Moving to Madison CT | real estate for sale in Madison Connecticut | Property Statistics of living in Madison
Madison is one of the most sought-after shoreline communities in Connecticut, offering a mix of luxury waterfront homes, beach-area properties, and high-end suburban neighborhoods. The town's coastal character and strong school system drive significant residential demand. Property values remain among the strongest in the county due to limited inventory and consistent interest from affluent buyers. Madison's combination of beaches, quality services, and community appeal supports long-term appreciation.
2415 Durham Road
Madison, Connecticut 06443
$880,000 | Active
2 Beds | 2 Baths | 1795 Sqft | 7.49 Acres | 67 Days on Market
Property Type: Single Family For Sale
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 youll find a large, detached 2-car garage and off t...
23 Sheep Pasture Road
Madison, Connecticut 06443
$2,295,000 | Active
4 Beds | 6 Baths | 4700 Sqft | 2.62 Acres | 211 Days on Market
Property Type: Single Family For Sale
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-f...
92 Scotland Avenue
Madison, Connecticut 06443
$2,290,000 | Active
5 Beds | 5 Baths | 4143 Sqft | 0.55 Acres | 218 Days on Market
Property Type: Single Family For Sale
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 wi...
17 Barberry Lane
Madison, Connecticut 06443
$3,000,000 | Coming Soon
4 Beds | 6 Baths | 4833 Sqft | 0.4 Acres | Days on Market
Property Type: Single Family For Sale
RARE OPPORTUNITY in the highly sought-after Barberry Farms Association! With only two MLS sales since 2021, homes in this premier beach community seldom become available. Enjoy private access to a wonderfully wide and deep sandy beach that has storage bins & an area for kayaks an...
66 Wildcat Road
Madison, Connecticut 06443
$349,900 | Active
2 Beds | 1 Baths | 625 Sqft | 0.15 Acres | 5 Days on Market
Property Type: Single Family For Sale
Nestled in picturesque Madison, Connecticut, this cottage is your private sanctuary, tucked away from the citys hustle and bustle. Enjoy serene surroundings, lush trees, and the beauty of nature. Blissful Outdoor Living: Step outside to savor the fresh country air in your spaciou...
40 East Street
Madison, Connecticut 06443
$235,000 | Active
1 Beds | 1 Baths | 732 Sqft | 0.05 Acres | 6 Days on Market
Property Type: Single Family For Sale
Enjoy the best the shoreline has to offer in this charming seasonal summer cottage. Bring your swimsuits, sunscreen, and a book... and move right into this furnished, turnkey summer house. One of the largest cottages, this home has central air, 2-3 parking spaces, and a lovely lo...
2125 Durham Road
Madison, Connecticut 06443
$769,900 | Active
4 Beds | 4 Baths | 3056 Sqft | 3.8 Acres | 6 Days on Market
Property Type: Single Family For Sale
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 ...
25 Samantha Lane
Madison, Connecticut 06443
$579,000 | Active
3 Beds | 3 Baths | 1944 Sqft | 0.36 Acres | 9 Days on Market
Property Type: Single Family For Sale
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-perfe...
16 North Street
Madison, Connecticut 06443
$138,000 | Active
1 Beds | 1 Baths | 476 Sqft | 0.05 Acres | 140 Days on Market
Property Type: Single Family For Sale
Escape to the Connecticut shoreline with this beautifully maintained seasonal cottage in Duds Village in Madison-the perfect summer retreat just minutes from the beach. Located less than one mile from Hammonasset Beach State Park, Connecticuts largest shoreline park, this charmin...
27 Pine Ridge Drive
Madison, Connecticut 06443
$500,000 | Active
4 Beds | 2 Baths | 2592 Sqft | 0.92 Acres | 13 Days on Market
Property Type: Single Family For Sale
Opportunity to make sweat equity, this home needs work. Kitchen, living room, dining room, 4 bedrooms, 2 baths, 2 car garage make up this expanded ranch on a lovely level lot on cul-de-sac. The dining room could be a second family room. Open flow for entertaining. Just minutes to...
