Middlebury, Connecticut is a charming and affluent town located in the western part of the state. It is home to scenic parks, quaint farms, and beautiful historic buildings. Middlebury is a great place to live for those who enjoy a quiet and peaceful lifestyle, while still being close to major cities like New York and Boston.

Best choice of shopping

  1. The Shops at Yale - This upscale shopping center features a variety of high-end fashion brands, jewelry stores, and specialty shops.
  2. Westfield Trumbull - Located just a short drive from Middlebury, this mall features luxury brands like Burberry, Louis Vuitton, and Gucci.
  3. Danbury Fair Mall - This shopping center boasts over 200 stores, including luxury brands like Michael Kors and Swarovski.
  4. Clinton Crossing Premium Outlets - This outdoor shopping center is home to over 70 designer and brand-name outlet stores, offering shoppers discounts of up to 65%.
  5. The Promenade Shops at Evergreen Walk - Located in nearby South Windsor, this open-air shopping center features upscale retailers like Brooks Brothers, Kate Spade, and J.Crew.

Most luxurious hotels

  1. The Mayflower Grace - This historic hotel offers elegant accommodations, a luxurious spa, and fine dining at its award-winning restaurant.
  2. Delamar Southport - This boutique hotel boasts a prime waterfront location, spacious guest rooms, and a full-service spa.
  3. Saybrook Point Resort & Marina - Located in nearby Old Saybrook, this resort offers upscale accommodations, fine dining, and a full-service spa.
  4. The Inn at Stonington - This charming inn offers luxurious rooms with views of the harbor, as well as a cozy library and a gourmet breakfast.
  5. The Study at Yale - This upscale hotel is located in the heart of Yale University's campus and features stylish accommodations and a popular restaurant.

Excellent Dining

  1. Union League Cafe - This French brasserie offers classic dishes like escargots, bouillabaisse, and beef Wellington in an elegant setting.
  2. Osteria Romana - This upscale Italian restaurant serves homemade pasta, fresh seafood, and authentic Roman dishes in a cozy and intimate atmosphere.
  3. Barcelona Wine Bar - This trendy restaurant offers a variety of Spanish-inspired small plates, as well as an extensive wine list.
  4. Roia Restaurant & Cafe - Located in nearby New Haven, this Italian restaurant features upscale cuisine made with local and seasonal ingredients.
  5. The Capital Grille - This steakhouse chain offers prime cuts of beef, fresh seafood, and an extensive wine list in a sophisticated setting.

World class Residences

  1. The Estates at Sherwood - This gated community features large and luxurious homes set on expansive lots, offering privacy and tranquility.
  2. Ridgewood at Middlebury - This upscale development features spacious homes with high-end finishes, located
  3. Hillcrest luxury apartments
  4. The residences at Quarry Walk
Broadview Estate A masterpiece in colonial revival design Perched gracefully on the gentle hilltops of Middlebury !
$2,850,000
Courtesy of Coldwell Banker Realty
Charm abounds in this remodeled classic cape with 2 car garage, central air, and massive 1st floor master suite !
$625,000
Courtesy of Showcase Realty, Inc.
Elegant cape with refined main level living in Middlebury.
$759,000
Courtesy of BHGRE Gaetano Marra Homes
Charming Cape in Middlebury with over 5 acres of land !
$529,900
Courtesy of William Raveis Real Estate
4 UNITS IN MIDDLEBURY NOT ONLY NEXT TO IMPOSSIBLE TO FIND, BUT UNBELIEVABLY PRICED AT 599900 !
$599,900
Courtesy of Advantage Realty Group, Inc.
Welcome Home to Middlebury's newest 23 lot subdivision Hunting Ridge Estates.
$834,900
Courtesy of Real Estate Two
Welcome Home to Middlebury's newest 23 lot subdivision Hunting Ridge Estates.
$759,900
Courtesy of Real Estate Two
Don't wait to see this turn key home in the desirable Ridgewood of Middlebury, one of the areas newest and most picturesque communities.
$659,000
Courtesy of Berkshire Hathaway NE Prop.
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