37

Madison, CT Homes for Sale with Garage

Section Image Section Image
  • /37

    $2,875,000

    • 4 Beds
    • 4.5 Baths
    • 6,194 Sq Ft

    24 Indigo Trail, Madison, CT 06443

    Come see this stately custom Brick English Georgian home in sought after Madison CT, nestled on a sprawling 5.65 acre lot with Neck River frontage. This exquisite 6,194 square foot Brick English Georgian offers an unparalleled blend of luxury, privacy and natural beauty. With 4 bedrooms and 4.5 baths, it is designed for those who appreciate both elegance and tranquility. This unique residence is

    Agent Photo

    Ron Stewart

    Houlihan Lawrence WD

    (475) 405-2519

    24 Indigo Trail, Madison, CT 06443
  • /29

    $515,000

    • 2 Beds
    • 2.5 Baths
    • 2,320 Sq Ft

    40 Legend Hill Rd, Madison, CT 06443

    Carefree Living in Madison's Premier Legend Hill Community Set on over 80 acres of beautifully landscaped grounds, Legend Hill offers resort-style amenities including a historic clubhouse, inground pool, and tennis/pickleball courts-all just minutes from Madison's charming town center and sandy beaches. This meticulously maintained ranch style 2-bedroom unit has a lovely kitchen which opens to

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 779-6103

    40 Legend Hill Rd, Madison, CT 06443
  • /40

    $1,995,000

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

    30 Meeting House Ln, Madison, CT 06443

    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 neighboring Congregational Church, the home

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 442-9594

    30 Meeting House Ln, Madison, CT 06443
  • /40

    $3,000,000

    • 6 Beds
    • 4.5 Baths
    • 6,300 Sq Ft

    37 Lantern Hill Rd, Madison, CT 06443

    Welcome to 37 Lantern Hill Road, a luxurious residence nestled in the heart of Madison's most coveted neighborhood. Just a short stroll from pristine beaches, the charming town center, and the Madison Country Club, this home offers an unparalleled lifestyle of comfort and convenience. Tucked away along picturesque brick-lined sidewalks and illuminated by classic lanterns, this exceptional

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 283-9847

    37 Lantern Hill Rd, Madison, CT 06443
  • /38

    $819,000 Open Sat 12:30PM - 2:30PM

    • 5 Beds
    • 3.5 Baths
    • 2,564 Sq Ft

    23 Forest Hills Dr, Madison, CT 06443

    Welcome to this classic 5-bedroom Colonial on highly sought-after Forest Hills Drive. This beautifully maintained home offers 5 spacious bedrooms and 3.5 baths, including a finished walkout lower level with a game room, guest bedroom, and full bath-perfect for entertaining or hosting overnight guests. The heart of the home is a newly renovated kitchen featuring quartz countertops, stainless steel

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 271-1979

    23 Forest Hills Dr, Madison, CT 06443
  • /40

    $1,445,000

    • 4 Beds
    • 3.5 Baths
    • 5,219 Sq Ft

    12 Stanton Ct, Madison, CT 06443

    Just minutes from Madison's beautiful beaches and vibrant town center, this exceptional architect-designed home sits on a quiet o cul-de-sac street. This home boasts both town water and Natural gas. Light-filled and thoughtfully designed, it features a newly remodeled custom kitchen and an open, airy floor plan ideal for modern living. With 4 bedrooms and 3.5 baths, the home includes a spacious

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 693-9631

    12 Stanton Ct, Madison, CT 06443
  • /40

    $949,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 5 Baths
    • 3,986 Sq Ft

    16 Yankee Peddler Path, Madison, CT 06443

    This fully renovated and expanded Farmhouse Colonial offers nearly 4,000 sq ft of luxurious living space on a private 1.6-acre lot, blending timeless charm with modern upgrades. Every detail has been thoughtfully updated from roof to flooring, including new HVAC system, electrical, plumbing, a gourmet kitchen with center island and huge walk-in pantry, stylish bathrooms, and more. With 4 spacious

    Linda Toscano Coldwell Banker Realty

    16 Yankee Peddler Path, Madison, CT 06443
  • /40

    $1,899,000

    • 5 Beds
    • 5.5 Baths
    • 6,278 Sq Ft

    584 Boston Post Rd, Madison, CT 06443

    Elegant European-Style home in the Heart of Madison. A perfect blend of luxury, privacy, and convenience in this remarkable home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in natural

