New Haven, CT Homes in ZIP Code 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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  /17

  $3,500 per month

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • House for Rent

  1091 Boston Post Rd, Madison, CT 06443

  ANNUAL UNFURNISHED RENTAL, AVAILABLE SEPTEMBER 1. Located between downtown Madison and the Hammonasset State Park Beach, this 3 bedroom renovated ranch offers a comfortable life style. The house offers a deck to enjoy the outdoors, large yard, easy access to the Shoreline Greenway Trail and beach access at the end of Webster Point Road. The primary bedroom has a full bath, the other two bedrooms

  Kirsten Adams William Pitt Sotheby's Int'l

  1091 Boston Post Rd, Madison, CT 06443
• 

  $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
• 

  Est $464,861 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,177 Sq Ft

  17 Jasper Ln, Madison, CT 06443

  17 Jasper Ln, Madison, CT 06443
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  /39

  $865,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 2.5 Baths
  • 3,664 Sq Ft

  123 Five Fields Rd, Madison, CT 06443

  Welcome to this classic 5-bedroom, 2.5 bath Colonial tucked away on a peaceful cul-de-sac in sought-after Madison. Conveniently close to town, town campus, and Hammonasset Beach Park is only 2.3 miles away....enjoy beach access just minutes away, bringing summer fun right to your doorstep. This beautiful home is set on 1.09 acres, offering the perfect blend of privacy, space, and shoreline

  Allison Ciarcia William Raveis Real Estate

  123 Five Fields Rd, Madison, CT 06443
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  /19

  $3,250 per month

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • House for Rent

  66 Oak Ave, Madison, CT 06443

  Academic Rental September-June. Classic Farm house colonial sits directly on the waterfront! The home embodies peace and tranquility with a nod to simpler times when nature was the forefront of relaxation. Enjoy your private beach and yard and take in those glorious sunsets that Madison is known for. Enjoy a classic floor plan with a galley style kitchen, dining room, living room and a sunny

  Mary Edeen Berkshire Hathaway NE Prop.

  66 Oak Ave, Madison, CT 06443
• 

  $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 $472,917 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,336 Sq Ft

  2313 Durham Rd, Madison, CT 06443

  2313 Durham Rd, Madison, CT 06443
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  /40

  $949,900

  • 4 Beds
  • 5 Baths
  • 3,986 Sq Ft

  16 Yankee Peddler Path, Madison, CT 06443

  This fully renovated and expanded Farmhouse Colonial offers nearly 4,000 sq ft of luxurious living space on a private 1.6-acre lot, blending timeless charm with modern upgrades. Every detail has been thoughtfully updated from roof to flooring, including new HVAC system, electrical, plumbing, a gourmet kitchen with center island and huge walk-in pantry, stylish bathrooms, and more. With 4 spacious

  Linda Toscano Coldwell Banker Realty

  16 Yankee Peddler Path, Madison, CT 06443
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  /14

  $4,200 per month

  • 4 Beds
  • 2.5 Baths
  • 2,328 Sq Ft
  • House for Rent

  437 Green Hill Rd, Madison, CT 06443

  4 bedroom Cape with huge fully-fenced back yard. Less than 1/2 mile to middle school, high school, school activities, playing fields and so much more. Enormous great room with tons of natural light and seating options. Close proximity to beaches, town, commuter routes. Available September 1, 2025

  Pam Kadamus William Pitt Sotheby's Int'l

  437 Green Hill Rd, 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
• 

  Est $1,290,802 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,865 Sq Ft

  217 Devonshire Ln, Madison, CT 06443

  217 Devonshire Ln, Madison, CT 06443
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  /36

  $849,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 3,464 Sq Ft

  241 Hunters Trail, Madison, CT 06443

  Tucked away in one of Madison's most desirable subdivisions, this spacious 4-bedroom, 3.5-bath colonial offers the perfect blend of function, flow, and comfort-just minutes to downtown, beaches, the highway, and medical facilities. The heart of the home is the warm and inviting kitchen, complete with rich cherry cabinets, an oversized island, ample storage, and generous counter space-designed for

  Heidi DeRusso Coldwell Banker Realty

  241 Hunters Trail, Madison, CT 06443
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  /22

  $3,400 per month

  • 4 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • House for Rent

  121 Neck Rd, Guilford, CT 06437

  Guilford/Madison Furnished ACADEMIC RENTAL: (Also know as 121 Circle Beach Rd, Madison). Charming vintage beach home w/spectacular 270 degree views of Long Island Sound & acres of picturesque marshland. Deeded Association Beach across the street. Wrap around deck & enclosed porch to enjoy the amazing views. Beautiful renovated 3-room master suite on 2nd floor with private bath. In addition to

