Madison, CT Homes

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  /35

  $559,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,944 Sq Ft

  25 Samantha Ln, Madison, CT 06443

  Nicely maintained 3-bedroom, 3-full-bath home nestled in a quaint cul-de-sac setting. The home is in very good condition and offers comfortable living space both inside and out. The spacious kitchen features granite countertops, plenty of cabinet space, and a center island-perfect for everyday living and entertaining. Primary Bedroom has its own private full bath. Living Room-Dining combination

  Dee Hasuly KW Legacy Partners

  25 Samantha Ln, Madison, CT 06443
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  /36

  $3,750 Per Month

  • 4 Beds
  • 3.5 Baths
  • 3,278 Sq Ft
  • House for Rent

  8 Genesee Ln, Madison, CT 06443

  Lovely Madison Colonial located on a beautiful cul-de-sac available as of September 16, 2026 for annual, academic or monthly rental. The 1st floor features a pretty kitchen, open family room with fireplace, formal dining room, living room, powder room and bedroom with a full bath. The 2nd floor features a nicely sized primary bedroom with full bath, 2 additional bedrooms and a hallway full bath.

  Phoebe Schreiner William Pitt Sotheby's Int'l

  8 Genesee Ln, Madison, CT 06443
• 

  $475,000

  Sold Jul 10, 2026

  3 Sandgate Cir, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,853 Sq Ft
  • Built 1979

  Last Sold Summary

  • 13% Below List Price
  • $256/SF
  • 164 Days On Market

  Current Estimated Value $504,522

  Last Listing Agent Doris Fallon William Raveis Real Estate

  3 Sandgate Cir, Madison, CT 06443
• 

  Est $841,390

  Not Listed For Sale

  32 Lakewood Dr, Madison, CT 06443

  • 3 Beds
  • 4 Baths
  • 3,918 Sq Ft
  • Built 1987

  32 Lakewood Dr, Madison, CT 06443

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Cheryl Bertini Berkshire Hathaway NE Prop.
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  /40

  $4,499,000

  Pending

  • 6 Beds
  • 6.5 Baths
  • 5,817 Sq Ft

  14 Middle Beach Rd W, Madison, CT 06443

  A rare opportunity at one of Madison's most storied shoreline addresses. Set back from the water on a lush, professionally landscaped acre, this sophisticated four-level residence offers resort-like living with deeded private beach rights directly across the street, a distinctive touch on the Connecticut shoreline. Nearly 6,000 square feet of impeccably designed living space unfolds across six

  Tara Hawley Coldwell Banker Realty

  14 Middle Beach Rd W, Madison, CT 06443
• 

  $640,000

  Sold Jun 30, 2026

  9 Monroe Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,894 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Above List Price
  • $338/SF
  • 63 Days On Market

  Current Estimated Value $645,193

  Last Listing Agent Karen Lee Coldwell Banker Realty

  9 Monroe Ln, Madison, CT 06443
• 

  Est $648,127

  Not Listed For Sale

  1659 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,177 Sq Ft
  • Built 1989

  1659 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Greg robbins Houlihan Lawrence WD
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  /22

  $382,500

  Pending

  • 4 Beds
  • 2 Baths
  • 2,520 Sq Ft

  35 Governors Way, Madison, CT 06443

  Excellent opportunity to own this charming Cape Cod-style home featuring four bedrooms, two full bathrooms, and a generous 2520 square feet of living area. Nestled on a secluded 1.86-acre lot, the property is surrounded by trees, ensuring privacy and a picturesque view during the autumn foliage. As you enter, you will appreciate the home's character, highlighted by hardwood floors, wood paneling,

  John Oliveri Property Works New England

  35 Governors Way, Madison, CT 06443
• 

  $1,940,000

  Sold Aug 17, 2026

  52 E Wharf Rd, Madison, CT 06443

  • 5 Beds
  • 3 Baths
  • 2,920 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Below List Price
  • $664/SF
  • 142 Days On Market