    Kate Jasko Coldwell Banker Realty

    584 Boston Post Rd, Madison, CT 06443
  • /40

    $1,098,000

    • 5 Beds
    • 3 Baths
    • 2,781 Sq Ft

    8 Highview Rd, Madison, CT 06443

    One-of-a-kind home in a small, sought-after subdivision close to the heart of charming Madison, CT. This architecturally distinctive residence features soaring cathedral ceilings and skylights in the living room, vaulted ceilings in the dining room, and a striking shiplap ceiling in the expansive family room. Two wood-burning fireplaces create cozy focal points in both living and family rooms.

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    8 Highview Rd, Madison, CT 06443
  • /40

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,538 Sq Ft

    908 Boston Post Rd, Madison, CT 06443

    THE GENERAL'S RESIDENCES at Fence Creek, the perfect & rare combination of location, luxury & comfort in the heart of charming small town Madison w/ it's nationally recognized independent R J Julia Booksellers, 2 screens Madison Arts Cinema, specialty shops & numerous fine dining establishments. There is a glorious & sandy Town Beach for residents only literally just a walk down the street w/ not

    Todd Gould William Pitt Sotheby's Int'l

    908 Boston Post Rd, Madison, CT 06443
  • /31

    $899,000

    • 3 Beds
    • 3.5 Baths
    • 3,772 Sq Ft

    13 Longview Terrace, Madison, CT 06443

    Privately sited at the end of Longview Terrace with expansive marsh and river views this larger than most free-standing colonial at over 3700 sf offers luxurious condo living. With a three-story generous layout this unit is south facing and full of light and custom details. The oversized kitchen with breakfast area is open to a 22x17 private deck. The primary suite offers a fireplace, a very

    Margaret Muir William Pitt Sotheby's Int'l

    13 Longview Terrace, Madison, CT 06443
  • /9

    $1,350,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,568 Sq Ft

    454 Horse Pond Rd Unit C, Madison, CT 06443

    2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

    Karen Rosenthal William Raveis Real Estate

    454 Horse Pond Rd Unit C, Madison, CT 06443
  • /9

    $1,375,000 New Construction

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

    454 Horse Pond Rd Unit B, Madison, CT 06443

    2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

    Karen Rosenthal William Raveis Real Estate

    454 Horse Pond Rd Unit B, Madison, CT 06443
  • /40

    $1,650,000

    • 4 Beds
    • 5 Baths
    • 4,178 Sq Ft

    231 Nortontown Rd, Guilford, CT 06437

    ***New Listing | Luxurious Country Retreat Where Elegance Meets Serenity Discover a rare opportunity to own this impeccably designed newly renovated Colonial estate, perfectly positioned on 5.26 private acres of mature landscaping, featuring blooming specimen trees, expansive lawns, and a stunning in ground Gunite swimming pool-ready to be enjoyed by its next fortunate residents. This classic

    Carol Simjian William Pitt Sotheby's Int'l

    231 Nortontown Rd, Guilford, CT 06437
  • /11

    $265,000

    • 2 Beds
    • 1 Bath
    • 612 Sq Ft

    6 Young's Village, Madison, CT 06443

    THERE IS NOTHING LIKE NEW! Brand new, seasonal cottage (April-October), located in Young's Village next to Hammonasett State Beach Park. Enjoy swimming on sunny days and fabulous restaurants in the evenings- all within a hop, skip and a jump away! This brand new build offers two bedrooms, walk in closets, a laundry hookup, and an electric fireplace. The kitchen showcases granite countertops,

    Jason Saphire www.HomeZu.com

    6 Young's Village, Madison, CT 06443
  • /40

    $495,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,955 Sq Ft

    37 Riverside Terrace, Madison, CT 06443

    This cozy 3-bedroom, 2.5-bath raised ranch sits on a generous lot in a highly sought-after neighborhood, just minutes from schools, I-95, Route One, town conveniences, and the shoreline. A newly installed stone step entrance adds curb appeal and a welcoming touch as you approach the home. The main level welcomes you with a bright and airy atmosphere, enhanced by hardwood floors throughout. A

