Madison, CT Homes

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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

  (475) 265-5919

  31 Stony Lane Lot 3 Rd, Madison, CT 06443
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  $6,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,511 Sq Ft
  • House for Rent

  72 Cherry Ln, Madison, CT 06443

  Relax and enjoy this summer in a beautiful property situated just 200 yards from West Wharf Beach and 3/10th of a mile from Surf Club Beach. This newly renovated 2500 Sqft house is surrounded by golfing fairways of Madison Country Club and is located on a private lane. The property boasts a fully remodeled and newly decorated family room, dining room, large eat-in kitchen, four bright bedrooms, 2

  Bob Yostos Coldwell Banker Realty

  72 Cherry Ln, Madison, CT 06443
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  $888,000 Sold Apr 24, 2026

  696 Green Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,857 Sq Ft
  • Built 1996

  Last Sold Summary

  • $311/SF
  • 14 Days On Market

  Current Estimated Value $879,491

  Last Listing Agent Brianne Decio RE/MAX on the Bay

  696 Green Hill Rd, Madison, CT 06443
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  Est $1,198,031 Not Listed For Sale

  45 Burcam Dr, Madison, CT 06443

  • 5 Beds
  • 5 Baths
  • 4,449 Sq Ft
  • Built 1995

  45 Burcam Dr, Madison, CT 06443

  Last Sold Summary

  • 7% Above List Price
  • $251/SF
  • 47 Days On Market

  • Last Sold Price $1,115,000
  • Apr 30, 2025

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
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  /4

  $1,890,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  31 Stony Lane Lot 2 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

  (475) 473-8640

  31 Stony Lane Lot 2 Rd, Madison, CT 06443
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  /32

  $3,850 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,884 Sq Ft
  • House for Rent

  14 Bower Rd, Madison, CT 06443

  Welcome to 14 Bower Rd., Madison, CT -a classic New England Colonial set on nearly an acre in a quiet, non-through street just minutes from town. This 4-bedroom, 1.5-bath home offers 1,884 sq. ft. with hardwood floors throughout and a BRAND-NEW UPDATED KITCHEN. Attached garage plus plenty of off street parking. The property features a large deck and huge private yard with mature trees, flowering

  Jessica Kimball William Raveis Real Estate

  14 Bower Rd, Madison, CT 06443
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  $450,000 Sold Jun 27, 2025

  2364 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,060 Sq Ft
  • Built 1980

  Last Sold Summary

  • $218/SF
  • 55 Days On Market

  Current Estimated Value $456,974

  Last Listing Agent Kristopher Tramont Real Broker CT, LLC

  2364 Durham Rd, Madison, CT 06443
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  Est $1,580,351 Not Listed For Sale

  4 Neptune Ave, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,103 Sq Ft
  • Built 1948

  4 Neptune Ave, Madison, CT 06443

  Last Sold Summary

  • 5% Above List Price
  • $713/SF
  • 9 Days On Market

  • Last Sold Price $1,500,000
  • Apr 25, 2025

  Last Listing Agent Nikki Travaglino William Pitt
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  /23

  $1,000,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,909 Sq Ft

  125 Wildcat Rd, Madison, CT 06443

  Nestled just minutes from the heart of downtown Madison, this exceptional property offers the perfect blend of convenience, privacy, and year-round beauty. Loved by the same family for 34 years, at the end of a long circular driveway you will find this home that sits on a professionally landscaped lot that blooms with color in every season, attracting songbirds from spring through fall. Inside,

  Meig Walz Newcomb Coldwell Banker Realty

  125 Wildcat Rd, Madison, CT 06443
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  /18

  $12,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • House for Rent

  323 Green Hill Rd, Madison, CT 06443

  6 WEEKS OF BLISS!! THINKING OF RENTING A CHARMING HOUSE IN MADISON FOR THE SUMMER? Available from July 19, 2026 to August 30, 2026. The Landlords are seeking a renter to take the entire term (no weekly or 2 week rentals available). Called The Wendell Farm, this 3 bedroom home has a chef's kitchen, hardwood floors, open floor plan, and newly added Master Suite in 2008. Spectacular Madison Beaches

