Madison CT Real Estate & Homes for Sale

Step into this one-of-a-kind 1747 post-and-beam modern farmhouse that blends historic charm with contemporary luxury. Nestled on a serene and private 1.2-acre lot, this property offers the perfect retreat while being thoughtfully updated for modern living. The interior boasts beautifully preserved, original hardwood floors that exude timeless character throughout the home. A fully renovated kitchen features granite countertops, stainless steel appliances, and ample recessed lighting, creating a bright and airy space. Additionally, a spacious loft above the two-car garage provides endless possibilities for expansion or creative use. The property has been meticulously updated with modern systems, including a brand-new central air system, septic tank, and well pump, ensuring comfort and efficiency. The floors have been leveled, and the abundance of recessed lighting throughout the home highlights its beautiful features. The exterior has been completely refreshed with a brand-new roof, sidewalks, and an expansive patio perfect for entertaining. The property backs up to water company land, ensuring no future development behind you, and a charming shed adds functionality and aesthetic appeal. Set back from the road for added privacy, this incredible blend of old-world craftsmanship and contemporary updates makes it a truly unique and desirable property.

This stunning 3-bedroom, 2.5-bath colonial is truly turn-key, offering 2,386 sq. ft. Additionally, the rec room is easily used as a 4th bedroom! Set on a beautiful, flat acre next to preserved land, this home provides a great location, just minutes from town, beaches, and highways. Completely remodeled in 2018, this home features gleaming hardwood floors and Pella windows. The heart of the home is the custom-designed chef's kitchen, seamlessly blending into the open-concept dining area, creating a spacious and inviting atmosphere. Built with high-end cabinetry and premium finishes, this kitchen is both stylish and functional. The spacious living room, anchored by a natural gas fireplace, adds warmth and charm. All three bedrooms and rec room upstairs have abundant natural light. The expansive primary suite provides a luxurious retreat. Both the basement and breezeway present easy opportunities to expand the living space if desired. This home is as efficient as it is beautiful. Mechanicals were upgraded in 2018, including a natural gas heating system, Navien tankless water heater, and whole-house water system. Outdoor living is just as impressive. A newer Trex front deck and expansive concrete patio with a pavilion and gas fire pit are perfect for entertaining. The oversized two-car garage provides ample storage space. This move in-ready home is in pristine condition in one of Connecticut's most sought-after shoreline town

Welcome home to this classic 4-bedroom, 2.5-bath colonial located in the sought-after Neck River Farms neighborhood. The open floor plan includes a fantastic, remodeled kitchen with high-end cabinetry, a center island, double ovens, and granite countertops. The sunny breakfast area leads directly to the inviting family room with a vaulted ceiling and cozy fireplace. While the formal living and dining rooms offer the perfect spaces for gatherings and celebrations. The sunroom, with its vaulted ceilings, has been updated for year-round enjoyment, featuring both heat and central air. Upstairs, the primary suite is a true retreat, complete with a beautifully updated bath that includes a large shower, soaking tub, and double sinks. Three additional nicely sized bedrooms provide plenty of space for family or guests. The walk-out lower level offers endless possibilities, whether you need extra storage or envision additional finished living space. Step outside to a private yard where a Trex deck and stone patio create the perfect outdoor oasis. Recent updates include exterior painting and a new HVAC system. Enjoy everything Madison has to offer-charming shops, delicious restaurants, and breathtaking beaches just moments away.