32 North Street
Madison, Connecticut 06443
$149,900 | Active
2 Beds | 1 Baths | 592 Sqft | 0.05 Acres | 110 Days on Market
Property Type: Single Family For Sale
With a new roof in process, 32 North Street is calling you home! Set on one of the largest lots in Duds Village, this lovely cottage is the idyllic seasonal abode. Equipped with 2 bedrooms, 1 full bath, and an outdoor shower, you will surely enjoy your summers along the Madison s...
24 Indigo Trail
Madison, Connecticut 06443
$2,650,000 | Under Contract - Continue
4 Beds | 5 Baths | 6194 Sqft | 5.65 Acres | 113 Days on Market
Property Type: Single Family For Sale
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 win...
52 Wharf Road
Madison, Connecticut 06443
$1,985,000 | Under Contract
5 Beds | 3 Baths | 2920 Sqft | 0.74 Acres | 141 Days on Market
Property Type: Single Family For Sale
Welcome to the highly desirable East Wharf area, where this Shingle-Style residence is surrounded by high-value properties. Sited on a generous 3/4-acre lot with a private rear yard and patio, this home offers 2,920 square feet of flexible living space. Step onto the welcoming fr...
81A Middle Beach Road
Madison, Connecticut 06443
$2,495,000 | Under Contract
4 Beds | 3 Baths | 3321 Sqft | 1.12 Acres | 74 Days on Market
Property Type: Single Family For Sale
NEW PRICE. Set back from Middle Beach Rd and sited 25 above sea level (so no flood insurance needed!) with deeded beach rights and views of Long Island Sound is a like-new (completed in 2023) charming 4 bedroom, Cape Cod style home on an unusually large 1.12 acre lot. The open pl...
262 Mungertown Road
Madison, Connecticut 06443
$1,750,000 | Active
4 Beds | 4 Baths | 2913 Sqft | 2.32 Acres | 27 Days on Market
Property Type: Single Family For Sale
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 M...
170 Mungertown Road
Madison, Connecticut 06443
$699,900 | Under Contract - Continue
4 Beds | 2 Baths | 2348 Sqft | 0.99 Acres | 6 Days on Market
Property Type: Single Family For Sale
**7/26/26 Open House Cancelled** Updated, 4-bedroom, 2-bathroom New England gem boasting 2,348 square feet of thoughtfully designed living space. Pride of ownership shines through with improvements already completed for you, including a new roof (2026), freshly painted exterior (...
238 Scotland Road
Madison, Connecticut 06443
$725,000 | Under Contract
5 Beds | 4 Baths | 3224 Sqft | 0.97 Acres | 33 Days on Market
Property Type: Single Family For Sale
Welcome to 238 Scotland Road, a rare 5-bedroom home with private in-law accommodations, pool, situated on nearly an acre of privacy. A lovingly cared-for home offering exceptional space, comfort, and versatility. Features include hardwood floors throughout, central air conditioni...
33 Madison Avenue
Madison, Connecticut 06443
$1,395,000 | Under Contract
2 Beds | 3 Baths | 2378 Sqft | 0.47 Acres | 2 Days on Market
Property Type: Single Family For Sale
Built in 1998, this distinctive shingle-style contemporary is ideally located within walking distance of East Wharf Beach, downtown Madison, and its charming shops and restaurants. Exceptional stonework, lush gardens, and a tranquil pond create a private outdoor oasis that you en...
15 Highland Terrace
Madison, Connecticut 06443
$2,190,000 | Active
5 Beds | 3 Baths | 3172 Sqft | 0.29 Acres | 27 Days on Market
Property Type: Single Family For Sale
COME EXPERIENCE THIS ONE-OF-A-KIND, FULLY RENOVATED MADISON HOME ON A RARE DOUBLE LOT WITH PRIVATE BEACH RIGHTS! Just 300 feet from the sandy shoreline, this exceptional home has been completely reimagined from a traditional raised ranch into a stunning elevated ranch with a bri...
20 Forest Hills Drive
Madison, Connecticut 06443
$739,000 | Under Contract - Continue
3 Beds | 2 Baths | 1913 Sqft | 1.07 Acres | 35 Days on Market
Property Type: Single Family For Sale
Picture-perfect English Cape built in 1935, brimming with timeless charm and classic architectural details. A welcoming center-hall foyer features graceful archways leading to the formal living room, where custom built-ins frame the fireplace, and the elegant dining room with its...
