Madison, CT Homes

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  $179,900

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  7 3rd St, Madison, CT 06443

  Madison Connecticut - Coastal living adjacent to Hammonassett Beach State Park! Live an iconic coastal lifestyle! Modest cost, HIGH VALUE! This super cute, astute, well made c1958 cottage is the perfect vacation home 7 months of the year. Seasonal community where you may occupy your home April 1 - October 31. This cottage is on Third Street offering privacy tucked down the lane. It has been

  Laurie McCann William Pitt Sotheby's Int'l

  7 3rd St, Madison, CT 06443
• 

  $546,000 Sold May 09, 2025

  • 1,596 Sq Ft
  • $342/SF
  • 36 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  16 Harkness Dr, Madison, CT 06443

  A special retreat enveloped into the landscape. Tucked into a wooded lot with a meandering brook. Gardens and stonewalls abound with a show of soft lighting after dusk. This home was custom designed with a contemporary cottage feel. The Nordic design and quality of the Rais wood burning stove rests proudly in front of native wooden slabs adding to the organic design. Screened porches run the

  Heather Clinton Berkshire Hathaway NE Prop.

  16 Harkness Dr, Madison, CT 06443
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  Est $1,232,080 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,915 Sq Ft

  561 Summer Hill Rd, Madison, CT 06443

  561 Summer Hill Rd, Madison, CT 06443
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  /31

  $525,000

  • 1 Bed
  • 2.5 Baths
  • 1,569 Sq Ft

  22 Centre Village Dr, Madison, CT 06443

  Welcome to 22 Centre Village Drive, Madison! From the moment you step inside, you'll be captivated by the light-filled, open-concept layout featuring soaring ceilings, oversized windows, and nine skylights with remote-controlled blinds. The spacious living room, centered around a cozy gas fireplace, seamlessly connects to a formal dining area and a dramatic two-story, three-season sunroom-perfect

  Emily White William Raveis Real Estate

  22 Centre Village Dr, Madison, CT 06443
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  $505,000 Sold May 08, 2025

  • 1,498 Sq Ft
  • $337/SF
  • 9 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1985

  18 Centre Village Dr Unit 18, Madison, CT 06443

  Discover the allure of Centre Village with this sun filled two-bedroom, 2.1-bath end unit, nestled towards the rear for ultimate privacy. Bask in the abundance of natural sunlight that fills each room, complemented by hardwood floors throughout. The living room, a cozy haven, features a charming fireplace and French doors that lead to an expansive deck, perfect for serene outdoor living.

  Sue Knapp William Pitt Sotheby's Int'l

  18 Centre Village Dr Unit 18, Madison, CT 06443
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  Est $869,429 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,765 Sq Ft

  22 Northwood Rd, Madison, CT 06443

  22 Northwood Rd, Madison, CT 06443
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  /40

  $800,000

  • 4 Beds
  • 4 Baths
  • 2,492 Sq Ft

  97 Green Hill Rd, Madison, CT 06443

  This updated legal two-family Colonial on a 3/4-acre lot presents an exceptional investment opportunity, with a solid cap rate of 7.9%. Situated in a highly desirable neighborhood surrounded by expensive single-family homes, this multi-family asset stands out as a solid addition to any portfolio. Both units have been renovated including mechanicals, electrical, and plumbing helps to ensure low

  Peter Lucchese Sound Harbor Realty LLC

  97 Green Hill Rd, Madison, CT 06443
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  $1,010,000 Sold May 05, 2025

  • 3,123 Sq Ft
  • $323/SF
  • 39 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1991

  100 Quail Run, Madison, CT 06443

  Welcome home to this classic 4-bedroom, 2.5-bath colonial located in the sought-after Neck River Farms neighborhood. The open floor plan includes a fantastic, remodeled kitchen with high-end cabinetry, a center island, double ovens, and granite countertops. The sunny breakfast area leads directly to the inviting family room with a vaulted ceiling and cozy fireplace. While the formal living and

  Cathy Lynch Coldwell Banker Realty

  100 Quail Run, Madison, CT 06443
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  Est $1,035,957 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,881 Sq Ft

  20 Hidden Springs Rd, Madison, CT 06443

  20 Hidden Springs Rd, Madison, CT 06443
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  $140,000

  • 1 Bed
  • 1 Bath
  • 476 Sq Ft

  16 North St, Madison, CT 06443

  If you're dreaming of summers by the shoreline, this charming cottage in Dud's Village, Madison, offers the perfect seasonal escape. Less than a mile from Hammonasset Beach State Park-Connecticut's largest shoreline park-this move-in-ready cottage offers easy access to two miles of sandy beaches, scenic walking and biking paths, and endless outdoor activities. A private path from the village