Absolutely incredible colonial perfectly nestled in a fabulous neighborhood just minutes from town. This home has been beautifully updated with stunning finishes, creating a sophisticated inviting atmosphere. You'll be captivated by the natural sunlight streaming through with 9 brand-new skylights. The heart of the home is the spacious eat-in kitchen, with gleaming granite countertops, a walk-in pantry, & convenient wet bar with a built-in wine cooler-perfect for entertaining. Kit opens to the expansive family rooms with a fireplace & direct access to one of the most remarkable features of this home. The breathtaking all-glass heated sunroom, offering year-round enjoyment and ability for seamless entertaining to the brand-new stone patio and beautifully landscaped yard. The newly installed irrigation system ensures a lush, green lawn.There is also a wonderful living room with a fireplace & a banquet-sized dining room, framed by a large picture window. 5 BIG BR's.The primary suite boasts 2 enormous walk-in closets, a luxurious bath w/radiant heated floors, & an office with walls of custom bookshelves-for quiet reading moments.The finished lower level has a gym & a playroom, catering to every lifestyle need. Additional upgrades include a new roof, new well pump & so much more.Low rental solar panel system helps reduce electric bills.Practicality meets elegance in the newly designed mudroom w/cubbies. This remarkable home has it all-luxury, function & unbeatable location.

Welcome to The Mews 2 bedroom 2-1/2 bath Luxury Townhome with Attached Garage! Prime in-town Madison location just steps from boutique shopping, fine dining, a world-class bookstore, theatre, and only half a mile from the stunning East Wharf Beach, this home truly defines the best of shoreline living. This expanded open-floor plan offers a blend of elegance, comfort, and functionality. An Entertainer's Dream: this home boasts a spacious, open flow with soaring 9+ foot ceilings and refined architectural details. Enjoy the freshly painted lower level, incredible light in the open kitchen and living room area, anchored by a gas-fed fireplace, which flows seamlessly into the expansive formal dining room, accessed through elegant French doors- a perfect setting for hosting intimate dinners or lively gatherings. The eat-in chef's kitchen is a standout, featuring top-tier appliances-Wolf gas range, Sub-Zero Refrigerator, and a Bausch microwave. Enjoy the generous counter space & custom cabinetry.

Situated in a desirable subdivision close to town, beaches, shopping, and schools, this beautifully maintained center hall Colonial blends timeless charm with modern convenience. The main floor welcomes you with a formal dining room and living room that frame the foyer, creating a sophisticated yet warm ambiance. The eat-in kitchen, complete with stainless steel appliances and a cozy breakfast nook, flows effortlessly into the family room, where a vaulted ceiling and gas fireplace create a stunning focal point. A bright four-season sunroom extends off this space, providing a serene retreat year-round. Additionally, a dedicated private office and a convenient powder room complete the main level. Upstairs, the spacious primary suite features a tray ceiling, walk-in closet and a luxurious ensuite bath with a large walk-in shower. Two additional generously sized bedrooms, another full bath, and well-placed laundry add to the home's thoughtful layout. The versatile bonus room on this level, featuring a large closet, offers exceptional flexibility-whether as a potential fourth bedroom, guest suite, or recreational space-with the potential to create a private entrance if desired. Outside, the professionally landscaped grounds are effortlessly maintained with a full irrigation system, ensuring curb appeal year-round. Offering the perfect balance of sophistication, comfort, and functionality, this stunning home is nestled in one of Madison's most sought-after neighborhoods.

Nestled in a picturesque natural setting under a mile from downtown Madison, the beach and train, this understated Madison Colonial features tranquility, privacy, and a very smart floor plan. Reminiscent of a Robert Frost painting, this serene retreat is a birdwatcher's paradise with gorgeous grounds, multiple outdoor spaces and stunning sunset views. Thoughtfully designed, 35 Lovers Lane features 5 bedrooms, 3.5 bathrooms, and ample living space. The inviting family room includes a wet bar, coffee station, and mini fridge-perfect for entertaining. The formal living room is highlighted with a fireplace and is infused with beautiful midday sunlight. The first-floor primary suite boasts double full bathrooms, a work from home space and private outdoor teak deck. Upstairs, 3 spacious bedrooms with hardwood floors share an updated full bath. The lower level provides incredible potential for an in-law or guest suite, complete with a private entrance, patio, den, media and rec room, and the 5th bedroom. This floor also features a laundry room with a 1/2 bath that could easily be converted into a full bath. There is also a custom designed mudroom ideal for all the athletic gear. With public water, underground utilities, and a three-car garage, this home is truly unlike anything else on the market-warm, charming, and priced below appraisal for an exceptional opportunity.

