Madison, CT Homes

• 

  Est $733,888 Not Listed For Sale

  31 Lakewood Dr, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,954 Sq Ft
  • Built 1998

  31 Lakewood Dr, Madison, CT 06443

  Last Sold Summary

  • 22% Above List Price
  • $203/SF
  • 19 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Nikki Travaglino William Pitt
• 

  

  /2

  $350,000

  • Land
  • 2.05 Acres
  • $170,732 per Acre

  92 Scotland Rd Unit Lot. 3, Madison, CT 06443

  Build your dream home in the upscale shoreline community of Madison CT! Featured in Yankee Magazine as "Best Beach Towns" in Connecticut and not many land opportunities like this. Centrally located this approved lot is a very large 2.05 acre lot that is level, wooded, and private in a well established upscale neighborhood ONLY 1.2 miles from downtown and approximately 2 miles from Hammonasset

  Stacy Bucci Coldwell Banker Realty

  92 Scotland Rd Unit Lot. 3, Madison, CT 06443
• 

  $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 $536,074

  Last Listing Agent Renee Salafia William Raveis Real Estate

  Unlisted Address
• 

  Est $770,242 Not Listed For Sale

  35 Lakewood Dr, Madison, CT 06443

  • 6 Beds
  • 3.5 Baths
  • 3,146 Sq Ft
  • Built 2001

  35 Lakewood Dr, Madison, CT 06443

  Last Sold Summary

  • 23% Above List Price
  • $199/SF
  • 80 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Alicia Mahon William Pitt
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  /26

  $875,000

  • 4 Beds
  • 2.5 Baths
  • 2,663 Sq Ft

  198 Green Hill Rd, Madison, CT 06443

  Built in 2013, this spacious Colonial offers a thoughtful layout and timeless appeal. Step onto the inviting front porch and into a dramatic vaulted entry that sets the tone for this thoughtfully designed home. The sun-filled kitchen features newer stainless steel appliances and flows seamlessly into the living room, accented by classic columns and a slider leading to the rear deck. A formal

  Kayla Chasse Compass Connecticut, LLC

  198 Green Hill Rd, Madison, CT 06443
• 

  $648,500 Sold Aug 08, 2025

  94 Boston Post Rd, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,668 Sq Ft
  • Built 1976

  Last Sold Summary

  • 1% Below List Price
  • $389/SF
  • 60 Days On Market

  Current Estimated Value $649,533

  Last Listing Agent Camille Ackermann Berkshire Hathaway NE Prop.

  94 Boston Post Rd, Madison, CT 06443
• 

  Est $799,722 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

  • 8% Above List Price
  • $189/SF
  • 97 Days On Market

  Last Sold Price $740,000

  Last Listing Agent Cheryl Bertini Redfin Corporation
• 

  

  /35

  $595,000

  • 2 Beds
  • 2.5 Baths
  • 1,816 Sq Ft

  67 Boston Post Rd Unit 8, Madison, CT 06443

  Sophisticated, like new, 2-bedroom townhouse-style condominium located in the East River Farms community. High quality and beautifully designed open floor plan featuring pristine hardwood floors, soaring 9-foot ceilings with triple crown moldings, & cozy gas fireplace create a warm, inviting atmosphere. As the former model home, the upgraded, chef-inspired kitchen is a true highlight, featuring

  Dana Weinstein Coldwell Banker Realty

  67 Boston Post Rd Unit 8, 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 $880,663

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  15 Buttonball Ln, Madison, CT 06443
• 

  Est $871,702 Not Listed For Sale

  235 Devonshire Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,025 Sq Ft
  • Built 2002

  235 Devonshire Ln, Madison, CT 06443

  Last Sold Summary

  • 29% Above List Price
  • $223/SF
  • 2 Days On Market

  Last Sold Price $675,000

  Last Listing Agent Susan Santoro William Pitt
• 

  

  /39

  $850,000 Pending

  • 5 Beds
  • 3 Baths
  • 3,992 Sq Ft

  16 Forest Hills Dr, Madison, CT 06443

  Located in one of Madison's most desirable neighborhoods, 16 Forest Hills Drive offers exceptional space and potential. Just minutes from the town center and beaches. This expansive five-bedroom Colonial features an large eat-in kitchen with a cozy fireplace, a spacious formal living room with its own fireplace, and a versatile den/office with extensive built-in cabinets or family room-also with

  Rod Cross Coldwell Banker Realty

  16 Forest Hills 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 $1,056,285

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

  148 Country Way, Madison, CT 06443
• 

  Est $618,318 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

  • 9% Above List Price
  • $260/SF
  • 20 Days On Market

  Last Sold Price $565,000

  Last Listing Agent Greg robbins Houlihan Lawrence WD
• 

  

