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.
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, 974 sq ft 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
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
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, 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
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
5 Bedroom Classic colonial for rent in Darien.
$8,900
Courtesy of Houlihan Lawrence
Step into this luxury unit that offers refined elegance, modern design, and privacy all in the heart of downtown Darien's premier neighborhood, The Corbin District.
$8,610
Courtesy of Compass Connecticut, LLC
Available Sept 17th 2025 Fully Furnished Fully Stocked Rental Available Short Term Long Term.
$8,500
Courtesy of William Raveis Real Estate
Fully Furnished Fully Stocked Rental Available Short Term.
$8,000
Courtesy of William Raveis Real Estate
Beautifully renovated four bedroom home in Darien on a quiet street with water views.
$7,500
Courtesy of Houlihan Lawrence
Spacious raised ranch style home with newly installed kitchen and baths.
$7,200
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.
$7,000
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.
$6,925
Courtesy of Jarah Tuttle
A charming, cozy historic home with modern amenities and close to everything, including Darien Commons, Heights Crossing and Noroton Heights train station.
$5,950
Courtesy of Compass Connecticut, LLC
A rare, unique Nathaniel B.
$5,500
Courtesy of Gatehouse Realty Inc
Step into this luxury unit that offers refined elegance, modern design, and privacy all in the heart of downtown Darien's premier neighborhood, The Corbin District.
$5,145
Courtesy of Compass Connecticut, LLC
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.
3 BR, 2 BA tax card not up to date Darien rental across from Holmes Elementary and convenient to Middlesex, Darien HS, train, town, and all Darien has to offer.
$4,900
Courtesy of BHHS Darien/New Canaan
Welcome to Heights Crossing, Darien's premier luxury apartment community offering upscale living with unmatched convenience.
$4,750
Courtesy of Brown Harris Stevens
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
Now available for rent 167 Hollow Tree Ridge Road, a beautifully maintained and fully furnished 3 bedroom home in the heart of Darien's sought after Noroton Heights neighborhood.
$4,500
Courtesy of Houlihan Lawrence
Darling Cottage for Rent in Darien.
$4,300
Courtesy of Houlihan Lawrence
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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