    Erin Connelly Coldwell Banker Realty

    37 Riverside Terrace, Madison, CT 06443
  • /39

    $865,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 2.5 Baths
    • 3,664 Sq Ft

    123 Five Fields Rd, Madison, CT 06443

    Location!!! Welcome to 123 Five Fields Road, tucked away on a peaceful cul-de-sac in one of Madison's most sought-after neighborhoods. This classic 5-bedroom, 2.5-bath Colonial offers a rare blend of privacy, space, and shoreline living. Set on 1.09 acres, the property features an in-ground pool, multiple decks and patios, and direct access to the Hammonasset River-ideal for entertaining or

    Allison Ciarcia William Raveis Real Estate

    123 Five Fields Rd, Madison, CT 06443
  • /40

    $4,200,000

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

    10 Middle Beach Rd W, Madison, CT 06443

    PRIVATE, PEACEFUL AND PERFECT WITH DEEDED BEACH ACCESS!Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private, mint condition home with ample room for family & lucky guests. Sited back from Middle Beach Road West and overlooking the ever changing salt marsh, enter the inviting double height foyer to discover spacious, high ceilinged and light filled rooms

    Margaret Muir William Pitt Sotheby's Int'l

    10 Middle Beach Rd W, Madison, CT 06443
  • /40

    $575,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    113 Scotland Rd, Madison, CT 06443

    Turn-key! First floor living awaits in fabulous Madison! Thoughtfully renovated 3 Bedroom, 2 Full Bath Cape Cod w/ detached garage offers classic charm w/ convenience & accessibility. Gleaming hardwood floors, new crown molding & recessed lighting throughout main level. Living room w/ beautifully crafted knotty pine built-ins surround the wood-burning fireplace. Living room opens to sun-drenched

    Katie Westrin William Raveis Real Estate

    113 Scotland Rd, Madison, CT 06443
  • /34

    $799,900 Open Sat 12PM - 2PM

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

    42 Buck Hill Rd, Madison, CT 06443

    Tucked away on 1.88 acres of level land in one of the area's most beautiful neighborhoods, this 4-bedroom contemporary colonial offers the perfect blend of privacy. Inside, natural light floods the home through skylights and oversized windows. The dramatic two-story entry opens to a bright living room with soaring ceilings, creating an immediate sense of space and comfort. The living room flows

    Susan Santoro William Pitt Sotheby's Int'l

    42 Buck Hill Rd, Madison, CT 06443
  • /16

    $800,000

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

    677 Durham Rd, Madison, CT 06443

    Stunning 3-Bed, 2.5-Bath Home Built in 2022 - Immaculate and Move-In Ready! Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home, built in 2022 and designed for modern living. From the moment you step inside, you'll be impressed by the open floor plan that seamlessly blends living, dining, and kitchen spaces-perfect for both everyday life and entertaining. Custom built-ins

    Meig Walz Newcomb Coldwell Banker Realty

    677 Durham Rd, Madison, CT 06443
  • /33

    $650,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 1,894 Sq Ft

    9 Monroe Ln, Madison, CT 06443

    Nestled on a corner lot in a quiet cul-de-sac sits this lovely 4 bed, 2.5 bath Colonial in a great neighborhood near everything: schools, downtown, beaches, highway, Madison Land Trust & Cockaponset State Forest! Classic colonial floor plan offers generously sized living room, dining room for entertaining, large kitchen with eat-in-area and 3 season sunporch all on the 1st floor. Lots of natural

    Karen Lee Coldwell Banker Realty

    9 Monroe Ln, Madison, CT 06443
  • /40

    $849,999 Open Sat 12PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 4,879 Sq Ft

    48 Shepherds Trail, Madison, CT 06443

    This one-of-a-kind Contemporary Colonial home features 4 bedrooms, 2.5 baths, and a versatile floor plan designed for both grand entertaining and everyday comfort. Step into the impressive foyer, where an expansive living room and formal dining area set the stage for large gatherings. At the heart of the main level, the kitchen shines with granite countertops, stainless steel appliances, and a