Welcome to Legend Hill, this 2 bedroom 2.5 bath with attached garage has been updated and modernized. The open floor plan has crown molding, engineered hardwood floors, gas fireplace and plenty of windows for lots of natural light. The kitchen is white with quartz counters and stainless appliances. There is a full light French door to your own private deck where you can host lunches, dinners or just have your coffee with beautiful views of the property. The second floor boasts two primary bedrooms with vaulted ceilings, full bathrooms and plenty of closet space in each room. There is also a full walk out basement for more storage. Legend Hill has great amenities that include tennis, pickleball, pool, and clubhouse. Agent owner.

Charming Expanded Cape on a picturesque cul-de-sac street within walking distance of Madison Village. This home offers the perfect blend of space, comfort, and convenience. A thoughtfully designed addition in 2007 created a full in-law suite with a private living area, kitchenette, and an additional garage, making it ideal for extended family or guests or perhaps rental income. This versatile home features 5-6 bedrooms, 3 full and 2 half bathrooms, and two primary suites. A gourmet kitchen seamlessly opens to the dining and living areas, creating a welcoming space perfect for entertaining and large gatherings. Sliding glass doors on either side of the home lead to an expansive composite deck, offering great outdoor space and privacy on this one-acre+ property. Enjoy all that Madison has to offer, from concerts on the green, farmer's markets to charming shops, top-rated restaurants, and beautiful beaches. Recent updates include a new 30-year asphalt shingle roof and 7 new Velux skylights, newly refinished wood floors on the main level, a Basement Systems French drain system (9/24), and new AC condensers, fr. A rare find in an unbeatable location-don't miss the opportunity to make this exceptional home yours!

Stunning 4-Bedroom 3 1/2bathroom cape perfectly situated in Madison for convenience and privacy. This home offers both comfort and elegance in every corner with its open floor plan and top of the line kitchen and baths. Enjoy the ease of a private primary suite on the main floor, complete with a massive walk-in shower and plenty of storage space. This open floor plan offers endless possibilities for cozy movie nights or lively gatherings. This second floor 17 x32 family room is the perfect retreat after a long day. For those who work from home or simply need a dedicated space for productivity, this home offers a bright and welcoming office with ample natural light, creating the perfect work environment. The covered front porch invites you to relax and enjoy the outdoors in all seasons, providing a charming space for a swing, rocking chairs, or a cozy place to unwind. Step outside to your private backyard, ideal for outdoor entertaining or relaxation. The screened-in porch offers a comfortable space to enjoy the outdoors without the nuisance of insects. Built in 2020, this home is a true gem, offering a perfect balance of luxury, functionality, and comfort. Come see!!!

Desirable Windermere East with views of the Hammonasset River, a private patio, a FULL basement and BEAUTIFULLY renovated! This ranch is in mint condition with an expanded and fully renovated kitchen with an island, granite counters and stainless steel appliances. The open concept is one of the special features of this unit. Along with the cozy family room with a cathedral ceiling, built-ins, a propane fireplace, views of the river and access to the private, newly renovated stone patio. The living room has an additional fireplace and the kitchen, living room and dining room as well as hallway bath, all have crown molding. The floors throughout the condo are hardwood and have been refinished and pickled. They are beautiful! The two bedrooms have new hardwood floors and ceiling fans. Too many upgrades to list. Whether you are looking for a full time residence, a weekend retreat or a summer home, this is the perfect choice! Enjoy all that Madison and the Shoreline has to offer! PLEASE NO walking around the property without an appointment, thank you!

