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Madison, CT Homes for Sale

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  • /40

    $1,350,000

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

    908 Boston Post Rd Unit 908, Madison, CT 06443

    Experience luxury living in the heart of Madison. This beautifully designed 3-bedroom, 2.5-bath townhouse offers an open layout with 9' ceilings, beautiful, oversized windows, and a gorgeous chef's kitchen equipped with Sub-Zero and Wolf appliances. The light-filled living and dining areas feature a cozy fireplace and seamless flow. The vaulted, south-facing primary suite includes a walk-in

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 354-7246

    908 Boston Post Rd Unit 908, Madison, CT 06443
  • /37

    $999,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,837 Sq Ft

    461 Green Hill Rd, Madison, CT 06443

    Rare 7-Acre Madison Estate: Equestrian Dream Meets Modern Antique Charm Discover the perfect blend of tranquility and coastal convenience at this stunning 7.02-acre estate, located just 1.9 miles from the heart of downtown Madison. Whether you are a dedicated equestrian, a nature lover, this property offers a rare combination of level, lightly wooded land and functional luxury. The Land &

    Agent Photo

    Cory Tyler

    Berkshire Hathaway NE Prop.

    (475) 262-9624

    461 Green Hill Rd, Madison, CT 06443
  • /39

    $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

    $529,900 Coming Soon

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

    34 Wilshire Rd, Madison, CT 06443

    Great location! Easy living! This well-maintained condo offers true single-floor living in Madison. The unit features a spacious primary bedroom with an en-suite bathroom, a comfortable guest bedroom, and an additional full bathroom with laundry conveniently located in the hallway. The living room includes a wood-burning fireplace and built ins. Off the dinning room you'll find a bright sunroom

    Amber Heenan William Raveis Real Estate

    34 Wilshire Rd, 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
  • /37

    $2,400,000

    • 4 Beds
    • 2 Baths
    • 3,083 Sq Ft

    153 Middle Beach Rd, Madison, CT 06443

    Charming beach home with full guest apartment above garage across the street from Long Island Sound. Perfect opportunity for personal use, 1031 exchange or investment property. Main house and guest apartment both enjoy decks that overlook beautiful marshes with abundant wildlife. Main house has views of Long Island Sound from the second floor. Guest apartment embraces a full kitchen, family room

    John Campbell Compass Connecticut, LLC

    153 Middle Beach 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
  • /35

    $1,450,000

    • 4 Beds
    • 3 Baths
    • 1,999 Sq Ft

    115 Harbor Ave, Madison, CT 06443

    Live the shoreline lifestyle in this beautifully updated 4-6 bedroom, 3-bath Colonial, just 88 steps from your very own private beach. Perfectly designed for both everyday living and entertaining, the open-concept main level flows seamlessly from dining to living, anchored by a cozy fireplace and filled with natural light. A screened-in porch with sweeping water views sets the stage for morning

    Alan Spotlow William Raveis Real Estate

    115 Harbor Ave, Madison, CT 06443
  • /39

    $2,375,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,517 Sq Ft

    132 Summer Hill Rd, Madison, CT 06443

    PRISTINE NEW CONSTRUCTION where thoughtful design meets high end craftsmanship. This newly built four-bedroom, four-and-a-half bathroom home offers the perfect blend of style and comfort. Inside, an open floor plan creates a seamless flow from room to room, anchored by a soaring two-story great room with a stunning gas fireplace. Large oversized doors spill out onto a 580 SF covered deck where

    Diane Dupont William Pitt Sotheby's Int'l

    132 Summer Hill Rd, 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

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    35 Hotchkiss Ln, Madison, CT 06443

    This expanded 3 bedroom 2.5 bath Cape-style home offers 2,400+square feet of thoughtfully designed space. The main-level primary suite includes a luxurious two-compartment bath with a soaking tub and roomy shower, a spacious walk-in closet, laundry area with built in wardrobe and a versatile small bonus room for a gym or office. The newer kitchen opens to a bright breakfast room overlooking a

