Homes in ZIP Code 06443

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  /5

  $2,495,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,565 Sq Ft

  31 Stony Lane Lot 3 Rd, Madison, CT 06443

  Indulge in refined living at our Barberry Farm Open Space subdivision with Waterside Building and Development. Your bespoke home, spanning 3,000 to 4,000+ sq ft, promises not just spacious elegance but high-end finishes and meticulous craftsmanship. Situated within walking distance to Madison beaches and a golf course, this enclave blends luxury with convenience. Revel in the exquisite details of

  Lindsay Greenberg William Raveis Real Estate

  31 Stony Lane Lot 3 Rd, Madison, CT 06443
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  /23

  $6,000 total monthly price

  • 5 Beds
  • 4.5 Baths
  • 3,697 Sq Ft
  • House for Rent

  19 Middle Beach Rd, Madison, CT 06443

  This beautiful waterfront home has unobstructed views of Long Island Sound.This gorgeous home was built in 2012 with all the bells and whistles. Available on February 1st until June 21st of 2026. Ask about pets. 5 bedrooms/4 baths, City Water, Natural Gas and Central Air. Lots of parking.

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  19 Middle Beach Rd, Madison, CT 06443
• 

  $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 $1,636,411

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

  61 Governors Way, Madison, CT 06443
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  Est $460,514 Not Listed For Sale

  26 Tibbals Bridge Rd, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Built 1997

  26 Tibbals Bridge Rd, Madison, CT 06443

  Last Sold Summary

  • 2% Above List Price
  • $358/SF
  • 63 Days On Market

  Last Sold Price $450,000

  Last Listing Agent David Cretella Coldwell Banker Realty
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  /34

  $749,000 Pending

  • 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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  /37

  $3,500 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,286 Sq Ft
  • House for Rent

  43 Neck Rd, Madison, CT 06443

  Located in the heart of one of Madison's premier beach communities, 43 Neck Road is a darling and meticulously maintained rental. You'll appreciate the classic floor plan highlighted on the 1st floor by the kitchen, family room, living room, sun porch, powder room and office. Upstairs you'll find two nicely sized bedrooms and a full bath. The kitchen has a wonderful vintage vibe with a blend of

  Phoebe Schreiner William Pitt Sotheby's Int'l

  43 Neck Rd, Madison, CT 06443
• 

  $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 $564,548

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

  9 Madrina Ln, Madison, CT 06443
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  Est $454,697 Not Listed For Sale

  17 Jasper Ln, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 2,177 Sq Ft
  • Built 1993

  17 Jasper Ln, Madison, CT 06443

  Last Sold Summary

  • 8% Above List Price
  • $193/SF
  • 151 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Jules Gaughran - Etes William Pitt
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  /30

  $888,888 Pending

  • 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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  /29

  $12,000 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 2,392 Sq Ft
  • House for Rent

  52 Kelsey Place, Madison, CT 06443

  Available for April, May and June at $12,000/mo. Could be available year-round at $7500/mo or Academic at $6500/mo. Discover coveted Madison living on a private beach lane complete with an in-ground pool. Embrace coastal luxury in this stunning 4-bedroom, 5.1-bathroom shoreline retreat. 52 Kelsey Place features a chef-inspired kitchen, central air, 2-car garage, large patio with fire pit and BBQ,

  Diana Hartman William Pitt Sotheby's Int'l

  52 Kelsey Place, Madison, CT 06443
• 

  $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 $1,256,834

  Last Listing Agent Lisa Daniele William Raveis Real Estate

  66 Beekman Place, Madison, CT 06443
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  Est $478,504 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

  • 24% 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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  /38

  $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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  /18

  $2,500 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,552 Sq Ft
  • House for Rent

  53 Liberty St Unit A, Madison, CT 06443

  Charming Guest House in Madison, CT - Available for Academic Year Rental. Tucked back on historical Liberty Street with access to private Seaview beach association, this cottage features two levels of living space. First floor is open concept with a sitting area. Appliances include washer/dryer, gas stove, microwave and refrigerator. Large windows open to a garden view. Second floor greets you