  Kirsten Adams William Pitt Sotheby's Int'l

  323 Green Hill Rd, Madison, CT 06443
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  $1,050,000 Sold May 01, 2026

  11 Longview Terrace, Madison, CT 06443

  • 3 Beds
  • 3.5 Baths
  • 3,545 Sq Ft
  • Built 1993

  Last Sold Summary

  • 13% Below List Price
  • $296/SF
  • 53 Days On Market

  Current Estimated Value $1,192,317

  Last Listing Agent Bonnie Foster William Pitt Sotheby's Int'l

  11 Longview Terrace, Madison, CT 06443
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  Est $623,479 Not Listed For Sale

  271 Legend Hill Rd Unit 271, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 2,507 Sq Ft
  • Built 1985

  271 Legend Hill Rd Unit 271, Madison, CT 06443

  Last Sold Summary

  • $249/SF
  • 84 Days On Market

  • Last Sold Price $625,000
  • Apr 28, 2025

  Last Listing Agent Lisa Daniele William Raveis Real Estate
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  $2,300,000

  • 4 Beds
  • 3.5 Baths
  • 3,822 Sq Ft

  101 Garnet Park Rd, Madison, CT 06443

  It's the stillness of the marsh...calm, quiet and ever-changing. This home captures nearly 270 degrees of protected landscape and water views, making the setting feel peaceful, immersive and incredibly rare. Inside, every detail feels thoughtful and intentional. Sunlight pours in and each space was designed to stay connected to the beauty beyond. The main living area rises to an 18-foot cathedral

  Nicole White William Raveis Real Estate

  101 Garnet Park Rd, Madison, CT 06443
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  /31

  $6,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 3,280 Sq Ft
  • House for Rent

  187 Wildcat Rd, Madison, CT 06443

  AVAILABLE FOR THE MONTH OF JUNE. Classic Madison charm meets modern family living in this inviting 4 bedroom Colonial on Wildcat Road. Step through the front door to discover hardwood floors that flow throughout, two fireplaces that add warmth and character, and an extra-large (front to back) Living Room perfect for gatherings large and small. Gardeners will love the Greenhouse, right off the

  Kirsten Adams William Pitt Sotheby's Int'l

  187 Wildcat Rd, Madison, CT 06443
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  $664,600 Sold Jan 30, 2026

  735 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 2,028 Sq Ft
  • Built 1945

  Last Sold Summary

  • 8% Below List Price
  • $328/SF
  • 76 Days On Market

  Current Estimated Value $658,444

  Last Listing Agent Melanie Scull William Pitt Sotheby's Int'l

  735 Opening Hill Rd, Madison, CT 06443
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  Est $527,304 Not Listed For Sale

  18 Centre Village Dr Unit 18, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,498 Sq Ft
  • Built 1985

  18 Centre Village Dr Unit 18, Madison, CT 06443

  Last Sold Summary

  • 4% Above List Price
  • $337/SF
  • 9 Days On Market

  • Last Sold Price $505,000
  • May 08, 2025

  Last Listing Agent Sue Knapp William Pitt
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  $2,595,000 Open Sat 1PM - 3PM

  • 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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  $4,200 Per Month

  • 5 Beds
  • 4 Baths
  • 2,692 Sq Ft
  • House for Rent

  33 Ridgewood Ave, Madison, CT 06443

  Available for the Sept 2026 through June 2027. This sun- filled colonial has been lovingly restored for easy comfortable living. Open views of the Long Island Sound throughout this home offers room for all. Screened in wrap around porch to enjoy the warm days and nights. Updated kitchen with stainless appliances and large dining nook, mud room, office and dedicated laundry room and half bath all

  Sue Knapp William Pitt Sotheby's Int'l

  33 Ridgewood Ave, Madison, CT 06443
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  $725,000 Sold Jul 29, 2025

  79 Dream Lake Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,294 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Above List Price
  • $316/SF
  • 45 Days On Market

