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
$619,000
Surrounded by stone walls, this storied, spectacular and private 38.
$15,000,000
Courtesy of William Pitt Sotheby's Int'l
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
Welcome to one of Greenfield Hill's most distinguished residences an extraordinary 9, 700 sq.
$3,750,000
Courtesy of Keller Williams Realty
New Construction in coveted BEACH AREA !
$3,250,000
Courtesy of Higgins Group Real Estate
Savor the coastal lifestyle in this chic, modern 2021 construction home in the highly desirable Fairfield Beach neighborhood.
$1,699,000
Courtesy of Compass Connecticut, LLC
Move right into this exceptional 3 bedroom, 3.
$669,999
Courtesy of William Raveis Real Estate
Sprawling ten room ranch style residence offering three acres on a prime estate street in Greenfield Hill.
$1,600,000
Courtesy of William Pitt Sotheby's Int'l
Welcome to 210 Carroll Road !
$749,000
Courtesy of William Raveis Real Estate
This picture perfect Cape Cod home, just one block from miles of sandy beaches, is the summer gem you have been waiting for to hit the market.
$1,399,000
Courtesy of William Raveis Real Estate
OPPORTUNITY KNOCKS TWICE with the only two family home on Fairfield beach road Peninsula.
$2,200,000
Courtesy of Collage Realty
Stunning custom built Colonial nestled on a quiet cul de sac just minutes from Westport.
$2,500,000
Courtesy of Compass Connecticut, LLC
THIS IS A PERFECT DEVELOPMENT FOR NEW CONDOS IN FAIRFIELD CT.
$699,900
Courtesy of Oronoque Real Estate
Outstanding location ! Enjoy an immaculate bright and sunny easy to live Condo.
$630,000
Courtesy of Derek Greene
Located on one of the most coveted cul de sacs in Fairfield's University area, this Newly Built Colonial offers a perfect blend of classic charm modern luxury.
$2,300,000
Courtesy of Higgins Group Real Estate
Welcome to 274 High Street, Fairfield, CT where timeless elegance meets modern convenience.
$899,900
Courtesy of Call It Closed Realty
If you're looking for a meticulously custom crafted new construction home that seamlessly marries timeless elegance with modern comfort, then this is the one !
$1,999,000
Courtesy of Compass Connecticut, LLC
Beautifully updated home ready for its new owners.
$649,900
Courtesy of RE/MAX Right Choice
Enjoy the beach life year round at this perfect walk everywhere location.
$2,295,000
Courtesy of William Raveis Real Estate
Exceptional investment opportunity in the heart of Fairfield.
$700,000
Courtesy of Property Choices Real Estate
Admire craftsmanship elegance in this beautiful, custom New Construction home boasting sophisticated timeless design in the coveted University area of Fairfield.
$1,849,000
Courtesy of Higgins Group Real Estate
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.
$438,000
Courtesy of HJL Realty, LLC
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
Nestled in a sought after community, this charming townhouse offers the perfect blend of convenience and comfort.
$425,000
Courtesy of Coldwell Banker Realty
A Luxury Townhouse with nearly 4000 square feet offers an exceptional living experience in every detail.
$1,699,000
Courtesy of Coldwell Banker Realty
5, 000 sq ft with 4 full floors of living space !
$1,749,000
Courtesy of Brown Harris Stevens
27 acres of serene land along the Aspetuck River spreading between Fairfield and Weston.
$1,995,000
Courtesy of Keller Williams Realty
Discover your private sanctuary at the end of a serene cul de sac in Greenfield Hill.
$2,595,000
Courtesy of Coldwell Banker Realty
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