Handsomely set on two private, resort-like acres, this timeless Nantucket-style residence offers the feel of a secluded family compound. Adjacent to a 21-acre wildlife preserve along the west bank of the Saugatuck River, the setting invites fishing by the river and peaceful walks along scenic trails through the surrounding natural landscape. Custom built by celebrated architect Tim Geitz, the home blends classic design with modern comfort across four levels, all served by elevator. The open floor plan is filled with natural light and thoughtfully designed spaces, including a striking two-story glass-walled home office with fireplace and a beautifully appointed library. A chef's kitchen with breakfast room flows to a spacious four-season sunroom and out to terraces, outdoor kitchen, pool and spa; ideal for effortless indoor-outdoor living and entertaining. The serene primary suite features a private balcony overlooking the tranquil grounds and a luxurious spa bath with heated floors and jacuzzi. Additional amenities include a third-level media room, state-of-the-art fitness studio and walk-out lower level with billiards, bar and an impressive 500-bottle wine cellar. Whole-house generator. A private retreat that feels miles away, yet minutes to the centers of Westport, Weston and Wilton.
Welcome to the historic James Benedict House, one of Wilton's most notable and beautifully preserved 18th-century residences. This thoughtfully updated antique Colonial seamlessly blends timeless craftsmanship with modern convenience, offering 2,803 square feet across three full levels-including a true third floor with tall ceilings (not an attic)-plus a walk-out lower level ready to be finished. Set on an exceptional 4.81-acre property with a private pond, this rare offering provides unmatched privacy, scenic beauty, and the opportunity to create your own walking trails-all within one of South Wilton's most desirable locations. Property Highlights 4 Bedrooms 2 Full Baths 1 Half Bath 10 total rooms across three full levels True third floor with full ceiling height Walk-out lower level with finishing potential Central chimney with 5 fireplaces (3 gas, 2 wood-burning) Classic post-and-beam construction Refinished wide-plank hardwood floors Two staircases to the upper level Spacious eat-in kitchen Recent Upgrades & Enhancements Fully painted interior and exterior Updated bathrooms with modern finishes LED lighting throughout Brushed gold fixtures, hardware, and accents New backsplash Upgraded Decora-style switches and outlets (many with dimmers)
Ground-level condominium offering an open studio layout with hardwood flooring and an updated bathroom. The large sliding glass door opens to a private patio, bringing in natural light and extending the living space outdoors. A generous double closet area provides flexibility and can be used as a bedroom space or home office. Residents of Wilton Crest enjoy a variety of amenities, including a swimming pool, tennis courts, and landscaped grounds that create a pleasant community setting. The property is located within walking distance to Wilton Center, offering access to shops, dining, as well as the nearby train station for an easy commute. Additional conveniences include a common laundry facility located directly across from the unit and a private storage bin for extra space. This condominium combines comfort, convenience, and community amenities in a desirable location.
This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of subdividing. Here is your chance to choose your style and finishes on this custom home. Also, this property can be purchased with all site work, utilities, septic & well for $900,000 or as is for $750,000.

Wilton is located in Connecticut. Wilton, Connecticut has a population of 18,486. Wilton is more family-centric than the surrounding county with 45% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in Wilton, Connecticut is $209,635. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Wilton is 44.1 years.
The average high temperature in July is 84.3 degrees, with an average low temperature in January of 18.9 degrees. The average rainfall is approximately 51.6 inches per year, with 34.7 inches of snow per year.