Charming Colonial on 3.18 Acres. Welcome to 1086 Durham Rd, Madison, CT-a unique opportunity to own a beautifully maintained Colonial-style home set on picturesque land, for potential to expand or the opportunity to build your dream home. Built in 1789 (per public records, subject to verification), this home seamlessly blends classic craftsmanship with thoughtful updates. Surrounded by classic stone walls and mature plantings, the property features a majestic Sycamore tree, dating back to the 1940s. Inside, you'll find 1,935 square feet of inviting living space, including four bedrooms and two full bathrooms. The first-floor primary bedroom features an attached full bath and a fireplace, while the second floor includes three additional bedrooms and another full bath, complete with a distinctive Neo-angle Cinderella tub from the 1950s. This home showcases original architectural details, including hand-hewn beams, wide plank flooring, wood-paneled walls, and plastered ceilings. Four fireplaces add warmth and character, including one with a traditional cooking hearth, featuring a hanging iron pot crane and bread warmer with a decorative cast iron door. Built-in cupboards and shelves enhance both charm and functionality. The dining area, adjacent to the kitchen, highlights exposed beams and built-ins, adding to the home's character.

Discover the perfect blend of modern luxury & classic charm at 40 Harkness Drive. This beautifully renovated colonial, set on a 1.23-acre lot, offers 2,657 sq ft of thoughtfully designed living space w/ 4 bedrooms & 2.5 bathrooms. Step through the double front doors into a stunning open-concept layout. The spacious dining room seamlessly flows into a brand-new kitchen, featuring custom cabinetry, quartz counters, central island w/ seating, walk in pantry & top-of-the-line stainless appliances. A renovated half bath & inviting living room boasts built-in cabinetry, while the family room is a offers a striking fireplace & slider doors leading to the yard or a door w/access the attached 2 car garage. Upstairs, the redesigned layout offers a luxurious primary suite complete w/a brand-new ensuite bath. 3 additional generously sized guest bedrooms share an all-new full bath. The lower level presents endless possibilities for future finished space, making it the perfect opportunity to expand living area. Renovation includes but not limited to: New Install (2) complete HVAC systems, New 1,250 septic tank, piping & d boxes. New 200 amp panel & breakers, 26 new windows, & slider door w/new stairs, new door to garage, New fully insulated basement ceiling, new hot water heater, New architectural roof w/50 year shingle(stripped to plywood & most of plywood replaced), Chimney was Total exterior repointed, recrowned, 17x29ss cap installed, repaired damper & cleaned, new bilco door & more!

Nestled on a private drive with only five single-family homes, this custom-built contemporary home offers a perfect blend of modern design and natural serenity. With 1,649 sq. ft. of thoughtfully designed living space, this one-owner home sits on a picturesque 1.7-acre wooded lot, providing unparalleled privacy and tranquility. Step inside to discover a bright and airy layout, featuring hardwood floors throughout and stylish tile flooring in the entry foyer and bathrooms. The main level boasts a sunken living room with an adjacent office area, where large sliding glass doors open onto an oversized raised deck-ideal for enjoying the peaceful wooded views and entertaining guests. A convenient two-fixture powder room completes the first floor. The second level is home to two generously sized bedrooms, each offering ample closet space and large windows framing the stunning natural surroundings. A full bathroom is also located on this floor. Continue upward to the third level, where a spacious third bedroom awaits, offering panoramic views of the lush rear yard. The full basement provides ample storage space and houses essential utilities, including a propane-fired Navien wall-mounted boiler, a forced air handler for air conditioning, and an oil-fired hot water heater. Completing this exceptional property is a detached two-car garage with an overhead door and additional storage or workshop space-perfect for projects, hobbies, or extra storage.Make this your home before it is GONE!

PRICE REDUCED!!! Make your move NOW! A secluded community with a sanctuary feel awaits you at highly desirable Strathmore Farms, a private enclave of 23 free-standing homes bordering the Hammonasset River & salt meadow. Located just a few short minutes to downtown Madison, this gracious home offers amazing outdoor and indoor space, large banquet sized rooms and unlimited potential! 9 foot ceilings, skylights and large windows create an open airy feeling while letting in plenty of natural sunlight and showcasing the stunning views. While the home does need updating, just one look and you'll agree that it's just waiting for the right buyer to bring it back to its former glory! This very special property combines the privacy of a spacious free-standing home with the convenience of condominium living. Just a short stroll away, the community gazebo offers the perfect spot to observe bald eagles, ospreys, herons, and other wildlife, providing a serene retreat in an absolutely stunning natural setting.

