Madison CT Real Estate & Homes for Sale

Welcome to your dream home nestled in a picturesque neighborhood, boasting unparalleled entertainment options both indoors and out. This spacious property offers the perfect blend of luxury and leisure, catering to every aspect of your entertainment needs. As you step inside, you're greeted by a grand foyer that sets the tone for the elegance and charm that permeates throughout the home. The expansive living areas, including a finished lower level, provide ample space for hosting gatherings, whether it's an intimate dinner party or a lively soiree. The heart of the home is the gourmet kitchen with ample counter space, making it a chef's delight. Off the kitchen is a cozy screened in porch perfect for enjoying your morning coffee while taking in the scenic views of the backyard. Speaking of the backyard, prepare to be amazed by the outdoor oasis awaiting you. A sparkling pool invites you to take a refreshing dip on hot summer days, while the tennis court, pickleball court, and basketball hoop provide endless opportunities for outdoor fun and recreation. This colonial masterpiece is truly an entertainer's dream, offering the perfect blend of sophistication, comfort, and recreation. Whether you're hosting a lavish party or simply enjoying a quiet evening at home, this property has it all. Welcome to your new oasis of luxury living.

This quaint "honeymoon cottage" circa 1904 has been renovated and updated as a year-round beach home, a summer home or a weekend getaway. It is located just six houses from East Wharf Beach on the Middle Beach Road coastline. What once was the front porch is now a sunny and warm room for relaxation. The dining room with a beautiful bay window opens to the kitchen equipped with new appliances, new cabinets and vinyl flooring. At the back of the house is a new full bath with laundry. Unwind and relax in the spacious living room with coffered ceilings and a fieldstone gas fireplace. The primary bedroom with a walk-in closet and a slider to the backyard patio, as well as the 2nd bedroom and full bath are located on this side of the home. Outside you will find a newly fenced backyard complete with a deck, stone patio and a 1-car garage perfect to store your beach items and more. A new natural gas heating and cooling system has been installed. The exterior of the home was recently painted, a new roof installed, and a new bluestone walkway meets you at the front of this charming home which offers a seamless flow of one-floor living in this beloved location just outside of Downtown Madison. Walk or bike to town on this historic road, lined with a canopy of trees, to browse the many wonderful shops, visit RJ Julia bookstore, take in a movie, and dine. Railroad station in town. 90 minutes to NYC.

Welcome home to this meticulously maintained 4-bedroom 3.5 bath colonial located in the desirable double cul de sac neighborhood of Dairy Hill. Attention to detail is evident as you approach the home; from the circular driveway with the house number displayed, to the professionally landscaped grounds kept green with a 13-zone irrigation system, as well as underground utilities and underground gutter drainage system. The upgrades and updates continue inside with crown molding throughout the first floor, formal living room with glass pocket doors, and family room with surround sound and vent free gas fireplace. The kitchen was updated in 2016 with new cabinets and granite countertops. The staircase off the kitchen leads to a fantastic great room with vaulted ceilings and a palladium window. All of the bedrooms are located upstairs. The primary bedroom with sitting room area and ensuite bathroom will not disappoint, offering a tray ceiling with accent lighting and walk-in closet. The spa like bathroom is a dream with heated floor, free standing soaker tub and curb less shower with electronic valve system and body sprayers. Off the primary suite is a partially finished attic currently used as an office. The split air conditioning and heat pump unit (2023) ensure comfort while working. 3 more bedrooms, a hall bath, and laundry area complete the second floor. The basement has been partially finished with an area for exercise/entertainment/guest accommodations and a full bath.

