Darien is an affluent coastal town in Fairfield County, Connecticut, known for its picturesque New England charm, stunning waterfront homes, and world-class amenities. The area offers a serene and laid-back lifestyle, with easy access to both New York City and other nearby towns.

Best Choice of Shopping

  1. The Darien Sport Shop: This iconic family-owned store in Darien offers high-end clothing, shoes, and accessories from top designer brands.
  2. The Saks Fifth Avenue at the Stamford Town Center: This luxury department store in Stamford offers a wide range of high-end designer apparel, accessories, and beauty products.
  3. The Westfield Trumbull Mall: This upscale shopping center in Trumbull features a mix of luxury boutiques, including Michael Kors, Louis Vuitton, and Tiffany & Co.
  4. The Greenwich Avenue Shopping District: This premier shopping destination in downtown Greenwich offers a mix of luxury shops, designer boutiques, and high-end retailers.
  5. The SoNo Collection: This modern shopping center in Norwalk features a diverse range of luxury stores, including Bloomingdale's, Nordstrom, and Cartier.

Most Luxurious Hotels

  1. The Delamar Southport: This luxurious hotel in Southport offers upscale amenities, a renowned spa, and stylish guest rooms.
  2. The J House Greenwich: This sophisticated hotel in Greenwich features contemporary design, an on-site restaurant, and an outdoor pool.
  3. The Delamar Greenwich Harbor: This elegant waterfront hotel in Greenwich offers luxurious accommodations, an award-winning spa, and breathtaking views of the harbor.
  4. The Ritz-Carlton, Westchester: This upscale hotel in White Plains features an elegant spa, gourmet dining, and stunning city views.
  5. The Inn at Longshore: This elegant hotel in Westport features luxurious accommodations, stunning water views, and an on-site restaurant.

Excellent Dining

  1. The Waters Edge at Giovanni's: This upscale restaurant in Darien offers contemporary American cuisine, an extensive wine list, and stunning water views.
  2. The Restaurant at Rowayton Seafood: This waterfront restaurant in Rowayton features fresh seafood, artisanal cocktails, and breathtaking views of the harbor.
  3. The National Greenwich: This elegant restaurant in downtown Greenwich offers contemporary American cuisine, an extensive wine list, and a stylish atmosphere.
  4. The Pearl at Longshore: This waterfront restaurant in Westport offers New American cuisine, live music, and stunning water views.
  5. Harvest Wine Bar & Restaurant: This stylish restaurant in Greenwich offers farm-to-table cuisine, a sophisticated atmosphere, and an extensive wine list.