  Margaret Curry William Raveis Real Estate

  16 North St, Madison, CT 06443
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  $876,000 Sold May 02, 2025

  • 3,137 Sq Ft
  • $279/SF
  • 39 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  46 Kelsey Springs Dr, Madison, CT 06443

  Multiple Offers-Highest/Best due by Monday (3/24) 8pm. Situated in a desirable subdivision close to town, beaches, shopping, and schools, this beautifully maintained center hall Colonial blends timeless charm with modern convenience. The main floor welcomes you with a formal dining room and living room that frame the foyer, creating a sophisticated yet warm ambiance. The eat-in kitchen, complete

  Linda Toscano Coldwell Banker Realty

  46 Kelsey Springs Dr, Madison, CT 06443
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  Est $661,283 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,742 Sq Ft

  17 Hidden Springs Rd, Madison, CT 06443

  17 Hidden Springs Rd, Madison, CT 06443
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  /34

  $625,000

  • 2 Beds
  • 2.5 Baths
  • 1,816 Sq Ft

  67 Boston Post Rd Unit 8, Madison, CT 06443

  Welcome to this elegant 2-bedroom townhouse-style condominium located in the nearly new East River Farms community. This development offers a classic New England aesthetic, complete with a picturesque stone wall & professionally landscaped grounds. Step inside to find a beautifully designed open floor plan featuring pristine hardwood floors, soaring 9-foot ceilings with triple crown moldings, & a

  Dana Weinstein Coldwell Banker Realty

  67 Boston Post Rd Unit 8, Madison, CT 06443
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  $1,010,000 Sold May 02, 2025

  • 3,787 Sq Ft
  • $267/SF
  • 56 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2008

  62 Lenore Dr, Madison, CT 06443

  Welcome to 62 Lenore Drive, located at the end of a quiet cul-de-sac in one of Madison's most desirable neighborhoods. Offering over 3,700 sq. ft of space, this home is perfect for those looking for room to grow and entertain. Upon entry, you're greeted by formal living and dining rooms, ideal for hosting gatherings. The heart of the home includes a spacious kitchen with high end appliances and

  Phoebe Finch William Pitt Sotheby's Int'l

  62 Lenore Dr, Madison, CT 06443
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  Est $565,793 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,582 Sq Ft

  26 Princess Dr, Madison, CT 06443

  26 Princess Dr, Madison, CT 06443
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  /40

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 1,459 Sq Ft

  76 Neck Rd, Madison, CT 06443

  LOVERS OF ANTIQUE HOUSES REJOICE! The Augustus Peck House c.1824. Beautiful, wide board chestnut floors, multiple fireplaces, exposed beams, a first floor primary bedroom and bath, an updated country kitchen/family room, a charming living room, an office and a large (21' x15') four season sunroom make for easy first floor living. Upstairs are two bedrooms which share a full bath, a small sitting

  Margaret Muir William Pitt Sotheby's Int'l

  76 Neck Rd, Madison, CT 06443
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  $980,000 Sold May 01, 2025

  • 4,166 Sq Ft
  • $235/SF
  • 40 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1984

  46 Beekman Place, Madison, CT 06443

  Absolutely incredible colonial perfectly nestled in a fabulous neighborhood just minutes from town. This home has been beautifully updated, stunning finishes creating a sophisticated inviting atmosphere. You'll be captivated by the natural sunlight streaming through with 9 brand-new skylights. The heart of the home is the spacious EI kitchen, with gleaming granite countertops, a walk-in pantry, &

  Susan Santoro William Pitt Sotheby's Int'l

  46 Beekman Place, Madison, CT 06443
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  Est $694,212 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,170 Sq Ft

  126 Princess Dr, Madison, CT 06443

  126 Princess Dr, Madison, CT 06443
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  $220,000

  • 1 Bed
  • 1 Bath
  • 664 Sq Ft

  1 4th St, Madison, CT 06443

  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 State Park,

  Karen Bruno Roos Williams Real Estate

  1 4th St, Madison, CT 06443
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  $1,115,000 Sold Apr 30, 2025

  • 4,449 Sq Ft
  • $251/SF
  • 47 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1995

