
Former NFL quarterback and NBC analyst Chris Simms’ former luxurious waterfront home in Old Greenwich is worth $3.8 million.
This stunning 4,004-square-foot Colonial-style home, built in 2009, offers peaceful water views from multi-level terraces.
The property features four en suite bedrooms, including a master suite with a fireplace, balcony, and an oversized recreation room with a full bath.
Designed by Ridberg & Associates, the home includes a gourmet kitchen, formal living and dining rooms with fireplaces, and a family room perfect for entertaining.
Situated on 0.30 acres, the home offers kayak access to the Long Island Sound directly from the backyard.
Scroll down to view photos of Chris Simms’ waterfront retreat with stunning Colonial charm.
The grand Colonial-style design features a charming front porch with white pillars, a stone walkway, and perfectly manicured hedges, offering an inviting entry to this beautifully designed home.

Overlooking a scenic waterfront, the rear exterior of the house features multi-level terraces, expansive decks, and steps leading down to the water, perfect for relaxation or outdoor activities.

Terraced gardens and stone retaining walls create a beautiful transition from the home to the water’s edge, offering a tranquil space with lounge chairs for waterfront views.

Nestled along peaceful waterways, the home is located in the picturesque Old Greenwich neighborhood, with lush trees and proximity to the Long Island Sound for added serenity.

The home sits in a perfect spot by a natural waterway, surrounded by green spaces and neighboring homes, combining the best of community and waterfront living.

Featuring plenty of space for recreation or relaxation, the beautifully maintained backyard leads directly to the water, providing easy access for kayaking or paddleboarding right from the property.

The large outdoor terrace features ample seating areas and steps leading down to the water, ideal for outdoor dining, entertaining, or simply enjoying the peaceful water views.


A lower patio area is complete with a cozy outdoor fireplace and grill, creating a comfortable spot for outdoor gatherings and cooking while taking in the beautiful surroundings.

The wide front porch, adorned with classic rocking chairs and hanging lanterns, offers a perfect spot to sit and enjoy the peaceful Old Greenwich neighborhood views.

A stately front door welcomes visitors with elegant lantern lighting, flanked by large windows and planters, offering a classic yet modern Colonial look to this beautiful Old Greenwich home.

Home’s Interior
Bright and open, the entryway features a classic staircase and a comfortable seating area, with hardwood floors and large windows that fill the space with natural charm and elegance.

The living room centers around a beautiful fireplace, with comfortable seating and large windows framing picturesque views, perfect for relaxation or hosting in a warm, inviting atmosphere.

A comfortable family room boasts a large sectional sofa, multiple windows, and plenty of space to unwind, providing a perfect setting for casual lounging with family or friends.

The stone fireplace in the family room creates a cozy focal point, complete with a wall-mounted TV and access to the patio for seamless indoor-outdoor living and entertaining.

High ceilings and large windows make this loft-style living room an airy retreat, featuring plush seating and plenty of natural light for a comfortable, inviting living space.

Featuring a round table, modern chandelier, and surrounding windows, the stylish dining room provides an elegant space for meals and entertaining, seamlessly blending sophistication with everyday living.

The gourmet kitchen showcases a spacious island with beautiful marble countertops, providing both a functional workspace and a central hub for gatherings and casual dining.

Clear acrylic stools line a sleek kitchen island, contrasting with the white cabinetry and polished marble countertops for a modern look.

Large kitchen windows bring in plenty of natural light, illuminating the spacious counters and providing serene views while preparing meals in this beautifully designed kitchen.

A sleek wet bar features dark cabinetry, a wine fridge, and a marble countertop, conveniently located next to the formal dining room, perfect for easy entertaining or a quiet coffee break.

The master bedroom offers a peaceful retreat, complete with a fireplace, large windows with lush views, and soft lighting, creating a serene space to unwind and relax.

A charming guest room showcases clean lines, neutral tones, and ample natural light through large windows, offering a calm and inviting atmosphere for relaxation or hosting overnight guests.

This playful children’s bedroom features high ceilings, colorful accents, and large windows, offering a cheerful and bright space that perfectly balances comfort and style for young ones.

An elegant children’s bedroom with soft white bedding and plush toys feels cozy and welcoming, while large windows bring in serene views of the surrounding greenery.

The bathroom combines luxury and comfort with a freestanding soaking tub, glass-enclosed shower, and tasteful tile work, creating a spa-like atmosphere for ultimate relaxation.

A modern guest bathroom showcases intricate tile detailing, a glass-enclosed shower, and sleek fixtures, providing a fresh and stylish space for visitors or family members alike.

Another elegant bathroom features a marble countertop, a beautifully tiled shower, and modern fixtures, perfectly combining function and style in this luxurious home.

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