  /15

  $173,500 Pending

  • Land
  • 1.55 Acres
  • $111,935 per Acre

  728 Durham Rd, Madison, CT 06443

  Imagine building your dream home on this picturesque 1.55-acre lot in Madison, Connecticut, offering seasonal views of the serene Hog Pond. Throughout the year, enjoy the changing scenery and abundant wildlife, with opportunities for ice skating and hockey on the pond during winter months. The property includes a recent survey with topographical details and a septic design, pending only perc

  Gene Pica RE/MAX Alliance

  728 Durham Rd, 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 $1,388,635

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

  28 Riverside Ln, Madison, CT 06443
• 

  Est $629,162 Not Listed For Sale

  640 Summer Hill Rd, Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 2,404 Sq Ft
  • Built 1836

  640 Summer Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 20% Above List Price
  • $218/SF
  • 4 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Emily Lovejoy William Raveis Real Estate
• 

  

  /23

  $769,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,805 Sq Ft

  18 Kelsey Springs Dr, Madison, CT 06443

  Charming colonial home nestled on 0.96 acres in a desirable neighborhood just minutes from the town beach, shopping, and highway. This beautiful 2800 square foot home boasts an open floor plan perfect for entertaining, with vaulted ceilings and a cozy fireplace. The spacious layout includes four bedrooms, two full baths, and one half bath, partial finished walk out basement and 2 car garage.

  Joanne Fowler Bishop, Edward & Roberts, LLC

  18 Kelsey Springs Dr, Madison, CT 06443
• 

  $935,570 Sold Aug 14, 2025

  109 Boston Post Rd, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,728 Sq Ft
  • Built 1854

  Last Sold Summary

  • 6% Below List Price
  • $343/SF
  • 42 Days On Market

  Current Estimated Value $957,362

  Last Listing Agent Jack Hill Seabury Hill REALTORS

  109 Boston Post Rd, Madison, CT 06443
• 

  Est $611,668 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

  • 14% Above List Price
  • $261/SF
  • 57 Days On Market

  Last Sold Price $535,000

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty
• 

  

  /40

  $574,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,164 Sq Ft

  90 Robin Ridge Dr, Madison, CT 06443

  Discover the perfect blend of privacy and modern comfort in this thoughtfully updated split-level home. Situated on a lush 1.4-acre wooded lot in a quiet residential neighborhood, this property is truly move-in ready. The heart of the home is a stunning great room featuring soaring cathedral ceilings, a cozy gas fireplace, (Never used by current owners) and rich Brazilian cherry hardwood floors.

  Robert Teodosio William Raveis Real Estate

  90 Robin Ridge Dr, Madison, CT 06443
• 

  $225,000 Sold Jun 12, 2025

  0 Bishop Ln Unit Lot. 2, Madison, CT 06443

  • Land
  • 1.2 Acres
  • $187,500 per Acre

  Last Sold Summary

  • 40% Below List Price
  • 280 Days On Market

  Last Listing Agent Stacy Bucci Coldwell Banker Realty

  0 Bishop Ln Unit Lot. 2, Madison, CT 06443
• 

  Est $689,469 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

  • 12% Above List Price
  • $232/SF
  • 62 Days On Market

  Last Sold Price $615,000

  Last Listing Agent Emily Lovejoy William Raveis Real Estate
• 

  

  /39

  $2,375,000 New Construction

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

  132 Summer Hill Rd, Madison, CT 06443

  PRISTINE NEW CONSTRUCTION where thoughtful design meets high end craftsmanship. This newly built four-bedroom, four-and-a-half bathroom home offers the perfect blend of style and comfort. Inside, an open floor plan creates a seamless flow from room to room, anchored by a soaring two-story great room with a stunning gas fireplace. Large oversized doors spill out onto a 580 SF covered deck where

  Diane Dupont William Pitt Sotheby's Int'l

  132 Summer Hill Rd, Madison, CT 06443
• 

  $1,325,000 Sold Jun 27, 2025

  50 Oak Ave, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,310 Sq Ft
  • Built 1970

  Last Sold Summary

  • 6% Above List Price
  • $574/SF
  • 10 Days On Market

  Current Estimated Value $1,354,581

  Last Listing Agent Heather Clinton Berkshire Hathaway NE Prop.

  50 Oak Ave, Madison, CT 06443
• 

  Est $591,472 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

  • 9% Above List Price
  • $199/SF
  • 66 Days On Market

  Last Sold Price $545,000

  Last Listing Agent Alicia Mahon William Pitt
• 

  

  /40

  $2,495,000 Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 3,306 Sq Ft

  61 Hartford Ave, Madison, CT 06443

  Own an architectural masterpiece with waterviews! Rarely is a Robert Page (AIA) designed coastal home available and this is one of his most compelling. A collaboration with master builders Baldwin and Baldwin and executed with precision, this 3300 sf home with three exterior decks, (including a "Skydeck"), unfolds over four levels. Finished in 2010, this 3(+) bedroom, 3.1 bath gem offers 3300

