Madison Center, CT Homes

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  /38

  $1,695,000

  • 5 Beds
  • 3.5 Baths
  • 3,912 Sq Ft

  30 Meeting House Ln, Madison, CT 06443

  Historic gem on the Madison Village Green. Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the

  

  Cathy Lynch

  Coldwell Banker Realty

  30 Meeting House Ln, Madison, CT 06443
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  /10

  $3,600 Per Month

  • 2 Beds
  • 1 Bath
  • 1,386 Sq Ft
  • Apartment for Rent

  82 Wall St Unit 200, Madison, CT 06443

  Spacious, fully furnished 2nd floor apartment located in the heart of downtown Madison. Light and bright loft like open concept floor plan with granite countertops, stainless appliances, central air and in-unit laundry. Halfway between New York and Boston, minutes from fine dining, specialty shops, town beaches, library, train and I95.

  

  Cathy Lynch

  Coldwell Banker Realty

  82 Wall St Unit 200, Madison, CT 06443
• 

  $1,045,000

  Sold Sep 26, 2025

  39 Madison Ave, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 1,891 Sq Ft
  • Built 1957

  Last Sold Summary

  • 10% Above List Price
  • $553/SF
  • 13 Days On Market

  Current Estimated Value $1,229,592

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

  39 Madison Ave, Madison, CT 06443
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  Est $848,178

  Not Listed For Sale

  875 Boston Post Rd Unit 3, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,513 Sq Ft
  • Built 1900

  875 Boston Post Rd Unit 3, Madison, CT 06443

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
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  /10

  $900,000

  • Land
  • 1.24 Acres
  • $725,806 per Acre

  78 Lantern Hill Rd, Madison, CT 06443

  Build Your Dream Home on Prestigious Lantern Hill Road Discover an exceptional opportunity to own a 1.2acre parcel tucked away on one of Madison's most coveted and private culdesacs. Located at 78 Lantern Hill Road, this hidden gem offers the perfect balance of tranquility and convenience-less than a mile from Madison's beautiful beaches, vibrant town center, boutique shopping, dining, golf, and

  Tom Clancy William Pitt Sotheby's Int'l

  78 Lantern Hill Rd, Madison, CT 06443
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  /14

  $2,400 Per Month

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

  856 Boston Post Rd Unit Garage Apartment, Madison, CT 06443

  Antique Carriage House, second floor apartment available on private estate like private grounds located in town in Madison, Ct. known as "The Ledges " . 1 bedroom, Large open LR, Eat in Kitchen with new laminate flooring, small office, 1 bath and a side porch. There is a large garage suitable for storage which includes a washer dryer. Plenty of closet space. Low heating bills. Walk to town

  856 Boston Post Rd Unit Garage Apartment, Madison, CT 06443
• 

  $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 $2,520,032

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

  86B E Wharf Rd, Madison, CT 06443
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  Est $784,102

  Not Listed For Sale

  76 Horse Pond Rd, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 3,037 Sq Ft
  • Built 1998

  76 Horse Pond Rd, Madison, CT 06443

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent James Didato Berkshire Hathaway NE Prop.
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  $2,195,000

  New Construction $300K PRICE DROP

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

  92 Scotland Ave, Madison, CT 06443

  THIS NEW CONSTRUCTION HOME with a first flow primary bedroom suite 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,

  Jillian Wollman Wollman Realty

  92 Scotland Ave, Madison, CT 06443
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  /19

  $2,800 Per Month

  • 1 Bed
  • 1.5 Baths
  • 1,175 Sq Ft
  • House for Rent

  23 Woodland Rd Unit B6, Madison, CT 06443

  Welcome to this exceptionally bright and spacious 1,175-square-foot, 1.5-bath rental condo, offering modern comfort and low-maintenance living. Styled with rich hardwood floors throughout and backed by brand-new mechanics, the main level boasts a sun-drenched layout anchored by a gourmet kitchen featuring granite countertops, stainless steel appliances (dishwasher, microwave, and full

