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$7,500
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24194730 MLS
Relocating to the area? House hunting and yet to find the perfect home? Perhaps looking to spend the academic year along the gorgeous CT shoreline? Look no further as you've found the perfect spot to hang your hat for the academic year here at 32 Tuxis Road. This home is a beautifully restored, quintessential Madison beach house available for rent from September 8, 2026 - June 30, 2027. Originally built in 1915, and maintaining much of the original architecture, this renovated home offers a blend of old world charm and modern luxuries. Desirable open floor plan, chef's kitchen, 5 well sized bedrooms, 4.5 bathrooms and walkable to 3 beaches this house offers all you could desire from a rental. Immaculate condition and desirable location! Dogs considered. Landlord to cover cable, wifi, landscaping, snow plowing and trash removal. Tenant to cover electricity, water, propane and all other utilities. No garage bays and large primary walk-in closet available. Two month's security required.

32 Tuxis Rd, Madison
$565,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$595,000
1 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$3,750
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190587 MLS
Spend the academic year in this charming Colonial located in the desirable Seaview Beach Association. Begin your mornings with a peaceful stroll along the waterfront, or enjoy an easy walk to the shops, restaurants, and amenities in town. With multiple bedrooms and inviting, open living spaces, this home offers plenty of room to relax, gather, and make lasting memories throughout the academic season. Combining coastal charm with everyday convenience, it's the perfect place to call home while you're here.

15 Willard Ave, Madison
$3,600
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187096 MLS
ANNUAL UNFURNISHED (OR PARTIALLY FURNISHED) RENTAL), AVAILABLE AUGUST 1. Located between downtown Madison and the Hammonasset State Park Beach, this 3 bedroom renovated ranch offers a comfortable life style. The house offers a deck to enjoy the outdoors, large yard, easy access to the Shoreline Greenway Trail and beach access at the end of Webster Point Road. The primary bedroom has a full bath, the other two bedrooms share a full bath. AC is via window units and heat is electric. This house is cute and comfortable. Some pets considered.

1091 Boston Post Rd, Madison
$7,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24186084 MLS
AVAILABLE FOR THE MONTH OF AUGUST. Live the ultimate shoreline lifestyle on Middle Beach Road, Madison's most prestigious and sought-after coastal street. This delightful 2-bedroom, 1-bathroom garage apartment (on the 2nd floor) offers a rare opportunity to enjoy stunning dual views, capturing the sparkling waters of the Long Island Sound from one side and the serene, ever-changing landscape of the salt marsh from the other. The interior features a functional layout with a welcoming Living Room and an efficient galley kitchen. Step out onto your private back deck-the perfect spot for morning coffee or evening relaxation while taking in the peaceful marsh views and coastal wildlife. Best of all, you are just a short, scenic walk away from East Wharf Beach or The Surf Club and Madison's charming downtown, filled with local shops, dining, and the iconic RJ Julia Booksellers. Don't miss this chance to experience the perfect blend of natural beauty and unbeatable convenience on the shoreline.

165 Middle Beach Rd, Madison
$739,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24181268 MLS
Picture-perfect English Cape built in 1935, brimming with timeless charm and classic architectural details. A welcoming center-hall foyer features graceful archways leading to the formal living room, where custom built-ins frame the fireplace, and the elegant dining room with its original corner cabinet. It offers a sun-filled kitchen and a family room that opens to a rear deck overlooking a beautiful acre of private grounds. A full bath completes the first floor. Upstairs, three bedrooms are served by a centrally located hall bath featuring a classic tub that reflects the home's period character, with excellent potential for future expansion. The property also includes a detached two-car garage with a heated 350-square-foot studio/office-perfect for working from home, creative pursuits, a fitness space, or a private retreat. Set on a truly special property just 1.5 miles from downtown Madison and its beaches, this exceptional home offers the perfect blend of historic charm, privacy, and convenience.

20 Forest Hills Dr, Madison
$2,400
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24179959 MLS
AVAILABLE THIS SEPTEMBER 1 TO JUNE 30, 2027. PARTIALLY FURNISHED. PAINTED ALL WHITE. NEWER REFINISHED HARDWOOD FLOORS! NEWER BATHROOM! This open concept 2 bedroom home, hardwood floors, and located in one of the best beach Associations off Neck Road, is perfect for 1-2 people. Fabulous deck off the back of the home provides a perfect place to enjoy a book or glass of wine. Absolutely NO pets, no smoking. Owners retain use of the garage. Come enjoy the academic term by the shore!

55 Overshores Dr W, Madison
$3,495,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24166497 MLS
Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight lines, anchored by a massive family room and a top of the line chef's kitchen. The lower level is a true walkout guest suite with additional living space plus a separate garage apartment for overnight guests. Outside amenities evoke a private resort: a gunite pool, extensive stone patios, two fully equipped outdoor kitchens, and a charming grassy area framed by mature landscaping for complete privacy. This is a rare coastal estate that blends modern, high end finishes with relaxed, year round seaside living. Practical luxury continues with a three car garage, circular driveway, and generous storage. This is truly a must see.

