Madison, Connecticut is a picturesque coastal town located in New Haven County. Known for its stunning beaches, historic homes, and charming downtown area, Madison offers a luxurious experience for visitors seeking a sophisticated and upscale atmosphere.

Best Choice of Shopping

  1. The Shops at Yale - This premier shopping destination in nearby New Haven features a mix of high-end brands and local boutiques, set against a backdrop of historic architecture and tree-lined streets.
  2. Clinton Crossing Premium Outlets - This outdoor shopping center, located a short drive from Madison, features designer brands at discounted prices.
  3. Westfield Trumbull - Located just a short drive from Madison, this upscale shopping mall offers a range of luxury retailers, including Burberry and Tory Burch.
  4. The Promenade Shops at Evergreen Walk - This upscale shopping destination in nearby South Windsor offers a range of high-end brands, from Brooks Brothers to Lululemon.
  5. Westfarms - With over 160 stores, including luxury retailers like Gucci and Louis Vuitton, this shopping center is a must-visit for high-end shoppers.

Most Luxurious Hotels

  1. Madison Beach Hotel - This elegant hotel, located on the beach in Madison, offers luxurious accommodations and top-notch amenities, including an on-site restaurant and spa.
  2. Saybrook Point Resort & Marina - This waterfront resort, located just a short drive from Madison, offers luxurious accommodations and a range of recreational activities, including boating and spa treatments.
  3. The Study at Yale - This boutique hotel, located in downtown New Haven, features stylish accommodations and upscale amenities, including a rooftop terrace and fitness center.
  4. Delamar West Hartford - This chic, modern hotel in nearby West Hartford offers luxurious rooms and suites, as well as a range of on-site amenities, including a restaurant and fitness center.
  5. The Blake Hotel - This boutique hotel in nearby New Haven features stylish, contemporary design and luxurious amenities, including an on-site restaurant and fitness center.

Excellent Dining

  1. Bar Bouchee - This upscale French bistro in downtown Madison offers a range of classic French dishes and an extensive wine list.
  2. The Wharf Restaurant & Bar - This waterfront restaurant in Madison offers a range of seafood dishes and stunning views of the Long Island Sound.
  3. L'escale - This elegant French restaurant in nearby Greenwich features upscale cuisine and an extensive wine list.
  4. Pacifico - This upscale Latin American restaurant in downtown New Haven offers a range of flavorful dishes and creative cocktails.
  5. Union League Cafe - This classic French bistro in downtown New Haven features an upscale menu and an elegant atmosphere.

World Class Residences

  1. The Surf Club - This exclusive residential complex in Madison offers luxurious apartments and townhomes with high-end finishes and on-site amenities, including a clubhouse and fitness center.
  2. The Charles - This boutique residential building in downtown New Haven offers stylish, contemporary apartments and a range of amenities, including a rooftop terrace and fitness center.
  3. The Sound at Gateway Commons - This exclusive residential complex in nearby East Lyme offers luxurious apartments and townhomes with high-end finishes and on-site amenities, including a clubhouse and fitness center.
  4. The Residences at 66 High Street - This luxury apartment complex in nearby Guilford offers spacious, contemporary apartments with high-end finishes and a range of recreational amenities, including a rooftop terrace and fitness center.
  5. The Sono Pearl Apartments - Located in nearby Norwalk, this luxury apartment complex offers spacious, contemporary apartments with high-end finishes and a range of on-site amenities, including a fitness center and rooftop lounge.
July August Summer Furnished.
$36,000
Courtesy of William Raveis Real Estate
Nestled in the charming New England town of Madison, CT, this contemporary ranch home offers a spacious and comfortable summer retreat.
$24,000
Courtesy of Berkshire Hathaway NE Prop.
AVAILABLE FROM JULY 11 TO AUGUST 23 !
$16,000
Courtesy of William Pitt Sotheby's Int'l
What a fantastic location !
$11,000
Courtesy of William Raveis Real Estate
Still available June 1 June 11 and July 16 July 31 !
$9,750
Courtesy of William Pitt Sotheby's Int'l
ACADEMIC RENTAL ! The iconic, water front 118 Middle Beach Road is available for rent for the academic year beginning October 1, 2025.
$9,000
Courtesy of William Pitt Sotheby's Int'l
Fabulous academic rental available 10 1 through May 31st 2025.
$8,949
Courtesy of William Pitt Sotheby's Int'l
FANTASTIC LOCATION ! This 4 bedroom Cape Style home sits on Neptune Ave, just off Liberty Street, with easy access to the private Barberry Farms Assoc Beach and downtown Madison.
$7,500
Courtesy of William Pitt Sotheby's Int'l
Furnished Academic Rental thru June 30th.
$7,475
Courtesy of William Raveis Real Estate
You truly can't find a better location to rent a water area home for the summer months.
$6,500
Courtesy of William Pitt Sotheby's Int'l
SEPT '25 MAY '26 ACADEMIC WATERFRONT RENT available now to see.
$6,000
Courtesy of William Pitt Sotheby's Int'l
ACADEMIC FURNISHED RENTAL Available Sept 15th through May 15th 2026.
$5,750
Courtesy of William Pitt Sotheby's Int'l
Relax and enjoy this summer in a beautiful property situated just 200 yards from West Wharf Beach and 3 10th of a mile from Surf Club Beach.
$5,500
Courtesy of Coldwell Banker Realty
AUG 17 24th is just 5, 000 !
$4,000
Courtesy of William Raveis Real Estate
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