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
Nestled on over 11 acres with 450 feet of Long Island Sound waterfront and a private beach, this magnificent home, designed by architect Jason Chai, blends Swedish, Dutch, and Moorish ...
$25,000,000
Courtesy of William Raveis Real Estate
Imagine waking every morning to some of the most breathtaking water views on the East Coast.
$11,989,000
Courtesy of Coldwell Banker Realty
Discover unparalleled luxury living in this enclave of exceptionally conceptualized construction with expansive watereviews of Long Island Sound.
$8,950,000
Courtesy of William Raveis Real Estate
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
Discover your own private sanctuary in the prestigious Greenfield Hill neighborhood of Fairfield, perfectly positioned on the border of Fairfield and Westport.
$4,500,000
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
Introducing an extraordinary modern transitional beach home, where luxury meets the laid back charm of Fairfield Beach living.
$4,200,000
Courtesy of William Pitt Sotheby's Int'l
SOUTHPORT CHIC Attention Investors.
$3,995,000
Courtesy of Higgins Group Bedford Square
Nestled within the serene confines of Greenfield Hill, this magnificent estate resides on a private driveway, exuding an idyllic charm that is nothing short of picturesque.
$3,699,000
Courtesy of Higgins Group Real Estate
27 acres of serene land along the Aspetuck River spreading between Fairfield and Weston.
$2,950,000
Courtesy of Keller Williams Realty
ELEGANT COUNTRY HOUSE ON SASCO HILL Designed in the classic tradition, with a very private Sasco Hill location, this exceptionally elegant 6000 square foot, 5 Bedroom, 5.
$2,950,000
Courtesy of Higgins Group Real Estate
Stately and gracious Greenfield Hill charmer on 2 acres of manicured lawn with amazing details.
$2,875,000
Courtesy of Higgins Group Bedford Square
Recently completed in June '22, this stunning, dramatic home is now better than new with the current owner's touches.
$2,899,000
Courtesy of Coldwell Banker Realty
Discover your private sanctuary at the end of a serene cul de sac in Greenfield Hill.
$2,800,000
Courtesy of Coldwell Banker Realty
Welcome to this stunning, fully renovated home located on a peaceful cul de sac, steps from parks, walk to town and to Penfield beach.
$1,365,000
Courtesy of Higgins Group Real Estate
Terrific opportunity to purchase a home in the Stratfield Area Spacious and bright w Hardwood Flooring and updated paint this home has rooms to spare !
$669,900
Courtesy of William Raveis Real Estate
Discover a rare opportunity to own an exquisite mini estate nestled on over two picturesque acres in the scenic Greenfield Hill area.
$2,295,000
Courtesy of Compass Connecticut, LLC
Discover the perfect blend of modern luxury and comfortable living in this stunning 4 bedroom, 2.
$1,399,000
Courtesy of Coldwell Banker Realty
Looking for your next project ?
$599,900
Courtesy of Statewide Premier Prop. LLC
Introducing an incredibly unique opportunity to own a new custom construction overlooking the picturesque Mill River.
$2,399,000
Courtesy of Coldwell Banker Realty
WALK to Osborn Hill School from your Newly Constructed Colonial inSought After University Area Popular Osborn Hill Woods Ludlowe district !
$1,625,000
Courtesy of Higgins Group Real Estate
Move right into this stunningly remodeled 2 bedroom, 1.
$449,900
Courtesy of William Raveis Real Estate
Bring your builders or Flippers !
$449,000
Courtesy of William Raveis Real Estate
A 3 family home in mint condition.
$1,150,000
Courtesy of Scott Kadison Real Estate
Located in Southport's highly desirable neighborhood, this renovated colonial home on 0.
$1,650,000
Courtesy of Coldwell Banker Realty
A block to Jennings beach this contemporary bungalow is ready to move right in or can be taken to the next level !
$798,000
Courtesy of Compass Connecticut, LLC
A Story of Timeless Charm in the Heart of New England.
$1,175,000
Courtesy of William Raveis Real Estate
Set on a beautiful corner lot, tree lined neighborhood, this half duplex boasts the perfect blend of comfort, convenience, and community.
$449,000
Courtesy of William Raveis Real Estate
Pristine 3 bedroom 2 bath Brick Cape in highly desirable Fairfield Beach Area !
$899,000
Courtesy of William Raveis Real Estate
Nestled in the sought after Fairfield University neighborhood, this stunning new colonial is built by a well established local builder.
$1,700,000
Courtesy of BHGRE Gaetano Marra Homes
Best buy in Fairfield ! Updated University Area Colonial home conveniently located walking distance to Black Rock R.
$850,000
Courtesy of Munson Real Estate
Location ! Location ! Close to NY Train, Equinox, Beaches and charming Southport Village, Yacht Club Pequot Library.
$615,000
Courtesy of William Pitt Sotheby's Int'l
Nestled on two wooded acres in the coveted Greenfield Hill district, this extensively updated classic center hall colonial is the quintessential New England charmer.
$1,200,000
Courtesy of Higgins Group Real Estate
A Luxury Townhouse with 3500 square feet offers an exceptional living experience in every detail.
$1,699,000
Courtesy of Coldwell Banker Realty
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