Madison, CT Homes

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  $775,000 Open Sun 11AM - 1PM

  • 5 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  76 Bartlett Dr, Madison, CT 06443

  Welcome to 76 Bartlett Drive, a spacious and thoughtfully updated 4-bedroom, 2.5-bath home offering 3,100 sq ft of comfortable living in desirable Madison. The heart of the home is the central kitchen with an open floor plan, featuring quartz countertops, a large island, and a farmhouse sink-perfect for everyday living and entertaining. Wide plank flooring flows through the spacious dining area

  Lisa Liscio Century 21 AllPoints Realty

  76 Bartlett Dr, Madison, CT 06443
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  $1,975 total monthly price

  • 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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  $628,000 Sold Oct 24, 2025

  338 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,792 Sq Ft
  • Built 1968

  Last Sold Summary

  • 7% Above List Price
  • $350/SF
  • 34 Days On Market

  Current Estimated Value $621,954

  Last Listing Agent Barbara Goetsch William Pitt Sotheby's Int'l

  338 Opening Hill Rd, Madison, CT 06443
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  Est $484,786 Not Listed For Sale

  2313 Durham Rd, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 2,336 Sq Ft
  • Built 1940

  2313 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 26% Above List Price
  • $165/SF
  • 41 Days On Market

  Last Sold Price $385,000

  Last Listing Agent Emily Lovejoy William Raveis Real Estate
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  $888,888

  • 4 Beds
  • 2.5 Baths
  • 2,857 Sq Ft

  696 Green Hill Rd, Madison, CT 06443

  Discover timeless shoreline living in Madison. Privately set behind a stately stone wall in the desirable Field Brook subdivision, this 4-bedroom, 2.5-bath residence offers access to the Hammonasset River and sits on 1.38 acres. The main level features a spacious eat-in kitchen with granite countertops and select newer appliances, opening to inviting living spaces designed for both everyday

  Brianne Decio RE/MAX on the Bay

  696 Green Hill Rd, Madison, CT 06443
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  $1,925 total monthly price

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  831 Boston Post Rd, Madison, CT 06443

  Renovated 1-Bedroom Apartment Steps from Downtown. Enjoy the convenience of downtown living in this beautifully updated first-floor apartment, just a short stroll from local shops and restaurants. The gourmet kitchen features new appliances, custom cabinetry, a center island, and a spacious pantry. Perfect for cooking and entertaining. An additional room off the kitchen offers ideal space for a

  Erin Connelly Coldwell Banker Realty

  831 Boston Post Rd, Madison, CT 06443
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  $644,000 Sold Apr 23, 2025

  23 Sportsman Hill Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,994 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Above List Price
  • $215/SF
  • 72 Days On Market

  Current Estimated Value $685,168

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty

  23 Sportsman Hill Rd, Madison, CT 06443
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  Est $1,272,715 Not Listed For Sale

  217 Devonshire Ln, Madison, CT 06443

  • 4 Beds
  • 6 Baths
  • 5,865 Sq Ft
  • Built 2001

  217 Devonshire Ln, Madison, CT 06443

  Last Sold Summary

  • 2% Below List Price
  • $222/SF
  • 41 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Phoebe Finch William Pitt
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  $2,595,000 New Construction

  • 4 Beds
  • 5.5 Baths
  • 4,700 Sq Ft

  23 Sheep Pasture Rd, Madison, CT 06443

  Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant

  Steve Wollman Wollman Realty

  23 Sheep Pasture Rd, Madison, CT 06443
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  $725,000 Sold Aug 25, 2025

  23 Paper Mill Dr, Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 2,323 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Above List Price
  • $312/SF
  • 61 Days On Market

  Current Estimated Value $732,166

  Last Listing Agent Dana Weinstein Coldwell Banker Realty

  23 Paper Mill Dr, Madison, CT 06443
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  Est $846,193 Not Listed For Sale

  211 Devonshire Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,392 Sq Ft
  • Built 1999

  211 Devonshire Ln, Madison, CT 06443

  Last Sold Summary

  • 28% Above List Price
  • $195/SF
  • 1 Day On Market

  Last Sold Price $660,000

  Last Listing Agent Linda Toscano Coldwell Banker Realty
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  $849,900 Pending

