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
$589,000
Surrounded by stone walls, this storied, spectacular and private 38.
$15,000,000
Courtesy of William Pitt Sotheby's Int'l
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 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
Welcome to 301 Weeping Willow, a rare opportunity in a prime Fairfield location tucked away on a peaceful cul de sac.
$520,000
Courtesy of William Raveis Real Estate
Cute as a button. This adorable ranch has all the charm you can imagine.
$525,000
Courtesy of William Raveis Real Estate
A beautifully fully remodeled Colonial awaits welcome home to 114 Castle Avenue.
$699,000
Courtesy of William Raveis Real Estate
Experience Coastal Luxury in this Brand New Custom Colonial just steps away from the soothing sands sea breeze of Penfield Beach, featuring a brand new pavilion for the ultimate Gold ...
$2,399,000
Courtesy of Higgins Group Real Estate
Welcome to Blue Bell Lane !
$1,500,000
Courtesy of Higgins Group Real Estate
A Must See Gem only 1 mile from Sacred Heart University Don't miss this beautifully updated, move in ready home that truly has it all including a sparkling pool !
$750,000
Courtesy of Century 21 AllPoints Realty
Set on 2. 98 private acres at the end of a cul de sac in coveted Greenfield Hill, this elegant 4627 SF Colonial offers the perfect blend of luxury, space, ...
$1,950,000
Courtesy of William Raveis Real Estate
A prime Southport country setting at the Westport line is home to this gracious five bedroom colonial featuring a rarely found attached main level IN LAW AU PAIR APARTMENT with ...
$1,495,000
Courtesy of William Pitt Sotheby's Int'l
A single family home close to town with spacious bedrooms and living space.
$786,000
Courtesy of Dorrance Realty
Gorgeous new construction on a private cul de sac backing up to Brooklawn Country Club.
$1,789,000
Courtesy of William Raveis 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
Experience elevated coastal living in this stunning new construction modern Colonial, ideally situated in the heart of Fairfield's desirable beach area.
$1,699,000
Courtesy of RE/MAX Town & Country
RARE FIND IN FAIRFIELD'S DCD ZONE !
$535,000
Courtesy of Higgins Group Real Estate
Sprawling ten room ranch style residence offering three acres on a prime estate street in Greenfield Hill.
$1,495,000
Courtesy of William Pitt Sotheby's Int'l
OPPORTUNITY KNOCKS TWICE with the only two family home on Fairfield beach road Peninsula.
$2,200,000
Courtesy of Collage 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
THIS IS A PERFECT DEVELOPMENT FOR NEW CONDOS IN FAIRFIELD CT.
$699,900
Courtesy of Oronoque 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
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.
$639,900
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
This is a well kept Second Floor Ranch Style Unit that was Rebuilt In 2004.
$438,000
Courtesy of HJL Realty, LLC
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
Welcome to your dream home in the heart of Fairfield !
$609,999
Courtesy of RE/MAX RISE
This Luxury Townhouse Condo with 4000 square feet offers an exceptional living experience in its spacious layout.
$1,799,000
Courtesy of Coldwell Banker Realty
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
27 acres of serene land along the Aspetuck River spreading between Fairfield and Weston.
$1,995,000
Courtesy of Keller Williams Realty
37 found