  Rob McConville RE/MAX Heritage

  23 Woodland Rd Unit B6, Madison, CT 06443
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  $2,310,000

  Sold Jul 15, 2026

  36 Cedar Ln, Madison, CT 06443

  • 4 Beds
  • 4 Baths
  • 3,926 Sq Ft
  • Built 1976

  Last Sold Summary

  • 28% Above List Price
  • $588/SF
  • 2 Days On Market

  Current Estimated Value $1,797,709

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

  36 Cedar Ln, Madison, CT 06443
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  Est $661,832

  Not Listed For Sale

  97 Yankee Peddler Path, Madison, CT 06443

  • 5 Beds
  • 2 Baths
  • 2,147 Sq Ft
  • Built 1965

  97 Yankee Peddler Path, Madison, CT 06443

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Barbara Goetsch William Pitt Sotheby's Int'l
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  /40

  $4,499,000

  Pending

  • 6 Beds
  • 6.5 Baths
  • 5,817 Sq Ft

  14 Middle Beach Rd W, Madison, CT 06443

  A rare opportunity at one of Madison's most storied shoreline addresses. Set back from the water on a lush, professionally landscaped acre, this sophisticated four-level residence offers resort-like living with deeded private beach rights directly across the street, a distinctive touch on the Connecticut shoreline. Nearly 6,000 square feet of impeccably designed living space unfolds across six

  Tara Hawley Coldwell Banker Realty

  14 Middle Beach Rd W, Madison, CT 06443
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  /25

  $3,950 Per Month

  • 4 Beds
  • 2 Baths
  • 2,251 Sq Ft
  • House for Rent

  153 Middle Beach Rd, Madison, CT 06443

  Livw by the shore at 153 Middle Beach Road in Madison, a classic coastal retreat available for an academic rental October 2026 to June 2027. Perfectly positioned in one of Madison's most sought-after beach neighborhoods, this charming home offers the relaxed lifestyle that makes summer on the Connecticut shoreline so special. Wake up to salty sea breezes, enjoy your morning coffee on the spacious

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  153 Middle Beach Rd, Madison, CT 06443
• 

  $3,775,000

  Sold May 19, 2026

  10 Middle Beach Rd W, Madison, CT 06443

  • 6 Beds
  • 7 Baths
  • 6,074 Sq Ft
  • Built 1986

  Last Sold Summary

  • 10% Below List Price
  • $622/SF
  • 268 Days On Market

  Current Estimated Value $3,728,562

  Last Listing Agent Margaret Muir William Pitt Sotheby's Int'l

  10 Middle Beach Rd W, Madison, CT 06443
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  Est $562,278

  Not Listed For Sale

  44 Puritan Ln, Madison, CT 06443

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft
  • Built 1972

  44 Puritan Ln, Madison, CT 06443

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Sandra Ciarleglio William Raveis Real Estate
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  /14

  $250,000

  $10K PRICE DROP Under Contract

  • 1 Bed
  • 1 Bath
  • 806 Sq Ft

  10 Brantwood Dr Unit 10, Madison, CT 06443

  Ideal ground floor one-bedroom end unit in desirable Brantwood. Eat-in kitchen with sliders leading to an oversized private patio space ideal for out-door living. New GE Energy smart refrigerator and dishwasher. Newer Marvin thermal windows, carpeting, and vinyl flooring, ac wall unit, baseboard heat, hot water heater, custom window treatments and full-sized Speed Queen washer/dryer, all in

  Bette Zollshan William Pitt Sotheby's Int'l

  10 Brantwood Dr Unit 10, Madison, CT 06443
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  /5

  $4,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,925 Sq Ft
  • House for Rent

  125 Island Ave, Madison, CT 06443

  Spend your winter is this absolutely charming a pristine home just steps from the beach. The open floor plan allows room for everyone, the spacious bedrooms allows for comfortable guests. Come see this charming home.

