Madison CT Real Estate & Homes for Sale

Elegant European-Style home in the Heart of Madison. A perfect blend of luxury, privacy, and convenience in this remarkable 4,700+ sq ft home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in natural light. The newly updated kitchen, fresh and inviting, seamlessly connects to the great room, creating the perfect hub for gatherings. Recently painted and featuring stunning white maple floors. Each of the five spacious bedrooms boasts its own private bath. The home's luxurious amenities include a breathtaking Gunite in-ground pool and hot tub. Enclosed for year-round use, the pool area transforms effortlessly for the summer months with doors that open onto a grand stone patio. The left wing of the house features a beautifully remodeled one-bedroom apartment, ideal for in-laws, an Au pair, guests or a rental income. Work from home in style with a newly renovated study and office space, complete with custom cabinetry and a handsome gas fireplace. Outdoors, the private backyard is a true sanctuary, featuring a spacious stone patio, wood-burning fireplace, and a built-in pizza oven-perfect for entertaining family and friends. The lower level adds over 1,000 sq ft of bonus living space, including a newly remodeled media room, play area, and a fully equipped gym

"The River House" -serene vistas of the river and marsh from most every room in this precious, year round ranch. A brand new engineered septic w/1000 gal tank & roof are major improvements. Large windows bring the outside in where you can sit and enjoy the abundant wildlife that thrives here. Meandering Neck River will lead you to Long Island Sound; tidal in nature but allows for a shallow-bottom boat, kayak or canoe. Baby blue front door leads to functional mudroom. Open the door to the interior space where the river comes front and center; sundrenched rooms & whitewashed hardwood floors accent this unique waterfront experience. Dining room w/ fireplace opens to the living room where expansive views are uplifting and calming in nature. Space off of the living area, dressed out with charming window seats, can certainly be used as an office if one is needed. The kitchen is beyond adorable...white, crisp cabinetry & countertops, cobalt blue back splash, dishwasher, convection oven, microwave - all outfitted in stainless. A powder blue retro SMEG refrigerator w/ matching bench seating surrounds the kitchen table. The 1 full bath is tastefully and classically done w/ Carrara marble accents. Flex space off of the kitchen is multifunctional & also houses the washer/dryer. Primary bedroom has a large walk-in closet and 1 additional bedroom completes this special home. Two decks, outdoor shower, large shed and steps to the river - all bring your dream of living on the water to life.

Your private estate awaits. This is the price for both the white cape built in 2020 and the gray home built in 2023. Absolutely stunning and meticulously maintained, these beautiful homes have an open and airy feel. Walk in and you immediately notice the exceptional quality of both homes. The main home is complete with a first-floor primary suite and spacious upstairs. The guest home is open and has top-quality built-ins throughout.

Come see this stately custom Brick English Georgian home in sought after Madison CT, nestled on a sprawling 5.65 acre lot with Neck River frontage. This exquisite 6,194 square foot colonial offers an unparalleled blend of luxury, privacy and natural beauty. With 4 bedrooms and 4.5 baths, it is designed for those who appreciate both elegance and tranquility. This unique residence is surrounded by lush woodlands and features a picturesque river that winds through the property, creating a serene and peaceful retreat. An expansive entry foyer with classic marble flooring and a stunning circular stairway and coffered ceiling is a showstopper. The chef's kitchen is an entertainer's dream with custom cabinetry and butler's pantry. The elegant living room features gorgeous molding and a grand fireplace. Overlooking a private courtyard is the library showcasing exceptional quality and attention to detail with magnificent custom cabinetry. Throughout the interior, this home boasts spacious living areas, high-end finishes, and classic architectural details that reflect timeless charm. Whether you are entertaining or simply enjoying the beauty of your surroundings, this property offers a rare opportunity to experience refined living in a completely private setting. A true sanctuary, this home provides the perfect balance of sophistication and seclusion, while being conveniently located near Madison's charming Town Center, expansive beaches, and top-rated schools.