This center hall colonial offers meticulous design and attention to detail from the stunning kitchen, filled with an abundance of natural light over the spacious quartz island, Absolute Black Honed granite countertops, marble tile backsplash, to the newer stainless steel appliances, built-in range hood and floor-to-ceiling double pantries, picture frame wall moulding and crown moulding throughout the main floor. A wood burning brick fireplace adorns the cozy family room, 4 large bedrooms upstairs & 3.5 recently renovated bathrooms. Primary bedroom en suite, laundry upstairs, walk up attic with endless possibilities. Fully finished recreational bonus room in the lower level with full bathroom, plenty of storage and walk out slider to a separate south facing patio. 200 amp electrical service with a dedicated circuit breaker to power your portable generator. Enjoy privacy at its finest, with only natural landscapes from each and every window view. Take a step outside the brand new deck to your own private backyard oasis, featuring an 18x36 saltwater heated pool, perfect for relaxing or entertaining guests. With almost 2 acres of land, there's plenty of space to roam and explore. Nestled on a quiet street, this home is one of only two residences on Podunk Rd in Madison. Just beyond the Guilford town line, you have quick and easy access to all the many wonderful benefits that Madison and Guilford living has to offer. Don't miss this opportunity to tour this incredible property!

Gorgeous, stately Colonial in desirable cul-de-sac neighborhood of Madison. This meticulously cared for home has SO much to offer. Upon opening the front door you will fall in love with the majestic, light filled entryway. With gleaming hardwood floors throughout the main level, you will find two large rooms off the entrance hall-a flexible space being used as an office and a dining room with French doors and classic wainscoting. Continue on into the huge eat-in kitchen with granite counters, island and coffee bar, new double ovens and fridge and newer gas range and dishwasher. Relax after dinner in your beautiful vaulted-ceiling great room with fireplace and sliders to a Trex deck. Easy accessible laundry is on the main level in the half bath. Access to the heated 2 car garage is at the end of the hall. Upstairs you will find an amazing primary en-suite with walk-in closet and 2 year old remodeled bathroom; this bathroom is a stunner, done completely in Carrara marble with Whirlpool tub and marble shower stall. There are two more good sized bedrooms upstairs and a full bath in the hall. Need more living space?? How about another 928 square feet in the finished basement! Picture your home gym or rec. room with sliders to the back yard. This property offers 1.17 acres of privacy. Save energy with 3 zoned heat and central air. The roof is newer (2018), and the front walkway and masonry was just refinished as well. All in beautiful Madison, CT!

Welcome to this lovely 3,000 SF home set back from the road on 1.52 acres of rolling & private landscape. A large deck surrounds most of the house which has multiple sliding glass doors allowing lots of sunlight inside. Hardwood floors, casement windows & vaulted ceilings w/skylights are all part of the main level. Also, there is a magnificent large stone fireplace in the family room & kitchen which extends to the lower level. A butler's pantry w/sink & prep area and a dining room are part of the kitchen. The primary bedroom is on the main level complete with a full bath and lots of closets. An office & half bath complete this floor. Three additional bedrooms are on the lower level along w/2 full baths. There is also a very large family room where the fireplace continues from the main level with an open stairway. This home has oil warm air heat & central air. The lower level is above grade.

Welcome home to this stunning 4 bedroom, 2.5 bath colonial sited on a professionally landscaped & very private 1.83 acre lot. Conveniently located in this picture perfect coastal town, just minutes from the highway and 12 minutes to town & the beach! Curb appeal galore with a circular driveway and charming wraparound porch with perennial landscaping. The home offers a great floor plan with a formal dining room, family room with built-ins, a remodeled eat-in kitchen with stainless steel appliances, granite countertops, pantry, and breakfast bar. The breakfast nook overlooks the formal living room with wood burning fireplace that heats the whole space! French doors open up to the fantastic outdoor living space-your personal outdoor oasis! There is a spacious deck, and a stone patio with a pergola and brick outdoor kitchen/bar equipped with charcoal grill, sink and mini-fridge. An above ground pool has a new fence, lighting and updated pool equipment. All four bedrooms are located on the second floor, including the primary suite with walk in closet, and full bath with shower and jetted tub. Bonus room with a separate staircase off the kitchen makes a perfect den, office or exercise room! Extra large basement has amazing storage space and 2 car attached garage with new openers. The home has central air and fresh paint throughout! Don't miss out on this bright airy beauty!

