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.
The Ultimate East Coast Sanctuary Where Privacy Meets Pinnacle Luxury.
$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
Step into history in the heart of Southport Village, where this location doesn't get any better !
$3,888,000
Courtesy of William Raveis Real Estate
A beautiful, new construction waterfront home complete w boat dock elevator awaits will be ready for you to enjoy by the early Spring of 2026.
$3,500,000
Courtesy of William Raveis Real Estate
New Construction in coveted BEACH AREA !
$3,100,000
Courtesy of Higgins Group Real Estate
A picturesque, expanded and impeccably renovated Cape Cod home located in highly desirable Southport set off far from road awaits.
$1,300,000
Courtesy of William Raveis Real Estate
Located in the highly desirable University area of Fairfield, this meticulously maintained half duplex townhouse offers 4 bedrooms, 2.
$825,000
Courtesy of William Pitt Sotheby's Int'l
Located in the highly desirable University area of Fairfield, this meticulously maintained half duplex townhouse offers 4 bedrooms, 2.
$825,000
Courtesy of William Pitt Sotheby's Int'l
Fantastic in town opportunity for builders and investors !
$699,000
Courtesy of Coldwell Banker Realty
Looking for a great opportunity ?
$478,200
Courtesy of Realhome Services & Solutions
Beautifully renovated 2 family located on quiet side street 2 separate off street driveways.
$715,000
Courtesy of Coldwell Banker Realty
Approximately 4, 000 square feet townhouse feels like a single family home with thoughtfully designed living space and featuring four bedrooms, four en suite bathrooms, and two half baths, and ...
$1,749,000
Courtesy of Coldwell Banker Realty
This luxury End unit new construction Townhouse feels like a single family home with over 4, 400 square feet offering an exceptional living experience with a spacious and thoughtfully designed ...
$1,949,000
Courtesy of Coldwell Banker Realty
Perfect for Fairfield starter or sizing down.
$555,000
Courtesy of The Almeida Group
Sun Drenched Charmer ! This move in ready 2 bedroom home offers an open floor plan with plenty of room to expand and gleaming hardwood floors throughout.
$546,000
Courtesy of William Raveis Real Estate
Crafted by noted custom builder Garrett Wilson and meticulously enhanced with recent upgrades, this Greenfield Hill home is as impressive as it is inviting.
$2,250,000
Courtesy of Houlihan Lawrence
Luxury end unit 3 bedroom 3.
$975,000
Courtesy of Coldwell Banker Realty
Classic Colonial in Prime University Area Location.
$1,495,000
Courtesy of Brown Harris Stevens
Nestled on a quiet street in Fairfield's Tunxis Hill neighborhood, this spacious 4 bedroom residence offers comfort, and convenience.
$505,000
Courtesy of Coldwell Banker Realty
Welcome to this like new, end unit townhouse offering a blend of timeless elegance and modern comfort, all within walking distance to downtown Fairfield, the train, and beautiful Jennings Beach.
$875,000
Courtesy of William Raveis Real Estate
Stunning NEW construction the desirable Fairfield Beach neighborhood.
$1,999,000
Courtesy of Compass Connecticut, LLC
Welcome to 115 Mayfair Road This stunning 4 bedroom, 3 bath home has been fully renovated, right down to the studs, with top quality finishes and thoughtful design.
$1,179,999
Courtesy of Real Broker CT, LLC
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
Discover the ease of one level living at 2180 Cross Highway, perfectly situated in a convenient Fairfield location on the Westport border, with a full home Generac Generator and sprinkler ...
$799,000
Courtesy of Serhant Connecticut, LLC
Brand new construction in highly desired Fairfield University area.
$1,898,500
Courtesy of Coldwell Banker Realty
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 ...
$2,349,000
Courtesy of Higgins Group Real Estate
WELCOME HOME ! Step inside and feel the warmth of family life in the eat in kitchen, where meals and laughter come together.
$520,000
Courtesy of Higgins Group Real Estate
Sprawling ten room ranch style residence offering 3 acres on a prime estate street in Greenfield Hill.
$1,395,000
Courtesy of William Pitt Sotheby's Int'l
Gorgeous new construction on a private cul de sac backing up to Brooklawn Country Club.
$1,649,000
Courtesy of William Raveis Real Estate
Stunning 3 bedroom, 2. 5 bath home in the heart of Tunxis Hill !
$699,000
Courtesy of Milligan Realty.com
OPPORTUNITY KNOCKS TWICE with the only two family home on Fairfield beach road Peninsula.
$2,200,000
Courtesy of Collage Realty
THIS IS A PERFECT DEVELOPMENT FOR NEW CONDOS IN FAIRFIELD CT.
$699,900
Courtesy of Oronoque Real Estate
This luxury End unit new construction Townhouse feels like a single family home with over 4, 400 square feet offering an exceptional living experience with a spacious and thoughtfully designed ...
$1,949,000
Courtesy of Coldwell Banker Realty
Under construction now ! !
$2,295,000
Courtesy of William Raveis Real Estate
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