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Madison, CT Homes for Sale with Garage

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  • /40

    $1,300,000

    • 5 Beds
    • 3.5 Baths
    • 4,783 Sq Ft

    77 Silo Hill, Madison, CT 06443

    Welcome to this fabulous one-owner custom home in sought-after Neck River Farms. A gracious, spacious foyer warmly welcomes you inside, setting the tone for the beautifully maintained interior filled with abundant natural light. A dedicated home office with elegant French doors offers the perfect space for working remotely or quiet study. The inviting living room is ideal for entertaining,

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    77 Silo Hill, Madison, CT 06443
  • /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

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    30 Meeting House Ln, Madison, CT 06443
  • /36

    $1,975,000

    $224K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,850 Sq Ft

    81 Strawberry Hill Rd, Madison, CT 06443

    Modern luxury meets sustainable living in a premier location. Set on more than two private acres in one of the area's most sought-after neighborhoods, this brand-new contemporary home offers a bright, open-concept design that blends sophisticated style with everyday comfort. At the heart of the home, the chef's kitchen impresses with a Sub-Zero refrigerator, Wolf appliances, custom cabinetry, and

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    81 Strawberry Hill Rd, Madison, CT 06443
  • /40

    $709,000

    $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    7 Milestone Ln, Madison, CT 06443

    Nestled on a beautifully elevated homesite, this classic Colonial offers the perfect blend of privacy, comfort, and New England charm. Set in a desirable neighborhood just minutes from charming Madison Village, the Town Green, shops, restaurants, and the stunning Connecticut shoreline, this home offers the perfect blend of location and lifestyle. This spacious 4-bedroom home features a welcoming

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    7 Milestone Ln, Madison, CT 06443
  • /39

    $925,000

    • 3 Beds
    • 3.5 Baths
    • 3,734 Sq Ft

    3 Longview Terrace, Madison, CT 06443

    Set on a peaceful cul-de-sac in Madison's highly desirable Strathmore Farms community, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that

    Agent Photo

    Betsy Anderson

    William Pitt Sotheby's Int'l

    3 Longview Terrace, Madison, CT 06443
  • /37

    $2,295,000

    New Construction $300K PRICE DROP
    • 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

    Jillian Wollman Wollman Realty

    23 Sheep Pasture Rd, Madison, CT 06443
  • /33

    $595,000

    • 2 Beds
    • 2 Baths
    • 2,560 Sq Ft

    10 Runnymede Ln, Madison, CT 06443

    Nestled in the highly sought-after Windermere East community, this rare free-standing condo offers the perfect blend of privacy, comfort, and coastal charm in beautiful Madison. Enjoy serene river views and a peaceful setting just moments from the shoreline. This well-maintained home features 2 bedrooms and 2 full baths, a spacious fireplaced living room, and a bright kitchen ideal for everyday

    Laura Cariati William Raveis Real Estate

    10 Runnymede Ln, Madison, CT 06443
  • /37

    $2,290,000

    New Construction $205K PRICE DROP
    • 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,

    Jillian Wollman Wollman Realty

    92 Scotland Ave, Madison, CT 06443
  • /40

    $1,200,000

    • 4 Beds
    • 4 Baths
    • 2,338 Sq Ft

    148 Mungertown Rd, Madison, CT 06443

    Step into a story nearly three centuries in the making. Tucked away on a total of 3 enchanting acres along Connecticut's picturesque shoreline, this extraordinary circa-1752 former Helen Foster Snow homestead is a place where history whispers through every room and timeless beauty meets modern living. Ideally located just minutes from the area's scenic shoreline destinations, including

    Allison Ciarcia William Raveis Real Estate

    148 Mungertown Rd, Madison, CT 06443
  • /38

    $880,000

    $70K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,795 Sq Ft

    2415 Durham Rd, Madison, CT 06443

    Turn down a long, picturesque driveway to a stunning mid-century cape, unseen from the roadway. Note, the spectacular fieldstone chimney on the large addition of the gable-end plus the closed in screened porch to the west. Ahead you'll find a large, detached 2-car garage and off to the south a small barn with great potential for an equestrian opportunity. From the screened in porch, enter the

