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, 5 minutes to the Merritt, 3 minutes from Weston Town Center, library, award winning Weston schools.
$3,350,000
Courtesy of William Raveis Real Estate
Welcome to this custom Connecticut Colonial defined by symmetry, stonework and sophistication.
$3,200,000
Courtesy of Compass Connecticut, LLC
This exquisite custom estate with pool site on 4.
$2,999,000
Courtesy of Coldwell Banker Realty
Nestled in a serene and private setting, this stunning custom colonial offers the perfect blend of elegance and comfort.
$2,189,000
Courtesy of Coldwell Banker Realty
Idyllically set on 600 feet of the West Branch of the Saugatuck River, this 4 acre property is the ideal setting to create your dream lifestyle.
$2,495,000
Courtesy of Coldwell Banker Realty
Wonderful 4BR Colonial Cape with loads of charm and natural light, just minutes from the shops and restaurants of Georgetown !
$649,000
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
8 Oak Lane is a welcoming, tranquil retreat located on a quiet cul de sac in the bucolic town of Weston.
$980,000
Courtesy of William Raveis Real Estate
28 Partridge Lane Look no further this private oasis is impeccably maintained, sun drenched, cathedral ceilings, incredible floor plan, specimen plantings, salt water pool and spa, entire home and pool ...
$2,650,000
Courtesy of William Pitt Sotheby's Int'l
Rare Multi Family Investment Opportunity in Desirable Weston, CT !
$725,000
Courtesy of William Raveis Real Estate
Charming 4 bedroom Farmhouse with breathtaking mountain and river views.
$1,895,000
Courtesy of The Bridge Realty Inc
A gated entry a belgian block lined driveway lead you to this fabulous 4 BR, 3 1 2 bath colonial home offering the perfect blend of elements of charm modern ...
$1,199,000
Courtesy of Camelot Real Estate
Experience the perfect blend of luxury, comfort and natural beauty in this unparalleled countryside escape on private cul de sac.
$2,450,000
Courtesy of Keller Williams Realty
This custom 2015 colonial, crafted by Banks Period Homes, masterfully replicates the timeless beauty of a historic New England residence with all the comfort and efficiency of modern construction.
$2,375,000
Courtesy of Coldwell Banker Realty
Storybook Charm Meets Modern Convenience in Lower Weston !
$699,000
Courtesy of Compass Connecticut, LLC
You'll fall in love with this Bucolic, 3 acre, park like flat property with golf course type grounds the moment you enter !
$975,000
Courtesy of William Raveis Real Estate
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
3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm.
$2,400,000
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
Nestled on a sought after cul de sac in lower Weston, this exquisite custom home completely rebuilt in 2007 showcases superior craftsmanship throughout its intentionally designed sprawling single level layout ...
$1,700,000
Courtesy of Keller Williams Realty
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.
$1,399,000
Courtesy of Dorrance Realty
Opulent Weston Estate Bring your paint brush and step into a world of unapologetic luxury at 19 Bernhard Drive, a jaw dropping estate in the heart of Weston, CT.
$1,499,000
Courtesy of Houlihan Lawrence
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
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 a serene and private setting, this stunning custom colonial offers the perfect blend of elegance and comfort.
$2,397,000
Courtesy of Coldwell Banker Realty
Modern Transitional Colonial !
$1,799,000
Courtesy of William Raveis Real Estate
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
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
27 acres of serene land along the Aspetuck River spreading between Weston and Fairfield.
$2,500,000
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
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