This four-bedroom colonial style home has a great blend of privacy and convenience. The house is set well back from the road and shares a paved driveway with one neighbor. It is super easy to get to schools, shopping and I95. The 1998 home is well maintained. The first floor has a living room, formal dining room, spacious eat-in kitchen and family room with fireplace and slider to the deck. On the second floor there are four bedrooms including the primary bedroom with an ensuite bath. The attic is accessed via pull-down stair and the basement is unfinished and provides access to the two-car garage. The laundry is located in the kitchen. The electric service has a generator hoop up. The home has extra-long windows, and it feels light and bright. There are hardwood floors on the first floor and the second floor is carpeted. The sweeping front yard which displays the house beautifully and the back yard has a ground level deck a level area and nice landscaping. This well-maintained home is very welcoming.

MORE PHOTOS COMING SOONWelcome to this spacious and inviting colonial home with an in-ground pool located in a private neighborhood. This house offers four bedrooms plus a bonus room above the garage. The first floor master suite has its own fireplace, a walk in closet and full bath. The large kitchen oversees the main living room which has another fireplace, and a separate dining room is adjacent to the kitchen. Outside you will find several places to relax or entertain, the highlight of which is the in-ground, heated, saltwater pool. Family and friends can gather on the large deck which overlooks a duck pond, or relax on the bluestone patio. A finished basement provides even more space for entertainment and recreation, and boasts a nautical wet bar and wine cellar. The large attic space is open to possibilities such as an at-home gym or a movie room. A two car garage leading into a mudroom provides ample space for storage and parking. And for added piece of mind, a built-in generator stands ready to provide backup power when needed. Located close to town, beaches and schools, this colonial gem has it all!

This attractive home sits on top of a slight hill, on a large 2.33 acre lightly wooded lot, with a level front yard, and a setback to provide privacy, in a desirable, secluded location, yet convenient to everything. Tranquility and serenity await you for this beautiful newly updated house with perfect move-in condition in the highly desirable beach town of Madison. This dream home boasts a well-designed, spacious high-end kitchen, including wine fridge, a warm and cozy fireplace leading to a large study/family room or library with built-in shelves. A large breakfast nook with French doors leading to a spacious deck with privacy to enjoy nature and peaceful surroundings. This home features a 9-ft ceiling throughout the main floor, radiating with elegance. This home offers three large bedrooms, two and half newly updated bathrooms, the master suite has a spa-like standalone bathtub to relax and rejuvenate. This home offers a spacious and open floor plan. The newly updated kitchen has a large electric cooktop island, all brand new cabinets, a wine chiller and brand new appliances. A main floor laundry hook up for your convenience and a small open den next to the kitchen provide additional useful work space. There is also a newly finished large room in the lower level, suitable for movies or game/play room. There is an oversized two car garage and a paved asphalt driveway.

Location is everything whether your preferred destination is a home nestled on a sandy beach or adjacent to a well-manicured golf course. While some are drawn to the relaxing views of The Sound, others enjoy watching a competitive round of golf; if not playing themselves. If the golf course is your destination, well today may be your lucky day! Who needs to move to Florida to enjoy your own personal Clubhouse? 348 Boston Post Road is situated adjacent to Madison's Par 3, 13th Hole. This home has been completely rebuilt and is truly a labor of love. Enjoy golf course views from almost every room. Or, sip a cocktail on your patio or deck, and offer your fellow golfers refreshment once they putt out. Solid oak flooring throughout the residence guides you through arched entryways to rooms adorned with crown molding and built-ins. A custom built Covenant Kitchen boasts new stainless steel appliances including an induction cook top with hood. Entertain outdoors on your patio / deck and enjoy the sunsets over the golf course and Sound. It doesn't get much better than this! In addition to the 2,100 square foot, three bedroom residence find an additional 600 square feet of undefined, completely finished space above the garage, heavily insulated and boasting gleaming hardwood floors and a public water connection bringing the total square footage to 2,700 sq ft.. Garage below is perfect for that large SUV with a 9 foot clearance and 20 foot depth.

