Madison Homes for Sale

Welcome to Madison, Connecticut – a charming coastal gem nestled in New Haven County. Known for its picturesque landscapes, rich history, and vibrant community, Madison offers a perfect blend of small-town charm and modern amenities. With its stunning shoreline along Long Island Sound, residents enjoy a variety of outdoor activities, including boating, fishing, and scenic walks along the beach. The town is also home to beautiful parks, top-rated schools, and a lively downtown area filled with boutique shops, delightful eateries, and cultural attractions.

Madison boasts a diverse selection of homes for sale, catering to various lifestyles and preferences. Whether you’re seeking a cozy cottage near the beach, a spacious family home in a tranquil neighborhood, or a luxurious estate with breathtaking views, Madison has something for everyone. The real estate market here is thriving, with properties that reflect the town’s character and charm. Many homes feature classic New England architecture, complete with inviting front porches and beautifully landscaped yards.

Living in Madison means being part of a close-knit community that values connection and engagement. The town hosts numerous events throughout the year, from farmers’ markets to seasonal festivals, ensuring there’s always something to enjoy. With its friendly atmosphere, excellent schools, and convenient access to major highways and nearby cities, Madison is an ideal place to call home.

Explore the homes for sale in Madison and discover the perfect property that fits your lifestyle. Your dream home awaits in this enchanting coastal town!

Newest Madison Homes for Sale

$1,750,000

4 Beds ⋅ 5 Baths ⋅ 24191892 MLS

Build your custom dream home in South Madison! Welcome to this incredible opportunity in a prime location! Set on a level, treed, 2.32-acre lot on the hidden, more secluded end of Mungertown Road, offering PRIVACY and GREAT CONVENIENCE. Just THREE MILES to town and beaches, ONE MILE to Hand and Polson schools, and .25 MILES to the state-of-the-art Neck River Elementary, opened in 2025. Enjoy quick access to I-95 and the train. Work with an ELITE CONNECTICUT BUILDER with 35-PLUS YEARS EXPERIENCE to customize one of his flexible floor plans or BRING YOUR OWN! This property offers tremendous potential and versatility. Optional high-end features can be tailored to the buyer's taste, such as hardwood floors, crown molding, coffered or tray ceilings, and raised paneling. Personalize your home with your choice of cabinets, countertops, lighting, and tile fixtures, all built for LOW MAINTENANCE with multiple heating options available. Conveniently located near local shopping, dining, parks, and major commuter routes. A rare opportunity in an ideal Madison location-contact us today to start planning your dream build!

262 Mungertown Rd, Madison

$875,000

4 Beds ⋅ 3 Baths ⋅ 24194353 MLS

Incredible opportunity to own this classic four-bedroom Colonial in the highly sought-after Knob Hill neighborhood. Nestled on a lovely, quiet street just minutes from town and the beaches, this home is beautifully set back from the road, offering both privacy and curb appeal. The kitchen with vaulted ceilings opens to the family room and a stunning screened porch, creating the perfect flow for everyday living and entertaining. A full bath next to the office/guest room on the main level adds convenience and flexibility. Upstairs, you'll find four generously sized bedrooms, including a primary suite with its own private bath. The vaulted screened porch is a true highlight - an ideal place to relax and enjoy the peaceful surroundings. Step outside to a brick patio overlooking the private backyard, perfect for outdoor gatherings or quiet evenings. The finished lower level provides additional living space for recreation, a playroom, home gym, or office, along with a second fireplace and ample storage. Additional features include a brand new roof, recently painted exterior, city water, central air conditioning, potting shed, and a two-car garage. Knob hill is a one of a kind neighborhood, holiday get togethers, 4th of July bike parade and safe walking and biking. Located just north of the Boston Post Rd.

25 Knob Hill Rd, Madison

$2,190,000

5 Beds ⋅ 3 Baths ⋅ 24191331 MLS

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 bright, open-concept floor plan designed for modern living and effortless entertaining. Every detail has been thoughtfully curated to blend contemporary elegance with coastal charm. The main level features a spectacular chef's kitchen anchored by a nearly 10-foot white quartz island, premium appliances, and exceptional finishes. Two driveways provide ample parking, while two sets of washers and dryers offer added convenience. Multiple living spaces are bathed in natural light, including a breathtaking sunroom with brand-new oversized Marvin picture windows framing serene views toward Long Island Sound. A spacious hallway leads to a beautifully renovated full bath, a conveniently located laundry area, and the luxurious primary suite. Originally two bedrooms, this private retreat now offers a remarkable 9' x 12' walk-in closet and a spa-inspired ensuite featuring a double vanity, dual rain showers, and built-in shower benches. The finished lower level includes three generously sized bedrooms, a beautifully renovated full bath with a double vanity, a second brand-new washer and dryer, and an expansive family room, providing flexible space for guests, recreation, or relaxing after a day at the beach!

