Madison, CT Homes

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  /40

  $1,175,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,692 Sq Ft

  11 Tuxis Rd, Madison, CT 06443

  Welcome to "Brightside." Circa 1900 farmhouse offering the perfect blend of coastal charm and everyday comfort, with views of Long Island Sound and a front-row seat to Madison's annual Fourth of July fireworks! Whether enjoyed as a year-round residence, weekend escape, or vacation getaway, this quintessential seaside cottage delivers a true shoreline lifestyle. Spend your mornings on the

  Rose Ciardiello William Raveis Real Estate

  11 Tuxis Rd, Madison, CT 06443
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  /17

  $7,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • House for Rent

  2203 Durham Rd, Madison, CT 06443

  JUNE / JULY & AUGUST ~ Full Months are available for 2026 !! Enjoy the Summer in Madison and all it has to Offer !! Spend your Days on the Local Manicured Sandy Beach's on Long Island Sound. Then head Back Home for the Tranquility of this Country Cape on a Private and Secluded Hillside ~ Chill & Grill on the Outside Patio as the Sunsets over the Rear of the Home

  Tom Clancy William Pitt Sotheby's Int'l

  2203 Durham Rd, Madison, CT 06443
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  $730,000 Sold Dec 23, 2025

  677 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 2022

  Last Sold Summary

  • 9% Below List Price
  • $346/SF
  • 145 Days On Market

  Current Estimated Value $736,740

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty

  677 Durham Rd, Madison, CT 06443
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  Est $2,290,875 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

  • $564/SF
  • 158 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Bob Yostos Coldwell Banker Realty
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  /11

  $1,450,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,357 Sq Ft

  26 Opening Hill Rd, Madison, CT 06443

  2024 is the year to have the home of your dreams! Come see this gorgeous enclave of four to-be-built houses in an ideal location less than 10 minutes from the center of Madison, with restaurants, beaches, shops, and the historic Green all within 5 miles. Surrounded by natural wooded beauty and bordered by Madison Conservation Land, these lots are stunning! Includes all the details you would

  Karen Rosenthal William Raveis Real Estate

  26 Opening Hill Rd, Madison, CT 06443
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  /22

  $2,250 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 900 Sq Ft
  • Apartment for Rent

  22 Durham Rd Unit A2, Madison, CT 06443

  FRESH PAINT AND NEW WOOD FLOORS THROUGHOUT! Ideally located One bedroom 1 1/2 bath apartment just steps from the Boston Post Road, RR STATION and the Center of Madison! A one minute drive gives you access to I 95 north or south and a four minute walk to the shoreline train station. The unit's floors have been upgraded with wood, the unit thoroughly cleaned and a new coat of paint has been applied

  Timothy Serpe Citi Atlas Real Estate Co LLC

  22 Durham Rd Unit A2, Madison, CT 06443
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  $550,000 Sold Jun 23, 2025

  67 New Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • Built 1960

  Last Sold Summary

  • $349/SF
  • 201 Days On Market

  Current Estimated Value $566,908

  Last Listing Agent Nancy Potts Coldwell Banker Realty

  67 New Rd, Madison, CT 06443
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  Est $139,265 Not Listed For Sale

  12 Hathaway Ln, Madison, CT 06443

  12 Hathaway Ln, Madison, CT 06443

  Last Sold Summary

  • 33% Above List Price
  • 62 Days On Market

  Last Sold Price $105,000

  Last Listing Agent Susan Wagner Berkshire Hathaway Home Services
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  /11

  $1,500,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,357 Sq Ft

  38 Opening Hill Rd, Madison, CT 06443

  2024 is the year to have the home of your dreams! Come see this gorgeous enclave of four to-be-built houses in an ideal location less than 10 minutes from the center of Madison, with restaurants, beaches, shops, and the historic Green all within 5 miles. Surrounded by natural wooded beauty and bordered by Madison Conservation Land, these lots are stunning! Includes all the details you would

  Karen Rosenthal William Raveis Real Estate

  38 Opening Hill Rd, Madison, CT 06443
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  $15,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,574 Sq Ft
  • House for Rent

  147 Overshores W, Madison, CT 06443

  WATERVIEW SUMMER RENTAL AVAILABLE FOR JULY ONLY as August is now rented. This quintessential Seasonal Beach Cottage with WATER VIEWS is special The views out over Long Island Sound AND a wonderful wraparound South facing Open Porch to catch the summer breezes are both part of this charming Cottage, located directly across from the very desirable private Overshore (SANDY) Beach Association with

  Todd Gould William Pitt Sotheby's Int'l

  147 Overshores W, 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 $457,265

  Last Listing Agent Kristopher Tramont Real Broker CT, LLC

  2364 Durham Rd, Madison, CT 06443
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  Est $3,188,489 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

  • 13% Above List Price
  • $428/SF
  • 62 Days On Market

  Last Sold Price $2,825,000

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
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  $1,450,000

  • 4 Beds
  • 3 Baths
  • 1,999 Sq Ft

  115 Harbor Ave, Madison, CT 06443

  Live the shoreline lifestyle in this beautifully updated 4-6 bedroom, 3-bath Colonial, just 88 steps from your very own private beach. Perfectly designed for both everyday living and entertaining, the open-concept main level flows seamlessly from dining to living, anchored by a cozy fireplace and filled with natural light. A screened-in porch with sweeping water views sets the stage for morning

  Alan Spotlow William Raveis Real Estate

  115 Harbor Ave, Madison, CT 06443
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  $6,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 3,372 Sq Ft
  • House for Rent