Welcome to 44 Pent Road, ( A GREAT CONDOMINIUM ALTERNATIVE) nestled between the Long Island Sound with easy access to the Village Center of Madison. This home is a perfect escape from the pressures of the world. The cottage offers the ideal blend of coastal living and comfort. "Windward" boasts a cozy yet open spacious layout and a new kitchen, two remodeled bathrooms, and a home that shines. The two room primary suite allows the owner to enjoy a retreat that can be customized to your needs and dreams. The large porch (22x10) allows one to enjoy the quiet beauty of the private back yard. All new windows are an added plus along with the detached garage. With the unbeatable location, easy access to the beach and Village, this is coastal living at its finest. This is a unique opportunity to make your dream of coastal living a reality. Madison offers fine restaurants, charming boutiques, a Village Green that hosts Art shows, a Farmer's Market, Antique Fairs, and Concerts. Madison is further enhanced with easy access to New Haven, Hartford, Boston and New York

This stunner boasts incredible curb appeal in a sought after neighborhood. Enter via a chandeliered two-story marbled foyer leading to interior balcony with exterior views. White wainscoting and hardwood floors throughout first level. Gracious and spacious formal dining and living rooms, both with elegant working fireplaces. Modern kitchen features prep island, skylights and breakfast nook. Family room is a light-filled media or casual space. Want some privacy? Second floor layout has primary suite and bathroom tucked off to the entire east wing. This primary suite also has double sinks. Large picture windows and skylights bring the moon and stars right into your room. Upstairs also features additional full bathroom plus 3 more large bedrooms with room for quiet times or quiet study. Also, a spacious and sunny laundry room- no excuses for dirty laundry! The lower level basement is unfinished with a wood burning fireplace and waiting to be customized. The current owner uses it as a wood shop and music space. Set back on expansive front lawn, the exterior has been gently re-touched, while in keeping with the regal Four-Georgian-Column entry. Rolling meadow in rear includes party-sized deck patio, semi-in-ground lap pool fenced-in for safety. Also, a woodsy side, perfect for privacy or the possibility of an accessory dwelling. Originally this was the builder's own home. Close proximity to all 3 schools, beaches and town.

A commanding colonial-style residence nestled behind a stately stone wall in the sought-after town of Madison, CT. This home offers a perfect balance of tranquility and convenience, with easy access to schools, beaches, highways, restaurants, and shopping. The main level features spacious living areas, including a formal living room, a formal dining room, a family room with a fireplace, and an eat-in kitchen. Upstairs, be amazed by a separate wing that leads to a grand primary suite complete with a spa-like bathroom, vaulted ceiling, and two walk-in closets. There are three additional bedrooms on the second level, as well as a full bath and laundry. Plenty of storage space is also found in the walk-up attic. Outside, enjoy a deck for outdoor gatherings and plenty of space for recreation and relaxation. The attached garage provides additional convenience and storage. This exceptional home is deeded in the Field Brook subdivision, with access to the Hammonasset River! Timeless architecture and a prime location make this the perfect place to enjoy the best of Madison living.

Charming classic home remodeled for today's lifestyle. Close proximity to town village, restaurants, beaches. Oversized barn with brand new overhead doors lends itself to an amazing space for any number of options~~ office, gym, pool house after putting in your dream pool. Many original details with hardwood floors throughout, city water, natural gas, remodeled kitchen with walnut cabinets, pot filler over range top, professional appliances, recently added mudroom with large utility sink and lots of storage.

TURN-KEY ONE LEVEL LIVING AT ITS FINEST! Enter into open concept layout throughout kitchen, dining and living room with gleaming hardwood flooring throughout, exposed wooden beams and recessed lighting. Kitchen area provides you with quartz countertops and tiled backsplash, stainless steel appliances, large center island with breakfast bar and door that leads to back deck. Living room area boasts a floor to ceiling stone mantel wood burning fireplace. The main level also features 3 well appointed bedrooms and 2 stunning full bathrooms. The yard is situated on 1 acre of land and also features a large storage shed. MOVE QUICK! Agent is the owner of the property.

