$350,000
$100K PRICE DROP
- Land
- 2.05 Acres
- $170,732 per Acre
92 Scotland Rd Unit Lot. 3, Madison, CT 06443
92 Scotland Rd Unit Lot. 3, Madison, CT 06443
8,537
Madison, CT Homes
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$2,600 Per Month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- House for Rent
53 Liberty St Unit A, Madison, CT 06443
53 Liberty St Unit A, Madison, CT 06443Nestled among stately homes with private beach access to Seaview Beach. This charming contemporary cottage offers 2 floors of living space. First floor features open concept, kitchen, sitting area and dining. Second floor offers a bedroom suite with sitting area. Vaulted ceiling and skylights fill the room with natural light. The patio offers a nice place to sit, relax and enjoy nature. Short
Alice Trautman William Raveis Real Estate
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$628,000
Sold Oct 24, 2025338 Opening Hill Rd, Madison, CT 06443
- 4 Beds
- 2.5 Baths
- 1,792 Sq Ft
- Built 1968
Last Sold Summary
- 7% Above List Price
- $350/SF
- 34 Days On Market
Current Estimated Value $656,458
Last Listing Agent Barbara Goetsch William Pitt Sotheby's Int'l
338 Opening Hill Rd, Madison, CT 06443 -
Est $914,683
Not Listed For Sale23 Blueberry Hill Dr, Madison, CT 06443
- 4 Beds
- 3 Baths
- 3,692 Sq Ft
- Built 2001
Last Sold Summary
- 61 Days On Market
Last Listing Agent Cortney Emshwiller-Swokla Coldwell Banker Realty
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$349,900
Under Contract- 2 Beds
- 1 Bath
- 625 Sq Ft
66 Wildcat Rd, Madison, CT 06443
66 Wildcat Rd, Madison, CT 06443Eric Engdall Coldwell Banker Realty
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$3,800 Per Month
- 3 Beds
- 2 Baths
- 1,598 Sq Ft
- House for Rent
70 Cottage Rd, Madison, CT 06443
70 Cottage Rd, Madison, CT 06443Fully renovated, fully furnished academic rental in a prime Madison location! Welcome to 70 Cottage Road, where stylish, modern updates and convenience come together. Renovated from top to bottom, this immaculate 4 bedroom home features a brand-new roof, deck, windows, central air and heat, kitchen, 2 bathrooms, and beautifully refinished hardwood floors. Add to that cozy and practical
Antonia Kellner Compass Connecticut, LLC
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$715,000
Sold Jun 04, 202696 Winterhill Rd, Madison, CT 06443
- 4 Beds
- 2.5 Baths
- 2,950 Sq Ft
- Built 1979
Last Sold Summary
- 2% Below List Price
- $242/SF
- 58 Days On Market
Current Estimated Value $717,245
Last Listing Agent Bonnie Fillion Berkshire Hathaway NE Prop.
96 Winterhill Rd, Madison, CT 06443 -
Est $782,590
Not Listed For Sale98 Dorset Ln, Madison, CT 06443
- 3 Beds
- 2.5 Baths
- 3,607 Sq Ft
- Built 1994
Last Sold Summary
- 36 Days On Market
Last Listing Agent Antonio Stella eXp Realty
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$880,000
$70K PRICE DROP- 2 Beds
- 1.5 Baths
- 1,795 Sq Ft
2415 Durham Rd, Madison, CT 06443
2415 Durham Rd, Madison, CT 06443Debra Thomas Sette Real Estate LLC
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$1,200 Per Month
- 1 Bed
- 1 Bath
- 448 Sq Ft
- House for Rent
1023 Boston Post Rd, Madison, CT 06443
1023 Boston Post Rd, Madison, CT 06443*LIST PRICE IS PER WEEK* Looking for a short-term getaway? This beautiful property is available for weekly rentals, making it perfect for vacations, remote work escapes, family visits or temporary housing. FULLY RENOVATED in 2021, this furnished, open concept cottage combines the living room, kitchen and dining area and has a separate bedroom and full bath. WALK/BIKE TO DOWNTOWN; driving takes
Irene Keene Coldwell Banker Realty
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$2,310,000
Sold Jul 15, 202636 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 -
Est $760,129
Not Listed For Sale14 Martleshamheath Ln, Madison, CT 06443
- 3 Beds
- 2.5 Baths
- 2,762 Sq Ft
- Built 1991
Last Sold Summary
- 3 Days On Market
Last Listing Agent Karen Martin Century 21 AllPoints Realty
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$5,000,000
- 3 Beds
- 3 Baths
- 3,109 Sq Ft
118 River Rd, Madison, CT 06443
118 River Rd, Madison, CT 06443Judy Dannemann William Raveis Real Estate
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$5,000 Per Month
- 3 Beds
- 2.5 Baths
- 1,861 Sq Ft
- House for Rent
8 Lawson Dr, Madison, CT 06443
8 Lawson Dr, Madison, CT 06443Spend 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
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$3,775,000
Sold May 19, 202610 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 -
Est $759,330
Not Listed For Sale201 Dorset Ln, Madison, CT 06443
- 3 Beds
- 2.5 Baths
- 3,156 Sq Ft
- Built 1994