  Current Estimated Value $739,239

  Last Listing Agent Ryan Casey William Raveis Real Estate

  79 Dream Lake Dr, Madison, CT 06443
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  Est $198,245 Not Listed For Sale

  2117 Durham Rd, Madison, CT 06443

  2117 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 18% Above List Price
  • 101 Days On Market

  • Last Sold Price $168,000
  • Dec 06, 2023

  Last Listing Agent Lisa Toczko Home Valley Realty, LLC
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  $2,495,000

  • 5 Beds
  • 5.5 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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  /30

  $11,000 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,418 Sq Ft
  • House for Rent

  122 Taylor Ave, Madison, CT 06443

  AVAILABLE FOR MONTH OF JULY. Relax and unwind for a summer at the beach. This well maintained, freshly painted 3 bedroom home with vintage beach house charm, has easy access to a private Association beach just steps away. Three carpeted bedrooms are: one king (master), one full and one with 2 twin beds. This home has an "L" shaped Living Room and Dining Room. The kitchen is well equipped for all

  Kirsten Adams William Pitt Sotheby's Int'l

  122 Taylor Ave, Madison, CT 06443
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  $749,000 Sold Jun 27, 2025

  139 Five Fields Rd, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,352 Sq Ft
  • Built 1969

  Last Sold Summary

  • 9% Above List Price
  • $318/SF
  • 1 Day On Market

  Current Estimated Value $779,674

  Last Listing Agent Claire Kilmer Coldwell Banker Realty

  139 Five Fields Rd, Madison, CT 06443
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  Est $709,068 Not Listed For Sale

  67 Boston Post Rd Unit 7, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 2,252 Sq Ft
  • Built 2016

  67 Boston Post Rd Unit 7, Madison, CT 06443

  Last Sold Summary

  • 6% Above List Price
  • $296/SF
  • 30 Days On Market

  • Last Sold Price $667,000
  • Jan 17, 2025

  Last Listing Agent Kathleen Moniello Coldwell Banker Realty
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  $2,495,000 Open Sat 1PM - 3PM

  • 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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  /29

  $12,000 Per Month

  • 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
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  $440,000 Sold May 04, 2026

  534 Horse Pond Rd, Madison, CT 06443

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1971

  Last Sold Summary

  • 4% Above List Price
  • $509/SF
  • 5 Days On Market

  Current Estimated Value $465,422

  Last Listing Agent Mary Polchaninoff Berkshire Hathaway NE Prop.

  534 Horse Pond Rd, Madison, CT 06443
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  Est $2,095,704 Not Listed For Sale

  11 Alexandra Ln, Madison, CT 06443

  • 4 Beds
  • 5.5 Baths
  • 4,077 Sq Ft
  • Built 2015

  11 Alexandra Ln, Madison, CT 06443

  Last Sold Summary

  • 9% Below List Price
  • $564/SF
  • 158 Days On Market

  • Last Sold Price $2,300,000
  • Nov 16, 2023

  Last Listing Agent Bob Yostos Coldwell Banker Realty
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  $2,650,000

  • 4 Beds
  • 4.5 Baths
  • 6,194 Sq Ft

  24 Indigo Trail, Madison, CT 06443

  Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the

  Mark McElrath William Pitt Sotheby's Int'l

  24 Indigo Trail, Madison, CT 06443
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  $4,800 Per Month

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

  43 Neck Rd, Madison, CT 06443

  SPEND YOUR SUMMER AT THE BEACH! 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

  Phoebe Schreiner William Pitt Sotheby's Int'l

  43 Neck Rd, Madison, CT 06443
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  $620,000 Sold May 20, 2025

  16 Canborne Way Unit 16, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $435/SF
  • 42 Days On Market

  Current Estimated Value $594,570

  Last Listing Agent Laurie Mazzeo William Pitt Sotheby's Int'l

  16 Canborne Way Unit 16, Madison, CT 06443
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  Est $135,404 Not Listed For Sale

  12 Hathaway Ln, Madison, CT 06443

  12 Hathaway Ln, Madison, CT 06443

  Last Sold Summary

  • 29% Above List Price
  • 62 Days On Market

  • Last Sold Price $105,000
  • Jul 14, 2023

  Last Listing Agent Susan Wagner Berkshire Hathaway Home Services
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  $1,250,000 Pending

  • 2 Beds
  • 3.5 Baths
  • 2,000 Sq Ft

  0 Bushnell Ln, Madison, CT 06443

  Location, location, location! Build your home in the shoreline town of Madison! This proposed 2000sf modern farmhouse style home has a first floor primary bedroom, 3 full baths with additional space for an office, a rec room and an open floor plan. Vaulted ceilings, lots of natural light and energy efficiency make this build stand out. The proposed design can be modified to meet your needs.

