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.
Southport's best kept secret.
$11,999,000
This magnificent estate was designed by renowned architect Roger Ferris and boasts 5 levels of living with spectacular water vistas of Southport Harbor.
$11,989,000
This beautiful Sasco Hill estate includes four buildings on a beautifully landscaped 4.
$6,700,000
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.
$3,850,000
Welcome home to 100 Mine Hill Road, where luxury meets modernity in the heart of Lower Greenfield Hill.
$3,499,000
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.
$3,450,000
This distinctive estate in Lower Greenfield Hill offers the ideal blend of Old World style and character with the benefits of high quality, recent construction.
$2,999,000
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
Welcome to an exceptional estate in Greenfield Hill, where classic allure meets contemporary luxury.
$2,850,000
This stunning, like new home on Southport's Heather Ridge features 5 bedrooms and 5.
$2,790,000
Recently completed in June '22, this stunning, dramatic home is now better than new with the current owner's touches.
$2,899,000
Captivating panoramic views of Long Island Sound and the historic Penfield Lighthouse are the focal points of this dramatic direct waterfront home on the sandy shores of Fairfield Beach.
$2,745,000
Recently featured in Serendipity Magazine, 915 Old Post Rd an iconic colonial situated on one of Connecticut's most prominent streets in Fairfield's Historic District.
$2,695,000
Welcome home to 101 Smedley Rd, where era charm meets modern convenience on a street celebrated for its friendly vibe prime location.
$1,099,000
Live your dream at the water's edge.
$1,995,000
First Time To Market. Original Owner.
$425,000
Come and checkout this fully renovated and turnkey Side by Side Duplex on the desirable Melville Dr Stratfield neighborhood !
$649,900
This charming cape ideally located in university neighborhood offers a perfect blend of comfort and convenience.
$620,000
Renovated colonial with golf course views, new siding, roof, designer kitchen, central air, brand new bathrooms, 4 bedrooms upstairs, new windows, hardwood floors, new doors, nothing to do, just enjoy ...
$749,000
Rare opportunity to own a Stunning Farmhouse Colonial on bucolic 2 plus acres in lower Greenfield Hill.
$2,675,000
Welcome Home to 187 Knapps Highway, a fantastic 1638 square foot end unit condo including two large bedrooms, two remodeled full bathrooms, and a gorgeous, updated kitchen.
$410,000
Nestled at the end of a tranquil cul de sac, this sprawling property abutting Sasco Hill Rd offers the opportunity to enjoy coastal living in the heart of Fairfield.
$1,399,000
This vintage colonial looks like the front of a New England postcard, with timeless curb appeal and gorgeous perennial gardens in full bloom.
$699,000
Welcome to this charming, bright, airy OH SO adorable !
$429,900
California cool meets modern living in this turn key Craftsman.
$699,999
Discover this magnificent single family home nestled within the prestigious University Area.
$950,000
Exquisite 4 bedroom, 3. 5 bath beautifully renovated Colonial on a private acre in the heart of Greenfield Hill.
$1,450,000
This 5 Bedroom, Fortuna built, Greenfield Hill CH Colonial has two stories to tell.
$985,000
Introducing 72 Alberta Street, a beautiful 3 bedroom plus office den, 3 full bath Cape Cod home that seamlessly marries 1940s charm with contemporary updates.
$799,900
Located on one of Grasmere's favorite, quiet, tree lined streets this sunny updated home is absolutely turn key.
$525,000
Nestled in the heart of Fairfield, this colonial is situated on a quiet street perfectly sited between the beach and downtown Fairfield offering easy access to the train station, town ...
$1,000,000
The Best in Class at the beach.
$2,295,000
Privacy and charm meet in this modernized antique salt box colonial nestled in Greenfield Hill.
$789,000
Life is Better at the Lake !
$979,000
Live the beach life in this Stunning Modern New Construction home just completed.
$2,349,000
Polished custom built Colonial with an abundance of amenities, from a heated in ground pool to mature landscaping.
$689,000
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