World-Class Residences

  1. Tokeneke Road: This prestigious neighborhood in Darien features stunning waterfront homes, lush greenery, and breathtaking water views.
  2. Pear Tree Point Road: This exclusive enclave in Darien features some of the town's most exquisite homes, including sprawling estates and elegant mansions.
  3. Long Neck Point Road: This gated community in Darien features luxurious homes, scenic parks, and a vibrant downtown area.
  4. Delafield Island Road: This secluded neighborhood in Darien features sprawling estates, waterfront properties, and a tranquil atmosphere.
  5. Old Kings Highway South: This historic district in Darien features a mix of charming antique homes and newly built luxury properties, all set amidst picturesque gardens and tree-lined streets.
World class one of a kind newly constructed modern masterpiece designed by award winning architect Vita design with stunning unobstructed water views from every room in the house.
$45,000
Courtesy of William Raveis Real Estate
Nestled in the picturesque neighborhood of Glen Gorham Lane, this charming rental home offers the perfect blend of comfort and convenience.
$30,000
Courtesy of Compass Connecticut, LLC
Terrific summer rental available for the month of August, with some flexibility.
$30,000
Courtesy of Houlihan Lawrence
Looking to get away this summer ?
$25,000
Courtesy of William Pitt Sotheby's Int'l
This breathtaking waterfront Mediterranean home is ideally located in the Tokeneke Association and prominently faces south toward Contentment Island.
$25,000
Courtesy of Outlook Realty
Nestled in the picturesque neighborhood of Glen Gorham Lane, this charming rental home offers the perfect blend of comfort and convenience.
$20,000
Courtesy of Compass Connecticut, LLC
Luxurious Federal Colonial Rental in Prime Darien Location.
$17,000
Courtesy of William Pitt Sotheby's Int'l
This wonderful bright turn key modern colonial has 4600 square feet with 9 feet ceilings and open floor plan.
$14,990
Courtesy of Keller Williams Prestige Prop.
Step into the best of coastal living with direct water frontage and access to Holly Pond leading to Long Island Sound, perfect for boating at all tides, water sports and ...
$14,500
Courtesy of CT Waterfront Properties
WONDERFUL NEW ENGLAND COLONIAL IN THE HEART OF NORTHERN DARIEN OFFERING OPEN, BEAUTIFULLY LANDSCAPED PROPERTY AND APPLE ORCHARD ADJACENT TO WEE BURN COUNTRY CLUB.
$13,500
Courtesy of Houlihan Lawrence
This 4, 000 sf 4 bedroom Antique Colonial on the beautiful Gorhams Pond available for a 5 month lease with guest cottage on property.
$12,000
Courtesy of Brown Harris Stevens
The Connecticut coastline awaits you an incredible and rare opportunity to live in Darien on the Five Mile River Road across the street from the water !
$12,000
Courtesy of William Pitt Sotheby's Int'l
Distinctive 6 Bedroom, 4 full and 2 1 2 baths plus 2 offices New Colonial conveniently located on the Darien Stamford border that will satisfy the most discerning tastes.
$10,500
Courtesy of Urban Connections Realty
Amazing opportunity to live in sought after neighborhood easy walk train, Library, Baker Park and the new Darien Commons.
$9,500
Courtesy of Coldwell Banker Realty
FURNISHED SUMMER RENTAL Immaculate, quiet, in town condominium in a private setting.
$8,990
Courtesy of Compass Connecticut, LLC
The rental you have been waiting for !
$8,300
Courtesy of Houlihan Lawrence
Fully Furnished Fully Stocked Rental Available Short Term.
$8,000
Courtesy of William Raveis Real Estate
Available August 2025 Fully Furnished Fully Stocked Rental Available Short Term Long Term.
$7,500
Courtesy of William Raveis Real Estate
Heights Crossing, a new, upscale apartment development in Darien, offering luxury amenities combined with immediate access to New York City via the train station across the street.
$7,500
Courtesy of Brown Harris Stevens
Beautifully renovated four bedroom home in Darien on a quiet street with water views.
$7,500
Courtesy of Houlihan Lawrence
Understated elegance, modern conveniences and a peaceful, wooded location come together to create a community that feels like a tranquil retreat in the heart of Darien, Connecticut.
$6,679
Courtesy of Jarah Tuttle
A rare, unique Nathaniel B.
$6,500
Courtesy of Gatehouse Realty Inc
Ideal Rental for NYC Commuters Spacious 4BR 2.
$6,400
Courtesy of Coldwell Banker Realty
Attractive and nicely updated, this home offers 4 bedrooms and 2 full baths, total heated living space is about 1750 sf.
$5,990
Courtesy of William Raveis Real Estate
A rare, unique Nathaniel B.
$6,000
Courtesy of Gatehouse Realty Inc
Rent a newer construction luxury apartment at conveniently located Pemberton16 !
$5,700
Courtesy of Compass Connecticut, LLC
Heights Crossing, a new, upscale apartment development in Darien, offering luxury amenities combined with immediate access to New York City via the train station across the street.
$5,600
Courtesy of Brown Harris Stevens
Charming, 4 Bed 2 Bath freshly painted Cape near schools, the Noroton Heights train station, dining and shopping.
$5,000
Courtesy of Coldwell Banker Realty
Location, Location, Location !
$5,250
Courtesy of Berkshire Hathaway NE Prop.
Acclaimed Darien schools and Springdale Stamford life and yes, we're proud of that !
$5,250
Courtesy of Keller Williams Realty
A rare, unique Nathaniel B.
$5,000
Courtesy of Gatehouse Realty
A rare, unique Nathaniel B.
$5,000
Courtesy of Gatehouse Realty
Heights Crossing, a new, upscale apartment development in Darien, offering luxury amenities combined with immediate access to New York City via the train station across the street.
$4,650
Courtesy of Brown Harris Stevens
Heights Crossing, a new, upscale apartment development in Darien, offering luxury amenities combined with immediate access to New York City via the train station across the street.
$4,395
Courtesy of Brown Harris Stevens
Downtown Darien s Corbin District is an emerging mix of new buildings that reflect the vision of the Developers and brought to form through the award winning design team of ...
$4,600
Courtesy of Compass Connecticut, LLC
This is a solid well built custom home.
$4,500
Courtesy of Coldwell Banker Realty
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