Last Sold Summary
- 67 Days On Market
Last Listing Agent Christina King Connecticut Real Estate Group LLC
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$500,000
Under Contract- 2 Beds
- 2 Baths
- 1,280 Sq Ft
22 Thelbridge St Unit 22, Madison, CT 06443
22 Thelbridge St Unit 22, Madison, CT 06443Doris Fallon William Raveis Real Estate
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$5,250 Per Month
- 3 Beds
- 2 Baths
- 1,540 Sq Ft
- House for Rent
7 Sunset Rd, Madison, CT 06443
7 Sunset Rd, Madison, CT 06443This 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
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$900,000
Sold Jul 30, 202611 Soundview Ave, Madison, CT 06443
- 2 Beds
- 1 Bath
- 1,122 Sq Ft
- Built 1930
Last Sold Summary
- 6% Above List Price
- $802/SF
- 48 Days On Market
Current Estimated Value $837,424
Last Listing Agent Jessica Hoover William Raveis Real Estate
11 Soundview Ave, Madison, CT 06443 -
Est $741,239
Not Listed For Sale15 Bentwater Ln, Madison, CT 06443
- 3 Beds
- 2.5 Baths
- 2,248 Sq Ft
- Built 1994
Last Sold Summary
- 18 Days On Market
Last Listing Agent Pam Kadamus William Pitt Sotheby's Int'l
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$2,550,000
Open Sun 2PM - 4PM $100K PRICE DROP- 4 Beds
- 4.5 Baths
- 6,194 Sq Ft
24 Indigo Trail, Madison, CT 06443
24 Indigo Trail, Madison, CT 06443Mark McElrath William Pitt Sotheby's Int'l
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$12,000 Per Month
- 3 Beds
- 3 Baths
- 2,382 Sq Ft
- House for Rent
509 Boston Post Rd, Madison, CT 06443
509 Boston Post Rd, Madison, CT 06443Sneak away from the hustle and bustle and spend the month of August at Captain Eber Judd House (circa 1740). This historical gem, reminiscent of Nantucket and Essex Whaling Captain's homes, oozes charm with its stunning wide plank floors, beams, and original fireplaces. Located in the heart of downtown Madison, it's just steps from the gorgeous beach, the quintessential downtown, and the Friday
Phoebe Schreiner William Pitt Sotheby's Int'l
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$530,000
Sold Oct 17, 20259 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 $559,252
Last Listing Agent Rose Ciardiello William Raveis Real Estate
9 Madrina Ln, Madison, CT 06443 -
Est $819,377
Not Listed For Sale67 Devonshire Ln, Madison, CT 06443
- 4 Beds
- 3.5 Baths
- 3,726 Sq Ft
- Built 1997
Last Sold Summary
- 37 Days On Market
Last Listing Agent Jessica Kimball William Raveis Real Estate
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$1,100,000
Pending- 4 Beds
- 2.5 Baths
- 2,493 Sq Ft
177 Warpas Rd, Madison, CT 06443
177 Warpas Rd, Madison, CT 06443Margaret Muir William Pitt Sotheby's Int'l
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$5,700 Per Month
- 3 Beds
- 2 Baths
- 1,824 Sq Ft
- House for Rent
146 Chittenden Field Ln, Madison, CT 06443
146 Chittenden Field Ln, Madison, CT 06443Available from September 15, 2026, through May 15, 2027, this stunning direct-waterfront academic rental offers an unparalleled coastal lifestyle with breathtaking, panoramic views from almost every room. The bright, sunny interior features an open-concept main level, highlighting a gourmet kitchen with quartz countertops and stainless steel appliances, alongside a generous living and dining area
Sue Knapp William Pitt Sotheby's Int'l
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$530,000
Sold Aug 07, 2026101 Sandelwood Dr, Madison, CT 06443
- 3 Beds
- 2.5 Baths
- 2,196 Sq Ft
- Built 1968
Last Sold Summary
- 2% Above List Price
- $241/SF
- 26 Days On Market
Last Listing Agent Cathy Lynch Coldwell Banker Realty
101 Sandelwood Dr, Madison, CT 06443 -
Est $553,314
Not Listed For Sale1928 Durham Rd, Madison, CT 06443
- 3 Beds
- 2 Baths
- 1,608 Sq Ft
- Built 1747
Last Sold Summary
- 56 Days On Market
Last Listing Agent Tom Vanacore Century 21 AllPoints Realty
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$695,000
Under Contract- 2 Beds
- 2 Baths
- 1,856 Sq Ft
1 Hampshire Rd Unit 1, Madison, CT 06443
1 Hampshire Rd Unit 1, Madison, CT 06443Janet Peckinpaugh William Pitt Sotheby's Int'l
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$7,500 Per Month
- 5 Beds
- 4.5 Baths
- 3,748 Sq Ft
- House for Rent
32 Tuxis Rd, Madison, CT 06443
32 Tuxis Rd, Madison, CT 06443Relocating to the area? House hunting and yet to find the perfect home? Perhaps looking to spend the academic year along the gorgeous CT shoreline? Look no further as you've found the perfect spot to hang your hat for the academic year here at 32 Tuxis Road. This home is a beautifully restored, quintessential Madison beach house available for rent from September 8, 2026 - June 30, 2027.