15 Highland Ter, Madison

$649,000

4 Beds ⋅ 2 Baths ⋅ 24191346 MLS

Charming Colonial in a central location just minutes from downtown, beautiful town beaches, schools, and with easy access to major highways. Brimming with character and timeless appeal, this home offers a wonderful layout for both everyday living and entertaining. The welcoming family room, featuring a gas fireplace and vaulted ceiling, serves as the heart of the home and flows seamlessly into the kitchen and sunroom. The charming kitchen offers a center island and opens to the dining area, allowing the cook to stay connected with family and guests. A spacious front-to-back living room provides an additional inviting space to relax or entertain. Upstairs, you'll find four bedrooms, including a comfortable primary bedroom, along with a full bath. The full unfinished basement offers laundry, abundant storage, and potential for future expansion. Filled with natural light, the sunroom is the perfect spot to enjoy your morning coffee or unwind while taking in views of the backyard. Step outside to a private deck with plenty of room for outdoor dining and gatherings. The generous backyard offers ample space for a game of catch, a playset, or simply enjoying the outdoors. Come home and enjoy everything Madison has to offer.

496 Green Hill Rd, Madison

$925,000

3 Beds ⋅ 4 Baths ⋅ 24193091 MLS

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 Madison's highly desirable Strathmore Farms community, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that opens to a family room with a fireplace as a focal point, and rounded out with a dedicated home office/flex space. The beautiful eat-in kitchen is the heart of the home with sliding doors that open to a large deck overlooking the meadow. Beyond the elegant interior, this property is a dream for nature enthusiasts, offering access to the community gazebo as well as kayaking, paddle boarding, and birdwatching. Enjoy the marsh-view setting, the quick two-mile drive to the stunning shoreline of Hammonasset Beach State Park, and convenience to Madison village. This home combines the space and privacy of a detached home with a premier, carefree lifestyle.

3 Longview Ter Unit 3, Madison

$699,900

4 Beds ⋅ 2 Baths ⋅ 24192861 MLS

**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 (2026), a replaced septic system (2021), and a new well (2020). Interior features include a gorgeous remodeled kitchen with quartzite counters and stainless steel appliances that flows into a family room featuring dramatic cathedral ceilings and easy access to the rear yard entertaining space. The exterior is a true staycation paradise. The level backyard hosts a pristine in-ground pool paired with a dedicated pool shed equipped with electricity-ideal for pool storage. Peace of mind thanks to an upgraded 200-amp electrical service complete with a generator transfer switch. Perfectly situated just north of Route 1, this home offers the ultimate shoreline lifestyle. Enjoy being just a 5-minute drive to Madison's quintessential town center and a quick 8-minute drive to the beach. Move right in and start enjoying summer by the pool!

170 Mungertown Rd, Madison

$550,000

3 Beds ⋅ 2 Baths ⋅ 24192835 MLS

A rare investment opportunity with unmatched storage and garage space! Tucked away on a private 2-acre lot just minutes from I-95 and everything Madison has to offer, this unique property combines immediate rental income with an incredible opportunity for the next owner. The 3-bedroom home is currently tenant-occupied, generating $2,500 per month in rental income, while the expansive detached garage remains available for the owner's exclusive use. The home offers a functional layout with three bedrooms and a full basement, providing both comfort and future potential. The true highlight, however, is the exceptional 1,800+ square-foot garage featuring soaring ceilings, 12-foot door openings, and enough room to accommodate up to 10 vehicles. Whether you're a car collector, RV owner, contractor, hobbyist, or entrepreneur looking for the ultimate workshop or storage space, this impressive garage is a rare find. Offering privacy, convenience, income potential, and an unmatched garage setup, this is a one-of-a-kind property.