371 Race Hill Road
Madison, Connecticut 06443
$537,000 | Active
3 Beds | 2 Baths | 1236 Sqft | 1.12 Acres | 31 Days on Market
Property Type: Single Family For Sale
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 on...
99 Garnet Park Road
Madison, Connecticut 06443
$1,799,900 | Under Contract - Continue
4 Beds | 3 Baths | 2957 Sqft | 1.59 Acres | 65 Days on Market
Property Type: Single Family For Sale
Stunning waterfront home with water views on both sides, offering a rare coastal setting in an upscale neighborhood surrounded by multimillion-dollar properties. Enjoy breathtaking views from the rear of the home and expansive backyard, along with shared waterfront access across ...
706 Green Hill Road
Madison, Connecticut 06443
$925,000 | Under Contract - Continue
4 Beds | 4 Baths | 4191 Sqft | 1.38 Acres | 16 Days on Market
Property Type: Single Family For Sale
Situated on over an acre of manicured grounds, this custom-built Colonial blends traditional charm and modern convenience. An inviting front porch welcomes you into a thoughtfully designed floor plan. The main floor flows effortlessly from each room to the next. The eat-in kitche...
1308 Durham Road
Madison, Connecticut 06443
$1,378,800 | Under Contract - Continue
3 Beds | 3 Baths | 2767 Sqft | 4.38 Acres | 35 Days on Market
Property Type: Single Family For Sale
Originally built in 1825, this residence has been thoughtfully updated to preserve its historic essence while incorporating modern conveniences. Nestled on a generous 4.38-acre lot, this extraordinary home boasts 3 spacious bedrooms and 2.5 beautifully appointed bathrooms within ...
49 Hammonassett Meadows Road
Madison, Connecticut 06443
$799,000 | Under Contract
4 Beds | 3 Baths | 2260 Sqft | 1.45 Acres | 14 Days on Market
Property Type: Single Family For Sale
LOCATION, LOCATION...This 4BR, 2.5 Bath home is in absolutely pristine condition. Meticulously maintained by the original owner, this home has been loved and cared for and it really shows! Located in the very desirable neighborhood, Hammonassett Meadows, and situated on a 1.45 ac...
89 Summer Hill Road
Madison, Connecticut 06443
$769,000 | Under Contract - Continue
4 Beds | 3 Baths | 2647 Sqft | 1.25 Acres | 42 Days on Market
Property Type: Single Family For Sale
Set on a beautiful, private 1.25-acre lot in one of Madisons sought-after neighborhoods, this spacious, well maintained Colonial offers exceptional flexibility and comfort with nine rooms plus an additional sunroom. The kitchen is updated with granite countertops and newer applia...
94 Warpas Road
Madison, Connecticut 06443
$639,000 | Under Contract
4 Beds | 2 Baths | 2137 Sqft | 1.01 Acres | 31 Days on Market
Property Type: Single Family For Sale
Welcome to 94 Warpas Road, a carefully maintained Cape-style home on a picturesque 1-acre lot in one of Madisons most desirable locations. This 4-bedroom home blends classic New England charm with modern updates. Situated directly across from protected land trust property with hi...
3 Longview Terrace
Madison, Connecticut 06443
$925,000 | Active
3 Beds | 4 Baths | 3734 Sqft | 0 Acres | 30 Days on Market
Property Type: Single Family For Sale
Give away the leaf blower and the yard tools (or sell, whichever you prefer) and get ready to enjoy life on a peaceful cul-de-sac in Madisons highly desirable Strathmore Farms community with natural gas and city water, 3 Longview Terrace is an exceptional stand-alone condominium ...
98 Bishop Lane
Madison, Connecticut 06443
$899,000 | Under Contract
4 Beds | 3 Baths | 2303 Sqft | 0.92 Acres | 2 Days on Market
Property Type: Single Family For Sale
Set gracefully on a beautifully landscaped property framed by classic New England stone walls, this timeless Colonial has been thoughtfully refreshed and offers the perfect balance of warmth, charm, and modern comfort. A welcoming covered front porch opens an inviting interior wi...
45 Island Avenue
Madison, Connecticut 06443
$3,495,000 | Active
5 Beds | 6 Baths | 5657 Sqft | 1.57 Acres | 121 Days on Market
Property Type: Single Family For Sale
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. ...