45 Island Ave, Madison
$3,300
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24163766 MLS
SEEKING A 3 BEDROOM FULLY FURNISHED ACADEMIC RENTAL IN A MADISON BEACH COMMUNITY? This lovely home, located in the Neck Road area of Madison, with beach rights, is filled with old world charm but with modern conveniences - large Living Room is the entire front of the home, over looking a screened in porch. There is a dedicated Dining Room, 1st floor Den (office) with pull out couch and access to a renovated full bath and oversized Kitchen. The three bedrooms are on the 2nd floor with a hallway full bath. The neighborhood is one of the most sought after in Madison; Assoc beach is 2 minute walk, surrounding streets provide plenty of walking / running opportunities, neighborhood is quiet and quaint. The home is close to Town, close to I-95 and easily accessible to all other amenities the Town has to offer. House is available from September 15, 2026 to May 15, 2027.

27 Ridgewood Ave, Madison
$2,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24163765 MLS
FURNISHED RENTAL AVAILABLE - September 1, 2026 to May 31, 2027. Comfortable and nicely decorated, this home has 2 bedrooms upstairs that share a newer renovated full bath. This home is located in a private association with access to the Overshores Beach, one of the nicest association beaches on Neck Road. Recently renovated kitchen, newer mud room, newer first floor full bath, laundry room on 1st floor, sunny year round office on the south side of the home, and outdoor shower. Walk / bike to downtown Madison. No smoking permitted. NO PETS. Credit check and security deposit required.

52 Overshores Dr E, Madison
$32,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24155795 MLS
STILL AVAILABLE FOR LAST TWO WEEKS OF AUGUST! Panoramic vistas of Long Island Sound and the East River create a breathtaking backdrop for this sophisticated Madison waterfront retreat. Designed for elevated coastal living, the sun-drenched open floor plan flows effortlessly from the main living spaces to expansive water views beyond. Offering 3 bedrooms and 3 full baths, the home comfortably accommodates 8+ guests with thoughtful design and generous gathering spaces. Enjoy easy access to shoreline beaches, perfect for morning swims and evening strolls along the water, while the private heated pool provides a serene setting for long summer afternoons under the Connecticut sky. Available weekly for the last TWO weeks of August at $8,000 per week. A rare opportunity to experience Madison's shoreline lifestyle at its finest - where timeless waterfront beauty meets effortless summer luxury.

49 Circle Beach Rd, Madison
$11,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24153207 MLS
AVAILABLE FOR MONTH OF AUGUST. Relax and unwind for a summer at the beach. This well maintained, 3 bedroom home with vintage beach house charm, has easy access to a private association sandy beach just steps away. The open Living Room and Dining Room with the original wood floors are adjacent to a well equipped and modestly updated kitchen for all of your food preparation needs. There is also a mudroom off the kitchen which includes a shower with hot and cold water, making it easy to rinse off when returning from the beach. A Ductless AC system cools off the whole house. The 2nd floor has three bedrooms- one king (master), one full and one with 2 twin beds plus a full bath with shower. A wonderful, expansive front porch, with screens, is a great place to entertain or read. The spacious back and side yards are perfect for all types of summer games and provide a clear view down to the water! The 2 car garage is perfect for storing lawn chairs and beach gear (provided), as well as bikes. The neighborhood is great for taking walks and bike riding. Easy access to downtown Madison by bike or car. Some pets considered.

122 Taylor Ave, Madison
$11,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24153205 MLS
AVAILABLE FOR MONTH OF JULY. Relax and unwind for a summer at the beach. This well maintained, 3 bedroom home with vintage beach house charm, has easy access to a private association sandy beach just steps away. The open Living Room and Dining Room with the original wood floors are adjacent to a well equipped and modestly updated kitchen for all of your food preparation needs. There is also a mudroom off the kitchen which includes a shower with hot and cold water, making it easy to rinse off when returning from the beach. A Ductless AC system cools off the whole house. The 2nd floor has three bedrooms- one king (master), one full and one with 2 twin beds plus a full bath with shower. A wonderful, expansive front porch, with screens, is a great place to entertain or read. The spacious back and side yards are perfect for all types of summer games and provide a clear view down to the water! The 2 car garage is perfect for storing lawn chairs and beach gear (provided), as well as bikes. The neighborhood is great for taking walks and bike riding. Easy access to downtown Madison by bike or car. Some pets considered.

122 Taylor Ave, Madison
$3,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24138422 MLS
Annual Furnished Rental. Nestled in the heart of one of Madison's most sought-after beach communities, this charming and meticulously maintained home offers an effortless coastal lifestyle just moments from Overshores Beach. Thoughtfully furnished and move-in ready, the home features a welcoming floor plan with a sunny kitchen, comfortable family room, classic living room, home office, powder room, and delightful three-season porch perfect for enjoying summer breezes. Upstairs are two generously sized bedrooms and a full bath. The kitchen blends vintage character with modern convenience, featuring stainless steel appliances and timeless appeal. Whether you're working remotely from the dedicated office, relaxing with a book on the porch, or taking a short walk to the beach, this home is designed for easy living. Fully furnished and equipped with linens, kitchen essentials, beach towels, and chairs, this turnkey rental offers everything needed to enjoy life on the Connecticut shoreline. Hardwood floors throughout. Security deposit, credit/background check, and excellent credit (750+) required. $250 end-of-lease cleaning. No pets. No smoking.

43 Neck Rd, Madison

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