141 Duck Hole Rd, Madison

$1,100,000

3 Beds ⋅ 4 Baths ⋅ 24190527 MLS

This exceptional ranch-style home is set on a beautifully landscaped lot just minutes from Madison's charming town center and sandy beaches. A semi-circular driveway, classic brick and clapboard exterior, stone walls, and mature plantings create a stunning first impression.Step into the sun-filled two-story foyer and discover elegant finishes throughout, including hardwood floors, crown molding, tray ceilings, custom millwork, wainscoting, and built-in cabinetry. The inviting Great Room is anchored by a propane fireplace with an inset heater, while the chef's kitchen features off-white cabinetry, soapstone countertops, a Viking 6-burner propane cooktop, Thermador refrigerator, Bosch dishwasher, wine cooler, undermount microwave drawer, plus a pantry. The heated sunporch with two new skylights opens to an expansive Trex deck with awning and fenced backyard-perfect for relaxing. The spacious primary suite offers walk-in closets, a spa-inspired bath with travertine counters, tiled shower, private deck access, and a convenient stackable washer and dryer in an adjacent closet. Two additional bedrooms, a private office (or potential fourth bedroom), a second laundry room, and a finished lower level (983 sq ft) with custom built-in cabinetry and bookshelves provide extra living space. A walk-up floored attic with a cedar closet offers added storage. 3 zone hydro-air heating and cooling, a whole-house generator, irrigation system, solar panels, a 3 car garage with epoxy floor too!

72 Strawberry Hill Rd, Madison

$519,000

3 Beds ⋅ 3 Baths ⋅ 24188102 MLS

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 fireplace, a spacious primary suite, and a sun-filled four-season room overlooking the private backyard. The finished walkout lower level adds exceptional living space with a family room, wood-burning fireplace, additional bedroom, half bath, and endless possibilities for a home office, gym, or recreation room. Enjoy a level, private yard just minutes from charming town centers, beautiful beaches, and everything the Connecticut shoreline has to offer.

101 Sandelwood Dr, Madison

$1,200,000

4 Beds ⋅ 4 Baths ⋅ 24190199 MLS

Step into a story nearly three centuries in the making. Tucked away on a total of 3 enchanting acres along Connecticut's picturesque shoreline, this extraordinary circa-1752 former Helen Foster Snow homestead is a place where history whispers through every room and timeless beauty meets modern living. Ideally located just minutes from the area's scenic shoreline destinations, including Hammonasset Beach State Park (~5 miles) and the Surf Club Beach (~4 miles), this exceptional property offers the rare combination of historic charm, privacy, and coastal living. Once home to the renowned journalist, author, and humanitarian, the property carries a remarkable legacy while inviting its next steward to become part of its continuing story. Thoughtfully updated while preserving its remarkable character, the four-bedroom, four-bath residence is filled with warmth, craftsmanship, and the kind of charm that simply cannot be recreated. Wide-plank floors, hand-hewn beams, period details, and sun-filled spaces speak to generations of care, while thoughtful modern updates offer the comfort and convenience of today's lifestyle.

148 Mungertown Rd, Madison

$537,000

3 Beds ⋅ 2 Baths ⋅ 24189398 MLS

This home is located in the desirable shoreline town of Madison! Nestled on a peaceful 1.12-acre lot, this charming 3-bedroom, 1.5-bath ranch offers the perfect blend of privacy, comfort, and opportunity. Step inside to find a functional, light-filled layout designed for easy one-level living. The spacious living area flows into the kitchen and dining space, creating an inviting atmosphere for everyday living and entertaining. The generous yard provides endless possibilities for gardening, outdoor gatherings, or simply enjoying the tranquil surroundings. Conveniently located just minutes from Madison's beautiful beaches, vibrant downtown, shopping, restaurants, parks, and major commuter routes, this home offers the best of country living with easy access to town amenities. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment opportunity, this property is ready for your personal touch. Don't miss your chance to own a home in one of Connecticut's most sought-after shoreline communities!

371 Race Hill Rd, Madison

$925,000

4 Beds ⋅ 4 Baths ⋅ 24188945 MLS

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 kitchen features stainless steel appliances and sliders to a rear deck. A see-through wood-burning fireplace creates a focal point between the kitchen and formal dining room, while the living room offers a propane fireplace. A full bath and main floor laundry add everyday convenience. The upper level features a primary suite with a walk-in closet - finished with a full bathroom including a jetted tub, a shower and toilet room. An additional generously sized bedroom includes a walk-in closet with access to a full bathroom. Completing the upper level are two more bedrooms, providing plenty of space. The lower level expands the living space with over 1,000 square feet of finished recreation area and bathroom, with walk-out access and stairs leading directly to the three-car garage. Above the garage, a lofted area ensures ample storage. With a newer roof, fresh carpeting, and a newly resurfaced rear deck overlooking the beautiful yard, this maintained home is move-in ready.

706 Green Hill Rd, Madison

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