  Meig Walz Newcomb Coldwell Banker Realty

  125 Island Ave, 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 $549,770

  Last Listing Agent Renee Salafia William Raveis Real Estate

  Unlisted Address
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  Est $694,385

  Not Listed For Sale

  29 Puritan Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 1970

  29 Puritan Ln, Madison, CT 06443

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Amanda Popplewell-Sanson Coldwell Banker Realty
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  /6

  $1,250,000

  New Construction 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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  /12

  $2,400 Per Month

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

  856 Boston Post Rd, Madison, CT 06443

  Second floor converted carriage house located on in- town estate like private grounds with beautiful gardens. 900 sq ft includes a Living Room, Eat in kitchen, enclosed porch, full bath, small office and bedroom. Plenty of closets! Low heating bills Owner Agent- tenant responsible for all utilities except for lawn maintenance, trash and recycling. Laundry area is located in the garage. This

  Faith Whitehead William Pitt Sotheby's Int'l

  856 Boston Post Rd, Madison, CT 06443
• 

  $1,940,000

  Sold Aug 17, 2026

  52 E Wharf Rd, Madison, CT 06443

  • 5 Beds
  • 3 Baths
  • 2,920 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Below List Price
  • $664/SF
  • 142 Days On Market

  Current Estimated Value $1,909,391

  Last Listing Agent Margaret Muir William Pitt Sotheby's Int'l

  52 E Wharf Rd, Madison, CT 06443
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  Est $536,511

  Not Listed For Sale

  62 Railroad Ave, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1930

  62 Railroad Ave, Madison, CT 06443

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Emily Lovejoy William Raveis Real Estate
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  /36

  $1,250,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft

  99 E Wharf Rd, Madison, CT 06443

  PERFECT LOCATION AND MOVE IN READY. Discover the charm of this natural light filled renovated 3 bedroom / 2 full bath home, single-family dwelling. This home is perfect for those seeking comfort, space, and a welcoming atmosphere. The property boasts an inviting open concept layout on the 1st floor, with a dynamic Kitchen (vaulted ceilings!), loads of popular shiplap on the walls - ample room to

  Kirsten Adams William Pitt Sotheby's Int'l

  99 E Wharf Rd, Madison, CT 06443
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  /23

  $35,000 Per Month

  • 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 for academic rent September 7th 2026 through mid June 2027 at 7K per month. JULY and AUGUST of 2027 is $35,000 PER MONTH. 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
• 

  $1,200,000

  Sold Mar 13, 2026

  5 Evarts Ln, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 2,418 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Above List Price
  • $496/SF
  • 33 Days On Market

  Current Estimated Value $1,220,572

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  5 Evarts Ln, Madison, CT 06443
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  Est $608,828

  Not Listed For Sale

  83 Scotland Ave, Madison, CT 06443

  • 2 Beds
  • 1 Bath
  • 1,488 Sq Ft
  • Built 1962

  83 Scotland Ave, Madison, CT 06443

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Sue Woods William Pitt Sotheby's Int'l
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  /22

  $599,900

  $149K PRICE DROP

  • Land
  • 8,276 Sq Ft
  • $3,157,368 per Acre

  885 Boston Post Rd, Madison, CT 06443

  Fully approved and ready to go, this exceptional commercial lot is situated in the heart of vibrant downtown Madison. Boasting approvals for a 5,000 square foot building the property includes a brand-new septic system, 13 designated parking spaces with additional parking options, and unbeatable proximity to restaurants, shopping, the train station, and I-95. Imagine welcoming clients or customers

  Michael Hvizdo Coldwell Banker Realty

  885 Boston Post Rd, Madison, CT 06443
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  /35

  $9,000 Per Month

  • 7 Beds
  • 7 Baths
  • 5,075 Sq Ft
  • House for Rent

  118 Middle Beach Rd, Madison, CT 06443

  ACADEMIC RENTAL! The iconic, water-front 118 Middle Beach Road is available for rent for the academic year beginning October 1, 2026. This sensational property offers comfortable occupancy for up to fourteen people with 7 bedrooms, 5 full baths, and 2 half baths. The main level is an entertainer's dream featuring an oversized, eat-in kitchen, formal dining area, living room with water views from

  Melanie Abbott William Pitt Sotheby's Int'l

  118 Middle Beach Rd, Madison, CT 06443
• 

  $561,500

  Sold Mar 09, 2026

  21 Apple Way, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,414 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Above List Price
  • $397/SF
  • 2 Days On Market

