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Madison, CT Homes for Sale with Garage

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  • /38

    $1,895,000

    • 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

    (475) 252-9212

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

    $2,199,000

    • 4 Beds
    • 4 Baths
    • 2,850 Sq Ft

    81 Strawberry Hill Rd, Madison, CT 06443

    Modern luxury in a premier location. Set on over two private acres in a highly desirable neighborhood, this brand-new contemporary home offers an open, light filled floor plan designed for both comfort and style. The chef's kitchen is a standout, featuring a Subzero refrigerator, Wolf appliances, custom cabinetry, and elegant quartzite countertops. It flows seamlessly into the expansive great

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 265-5747

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

    $1,350,000

    • 4 Beds
    • 5 Baths
    • 5,147 Sq Ft

    11 Silo Hill, Madison, CT 06443

    Elegant Living in the coveted Bartlett neighborhood. Discover this majestic and stately colonial set on 1.11 acres in one of the town's most sought-after neighborhoods. Built in 1994 and meticulously maintained with thoughtful renovations and improvements throughout, this 4,237-square-foot residence with another 910SF of finished basement space, offers 4 bedrooms with the versatility to function

    Kirsten Adams William Pitt Sotheby's Int'l

    11 Silo Hill, Madison, CT 06443
  • /31

    $1,775,000

    • 3 Beds
    • 3 Baths
    • 1,976 Sq Ft

    11 Middle Beach Rd, Madison, CT 06443

    WOW water views! Vintage shingle style. The charm of old Madison with modern comforts. This Sound facing getaway offers three bedrooms and three full baths. The main level is versatile with a separate den/family room and a living room with fireplace. The Gedney-designed kitchen with beautiful Tiger Maple cabinetry is open to the dining area and leads to a private rear patio and deep landscaped

    Margaret Muir William Pitt Sotheby's Int'l

    11 Middle Beach Rd, Madison, CT 06443
  • /28

    $589,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,849 Sq Ft

    12 Rustic Ln, Madison, CT 06443

    Nestled on a picturesque 1.94 acre lot in the desirable shoreline community of Madison, 12 Rustic Lane offers the perfect blend of comfort, style, and move in ready convenience. Framed by a stunning stone wall, this beautifully renovated home welcomes you with a bright, open floor plan. The home features 4 spacious bedrooms and 2 beautifully renovated bathrooms, thoughtfully updated with new

    Natalie Zoef Vanguard Private Client Grp

    12 Rustic 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
  • /38

    $424,900

    • 3 Beds
    • 2 Baths
    • 864 Sq Ft

    107 Horse Pond Rd, Madison, CT 06443

    Set on 1.75 private acres in the heart of Madison, this inviting ranch offers a unique blend of comfort, versatility, and opportunity. Tucked away with a sense of privacy yet just moments from town, the property features a charming main residence along with a fully equipped detached cottage-ideal for today's flexible lifestyles. The main home is filled with natural light and showcases hardwood

    Victoria Tavares William Raveis Real Estate

    107 Horse Pond Rd, Madison, CT 06443
  • /39

    $800,000

    • 2 Beds
    • 1.5 Baths
    • 1,142 Sq Ft

    7 Pent Rd, Madison, CT 06443

    Discover a hidden treasure in one of Madison's finest neighborhoods, featuring vintage bungalow charm. A bright and welcoming sun room, enhanced with baseboard heating, offers a serene space to relax in every season. The main floor includes a large combined living and dining room with stunning wood floors and a wood burning fireplace. Off of the bright and functional kitchen you will find a full

    Julie Ovian William Pitt Sotheby's Int'l

    7 Pent Rd, Madison, CT 06443
  • /22

    $339,600

    • 2 Beds
    • 2 Baths
    • 1,692 Sq Ft

    2304 Durham Rd, Madison, CT 06443

    ***All interested parties must qualify pursuant to CT General Statutes, Deed Restrictions, and Income Limits. Eligible Gross Household Income for household is: *$88,792 1person,*$101,476-2 people, *$14,161-3 people, *$126,845-4people & for more request full list. ***Nature Lovers take note! Well maintained updated home located directly across from Madison's "Rockland Preserve" in the Twin Pine

