Weston, CT Homes for Sale with Pool

Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

Anissa Paolillo Redfin Corporation

A Timeless Sanctuary of Romance, Luxury, and Natural Beauty. Tucked away along a pristine riverfront, this breathtaking estate is a true love letter to both nature and craftsmanship. A rare and intimate retreat, it offers a private sanctuary where the rhythm of the river sets the pace of life. Imagine waking to the gentle murmur of water, with the beauty of the river unfurling before you-whether

Betty Stroll William Raveis Real Estate

This modern farmhouse offers year-round comfort and effortless entertaining! Set behind powered gates at the end of a quiet cul-de-sac, the 7,760 sq ft home borders the 37 acres of trails of the Grace Robinson Nature Sanctuary - yet is just minutes to Weston's award-winning schools and village center. Inside, the home is light-filled and inviting, featuring a flexible layout and spacious rooms. A

Cyd Hamer William Pitt Sotheby's Int'l

Tucked on a peaceful cul-de-sac in prime lower Weston, this contemporary gem is a rare find. Set on beautifully landscaped grounds with a sparkling pool, this 4-bedroom, 2.5-bath home offers an airy, sun-filled layout perfect for modern living. The spacious living room features a vaulted ceiling, wood-burning fireplace, wet bar, and sliders to the deck, creating an ideal flow for indoor-outdoor

Dee Cohen Compass Connecticut, LLC

Stunning Colonial on a beautifully landscaped 2-acre lot on the corner of Coley Drive, just over the Westport line in Lower Weston! Enjoy the best of both towns with easy access to the Merritt, train, Longshore, The Westport/Weston Y, and Compo beach. Perfectly situated for walking and biking on neighboring streets, the property features an in-ground pool, gorgeous bluestone patio and generous

Julie Vanderblue Higgins Group Real Estate

Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

Barbara Bross Coldwell Banker Realty

Tucked away on a quiet cul-de-sac in sought-after Lower Weston, this extraordinary 4-bedroom retreat redefines modern leisure living. With unrivaled privacy and every amenity at your fingertips, each day feels like a vacation in your very own resort-style oasis. Step inside to discover sun-drenched, open-concept living spaces-perfect for family life and effortless entertaining. Expansive windows

Peter Depalo William Raveis Real Estate

Natural light, soaring ceilings, and a dramatic stone fireplace set the tone for this spacious contemporary on one of the best lots in a quiet cul de sac. The airy living room opens to a dining area and an updated kitchen with granite counters, stainless appliances, Sub-Zero refrigerator, large island, and a coffee bar. From the kitchen sliders you step onto a spacious deck for seamless

Ryan Loechner William Pitt Sotheby's Int'l

Bringing the Indoors and Outdoors Together with Mid-Century Rustic Elegance... Designed by renowned Broadway scenic designer Ralph Alswang-whose legacy includes nearly 100 productions and iconic venues such as the George Gershwin Theatre-this extraordinary Weston home reflects his theatrical eye for light, space, and natural beauty. Alswang, who also designed a handful of homes for notable

Vickie Kelley Camelot Real Estate

Discover exceptional living at this distinguished 5-bedroom, 3-bathroom ranch home spanning over 5,000 square feet on prestigious Whippoorwill Lane in coveted Weston. Built in 1955 and situated on a magnificent 1.72-acre lot, this timeless residence offers the perfect blend of classic New England charm and modern potential in one of the most sought-after communities. Ready for a new homeowners

Christine Oleynick Keller Williams Realty