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.
Prime Weston location ! Set on 2.
$3,900,000
Courtesy of Keller Williams Realty
Historic Charm. Modern Luxury.
$3,850,000
Courtesy of Sotheby's International Realty
Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.
$3,500,000
Courtesy of Compass Connecticut, LLC
LISTING IS OFF MARKET FOR THE HOLIDAYS.
$949,000
Courtesy of Compass Connecticut, LLC
Step into comfort and style at 4 Colony Road in Weston, CT.
$829,000
Courtesy of Compass Connecticut, LLC
Amazing Riverfront property conveniently located in Lower Weston, with 3 Bedrooms, 2.
$725,000
Courtesy of William Pitt Sotheby's Int'l
2 SEPARATE, ADJACENT LOTS in lower Weston, one with an interior designer's personal home, thoughtfully renovated in 2024 with luxurious, high end finishes rarely found in a classic ranch.
$1,325,000
Courtesy of Compass Connecticut, LLC
Welcome to 28 Wells Hills Rd.
$2,275,000
Courtesy of Compass Connecticut, LLC
Discover a stunning blend of architectural charm and modern functionality at 191 Steep Hill Road, Weston, CT.
$999,999
Courtesy of Compass Connecticut, LLC
Beautifully updated Colonial in an excellent location, close to downtown Weston !
$524,000
Courtesy of Redfin Corporation
This modern transitional Colonial at 225 Good Hill Road, Weston, CT 06883 offers 5 bedrooms, 4 full and 1 half baths, and an open concept floor plan designed for natural ...
$1,775,000
Courtesy of Coldwell Banker Realty
Historic Elegance meets today's lifestyle in this 1845 Antique w 145' of scenic river frontage but not in the flood zone, in Lower Weston.
$1,569,000
Courtesy of Coldwell Banker Realty
Spacious 4 Bedroom Home on 2.
$1,149,000
Courtesy of Coldwell Banker Realty
Natural light, soaring ceilings, and a dramatic stone fireplace set the tone for this spacious contemporary on one of the best lots in a quiet cul de sac.
$1,295,000
Courtesy of William Pitt Sotheby's Int'l
This charming 5 bedroom, 3 full bath home offers 2, 788 sq.
$799,000
Courtesy of O'Brien Premier Properties
Idyllic riverfront property in Lower Weston a builder's dream with both main house and barn transformations.
$1,050,000
Courtesy of William Raveis Real Estate
Bringing the Indoors and Outdoors Together with Mid Century Rustic Elegance.
$1,160,000
Courtesy of Camelot Real Estate
Welcome to your own private oasis at 30 Soundview Farm, sequestered on over 2 acres of breathtaking landscape ; a Michael Greenberg original.
$2,000,000
Courtesy of Higgins Group Real Estate
Tranquil Contemporary Retreat on 2.
$795,000
Courtesy of Iron Gates Realty
Discover the ideal site for your dream home with this exceptional 2.
$449,000
Courtesy of Compass Connecticut, LLC
Welcome to 38 Davis Hill Road, Weston a beautifully appointed Colonial residence set on just over 2 private acres with meticulously landscaped gardens, mature plantings, and multiple patios.
$1,999,000
Courtesy of Coldwell Banker Realty
Experience dramatic, modern living in this grand home with a glorious gunite pool exceptional architectural appeal.
$1,779,000
Courtesy of Coldwell Banker Realty
3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm.
$2,100,000
Courtesy of Compass Connecticut, LLC
Welcome to this beautifully maintained 2 bedroom, 1.
$519,000
Courtesy of O'Brien Premier Properties
27 acres of serene land along the Aspetuck River spreading between Weston and Fairfield.
$1,995,000
Courtesy of Keller Williams Realty
New construction for SALE or RENT.
$1,499,000
Courtesy of Camelot Real Estate
Welcome To 24 Nordholm A striking modern European inspired design, this stunning river cottage draws inspiration from Scandinavian minimalism and the timeless forms of New England barns.
$799,000
Courtesy of Camelot Real Estate
This Chalet Style Retreat offers the best of both worlds, privacy and serenity of a country residence paired with convenient access to local amenities and recreation.
$1,075,000
Courtesy of The Brokerage of New England
Welcome to 30 Soundview Farm Road a timeless Nantucket style colonial nestled at the end of a serene cul de sac in one of Westons most desirable location, just moments ...
$1,995,000
Courtesy of Coldwell Banker Realty
Set back from the street in a desirable lower Weston location, this elegant colonial offers just under 4, 000 sqft of beautifully finished living space.
$1,450,000
Courtesy of RE/MAX Right Choice
NO ACCESS OR VIEWINGS of this property no interior photos.
$833,300
Courtesy of Realhome Services & Solutions
Welcome to this Modern Colonial, a sanctuary where luxury, comfort tranquility converge on a premier cul de sac, conveniently located to the Merritt Parkway, Weston Center the campus of award ...
$2,099,000
Courtesy of Coldwell Banker Realty
This beautifully renovated 5 bedroom Colonial in Lower Weston, Connecticut, exemplifies exceptional craftsmanship and attention to detail throughout.
$1,495,000
Courtesy of Coldwell Banker Realty
A Premier New England Property Extraordinary Opportunity !
$1,500,000
Courtesy of William Pitt Sotheby's Int'l
This exceptional stone home, blending contemporary design with natural tranquility, sits on 2 private acres in Weston.
$1,199,000
Courtesy of William Raveis Real Estate
Discover the serenity of 335 Georgetown Road, where a grand, private approach leads you through exquisitely landscaped grounds adorned with lush foliage, natural stone, and vibrant blooms.
$1,849,000
Courtesy of Compass Connecticut, LLC
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