    Margaret Muir William Pitt Sotheby's Int'l

    35 Hotchkiss Ln, Madison, CT 06443
  • /38

    $3,200,000

    • 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
  • /34

    $775,000 Coming Soon

    • 5 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    76 Bartlett Dr, Madison, CT 06443

    Welcome to 76 Bartlett Drive, a spacious and thoughtfully updated 4-bedroom, 2.5-bath home offering 3,100 sq ft of comfortable living in desirable Madison. The heart of the home is the central kitchen with an open floor plan, featuring quartz countertops, a large island, and a farmhouse sink-perfect for everyday living and entertaining. Wide plank flooring flows through the spacious dining area

    Lisa Liscio Century 21 AllPoints Realty

    76 Bartlett Dr, Madison, CT 06443
  • /32

    $545,000

    • 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
  • /40

    $400,000

    • 1 Bed
    • 1.5 Baths
    • 1,344 Sq Ft

    2 Esterly Farms Rd, Madison, CT 06443

    Welcome to Esterly Farms! Nestled in an intimate condo community, this hidden gem offers the perfect blend of tranquility and convenience. Just minutes from the stunning beaches and the charming towns of Madison and Guilford, the location couldn't be better. This Townhouse has an expansive 1 primary bedroom suite on the 2nd floor with full bathroom, along with an abutting room that offers

    Lisa Rollins Team Compass Connecticut, LLC

    2 Esterly Farms Rd, Madison, CT 06443
  • /11

    $300,000

    • Land
    • 26.2 Acres
    • $11,450 per Acre

    247 C Old Toll Rd, Madison, CT 06443

    26.2 acres of possibility, a rare find in North Madison. These adjoining 2 parcels of raw land in North Madison are being offered together. The parcel along Old Toll Rd has 535ft of road frontage and is 15.86 acres. 9.4 acres of wetlands have been flagged and mapped for this area. The remaining acreage includes a level area with small fir trees dotting a field, ready for the next home. Use the

    Allyson Cotton William Pitt Sotheby's Int'l

    247 C Old Toll Rd, Madison, CT 06443
  • /29

    $550,000

    • 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
  • /16

    $199,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    63GG Dudley Ln, Madison, CT 06443

    Discover the ultimate summer retreat at 63GG Dudley Lane, a completely remodeled two-bedroom cottage located in the desirable and private DeSabato's Camp community. This turn-key home is offered fully furnished and features a bright, open interior with upgraded cabinetry and modern finishes throughout that maximize space and style. The outdoor living space is exceptional, boasting a massive rear

    Laura Ronghi Napoli Realty LLC

    63GG Dudley Ln, Madison, CT 06443
  • /2

    $350,000

    • Land
    • 2.05 Acres
    • $170,732 per Acre

    92 Scotland Rd Unit Lot. 3, Madison, CT 06443

    Build your dream home in the upscale shoreline community of Madison CT! Featured in Yankee Magazine as "Best Beach Towns" in Connecticut and not many land opportunities like this. Centrally located this approved lot is a very large 2.05 acre lot that is level, wooded, and private in a well established upscale neighborhood ONLY 1.2 miles from downtown and approximately 2 miles from Hammonasset

    Stacy Bucci Coldwell Banker Realty

    92 Scotland Rd Unit Lot. 3, Madison, CT 06443
  • /2

    $125,000

    • Land
    • 2.7 Acres
    • $46,296 per Acre

    0 Old Toll Rd Unit 24109109, Madison, CT 06443

    Unapproved 2.7 raw acre lot available in the North Madison section of town. Potential to build your dream home in Madison! Minutes from Chatfield Hollow State Park and Hammonasset Beach. Extends far enough beyond the main road to enjoy wooded seclusion. Lot has been surveyed, boundary sketch is available. No other tests have been completed. Buyer's responsibility to obtain town building approvals.

