Fairfield, CT Homes for Sale with Pool

Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

Andrew Whiteley Brown Harris Stevens

This offering is for 4800 Congress St, a one of a kind estate consists of main residence on 10.92 acres, pool, barn pool house/gym, heated paddle court, and an office pavilion. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street,offering seclusion with proximity to NYC. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century

Leslie Razook William Pitt Sotheby's Int'l

775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully

Suzy Ryan William Raveis Real Estate

Welcome to 3080 Sturges - Fully Renovated Home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by

Ryan Sullivan Berkshire Hathaway NE Prop.

This first-floor, 2BR, 2-bath unit is in a quiet Southport complex with in-ground pool. Just a short walk to the grocery store, shopping, train, public bus line, bank, and more. The updated unit features a living room with vinyl plank flooring, ceiling fan, wood-burning fireplace with raised marble hearth, plus attractive millwork. Sliding glass doors open to a covered porch with lawn space for

Sherri Steeneck Higgins Group Real Estate

Timeless craftsmanship, extraordinary scale & a level of construction quality increasingly difficult to find define this exceptional estate located in Fairfield's only gated community. Set on over 2 professionally landscaped acres on the Fairfield/Westport border, this home showcases generous room proportions, architectural detail & custom millwork seldom seen. A dramatic double-height foyer

Kate Cacciatore William Raveis Real Estate

This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With

Lisa Hartmann William Pitt Sotheby's Int'l

Enjoy Southport Woods - community lifestyle with pool, clubhouse, paddle tennis and beautifully landscaped grounds in the heart of Southport. Convenient to Fairfield and Southport train stations, I-95, shopping, restaurants, schools and miles of beautiful shoreline, this location offers much. Privately located end unit features slate patio/yard area, two bedrooms (primary with full bath),

Andrea Morelli Higgins Group Real Estate

Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

Andrew Whiteley Brown Harris Stevens

Set on one of Fairfield's most coveted streets, this is the kind of home families spend years hoping will become available. Set on 3.35 acres on prestigious Verna Hill Road, adjacent to Fairfield Country Day School, this is the kind of property that becomes the backdrop for decades of memories. Summer afternoons by the pool and spa. Holiday dinners that bring everyone together. At the center of

Wendy Ryan Brown Harris Stevens

This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the

Wendy Ryan Brown Harris Stevens

The combination of 622 and 644 Melville Av, two adjacent properties which would provide an ideal setting for a very unique and rare opportunity for a very special family compound on a private acre of land. This package would include garages with 5 bays , inground pool and remodeled in-law apartment. Please refer to listings 24167602 and 24167599 for complete details. * 622 Melville Ave. was

John Shea William Raveis Real Estate

Let's focus on one of the best lifestyles in Fairfield-come home to 7 Ennis Lane. More than just a house, this is a home that has been filled w/ love & laughter. Warm, open & welcoming, its spaces create an atmosphere that is both inviting, comfortable & elevated. With an optimal location at the end of a small cul de sac surrounded by beautiful marshland in Center/Beach/Sasco areas, this property

Jessica Walsh William Raveis Real Estate

The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of

Leslie Razook William Pitt Sotheby's Int'l

Discover "The Meadows", one of Fairfield Beach's best kept secrets. The homes are sprawled across wide, winding streets lined with mature oak and maple trees, and enveloped by protected salt marsh and bird sanctuaries. Enjoy direct access to Pine Creek Marsh Trails, walk to the Carl Dickman Golf Course, Tennis Courts/Bubble, Ball Fields, and enjoy sunsets across South Pine Creek Beach. The

Denise Walsh William Raveis Real Estate

1008 Fairfield Beach Road- A Masterpiece on Fairfield's Iconic Coastline. Where modern luxury meets coastal elegance. Presented by one of Fairfield County's premier celebrity developers, this extraordinary new construction beach home offers an unparalleled lifestyle with panoramic, unobstructed views of the Long Island Sound with jaw-dropping sunsets. Stand out in the neighborhood with one of the

Valerie Alvarez Serhant Connecticut, LLC

Exceptional 5-Bedroom Colonial in Fairfield's Desirable Lake Mohegan Neighborhood! Featuring 1st-Floor Bedrooms, 4 Full Baths, Impressive Private Fenced Yard, and Easy Access to Beaches, Commuter Rail, and Fairfield's Town Centers. Ideally located steps from the Lake with serene dog-friendly nature trails, fresh-water swimming beach, and sprinkler area, this beautifully updated home with 3,328

Linda Raymond William Raveis Real Estate

Your new fully custom near beach luxury residence is ready for you now... Introducing "White Birch", a masterfully executed collaboration between Fairfield County's premier Architect, Builder, & Designer, sets a new benchmark for bespoke coastal living and the effortless estate lifestyle. Every detail has been thoughtfully curated, every finish intentionally elevated, every inch built with

Jaclyn Picarillo Higgins Group Bedford Square

Welcome home to this bright and inviting 2-bedroom, 2-bath ranch-style condo in sought-after Woodfield Village. Tucked away as a second-floor end unit, you'll love the added privacy and the way natural light pours in through oversized windows, creating a warm and airy feel throughout. The open layout makes everyday living easy and comfortable. The eat-in kitchen offers plenty of cabinet space, a

Carol Wanat Rockoff Realty

A fully remodeled end unit townhouse offering a contemporary and inviting living space, featuring three spacious bedrooms and 2.5 stylish bathrooms. The main level boasts an open-concept design, where the living room flows effortlessly into the dining area and a beautifully updated kitchen. The kitchen is equipped with modern appliances, sleek quartz countertops, and ample cabinetry, making it

Amru Abo-Alaial RE/MAX One

Set within artisan stone walls with curated flowering landscapes, this magnificent stone and stucco residence is a masterful tribute to Southport's enduring architectural legacy. Designed to blend seamlessly among the grand neighboring estates of this coveted enclave, 688 Hulls Farm strikes a rare balance: modern in execution, timeless in presence. Construction begins in April with Coastal Luxury

Jaclyn Picarillo Higgins Group Bedford Square

It's hot outside, and your wife is hotter. We have the solution! Check out this luxury contemporary home on the Westport line, boasting the wettest and coolest answer to those hot summer days - a gorgeous Gunite pool ready for summer fun. Tucked privately off the road on a picturesque 2.75-acre setting, this iconic Fairfield home delivers the perfect blend of luxury, comfort, and everyday escape.

JaKeith Action Jackson ASJ Realty Partners

Spacious and inviting 2-bedroom, 2-bath condo featuring a large private balcony with stunning views of Long Island Sound. This well-appointed unit offers high ceilings, beautiful hardwood flooring, and generously sized rooms throughout. The eat-in kitchen provides ample space for dining, with a convenient laundry just off the kitchen. The primary suite boasts abundant closet space and a full

Belinda Memoli Memoli&Memoli Real Estate,LLC

Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40

Maryann Levanti Higgins Group Bedford Square

Welcome to the Brownstones at 3300 Park Avenue. This beautifully maintained townhouse is move-in ready, offering three spacious stories plus a fully finished basement with additional storage. Ideally located directly across from Fairfield, this condo features a charming private front patio as well as a large private back patio

Laura Parkington William Raveis Real Estate