Fairfield, located in the southwestern part of Connecticut, is a picturesque coastal town known for its historic charm and beautiful beaches. The town boasts numerous boutiques, art galleries, and restaurants, making it a popular destination for locals and visitors alike. Fairfield is also home to several top-rated hotels and luxurious residences, offering visitors a comfortable and lavish stay.

Best Choice of Shopping

  1. Fairfield Center: This charming shopping district features a variety of boutiques, jewelry stores, and art galleries, as well as upscale dining options.
  2. The Brick Walk: This outdoor shopping center features a mix of luxury retailers and fine dining options, including J. McLaughlin, Steven Alan, and Terrain Garden Café.
  3. Post Road Plaza: This shopping center is home to a variety of stores, including high-end retailers like Talbots, Chico's, and J. Crew.
  4. Fairfield University Bookstore: Located on the Fairfield University campus, this bookstore offers a unique selection of gifts, clothing, and books.
  5. The Village Green: This outdoor shopping area features a mix of local and national retailers, including Lululemon, Madewell, and Anthropologie.

Most Luxurious Hotels

  1. The Delamar Southport: This luxurious hotel features elegant guest rooms and suites, a full-service spa, and a gourmet restaurant.
  2. The Inn at Longshore: This waterfront hotel features spacious rooms and suites with stunning views of the Long Island Sound, as well as an on-site restaurant and bar.
  3. The Roger Sherman Inn: This historic inn features luxurious guest rooms and suites, a fine dining restaurant, and beautiful gardens.
  4. The Circle Hotel Fairfield: This boutique hotel features stylish guest rooms and suites, an on-site restaurant and bar, and easy access to Fairfield's downtown area.
  5. The Hi-Ho Motel: This retro-chic motel features fun, themed guest rooms and suites, a seasonal outdoor pool, and a lively bar and lounge.

Excellent Dining

  1. Artisan Restaurant: This farm-to-table restaurant features seasonal New American cuisine, craft cocktails, and a stylish dining room.
  2. Paci Restaurant: This cozy Italian restaurant features homemade pasta, fresh seafood, and an extensive wine list.
  3. The Whelk: This trendy seafood spot offers a menu of fresh, locally sourced seafood, oysters, and craft cocktails.
  4. The Chelsea: This waterfront restaurant and bar features stunning views of the Long Island Sound, as well as a menu of creative New American cuisine.
  5. The Gray Goose Café: This cozy café offers a menu of classic American fare, including burgers, sandwiches, and salads, as well as a great selection of craft beers and wines.

World Class Residence

  1. 1353 Pequot Avenue: This stunning waterfront estate features 8 bedrooms, 7 bathrooms, and breathtaking views of the Long Island Sound.
  2. 125 Sasco Hill Road: This elegant estate features 5 bedrooms, 5 bathrooms, and a private pool and tennis court.
  3. 233 Sasco Hill Road: This exquisite colonial-style home features 6 bedrooms, 7 bathrooms, and a pool house with a fireplace and wet bar.
  4. 2745 North Street: This sprawling estate features 7 bedrooms, 10 bathrooms, and a private pool and tennis court.
  5. 9 Willowmere Circle: This stunning lakefront home features 5 bedrooms, 6 bathrooms, and a private dock and boathouse.
Opportunity awaits to pre purchase these 2 luxurious condos.
$1,595,000
Courtesy of William Raveis Real Estate
Spectacular New Construction in the Sasco Beach Area.
$2,595,000
Courtesy of William Raveis Real Estate
This is a well kept Second Floor Ranch Style Unit that was Rebuilt In 2004.
$435,900
Courtesy of HJL Realty, LLC
Approximately 4, 000 square feet of thoughtfully designed living space await in this new construction townhouse.
$1,749,000
Courtesy of Coldwell Banker Realty
Discover your private sanctuary at the end of a serene cul de sac in Greenfield Hill.
$2,299,000
Courtesy of Coldwell Banker Realty
27 acres of serene land along the Aspetuck River spreading between Fairfield and Weston.
$1,995,000
Courtesy of Keller Williams Realty
Brand new construction in highly desired Fairfield University area.
$1,898,000
Courtesy of Coldwell Banker Realty
Discover the ease of one level living at 2180 Cross Highway, perfectly situated in a convenient Fairfield location on the Westport border.
$799,000
Courtesy of Serhant Connecticut, LLC
This isn't another builder grade new construction it's a true custom home, thoughtfully designed for those who value craftsmanship and connection over excess.
$1,899,000
Courtesy of Compass Connecticut, LLC
New Construction ! Beautiful Beach area home to be built on a double cul de sac by one of Fairfield's premier builders.
$2,149,000
Courtesy of William Raveis Real Estate
Welcome to this move in ready split level home nestled in Fairfield's desirable University area.
$699,900
Courtesy of Coldwell Banker Realty
Experience life in a new custom spec home by HOBI award winning DeLaurentis Developments, a trusted local builder known for quality and craftsmanship.
$1,949,000
Courtesy of Compass Connecticut, LLC
Welcome to 25 Country Road, an extremely well crafted duplex townhome in one of Fairfield's most convenient locations.
$849,000
Courtesy of William Raveis Real Estate
Calling for Best and Final Offers by Sunday 11 2 5PM Welcome to 79 Mayfair Road, a wonderful opportunity to own a home that has been lovingly cared for by ...
$749,000
Courtesy of Berkshire Hathaway NE Prop.
Nestled on one of Fairfield's most coveted streets where the beach, town, coastal charm are just steps away this extraordinary 1944 farmhouse is a rare offering that blends timeless New ...
$4,200,000
Courtesy of William Raveis Real Estate
BEST AND FINAL OFFERS DUE BY MONDAY, NOV.
$749,000
Courtesy of William Raveis Real Estate
Storybook stone Cape on a quiet cul de sac in sought after Fairfield University area.
$725,000
Courtesy of Higgins Group Real Estate
Welcome to this cheerful North Stratfield ranch offering one level living, loads of natural light, and the perfect mix of comfort and convenience.
$689,000
Courtesy of Derek Greene
A little slice of Vermont in Fairfield !
$859,000
Courtesy of William Raveis Real Estate
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