience. The fully finished lower level

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 718-0870

  299 Warpas Rd, Madison, CT 06443
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  /10

  $2,300 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  13 Green Hill Rd Unit 13, Madison, CT 06443

  This beautifully updated 1-bedroom, 1-bathroom unit will be ready for move-in August 2025. Recent updates include flooring, fresh paint, new kitchen appliances, and renovated bathroom.Features in-unit washer and dryer, air conditioning, and private, dry basement storage. Step outside to a back deck overlooking the picturesque East River and a spacious, level backyard. Property located

  13 Green Hill Rd Unit 13, Madison, CT 06443
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  $210,000 Sold Jul 22, 2025

  • 604 Sq Ft
  • $348/SF
  • 27 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  45 East St, Madison, CT 06443

  Nestled in the heart of Madison's coastal charm, this delightful seasonal cottage is the perfect retreat! Just a leisurely stroll from the serene expanses of Hammonasset Beach State Park, 45 East Street is ideally suited for those seeking a peaceful getaway while still enjoying the convenience of all Madison offers. The cottage features two nice-sized bedrooms, an updated full bath, and plenty of

  Melanie Abbott William Pitt Sotheby's Int'l

  45 East St, Madison, CT 06443
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  Est $1,431,851 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,232 Sq Ft

  10 Matthew Ct, Madison, CT 06443

  10 Matthew Ct, Madison, CT 06443
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  /40

  $1,445,000

  • 4 Beds
  • 3.5 Baths
  • 5,219 Sq Ft

  12 Stanton Ct, Madison, CT 06443

  Just minutes from Madison's beautiful beaches and vibrant town center, this exceptional architect-designed home sits on a quiet o cul-de-sac street. This home boasts both town water and Natural gas. Light-filled and thoughtfully designed, it features a newly remodeled custom kitchen and an open, airy floor plan ideal for modern living. With 4 bedrooms and 3.5 baths, the home includes a spacious

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 693-9631

  12 Stanton Ct, Madison, CT 06443
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  /29

  $3,200 per month

  • 4 Beds
  • 3 Baths
  • 3,184 Sq Ft
  • House for Rent

  44 Liberty St, Madison, CT 06443

  Large colonial-close to town-schools and beaches. Perfect location to enjoy all that MAdison has to offer. Featuring 4 bedrooms, 3 full baths, dining room, living room with fireplace, laundry room, familyroom, porch and additional space in basement for playroom,office or study. Move in date is negotiable. Lease continues through end of June 2026

  Bob Allison William Pitt Sotheby's Int'l

  44 Liberty St, Madison, CT 06443
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  $435,000 Sold Jul 21, 2025

  • 2,064 Sq Ft
  • $211/SF
  • 52 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1994

  15 Green Hill Rd, Madison, CT 06443

  This is a rare find in Madison. This two family ranch home offers the ability to live in one unit and rent the other or purchase as an investment property. Both units have been renovated interiorly and the exterior has brand new vinyl siding. The rear yard for both units overlook the marsh which brings a calming presence to each dwelling. First unit, with its wide plank hardwood floors has a

  Amy Kirst William Pitt Sotheby's Int'l

  15 Green Hill Rd, Madison, CT 06443
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  Est $3,200,251 Not Listed For Sale

  • 5 Beds
  • 9 Baths
  • 6,598 Sq Ft

  61 Lantern Hill, Madison, CT 06443

  61 Lantern Hill, Madison, CT 06443
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  /29

  $515,000

  • 2 Beds
  • 2.5 Baths
  • 2,320 Sq Ft

  40 Legend Hill Rd, Madison, CT 06443

  Carefree Living in Madison's Premier Legend Hill Community Set on over 80 acres of beautifully landscaped grounds, Legend Hill offers resort-style amenities including a historic clubhouse, inground pool, and tennis/pickleball courts-all just minutes from Madison's charming town center and sandy beaches. This meticulously maintained ranch style 2-bedroom unit has a lovely kitchen which opens to

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 779-6103

  40 Legend Hill Rd, Madison, CT 06443
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  /14

  $1,600 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  144 Boston Post Rd, Madison, CT 06443

  Warm & Sunny 2nd Floor Madison Furnished Apartment. Nice sized bright living room, eat in kitchen, full bath and one bedroom. Located close to the Madison/Guilford line. One assigned parking space in paved lot. Available immediately. Tenant pays heating oil, trash & cable. Water & electric are included in the rent. Note: No laundry facilities onsite. Tenant requirements: Good credit with no