  Current Estimated Value $1,909,391

  Last Listing Agent Margaret Muir William Pitt Sotheby's Int'l

  52 E Wharf Rd, Madison, CT 06443
• 

  Est $634,860

  Not Listed For Sale

  69 Mendingwall Cir, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft
  • Built 1977

  69 Mendingwall Cir, Madison, CT 06443

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty
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  /13

  $450,000

  $50K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 2,592 Sq Ft

  27 Pine Ridge Dr, Madison, CT 06443

  Opportunity to make sweat equity, this home needs work. Kitchen, living room, dining room, 4 bedrooms, 2 baths, 2 car garage make up this expanded ranch on a lovely level lot on cul-de-sac. The dining room could be a second family room. Open flow for entertaining. Just minutes to downtown Madison and beaches. Top schools. Owner is not in position to make repairs. Perfect home to update to your

  Judy Libby Berkshire Hathaway NE Prop.

  27 Pine Ridge Dr, Madison, CT 06443
• 

  $460,000

  Sold Sep 02, 2026

  53 Summer Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,024 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Below List Price
  • $227/SF
  • 3 Days On Market

  Current Estimated Value $777,017

  Last Listing Agent Pam Kadamus William Pitt Sotheby's Int'l

  53 Summer Hill Rd, Madison, CT 06443
• 

  Est $1,020,039

  Not Listed For Sale

  659 Summer Hill Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,558 Sq Ft
  • Built 1779

  659 Summer Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Leigh Whiteman William Raveis Real Estate
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  /14

  $250,000

  $10K PRICE DROP Under Contract

  • 1 Bed
  • 1 Bath
  • 806 Sq Ft

  10 Brantwood Dr Unit 10, Madison, CT 06443

  Ideal ground floor one-bedroom end unit in desirable Brantwood. Eat-in kitchen with sliders leading to an oversized private patio space ideal for out-door living. New GE Energy smart refrigerator and dishwasher. Newer Marvin thermal windows, carpeting, and vinyl flooring, ac wall unit, baseboard heat, hot water heater, custom window treatments and full-sized Speed Queen washer/dryer, all in

  Bette Zollshan William Pitt Sotheby's Int'l

  10 Brantwood Dr Unit 10, Madison, CT 06443
• 

  $2,200,000

  Sold Aug 06, 2026

  137 Liberty St, Madison, CT 06443

  • 5 Beds
  • 5.5 Baths
  • 5,543 Sq Ft
  • Built 1816

  Last Sold Summary

  • 15% Below List Price
  • $397/SF
  • 110 Days On Market

  Last Listing Agent Alison Gould Gould Group LLC

  137 Liberty St, Madison, CT 06443
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  Est $516,516

  Not Listed For Sale

  42 Lake Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,036 Sq Ft
  • Built 1973

  42 Lake Dr, Madison, CT 06443

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Roberta Whalen LAER Realty Partners
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  /24

  $650,000

  Open Sat 12PM - 2PM Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,838 Sq Ft

  67 Boston Post Rd Unit 15, Madison, CT 06443

  Sophisticated and crafted by renowned builder/developer team, Bob Murphy and Phil Altieri, this two-bedroom townhouse in desirable East River Farms blends luxury with everyday comfort. This home boasts elevated upgrades throughout an expansive open floor plan detailed with soaring 9-foot ceilings, triple crown moldings, gleaming hardwood floors, and a cozy gas fireplace. The chef's kitchen serves

  Jacqueline Stevens William Pitt Sotheby's Int'l

  67 Boston Post Rd Unit 15, Madison, CT 06443
• 

  $900,000

  Sold Nov 17, 2025

  15 Buttonball Ln, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 2,576 Sq Ft
  • Built 1969

  Last Sold Summary

  • 6% Above List Price
  • $349/SF
  • 55 Days On Market

  Current Estimated Value $922,825

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  15 Buttonball Ln, Madison, CT 06443
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  Est $724,785

  Not Listed For Sale

  7 Twilight Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,646 Sq Ft
  • Built 1973

  7 Twilight Dr, Madison, CT 06443

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Emily Lovejoy William Raveis Real Estate
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  /27

