Madison Condos for Sale

Madison Condos for Sale

Welcome to Madison, Connecticut—a charming coastal town nestled in New Haven County, where picturesque landscapes meet vibrant community life. Known for its stunning beaches, quaint downtown shops, and rich history, Madison offers a unique blend of small-town charm and modern amenities. With its proximity to Long Island Sound, residents enjoy a plethora of outdoor activities, from boating and fishing to hiking and biking along scenic trails. The town’s commitment to community and culture is evident in its local events, farmers' markets, and art festivals, making it a perfect place for families and individuals alike.

For those considering a move to this idyllic locale, there’s an exciting opportunity to explore the condos for sale in Madison. These properties offer a fantastic lifestyle choice, providing the perfect balance of convenience and comfort. Many condos feature contemporary designs, spacious layouts, and amenities such as fitness centers, pools, and outdoor spaces—all while being just a stone's throw from the beach and downtown attractions. Imagine waking up to the sound of waves and enjoying your morning coffee on a sunlit balcony, or taking a leisurely stroll to explore the vibrant shops and restaurants that line the streets.

Whether you’re a first-time homebuyer, looking to downsize, or seeking a vacation retreat, Madison’s condos offer a diverse range of options to suit your needs. Embrace the opportunity to be a part of this welcoming community, where every day feels like a getaway. Discover your dream condo in Madison, and start writing your next chapter in this enchanting town today!

Newest Madison Condos for Sale

$565,000
2 Beds ⋅ 2 Baths ⋅ 24178656 MLS ⋅ Kensington Acres South BLDG.
Experience true WIDE OPEN SPACES in highly sought-after Kensington Acres South! With condos, it is all about LOCATION. This desirable completely detached standalone Ranch is not attached along the corners like some other units. Flooded w/ bright natural light, the home boasts peaceful, expansive lawn views from your private enclosed Sun Room, a perfect spot for morning coffee. A flat, level & straight front walkway provides seamless access to your nearby detached garage and parking. Meticulously renovated throughout, this turnkey property is entirely move-in ready. An inviting living room features a cozy gas fireplace & matching pair of custom built-ins framing a classic bay window. The chef's kitchen is equipped with all-new appliances, an oversized stainless steel sink and an incredibly useful pantry cabinet. Both bathrooms are brand new, with the hallway bath providing dedicated space for a full size, side by side washer & dryer. Complete mechanicals peace of mind is yours w/ a brand new natural gas fired water heater, newer forced warm air furnace and central air conditioning. NO LAND LEASE! The Seller will pay off all remaining "rent" due! You are only mile from vibrant downtown Madison's fine restaurants, boutique shopping, library, post office and train station. Enjoy the best of shoreline living w/ access to Madison's 3 pristine town beaches, the state's longest stretch, 2 miles of sandy beach at Hammonasset State Park. Don't wait on this gem. Professional photos soon

29 Wilshire Road Unit 29, Madison
$925,000
3 Beds ⋅ 4 Baths ⋅ 24192261 MLS ⋅ Strathmore Farms BLDG.
Set on a peaceful cul-de-sac in Madison's highly desirable Strathmore Farms community, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that opens to a family room with a fireplace as a focal point, and rounded out with a dedicated home office/flex space. The beautiful eat-in kitchen is the heart of the home with sliding doors that open to a large deck overlooking the meadow. Beyond the elegant interior, this property is a dream for nature enthusiasts, offering access to the community gazebo as well as kayaking, paddle boarding, and birdwatching. Enjoy the marsh-view setting, the quick two-mile drive to the stunning shoreline of Hammonasset Beach State Park, and convenience to Madison village. This home combines the space and privacy of a detached home with a premier, carefree lifestyle.

3 Longview Ter Unit 3, Madison
$400,000
1 Beds ⋅ 2 Baths ⋅ 24190995 MLS ⋅ Esterly Farms BLDG.
Welcome to 3 Esterly Farms Rd. Best value in Madison! Tucked away in the sought-after Esterly Farms community, this 1,372-s.f. townhouse offers a seamless blend of comfort & shoreline charm. The thoughtfully designed layout is anchored by stunning Brazilian cherry wood floors that flow throughout the main level, adding a rich, polished warmth to the home. The inviting living area features a classic wood-burning fireplace, perfect for cozy evenings. The upper level is dedicated to a spacious primary suite, providing a private retreat complemented by a primary bathroom as well as an office space. Large windows invite natural light to pour across the living spaces, while the convenience of NATURAL GAS, PUBLIC WATER, and central air ensures year-round comfort. The unit offers a partially finished basement as well as a walkup attic. Living at Esterly Farms means embracing a lifestyle where exterior maintenance is handled for you, leaving more time to enjoy everything Madison has to offer. Located just 1.7 miles from the vibrant Madison Town Green, you are perfectly positioned to enjoy seasonal farmers market & the beloved summer outdoor concert series. Whether you're exploring the boutiques & cafes of the historic downtown area or spending a day at the Madison Surf Club, this location puts the best of the Connecticut coast right at your doorstep. This is a rare opportunity to enjoy a refined, low-maintenance home in one of the region's most desirable communities.