Welcome to your dream home in the heart of Madison! This stunning 4-bedroom, 3-bathroom colonial boasts charm, comfort, and convenience. Step onto the inviting front porch and into a home where every detail has been carefully crafted for modern living. The main level welcomes you with an expanded kitchen featuring luxurious granite countertops, island, and a stylish tile backsplash. Entertain effortlessly in the open kitchen/dining area or relax in the large living room. A conveniently located bedroom and full bath complete this floor, offering flexibility and comfort for guests or family members. Upstairs, discover the serene primary bedroom retreat with its own full bath, offering a private oasis to unwind. Two additional bedrooms and another full bath provide ample space for family and guests. Plus, a large laundry/storage room adds practicality to your daily routine. Step outside to the back deck and indulge in outdoor living at its finest with a full outdoor kitchen, perfect for summer barbecues and gatherings. The 2-car attached garage offers convenience and extra storage space. Located close to Madison's beautiful beaches, the cinema, and library, this home offers the best of coastal living with easy access to amenities and recreation. Don't miss the opportunity to make this exceptional property your own.

Welcome yourself to this beautifully turn-key updated home featuring a light and bright spacious open floor plan, hardwood flooring throughout, fresh interior paint, floor-to-ceiling brick fireplace recently modernized painted white, with new hearth, mantle in an open renovated kitchen with oversized large custom island with microwave built in, quartz countertops and cathedral style ceilings. There have been countless upgrades to this home and every detail has been well thought out and crafted to the space. The roof was replaced last year, the well system has been totally upgraded and updated. The central air has been updated and replaced with new condenser. The property features two sheds for extra storage space. The main bedroom features custom closet spaces as well as a renovated primary bath with sliding barn door to maximize space and matching aesthetic. Enjoy the tranquility of suburban living in a perfect space for entertaining during the summers on the back deck and sprawling back yard.

A rare opportunity for lakefront living in one of Connecticut's premier beach towns. Welcome to this beautiful waterfront oversized cape on a small cul-de-sac. Enter from the large front porch into the foyer on the main floor or the mudroom from the attached two-car garage. Cozy up by the stone living room fireplace and check out the lake views or relax on the back deck to watch the sunset over the lake. A custom kitchen with a large island includes a Viking range and built-in refrigerator. Two rooms separated by a large walk-in closet and connected full bath allow for lots of options to convert the space to a first floor bedroom suite or in-law. The second floor boasts a large master with walk in closet and ensuite bath - two sinks, vanity, walk in tile shower and jacuzzi tub. Two additional bedrooms and full bathroom round out the second floor. The finished walk-out lower level is all about fun! Choose between the pool table, darts, foosball and ping-pong or just sit at the unique bar as you take in the views. Two sliders will get you outside to watch the sunset on the patio from the hot tub. Swimming, boating, and fishing right from your backyard. Get in just in time for the warm weather! A must see!

Newly remodeled large 4 bedroom 3.5 bath home. Newly remodeled kitchen with granite and stainless appliances. Newly remodeled bathrooms with all beautiful tile and glass enclosures. All spacious rooms with front to back living room , formal dining room, family room with fireplace. Hardwood floors throughout the home, newly refinished. Totally remodeled lower level with tile throughout. In law possibilities with a walkout . Over 3368 sqft with lower level.

This completely renovated property boasts 5 generously sized bedrooms an office and four full bathrooms offering an abundance of space and comfort for your family and guests. With the master bedroom conveniently located on the first floor and four on the second floor, this home is designed for both convenience and privacy. Nestled in a prime quiet location, you'll enjoy easy access to Madison's renowned beaches and top-notch restaurants, allowing you to savor the coastal lifestyle to its fullest. The first-floor master bedroom is a true retreat, featuring a beautiful tile shower and French doors that lead to a deck. This master suite creates a serene and seamless indoor-outdoor living experience, perfect for relaxation and enjoying the scenic surroundings. The basement of this property is a treasure trove of space, offering two separate family rooms for gatherings and entertainment. Additionally, a spacious storage area ensures you have ample room to keep your belongings organized and accessible. With its extensive living space, modern upgrades, and proximity to Madison's finest attractions, this property is a rare find. Don't miss the opportunity to make this exquisitely renovated home your own!