  $455,000

  $85K PRICE DROP Pending

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

  6 Ladshaw Dr, Madison, CT 06443

  Privacy & convenience are both found within this updated detached stand-alone Ranch home in sought after Kensington Acres. Enjoy this 'tucked away' home yet a short walk to historic downtown Madison with its famed bookstore, shopping, restaurants & retail stores. This home has been beautifully maintained and shows pride of ownership throughout. Enjoy single floor living in your 2 bedroom, 2 bath

  Greg robbins Houlihan Lawrence WD

  6 Ladshaw Dr, Madison, CT 06443
• 

  $1,077,000

  Sold Dec 05, 2025

  148 Country Way, Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 3,136 Sq Ft
  • Built 1996

  Last Sold Summary

  • 5% Above List Price
  • $343/SF
  • 62 Days On Market

  Current Estimated Value $1,126,407

  Last Listing Agent Janet Peckinpaugh William Pitt Sotheby's Int'l

  148 Country Way, Madison, CT 06443
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  Est $628,701

  Not Listed For Sale

  1474 Durham Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 2,740 Sq Ft
  • Built 1984

  1474 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Alicia Mahon William Pitt Sotheby's Int'l
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  /17

  $164,999

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 592 Sq Ft

  32 North St, Madison, CT 06443

  New roof, new windows, new deck! 32 North Street is ready for you and 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

  Melanie Abbott William Pitt Sotheby's Int'l

  32 North St, Madison, CT 06443
• 

  $865,000

  Sold Sep 22, 2026

  25 Knob Hill Rd, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 2,974 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Below List Price
  • $291/SF
  • 37 Days On Market

  Current Estimated Value $882,413

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  25 Knob Hill Rd, Madison, CT 06443
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  Est $586,628

  Not Listed For Sale

  2 Cornfield Ln, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,966 Sq Ft
  • Built 1982

  2 Cornfield Ln, Madison, CT 06443

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Shoreline Homes Team William Raveis Real Estate
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  /39

  $2,190,000

  Open Sat 1PM - 3PM

  • 5 Beds
  • 3 Baths
  • 3,172 Sq Ft

  15 Highland Terrace, Madison, CT 06443

  COME EXPERIENCE THIS ONE-OF-A-KIND, FULLY RENOVATED MADISON HOME ON A RARE DOUBLE LOT WITH PRIVATE BEACH RIGHTS! Just 300 feet from the sandy shoreline, this exceptional home has been completely reimagined from a traditional raised ranch into a stunning elevated ranch with a bright, open-concept floor plan designed for modern living and effortless entertaining. Every detail has been thoughtfully

  John Cronin Century 21 AllPoints Realty

  15 Highland Terrace, Madison, CT 06443
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  $400,000

  Sold Mar 27, 2026

  2 Esterly Farms Rd, Madison, CT 06443

  • 1 Bed
  • 1.5 Baths
  • 1,344 Sq Ft
  • Built 1985

  Last Sold Summary

  • $298/SF
  • 52 Days On Market

  Current Estimated Value $401,829

  Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

  2 Esterly Farms Rd, Madison, CT 06443
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  Est $649,104

  Not Listed For Sale

  24 Pond View Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,426 Sq Ft
  • Built 1985

  24 Pond View Ln, Madison, CT 06443

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Jonathan Gineo Silver and Oak Realty
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  /39

  $1,658,000

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft

  9 Bassett Ln, Madison, CT 06443

  Quintessential New England coastal living, just moments from the beach. Nestled in Madison's desirable Seafields Association on a corner lot, 9 Bassett Lane blends the charm and character of a classic shoreline cottage with beautifully updated, modern interiors. Thoughtfully renovated throughout, the home feels fresh and inviting while retaining the warmth and character that makes a New England