  • 4 Beds
  • 3 Baths
  • 3,517 Sq Ft

  100 Concord Dr, Madison, CT 06443

  Situated in the desirable Heatherwood subdivision, this traditional Gambrel Colonial offers a distinctive blend of classic charm, versatile living space, and a serene natural setting. Bordering the Hammonassett River, the property provides access to trout fishing, hiking trails, and scenic outdoor recreation, ideal for those who appreciate the outdoors. Inside, the home features exposed wood

  Amanda Popplewell-Sanson Coldwell Banker Realty

  100 Concord Dr, Madison, CT 06443
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  $475,000 Sold Sep 03, 2025

  24 Deepwood Dr, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Above List Price
  • $396/SF
  • 27 Days On Market

  Current Estimated Value $469,668

  Last Listing Agent Carol Mancini William Pitt Sotheby's Int'l

  24 Deepwood Dr, Madison, CT 06443
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  Est $765,933 Not Listed For Sale

  98 Dorset Ln, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 3,607 Sq Ft
  • Built 1994

  98 Dorset Ln, Madison, CT 06443

  Last Sold Summary

  • 16% Above List Price
  • $184/SF
  • 36 Days On Market

  Last Sold Price $662,500

  Last Listing Agent Antonio Stella eXp Realty
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  $545,000

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

  3 Sandgate Cir, Madison, CT 06443

  Welcome to this 1,853 sq. ft. townhouse in desirable Windermere. Within a short drive to the center of town, one can enjoy shopping in any of the many specialty stores, as well as visiting the famous local bookstore, where a leisurely lunch can also be had in its cafe. You will find several restaurants in which to dine and a cinema where classic films are shown. During the warmer months, it is

  Doris Fallon William Raveis Real Estate

  3 Sandgate Cir, Madison, CT 06443
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  $1,585,000 Sold Aug 22, 2025

  61 Governors Way, Madison, CT 06443

  • 4 Beds
  • 5 Baths
  • 6,010 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Above List Price
  • $264/SF
  • 73 Days On Market

  Current Estimated Value $1,603,128

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

  61 Governors Way, Madison, CT 06443
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  Est $745,365 Not Listed For Sale

  201 Dorset Ln, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 3,156 Sq Ft
  • Built 1994

  201 Dorset Ln, Madison, CT 06443

  Last Sold Summary

  • 15% Above List Price
  • $206/SF
  • 67 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Christina King Connecticut Real Estate Group LLC
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  $400,000

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

  2 Esterly Farms Rd, Madison, CT 06443

  Welcome to Esterly Farms! Nestled in an intimate condo community, this hidden gem offers the perfect blend of tranquility and convenience. Just minutes from the stunning beaches and the charming towns of Madison and Guilford, the location couldn't be better. This Townhouse has an expansive 1 primary bedroom suite on the 2nd floor with full bathroom, along with an abutting room that offers

  Lisa Rollins Team Compass Connecticut, LLC

  2 Esterly Farms Rd, Madison, CT 06443
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  $530,000 Sold Oct 17, 2025

  9 Madrina Ln, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,159 Sq Ft
  • Built 1975

  Last Sold Summary

  • 8% Below List Price
  • $245/SF
  • 83 Days On Market

  Current Estimated Value $551,157

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

  9 Madrina Ln, Madison, CT 06443
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  Est $824,776 Not Listed For Sale

  197 Dorset Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,962 Sq Ft
  • Built 1994

  197 Dorset Ln, Madison, CT 06443

  Last Sold Summary

  • 13% Above List Price
  • $246/SF
  • 3 Days On Market

  Last Sold Price $730,000

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
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  $300,000 Pending

  • Land
  • 26.2 Acres
  • $11,450 per Acre

  247 C Old Toll Rd, Madison, CT 06443

  26.2 acres of possibility, a rare find in North Madison. These adjoining 2 parcels of raw land in North Madison are being offered together. The parcel along Old Toll Rd has 535ft of road frontage and is 15.86 acres. 9.4 acres of wetlands have been flagged and mapped for this area. The remaining acreage includes a level area with small fir trees dotting a field, ready for the next home. Use the