LOCATED JUST A QUICK STROLL TO LOVELY WEBSTER POINT BEACH, HAMMONASSETT STATE BEACH PARK AND SHORELINE GREENWAY TRAIL...ALL ALONG LONG ISLAND SOUND. The main house boasts living room, dining area & sunroom on the first floor with hardwood floors, and 3 bedrooms upstairs. There is one full bath downstairs and one full bath upstairs, as well as a full dry basement... And THE BONUS, there is the 567 sq year round, detached cottage in back with eat-in kitchen, full bath and a large room...perfect for guests, in-laws and potential rental opportunities. This home has a public water supply, and there is natural gas on the street. This terrific property is just waiting for some updates to make it shine! Enjoy lovely downtown Madison's small town feel with new restaurants, new shops and a nationally recognized independent bookseller, R.J. Julia's. Visit the summer farmer's market as well as antique & art fairs and concerts on the Green...and some of the best beaches in the Shoreline. An exciting opportunity to enjoy your slice of heaven.

Location! Location! Location! Enjoy breathtaking views overlooking the Madison Golf Course & panoramic views of Long Island Sound not available from any other home in Madison. This amazing house has a Midcentury Modern flair with 2,855 sf. Offering desirable 1-level living on the main floor w/3 bedrms, an office, 2.5 bathrms, Sunroom, Eat-in Kitchen & Dining Rm. Additionally, there is a partially finished walk-out lower level. The inviting Living Rm has floor to ceiling windows with views, & a gas fireplace w/marble surround. The Dining Rm also has water views & sliders that open up to a wood deck where you can enjoy dining al fresco, or sunset cocktails. The Primary Bedrm Ste has sliders to the spacious wood deck, where you can wake up w/your morning coffee, or soak up the afternoon sun. The other bedrms feature vaulted ceilings & carpeting, providing a sense of spaciousness. The stunning Sunroom features vaulted wood ceilings & skylights, creating a warm & cozy atmosphere, as well as a set of sliders providing access to the deck-perfect for enjoying the warmer weather. This property is conveniently located less than a mile from downtown Madison's center, offering easy access to numerous restaurants, cafes, shops & a cinema for your enjoyment. Also the Surf Club is just a stone's throw away - and has a life-guarded beach with various amenities such as a grill & seafood outdoor restaurant, bocce ball courts, barbecue & picnic spots, & athletic fields.

Nestled in the heart of Dud's Village, 63 South Street Cottage offers more than just a home"it promises a vibrant community experience. This seasonal cottage grants use from April 1st through October 31st, allowing residents to enjoy the warmer months of the east coast. Step into the updated kitchen, adorned with sleek, black granite counters and white cabinetry, illuminated by a charming skylight. Outdoor enthusiasts will appreciate the convenience of an outdoor shower, and an area for patio furniture. The enclosed porch reckons relaxation and gatherings, while a newly painted shed provides ample storage for tools and recreational gear. Beyond the cottage walls, a short walk unveils a plethora of delights. Indulge in the nearby restaurants, scenic hikes at Hammonnasset State Park, or enjoy leisurely strolls along the Shoreline Greenway Trail. Pet owners will enjoy the dog park in close proximity. With an annual land lease fee of $5,000 this property REQUIRES a cash purchase. This property is tailored for those seeking a home away from home where they will enjoy the enriching lifestyle and experience of coastal living as well as community camaraderie. Schedule your viewings today and see for yourself the charm that 63 South Street has to offer!

Hey there! Check out this stunning contemporary house located just a few houses north of Rt 1. It's sitting on a knoll and has so much potential, but it does need a complete remodeling. This is your chance to redesign the interior and make it your own! The location is perfect - close to town, the Long Island Sound, and even a golf course. This could be your ideal summer retreat or a cozy year-round home. So if you're up for a project and ready to put your own stamp on a property, this could be the one for you. Don't miss out on this opportunity to create the home of your dreams!