320 Summer Hill Road
Madison, Connecticut 06443
$675,000 | Under Contract
4 Beds | 3 Baths | 2536 Sqft | 1.11 Acres | 19 Days on Market
Property Type: Single Family For Sale
** NOTICE: Multiple-offer situation - Sellers request that the Highest & Best Offer be submitted by 9 PM Thursday, 7/16. ** Take a 3D Tour or Enjoy a Video Walkthrough 24/7! Set on 1.1 acres, this 2,536 SF Contemporary offers 4 BR, 2.5 Baths & a great opportunity for Buyers ready...
61 Hartford Avenue
Madison, Connecticut 06443
$2,100,000 | Under Contract - Continue
3 Beds | 4 Baths | 3306 Sqft | 0.13 Acres | 147 Days on Market
Property Type: Single Family For Sale
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 deck...
880 Boston Post Road
Madison, Connecticut 06443
$2,295,000 | Under Contract - Continue
4 Beds | 4 Baths | 3697 Sqft | 0.65 Acres | 83 Days on Market
Property Type: Single Family For Sale
The historic c. 1904 Scranton Homestead, described as a Colonial Revival gem, has come to the market! This much admired 3700 sf in town landmark offers an estate feel on a large, beautifully landscaped lot providing both privacy and convenience, moments from the village center a...
148 Mungertown Road
Madison, Connecticut 06443
$1,200,000 | Active
4 Beds | 4 Baths | 2338 Sqft | 3 Acres | 33 Days on Market
Property Type: Single Family For Sale
Step into a story nearly three centuries in the making. Tucked away on a total of 3 enchanting acres along Connecticuts picturesque shoreline, this extraordinary circa-1752 former Helen Foster Snow homestead is a place where history whispers through every room and timeless beauty...
36 Devonshire Lane
Madison, Connecticut 06443
$799,000 | Under Contract
4 Beds | 3 Baths | 3472 Sqft | 1.9 Acres | 4 Days on Market
Property Type: Single Family For Sale
Welcome to this exquisite 4-bedroom, 2.5-bath colonial home, where classic design meets modern luxury. This property offers an ideal combination of space, style, and comfort. Enter an inviting entryway into a spacious foyer with beautiful hardwood floors, that flow throughout the...
33 River Edge Farms Road
Madison, Connecticut 06443
$1,650,000 | Under Contract
3 Beds | 3 Baths | 2416 Sqft | 1.01 Acres | 5 Days on Market
Property Type: Single Family For Sale
An exceptional home designed for effortless luxury and unforgettable entertaining, where every detail has been thoughtfully imagined, expertly crafted, and beautifully executed. At the heart of the home is an award-winning kitchen that has been featured in multiple publications a...
476 Summer Hill Road
Madison, Connecticut 06443
$650,000 | Under Contract
4 Beds | 3 Baths | 2057 Sqft | 1.24 Acres | 30 Days on Market
Property Type: Single Family For Sale
This turnkey, sun-filled Colonial situated south of Route 80 in Madison perfectly blends meticulous maintenance with smart, modern updates. The gracious main level features elegant French doors opening to a bright living room, a generous formal dining room- a perfect place for fa...
31 Martleshamheath Lane
Madison, Connecticut 06443
$699,000 | Under Contract
3 Beds | 4 Baths | 3225 Sqft | 1.89 Acres | 3 Days on Market
Property Type: Single Family For Sale
Nestled on a secluded 1.89-acre wooded lot in the desirable seaside town of Madison, this beautiful Colonial offers unparalleled privacy and peace. Tucked away with a creek and bridge leading to hundreds of acres of open space, the property feels like your own private sanctuary-q...
26 Bassett Lane
Madison, Connecticut 06443
$1,950,000 | Active
3 Beds | 4 Baths | 2160 Sqft | 0.21 Acres | 90 Days on Market
Property Type: Single Family For Sale
Completely rebuilt and expanded in 2026, this custom coastal home with deeded beach rights is located in Madisons charming Seafields Association. Thoughtfully designed with designer details throughout, the home provides elevated shoreline living with glimpses of Long Island Sound...