    Diane Beckwith Popolizio William Raveis Real Estate

    2304 Durham Rd, Madison, CT 06443
  • /40

    $1,495,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 5.5 Baths
    • 5,380 Sq Ft

    34 Wildcat Springs Dr, Madison, CT 06443

    Modern Charm Meets Effortless Comfort in Desirable Neighborhood Step into a bright, beautifully updated 5 bedroom, 5.5 bath home where every detail was designed for easy living and effortless entertaining. The open-concept layout flows from a sun-filled living area into a stunning chef's kitchen featuring quartz countertops, custom cabinetry, and stainless-steel appliances. Wake up to morning

    Rebecca Ellsley Higgins Group Bedford Square

    34 Wildcat Springs Dr, Madison, CT 06443
  • /33

    $539,900 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,360 Sq Ft

    6 Ladshaw Dr, Madison, CT 06443

    Detached stand-alone Ranch home in sought after Kensington Acres South has been beautifully maintained and shows pride of ownership throughout. Enjoy single floor living in your 2 bedroom, 2 bath home which features granite countertops in kitchen & baths, hardwood floors, light & bright open floor plan, natural gas fireplace and a year round heated sunporch surrounded by nature that will be your

    Greg robbins Houlihan Lawrence WD

    6 Ladshaw Dr, Madison, CT 06443
  • /23

    $1,000,000

    • 4 Beds
    • 2.5 Baths
    • 3,909 Sq Ft

    125 Wildcat Rd, Madison, CT 06443

    Nestled just minutes from the heart of downtown Madison, this exceptional property offers the perfect blend of convenience, privacy, and year-round beauty. Loved by the same family for 34 years, at the end of a long circular driveway you will find this home that sits on a professionally landscaped lot that blooms with color in every season, attracting songbirds from spring through fall. Inside,

    Meig Walz Newcomb Coldwell Banker Realty

    125 Wildcat Rd, Madison, CT 06443
  • /21

    $729,500

    • 4 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    96 Winterhill Rd, Madison, CT 06443

    Beautiful home with fully finished basement, hardwood on main and upper levels, CAir, kitchen with new cabinets and granite counters, new windows and siding in 2021, newly tiled lower level 2021, new front sidewalk 2021.

    Bonnie Fillion Berkshire Hathaway NE Prop.

    96 Winterhill Rd, Madison, CT 06443
  • /40

    $2,650,000

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

    24 Indigo Trail, Madison, CT 06443

    Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the

    Mark McElrath William Pitt Sotheby's Int'l

    24 Indigo Trail, Madison, CT 06443
  • /36

    $1,175,000

    • 5 Beds
    • 4.5 Baths
    • 3,194 Sq Ft

    37 Lovers Ln, Madison, CT 06443

    Location, Location, Location!! Timeless elegance meets modern living in this beautifully appointed 5-bedroom Colonial, ideally situated just moments from Madison's beaches and charming town green. Thoughtfully designed for both refined living and effortless entertaining, the home offers expansive gathering spaces, gracious proportions, and seamless indoor-outdoor flow. Inside, sun-filled living

    Melanie Scull William Pitt Sotheby's Int'l

    37 Lovers Ln, Madison, CT 06443
  • /40

    $699,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,532 Sq Ft

    18 Riverside Terrace, Madison, CT 06443

    Offering 3,532 sq ft of well-designed living space, this 4-bedroom, 3.5-bath home combines comfort, functionality, and room to grow. The upper level features beautiful hardwood floors and a well-appointed primary suite set privately apart, complete with cathedral ceilings, a walk-in closet, and a large en-suite bath with a soaking tub. There are three additional bedrooms on this level. The main

    Emily Lovejoy William Raveis Real Estate

    18 Riverside Terrace, Madison, CT 06443
  • /30

    $595,000 Open Sat 11AM - 1PM

    • 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
  • /36

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,476 Sq Ft

    6 Sandgate Cir, Madison, CT 06443

    Welcome to Windemere East. Located in Madison Ct this condo offers ranch style living with open floor plan. Hardwood floors throughout the unit. Unit offers 1,476 sq feet of living space. Two Bedrooms and 2 full bathrooms having primary with roll in en-suite. Sunroom with ever changing views of the Hammonasset River. A short drive to Hammonasset State Park and downtown Madison. Main Street offer

    Paula Stuart Berkshire Hathaway NE Prop.