  45 Burcam Dr, Madison, CT 06443

  Charming Expanded Cape on a picturesque cul-de-sac street within walking distance of Madison Village. This home offers the perfect blend of space, comfort, and convenience. A thoughtfully designed addition in 2007 created a full in-law suite with a private living area, kitchenette, and an additional garage, making it ideal for extended family or guests or perhaps rental income. This versatile

  Cathy Lynch Coldwell Banker Realty

  45 Burcam Dr, Madison, CT 06443
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  Est $574,831 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,455 Sq Ft

  160 Princess Dr, Madison, CT 06443

  160 Princess Dr, Madison, CT 06443
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  /40

  $2,900,000

  • 5 Beds
  • 4 Baths
  • 3,397 Sq Ft

  25 Seaview Ave, Madison, CT 06443

  Stunning, custom architecturally designed home in the desirable Seaview Beach area. Situated on the high point of Seaview Ave on a corner lot, with deeded access rights to Long Island Sound & sandy beach by a dedicated waterway with cabana. This home was entirely rebuilt in 2010 and boasts numerous amenities, including custom woodworking, built-ins and cabinetry throughout, automated skylights,

  Alison Gould Gould Group LLC

  25 Seaview Ave, Madison, CT 06443
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  $899,900 Sold Apr 30, 2025

  • 5,069 Sq Ft
  • $178/SF
  • 42 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1994

  17 Buck Hill Rd, Madison, CT 06443

  Step into unparalleled comfort and style with this spacious 5-6 bedroom colonial, offering the best value in Madison with the lowest price per total finished square feet! Situated on an interior lot in a desirable cul-de-sac, this home blends privacy and convenience, with its proximity to the shoreline's premier amenities. The thoughtfully designed chef's kitchen features granite countertops,

  Linda Toscano Coldwell Banker Realty

  17 Buck Hill Rd, Madison, CT 06443
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  Est $549,497 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft

  63 Princess Dr, Madison, CT 06443

  63 Princess Dr, Madison, CT 06443
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  /17

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft

  75 Fairview Dr, Madison, CT 06443

  3 bedrooms 2 bathroom ranch home with 2 car garage. One floor living. House was renovated in 2024. Brand new appliances. Located on a private road. Close to the Madison center and yet private. Close distance to the Bauer Park. Enjoy community garden and beautiful views. Exceptional schools. Nice Neighborhood.

  Derek Eisenberg Continental Real Estate

  75 Fairview Dr, Madison, CT 06443
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  $625,000 Sold Apr 28, 2025

  • 2,507 Sq Ft
  • $249/SF
  • 84 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1985

  271 Legend Hill Rd Unit 271, Madison, CT 06443

  This 2+ bedroom, 2.5 bath, 2 car attached garage with additional parking for 6 guest cars has been totally remoldeled, including the furnace, AC, siding, and roof, with deluxe white custom kitchen, hardwood flooring throughout. This pristine home is offered for sale at the top of the legendary hill, from which the distinguished Legend Hill Condos derive their name. Located six miles from

  Lisa Daniele William Raveis Real Estate

  271 Legend Hill Rd Unit 271, Madison, CT 06443
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  Est $530,911 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  51 Princess Dr, Madison, CT 06443

  51 Princess Dr, Madison, CT 06443
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  $510,000

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

  123 Legend Hill Rd Unit 123, Madison, CT 06443

  Welcome to Legend Hill, where the sunsets from this 2-bedroom 2.5 bath condominium are unsurpassed! You will be in the town of Madison with its private beaches, quaint boutiques, and summer farmers markets on the town green. What a great place to call home! This recently renovated condo has crown molding, engineered hardwood floors, and a gas fireplace, adding warmth and ambiance on those chilly

  Scott Penna William Raveis Real Estate

  123 Legend Hill Rd Unit 123, Madison, CT 06443
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  $1,500,000 Sold Apr 25, 2025

  • 2,103 Sq Ft
  • $713/SF
  • 9 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1948

  4 Neptune Ave, Madison, CT 06443

  Welcome to 4 Neptune Avenue, a fully renovated gem nestled in the heart of Madison, CT. This exquisite property, updated in 2020, offers a blend of luxury, comfort, and privacy, making it a rare find in this coveted community. As you step into this stunning home, you'll be greeted by an expanded living room adorned with hardwood floors and a cozy wood-burning fireplace. The bay window and