  Kimberly Bailey William Raveis Real Estate

  144 Boston Post Rd, Madison, CT 06443
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  $720,000 Sold Jul 18, 2025

  • 1,780 Sq Ft
  • $404/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1975

  31 Country Way, Madison, CT 06443

  Absolutely move-in ready, this immaculate 4-bedroom home has been lovingly maintained and thoughtfully updated. From the moment you arrive, you'll be impressed by neighborhood, grounds and curb appeal. Inside, the remodeled kitchen shines with white cabinetry, granite countertops, and stainless steel appliances. Many updates throughout and the home including crown molding, hardwood floors, and

  Rob McConville William Pitt Sotheby's Int'l

  31 Country Way, Madison, CT 06443
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  Est $461,506 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,055 Sq Ft

  31 Samantha Ln, Madison, CT 06443

  31 Samantha Ln, Madison, CT 06443
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  /15

  $173,500

  • Land
  • 1.55 Acres
  • $111,935 per Acre

  728 Durham Rd, Madison, CT 06443

  Imagine building your dream home on this picturesque 1.55-acre lot in Madison, Connecticut, offering seasonal views of the serene Hog Pond. Throughout the year, enjoy the changing scenery and abundant wildlife, with opportunities for ice skating and hockey on the pond during winter months. The property includes a recent survey with topographical details and a septic design, pending only perc

  

  Gene Pica

  RE/MAX Alliance

  (475) 290-6060

  728 Durham Rd, Madison, CT 06443
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  /14

  $2,500 per month

  • 1 Bed
  • 1 Bath
  • 512 Sq Ft
  • House for Rent

  49 Cottage Rd Unit 20, Madison, CT 06443

  Charming 1-Bedroom Fully Furnished Apartment in Madison, CT - Walk to the Beach & Restaurants! This bright and beautifully maintained 1-bedroom, 1-bathroom fully furnished apartment is perfectly located in the heart of Madison, CT-just 1 mile from Hammonasset Beach and walking distance to local favorites. Enjoy a comfortable living space with hardwood floors throughout and a sunny dining area. A

  Abbey Nakano Houlihan Lawrence WD

  49 Cottage Rd Unit 20, Madison, CT 06443
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  $595,000 Sold Jul 18, 2025

  • 1,926 Sq Ft
  • $309/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1850

  688 Durham Rd, Madison, CT 06443

  Step into timeless charm in this beautifully restored 1850 farmhouse. Nestled on just under two picturesque acres, this light and bright home blends historic character with modern comfort. The tranquil grounds feature a small pond and waterfall, a stunning terrace overlooking the spectacular expansive yard, a beautiful patio ideal for entertaining, a sweet front porch and a "Kloter Farm" shed

  Laurie Mazzeo William Pitt Sotheby's Int'l

  688 Durham Rd, Madison, CT 06443
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  Est $433,558 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,108 Sq Ft

  12 Samantha Ln, Madison, CT 06443

  12 Samantha Ln, Madison, CT 06443
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  /40

  $1,995,000

  • 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

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 442-9594

  30 Meeting House Ln, Madison, CT 06443
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  /31

  $4,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,414 Sq Ft
  • House for Rent

  3 Apple Way, Madison, CT 06443

  3 Apple Way is ready to be leased!! You can't beat the location-just minutes to downtown Madison, the beaches, and I-95 for a quick and easy commute. Inside, this charming and well-kept home is perfect for professionals, families, or anyone looking to enjoy the shoreline lifestyle. This unique opportunity offers flexibility-it can come tastefully furnished or completely empty to make it your own.

  Paige Slocum William Raveis Real Estate

  3 Apple Way, Madison, CT 06443
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  $1,300,000 Sold Jul 18, 2025

  • 3,500 Sq Ft
  • $371/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1840

  1308 Durham Rd, Madison, CT 06443

  I am excited to present my latest listing, a property that is a true testament to the seamless integration of historical allure and contemporary elegance. Originally constructed in 1825, this exquisite residence has undergone a complete remodel, now boasting high-end fixtures and a state-of-the-art kitchen that will delight even the most discerning culinary aficionado. At the heart of this home's

  Tammy Tinnerello William Pitt Sotheby's Int'l

  1308 Durham Rd, Madison, CT 06443
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  Est $390,899 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  4 Stephanie Ct, Madison, CT 06443

  4 Stephanie Ct, Madison, CT 06443

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