    6 Sandgate Cir, Madison, CT 06443
  • /40

    $2,495,000

    • 5 Beds
    • 5.5 Baths
    • 5,543 Sq Ft

    137 Liberty St, Madison, CT 06443

    Rare opportunity to own in desirable Liberty Street area. This 1816 Federal-style residence & new detached historically designed barn, renovated and built by prominent historical design/build specialists Gulick & Co., creates a harmonious blend of formality and comfort. The main residence has 3,784 sq ft of living space, and the detached barn boasts 1,776 sq ft. The main residence is a

    Alison Gould Gould Group LLC

    137 Liberty St, Madison, CT 06443
  • /34

    $499,900

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

    1281 Durham Rd, Madison, CT 06443

    Positioned in a highly desirable Madison location just minutes from town, shoreline beaches, and local shops, 1281 Durham Road delivers space, versatility, and opportunity on approximately half an acre. This property offers a flexible layout rarely found at this value point in the shoreline market. The main level showcases a generously sized living room centered around a fireplace, creating a

    Michelle Lorenzetti Premier Re Group LLC

    1281 Durham Rd, Madison, CT 06443
  • /38

    $2,495,000

    • 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
  • /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
  • /32

    $535,000

    • 2 Beds
    • 2.5 Baths
    • 1,853 Sq Ft

    3 Sandgate Cir, Madison, CT 06443

    Welcome to this 1,853 sq. ft. townhouse in desirable Windermere. Within a short drive to the center of town, one can enjoy shopping in any of the many specialty stores, as well as visiting the famous local bookstore, where a leisurely lunch can also be had in its cafe. You will find several restaurants in which to dine and a cinema where classic films are shown. During the warmer months, it is

    Doris Fallon William Raveis Real Estate

    3 Sandgate Cir, Madison, CT 06443
  • /29

    $529,000

    • 2 Beds
    • 2 Baths
    • 1,476 Sq Ft

    4 Currycross Rd Unit 4, Madison, CT 06443

    Welcome to highly desirable Windermere East. Windermere is nestled in a private picture perfect setting along the Madison Shoreline. 4 Currycross Road is a charming free standing home with 2 spacious bedrooms, a pretty backyard, and one detached garage just steps to your front door. Home has been freshly painted and boast a lovely open floor plan with a wood burning fireplace, cathedral ceiling,

    Terry Morgan CT Realty Exchange, LLC

    4 Currycross Rd Unit 4, Madison, CT 06443
  • /16

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,419 Sq Ft

    75 Fairview Dr, Madison, CT 06443

    3 bedroom 2 full baths close to town private road, close to Bower Park, 2 car garage attached. Totally renovated, Hardwood floors and wood composite laminate's where not oak, bow and bay Anderson windows, a must see!

    Derek Eisenberg Continental Real Estate

    75 Fairview Dr, Madison, CT 06443
  • /40

    $3,950,000

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

    10 Middle Beach Rd W, Madison, CT 06443

    PRIVATE AND PEACEFUL WITH DEEDED BEACH ACCESS! Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private 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 that are throughout the

    Margaret Muir William Pitt Sotheby's Int'l

    10 Middle Beach Rd W, Madison, CT 06443
  • /11

    $259,900 New Construction

    • 2 Beds
    • 1 Bath
    • 612 Sq Ft

    6 Young's Village, Madison, CT 06443

    Brand New Cottage : ) This seasonal cottage located on First Street # 6 in Young's Village next to Hammonasett State Beach Park. Enjoy swimming, coastal walk ways and fabulous restaurants .- all within a hop, skip and jump away! This brand new cottage offers two bedrooms, walk in closets, a laundry hookup space, and electric fireplace. The kitchen showcases granite countertops, tile floors,

    Jason Saphire www.HomeZu.com

    6 Young's Village, Madison, CT 06443
  • /38

    $2,595,000 New Construction

    • 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

    Steve Wollman Wollman Realty

    23 Sheep Pasture Rd, Madison, CT 06443
  • /39

    $2,495,000 New Construction

    • 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,

    Steve Wollman Wollman Realty

    92 Scotland Ave, Madison, CT 06443
  • /4

    $1,790,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    31 Stony Lane Lot 1 Rd, Madison, CT 06443