  Allyson Cotton William Pitt Sotheby's Int'l

  247 C Old Toll Rd, Madison, CT 06443
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  $1,230,000 Sold Jul 02, 2025

  66 Beekman Place, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 4,203 Sq Ft
  • Built 1991

  Last Sold Summary

  • 12% Above List Price
  • $293/SF
  • 17 Days On Market

  Current Estimated Value $1,219,025

  Last Listing Agent Lisa Daniele William Raveis Real Estate

  66 Beekman Place, Madison, CT 06443
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  Est $722,758 Not Listed For Sale

  15 Bentwater Ln, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,248 Sq Ft
  • Built 1994

  15 Bentwater Ln, Madison, CT 06443

  Last Sold Summary

  • 11% Above List Price
  • $290/SF
  • 18 Days On Market

  Last Sold Price $651,000

  Last Listing Agent Pam Kadamus William Pitt
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  $550,000

  • 2 Beds
  • 2 Baths
  • 1,476 Sq Ft

  4 Currycross Rd Unit 4, Madison, CT 06443

  Welcome to highly desirable Windermere East. Windermere is nestled in a private picture perfect setting along the Madison Shoreline. 4 Currycross Road is a charming free standing home with 2 spacious bedrooms, a pretty backyard, and one detached garage just steps to your front door. Home has been freshly painted and boast a lovely open floor plan with a wood burning fireplace, cathedral ceiling,

  Terry Morgan CT Realty Exchange, LLC

  4 Currycross Rd Unit 4, Madison, CT 06443
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  $510,000 Sold Jul 03, 2025

  1201 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,649 Sq Ft
  • Built 1976

  Last Sold Summary

  • 15% Below List Price
  • $309/SF
  • 47 Days On Market

  Current Estimated Value $530,433

  Last Listing Agent Michael Zerbini IMT Realty

  1201 Durham Rd, Madison, CT 06443
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  Est $796,726 Not Listed For Sale

  67 Devonshire Ln, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 3,726 Sq Ft
  • Built 1997

  67 Devonshire Ln, Madison, CT 06443

  Last Sold Summary

  • 15% Above List Price
  • $186/SF
  • 37 Days On Market

  Last Sold Price $692,500

  Last Listing Agent Jessica Kimball William Raveis Real Estate
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  $450,000

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

  75 Fairview Dr, Madison, CT 06443

  3 bedroom 2 full baths close to town private road, close to Bower Park, 2 car garage attached. Totally renovated, Hardwood floors and wood composite laminate's where not oak, bow and bay Anderson windows, a must see!

  Derek Eisenberg Continental Real Estate

  75 Fairview Dr, Madison, CT 06443
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  $475,000 Sold Sep 05, 2025

  108 Sandlewood Dr, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,640 Sq Ft
  • Built 1968

  Last Sold Summary

  • 14% Below List Price
  • $180/SF
  • 72 Days On Market

  Current Estimated Value $502,524

  Last Listing Agent Jennifer Bordonaro William Pitt Sotheby's Int'l

  108 Sandlewood Dr, Madison, CT 06443
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  Est $610,453 Not Listed For Sale

  1956 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft
  • Built 1998

  1956 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 11% Above List Price
  • $284/SF
  • 23 Days On Market

  Last Sold Price $548,000

  Last Listing Agent Amy Kirst William Pitt
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  $549,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,414 Sq Ft

  21 Apple Way, Madison, CT 06443

  *multiple offers under review - deadline 2/1 by 2:00* This standalone home, in the quiet Orchards Planned Unit Development, offers an ideal blend of privacy, comfort, and convenience. Its central Madison location places you within walking distance of downtown and just minutes from Hammonasset State Park, quick access to I95, the Shoreline train station, and the highly rated Madison school system.