101 Sandelwood Drive
Madison, Connecticut 06443
$519,000 | Under Contract - Continue
3 Beds | 3 Baths | 2196 Sqft | 0.51 Acres | 21 Days on Market
Property Type: Single Family For Sale
Move right into this beautifully maintained 3-4 bedroom, 2.5-bath Raised Ranch in a desirable South Madison neighborhood, perfectly situated between Madison and Guilford. This inviting home features gleaming hardwood floors, an updated kitchen with new cabinetry, a cozy gas firep...
10 Salem Road
Madison, Connecticut 06443
$460,000 | Under Contract - Continue
3 Beds | 2 Baths | 1865 Sqft | 0.51 Acres | 65 Days on Market
Property Type: Single Family For Sale
Welcome to this well-maintained home offering a flexible layout and thoughtful updates throughout. Step into a welcoming foyer that opens into a bright living room filled with natural light from multiple windows. From here, the layout flows seamlessly into the dining area, where ...
101 Garnet Park Road
Madison, Connecticut 06443
$2,250,000 | Under Contract
4 Beds | 4 Baths | 3822 Sqft | 3.39 Acres | 75 Days on Market
Property Type: Single Family For Sale
Its the stillness of the marsh..calm, quiet and ever-changing. This home captures nearly 270 degrees of protected landscape and water views, making the setting feel peaceful, immersive and incredibly rare. Inside, every detail feels thoughtful and intentional. Sunlight pours in a...
1209 Durham Road
Madison, Connecticut 06443
$1,200,000 | Active
5 Beds | 6 Baths | 3832 Sqft | 3.84 Acres | 44 Days on Market
Property Type: Single Family For Sale
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 artists studio. This legacy property de...
7 3rd Street
Madison, Connecticut 06443
$169,900 | Under Contract
1 Beds | 1 Baths | 441 Sqft | 6 Acres | 77 Days on Market
Property Type: Single Family For Sale
New septic TBD B 4 close.tucked away like a hidden jewel at the shoreline, this storybook beach cottage captures the charm of coastal living.Approached by a classic brick landing, this cottage welcomes you with beachy curb appeal and a sense of relaxed living. Bathed in natural l...
64 Webster Point Road
Madison, Connecticut 06443
$2,195,000 | Under Contract
4 Beds | 4 Baths | 4010 Sqft | 0.34 Acres | 67 Days on Market
Property Type: Single Family For Sale
NEW PRICE BELOW RECENT APPRAISAL. One house from L.I. Sound on a quiet Webster Point Road cul-de-sac, this 4000+ sf house delivers the ideal shoreline life: deeded beach access, multi-level panoramic water views, walkable distance to the Hammonasset Trail, and a spacious interior...
73 Garnet Park Road
Madison, Connecticut 06443
$950,000 | Under Contract
3 Beds | 2 Baths | 2166 Sqft | 0.39 Acres | 6 Days on Market
Property Type: Single Family For Sale
Here is your opportunity to enjoy every season with a birds eye view of Madisons own, Neck River Marshlands. This home was fully rebuilt in 2022 by a premier Designer and Builder, including custom cabinetry, ship lap finishings and unique lighting. A chefs kitchen offers a six-bu...
190 Wildcat Road
Madison, Connecticut 06443
$1,199,000 | Under Contract
3 Beds | 3 Baths | 2451 Sqft | 1.38 Acres | 9 Days on Market
Property Type: Single Family For Sale
This Home Extensively updated and move-in ready Cape in prime downtown Madison location less than two miles from downtown and all beaches. Main floor master with en-suite, marble spa bathroom, sitting room, and huge walk-in closet. Interior upgrades include: new HVAC 3-zone syste...
137 Liberty Street
Madison, Connecticut 06443
$2,295,000 | Under Contract
5 Beds | 6 Baths | 5543 Sqft | 0.66 Acres | 91 Days on Market
Property Type: Single Family For Sale
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 ...
81 Strawberry Hill Road
Madison, Connecticut 06443
$1,975,000 | Active
4 Beds | 4 Baths | 2850 Sqft | 2.07 Acres | 181 Days on Market
Property Type: Single Family For Sale
Modern luxury meets sustainable living in a premier location. Set on more than two private acres in one of the areas most sought-after neighborhoods, this brand-new contemporary home offers a bright, open-concept design that blends sophisticated style with everyday comfort. At th...