  Kira Coon William Raveis Real Estate

  53 Liberty St Unit A, 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 $511,034

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

  108 Sandlewood Dr, Madison, CT 06443
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  Est $1,287,045 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

  • 1% Below List Price
  • $222/SF
  • 41 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Phoebe Schreiner William Pitt
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  /32

  $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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  /27

  $2,700 total monthly price

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

  856 Boston Post Rd Unit 1, Madison, CT 06443

  One bedroom, unfurnished apartment of approx 900 sq ft on estate-like grounds in the heart of downtown Madison. ALL UTILITIES INCLUDED, JUST BRING YOUR CELL PHONE! Interior, private lot. French doors in living room and kitchen open up onto a large porch overlooking a beautiful garden. Eat-in kitchen, laundry room, full bath. A garden path takes one to the entrance.. Owner agent, 6 month to 1 year

  Faith Whitehead William Raveis Real Estate

  856 Boston Post Rd Unit 1, 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 $540,914

  Last Listing Agent Michael Zerbini IMT Realty

  1201 Durham Rd, Madison, CT 06443
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  Est $729,280 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

  • 10% 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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  /40

  $2,600,000

  • 4 Beds
  • 3.5 Baths
  • 5,543 Sq Ft

  137 Liberty St, Madison, CT 06443

  Rare opportunity to own in desirable Liberty Street area. This 1816 Federal-style residence & new detached historically designed barn, renovated and built by prominent historical design/build specialists Gulick & Co., creates a harmonious blend of formality and comfort. The main residence has 3,784 sq ft of living space, and the detached barn boasts 1,776 sq ft. The main residence is a

  Alison Gould Gould Group LLC

  137 Liberty St, Madison, CT 06443
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  /24

  $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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  $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 $1,060,218

  Last Listing Agent Michelle Drobot Coldwell Banker Realty

  218 Neck Rd, Madison, CT 06443
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  Est $715,829 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

  • 10% 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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  /40

  $400,000 Pending

  • 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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  $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 $2,321,396

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  37 Hamilton Dr, Madison, CT 06443
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  Est $816,362 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

  • 12% 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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  /11

  $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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  $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 $605,379

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

  6 Apple Way, Madison, CT 06443
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  Est $690,580 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

  • 6% 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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  /29

  $529,000

  • 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
• 

  $860,000 Sold Mar 02, 2026

  100 Concord Dr, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 3,517 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $245/SF
  • 40 Days On Market

  Current Estimated Value $842,457

  Last Listing Agent Amanda Popplewell-Sanson Coldwell Banker Realty

  100 Concord Dr, Madison, CT 06443
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  Est $760,776 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

  • 10% 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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  /16

  $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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  $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 $1,705,897

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty

  914 Boston Post Rd Unit 2, Madison, CT 06443
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  Est $583,207 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

  • 6% 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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  /30

  $595,000 Open Sat 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 2,560 Sq Ft

  10 Runnymede Ln, Madison, CT 06443

  Nestled in the highly sought-after Windermere East community, this rare free-standing condo offers the perfect blend of privacy, comfort, and coastal charm in beautiful Madison. Enjoy serene river views and a peaceful setting just moments from the shoreline. This well-maintained home features 2 bedrooms and 2 full baths, a spacious fireplaced living room, and a bright kitchen ideal for everyday

  Laura Cariati William Raveis Real Estate

  10 Runnymede Ln, Madison, CT 06443
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  $550,000 Sold Nov 05, 2025

  Unlisted Address

  • 1 Bed
  • 2 Baths
  • 1,569 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Above List Price
  • $351/SF
  • 19 Days On Market

  Current Estimated Value $549,869

  Last Listing Agent Renee Salafia William Raveis Real Estate

  Unlisted Address
• 

  Est $714,114 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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  /39

  $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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