    Debra Thomas Sette Real Estate LLC

    2415 Durham Rd, Madison, CT 06443
  • /25

    $5,000,000

    • 3 Beds
    • 3 Baths
    • 3,109 Sq Ft

    118 River Rd, Madison, CT 06443

    Some properties are defined by the house that sits on them. Others are defined by the land itself...by history, landscape and a sense of beauty that simply cannot be created. This is such a place. Owned and farmed by the same family for 200 years, this remarkable 16 Acre piece sitting on the Hammonassett River is the last piece of the original farm to be sold. With over 1500 ft. bordering the

    Judy Dannemann William Raveis Real Estate

    118 River Rd, Madison, CT 06443
  • /36

    $500,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    22 Thelbridge St Unit 22, Madison, CT 06443

    Step out of the 3 season, enclosed porch to the private park-like grounds of this ranch-style condo in Windermere East. This home has been tenderly cared for and is ready to welcome its next owners to enjoy. The main living areas offer a nice open floor plan, combining the living and dining areas. Both bedrooms are large enough to accommodate a king-size bed or two twin beds. There are two full

    Doris Fallon William Raveis Real Estate

    22 Thelbridge St Unit 22, Madison, CT 06443
  • /35

    $559,000

    $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,944 Sq Ft

    25 Samantha Ln, Madison, CT 06443

    Nicely maintained 3-bedroom, 3-full-bath home nestled in a quaint cul-de-sac setting. The home is in very good condition and offers comfortable living space both inside and out. The spacious kitchen features granite countertops, plenty of cabinet space, and a center island-perfect for everyday living and entertaining. Primary Bedroom has its own private full bath. Living Room-Dining combination

    Dee Hasuly KW Legacy Partners

    25 Samantha Ln, Madison, CT 06443
  • /29

    $1,299,000

    • 3 Beds
    • 3 Baths
    • 1,188 Sq Ft

    32 Liberty St, Madison, CT 06443

    Rare coastal compound opportunity in Madison's highly desirable Seaview Beach area. Situated on approximately one-half acre just moments from the shoreline, this unique property features a main residence and a newer detached accessory dwelling unit, offering flexibility rarely found in one of Connecticut's premier shoreline communities. The main home is clean, functional, and ready for a new

    Karina Ukhnitska Real Broker CT, LLC

    32 Liberty St, Madison, CT 06443
  • /40

    $564,900

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    6 Essex Ln, Madison, CT 06443

    Welcome home to 6 Essex Lane! Elegant and inviting, this meticulously maintained ranch style condo is set in a quiet corner of Kensington Acres North. With a beautiful back patio, you can relax in a peaceful oasis, surrounded by nature. Inside, the expansive living room flows into the dining room, all with lots of light. The gracious kitchen offers quality cabinetry and a granite countertop

    Lisa Edgerton William Raveis Real Estate

    6 Essex Ln, Madison, CT 06443
  • /28

    $579,900

    Open Sun 11AM - 1PM
    • 3 Beds
    • 1 Bath
    • 1,077 Sq Ft

    6 Bower Rd, Madison, CT 06443

    Escape to the Connecticut shoreline with this beautifully styled Cape, ideally situated in desirable Madison. Offering 3 bedrooms and 1 full bath, this charming home features inviting indoor and outdoor living spaces designed for comfortable everyday living and relaxed coastal living. Set on a private, lightly wooded corner lot, the property offers a peaceful sense of privacy while remaining

    Calla Lord Tier 1 Real Estate

    6 Bower Rd, Madison, CT 06443
  • /33

    $524,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    35 Aileen Dr, Madison, CT 06443

    First Time Offered In 25 Years. This contemporary raised ranch, set on 2.36 secluded acres, is located in a quiet cul-de-sac neighborhood just minutes to town. The living room with hardwood floors features a cathedral ceiling with beams, a wood burning fireplace, floor to ceiling windows with double sliders to a deck with built in bench, perfect for morning coffee or evening enjoyment. The

