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

Set on two private, park-like acres in one of Fairfield's most sought after neighborhoods, this beautifully updated home offers over 4,000 square feet of thoughtfully designed living space with 5 bedrooms and 4.5 baths, including a dedicated home office for today's flexible lifestyle and gunite pool. The heart of the home is a chef's kitchen featuring custom inset cabinetry, an oversized center

Clyde Wauchope Coldwell Banker Realty

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 within The Ridge in Greenfield Hill, Fairfield's gated residential community, this residence originally designed by renowned architect Bill Blanski has been completely rebuilt and thoughtfully reimagined with the scale and finish of new construction. Spanning over 7,500 square feet, the home offers four bedrooms and six full and two half baths, with wide plank oak floors, multiple fireplaces,

Erin Melson The Agency

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 icons 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 Music,

Leslie Razook William Pitt Sotheby's Int'l

Nestled on a picturesque cul-de-sac street in the heart of Southport, 70 Meadow Ridge Rd offers the perfect blend of classic charm and modern convenience. This custom home boasts 6 bedrooms and 5, Bathrooms providing ample space for comfortable living and entertaining. Step inside to discover sun-drenched living spaces featuring gleaming hardwood floors, a cozy fireplace, and an open-concept

David Krasnoff Compass Connecticut, LLC

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

This is the iconic property everyone is talking about! Introducing an extraordinary new custom residence set in the beloved estate area of Upper Southport near private equestrian facilities and public trails, beaches, restaurants, train, and shopping. Masterfully designed and customized to YOUR every whim with exquisite main house, separate party barn and/or guest house, pool with spa, tennis

Jaclyn Picarillo Higgins Group Bedford Square

Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within

Lisa Hartmann William Pitt Sotheby's Int'l

In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate presents a rare opportunity in one of Fairfield's most coveted locations. Set on just over two acres of beautifully landscaped, professionally photographed grounds, the property reflects a timeless elegance that would be costly to replicate today. Across from a distinguished equestrian family

Tara Hawley Coldwell Banker Realty

Welcome to 35 Balmaha Court; a beautifully light and spacious 2 bedroom, 2.5-bath townhouse in the sought after Woodfield Village community. Spacious layout on 2 levels of living space including Living Room with fireplace, Kitchen with open floor plan to Dining area & Family Room with double sliding doors to Deck. 1/2 Bath with Laundry. 2nd Level includes oversized Primary en-suite bedroom with

Nancy Hatfield Coldwell Banker Realty

Come to Woodfield Village where the living is easy. This amazing corner unit offers effortless living on all levels. Don't want stairs? The primary bedroom is on the main level and features a beautiful newer bathroom with a walk-in shower, plus access to a large deck overlooking the woods and manicured open space. The deck has a gas hook-up for barbecuing and is also accessed from the great

Barbara Bross Coldwell Banker Realty

Welcome to 783 Reef Road, a beautifully crafted home in the highly desirable Penfield Beach area of Fairfield. This elegant residence combines refined design with modern comfort, offering four bedrooms, four and a half bathrooms, and approximately 3,620 square feet of interior living space and an additional nearly 1,400 square feet of basement storage space. Inside, the foyer opens to a layout

Daniel Durante Criterion Real Estate LLC

Modern elegance meets estate living at 88 Merry Meet Circle, set on 3+ manicured acres in Fairfield's premier gated community, The Ridge. Perfectly positioned where Fairfield meets Westport, this gracious colonial manor offers 5+ bedrooms, 6 full and 2 half baths, and 4 beautifully finished levels-just minutes from vibrant downtowns, beaches, dining, and trains. A grand two-story foyer with a

Erin Melson The Agency

Located in the coveted Greenfield Hill neighborhood, this exceptional property offers the perfect blend of weekend retreat and everyday living, just 60 miles from Manhattan. Set on over 2 private acres with classic stone walls, cedar roof, copper gutters and professional landscaping, the home welcomes you with a dramatic two-story foyer and 9-foot ceilings throughout. The designer living room

Kim Vartuli Keller Williams Realty

A special contemporary with a pool, on the Westport border, minutes to shops, restaurants and train. Experience refined luxury in this picturesque setting, situated back from the road down a long, lighted driveway, winding past a serene pond. Nearly 4000 sq ft with 4 bedrooms & 4.5 baths, this open floor plan home features city water, sewer, natural gas, oil heat and central A/C for comfortable

Mary Ellen Gallagher Compass Connecticut, LLC

Discover an exceptional opportunity to own a second-floor, ranch-style residence in the highly sought-after Dogwood Green community. Vaulted ceilings and abundant natural light create an airy and inviting ambiance throughout. The expansive living room features a classic wood-burning fireplace and opens through brand-new sliding doors to a spacious private deck-an ideal setting for morning coffee

Jennifer Mocciolo William Raveis Real Estate

Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,660 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location,

Annie Klyver Higgins Group Real Estate

A once in a blue moon opportunity. You have a rare end unit with the most desirable location in the complex. Beautifully maintained and turnkey with a gorgeous Restoration Hardware vibe. This townhouse style unit offers three living levels with grand ceiling heights, elegant finishes and hardwood floors. The fully custom eat-in-kitchen features classic cherry wood cabinets, stone countertops and

Carrie Perkins RE/MAX Heritage