  Rachel Welch William Raveis Real Estate

  21 Apple Way, Madison, CT 06443
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  $960,000 Sold Jun 30, 2025

  218 Neck Rd, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 2,047 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Above List Price
  • $469/SF
  • 6 Days On Market

  Current Estimated Value $1,039,982

  Last Listing Agent Michelle Drobot Coldwell Banker Realty

  218 Neck Rd, Madison, CT 06443
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  Est $713,792 Not Listed For Sale

  25 Summit Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,323 Sq Ft
  • Built 1996

  25 Summit Ln, Madison, CT 06443

  Last Sold Summary

  • 16% Above List Price
  • $265/SF
  • 1 Day On Market

  Last Sold Price $616,000

  Last Listing Agent Phoebe Schreiner William Pitt
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  $2,495,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,143 Sq Ft

  92 Scotland Ave, Madison, CT 06443

  Less than one mile from downtown Madison, this new construction home offers refined living with white oak floors, custom millwork, coffered ceilings, and abundant natural light throughout. The main level features 9-foot ceilings, a dramatic floor-to-ceiling gas stone fireplace with built-ins, a chef's kitchen with Sub-Zero and Wolf appliances, double ovens, pot filler, wet bar with wine chiller,

  Steve Wollman Wollman Realty

  92 Scotland Ave, Madison, CT 06443
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  $2,175,000 Sold Apr 10, 2025

  37 Hamilton Dr, Madison, CT 06443

  • 5 Beds
  • 4.5 Baths
  • 4,881 Sq Ft
  • Built 2018

  Last Sold Summary

  • 3% Below List Price
  • $446/SF

  Current Estimated Value $2,281,600

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  37 Hamilton Dr, Madison, CT 06443
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  Est $766,829 Not Listed For Sale

  272 County Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,614 Sq Ft
  • Built 2000

  272 County Rd, Madison, CT 06443

  Last Sold Summary

  • 20% Above List Price
  • $245/SF
  • 2 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Linda Toscano Coldwell Banker Realty
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  $199,000

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  63GG Dudley Ln, Madison, CT 06443

  Discover the ultimate summer retreat at 63GG Dudley Lane, a completely remodeled two-bedroom cottage located in the desirable and private DeSabato's Camp community. This turn-key home is offered fully furnished and features a bright, open interior with upgraded cabinetry and modern finishes throughout that maximize space and style. The outdoor living space is exceptional, boasting a massive rear

  Laura Ronghi Napoli Realty LLC

  63GG Dudley Ln, Madison, CT 06443
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  $543,800 Sold May 21, 2025

  6 Apple Way, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft
  • Built 1994

  Last Sold Summary

  • 5% Below List Price
  • $281/SF
  • 179 Days On Market

  Current Estimated Value $610,318

  Last Listing Agent Julie Ovian William Pitt Sotheby's Int'l

  6 Apple Way, Madison, CT 06443
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  Est $660,501 Not Listed For Sale

  237 County Rd, Madison, CT 06443

  • 3 Beds
  • 3.5 Baths
  • 3,040 Sq Ft
  • Built 1985

  237 County Rd, Madison, CT 06443

  Last Sold Summary

  • 28% Above List Price
  • $170/SF
  • 11 Days On Market

  Last Sold Price $518,000

  Last Listing Agent Karen Rosenthal William Raveis Real Estate
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  $475,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  24 Railroad Ave, Madison, CT 06443

  Welcome to this charming 2-bedroom Colonial located in the heart of Madison! Filled with character and warmth, this well-maintained home offers a bright and inviting layout perfect for everyday living or a peaceful shoreline retreat. Step inside to discover beautiful hardwood floors, classic Colonial detailing, and sun-filled spaces throughout. The main level features a comfortable living room, a

  Remi Tremblay William Raveis Real Estate

  24 Railroad Ave, Madison, CT 06443
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  $1,675,000 Sold Apr 15, 2025

  914 Boston Post Rd Unit 2, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,267 Sq Ft
  • Built 2021

  Last Sold Summary

  • $739/SF
  • 37 Days On Market

  Current Estimated Value $1,701,186

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty

  914 Boston Post Rd Unit 2, Madison, CT 06443

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