  Christine Green Ardor Real Estate

  9 Bassett Ln, Madison, CT 06443
• 

  $1,600,000

  Sold Jan 23, 2026

  28 Riverside Ln, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,398 Sq Ft
  • Built 2003

  Last Sold Summary

  • $667/SF
  • 14 Days On Market

  Current Estimated Value $1,556,898

  Last Listing Agent Diana Hartman William Pitt Sotheby's Int'l

  28 Riverside Ln, Madison, CT 06443
• 

  Est $703,103

  Not Listed For Sale

  68 White Cedar Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft
  • Built 1983

  68 White Cedar Dr, Madison, CT 06443

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty
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  /29

  $1,299,000

  • 3 Beds
  • 3 Baths
  • 1,188 Sq Ft

  32 Liberty St, Madison, CT 06443

  Rare coastal compound opportunity in Madison's highly desirable Seaview Beach area. Situated on approximately one-half acre just moments from the shoreline, this unique property features a main residence and a newer detached accessory dwelling unit, offering flexibility rarely found in one of Connecticut's premier shoreline communities. The main home is clean, functional, and ready for a new

  Karina Ukhnitska Real Broker CT, LLC

  32 Liberty St, Madison, CT 06443
• 

  $220,000

  Sold Mar 25, 2026

  247 C Old Toll Rd, Madison, CT 06443

  • Land
  • 26.2 Acres
  • $8,397 per Acre

  Last Sold Summary

  • 43% Below List Price
  • 106 Days On Market

  Last Listing Agent Allyson Cotton William Pitt Sotheby's Int'l

  247 C Old Toll Rd, Madison, CT 06443
• 

  Est $696,385

  Not Listed For Sale

  35 White Cedar Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,150 Sq Ft
  • Built 1984

  35 White Cedar Dr, Madison, CT 06443

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty
• 

  

  /40

  $564,900

  Under Contract

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

  6 Essex Ln, Madison, CT 06443

  Welcome home to 6 Essex Lane! Elegant and inviting, this meticulously maintained ranch style condo is set in a quiet corner of Kensington Acres North. With a beautiful back patio, you can relax in a peaceful oasis, surrounded by nature. Inside, the expansive living room flows into the dining room, all with lots of light. The gracious kitchen offers quality cabinetry and a granite countertop

  Lisa Edgerton William Raveis Real Estate

  6 Essex Ln, Madison, CT 06443
• 

  $925,000

  Sold Jul 22, 2026

  73 Garnet Park Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,166 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $427/SF
  • 16 Days On Market

  Current Estimated Value $969,750

  Last Listing Agent Carla Stitz William Raveis Real Estate

  73 Garnet Park Rd, Madison, CT 06443
• 

  Est $996,928

  Not Listed For Sale

  145 Genesee Ln, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 4,366 Sq Ft
  • Built 1995

  145 Genesee Ln, Madison, CT 06443

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Rose Ciardiello William Raveis Real Estate
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  /40

  $899,000

  Open Sun 10AM - 12PM

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

  42 Concord Dr, Madison, CT 06443

  Perched on a scenic knoll in a highly desirable neighborhood, this classic colonial exudes curb appeal. A newly laid, meandering brick walkway leads to two inviting front entrances. Inside, the welcoming foyer opens to a sun-drenched living room that flows seamlessly into a beautifully renovated kitchen. A chef's dream, the kitchen boasts crisp white cabinetry, a contrasting grey-washed center

  Amy Kirst William Pitt Sotheby's Int'l

  42 Concord Dr, Madison, CT 06443
• 

  $950,000

  Sold Jun 26, 2026

  118 Genesee Ln, Madison, CT 06443

  • 5 Beds
  • 3 Baths
  • 3,895 Sq Ft
  • Built 1999

  Last Sold Summary

  • 12% Above List Price
  • $244/SF
  • 16 Days On Market

  Current Estimated Value $936,766

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  118 Genesee Ln, Madison, CT 06443
• 

  Est $982,618

  Not Listed For Sale

  20 Northwood Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,575 Sq Ft
  • Built 1993

  20 Northwood Rd, Madison, CT 06443

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Kirsten Adams William Pitt Sotheby's Int'l

Showing Results 121 - 160, Page 4 of 18