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!

Discover the charm of DIRECT WATERFRONT living with this circa 1940 cottage, perfectly situated on a .11-acre sandy beach along the shores of Long Island Sound. Featuring 3 bedrooms and 2 full baths, this 1,000+ SF home offers a seamless blend of coastal charm and modern convenience, including mini split systems for heating and cooling. The open-concept kitchen, dining, and living areas are designed to maximize the breathtaking water views, with vistas stretching to Faulkner's Island. The second-floor bedrooms provide a peaceful retreat, where the soothing sound of the waves lulls you to sleep. Step outside and enjoy your own private sandy beach, offering direct access to the water, perfect for swimming, kayaking, sunbathing, or simply soaking in the serene surroundings. For boating enthusiasts, the property includes a .16-acre parcel across the street, with a permitted deep-water dock; ideal for setting sail and exploring the Sound. Located in the heart of the Connecticut shoreline, this home is the perfect getaway to relax, unwind, and savor beachside living, while being just moments away from the vibrant community and amenities of Madison. Looking for a beach house, investment property... Don't miss the opportunity to make this waterfront oasis your own.

Nestled in the heart of downtown Madison, this stunning townhouse with a freshly painted interior offers the perfect blend of luxury and convenience-just a short stroll from sandy beaches, the library, a cinema, a charming independent bookstore, and an array of shops and restaurants. The beautifully designed kitchen boasts soaring 9'+ ceilings, a SubZero refrigerator, and an inviting eat-in space that overlooks a private outdoor patio. The main living and dining areas are highlighted by gleaming hardwood floors and a striking Mendoza fireplace with a contemporary tile front, creating a warm and stylish ambiance. Upstairs, a cozy sitting room leads to two spacious bedrooms, including the Primary suite with a massive walk-in closet, spa-like bath with a whirlpool tub, and a standing shower. The second bedroom features vaulted ceilings. The laundry area is conveniently located on this level. A full, unfinished walk-up attic presents possibilities for additional living space. Plus, the option to purchase a second detached garage is also available. City Water, Natural Gas and low condo fees of $459.00 make this condominium a wise choice! The condo comes with an attached garage. A second detached garage can be purchased separately. This is a rare opportunity to own a sophisticated home in a prime location-schedule your showing today!

Maintenance Free Living! In the desired shoreline community of Madison, Ct take a look at this 2 bedroom, 1 full & 2 half baths townhouse condo in Brantwood. This unit is perfectly positioned just a short stroll from Madison's vibrant town green, eclectic shops, and delightful restaurants. This unit offers the ideal blend of convenience and coastal charm. Just minutes to the town beach or a short drive to Hammonassett state park, this unit is delightfully designed and move in ready. The first floor of this charming unit boasts newly installed laminate flooring and a fully applianced eat-in kitchen. Natural light floods the open living and kitchen area creating a warm and inviting atmosphere. A convenient remodeled powder room is located just off the kitchen and sliders lead to a private patio, ideal for outdoor relaxation or entertaining. On the second floor, you'll find two comfortable bedrooms connected by a convenient Jack and Jill bathroom, offering both privacy and shared access, newer Maytag washer and dryer and pull down attic stairs for additional storage. Situated close to I-95, commuting is a breeze, giving you more time to enjoy the best of Madison. The community is further enhanced by newly installed sidewalks on adjacent streets, making every journey safer and more enjoyable. This complex is pet friendly. A must see!

