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. Some, as is the case here, enjoy views of both! If the golf course is your destination, well today may be your lucky day! Welcome to 374 Boston Post Road, Situated Adjacent to Madison's Par 5, 14th Hole Fairway with views out to Long Island Sound. This comfortable, 5 bedroom Colonial embraces over 3,000 square feet of living space, on over half an acre. Need more...Well, approvals and plans are in place for a 620 square foot accessory dwelling over the garage. Talk about backyards...your over half acre oasis, quickly blends with the 53 acre Madison Country Club's private 19 hole, par 70 course established in 1900. This majestic course was originally designed by famed golf course architect and two time British Open champion Willie Park, Jr and was later redesigned to take full advantage of the amazing views provided by Long Island Sound. Imagine...living adjacent to such striking views. Midway down the 14th fairway on say, your second shot, you are greeted by the homes backyard boasting an in ground heated pool, patio and large deck from which to admire the course or sunsets over Long Island Sound.

This completely unique offering provides 1.7 private acres perfectly situated between downtown and East Wharf beach. Located at the end of a private lane, yet minutes from everything Madison has to offer, this remarkable residence seamlessly blends sophisticated design with modern sensibility, emanating a spacious, light-filled home enhanced by Nordic influences. Architect-designed, the property was reimagined and rebuilt in 2020, resulting in a graceful layout flooded with natural light, generously proportioned interiors and bespoke finishes. At its heart lies the spacious great room with panoramic views, nine-foot ceilings, gas fireplace and radiant heating beneath white oak flooring. The chef's kitchen features high-end appliances, quartz counters, custom cabinetry, and a generous island, all flowing seamlessly into a vaulted dining area and out to a bluestone patio. The expansive primary suite offers southern exposures, a walk-in closet, and a spa-like bath with radiant heated tile floors. An adjacent guest room with an en-suite bath ensures hospitality is effortless. Upstairs, two more bedrooms, a shared bath, cozy gas fireplace and an inviting family room await. The ground level offers modern convenience with a mudroom, office/gym, dedicated laundry area and attached garage. A den paneled with with original pecky cypress provides a tranquil retreat/work space. This property is a rarity, providing ample land to create your compound in an exceptional location.

Beach lovers take note! Precious cape with a 0.50 acre private lot brings a lifestyle and opportunity to the buyer who has always dreamed of living by the beach. Toes in the sand private beach is just a stone's throw away and makes this residence extra special. So much potential here to make this New England cape your own. Although field card states 2 bedrooms, the upper level lends itself to turning the "den" space into an additional bedroom (newer septic tank is 1000 gallon - sized for three bedrooms). Entryway opens to the large living room with wood burning fireplace; living room spills into the generous dining room, a perfect place to entertain. You will certainly fall in love with the expansive screened-in porch - space you will find yourself enjoying most everyday - weather permitting. Kitchen is light and bright with newer appliances. Primary bedroom with full bath and oversized laundry room that can certainly house a powder room complete the 1st level of the home. Upper level is home to the second bedroom, common bathroom and den/office space. Full, dry unfinished basement offers plenty of storage. Large, level and private rear lot is a rare find this close to the beach. Oversized two car garage is large enough for taller vehicles - what seems to be a requirement for most drivers today. This residence is located close to Madison's charming center, restaurants, commuter routes and train station. Only two hours to NYC or Boston.

Beautiful Unit In Desirable Legend Hill In Madison!! This one floor living has hardwood floors through-out, open living/dining room area, 3 FULL baths, large deck off living room and 1 car attached garage. The added bonus is the additional 696 sq ft of livable heated space in the lower-level with a family/den and office with a full bath. This complex has so much to offer.. BEAUTIFUL Historic Castle clubhouse, new tennis/pickleball courts, in-ground pool, professionally landscaped and beautifully maintained. Come enjoy Madison beaches before the summer arrives.

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 4/5 BR contemporary colonial located on a quiet, private cul-de-sac is perfect for the buyer looking to get the most out of shoreline living. This well-cared-for home offers a livable, spacious and versatile floorplan that allows you to use many of the main level rooms to suit your own lifestyle. The kitchen has bead board cabinetry, granite and wood counters, induction cooktop and stainless appliances. There is an expansive sunroom with architecturally designed windows and doors which opens to a low-maintenance Ipe deck allowing indoor/outdoor entertainment plus year-round enjoyment of the Neck River views. With a first-floor office (or 5th bedroom if you need) and heated, finished space in the lower level, this home has no shortage of living area. The deck off the kitchen leads to the fenced, level backyard with a hot tub, outdoor shower and plenty of room for yard games or perhaps a future pool. At the end of a pretty stone pathway, you will find 300+ feet of direct Neck River frontage and a 108 foot, fixed-timber walkway leading to your own floating dock. Park your motorboat, paddle boards or kayaks right in your backyard and journey out into the LI Sound or simply meander through the picturesque Neck River. Located at the end of Neck Road, this property offers ease of access to I-95, downtown Madison, and all the town's social and recreational amenities. Summer in Madison will be here before you know it. This is a great place to enjoy it.