  Justin Bradley Coldwell Banker Realty

  0 Bushnell Ln, Madison, CT 06443
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  /25

  $12,000 Per Month

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

  71 Beach Ave, Madison, CT 06443

  Summer furnished rental is available August 1-30th at $12,000 per month. It is also available from July 9-30th. See MLS #24167471. This is a wonderful opportunity for a summer vacation rental just 1 home away from a sandy, private beach on Long Island Sound in Madison. A well-built ranch located on a sweet beach lane; it offers 3 bedrooms, 2 full baths, a well-equipped modern kitchen, a large

  Carol Farmer William Raveis Real Estate

  71 Beach Ave, Madison, CT 06443
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  $2,505,000 Sold Oct 27, 2025

  86B E Wharf Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 3,160 Sq Ft
  • Built 2017

  Last Sold Summary

  • 5% Above List Price
  • $793/SF
  • 59 Days On Market

  Current Estimated Value $2,459,319

  Last Listing Agent Dean Mitchell William Pitt Sotheby's Int'l

  86B E Wharf Rd, Madison, CT 06443
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  Est $3,125,513 Not Listed For Sale

  61 Lantern Hill, Madison, CT 06443

  • 5 Beds
  • 9 Baths
  • 6,598 Sq Ft
  • Built 2009

  61 Lantern Hill, Madison, CT 06443

  Last Sold Summary

  • 11% Above List Price
  • $428/SF
  • 62 Days On Market

  • Last Sold Price $2,825,000
  • May 15, 2023

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
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  $1,150,000

  • 4 Beds
  • 2.5 Baths
  • 4,019 Sq Ft

  86 Quail Run, Madison, CT 06443

  Mark your calendars! Showings begin on Thursday, May 7th. Welcome home to this beautifully designed 4-bedroom Colonial offering space, style, and an exceptional floor plan! Step into the impressive two-story foyer with elegant marble tile floors that set the tone for what's to come. The formal living room flows seamlessly into a sun-filled family room featuring a charming bay window, vaulted

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  86 Quail Run, Madison, CT 06443
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  /8

  $4,000 Per Month

  • 1 Bath
  • 490 Sq Ft
  • House for Rent

  141 Middle Beach Rd, Madison, CT 06443

  Furnished Studio Apartment- Available May 15th- Sept 15th. The studio is graced with stunning views of Fence Creek, providing a picturesque backdrop to your daily living. Just steps away from the sandy shores of East Wharf Beach and the vibrant Madison town center, you'll have the best of coastal living right at your fingertips. Designed with efficiency in mind, the space features a queen bed

  Sue Knapp William Pitt Sotheby's Int'l

  141 Middle Beach Rd, Madison, CT 06443
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  $625,000 Sold Jul 03, 2025

  7 Meadow Ln, Madison, CT 06443

  • 2 Beds
  • 1 Bath
  • 1,369 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $457/SF
  • 77 Days On Market

  Current Estimated Value $643,382

  Last Listing Agent Amy Kirst William Pitt Sotheby's Int'l

  7 Meadow Ln, Madison, CT 06443
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  Est $1,128,745 Not Listed For Sale

  30 Governors Way, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,197 Sq Ft
  • Built 2009

  30 Governors Way, Madison, CT 06443

  Last Sold Summary

  • 13% Above List Price
  • $313/SF
  • 10 Days On Market

  • Last Sold Price $1,000,000
  • Nov 01, 2024

  Last Listing Agent Sue Woods William Pitt

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