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
Looking for a great opportunity ?
$478,200
Courtesy of Realhome Services & Solutions
Fantastic in town opportunity for builders and investors !
$699,000
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
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
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
Beautifully renovated 2 family located on quiet side street 2 separate off street driveways.
$715,000
Courtesy of Coldwell Banker Realty
Luxury end unit 3 bedroom 3.
$975,000
Courtesy of Coldwell Banker Realty
Nestled on a quiet street in Fairfield's Tunxis Hill neighborhood, this spacious 4 bedroom residence offers comfort, and convenience.
$515,000
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
Classic Colonial in Prime University Area Location.
$1,495,000
Courtesy of Brown Harris Stevens
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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