    Karen Kesten William Raveis Real Estate

    0 Old Toll Rd Unit 24109109, Madison, CT 06443
  • /35

    $595,000

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

    67 Boston Post Rd Unit 8, Madison, CT 06443

    Sophisticated, like new, 2-bedroom townhouse-style condominium located in the East River Farms community. High quality and beautifully designed open floor plan featuring pristine hardwood floors, soaring 9-foot ceilings with triple crown moldings, & cozy gas fireplace create a warm, inviting atmosphere. As the former model home, the upgraded, chef-inspired kitchen is a true highlight, featuring

    Dana Weinstein Coldwell Banker Realty

    67 Boston Post Rd Unit 8, Madison, CT 06443
  • /40

    $1,175,000

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

    11 Tuxis Rd, Madison, CT 06443

    Welcome to "Brightside." Circa 1900 farmhouse offering the perfect blend of coastal charm and everyday comfort, with views of Long Island Sound and a front-row seat to Madison's annual Fourth of July fireworks! Whether enjoyed as a year-round residence, weekend escape, or vacation getaway, this quintessential seaside cottage delivers a true shoreline lifestyle. Spend your mornings on the

    Rose Ciardiello William Raveis Real Estate

    11 Tuxis Rd, Madison, CT 06443
  • /23

    $769,900

    • 4 Beds
    • 2.5 Baths
    • 2,805 Sq Ft

    18 Kelsey Springs Dr, Madison, CT 06443

    Charming colonial home nestled on 0.96 acres in a desirable neighborhood just minutes from the town beach, shopping, and highway. This beautiful 2800 square foot home boasts an open floor plan perfect for entertaining, with vaulted ceilings and a cozy fireplace. The spacious layout includes four bedrooms, two full baths, and one half bath, partial finished walk out basement and 2 car garage.

    Joanne Fowler Bishop, Edward & Roberts, LLC

    18 Kelsey Springs Dr, Madison, CT 06443
  • /40

    $574,900

    • 3 Beds
    • 2.5 Baths
    • 2,164 Sq Ft

    90 Robin Ridge Dr, Madison, CT 06443

    Discover the perfect blend of privacy and modern comfort in this thoughtfully updated split-level home. Situated on a lush 1.4-acre wooded lot in a quiet residential neighborhood, this property is truly move-in ready. The heart of the home is a stunning great room featuring soaring cathedral ceilings, a cozy gas fireplace, (Never used by current owners) and rich Brazilian cherry hardwood floors.

    Robert Teodosio William Raveis Real Estate

    90 Robin Ridge Dr, Madison, CT 06443
  • /32

    $525,000 Open Sat 10:30AM - 12:30PM

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

    14 Centre Village Dr, Madison, CT 06443

    Discover the allure of Centre Village in this light-filled one-bedroom, 1.5-bath end unit. Hardwood floors flow through the entry, living room, and dining room, where oversized windows and a gas fireplace create a warm, inviting atmosphere. The bright eat-in kitchen opens to a versatile den with sliders leading to your private deck and stone patio-perfect for indoor-outdoor living. The first

    Sue Knapp William Pitt Sotheby's Int'l

    14 Centre Village Dr, Madison, CT 06443
  • /31

    $1,100,000

    • Land
    • 3.67 Acres
    • $299,728 per Acre

    4 Boston Post Rd, Madison, CT 06443

    Rarely does a Legacy Property, with a "Shovel-Ready" vision, arrive with the hardest yards of coastal development already complete. East River Landing is a fully de-risked, 3.67-acre asset at the Madison/Guilford gateway, combining an extensive marina income opportunity with unprecedented residential scalability. Approved Maritime Asset. Forget proposed plans-this is a fully built, 46-slip marina

