Doug Cress of Enterprise Realty   Email: doug@cress.co (dot co)   Call/Text: 212-203-5251

Enterprise Realty Office: 203-929-6311

Doug Cress of Enterprise Realty
Email: doug@cress.co (dot co)  Call/Text: 212-203-5251
Enterprise Realty Office: 203-929-6311

Welcome to Greenwich, CT—a town renowned for its timeless elegance, sprawling estates, and unparalleled luxury. Nestled along Connecticut’s Gold Coast, Greenwich offers a lifestyle that blends sophistication with tranquility. In this exclusive roundup, we’re bringing you a curated collection of video tours showcasing some of the most exquisite homes and estates in the area.

From waterfront mansions with breathtaking views to historic homes with modern upgrades, these properties epitomize luxury living at its finest. Whether you’re dreaming of your next home or simply indulging in a virtual escape, these tours offer a glimpse into the exceptional craftsmanship, design, and opulence that make Greenwich a premier destination for luxury real estate.

Sit back, relax, and enjoy a front-row seat to the best of Greenwich, CT’s luxury market.

This exquisite French manor in Mead Point overlooks Long Island Sound, featuring rolling lawns, a 72-foot infinity pool, a pool house, and a private dock. Designed by architect Mark Finlay, the 11,279 sq. ft. home boasts six bedrooms, luxurious interiors by G2 Design, and serene outdoor spaces, including formal gardens, a rooftop hot tub, and a waterfront firepit.

  $17,495,000 (For Sale)

Set on four parklike acres in Greenwich’s exclusive backcountry, this modern colonial mansion blends grand opulence with intimate luxury, featuring a 26-foot entryway, dual staircases, and Italian marble porcelain floors. Highlights include a gourmet kitchen, lavish primary suite, versatile entertainment spaces, a heated pool, pool house, and state-of-the-art amenities like geothermal heating, a four-floor elevator, and a full home Lutron system.

$29,950,000 (Off Market)

This exquisite mid-country estate in Greenwich, set on over 5 gated acres, seamlessly blends modern and traditional design with the finest materials and craftsmanship. Offering breathtaking views of Long Island Sound, the home features grand living spaces, a light-filled kitchen with onyx countertops, and stunning gardens designed by Reed Hilderbrand.

“Modern Tranquility” in Greenwich is a newly built luxury home that seamlessly blends contemporary design with natural beauty, set on 2 private acres with serene brook views and a wrap-around deck. Featuring high-end finishes, Lutron smart home technology, a chef’s kitchen with concrete and marble countertops, and a glass-enclosed wellness-focused lower level, this home offers an unparalleled blend of sophistication and tranquility.

Copper Beech Farm, the largest waterfront estate in Greenwich, spans over 50 acres on a private peninsula with breathtaking views of Long Island Sound. This meticulously restored property features an 8-bedroom main house, walled gardens, a pool, tennis court, two private beaches, and multiple auxiliary residences, all just minutes from downtown Greenwich and 35 miles from New York City.

Doubling Manor, a grand Greenwich Great Estate, spans nearly 10,000 square feet with 9 bedrooms, 7+ baths, and a separate 2-bedroom guest home, inspired by European mansions of the 18th and 19th centuries. Set on 6.5 beautifully landscaped acres, it features luxury outdoor amenities including a custom pool with spa, fishing pond, and multiple sports courts, all overlooking the Greenwich Country Club.

Cress is an innovative real estate advisory firm representing buyers and sellers of high-end properties throughout Fairfield County, CT and beyond. On the sell side, Cress delivers marketing-driven support designed to expand visibility and maximize outcomes. Through its co-listing model, Cress partners alongside listing agents to provide digital-first distribution, high-quality content creation, and proactive demand generation strategies that extend well beyond traditional MLS exposure.

On the buy side, Cress offers flat-fee representation and commission rebate programs that bring efficiency and transparency to luxury transactions while maintaining a high standard of service. Known for strategic insight, modern marketing execution, and deep local knowledge, Cress provides a smarter, more aligned approach to buying and selling real estate.

For more information, visit www.callcress.com.

Doug Cress
(212) 203-5251
doug@cress.co
License #RES.0832278
Fairfield County, CT

Enterprise Realty Inc.
License #REB.0751297
45 Huntington Plaza
Shelton, CT 06484