    Erin Connelly Coldwell Banker Realty

    48 Shepherds Trail, Madison, CT 06443
  • /36

    $779,000

    • 4 Beds
    • 2.5 Baths
    • 2,698 Sq Ft

    129 Acorn Rd, Madison, CT 06443

    A stone's throw away from the heart of Madison Village, perfectly positioned at 1.4 miles from the bustling center, with beaches, recreational fields, and the renowned Bookstore. Shopping, dining, and are all conveniently close, making this an ideal location for those seeking both tranquility and community amenities. Occupying a generous .74-acre level lot, the low-maintenance garden and an

    Ann Stewart William Pitt Sotheby's Int'l

    129 Acorn Rd, Madison, CT 06443
  • /40

    $1,899,000

    • 5 Beds
    • 6 Baths
    • 6,278 Sq Ft

    584 Boston Post Rd, Madison, CT 06443

    Elegant European-Style home in the Heart of Madison. A remarkable home ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features including a newly remodeled in-law/accessory apartment with its own private entrance, a gorgeous kitchen, living room, dining area, 2 full baths, and washer and dryer. Step

    Kate Jasko Coldwell Banker Realty

    584 Boston Post Rd, Madison, CT 06443
  • /38

    $525,000

    • 3 Beds
    • 2 Baths
    • 2,159 Sq Ft

    9 Madrina Ln, Madison, CT 06443

    Tucked away at the end of a quiet cul-de-sac, this 3-bedroom, 2-bath contemporary style home sits on a private .6-acre lot in a desirable location; just minutes from beaches, Hammonasset State Park, the scenic Shoreline walking trails, and the vibrant center of town. Steps lead up to the front deck and entry foyer, opening to a light-filled, open-concept living space. Cathedral ceilings with

    Rose Ciardiello William Raveis Real Estate

    9 Madrina Ln, Madison, CT 06443
  • /26

    $699,000

    • 4 Beds
    • 2 Baths
    • 1,896 Sq Ft

    7 Derenthal Dr, Madison, CT 06443

    Welcome to this beautifully updated 4-bedroom, 2-bath split-level home with a sleek, contemporary design. The main level features an open-concept layout with an updated kitchen, hardwood flooring, and vaulted ceiling. Sliding doors lead to a spacious enclosed 3 season porch, complete with a skylight and ceiling fan-perfect for relaxing or entertaining. Step outside to enjoy a deck, a patio, and

    Susan Warner-Lambert Carbutti & Co., Realtors

    7 Derenthal Dr, Madison, CT 06443
  • /38

    $4,000,000

    • 5 Beds
    • 6 Baths
    • 4,450 Sq Ft

    77 E Wharf Rd, Madison, CT 06443

    Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a

    Meig Walz Newcomb Coldwell Banker Realty

    77 E Wharf Rd, Madison, CT 06443
  • /26

    $780,000

    • 3 Beds
    • 1.5 Baths
    • 1,116 Sq Ft

    57 Circle Beach Rd, Madison, CT 06443

    Nestled along the shores of Long Island Sound, this classic 3-bedroom, 1.5-bath, this 1116 sq.ft cottage offers a rare opportunity to own a true waterfront retreat with panoramic views-including Faulkner's Island-and a separate deep water dock on the Neck River just across the street. From the moment you step inside, you're welcomed by sweeping, unobstructed water views and endless potential.

    Cheryl Kebalo ENRG Global Realty, LLC

    57 Circle Beach Rd, Madison, CT 06443
  • /27

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,192 Sq Ft

    1281 Durham Rd, Madison, CT 06443

    CHARMING LARGE MADISON MOTHER /DAUGHTER 2 BEDROOMS LARGE MODERN CHEFS KITCHEN LIVING ROOM WITH FIREPLACE LARGE BATH LAUNDRY AND BONUSROOM EXTENDING THE WIDTH OF THE HOUSE UPSTAIRS ALL NEW A LARGE LIVING ROOM KITCHEN BATH 2 BEDROOMS AND A PRIVATE ENCLOSED BALCONY OVERLOOKING THE BEAUTIFUL JUST SHY 1/2 ACRE PRIVATE YARD. AND GARAGE. A MUST SEE A TRUE FAMILY HOME !!!