  5 Middle Beach Rd, Madison, CT 06443

  Academic rent available February through June. This gorgeous renovated Victorian offers views of Long Island sound and steps to a sandy beach. The open floor plan makes it an ease for entertaining, a large kitchen island is a heart of the house and great for casual dining. The fireplace is the center of the great room to gather around on chilly nights. Off the great room is a sun filled formal

  Alice Trautman William Raveis Real Estate

  5 Middle Beach 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 $626,343

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

  735 Opening Hill Rd, Madison, CT 06443
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  Est $1,151,427 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

  • 15% Above List Price
  • $313/SF
  • 10 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent Sue Woods William Pitt
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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

  31 Stony Lane Lot 2 Rd, Madison, CT 06443
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  $8,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • House for Rent

  57 Harbor Ave, Madison, CT 06443

  AVAILABLE June $7,000; July $8,000; August $7,000!...The entire three months, $20,000. You don't want to miss this one... A short walk to a nice sandy beach on Long Island Sound. Cozy and efficient Bungalow in Beach Community. Open Floor Plan. Kitchen with granite counters, hardwood floors throughout, central air conditioning. FIRST FLOOR Master Bedroom with full bath and king bed, and second

  Alison Gould Gould Group LLC

  57 Harbor 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 $738,702

  Last Listing Agent Ryan Casey William Raveis Real Estate

  79 Dream Lake Dr, Madison, CT 06443
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  Est $465,710 Not Listed For Sale

  31 Samantha Ln, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,055 Sq Ft
  • Built 1998

  31 Samantha Ln, Madison, CT 06443

  Last Sold Summary

  • 16% Above List Price
  • $195/SF
  • 2 Days On Market

  Last Sold Price $400,000

  Last Listing Agent John Campbell Compass Connecticut, LLC
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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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  /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
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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 $772,663

  Last Listing Agent Claire Kilmer Coldwell Banker Realty

  139 Five Fields Rd, Madison, CT 06443
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  Est $437,824 Not Listed For Sale

  12 Samantha Ln, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,108 Sq Ft
  • Built 1996

  12 Samantha Ln, Madison, CT 06443

  Last Sold Summary

  • 30% Above List Price
  • $159/SF
  • 44 Days On Market

  Last Sold Price $335,700

  Last Listing Agent Heidi DeRusso Coldwell Banker Realty
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  /4

  $1,790,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  31 Stony Lane Lot 1 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 1 Rd, Madison, CT 06443
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  $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
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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 $621,933

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

  16 Canborne Way Unit 16, Madison, CT 06443
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  Est $419,428 Not Listed For Sale

  4 Stephanie Ct, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1996

  4 Stephanie Ct, Madison, CT 06443

  Last Sold Summary

  • 25% Above List Price
  • $254/SF
  • 24 Days On Market

  Last Sold Price $335,700

  Last Listing Agent Shoreline Homes Team William Raveis Real Estate
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  $950,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 5,624 Sq Ft

  38 Sportsman Hill Rd, Madison, CT 06443

  Welcome to an extraordinary approx 5,600 sq foot custom-built Colonial, privately sited on a beautifully manicured parcel that offers both elegance and seclusion. From the moment you arrive, the stunning craftsmanship and thoughtful design elements create an immediate sense of sophistication and comfort. This is a residence where timeless architectural character meets modern luxury-crafted for

  Gigi Giordano Taylor Compass Connecticut, LLC

  38 Sportsman Hill Rd, Madison, CT 06443
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  $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
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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 $2,418,778

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

  86B E Wharf Rd, Madison, CT 06443
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  Est $466,440 Not Listed For Sale

  2270 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft
  • Built 2000

  2270 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 5% Above List Price
  • $232/SF
  • 63 Days On Market

  Last Sold Price $444,000

  Last Listing Agent Linda Toscano Coldwell Banker Realty
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  /40

  $670,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,523 Sq Ft

  743 Green Hill Rd, Madison, CT 06443

  A serene seaside haven tucked away, this beautifully appointed four bedroom, four bath Cape sits on 1.39 acres and blends coastal charm with modern comfort. The remodeled chef's kitchen features a center island cooktop and double oven, opening to an inviting layout that includes a stunning three season room and a main floor primary suite with a full bath. The great room offers cathedral ceilings,

  Stacy Anselmo Coldwell Banker Realty

  743 Green Hill Rd, Madison, CT 06443
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  /25

  $2,600 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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  $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 $629,762

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

  7 Meadow Ln, Madison, CT 06443
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  Est $478,507 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

  • 6% 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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  /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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  /33

  $3,200 total monthly price

  • 5 Beds
  • 4 Baths
  • 2,523 Sq Ft
  • House for Rent

  6 Signal Hill Rd, Madison, CT 06443

  Welcome to Madison's wonderful shoreline! This charming four-bedroom colonial features beautifully refinished pine wood floors - completely carpet-free - and a fully renovated kitchen. The spacious first floor also offers a graceful entrance hall, inviting family room with a half bathroom, and elegant dining area. A convenient washer and dryer are located off the half -bathroom, and a delightful

  Sang Jee William Raveis Real Estate

  6 Signal Hill Rd, Madison, CT 06443
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  $1,046,000 Sold Apr 25, 2025

  35 Lovers Ln, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 4,800 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $218/SF
  • 41 Days On Market

  Current Estimated Value $1,127,399

  Last Listing Agent Phoebe Schreiner William Pitt Sotheby's Int'l

  35 Lovers Ln, Madison, CT 06443
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  Est $475,657 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

  • 13% 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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