Weston is a charming town located in Fairfield County, Connecticut, known for its serene natural landscapes, impressive architecture, and affluent community. The town offers a perfect balance between rural and urban living, making it a popular destination for those seeking a luxurious lifestyle.

Best choice of shopping

  1. The Weston Shops - a collection of boutique stores that offer a wide range of luxury items, including designer clothes, jewelry, and home decor.
  2. The Westport Country Playhouse - a cultural center that hosts various events throughout the year, including theater productions, concerts, and art exhibits.
  3. The Merritt Parkway - a scenic route that offers stunning views of the town's natural beauty and connects Weston to neighboring towns.
  4. The Shops at the Green - a shopping center that features a mix of high-end stores, gourmet restaurants, and specialty shops.
  5. The Weston Farmers Market - a weekly market that sells fresh produce, artisanal goods, and other locally sourced products.

Most luxurious hotels

  1. The Inn at Longshore - a boutique hotel that offers elegant guest rooms, an award-winning restaurant, and breathtaking views of the Long Island Sound.
  2. The Delamar Southport - a luxury hotel that features a spa, fine dining, and stylish accommodations.
  3. The Westport Inn - a historic hotel that combines old-world charm with modern amenities, including a fitness center, a pool, and a restaurant.
  4. The Westport Hotel - a chic and stylish hotel that offers comfortable accommodations, exceptional service, and an unbeatable location in the heart of downtown Weston.
  5. The Residence Inn Weston - a modern hotel that offers spacious suites, an indoor pool, and a complimentary breakfast.

For those looking for an excellent dining experience, Weston has a range of upscale restaurants that offer exquisite cuisine and a cozy atmosphere. Here are the 5 most luxurious restaurants in Weston:

  1. The Schoolhouse at Cannondale - a farm-to-table restaurant that serves innovative American cuisine using locally sourced ingredients.
  2. The Red Barn Restaurant - a classic New England-style restaurant that offers traditional dishes made with fresh, locally sourced ingredients.
  3. The Little Barn - a cozy gastropub that serves craft cocktails and delicious comfort food in a laid-back setting.
  4. The Gray Goose Cafe - a casual dining restaurant that offers a menu of classic American dishes, as well as vegetarian and gluten-free options.
  5. The Cottage - a charming restaurant that serves elevated New American cuisine in a rustic, romantic atmosphere.

World class Residences

  1. 25 Tannery Lane: This stunning estate sits on 6.31 acres and boasts over 13,000 square feet of living space. It features a grand two-story foyer, six en-suite bedrooms, an indoor pool, home theater, and a full gym.
  2. 23 Hidden Spring Road: This exceptional stone and shingle colonial is situated on 2.02 acres of beautifully landscaped property. The home features six bedrooms, a custom library, a home theater, and an outdoor pool with a waterfall.
  3. 20 Stonegate Lane: This magnificent stone and shingle colonial sits on 3.01 acres of meticulously landscaped property. The home boasts six bedrooms, a gourmet kitchen, a home theater, and a wine cellar.
  4. 60 Norfield Road: This stunning 1930s colonial has been completely renovated and features six bedrooms, a chef's kitchen, a home gym, and an outdoor pool with a spa.
  5. 5 Osborn Farm Road: This incredible home sits on over 4 acres of beautifully landscaped property and features six bedrooms, a grand two-story foyer, a custom home theater, and an outdoor pool with a waterfall.
Discover a stunning custom crafted luxury home, complete with a separate one bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished.
$3,999,999
Courtesy of Redfin Corporation
A Timeless Colonial Retreat in Lower Weston less than 10 minutes from downtown Westport and 5 minutes from the Merritt, This stunning Ralph Lauren inspired Colonial offers classic elegance with ...
$2,995,000
Courtesy of William Raveis Real Estate
This exquisite custom estate with pool site on 4.
$2,999,000
Courtesy of Coldwell Banker Realty
Welcome to your own private oasis at 30 Soundview Farm Road, sequestered on over 2 acres of breathtaking landscape ; a Michael Greenberg original.
$2,075,000
Courtesy of Higgins Group Real Estate
Storybook Charm Meets Modern Convenience in Lower Weston !
$699,000
Courtesy of Compass Connecticut, LLC
This Charming 3 bedroom, 2 bath Colonial is ideally located close to downtown Weston !
$615,000
Courtesy of Redfin Corporation
Idyllic Riverfront Property in Lower Weston A Builder's Dream Opportunity !
$1,375,000
Courtesy of William Raveis Real Estate
Idyllic Riverfront Property in Lower Weston A Builder's Dream Opportunity !
$1,375,000
Courtesy of William Raveis Real Estate
2 Aspetuck Hill Lane in Weston, CT, is a luxurious single family home that spans an impressive 5, 228 square feet.
$1,499,000
Courtesy of Dorrance Realty
Welcome to this serene lakefront retreat in Weston, located at the end of a quiet cul de sac in a charming neighborhood where neighbors gather for holiday parties and book ...
$1,350,000
Courtesy of Higgins Group Real Estate
Modern Transitional Colonial !
$1,799,000
Courtesy of William Raveis Real Estate
Nestled in a serene and private setting, this stunning custom colonial offers the perfect blend of elegance and comfort.
$2,500,000
Courtesy of Coldwell Banker Realty
A charming Colonial that has been thoughtfully designed newly renovated with a flexible floor plan.
$1,299,000
Courtesy of Brown Harris Stevens
This exceptional home property will undoubtedly captivate you !
$1,650,000
Courtesy of Settlers & Traders
New construction for under 2 Million ?
$1,499,000
Courtesy of Camelot Real Estate
This beautifully constructed modern farmhouse situated on 2.
$2,095,000
Courtesy of Redfin Corporation
STUNNING LOWER WESTON COLONIAL ANTIQUE !
$1,349,000
Courtesy of Compass Connecticut, LLC
Nestled on a picturesque 2 acre lot, this stunning Colonial style home in Weston, offers over 4, 000 square feet of living space and the perfect blend of classic charm ...
$1,350,000
Courtesy of eXp Realty
Approximately 2. 90 acres of undeveloped land located in a desirable residential area, overlooking the beautiful Aspetuck River.
$410,000
Courtesy of Coldwell Banker Realty
Contemporary Colonial in a desirable neighborhood which has been completely updated with attention to detail throughout.
$974,900
Courtesy of Coldwell Banker Realty
The adage Home Sweet Home could have been written just for 29 Stonehenge.
$899,000
Courtesy of William Raveis Real Estate
Welcome to 15 Arrowhead Way, an exceptional contemporary residence that offers luxurious living throughout its 3 finished floors.
$2,650,000
Courtesy of Compass Connecticut, LLC
27 acres of serene land along the Aspetuck River spreading between Weston and Fairfield.
$2,500,000
Courtesy of Keller Williams Realty
Prime Builder Ready Lot Available Your Dream Home Awaits !
$459,000
Courtesy of Compass Connecticut, LLC
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