    Leslie Richo William Raveis Real Estate

    35 Aileen Dr, Madison, CT 06443
  • /34

    $3,200,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 4,937 Sq Ft

    22 Stone Rd, Madison, CT 06443

    Experience coastal Madison living with beach rights in this to be built 5-bedroom, 3.5-bathroom home featuring 4,937 square feet of high-end craftsmanship. Designed with an airy, open layout, the main level boasts 9'+ ceilings, Red Oak hardwood floors, and a chef's kitchen equipped with white Shaker cabinetry, quartz countertops, a butler's pantry, and premium Sub-Zero, Wolf, and Bosch

    Rob McConville RE/MAX Heritage

    22 Stone Rd, Madison, CT 06443
  • /20

    $500,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    18 Saint Francis Woods Rd, Madison, CT 06443

    A Fantastic Opportunity in an Adorable Neighborhood Welcome to a home that offers incredible potential, a great location, and peace of mind with many of the major systems already updated. While this property needs work and updating, the big-ticket items have been taken care of, making this an exciting opportunity for someone looking to build equity and create a home that truly reflects their

    Meig Walz Newcomb Coldwell Banker Realty

    18 Saint Francis Woods Rd, Madison, CT 06443
  • /20

    $500,000

    $37K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,236 Sq Ft

    371 Race Hill Rd, Madison, CT 06443

    This home is located in the desirable shoreline town of Madison! Nestled on a peaceful 1.12-acre lot, this charming 3-bedroom, 1.5-bath ranch offers the perfect blend of privacy, comfort, and opportunity. Step inside to find a functional, light-filled layout designed for easy one-level living. The spacious living area flows into the kitchen and dining space, creating an inviting atmosphere for

    Tanisha Bundy Fathom Realty CT LLC

    371 Race Hill Rd, Madison, CT 06443
  • /40

    $769,900

    • 4 Beds
    • 3.5 Baths
    • 3,056 Sq Ft

    2125 Durham Rd, Madison, CT 06443

    Tucked away on a sweet cul-de-sac at the end of a private road, well off of Route 79, this spacious 4-bedroom Colonial welcomes you with a wonderful sense of privacy and tranquility. Enjoy plenty of room to gather, relax, and make yourself at home, including a full finished walk out basement with endless possibilities. This low maintenance home features a new roof, hardwood floors throughout, a

    Jane Cardarelli William Raveis Real Estate

    2125 Durham Rd, Madison, CT 06443
  • /18

    $500,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    14 Hampshire Rd, Madison, CT 06443

    Charming two-bedroom ranch in the desirable North Kensington community. Enjoy central air conditioning, gas heat, and a beautiful screened-in porch overlooking the pond-an inviting space to relax and unwind. The home features generously sized bedrooms and two full bathrooms, offering comfort and convenience for guests and everyday living. Cozy up by the gas fireplace, which is easy to turn on and

    Meig Walz Newcomb Coldwell Banker Realty

    14 Hampshire Rd, Madison, CT 06443
  • /38

    $3,000,000

    • 4 Beds
    • 6 Baths
    • 4,833 Sq Ft

    17 Barberry Ln, Madison, CT 06443

    RARE OPPORTUNITY in the highly sought-after Barberry Farms Association! With only 2 MLS sales since 2021, homes in this premier beach community seldom become available. Enjoy private access to a wonderfully wide & deep sandy beach that has storage bins & an area for kayaks & small sailboats to make life easier. BIG home, BIG rooms. Spanning 4,833 sq ft, this 10 room Colonial features hardwood

    Todd Gould William Pitt Sotheby's Int'l

    17 Barberry Ln, Madison, CT 06443
  • /33

    $1,975,000

    • 4 Beds
    • 2 Baths
    • 3,882 Sq Ft

    441 Opening Hill Rd, Madison, CT 06443

    Updated 4 bedroom 2 Full bath Cape on 15+ Acres of rolling Meadows and woods bordering State Forest and over 800 feet of frontage on Opening Hill. Extensive updating includes new windows and doors, original wide-board refinishing in the original building. A new kitchen in the cathedral ceilinged family room addition with deck that commands beautiful views of two spring fed, stocked ponds below

    Steve Adkins Berkshire Hathaway NE Prop.

