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.
338 Villa Avenue, Fairfield, Connecticut 06825
$648,000
Magnificent private custom built in 2005 Federal Colonial with views of Long Island Sound from every room ; 180 degree views to Empire State Building and Freedom Tower ; home ...
$5,988,800
Courtesy of Property World
A rare opportunity to own a piece of Southport history.
$5,499,000
Courtesy of William Raveis Real Estate
Welcome to Turning Point at Pine Creek, where the coastline bends to a point creating some of the most magnificent side to side sweeping views the Gold Coast has to ...
$4,400,000
Courtesy of RE/MAX Right Choice
Remarkable CUSTOMIZABLE approx 6, 000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.
$4,300,000
Courtesy of Preoh, LLC
Remarkable CUSTOMIZABLE approx 6, 000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.
$4,300,000
Courtesy of Preoh, LLC
Welcome to the pinnacle of luxury coastal living at 1008 Fairfield Beach Road where modern luxury meets coastal elegance.
$4,250,000
Courtesy of Higgins Group Real Estate
Gorgeous coastal retreat w Long Island Sound views, stunning sunrises steps to miles of sandy beaches Welcome Home to 40 Fairfield Beach Road.
$3,450,000
Courtesy of William Raveis Real Estate
Discover your private sanctuary at the end of a serene cul de sac in Greenfield Hill.
$2,800,000
Courtesy of Coldwell Banker Realty
This is a well kept Second Floor Ranch Style Unit that was Rebuilt In 2004.
$442,000
Courtesy of HJL Realty, LLC
A Prime Land Opportunity in the Fairfield Beach Area !
$899,000
Courtesy of Higgins Group Bedford Square
Proposed New Construction of a shingle style colonial in the prestigious Greenfield Hill section of Fairfield.
$2,390,000
Courtesy of Berkshire Hathaway NE Prop.
Welcome to your dream home in the heart of Fairfield !
$629,999
Courtesy of RE/MAX RISE
Experience timeless elegance in this beautifully maintained ranch style home, offering 3 spacious bedrooms, 2 full baths, and an extended driveway for ample parking.
$720,000
Courtesy of Las Americas Real Estate
Welcome to your custom built gem at The Ridge, a gated community where luxury meets comfort.
$2,475,000
Courtesy of Compass Connecticut, LLC
Location, location, location !
$699,000
Courtesy of William Raveis Real Estate
This picture perfect home in the heart of Fairfield's beloved Stratfield Village blends charm and functionality.
$639,000
Courtesy of William Raveis Real Estate
We will see creativity emerge triumphant in the battle of sameness.
$1,150,000
Courtesy of RE/MAX Heritage
Welcome to 4680 Black Rock Tpk.
$1,174,000
Courtesy of Coldwell Banker Realty
Charming three bedroom cape in Prime Fairfield Location !
$495,000
Courtesy of Coldwell Banker Realty
Located within close proximity to shopping, schools Merritt Pkwy, this spacious 9RM, 5BR, 3.
$995,000
Courtesy of Berkshire Hathaway NE Prop.
Welcome to 71 Reid Street !
$1,699,000
Courtesy of Higgins Group Real Estate
Investment Opportunity ? Seaside Retreat ?
$1,299,000
Courtesy of William Pitt Sotheby's Int'l
Welcome to this charming 1930's home with modern updates and cozy appeal !
$589,000
Courtesy of William Raveis Real Estate
Nestled on a quiet cul de sac in the desirable Fairfield Woods section of Fairfield, this stunning new construction by AR Luxury Homes redefines modern luxury and convenience.
$1,969,000
Courtesy of The Riverside Realty Group
A Luxury Townhouse with nearly 4000 square feet offers an exceptional living experience in every detail.
$1,799,000
Courtesy of Coldwell Banker Realty
Tucked away at the end of a quiet cul de sac in one of Fairfield's desirable neighborhoods, this rare land offering provides the opportunity to build two separate homes on ...
$1,050,000
Courtesy of BHHS Darien/New Canaan
Tucked away at the end of a quiet cul de sac in one of Fairfield's desirable neighborhoods, this rare land offering provides the opportunity to build two separate homes on ...
$1,050,000
Courtesy of BHHS Darien/New Canaan
Tucked away at the end of a quiet cul de sac in one of Fairfield's desirable neighborhoods, this rare land offering provides the opportunity to build two separate homes on ...
$1,050,000
Courtesy of BHHS Darien/New Canaan
Approvals in place for a 2 acre shovel ready lot on a designated scenic road in prestigious Greenfield Hill.
$599,000
Courtesy of Berkshire Hathaway NE Prop.
An ode to the perfect modern ranch.
$1,175,000
Courtesy of RE/MAX Heritage
Classic home in Sasco Hill, Southport.
$1,250,000
Courtesy of The Pinto Group R. E. Services
Nestled on a quiet cul de sac, this charming Colonial style home offers nearly 2, 300 square feet of above grade living space, featuring 4 sizeable bedrooms and 3.
$708,000
Courtesy of William Raveis Real Estate
Newly approved Southport building lot, prestigious Sasco Hill area.
$995,000
Courtesy of The Pinto Group R. E. Services
Discover the epitome of coastal living with this stunning, luxury NEW CONSTRUCTION beach home which will be completed in July Aug 2025.
$1,899,000
Courtesy of Compass Connecticut, LLC
Tucked at the end of a cul de sac in Greenfield Hill, this sprawling ranch offers an incredible opportunity to create your dream home.
$999,999
Courtesy of William Raveis Real Estate
46 found