Connecticut’s luxury real estate market is a testament to the state’s rich history, picturesque landscapes, and exclusive waterfront properties. From the charming coastal towns of Greenwich and Westport to the elegant estates in Litchfield County, Connecticut offers a diverse range of high-end homes that cater to the most discerning buyers.

In this Redfin article, we’ll unveil 3 of the most expensive homes for sale by Redfin, offering a glimpse into the epitome of luxury living in the Constitution State.

1. Coastal living in Connecticut

11 Chandler St, Old Saybrook, CT 06475
Listed by Alysandra Nemeth
Priced at $2,500,000

Explore coastal living in this 3-bed, 3-bath custom home in the Chalker Beach Association. Built in 2006, it boasts stunning water views, a private dock on Hagar Creek, and exterior decks overlooking Long Island Sound.

The first floor features an open kitchen, living, and dining space, along with one bedroom and bathroom. The second floor offers two more bedrooms, two bathrooms, and an additional living area. Radiant in-floor heating, spray foam insulation, and a new high-efficiency boiler ensure comfort. Hurricane-rated features provide security, and a hybrid wetlands-approved septic system adds environmental responsibility.

The property includes four lots surrounding the home, offering potential for expansion. Discover the tranquility of coastal living in this unique property.

2. Luxury near the Westport Border

64 Old Redding Rd, Weston, CT 06883
Listed by Anissa Paolillo
Priced at $3,900,000

Nestled just minutes from the Westport Border, this 5-bedroom home with a pool house defines unparalleled luxury. The private pool and spa area, surrounded by exquisite landscaping, create a resort-like oasis for ultimate relaxation and entertainment.

Inside, discover high coffered ceilings, beautiful millwork, and generously-sized rooms that seamlessly blend timeless elegance with warmth. The paneled office is a haven for productivity, while the 2-story family room with a fireplace and the game room with a bar offer luxurious entertainment options.

An elevator adds a touch of convenience and sophistication. Situated in a prime location, the home combines a serene retreat with nature’s beauty, while remaining close to commuting routes. Lower Weston’s hiking trails and scenic landscapes invite exploration.

64 Old Redding Rd, Weston, CT redfin listing

3. Charming Greenwich home

22 Beech St, Greenwich, CT 06830
Listed by Anissa Paolillo
Priced at $799,000

Discover elegance in this beautifully renovated three-bedroom home spanning 1532 square feet. Just minutes away from the train, beach, and town, this residence combines convenience with style. Sun-filled rooms and open spaces greet you, featuring hardwood and tile floors throughout.

Upon entry, a spacious living room with high ceilings creates an ideal entertaining space. The adjacent formal dining room adds an elegant touch to the home. The renovated kitchen boasts white cabinetry, stainless steel appliances, and sliders leading to a large back deck—perfect for indoor and outdoor entertaining. The private yard invites outdoor activities and play.

A cozy loft area on the third floor can be utilized as an office or a quiet retreat. The oversized detached garage, completely renovated, provides flexibility as a workshop, studio, or home office.

22 Beech St,
Greenwich, CT redfin listing

Thinking about buying or selling a luxury home in Connecticut?

Whether you’re in search of an exquisite property in the Constitution State, perusing the highlighted listings provided above, or considering the sale of your upscale residence, a Redfin Premier agent is poised to assist you throughout the entire process. Equipped with in-depth real estate expertise and a comprehensive understanding of the local market, your Premier agent becomes an essential collaborator in ensuring the optimal deal as a buyer or in maximizing your returns as a seller of luxury real estate in Connecticut.

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