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.

Experience the epitome of serene lakefront living in this desirable Madison residence. Swim, Boat, fish, or just relax. Boasting stunning waterfront views, this home is a sanctuary of peace and natural beauty. With four bedrooms, 4.1 baths, four fireplaces and a finished walk-out lower level, this property will easily meet your wants and needs. The year-round sunroom and breakfast room are the crown jewels of this unique property, presenting uninterrupted views of the tranquil lake and naturalized gardens. Abundant birdlife turning this spot into a birdwatcher's dream. The oversized front to back formal living room is currently carpeted, but has hardwood beneath as well as a wood burning fireplace and lake views. The remodeled Gedney kitchen boasts a subzero refrigerator, JennAir gas cooktop, and built-in oven and microwave. The quartz counters, island and additional breakfast bar allow the cook to visit with guests while preparing meals. Adjacent to the kitchen, is the spacious family room with gas fireplace, built-in bookcases and storage cabinets. A remodeled powder room completes the first floor. Upstairs, the spectacular primary suite addition offers sweeping views, two walk-in closets, fireplace, and a full en-suite bath. Updates include Pella windows, Weil-McLain HVAC system, and more. This home is not just a living space but a lifestyle choice for those who seek tranquility, natural beauty, and comfortable living at the water's edge.

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.

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 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. Professional photos will be up next week.

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!

Welcome to your dream four-bedroom home with a spacious open floor plan and a luxurious walk-out basement leading to a stunning pool and spa. Nestled in a serene neighborhood, this property offers both comfort and elegance, with plenty of space for relaxation and recreation. Main Level: As you step inside, you are immediately greeted by the inviting open floor plan that seamlessly combines the living room, dining area, and kitchen. The living area features large windows that flood the space with natural light, creating a warm and welcoming atmosphere. A cozy fireplace adds to the charm of this living space, making it perfect for gatherings with family and friends. The gourmet kitchen is a chef's delight, equipped with modern appliances, ample counter space, and a center island with a breakfast bar. It's the ideal spot for preparing delicious meals and entertaining guests. The dining area adjacent to the kitchen provides the perfect setting for formal dinners or casual brunches.

Indulge in refined living at our Barberry Farm Open Space subdivision with Waterside Building and Development. Your bespoke home, spanning 3,000 to 4,000+ sq ft, promises not just spacious elegance but high-end finishes and meticulous craftsmanship. Situated within walking distance to Madison beaches and a golf course, this enclave blends luxury with convenience. Revel in the exquisite details of your home, surrounded by the coastal charm of Madison. Barberry Farm is only minutes to the historic town center with beautiful shops and restaurants. Let us build your custom dream home. Agent is related to developer

Discover an extraordinary opportunity with this unique property, featuring a duplex, a separate charming cottage, and a convenient garage, all nestled within 1.5 acres of captivating landscape. Situated mere minutes from downtown Madison and a short distance from the stunning Hammonasset Beach and State Park, this residence perfectly blends convenience with tranquility. The main home is divided into three distinct units, each exuding its own individual allure, while the separate cottage offers added versatility, whether serving as a guest retreat or a private workspace. The property is complemented by a well-appointed garage and two storage sheds, offering ample space for all storage needs. Embrace this rare chance to enjoy the best of both worlds-an idyllic sanctuary amidst the natural splendor of Connecticut's shoreline. The cottage, built in 1930, spans 600 sq ft and comprises 1 bedroom, 1 bathroom, and a full kitchen. It requires complete rebuilding and is being sold as is.

This beautiful cottage is located in Dud's village where you can walk or bike to the beach, only minutes away! 61 South Street is a seasonal cottage (April 1 to October 31st) located near Hammonassett Beach State Park. Land Lease is $5,000 for the entire season. Conveniant to I95 or Route 1 with many restaurants, art galleries, golf, marinas, antique shops, food shops. This cottage is located on leased land, no financing available, cash only. You also will have access to Madison Town beaches. Schedule a showing today!

Indulge in the rare opportunity to reside in a completely renovated modern Condo nestled in the vibrant heart of Downtown Madison. As you step inside, be greeted by the boasting 9-foot ceilings and the warmth of beautiful newly stained hardwood floors that adorn the living space. The open-concept kitchen is a chef's delight, featuring a central island, pantry, and stylish built-ins, complemented by a half bath and convenient laundry facilities. Ascend the L-shaped staircase to discover two spacious primary suites, each containing a double vanity bright bathroom, and one including a beamed vaulted ceiling. This special package is complete with modern amenities such as central air, two separate garages for easy parking, a serene stone patio for outdoor relaxation, and abundant thoughtfully placed closets to meet all your storage needs. Step outside and immerse yourself in the charm, whether it's a leisurely stroll to the wonderful beaches or a visit to the eclectic mix of shops, restaurants, and entertainment options such as the popular RJ Julia, Madison Cinema and more. Don't miss out on the opportunity to make this exquisite condo your new sanctuary in Madison's magnificent landscape.