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.
A One of a Kind Connecticut Estate Chestnut Farm Having changed hands just three times in over two centuries, Chestnut Farm is not just a home it's a legacy waiting ...
$3,900,000
Courtesy of Camelot Real Estate
27. 55 Acres of serene quiet wooded family neighborhood bordering Westport.
$3,500,000
Courtesy of Douglas Elliman of Connecticut
This exquisite custom estate with pool site on 4.
$2,999,000
Courtesy of Coldwell Banker Realty
27 acres of serene land along the Aspetuck River spreading between Weston and Fairfield.
$2,950,000
Courtesy of Keller Williams Realty
Located on a desirable lower Weston cul de sac, 25 Grays Farm Road has not been on the market for 50 years and presents an amazing opportunity to get into ...
$795,000
Courtesy of Compass Connecticut, LLC
Elegant Renovated Colonial on 2 Wooded Acres.
$850,000
Courtesy of Sunbelt Sales & Development
Nestled on a serene 3 acre lot along a picturesque river, The expansive open concept layout seamlessly blends indoor and outdoor living, with floor to ceiling windows that flood the ...
$1,199,900
Courtesy of Century 21 Clemens Group
At the end of a cul de sac on a private road, you will find 12 Winslow Rd !
$1,598,000
Courtesy of Distinct Realty
First time on the market !
$489,000
Courtesy of Compass Connecticut, LLC
Gorgeous new construction located in one of Weston's most beautiful and highly desirable neighborhoods Singing Oaks.
$1,990,000
Courtesy of Coldwell Banker Realty
Captivating 5 BR Tuscan inspired home beautifully captures Mediterranean style living, blending timeless elegance w modern touches.
$1,299,000
Courtesy of William Pitt Sotheby's Int'l
Nestled in the verdant hills of Weston bordering Aspetuck Land Trust acreage, this 1940's charmer was reimagined by way of Provence, and the owners' extensive European travel.
$1,675,000
Courtesy of Compass Connecticut, LLC
Part of The Homes at Ross Meadow, a beautiful brand new cul de sac of 7 new homes meticulously crafted by SandDollar Development using quality materials and a thoughtful design ...
$1,929,000
Courtesy of Houlihan Lawrence
Contemporary Colonial in a desirable neighborhood which has been completely updated with attention to detail throughout.
$959,900
Courtesy of Coldwell Banker Realty
Nestled in the tranquil setting of lower Weston, this spacious 5 bedroom Colonial offers endless possibilities whether you're looking to renovate or rebuild to create your dream home.
$849,000
Courtesy of William Raveis Real Estate
Adorable and well maintained home in the perfect location !
$699,000
Courtesy of Coldwell Banker Realty
RARE opportunity in lower Weston.
$1,390,000
Courtesy of Compass Connecticut, LLC
There are 21. 2 acres of undeveloped property, in the heart of Lower Weston in Fairfield County, waiting for you and the home s of your dreams or keep it ...
$494,900
Courtesy of RE/MAX Heritage
Amazing opportunity to build on prestigious Hills End Lane in Weston, set off of Michaels Way, where there are only multi million dollar custom homes.
$495,000
Courtesy of Higgins Group Real Estate
This exquisite property is the perfect place to call home !
$1,450,000
Courtesy of Keller Williams Realty
Amazing opportunity to be the first developer in Weston s newly created mixed use district !
$1,800,000
Courtesy of Settlers & Traders
Amazing opportunity to be the first developer in Weston s newly created mixed use district !
$1,800,000
Courtesy of Settlers & Traders
Impeccably crafted home built by a renowned builder in highly desirable Lower Weston location just over the Westport line.
$2,295,000
Courtesy of William Raveis Real Estate
1 Harvest Lane, a quintessential New England Colonial situated on a well manicured 2 acre lot in Lower Weston.
$1,525,000
Courtesy of William Raveis Real Estate
Discover a unique mid modern space that harmoniously merges with its natural surroundings.
$1,459,000
Courtesy of RE/MAX Heritage
Discover the epitome of modern country living in this magnificent Weston estate.
$1,399,000
Courtesy of Higgins Group Bedford Square
Welcome to your private getaway in the heart of nature a charming half acre one bedroom home nestled between Devil's Den Nature Preserve and the Saugatuck Reservoir in the North ...
$349,000
Courtesy of Keller Williams Prestige Prop.
One of the most distinctive houses in Connecticut.
$1,450,000
Courtesy of William Pitt Sotheby's Int'l
Discover a unique mid modern space that harmoniously merges with its natural surroundings.
$1,459,000
Courtesy of RE/MAX Heritage
Wonderful opportunity to develop and create a stunning new construction home situated minutes to town, school campuses, walking trails, and all that bucolic Weston has to offer !
$400,000
Courtesy of Higgins Group Real Estate
here's your opportunity to create a custom new construction home minutes to town, school campus, fantastic hiking and beautiful Bisceglie Park.
$1,925,000
Courtesy of Higgins Group Real Estate
Introducing Fox Hollow Farm, a captivating country estate in the heart of Weston.
$1,599,000
Courtesy of William Raveis Real Estate
Welcome to 1 Old Field Lane, this 3, 500 sf contemporary home offers a spacious and modern living experience, with 4 bedrooms and 2 main floor home office spaces.
$999,000
Courtesy of Compass Connecticut, LLC
Amazing opportunity to build on prestigious Hills End Lane in Weston, set off of Michaels Way, where there are only multi million dollar custom homes.
$495,000
Courtesy of Higgins Group Real Estate
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