3 Esterly Farms Road Unit 3, Madison
$579,000
2 Beds ⋅ 3 Baths ⋅ 24190216 MLS ⋅ Legend Hill BLDG.
Welcome to 250 Legend Hill Road, a beautifully maintained townhouse condominium in Madison's sought-after Legend Hill community with a tennis/pickleball courts, a Gunite pool, and a clubhouse housed in the original cobblestone mansion. This particular home is positioned to capture both morning and afternoon light, and distant views of Long Island Sound. Inside, the first floor features a gracious entry foyer, a formal dining room, spacious living room with a fireplace, 4 season sun room that connects the Living Room and the bright eat-in kitchen. With nice pantry space and a Powder Room off the hall, plus access to the garage, the first floor is spacious and light filled. The primary suite has three closets and a full bathroom with shower with glass doors. A second bedroom offers its own en-suite bath and a generous closet.

250 Legend Hill Rd Unit 250, Madison
$595,000
1 Beds ⋅ 2 Baths ⋅ 24190672 MLS ⋅ Centre Village Of Madison BLDG.
Welcome to 9 Centre Village Drive, a beautifully renovated condominium offering the perfect blend of style, comfort, and convenience in one of Madison's most desirable locations. Originally built in 1985 and extensively updated in 2018, this move-in ready home features an open, light-filled floor plan designed for today's lifestyle. The spacious kitchen is the heart of the home, showcasing quartz countertops, marble tile backsplash, stainless appliances, and abundant cabinetry. There is a welcoming living room with a gas fireplace and striking Palladian window that fills the space with natural light. A versatile first-floor room offers possibilities as a home office, den, or potential second bedroom. Completing the main level is a beautifully renovated full bathroom featuring a tiled walk-in shower. Upstairs, you'll find a sunny loft which is ideal for a home office, reading nook, or creative space along with a generously sized primary bedroom offering excellent closet space, a renovated full bathroom with a tiled shower, and the convenience of a dedicated laundry room. Additional highlights include a one-car attached garage, plus the peace of mind that comes with a roof and skylights replaced within the last 7 years. Ideally situated just a short stroll from Madison's picturesque Town Green, downtown shops and restaurants, and beaches, this this exceptional home offers the very best of shoreline living. Agent owner related.

9 Centre Village Dr Unit 9, Madison
$665,000
2 Beds ⋅ 3 Baths ⋅ 24186310 MLS ⋅ Legend Hill BLDG.
Rarely available, this unit is the largest size Townhouse ("Model D") at Legend Hill. It benefits from a quiet location in the complex away from the main road. This unit has been well maintained with excellent natural light and updated neutral decor. Since purchasing, these owners have installed all new flooring throughout first level, in addition to new carpets on second level. Also recently replaced were central-air, furnace and all new stainless steel appliances. This unit is over 1800 square feet, not inclusive of the finished sunroom off of kitchen and the 2 finished rooms in the walk out basement. There is plenty of storage in the attached 2 car garage, with another unfinished storage area in basement. The kitchen has been updated with granite counters and refaced maple cabinets. The first floor powder room has been remodeled with marble flooring. In addition the upstairs master bath has been completely remodeled from top to bottom. The sunken living room with vaulted ceiling and fireplace is a wonderful room to curl up with a book or gather with friends and family. Legend Hill has an idyllic, peaceful setting on over 80 acres with the best condo amenities in this market area that include pool, tennis courts and historic cobblestone clubhouse with beautiful vistas. The clubhouse with the sunny patio overlooking the pool is a favorite place to gather on Friday evening. Schedule your showing now. This one won't last long.

81 Legend Hill Rd Unit 81, Madison
$569,000
2 Beds ⋅ 2 Baths ⋅ 24190408 MLS ⋅ Kensington Acres North BLDG.
Beautifully maintained 2-bedroom condominium in desirable Kensington North, just minutes from Madison's charming town center and beautiful beaches. The bright, inviting kitchen opens to the living and dining areas, where a gas fireplace creates a warm and welcoming atmosphere. A delightful sunroom overlooks the private patio and beautifully landscaped garden, offering a peaceful retreat for relaxing or entertaining. The home features two spacious bedrooms, two updated baths, and the ease of one-floor living. A detached one-car garage is conveniently located just steps away.