  Margaret Muir William Pitt Sotheby's Int'l

  61 Hartford Ave, Madison, CT 06443
• 

  $551,000 Sold Jan 20, 2026

  9 Old Farms Rd, Madison, CT 06443

  • 4 Beds
  • 1.5 Baths
  • 1,828 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $301/SF
  • 82 Days On Market

  Current Estimated Value $570,136

  Last Listing Agent Luke Florian SSG Real Estate LLC

  9 Old Farms Rd, Madison, CT 06443
• 

  Est $538,808 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

  • 7% Above List Price
  • $257/SF
  • 40 Days On Market

  Last Sold Price $505,000

  Last Listing Agent Shoreline Homes Team William Raveis Real Estate
• 

  

  /38

  $2,875,000

  • 5 Beds
  • 4.5 Baths
  • 6,319 Sq Ft

  37 Lantern Hill Rd, Madison, CT 06443

  An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or

  Margaret Muir William Pitt Sotheby's Int'l

  37 Lantern Hill Rd, Madison, CT 06443
• 

  $1,225,000 Sold Jun 19, 2025

  16 Rockledge Dr, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 2,340 Sq Ft
  • Built 1957

  Last Sold Summary

  • 6% Below List Price
  • $524/SF
  • 46 Days On Market

  Current Estimated Value $1,234,094

  Last Listing Agent Bob Yostos Coldwell Banker Realty

  16 Rockledge Dr, Madison, CT 06443
• 

  Est $422,892 Not Listed For Sale

  1467 Durham Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,611 Sq Ft
  • Built 1961

  1467 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 36% Above List Price
  • $192/SF
  • 70 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Rose Bevilacqua Coldwell Banker Realty
• 

  

  /37

  $499,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,582 Sq Ft

  22 Nathans Ln, Madison, CT 06443

  Location, Location, Location! Madison Top-rated School Systems! WELCOME to 22 Nathans Lane! This well-maintained cape-style home is set in Madison's desirable East River area. This home offers a flexible layout, hardwood floors throughout both levels, and a setting that supports an easy, comfortable lifestyle. The main level features a bedroom, full bath, a dedicated office, a welcoming living

  Jenn Fusarelli RE/MAX Right Choice

  22 Nathans Ln, Madison, CT 06443
• 

  $835,000 Sold Sep 15, 2025

  35 Bishop Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,568 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Above List Price
  • $325/SF
  • 19 Days On Market

  Current Estimated Value $841,485

  Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

  35 Bishop Ln, Madison, CT 06443
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  Est $675,765 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

  • 10% Above List Price
  • $286/SF
  • 24 Days On Market

  Last Sold Price $615,000

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty
• 

  

  /39

  $1,395,000 Under Contract

  • 5 Beds
  • 4.5 Baths
  • 4,760 Sq Ft

  70 High Hill Cir, Madison, CT 06443

  Nestled in a sought after neighborhood and privately set back from the cul-de-sac, this beautiful and well maintained Madison Colonial features 5 bedrooms and 4.5 baths with a layout that works for today's busy lifestyle. A grand marbled foyer welcomes you and provides easy flow to the formal Living and Dining Rooms. The well-appointed Kitchen features multiple eating areas, high-end stainless

  Phoebe Schreiner William Pitt Sotheby's Int'l

  70 High Hill Cir, Madison, CT 06443
• 

  $578,000 Sold Jun 05, 2025

  100 Warpas Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,404 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Above List Price
  • $412/SF
  • 67 Days On Market

  Current Estimated Value $585,132

  Last Listing Agent Erin Connelly Coldwell Banker Realty

  100 Warpas Rd, Madison, CT 06443
• 

  Est $751,761 Not Listed For Sale

  24 Genesee Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft
  • Built 1988

  24 Genesee Ln, Madison, CT 06443

  Last Sold Summary

  • 37% Above List Price
  • $218/SF
  • 126 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
• 

  

  /40

  $1,695,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  35 Hotchkiss Ln, Madison, CT 06443

  This expanded 3 bedroom 2.5 bath Cape-style home offers 2,400+square feet of thoughtfully designed space. The main-level primary suite includes a luxurious two-compartment bath with a soaking tub and roomy shower, a spacious walk-in closet, laundry area with built in wardrobe and a versatile small bonus room for a gym or office. The newer kitchen opens to a bright breakfast room overlooking a

  Margaret Muir William Pitt Sotheby's Int'l

  35 Hotchkiss Ln, Madison, CT 06443
• 

  $690,000 Sold Aug 13, 2025

  41 Sportsman Hill Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 3,120 Sq Ft
  • Built 1966

  Last Sold Summary

  • 10% Above List Price
  • $221/SF
  • 33 Days On Market

  Current Estimated Value $695,348

  Last Listing Agent Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  41 Sportsman Hill Rd, Madison, CT 06443
• 

  Est $971,192 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

  • 24% Above List Price
  • $180/SF
  • 0 Days On Market

  Last Sold Price $785,000

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

Showing Results 121 - 160, Page 4 of 18