  Bette Zollshan William Pitt Sotheby's Int'l

  121 Neck Rd, Guilford, CT 06437
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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 $777,600 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,040 Sq Ft

  37 Blueberry Hill Dr, Madison, CT 06443

  37 Blueberry Hill Dr, Madison, CT 06443
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  /16

  $800,000

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  677 Durham Rd, Madison, CT 06443

  Stunning 3-Bed, 2.5-Bath Home Built in 2022 - Immaculate and Move-In Ready! Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home, built in 2022 and designed for modern living. From the moment you step inside, you'll be impressed by the open floor plan that seamlessly blends living, dining, and kitchen spaces-perfect for both everyday life and entertaining. Custom built-ins

  Meig Walz Newcomb Coldwell Banker Realty

  677 Durham Rd, Madison, CT 06443
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  /20

  $3,600 per month

  • 4 Beds
  • 2 Baths
  • 2,886 Sq Ft
  • House for Rent

  71 Beach Ave, Madison, CT 06443

  Both Academic $3,600 or $5,000 Year-Round Leases are available for this 3 bedroom, 2 full bath home; one home away from a private deeded beach. The year-round lease will begin on August 1st - July 31, 2026 @ $5,000 per month INCLUDING UTILITIES. 3 bedrooms, 2 full baths, 1-car attached garage. The legal town record lists 4 bedrooms; the 4th bedroom is separate from the main house. A 1-car

  Carol Farmer William Raveis Real Estate

  71 Beach Ave, 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
• 

  Est $816,337 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,392 Sq Ft

  211 Devonshire Ln, Madison, CT 06443

  211 Devonshire Ln, Madison, CT 06443
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  /40

  $849,999 Open Wed 4PM - 6PM

  • 4 Beds
  • 2.5 Baths
  • 4,879 Sq Ft

  48 Shepherds Trail, Madison, CT 06443

  This one-of-a-kind Contemporary Colonial home features 4 bedrooms, 2.5 baths, and a versatile floor plan designed for both grand entertaining and everyday comfort. Step into the impressive foyer, where an expansive living room and formal dining area set the stage for large gatherings. At the heart of the main level, the kitchen shines with granite countertops, stainless steel appliances, and a

  Erin Connelly Coldwell Banker Realty

  48 Shepherds Trail, Madison, CT 06443
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  /29

  $3,250 per month

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • House for Rent

  32 Sheep Pasture Rd, Madison, CT 06443

  ACADEMIC RENTAL. Welcome to 32 Sheep Pasture Road - a three bedroom, two bath ranch conveniently located close to everything and offering privacy in a wooded setting. Recently renovated, the open floor plan flows nicely from the foyer into the living room, dining area and kitchen. The sun room leads to the patio and private backyard. The bedrooms are nicely sized and share a hall bath with

  Sue Woods William Pitt Sotheby's Int'l

  32 Sheep Pasture 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 $728,076 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,607 Sq Ft

  98 Dorset Ln, Madison, CT 06443

  98 Dorset Ln, Madison, CT 06443
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  /36

  $779,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,698 Sq Ft

  129 Acorn Rd, Madison, CT 06443

  MARRY the HOUSE DATE THE MORTGAGE a stone's throw away from the heart of Madison Village, perfectly positioned at 1.4 miles from the bustling center, with beaches, recreational fields, and the renowned Bookstore. Shopping, dining, and are all conveniently close, making this an ideal location for those seeking both tranquility and community amenities. Occupying a generous .74-acre level lot, the

  Ann Stewart William Pitt Sotheby's Int'l

  129 Acorn Rd, Madison, CT 06443
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  /39

  $6,000 per month

  • 4 Beds
  • 3 Baths
  • 2,468 Sq Ft
  • House for Rent

  140 Overshores E, Madison, CT 06443

  ACADEMIC RENTAL AVAILABLE FROM MID SEPTEMBER TO EARLY JUNE. Rent is $6000 - includes all utilities! Fully furnished. You have walked into a Pottery Barn catalogue. Completely renovated within the past few years. View and access to one of the best beaches off Neck Road. This home has four bedrooms, 2 on the 1st floor and two on the 2nd floor. Bonus Room is above the garage. New Kitchen with

  Kirsten Adams William Pitt Sotheby's Int'l

  140 Overshores E, 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 $714,569 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

  $1,899,000

  • 5 Beds
  • 5.5 Baths
  • 6,278 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 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 natural

