Homes with Pools for Sale in Connecticut, CT

Home with a Pool for sale in Connecticut, CT:

Step into the timeless charm of this classic 1950s Cape Cod, ideally located just minutes from the historic Litchfield Green, local restaurants, and beautifully curated shops. Lovingly maintained by the same well loved Litchfield family for decades, this special home is ready to begin its next chapter. Featuring four bedrooms and two full baths, the home offers a wonderful opportunity to bring your own decorating vision to life. Rich wood paneling, warm wood floors, and built-in bookcases surround the traditional brick fireplace in the living room, creating a cozy and welcoming gathering space. The dining room opens through sliders to the back deck, overlooking the private in-ground pool pe

Home with a Pool for sale in Connecticut, CT:

Designed by award-winning Paul Stephan Marchese & Associates and built by highly regarded Hobbs, Inc. , this exceptional custom Georgian Colonial is beautifully sited on 14 glorious acres just two miles from Greenwich Avenue. A true compound, the property includes the magnificent custom main residence, a stone pool house, a stone two-bedroom cottage with kitchen, a one-bedroom cottage with kitchen, the original George C. Scott stables, and a tennis court--all surrounded by expansive lawns and mature landscaping offering remarkable privacy. The main residence unfolds across four beautifully appointed levels serviced by an elevator, with five bedrooms, seven full and one half bathrooms,

Home with a Pool for sale in Connecticut, CT:

Value like this is hard to find! Come see this beautifully expanded colonial on a private, fenced 0.22-acre lot South of the Post Road. Fully renovated in 2026, this 5BR/4BA home (~3,464 ft2 with an additional ~345 ft2 of decks and ~750 ft2 of attic storage) features a front-to-back hall, bay-windowed living room, vaulted skylit family room with French doors, an island kitchen with pantry, and a double-height primary suite with extra-height bath. Walk-out finished lower level, mudroom, and playroom add flexibility. Outdoor highlights include a heated pool, deck, auto gate, EV charger, and generator. Cos Cob Elementary/Central Middle.

Home with a Pool for sale in Connecticut, CT:

New Construction. Perched on a hill within Greenwich's prestigious Rock Ridge neighborhood, this 7,400 sq. ft. residence underwent a complete architectural top to bottom reconstruction in 2026 by The Franco Group and Dodaro Architects. Once the site of Zaccheus Mead Jr. 's home, the property seamlessly pairs its historic lineage with beautiful design and top-of-the-line mechanical systems just minutes from Greenwich Avenue. Striking shingle roof accented by custom copper gutters, extensive stonework, a massive stone chimney, and an elegant stone-arched port-cochere. Professionally designed grounds by GroPro featuring a pool with water features, an outdoor kitchen, a separate hidden patio wi