85 Garnet Park Road
Madison, Connecticut 06443
$2,800,000 | Under Contract
4 Beds | 6 Baths | 4854 Sqft | 0.93 Acres | 45 Days on Market
Property Type: Single Family For Sale
A home that captures you-and doesnt let go. Nestled along the quiet edge of the Neck River, this is one of those rare offerings where design, setting and detail immediately leave an impression. From the moment you arrive, the front porch sets the tone for what unfolds beyond it. ...
86A Wharf Road
Madison, Connecticut 06443
$1,300,000 | Under Contract
3 Beds | 2 Baths | 1824 Sqft | 0.53 Acres | 5 Days on Market
Property Type: Single Family For Sale
Rare opportunity to own in one of Madisons most coveted shoreline locations. Just steps from East Wharf Beach and a short stroll to downtown Madisons shops, acclaimed restaurants, and vibrant village center, this 3-bedroom, 2-full-bath residence captures the essence of Connecticu...
32 Liberty Street
Madison, Connecticut 06443
$1,299,000 | Active
3 Beds | 3 Baths | 1188 Sqft | 0.47 Acres | 63 Days on Market
Property Type: Single Family For Sale
Rare coastal compound opportunity in Madisons 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 fou...
77 Silo Hill
Madison, Connecticut 06443
$1,300,000 | Active
5 Beds | 4 Baths | 4783 Sqft | 4.12 Acres | 63 Days on Market
Property Type: Single Family For Sale
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 o...
92 Fourth Avenue
Madison, Connecticut 06443
$142,900 | Active
2 Beds | 1 Baths | 396 Sqft | 0.05 Acres | 117 Days on Market
Property Type: Single Family For Sale
Nestled in the heart of picturesque Madison, this charming 2-bedroom, 1-bathroom seasonal cottage offers a serene sanctuary for enjoying summers along the shoreline. With a cozy living space, this quaint abode is perfectly designed for those seeking a peaceful beachside getaway. ...
9 Randi Drive
Madison, Connecticut 06443
$899,900 | Under Contract - Continue
4 Beds | 3 Baths | 2807 Sqft | 0.99 Acres | 57 Days on Market
Property Type: Single Family For Sale
Nestled on sought-after Randi Drive, this beautifully maintained Colonial offers spacious living in a prime Madison location. The home features a formal living room and dining room, a large kitchen with a sunny breakfast area, and an oversized family room with a fireplace and woo...
37 Lantern Hill Road
Madison, Connecticut 06443
$2,875,000 | Under Contract
5 Beds | 6 Baths | 7139 Sqft | 0.97 Acres | 101 Days on Market
Property Type: Single Family For Sale
An unbeatable location, 37 Lantern Hill is set in one of Madisons 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 ...
153 Middle Beach Road
Madison, Connecticut 06443
$2,150,000 | Active
4 Beds | 2 Baths | 2251 Sqft | 0.7 Acres | 76 Days on Market
Property Type: Single Family For Sale
Rare opportunity to own a Nantucket-style coastal retreat on coveted Middle Beach Road in Madison. Just moments from East Wharf Beach and downtown, this distinctive property offers timeless shoreline charm, a huge porch, breathtaking tidal marsh views, and glimpses of Long Island...
3 Arrowhead Road
Madison, Connecticut 06443
$875,000 | Under Contract
3 Beds | 4 Baths | 2160 Sqft | 0.19 Acres | 82 Days on Market
Property Type: Single Family For Sale
Embrace the enchantment of Shoreline Living at its finest with this sun-drenched haven at 3 Arrowhead, a jewel nestled in a quaint community with the river at your doorstep. As you step into this radiant abode, youre welcomed by a symphony of natural light and the serene melodies...
170 Devonshire Lane
Madison, Connecticut 06443
$1,089,000 | Under Contract
4 Beds | 3 Baths | 3706 Sqft | 1.96 Acres | 4 Days on Market
Property Type: Single Family For Sale
Set on 1.96 acres in a quiet subdivision, this stately Colonial offers the perfect blend of timeless elegance, modern updates, and exceptional outdoor living. The main level features an open floor plan with hardwood floors throughout. The beautifully remodeled kitchen, updated ju...