    441 Opening Hill Rd, Madison, CT 06443
  • /40

    $699,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 2 Baths
    • 2,750 Sq Ft

    38 Church Ln, Madison, CT 06443

    Welcome to 38 Church Lane, where exceptional custom renovations meet a captivating Madison setting. Perched high on a large corner lot surrounded by mature trees, this thoughtfully updated 4-bedroom, 2.5 bath home offers sophisticated finishes, a flexible floor plan ideal for multi-generational living and privacy just minutes from Madison's town center and shoreline. The stunning kitchen,

    Sue Woods William Pitt Sotheby's Int'l

    38 Church Ln, Madison, CT 06443
  • /23

    $1,750,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,913 Sq Ft

    262 Mungertown Rd, Madison, CT 06443

    Build your custom dream home in South Madison! Welcome to this incredible opportunity in a prime location! Set on a level, treed, 2.32-acre lot on the hidden, more secluded end of Mungertown Road, offering PRIVACY and GREAT CONVENIENCE. Just THREE MILES to town and beaches, ONE MILE to Hand and Polson schools, and .25 MILES to the state-of-the-art Neck River Elementary, opened in 2025. Enjoy

    Lisa Rollins Team Compass Connecticut, LLC

    262 Mungertown Rd, Madison, CT 06443
  • /40

    $1,950,000

    $300K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,160 Sq Ft

    26 Bassett Ln, Madison, CT 06443

    Completely rebuilt and expanded in 2026, this custom coastal home with deeded beach rights is located in Madison's charming Seafields Association. Thoughtfully designed with designer details throughout, the home provides elevated shoreline living with glimpses of Long Island Sound, state-of-the-art appliances, high-end finishes, a bright, open layout, mudroom, butler's pantry with laundry, and a

    Steven Koleno Beycome of Connecticut

    26 Bassett Ln, Madison, CT 06443
  • /38

    $1,200,000

    • 5 Beds
    • 5.5 Baths
    • 3,832 Sq Ft

    1209 Durham Rd, Madison, CT 06443

    Private.Pastoral.Purposeful. Available for the first time in decades. This rare 4-acre compound offers a Farmhouse style home, a guest house, 3-car garage with additional storage, and attached in-home gym, office equipped with bathroom, and artist's studio. This legacy property delivers both on location and acreage offering a one-of-a-kind sequestered compound that simply cannot be replicated.

    Heather Clinton Berkshire Hathaway NE Prop.

    1209 Durham Rd, Madison, CT 06443
  • /38

    $3,495,000

    $505K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 5,657 Sq Ft

    45 Island Ave, Madison, CT 06443

    Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight

    Meig Walz Newcomb Coldwell Banker Realty

    45 Island Ave, Madison, CT 06443
  • /40

    $635,000

    $30K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,604 Sq Ft

    81 Legend Hill Rd Unit 81, Madison, CT 06443

    Rarely available, this unit is the largest size Townhouse ("Model D") at Legend Hill. It benefits from a quiet location in the complex away from the main road. This unit has been well maintained with excellent natural light and updated neutral decor. Since purchasing, these owners have installed all new flooring throughout first level, in addition to new carpets on second level. Also recently

    Carol Mancini William Pitt Sotheby's Int'l

    81 Legend Hill Rd Unit 81, Madison, CT 06443

Home Price Trends

Median Sale Price
$720,100
Median Single Family Sale Price
$769,000
Median Townhouse Sale Price
$535,000
Median 2 Bedroom Sale Price
$525,000
Median 1 Bedroom Sale Price
$244,000
Average Price Per Sq Ft
$426
Number of Homes for Sale
41
Last 12 months Home Sales
268
Months of Supply
1.80
Median List Price
$725,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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