This 2 bedroom/1.2 bath townhouse condo is located in Brantwood, close to I-95 and Madison's lively town center, historic green, beaches, train station, and bus routes. New sidewalks on adjacent streets enhance the convenience of Brantwood. The condo's first floor features an open floor plan living/dining room and eat-in kitchen and slider to the new patio plus a powder room. Upstairs, there are 2 large bedrooms with lighted double closets and a 1.5 bath jack and jill bathroom plus the laundry. The full size washer/dryer are located on the upstairs landing in a hall closet with shelving. There is also a pull-down staircase to the attic which can be used for storage. The condo has many brand new features including the living and bedroom windows, the refrigerator, carpeting and vinyl flooring, fresh paint, concrete patio, digital thermostats, partially new baseboard heat, and the storm door with a built-in screen. Don't miss the opportunity to make this beautiful condo your new home.

This stunning riverfront colonial, just blocks from the Long Island Sound, offers an unparalleled lifestyle. Imagine relaxing in your private backyard, complete with a saltwater hot tub, while enjoying breathtaking views of the Neck River. The home's interior is equally captivating. A spacious living room, featuring a wood-burning fireplace, provides a focal point with direct river views. Adjacent to this is a versatile room, perfect for a home office or quiet reading nook. A large dining room, easily accommodating numerous guests, flows seamlessly into the open-plan kitchen, maximizing the stunning views of the backyard and river. The kitchen itself is designed for both functionality and entertaining. Conveniently located just off the kitchen is a one-car attached garage, offering valuable storage and parking space. Upstairs, the expansive primary suite is a true sanctuary, complete with a full bathroom. Three additional bedrooms and a shared family bathroom comfortably accommodate family and guests. The meticulous craftsmanship and recent upgrades, including a new gable roof, vinyl siding, and a dehumidifier, are testaments to the home's exceptional condition. Adding to the property's appeal is a substantial 900-square-foot outbuilding, previously used as a boathouse, offering limitless potential for customization and expansion. Imagine the possibilities!

2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses include all the details you would expect from a meticulously-built brand new home, such as gleaming hardwood floors, 9ft ceilings, walk-in closets in every bedroom, energy efficient features, and exceptional craftmanship throughout. Seize the opportunity to customize your future home and have exactly what you want! Other plans available.

2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses include all the details you would expect from a meticulously-built brand new home, such as gleaming hardwood floors, 9ft ceilings, walk-in closets in every bedroom, energy efficient features, and exceptional craftmanship throughout. Seize the opportunity to customize your future home and have exactly what you want! Option to add an in-ground pool. Other plans available.

2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses include all the details you would expect from a meticulously-built brand new home, such as gleaming hardwood floors, 9ft ceilings, walk-in closets in every bedroom, energy efficient features, and exceptional craftmanship throughout. Seize the opportunity to customize your future home and have exactly what you want! Option to add an in-ground pool. Other plans available.

Experience the perfect combination of luxury and convenience with this exceptional 8,000-square-foot home, ideally situated within walking distance of the beaches, town center, and Madison Country Club. Nestled in the sought-after Lantern Hill neighborhood, this premier residence is surrounded by brick sidewalks and charming lanterns that evoke timeless elegance and in-town living at its finest. Every detail of this beautifully appointed home reflects superior craftsmanship and thoughtful design. Step inside to soaring 10-foot ceilings and expansive, light-filled rooms, including six generously sized bedrooms, a private gym, and a versatile great room-perfect for movie nights, game nights, or curling up with your favorite book. The open floor plan creates a seamless flow, making it a dream for both entertaining and day-to-day living. Outside, the professionally landscaped grounds are nothing short of spectacular. A stone patio with an outdoor fireplace invites year-round gatherings, while the gorgeous Gunite heated and cooled saltwater pool provides the ultimate retreat. The stylish pool house, complete with a bath and outdoor shower, adds a touch of resort-style living to your backyard oasis. This exquisite home offers the very best of Madison living, combining elegance, comfort, and a prime location. Don't miss this rare opportunity to make it your own.