34 Beekman Place
Madison, Connecticut 06443
$1,395,000 | Under Contract
4 Beds | 4 Baths | 4806 Sqft | 1.42 Acres | 6 Days on Market
Property Type: Single Family For Sale
Impressive custom home in a private cul-de-Sac setting offering over 4,800 square feet of beautifully designed living space, this 4-bedroom, 3.5-bath home is set on a meticulously landscaped lot with a heated in-ground pool-perfect for both everyday living and entertaining. At th...
21 Pierce Lane
Madison, Connecticut 06443
$519,000 | Under Contract - Continue
3 Beds | 2 Baths | 1666 Sqft | 1.24 Acres | 84 Days on Market
Property Type: Single Family For Sale
Welcome to 21 Pierce Lane-an exceptional opportunity to own in one of Madisons most desirable in-town locations. Tucked away on a quiet dead-end cul-de-sac, this 3-bedroom home offers privacy, community, and incredible potential. Set on a level lot backing to Land Trust property ...
61 Bishop Lane
Madison, Connecticut 06443
$899,000 | Under Contract
4 Beds | 3 Baths | 2253 Sqft | 1.87 Acres | 4 Days on Market
Property Type: Single Family For Sale
Absolutely charming Cape Cod-style home set on 1.87 private acres, just minutes from downtown Madison. This builders own residence has been thoughtfully rebuilt from top to bottom in recent years with major updates including the roof, siding, AZEK trim, windows, interior doors, e...
30 Meeting House Lane
Madison, Connecticut 06443
$1,695,000 | Active
5 Beds | 4 Baths | 3912 Sqft | 1.6 Acres | 105 Days on Market
Property Type: Single Family For Sale
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 ...
441 Opening Hill Road
Madison, Connecticut 06443
$1,975,000 | Active
4 Beds | 2 Baths | 3882 Sqft | 15.36 Acres | 131 Days on Market
Property Type: Single Family For Sale
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 cat...
42 Wildcat Road
Madison, Connecticut 06443
$325,000 | Under Contract
3 Beds | 1 Baths | 1080 Sqft | 1.04 Acres | 19 Days on Market
Property Type: Single Family For Sale
Ranch-style single-family home situated on 1 acre, just 5 minutes from Hammonasset State Beach. The property features classic New England stone walls surrounding much of the land, along with a detached two-car garage. Inside, has nice looking exposed beams! Then living room, kitc...
462 Horse Pond Road
Madison, Connecticut 06443
$1,375,000 | Under Contract
4 Beds | 4 Baths | 4357 Sqft | 1.28 Acres | 31 Days on Market
Property Type: Single Family For Sale
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, restau...
Bushnell Lane
Madison, Connecticut 06443
$1,250,000 | Under Contract
2 Beds | 4 Baths | 2000 Sqft | 1.02 Acres | 132 Days on Market
Property Type: Single Family For Sale
Location, location, location! Build your home in the shoreline town of Madison! This proposed 2000sf modern farmhouse style home has a first floor primary bedroom, 3 full baths with additional space for an office, a rec room and an open floor plan. Vaulted ceilings, lots of natur...
31 Stony Lane Lot 2 Road
Madison, Connecticut 06443
$1,890,000 | Under Contract
4 Beds | 4 Baths | 3400 Sqft | 0.46 Acres | 290 Days on Market
Property Type: Single Family For Sale
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 distan...
26 Opening Hill Road
Madison, Connecticut 06443
$1,450,000 | Under Contract
4 Beds | 3 Baths | 4357 Sqft | 2.18 Acres | 49 Days on Market
Property Type: Single Family For Sale
2024 is the year to have the home of your dreams! Come see this gorgeous enclave of four to-be-built houses in an ideal location less than 10 minutes from the center of Madison, with restaurants, beaches, shops, and the historic Green all within 5 miles. Surrounded by natural woo...
38 Opening Hill Road
Madison, Connecticut 06443
$1,500,000 | Under Contract
5 Beds | 4 Baths | 4357 Sqft | 1.83 Acres | 47 Days on Market
Property Type: Single Family For Sale
2024 is the year to have the home of your dreams! Come see this gorgeous enclave of four to-be-built houses in an ideal location less than 10 minutes from the center of Madison, with restaurants, beaches, shops, and the historic Green all within 5 miles. Surrounded by natural woo...