    Michael Barnes Silver and Oak Realty

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

    $2,600,000

    • 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
  • /28

    $734,900

    • 4 Beds
    • 2.5 Baths
    • 3,212 Sq Ft

    174 Concord Dr, Madison, CT 06443

    Step into this exquisitely renovated colonial-style residence, where classic charm seamlessly blends with contemporary sophistication. Gleaming hardwood floors flow throughout the main living spaces, reflecting natural light and enhancing the home's warm ambiance. The heart of the home is a stunning chef's kitchen, thoughtfully designed with state-of-the-art appliances, quartz countertops, and

    Terence Dominick Exceptional Real Estate LLC

    174 Concord Dr, Madison, CT 06443
  • /24

    $499,900

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

    1281 Durham Rd, Madison, CT 06443

    Welcome to 1281 Durham Road in Madison, CT. This beautifully maintained home offers just under 2,200 sq ft of living space and sits on nearly half an acre in a highly desirable neighborhood. The main level features two bedrooms, a spacious living room with a fireplace, a large kitchen, a full bathroom, a laundry room, and a huge bonus room that extends the entire length of the house. The windows

    Danny Hernandez CLMA Realty

    1281 Durham Rd, Madison, CT 06443

Why Live in Madison

Madison, Connecticut, offers a serene, small-town atmosphere with proximity to major urban areas, situated just over 100 miles from Midtown Manhattan. The town's charm is evident in its selection as a film location, notably for the movie "Harvest." Madison's population increased during the Covid pandemic as people sought a quieter lifestyle. The town features well-regarded educational institutions, including Madison Public Schools, which are highly rated, and the prestigious private school Choate Rosemary Hall. Housing options range from condominiums to large single-family homes, reflecting a variety of architectural styles typical of coastal Connecticut towns.

Madison's attractions include Hammonasset Beach State Park, Connecticut’s largest public beach park, and Garvan Point Beach, known locally as Surf Club. The town also boasts Rockland Preserve with trails for running and mountain biking, and Bauer Park, which hosts a community garden and the annual Harvest Festival. Downtown Madison is vibrant, with independent restaurants, shops, and cultural venues like RJ Julia Booksellers and Susan Powell Fine Art. Dining options are diverse, with popular spots such as Bradley and Wall, Seaside Grill, and Madison Beach Hotel.

For commuting, Madison offers a convenient rail service to New York City, with the train journey taking about an hour and a half. The town's location near Interstate 95 and U.S. Route 1 facilitates easy travel. Madison combines a tranquil, rural setting with the amenities and accessibility of larger cities, making it an appealing choice for homebuyers.

Frequently Asked Questions

What is the average home price in Madison, CT?
Homes for sale in Madison, CT have an average home price of $860,239.
Are home prices dropping in Madison?
Yes, home prices in Madison are down 1% in the last 12 months.
How many homes have sold over the last 12 months in Madison, CT?
271 homes have sold in Madison, CT over the last 12 months.
What are the most popular zip codes in Madison, CT?
The most popular zip codes in Madison, CT include 06443, 06419, 06492, 06437 and 06413.
How much do you need to make to afford a house in Madison?
The median home price in Madison is $695,000. If you put a 20% down payment of $139,000 and had a 30-year fixed mortgage with an interest rate of 6.11%, your estimated principal and interest payment would be $3,370 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $144K a year to afford the median home price in Madison. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Madison, CT?
Madison, CT has highly rated public and private schools. Some of the best schools in Madison based on Niche Grades are Daniel Hand High School, J. Milton Jeffrey Elementary School and Kathleen H. Ryerson Elementary School. Browse all the schools in Madison, CT to learn more.

Home Trends in Madison, CT

Housing Trends

Median Sale Price
$700,000
Median Single Family Sale Price
$726,200
Median Townhouse Sale Price
$595,000
Median 2 Bedroom Sale Price
$547,500
Median 1 Bedroom Sale Price
$238,000
Average Price Per Sq Ft
$390
Number of Homes for Sale
27
Last 12 months Home Sales
271
Months of Supply
1.20
Median List Price
$695,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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