    Dan Rocano Exit Realty Everyday

    1281 Durham Rd, Madison, CT 06443
  • /31

    $499,000 Open Sun 12PM - 2PM

    • 1 Bed
    • 2.5 Baths
    • 1,569 Sq Ft

    22 Centre Village Dr, Madison, CT 06443

    Welcome to 22 Centre Village Drive, Madison! From the moment you step inside, you'll be captivated by the light-filled, open-concept layout featuring soaring ceilings, oversized windows, and nine skylights with remote-controlled blinds. The spacious living room, centered around a cozy gas fireplace, seamlessly connects to a formal dining area and a dramatic two-story, three-season sunroom-perfect

    Emily Lovejoy William Raveis Real Estate

    22 Centre Village Dr, Madison, CT 06443
  • /34

    $625,000 Open Sun 11AM - 1PM

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

    67 Boston Post Rd Unit 8, Madison, CT 06443

    Welcome to this elegant 2-bedroom townhouse-style condominium located in the nearly new East River Farms community. This development offers a classic New England aesthetic, complete with a picturesque stone wall & professionally landscaped grounds. Step inside to find a beautifully designed open floor plan featuring pristine hardwood floors, soaring 9-foot ceilings with triple crown moldings, & a

    Dana Weinstein Coldwell Banker Realty

    67 Boston Post Rd Unit 8, Madison, CT 06443
  • /9

    $1,275,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,568 Sq Ft

    454 Horse Pond Rd Unit A, Madison, CT 06443

    2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

    Karen Rosenthal William Raveis Real Estate

    454 Horse Pond Rd Unit A, Madison, CT 06443
  • /3

    $820,000 Coming Soon

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

    35 Bishop Ln, Madison, CT 06443

    COMING SOON!! Welcome to 35 Bishop Ln, Madison, CT-a beautifully remodeled haven that embodies elegance and comfort. Its proximity to the town, Madison Beaches, and the local swim & racquet club adds to the appeal, making this property the ultimate retreat.This stunning home offers 2,568 sq ft of refined living space, with an additional 852 sq ft in the finished lower level, not reflected on the

    Lisa Rollins Team Compass Connecticut, LLC

    35 Bishop Ln, Madison, CT 06443
  • /22

    $750,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,186 Sq Ft

    141 Duck Hole Rd, Madison, CT 06443

    Tucked away on a private 2-acre lot just minutes from I-95 and all that Madison has to offer, this property is perfect for buyers seeking space, convenience, and a truly exceptional garage setup. The home itself offers 3 bedrooms and a full basement-functional and full of potential-but the real star here is the oversized garage. With over 1,800 square feet of space, soaring ceilings, and 12-foot

    Meig Walz Newcomb Coldwell Banker Realty

    141 Duck Hole Rd, Madison, CT 06443
  • /38

    $795,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,220 Sq Ft

    330 Foxwood Rd, Guilford, CT 06437

    Set on a serene .92-acre lot in one of Guilford's most desirable neighborhoods, this impeccably maintained 3-bedroom, 3-bath home offers 2,220 square feet of thoughtfully designed living space. With numerous upgrades and attention to detail throughout, this property perfectly blends comfort, functionality, and style. Step inside to find a warm and inviting layout featuring spacious living areas,

    Eric Ryalls William Pitt Sotheby's Int'l

    330 Foxwood Rd, Guilford, CT 06437
  • /30

    $275,000

    • 3 Beds
    • 1 Bath
    • 2,199 Sq Ft

    25 Route 79, Killingworth, CT 06419

    Backyarder Bonus Stonehouse! Quality crafted stone house with huge outbuilding. Main level bedroom with fireplace, Great room crafted from ship hull with heart shaped fireplace. Two additional bedrooms on upper level. Walk out lower level with playspace. This is a Fannie Mae home.

    Billie Galessio HomeRun Realty LLC

    25 Route 79, Killingworth, CT 06419

Home Trends in Madison, CT

Housing Trends

Median Sale Price
$655,000
Median Single Family Sale Price
$687,500
Median Townhouse Sale Price
$1,050,000
Median 2 Bedroom Sale Price
$545,000
Median 1 Bedroom Sale Price
$247,000
Average Price Per Sq Ft
$416
Number of Homes for Sale
7
Last 12 months Home Sales
50
Months of Supply
1.70
Median List Price
$699,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
31%
How to Buy a Home How to Finance a Home How to Sell a Home