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
$648,000
220 Stonewall Lane, Fairfield, Connecticut 06824
$1,799,000
Imagine waking every morning to some of the most breathtaking water views on the East Coast.
$11,989,000
Courtesy of Coldwell Banker Realty
Magnificent private custom built in 2005 Federal Colonial with views of Long Island Sound from every room ; 180 degree views to Empire State Building and Freedom Tower ; home ...
$5,988,800
Courtesy of Property World
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
Experience unparalleled luxury in this exquisite coastal residence, just moments from the expansive sands of Penfield Beach and the tranquil waters of Long Island Sound.
$3,700,000
Courtesy of Berkshire Hathaway NE Prop.
A Ferrari Pininfarina Sergio, a Patek Philippe Sky Moon Tourbillion, 372 Rowland Road, Fairfield the Beach Area all very unique, very rare and all valued at or about 3 million ...
$2,900,000
Courtesy of William Raveis Real Estate
Discover your private sanctuary at the end of a serene cul de sac in Greenfield Hill.
$2,800,000
Courtesy of Coldwell Banker Realty
Sunkissed colonial in Southport.
$599,000
Courtesy of Higgins Group Bedford Square
Pristine turn Key 5BR Dutch colonial home in Fairfield is now available !
$829,000
Courtesy of Sotheby's International Realty
Charming 5 bedroom home in the desirable Fairfield, CT.
$749,000
Courtesy of William Pitt Sotheby's Int'l
Welcome to 30 Valley Lane, a charming home tucked away on a quiet cul de sac in the highly desirable Stratfield neighborhood of Fairfield.
$549,900
Courtesy of Coldwell Banker Realty
This is a fantastic opportunity to own in the highly desirable Woodfield Village.
$489,000
Courtesy of William Raveis Real Estate
Rare find Total privacy and large flat.
$1,975,000
Courtesy of Berkshire Hathaway NE Prop.
Discover the perfect blend of charm and convenience at 172 Nichols Street, Fairfield !
$869,900
Courtesy of Carey & Guarrera Real Estate
Welcome home to this charming and spacious University cape set on a corner lot with a generous and fully fenced backyard !
$829,000
Courtesy of Brown Harris Stevens
Well maintained Cul De Sac 3 Family Property with 2 car Garage In Prime Commuter Location.
$850,000
Courtesy of Coraland Realty
Welcome to 1569 Brookside Drive a move in ready gem that's light, bright, impeccably maintained.
$1,099,000
Courtesy of William Raveis Real Estate
Lower Greenfield Hill at its best.
$1,599,000
Courtesy of Coldwell Banker Realty
Perfectly positioned in a prime location, 307 Eastlawn St is a 10 minute walk to town, the train, top rated restaurants, charming coffee shops, boutique shopping, vibrant entertainment.
$1,299,000
Courtesy of William Raveis Real Estate
This one checks all the boxes.
$1,399,000
Courtesy of Coldwell Banker Realty
Fall in love with this picture perfect Cape Cod style home, blending charm, comfort, and convenience in the heart of Fairfield's sought after Stratfield area.
$699,000
Courtesy of William Raveis Real Estate
Welcome to 126 Churchill Street, a meticulously maintained and beautifully updated home in one of Fairfield's most sought after neighborhoods.
$469,900
Courtesy of Higgins Group Real Estate
Incredible opportunity to live in one of the most sought after locations of Southport, CT.
$675,000
Courtesy of Iron Gates Realty
Are you dreaming of living in Fairfield ?
$499,000
Courtesy of Higgins Group Real Estate
Beautifully transitioned from a grand, historic Barn on a bucolic and exceptionally well tended one acre property, this 3258 square foot, 3 Bedroom, 3.
$1,625,000
Courtesy of Higgins Group Real Estate
LUXURY 2024 CONSTRUCTION IN PRIME LOCATION !
$1,350,000
Courtesy of Keller Williams Realty
Looking for an updated home in one of Fairfield's premier locations at an approachable price point ?
$899,999
Courtesy of Compass Connecticut, LLC
BOMK as a result of change in buyer's employment Completed in 2022, this Colonial is nestled in the vibrant heart of Fairfield Center boasts 3, 257 sf of sunlit living ...
$1,850,000
Courtesy of Compass Connecticut, LLC
Sun drenched and spacious ranch style end unit in sought after Woodfield Village.
$519,000
Courtesy of Coldwell Banker Realty
Amazing Fairfield 1 2 Duplex in Desirable Cul de Sac Location !
$869,000
Courtesy of Dave Jones Realty, LLC
Amazing Fairfield 1 2 Duplex in Desirable Cul de Sac Location !
$869,000
Courtesy of Dave Jones Realty, LLC
Welcome to your dream coastal retreat !
$1,699,999
Courtesy of RE/MAX Town & Country
Life is short.... LIVE AT THE BEACH !
$1,345,000
Courtesy of Brown Harris Stevens
Introducing an incredibly unique opportunity to own a new custom construction overlooking the picturesque Mill River.
$2,399,000
Courtesy of Coldwell Banker Realty
This wonderfully located 1 2 Duplex home was recently completely redone inside and out.
$472,500
Courtesy of William Raveis Real Estate
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