5-Bedroom Homes for Rent in Westport, CT

Living is easy in this furnished Greens Farms neighborhood home. Furnished rental available Nov 1, 2025 to May 15, 2026. Contemporary ranch offers open, spacious rooms. Lovely fireplace in the ample living room. Large country kitchen opens to family room with fireplace and a wall of glass sliders. Formal dining area opens to an enclosed porch overlooking peaceful grounds. Tennis court on the

Lynn Fraund William Pitt Sotheby's Int'l

Welcome to an extraordinary opportunity to lease a true architectural masterpiece. Tucked behind gates on a private street, this majestic 8,900 sq ft brick estate evokes the timeless elegance of a European castle while offering all the comforts of modern luxury. Set on 7.42 professionally landscaped acres, this one-of-a-kind residence features 6 generously sized bedrooms, 4 full baths, and 2

Mark Sanford Berkshire Hathaway NE Prop.

Your very own vacation getaway. A gorgeous estate property, situated in the desirable Hunt Club/ Long lots area of Westport featuring a phenomenal and unique 5 bedroom, 4 bath Colonial Antique with a newly painted interior, an updated open floor plan, fabulous Interior and exterior entertaining spaces, gorgeous re-finished random wide-width hard wood flooring, Vaulted Ceilings, C/A, Gourmet

Tanya Sprague William Raveis Real Estate

Discover refined living in this 8,000 square-foot, 7-bedroom, 5.5-bath French Colonial residence, perfectly positioned as the last home on a quiet, dead-end private street. Combining timeless architecture with modern comforts, this estate offers exceptional privacy and a truly elevated lifestyle. Set on beautifully landscaped grounds, the home's stately exterior gives way to a thoughtfully

Mark Sanford Berkshire Hathaway NE Prop.

Historic Luxury Meets Modern Living in Old Hill, Westport Stroll to downtown Westport from this award-winning historic gem in coveted Old Hill. The David Judah House, c. 1760-honored with the 2016 Helen Muller Award for outstanding restoration-seamlessly blends timeless character with modern sophistication. Meticulously updated, the home features a chef's kitchen with Carrara marble countertops,

Cyd Hamer William Pitt Sotheby's Int'l

Discover a spacious and flexible Westport ranch on nearly 2 private acres. The home features 5 bedrooms and 4 full baths. The main level includes 4 bedrooms, 3 baths, and an updated kitchen. The finished walkout lower level adds about 1,000 square feet and includes a separate apartment with a full kitchen, a bathroom, its own laundry, and a private entrance. There are three laundry areas in

Inna Agujen Coldwell Banker Realty

Welcome to a home that lives as beautifully as it looks. In the heart of Greens Farms, this timeless 5 bedroom, 6 bath Colonial is where classic elegance meets modern ease, designed for how you live, work, and entertain today. A circular drive, stone walls, and a charming front porch create an inviting first impression. Inside, a sun-filled double-height entry sets the tone for open, gracious

Chrissie Rodriguez Higgins Group Real Estate

Beautiful home in lovely New England town at Coveted Stony Point location. Walk to beach, train, shops, restaurants, Longshore, pool, tennis, golf. Beautifully maintained home inside and outside. Open Floor plan with gorgeous hardwood floors. Kitchen has Viking appliances, wine chiller, and subzero refrigerator, laundry room. Six bedrooms and four baths. Two primary bedrooms one on Main Level and

Elizabeth Anrig Coach Lamp Living

Exceptional, remodeled home with a beautiful pool near downtown Westport. The "Everett Fillow House, c 1911" was completely restored & exquisitely updated by the present owner to the highest standards of excellence. The welcoming curb appeal & charming front porch create a gracious approach to this Colonial Farmhouse. Step inside and experience the bright open flow, characterized by high

Barbara Bross Coldwell Banker Realty

Set at the end of a peaceful cul-de-sac just off Hogan Trail, this welcoming home offers rare privacy with easy access to everything Westport has to offer. The 0.45-acre property includes a gently flowing backyard stream and a storybook footbridge perfect for quiet moTucked at the end of a quiet cul-de-sac off Hogan Trail, this inviting Westport home offers rare privacy with close access to town

Inna Agujen Coldwell Banker Realty

This stunning Colonial sits proudly 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 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

Lorelei Atwood Higgins Group Real Estate