Phoebe Schreiner William Pitt Sotheby's Int'l
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$860,000
Sold Mar 02, 2026100 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 $886,024
Last Listing Agent Amanda Popplewell-Sanson Coldwell Banker Realty
100 Concord Dr, Madison, CT 06443 -
Est $631,619
Not Listed For Sale1956 Durham Rd, Madison, CT 06443
- 3 Beds
- 2.5 Baths
- 1,928 Sq Ft
- Built 1998
Last Sold Summary
- 23 Days On Market
Last Listing Agent Amy Kirst William Pitt Sotheby's Int'l
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$125,000
$29K PRICE DROP- 1 Bed
- 1 Bath
- 476 Sq Ft
16 North St, Madison, CT 06443
16 North St, Madison, CT 06443Tricia Farin Real Broker CT, LLC
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$5,000 Per Month
- 5 Beds
- 3 Baths
- 2,456 Sq Ft
- House for Rent
156 Kelsey Place, Madison, CT 06443
156 Kelsey Place, Madison, CT 06443SEPT '26 - MAY '27 ACADEMIC WATERFRONT RENT Plan ahead. With amazing views out over Long Island Sound & beyond this light & bright Beach Colonial was built in 2006 plus has a recent 3 BR addition! Featuring an open floor plan, all in excellent condition with lots of glass & a wrap around deck to take full advantage of it's setting. Located at the very end of a private street this special home is
Todd Gould William Pitt Sotheby's Int'l
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$515,000
Sold Jun 24, 202612 Sportsman Hill Rd, Madison, CT 06443
- 4 Beds
- 2 Baths
- 2,746 Sq Ft
- Built 1966
Last Sold Summary
- 3% Above List Price
- $188/SF
- 3 Days On Market
Current Estimated Value $526,145
Last Listing Agent Steve Adkins Berkshire Hathaway NE Prop.
12 Sportsman Hill Rd, Madison, CT 06443 -
Est $803,079
Not Listed For Sale272 County Rd, Madison, CT 06443
- 4 Beds
- 2.5 Baths
- 2,614 Sq Ft
- Built 2000
Last Sold Summary
- 2 Days On Market
Last Listing Agent Linda Toscano Coldwell Banker Realty
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$700,000
- 3 Beds
- 2.5 Baths
- 2,124 Sq Ft
67 Blakeman Rd, Madison, CT 06443
67 Blakeman Rd, Madison, CT 06443Todd Gould William Pitt Sotheby's Int'l
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$4,000 Per Month
- 4 Beds
- 3 Baths
- 2,140 Sq Ft
- House for Rent
20 Godman Rd, Madison, CT 06443
20 Godman Rd, Madison, CT 06443Beautifully maintained annual rental in one of Madison's most desirable neighborhoods. This fully furnished, turnkey home offers 4-5 bedrooms, 3 newly renovated bathrooms, and approximately 2,100 square feet of thoughtfully designed living space. Combining comfort, convenience, and a peaceful natural setting, this exceptional home is just minutes from downtown Madison, beautiful beaches, and
Kate Jasko Coldwell Banker Realty
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$550,000
Sold Nov 05, 2025Unlisted 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 -
Est $825,134
Not Listed For Sale35 Lakewood Dr, Madison, CT 06443
- 6 Beds
- 3.5 Baths
- 3,146 Sq Ft
- Built 2001
Last Sold Summary
- 80 Days On Market
Last Listing Agent Alicia Mahon William Pitt Sotheby's Int'l
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