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
Elegant English Country Home set on 2 stunning acres in a prime Lower Greenfield Hill neighborhood.
$1,200,000
Courtesy of The Agency
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
Lovely Location ! Outstanding newly renovated 2 2 with big garage all in spacious 1200sf one floor living, ample storage, large heated Pool, Club house activities w kitchen, paddle pickle ...
$630,000
Courtesy of Derek Greene
Welcome to 274 High Street, Fairfield, CT where timeless elegance meets modern convenience.
$899,900
Courtesy of Call It Closed Realty
Step into timeless elegance with this beautifully remodeled 3 bedroom, 1.
$649,900
Courtesy of Coldwell Banker Realty
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
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
Spectacular New Construction in the Sasco Beach Area.
$2,595,000
Courtesy of William Raveis 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
This is a well kept Second Floor Ranch Style Unit that was Rebuilt In 2004.
$438,000
Courtesy of HJL Realty, LLC
Welcome to your dream home in the heart of Fairfield !
$609,999
Courtesy of RE/MAX RISE
Opportunity awaits to pre purchase these 2 luxurious condos.
$1,595,000
Courtesy of William Raveis Real Estate
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
Investment Opportunity ? Beach Retreat ?
$1,199,000
Courtesy of William Pitt Sotheby's Int'l
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
32 found