  Kate Jasko Coldwell Banker Realty

  584 Boston Post Rd, Madison, CT 06443
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  /26

  $3,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,638 Sq Ft
  • House for Rent

  39 Circle Beach Rd, Madison, CT 06443

  Academic Furnished Rental with direct ocean views and private sandy beach. Experience coastal living at its finest in this modern 3-bedroom, 2.5-bath fully furnished residence, available for academic rental from September 10, 2025 through May 30, 2026. Built in 2014 with energy efficiency in mind, this stylish and well-appointed home offers an open-concept first floor that seamlessly connects the

  Jessica Kimball William Raveis Real Estate

  39 Circle Beach Rd, Madison, CT 06443
• 

  $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 $697,154 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,156 Sq Ft

  201 Dorset Ln, Madison, CT 06443

  201 Dorset Ln, Madison, CT 06443
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  /40

  $875,000

  • 3 Beds
  • 4 Baths
  • 2,235 Sq Ft

  3 Arrowhead Rd, Madison, CT 06443

  Newly Priced! Embrace the enchantment of Shoreline Living at its finest with this sun-drenched haven at 3 Arrowhead, a jewel nestled in a quaint community with the river at your doorstep. As you step into this radiant abode, you're welcomed by a symphony of natural light and the serene melodies of local birdsong. The home's design harmoniously blends the outdoors with the indoors, creating a

  Diana Hartman William Pitt Sotheby's Int'l

  3 Arrowhead Rd, Madison, CT 06443
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  /35

  $5,250 per month

  • 4 Beds
  • 3 Baths
  • 2,065 Sq Ft
  • House for Rent

  33 Grove Ave, Madison, CT 06443

  FULLY FURNISHED - $5,250/TWO WEEKS. Dates available 7/14-7/28 and 8/13-8/31. Will not consider less than two week rental. Four bedroom colonial just steps from Seaview Beach, a private association beach! Fully furnished, internet is available, TV in 3 rooms. Hardwood floors throughout. Sunroom at back of house, along with a wraparound porch with views of Long Island Sound. Kayak in the photos is

  Robert Curry Pearce Real Estate

  33 Grove Ave, Madison, CT 06443
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  $680,000 Sold Jul 18, 2025

  • 3,037 Sq Ft
  • $224/SF
  • 27 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1998

  76 Horse Pond Rd, Madison, CT 06443

  This spacious Cape-style home with a modern twist offers over 3,000 sq ft of thoughtfully designed living space-plus an additional 300 sq ft finished rec room in the basement. The heart of the home is the expansive kitchen, featuring granite countertops, a center island with a built-in microwave drawer, and premium stainless steel appliances including a Wolf 6-burner dual fuel range, Viking

  James Didato Berkshire Hathaway NE Prop.

  76 Horse Pond Rd, Madison, CT 06443
• 

  Est $842,019 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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  /39

  $1,665,000

  • 5 Beds
  • 6 Baths
  • 5,779 Sq Ft

  110 Randi Dr, Madison, CT 06443

  Welcome to 110 Randi Drive, where a stately circular driveway ushers you into a realm of elegance & comfort. This grand & classic 5,779 sf residence is a testament to luxurious living, offering a harmonious blend of expansive open areas. As you step through the front door, you're greeted by a formal living room adorned w/ French doors & the first of 3 fireplaces, a space that could effortlessly

  Amy Kirst William Pitt Sotheby's Int'l

  110 Randi Dr, Madison, CT 06443
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  /12

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • House for Rent

  32 E Wharf Rd, Madison, CT 06443

  Available from September to May. Step inside to find a light-filled living area with classic colonial touches and a functional layout ideal for everyday living. The kitchen opens to a cozy dining area, perfect for meals at home or entertaining guests. Upstairs, you'll find two generously sized bedrooms with ample closet space and a full bath. Enjoy the convenience and the serenity of a private

  Meig Walz Newcomb Coldwell Banker Realty

  32 E Wharf Rd, Madison, CT 06443
• 

  $590,000 Sold Jul 17, 2025

  • 1,476 Sq Ft
  • $400/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  16 Aylesbury Cir Unit 16, Madison, CT 06443

  Move right into this spacious, one-level condo located in sought-after Windermere, which features not only an open kitchen/living room/dining area but also a den with gas fireplace. A 3-season porch and patio offers a great place to relax and/or entertain. The two large bedrooms each accommodate king-size beds, the primary having its own updated bathroom. A second full bath conveniently

  Doris Fallon William Raveis Real Estate

  16 Aylesbury Cir Unit 16, Madison, CT 06443
• 

  Est $685,507 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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