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$2,679,000
6 Beds 7 Baths 24165364 MLS
20 Cherry Lane is a rare Georgian Colonial estate set on nearly 2.5 flat, manicured acres bordering 50 acres of protected conservation land and hiking trails. Offering over 7200 sqft, with an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for entertaining and everyday living, the renovated chef's kitchen features double marble islands, double ovens, dual dishwashers, navy subway tile, and a custom coffee/wine bar, flowing into the oversized Great Room with a massive stone fireplace, full bar, and direct access to the resort style pool area. The flexible layout includes 6 bedrooms, a luxurious primary suite with private balcony and oversized walk-in closets, double office/conference spaces, library, homework zone, first floor guest suite, and a fully self contained in-law/au pair suite with private entrance, kitchen, and living area. The renovated lower level offers a gym space, wine cellar, oversized playroom with custom bunk beds. Outdoors enjoy a restored pool and spa, sports courts, playground, gazebo, fire pits, and multiple entertaining areas. Major upgrades include a new 2024 roof, updated HVAC, plumbing, electrical, and a renovated 4 car garage with smart-tech doors. Move in ready, this exceptional estate offers incredible space, infrastructure, and upside in a premier school district.

20 Cherry Ln, Wilton

$3,495,000
5 Beds 8 Baths 24148986 MLS
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.

253 Rivergate Dr, Wilton

$1,099,000
4 Beds 3 Baths 24138959 MLS
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)

332 Belden Hill Rd, Wilton

$1,250,000
170562988 MLS
Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous parcels-Lot #1 (38+ acres, MLS# 170563180) and Lot #2 (3+ acres, MLS# 170562988)-are listed separately due to state parcel numbers but sold together for one low price. Wilton is known for its award-winning schools, classic New England charm, vibrant town center, scenic parks and trails, and as the home of Cannondale Bicycles and chip giant ASML. Note: A 2.5 acre fenced portion is not buildable. Buyers to perform due diligence. Estate sale - sold AS IS.

Old Mill Rd, Wilton

$249,500
1 Baths 24122495 MLS Wilton Crest BLDG.
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.

84 Wilton Crest, Unit 84, Wilton

$1,250,000
170563180 MLS
Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous parcels-Lot #1 (38+ acres, MLS# 170563180) and Lot #2 (3+ acres, MLS# 170562988)-are listed separately due to state parcel numbers but sold together for one low price. Wilton is known for its award-winning schools, classic New England charm, vibrant town center, scenic parks and trails, and as the home of Cannondale Bicycles and chip giant ASML. Note: A 2.5 acre fenced portion is not buildable. Buyers to perform due diligence. Estate sale - sold AS IS.

00 Old Mill Rd, Wilton

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