  Current Estimated Value $609,801

  Last Listing Agent Rachel Welch William Raveis Real Estate

  21 Apple Way, Madison, CT 06443
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  Est $726,308

  Not Listed For Sale

  77 Scotland Ave, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1947

  77 Scotland Ave, Madison, CT 06443

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Sue Woods William Pitt Sotheby's Int'l
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  /40

  $2,675,000

  Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 4,766 Sq Ft

  373 Boston Post Rd, Madison, CT 06443

  Set back and sited high on a hill overlooking 1.6 aces of estate-like grounds with seasonal views of Long Island Sound and Madison Country Club's 18-hole golf course, this residence was constructed by one of the town's most esteemed builders as his own home, and it shows in every detail. Nine-foot ceilings and abundant light define the first floor, which includes a living/dining room and elegant

  Margaret Muir William Pitt Sotheby's Int'l

  373 Boston Post Rd, Madison, CT 06443
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  /34

  $5,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,861 Sq Ft
  • House for Rent

  8 Lawson Dr, Madison, CT 06443

  Spend the academic year in this pristine cape right around the corner from East Wharf beach. Walk or ride bikes to the beach, and along the Long Island Sound coastline. Enjoy evenings outside on the spacious patio with stone fire pit, outdoor furniture, dining table, and built-in grilling station. Ride bikes or walk to town and nearby restaurants. Entertain family and guests in the beautifully

  Meig Walz Newcomb Coldwell Banker Realty

  8 Lawson Dr, Madison, CT 06443
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  $1,250,000

  Sold Apr 21, 2026

  908 Boston Post Rd Unit 908, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,368 Sq Ft
  • Built 2021

  Last Sold Summary

  • 7% Below List Price
  • $528/SF
  • 110 Days On Market

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  908 Boston Post Rd Unit 908, Madison, CT 06443
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  Est $677,920

  Not Listed For Sale

  6 Apple Way, Madison, CT 06443

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

  6 Apple Way, Madison, CT 06443

  Last Sold Summary

  • 194 Days On Market

  Last Listing Agent Julie Ovian William Pitt Sotheby's Int'l
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  /37

  $1,080,000

  Open Sun 1:30PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  15 Cambridge Dr, Madison, CT 06443

  Introducing 15 Cambridge Drive, an exceptional Madison Townhouse style Condo in the heart of it all. Accessible, yet private this residence is a rare find. Tucked away at the end of Cambridge Dr, right off Island Ave this 2,200+ square foot townhouse is an unexpected combination of polished elegance, charm and thoughtfulness in renovation and design. The sophisticated Living and Dining room are

  Phoebe Schreiner William Pitt Sotheby's Int'l

  15 Cambridge Dr, Madison, CT 06443
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  /25

  $5,250 Per Month

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • House for Rent

  7 Sunset Rd, Madison, CT 06443

  This charming ranch-style home offers a spacious layout with the primary suite and full bath on one end and three additional bedrooms with a shared full bath on the other. Enjoy the cozy living room with a fireplace and beautiful hardwood floors throughout. The updated kitchen features stainless steel appliances, a center island, and views of the private backyard. Located across from the Madison

  Dewey J Browder Ambassador Realty Group LLC

  7 Sunset Rd, Madison, CT 06443
• 

  $799,000

  Sold Nov 25, 2025

  52 Copse Rd, Madison, CT 06443

  • 3 Beds
  • 1 Bath
  • 1,382 Sq Ft
  • Built 1850

  Last Sold Summary

  • $578/SF
  • 11 Days On Market

  Current Estimated Value $811,696

  Last Listing Agent Laureen Kennedy Coldwell Banker Realty

  52 Copse Rd, Madison, CT 06443
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  Est $553,694

  Not Listed For Sale

  136 Yankee Peddler Path, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 1969

  136 Yankee Peddler Path, Madison, CT 06443

  Last Sold Summary

  • 152 Days On Market

  Last Listing Agent Cindy Breckheimer Forever Homes Real Estate LLC

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