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.
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
Welcome to this expansive 1, 977 sq ft corner residence at Heights Crossing Darien's premier new development offering elevated coastal living across the street from the Metro North station.
$15,000
Courtesy of Brown Harris Stevens
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
This 4 Bedroom, 2 1 2 bath colonial home is perfectly sited on half an acre on cul de sac.
$11,500
Courtesy of Brown Harris Stevens
Welcome to 4 Stanton Road a beautifully maintained Colonial located on a quiet, tree lined street in one of Darien's most sought after neighborhoods.
$9,750
Courtesy of Houlihan Lawrence
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
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
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.
$7,359
Courtesy of Jarah Tuttle
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.
$6,879
Courtesy of Jarah Tuttle
Welcome to 233 Hoyt Street, a spacious, updated 5 bedroom, 2 bathroom home offering 2, 096 square feet of comfortable living space.
$6,750
Courtesy of Houlihan Lawrence
Acclaimed Darien schools and Springdale Stamford life and yes, we're proud of that !
$5,250
Courtesy of Keller Williams Realty
Location, Location, Location !
$5,250
Courtesy of Berkshire Hathaway NE Prop.
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
Brand new apartment convenient to train, Rowayton and Five Mile river.
$4,300
Courtesy of Houlihan Lawrence
This is a solid well built custom home.
$4,500
Courtesy of Coldwell Banker Realty
Experience elevated living at Heights Crossing Darien's premier luxury apartment community designed for comfort, style, and convenience.
$4,000
Courtesy of Brown Harris Stevens
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