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

Tucked away on a quiet cul-de-sac in the heart of Greenfield Hill,this exceptional 7,100-sqft estate is set on two meticulously landscaped acres,offering a rare blend of timeless elegance & modern luxury.A sweeping two-tiered bluestone terrace frames the stunning 20'x40' heated gunite pool,creating a private outdoor sanctuary designed for both relaxation & grand-scale entertaining.Completely

Julie Vanderblue Higgins Group Real Estate

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

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

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

Unique opportunity! These beautiful, coveted condo units in the desirable Stratfield neighborhood of Fairfield almost never come on the market. Why? They are in an awesome location, have very few steps, and have stunning design characteristics, including an interior courtyard (for this unit only, not a common area) bringing light and nature in, a hexagonal living room with fireplace and walls of

Sherri Steeneck Higgins Group Real Estate

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

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

Welcome to one of the most charming Homes in Fairfield located in a prime University location. This 4 Bedroom home is set on a beautiful property designed for making the most of all seasons-whether you're cooling off in the pool, hosting dinners on the deck under the pergola, enjoying quiet mornings on the front porch or getting cozy in front of the wood-burning fireplace. Inside, the home offers

Ellen Fusco Compass Connecticut, LLC

Welcome to this stunning new construction farmhouse colonial in Fairfield's coveted University area, offering modern luxury, timeless design, and a rare backyard oasis complete with a beautiful in-ground pool. Thoughtfully crafted with exceptional attention to detail, this 6-bedroom home delivers the perfect blend of style, comfort, and functionality. Step inside to bright, open concept living

Jim Stobie Berkshire Hathaway NE Prop.

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

Discover the breathtaking beauty and resort-style luxury of this exquisite, fully renovated 1914 Colonial - an architectural masterpiece overlooking the 16th hole of Brooklawn Country Club. This 6-bedroom estate, boasts 5,623 square feet across three sprawling levels, seamlessly blending historical grandeur with modern, lavish living. Period details abound, including custom millwork accentuating

Carol Langeland William Pitt Sotheby's Int'l

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

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

A wonderful home with an estate-like setting. This newer ranch home has everything you've been looking for that is set on a park-like 1/2 acre. Your new home includes a stunning eat-in-kitchen with a large center island which opens to a spacious family room with a cathedral ceiling and a floor-to-ceiling fpl. The home also includes a living room, dining room and a terrific sun/game rm with

John Shea William Raveis Real Estate

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

A special property with pool & tennis court, 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

Mary Ellen Gallagher Compass Connecticut, LLC

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

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

Welcome to 621 Shrub Oak Lane, a classic Colonial set on two private acres in Greenfield Hill. Tucked away on a quiet cul-de-sac in a highly desirable neighborhood, this five-bedroom home blends timeless charm with modern comfort for today's lifestyle. The main level features formal living and dining rooms, perfect for gathering and entertaining, along with an updated kitchen with granite

Christine Howard William Raveis Real Estate