  Nikki Travaglino William Pitt Sotheby's Int'l

  4 Neptune Ave, Madison, CT 06443
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  Est $413,150 Not Listed For Sale

  • 10 Beds
  • 3 Baths
  • 3,039 Sq Ft

  289 Old Toll Rd, Madison, CT 06443

  289 Old Toll Rd, Madison, CT 06443
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  $360,000

  • 2 Beds
  • 3 Baths
  • 1,332 Sq Ft

  16 Brantwood Dr, Madison, CT 06443

  This 2 bedroom/1.2 bath townhouse condo is located in Brantwood, close to I-95 and Madison's lively town center, historic green, beaches, train station, and bus routes. New sidewalks on adjacent streets enhance the convenience of Brantwood. The condo's first floor features an open floor plan living/dining room and eat-in kitchen and slider to the new patio plus a powder room. Upstairs, there

  Bette Zollshan William Pitt Sotheby's Int'l

  16 Brantwood Dr, Madison, CT 06443
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  $440,000 Sold Apr 25, 2025

  • 1,092 Sq Ft
  • $403/SF
  • 8 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  487 Durham Rd, Madison, CT 06443

  Immaculate 3-Bedroom, 1.5-Bath Home in the Heart of Madison, CT! Welcome to your new beautifully maintained 3-bedroom, 1.5-bath home in Madison, CT. Nestled in a peaceful neighborhood, this inviting property offers the perfect balance of comfort and convenience. Ideal for those looking for a cozy family home or a peaceful retreat, it's just minutes away from the vibrant town center, beaches,

  Tyler Amann William Raveis Real Estate

  487 Durham Rd, Madison, CT 06443
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  Est $212,165 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  281 Old Toll Rd, Madison, CT 06443

  281 Old Toll Rd, Madison, CT 06443
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  /2

  $164,900

  • Land
  • 1.43 Acres
  • $115,315 per Acre

  40 Skytop Dr, Madison, CT 06443

  Great opportunity to build in an established neighborhood in the beautiful shoreline community of Madison, CT! Large 1.43 acre rear lot is extremely private and ready for your dream home. Located just a short 1.5mi / 5 minute drive to downtown with easy access to I-95 and a short drive to Hammonasset Beach. Per town will need an updated perc test for final approval. Agent/owner

  Luke Florian SSG Real Estate LLC

  40 Skytop Dr, Madison, CT 06443
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  $1,046,000 Sold Apr 25, 2025

  • 4,800 Sq Ft
  • $218/SF
  • 41 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1984

  35 Lovers Ln, Madison, CT 06443

  Nestled in a picturesque natural setting under a mile from downtown Madison, the beach and train, this understated Madison Colonial features tranquility, privacy, and a very smart floor plan. Reminiscent of a Robert Frost painting, this serene retreat is a birdwatcher's paradise with gorgeous grounds, multiple outdoor spaces and stunning sunset views. Thoughtfully designed, 35 Lovers Lane

  Phoebe Finch William Pitt Sotheby's Int'l

  35 Lovers Ln, Madison, CT 06443
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  Est $312,725 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 4,466 Sq Ft

  283 Old Toll Rd, Madison, CT 06443

  283 Old Toll Rd, Madison, CT 06443
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  /2

  $400,000

  • Land
  • 2.05 Acres
  • $195,122 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
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  $760,000 Sold Apr 25, 2025

  • 2,310 Sq Ft
  • $329/SF
  • 32 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1964

  25 Rolling Meadow Rd, Madison, CT 06443

  A Magazine-Worthy Masterpiece! Step into this completely remodeled 2,310 sq. ft. colonial, where every detail has been thoughtfully designed to blend luxury, comfort, and functionality. From the moment you enter, stylish dark hardwood flooring flows seamlessly throughout, setting the stage for a home that feels both elegant and inviting. The spacious living room is perfect for entertaining,

  Christopher Clarke Coldwell Banker Realty

  25 Rolling Meadow Rd, Madison, CT 06443
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  Est $435,362 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,326 Sq Ft

  107 Old Toll Rd, Madison, CT 06443

  107 Old Toll Rd, Madison, CT 06443
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  $1,350,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  454 Horse Pond Rd Unit C, Madison, CT 06443

  2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

  Karen Rosenthal William Raveis Real Estate

  454 Horse Pond Rd Unit C, Madison, CT 06443

Showing Results 161 - 200, Page 5 of 18