    Indulge in refined living at our Barberry Farm Open Space subdivision with Waterside Building and Development. Your bespoke home, spanning 3,000 to 4,000+ sq ft, promises not just spacious elegance but high-end finishes and meticulous craftsmanship. Situated within walking distance to Madison beaches and a golf course, this enclave blends luxury with convenience. Revel in the exquisite details of

    Lindsay Greenberg William Raveis Real Estate

    31 Stony Lane Lot 1 Rd, Madison, CT 06443
  • /40

    $699,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 2,025 Sq Ft

    69 Squires Rd, Madison, CT 06443

    Meticulously reimagined from top to bottom, this stunning contemporary home delivers 2,025 sq ft of turnkey luxury on over an acre of level land. Tucked on a peaceful street, the residence boasts 3 bedrooms and 3 full baths, highlighted by a main-level primary suite with its own fireplace, patio access, and spa-inspired bath. There is a versatile 2nd-floor suite with full bath: perfect for an

    Sue Woods William Pitt Sotheby's Int'l

    69 Squires Rd, Madison, CT 06443
  • /30

    $769,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 2,108 Sq Ft

    104 Scotland Rd, Madison, CT 06443

    Set on what is arguably the most beautiful lot in downtown Madison. This enchanting 5-bedroom farmhouse perfectly blends timeless charm with modern convenience. The nearly one-acre, meticulously manicured property makes a lasting impression. Complete with majestic stone walls & a stunning brick patio. Inside, the home welcomes you with a thoughtfully designed mudroom, creating a private and

    Susan Santoro William Pitt Sotheby's Int'l

    104 Scotland Rd, Madison, CT 06443
  • /39

    $1,195,000 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 2,587 Sq Ft

    21 Evarts Ln Unit 21, Madison, CT 06443

    The beloved Mews - This in town luxury townhouse condominium will not disappoint. Quality built, you can enjoy the quiet or take advantage of everything the vibrant downtown area has to offer, including theatre, restaurants & a world class bookstore. On the ground level, relax in an attractive & private bluestone patio area, just off the expansive eat in kitchen. If entertaining is your passion,

    Margaret Muir William Pitt Sotheby's Int'l

    21 Evarts Ln Unit 21, Madison, CT 06443
  • /24

    $499,000 Open Sat 1:30PM - 3:30PM

    • 4 Beds
    • 2 Baths
    • 2,746 Sq Ft

    12 Sportsman Hill Rd, Madison, CT 06443

    4 Bedroom 2.5 Bath traditional Colonial, 1 car attached garage on quiet road near town and beaches. Solid home, Dry. Roof is 13 years old. Investors and flippers and DIY's this one is for you! Hot Madison Market! Full unfinished walk out basement.Raised Hearth Fireplace in Family room, and Raised Hearth fireplace in Living Room with Built ins alongside. Terrific location as house is set back

    Steve Adkins Berkshire Hathaway NE Prop.

    12 Sportsman Hill Rd, Madison, CT 06443
  • /38

    $4,000,000 Coming Soon

    • 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
  • /2

    $1,150,000 Coming Soon

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

    15 Cambridge Dr, Madison, CT 06443

    Welcome to this beautifully maintained two-bedroom condominium offering 2,208 square feet of thoughtfully designed living space in pristine condition. Featuring an inviting open floor plan, this home seamlessly blends comfort and style-perfect for both everyday living and entertaining. At the heart of the home is a stunning chef's kitchen, complete with high-end finishes, ample cabinetry, and

    Meig Walz Newcomb Coldwell Banker Realty

    15 Cambridge Dr, Madison, CT 06443

Home Trends in Madison, CT

Housing Trends

Median Sale Price
$700,000
Median Single Family Sale Price
$725,000
Median Townhouse Sale Price
$603,750
Median 2 Bedroom Sale Price
$540,000
Median 1 Bedroom Sale Price
$238,000
Average Price Per Sq Ft
$386
Number of Homes for Sale
44
Last 12 months Home Sales
261
Months of Supply
2.00
Median List Price
$699,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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