This iconic property offers a rare opportunity to own a piece of Madison's history. This meticulously restored colonial offers the perfect blend of historic charm and modern luxury. Just a short walk from the library, Bar Bouchee, and the beach, this home provides an unparalleled lifestyle in one of the area's most coveted locations. With keen attention to detail, every aspect of this home has been carefully restored to preserve its historical integrity while offering contemporary comforts. The top-of-the-line, historically accurate windows and doors complement the repointed brick and mortar siding, highlighting the home's architectural elegance. The cedar roof adds to its timeless beauty, ensuring durability for generations to come. The spa-like bathrooms and chef's quality kitchen are breathtaking. Inside, the home features spacious living areas including a den / family room with a kitchenette and a full bathroom is perfect for entertaining guests or an in home office. The heart of the home boasts a cozy yet elegant layout, ideal for everyday living or special occasions. Step outside to a professionally landscaped yard, offering .80 acres of lush greenery and breathtaking views overlooking Fence Creek. The fully fenced-in yard creates a serene and private space, with an automatic opening gate creating a secluded courtyard that is perfect for outdoor gatherings.

A special retreat enveloped into the landscape. Tucked into a wooded lot with a meandering brook. Gardens and stonewalls abound with a show of soft lighting after dusk. This home was custom designed with a contemporary cottage feel. The Nordic design and quality of the Rais wood burning stove rests proudly in front of native wooden slabs adding to the organic design. Screened porches run the length of the home on the first and second floor inviting nature and its bounty; rock outcroppings, walking paths, native birds, and gardens. A lovely place to appreciate nature yet be part of a well-established neighborhood that offers both privacy and a sense of community. The floor plan is flexible with many separate egresses if needed for an in-law. Home can be entered through the front sliders of glass into the great room or the first floor porch with a vestibule leading towards the two bedrooms on the main floor. Stairs or a chairlift bring you to the second-floor great room with vaulted ceilings and paired skylights blending the organic and contemporary style of this home. The upper floor is complete with dining area, office with built-in cabinets, primary ensuite bedroom, walk-in closet, and private access to screened in porch. Energy efficient property offering multiple sources of heat; oil, electric, and woodburning stove. This home is not one to be driven by. It is one to be experienced.

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 2-bedroom townhouse-style condominium is located in the nearly new East River Farms community. Designed with elegance, this neighborhood boasts a classic New England aesthetic, highlighted by a charming stone wall & professional landscaping. Inside, the home features a chef-inspired kitchen with an 8' granite island offering seating for four, a porcelain Shaw's farm sink, subway tile backsplash, WOLF cabinetry, a Samsung stainless-steel refrigerator, built-in microwave, and a Frigidaire gas range with hood. The spacious open floor plan includes pristine hardwood floors, a cozy gas fireplace, stylish light fixtures, and soaring 9' ceilings with triple crown moldings. The main floor also includes a half bath & easy access to the private blue stone patio. Upstairs, the primary bedroom is complemented by a generous walk-in closet and a luxurious en-suite bathroom with a double granite sink. The current owner recently converted an open loft area into a second legal bedroom with its own full bathroom, featuring a tiled shower. Permitting documents for the conversion are available through the Madison Building Department. The laundry room, conveniently located on the second floor, comes equipped with useful shelving and a Samsung washer & dryer. Ample closet space is provided, along with additional storage in the crawl space. The entire interior has been freshly painted, making this home move-in ready. Easy access to vibrant downtown Madison & Guilford.

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 has two bedrooms with full bathrooms, vaulted ceilings, 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.

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!

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!

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!

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.

Charming and turn-key, this lovely, seasonal Madison cottage is located near Hammonasset State Park with its sandy beaches and sparkling salt waters of Long Island Sound. Path to the beach is 1 mile to the water's edge. Hammonasset State Park is one on Connecticut's gems! It has 2 miles of sandy beaches, numerous walking/biking paths, and a wildlife sanctuary with 936 acres of protected waterfront. Enjoy beautiful beach days and relaxing summer nights in your shoreline cottage. Located on leased land, near restaurants, golf, marinas and the quaint town of Madison, this cottage has newer vaulted ceilings and new roof and an open floor plan. Step into a great room and kitchen with full bathroom. Enjoy a living room and 2 bedrooms. This summer home has an expansive front porch to enjoy your morning coffee or an evening glass of wine. Motivated seller! Make an offer and enjoy beach walks tomorrow!