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
This exquisite custom estate with pool site on 4.
$2,999,000
Courtesy of Coldwell Banker Realty
Hilltop Luxury with Unmatched Views, Privacy, and Sophistication Perched on a private hilltop, this architecturally designed masterpiece by Paul Harris and built by JD Rogers Development, offers a rare combination ...
$2,799,000
Courtesy of Camelot Real Estate
Spectacular open floor plan highlights this lovely updated 3 bedroom, 3 full bath Ranch in Lower Weston.
$1,035,000
Courtesy of William Raveis Real Estate
Set on a scenic 2 acre lot surrounded by trees lush plantings, this home offers a perfect blend of classic style thoughtful updates, just minutes from Weston's town center schools.
$1,225,000
Courtesy of William Pitt Sotheby's Int'l
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
Weston's Best Kept Secret.
$1,299,000
Courtesy of Berkshire Hathaway NE Prop.
29 Bradley Road seamlessly blends timeless New England charm with modern day comforts, set against the backdrop of one of Connecticut's most picturesque 1000 acre nature preserves.
$1,589,000
Courtesy of Camelot Real Estate
Welcome to 4 Hemlock Ridge, an architectural masterpiece, nestled in the prestigious community of Weston, CT.
$2,199,000
Courtesy of Compass Connecticut, LLC
This modern farmhouse offers year round comfort and effortless entertaining !
$2,099,000
Courtesy of William Pitt Sotheby's Int'l
Tranquil Contemporary Retreat on 2.
$820,000
Courtesy of Iron Gates Realty
This stunning Colonial sits proudly on a beautifully landscaped 2 acre lot on the corner of Coley Drive, just over the Westport line in Lower Weston.
$2,200,000
Courtesy of Higgins Group Real Estate
A rare exceptional estate offering luxury, comfort impeccable design await !
$1,899,000
Courtesy of William Raveis Real Estate
Once The Upper Parish Schoolhouse, now the most stylish renovated antique house in town !
$1,075,000
Courtesy of Compass Connecticut, LLC
Tucked on a peaceful cul de sac in prime lower Weston, this contemporary gem is a rare find.
$1,700,000
Courtesy of Compass Connecticut, LLC
Welcome to your dream retreat a custom designed contemporary masterpiece nestled in the heart of nature.
$1,150,000
Courtesy of Keller Williams Prestige Prop.
Step into timeless elegance with this newly renovated 4 bedroom, 3.
$1,595,000
Courtesy of The Bridge Realty Inc
Timeless elegance meets modern versatility in this expanded residence set on 2 peaceful acres in lower Weston, bordering Westport.
$1,595,000
Courtesy of Berkshire Hathaway NE Prop.
PRICE IMPROVEMENT to 899, 000 Located in the picturesque town of Weston, Connecticut, 2 Kramer Lane is a charming Tudor style home with four bedrooms and two and a half ...
$899,000
Courtesy of Compass Connecticut, LLC
Discover the ideal site for your dream home with this exceptional 2.
$459,000
Courtesy of Compass Connecticut, LLC
Luxury Convenience Stunning Home Just Minutes from Merritt Parkway !
$1,599,000
Courtesy of William Pitt Sotheby's Int'l
Experience the perfect blend of luxury, comfort and natural beauty in this unparalleled countryside escape on private cul de sac.
$2,190,000
Courtesy of Keller Williams Realty
80 K Price Reduction ! Amazing Value !
$899,000
Courtesy of William Raveis Real Estate
Experience dramatic, modern living in this grand home with a glorious gunite pool exceptional architectural appeal.
$1,779,000
Courtesy of Coldwell Banker Realty
Tucked away on a quiet cul de sac in sought after Lower Weston, this extraordinary 4 bedroom retreat redefines modern leisure living.
$1,695,000
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.
$1,999,000
Courtesy of Coldwell Banker Realty
This Charming 3 bedroom, 2 bath Colonial is ideally located close to downtown Weston !
$580,000
Courtesy of Redfin Corporation
3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm.
$2,300,000
Courtesy of Compass Connecticut, LLC
Storybook Charm Meets Modern Convenience in Lower Weston !
$699,000
Courtesy of Compass Connecticut, LLC
New construction for under 2 Million ?
$1,499,000
Courtesy of Camelot Real Estate
Modern Transitional Colonial !
$1,749,000
Courtesy of William Raveis Real Estate
27 acres of serene land along the Aspetuck River spreading between Weston and Fairfield.
$1,995,000
Courtesy of Keller Williams Realty
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 ...
$429,900
Courtesy of RE/MAX Heritage
33 found