MOTIVATED SELLER !Dream of sunny beach days and enjoying all that the shoreline lifestyle offers? Then this one is for you ! Fully turn-key, this seasonal cottage is directly bordering Hammonasset Beach State Park, only a short walk away. This cottage has enough room to sleep eight or more people comfortably in a cozy environment. Enjoy the park's two miles of sandy beaches, secluded coves, picnic areas and wildlife sanctuary with 936 acres of protected waterfront lands all easily accessible from your quaint cottage via a direct walking path and a bike path. Large shed for hosting parties and extra storage along with a hot tub and new firepit for those beautiful summer nights! Enjoy your morning coffee with the large fenced in wrap around deck and after those sandy beach days you can rinse off in the solar outdoor shower with privacy screen. This purchase MUST be all cash or personal/home equity loan and is seasonal April 1st-October 31st. Cottage is on leased land and does not qualify for conventional financing. This cottage is the perfect summer oasis and amazing alternative to RV living. Do not miss this opportunity to make this your next home!

Perfect Location - Just Minutes to Hammonasset Beach, Downtown Madison & I-95! This beautifully updated 3-bedroom, 2-bathroom ranch offers comfortable single-level living with an additional office and a spacious family room. The eat-in kitchen has been tastefully updated with Corian countertops and stainless steel appliances. A screened-in porch leads to a new paver patio-perfect for outdoor entertaining. Adding incredible versatility, the 682 sq. ft. outbuilding is fully finished with heating, cooling, new insulation, lighting, sheetrock, and flooring. Currently used as a game room, it could easily transform into a gym, home office, dance studio, or even a future in-law suite with the addition of plumbing. This property is also a lucrative Airbnb opportunity, available as a turnkey operation. The home can be purchased fully furnished for an additional fee, and the seller is willing to transfer existing bookings to the next owner. Don't miss out on this incredible opportunity-schedule your showing

Oxford Fells Condominium is a charming and highly desirable community located just off Island Avenue in Madison. Its prime location offers the perfect balance of privacy and convenience, with easy access to the best amenities Madison has to offer, including beaches, shopping, private clubs, and public recreation facilities. This 16-unit complex is set on 25 acres with mature, professionally landscaped greenery, ensuring privacy with almost no neighbors in sight. This inviting 2-bedroom, 2.5-bath townhouse features a spacious and open living/dining room, perfect for entertaining, and a generous family room with a cozy fireplace for relaxed gatherings. The three-season sunroom allows you to enjoy the beauty of the changing seasons. The primary suite in this townhouse offers a dressing room, excellent closet space and a generous, full bathroom, providing a comfortable retreat. The secondary bedroom is equally spacious, featuring a large closet and easy access to a full bath in the hallway. Upstairs, you'll find the convenience of a laundry room, along with a cedar closet-eliminating the need to carry clothes up and down the stairs while offering storage for seasonal items. Additional storage options throughout the unit ensure ample space to keep your home organized and clutter-free. This unit has one attached and one detached garage plus additional parking for guests. The roof and skylights were all recently replaced throughout the entire complex.

Privately sited at the end of Longview Terrace with expansive marsh and river views this larger than most free-standing colonial at over 3700 sf offers luxurious condo living. With a three-story generous layout this unit is south facing and full of light and custom details. The oversized kitchen with breakfast area is open to a 22x17 private deck. The primary suite offers a fireplace, a very spacious private bath and closet areas. The very roomy three-bedroom floor plan provides an entirely private third floor space (27x20sf) with living area, private bedroom, full bath and room for a home office. If you enjoy game or workshop space, the walk out basement with double doors and natural light is a wonderful bonus space and leads to a large patio for entertaining. Attached two car garage. Strathmore Farms offers upscale easy living in a peaceful setting. Minutes to town and I-95 and within close proximity of Hammonasset Park with walking trails and miles of protected sandy beach. Bring your kayak and enjoy access to the river and beyond.