40 Hampshire Road Unit 40, Madison
$564,900
2 Beds ⋅ 2 Baths ⋅ 24182034 MLS ⋅ Kensington Acres North BLDG.
Welcome home to 6 Essex Lane! Elegant and inviting, this meticulously maintained ranch style condo is set in a quiet corner of Kensington Acres North. With a beautiful back patio, you can relax in a peaceful oasis, surrounded by nature. Inside, the expansive living room flows into the dining room, all with lots of light. The gracious kitchen offers quality cabinetry and a granite countertop breakfast bar. From the dining room, head out through the sliders to the three season sunroom that radiates style and charm, you can use it for entertaining and everyday enjoyment. The two bedrooms are generously sized and the primary has an ensuite full bath. If you need storage space, there is an abundance in the attic, accessible via pull-down stairs. A convenient one car garage is just a short walk away. This is a fantastic location only a mile from downtown Madison with its shops, library, cafes, restaurants and train station. And it is an easy drive to the amazing local beaches and Hammonasset State Park. This is shoreline living at its best, come and check it out soon!

6 Essex Ln Unit 6, Madison
$570,000
2 Beds ⋅ 2 Baths ⋅ 24183205 MLS ⋅ Windermere West BLDG.
Nicely updated 1476 sf condo with family room, plus 3 season sunporch and full basement. Largest style at Windermere. Living room and dining room are open and have nice hardwood floors. The home has all new windows! Newer kitchen with maple cabinetry. Cozy family room with fireplace opens to a 3 season porch. Off the sunporch is a private patio. There are 2 good sized bedrooms and 2 lovely newer baths. There is a newer furnace, attic and a detached garage. Windermere is a beautifully landscaped complex that is truly park like. Wonderful to take walks and say hello to your neighbors or use the neighborhood kayak launch for a minimal fee. Just 5 minutes to downtown Madison with shopping, restaurants, and sandy beaches.

28 Downing Way Unit 28, Madison
$605,000
2 Beds ⋅ 3 Baths ⋅ 24178470 MLS ⋅ Windermere East BLDG.
One person's loss is another one's gain! You have a second chance to make this this lovely property yours. It is more than a home --it's a lifestyle. Tucked into one of Madison's most sought-after communities at Windermere East, you'll feel at home the moment you enter the front door. The bright, open floor plan provides casual, coastline living at its best. The remodeled kitchen with granite counters, island and stainless appliances opens to the combination dining area and living room with its cozy gas fireplace. The primary bedroom has an ensuite bathroom, and you also have a second bedroom and full bath on the main level. The lower level provides additional living space for office, exercise or relaxation plus an area for a guest bedroom with a 3rd full bath and is heated by electric baseboard. For three seasons of the year, you'll love sitting out on the enclosed porch; or in the summer, you can dine al fresco on the charming private patio with its ivy-draped arbor. Madison residents enjoy access to town beaches including Hammonasset Beach State Park. The historic town center is a great place to stroll and stop in at a bookstore or outdoor cafe and watch the world go by. This property is ideal for anyone looking to enjoy a more relaxed lifestyle.

5 Thelbridge St Unit 5, Madison
$454,900
2 Beds ⋅ 3 Baths ⋅ 24181321 MLS ⋅ Yankee Glen BLDG.
Beautifully maintained and thoughtfully updated free standing townhouse nestled in the highly desirable Yankee Glen. A private complex of just 24 units located steps from downtown Madison. Spanning 1,434 square feet, this 2-bedroom, 2.5-bathroom open-concept living space is bright and spacious. Featuring luxury vinyl plank flooring on the main level, 2 cozy fireplaces and 2 outdoor decks. The updated kitchen boasts maple cabinetry and professional appliances. Upstairs, you'll find two generous bedrooms, highlighted by a spacious primary bedroom with excellent closet storage. Complete with air conditioning, high efficiency natural gas heating system, laundry/storage room and pull-down attic stairs for easy access. This home provides easy access to Interstate 95, the Madison train station, 3 local beaches and Hammonasset Beach State Park. Don't miss this opportunity!

17-D Yankee Glen Dr Unit 17D, Madison
$487,000
2 Beds ⋅ 2 Baths ⋅ 24164028 MLS ⋅ Kensington Acres North BLDG.
Privacy & convenience are both found within this updated detached stand-alone Ranch home in sought after Kensington Acres. Enjoy this 'tucked away' home yet a short walk to historic downtown Madison with its famed bookstore, shopping, restaurants & retail stores. This home has been beautifully maintained and shows pride of ownership throughout. Enjoy single floor living in your 2 bedroom, 2 bath home which features granite countertops in kitchen & baths, hardwood floors, light & bright open floor plan, natural gas fireplace and a year-round heated sunporch which is surrounded by nature and very well will be your most favorite room! Detached single car garage plus additional resident & guest parking. Newer Samsung gas stove & Bosch dishwasher. Updated HVAC - Trane AC unit manufactures date 1/2021 & Trane furnace date 4/2021.

6 Ladshaw Dr Unit 6, Madison
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