Fairfield, Connecticut listings for sale

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$15,000,000 - Fairfield, CT
4800 Congress Street Fairfield, CT - Surrounded by stone walls, this storied, spectacular and private 38.91-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths, all with views over the open, landscaped property. Lofty ceilings and walls of glass create magical interior spaces, a perfect setting for an art collector. Private wings radiating off the house center accommodate guests comfortably. A hidden theater and a stunning Moroccan lounge with bar are some of the special features of this extraordinary property. The barn-style pool house with full kitchen, bath and spacious gym, the pool, and a heated paddle tennis court are all easily accessible from the main residence. The updated stone gatehouse accommodates guests or staff. A two story office pavilion is tucked in a private garden area. The landscape offers open vistas, meadows and an orchard. There is potential for equestrian use. Live in ultimate style and easy elegance at this private retreat just a quick commute to NYC and airports. Fairfield and Westport town centers are in close vicinity. Enclosed behind a stone wall and surrounded by a 155 acre nature preserve, this is a uniquely private haven.
1965 | 7 | 8 | 9,129 sqft.
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$5,988,800 - Fairfield, CT
1410 South Pine Creek Road Fairfield, CT - Magnificent private custom built in 2005 Federal Colonial with views of Long Island Sound from every room; 180 degree views to Empire State Building and Freedom Tower; home features quality materials boasting Tiger wood decks with mahogany posts & heavy grade 1/2" thick pressure treated wood and non curling roof shingles; Copper Gutters & Leaders; 5 + BRs and large area with full bath ; 4 fireplaces one of which is in lower level 2600 SF of walk out space elevations in this home are higher than Flood Zone VE elevation of 15 feet.. No interiors photos to respect owners privacy
2005 | 5 | 6 | 7,798 sqft.
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$4,975,000 - Fairfield, CT
1060 Harbor Road Fairfield, CT - ELEGANCE ON SOUTHPORT HARBOR - With an idyllic Village location, this elegant 3753 square foot, architect designed residence enjoys expansive water views over Southport Harbor and Long Island Sound. Exquisite rock gardens enhance the gently, sweeping .51 acre property extending to the Harbor's edge; a perfect launch for kayaking. The wonderful floor plan offers a stunning Living Room with Fireplace and banquet-size Dining Area, and a most luxurious Primary Bedroom Suite all opening onto a breathtakingly beautiful Deck Terrace presenting a Pergola, and a Dipping Pool with Spa, as well as an extraordinary designer Country Kitchen offering exceptional functionality, spacious Seating/Dining Area and superb finishes. The very spacious second floor features a sensational Great Room with vaulted ceiling, Office area, and spectacular water views, a Gym (or 5th Bedroom), and three additional generous Bedrooms. This unparalleled and peaceful haven of serenity and tranquility is only minutes to every convenience, beaches, exceptional dining, great shopping and cultural venues and Train Service to and from New York City. Historic District.
1971 | 4 | 4 | 3,753 sqft.
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$4,400,000 - Fairfield, CT
2117 Fairfield Beach Road Fairfield, CT - Welcome to Turning Point at Pine Creek, where the coastline bends to a point creating some of the most magnificent side-to-side sweeping views the Gold Coast has to offer. This very special beachfront site will offer Connecticut Home's latest architectural masterpiece. A 4000sf state of the art custom build with ultra high-end finishes which will no doubt be one of CT's most remarkable coastline homes. This spectacular home features a compartmentalized open floor plan strategically designed to maximize water views from just about every area of the home. An Amish made custom kitchen, designed by Connecticut Home and built by Millpond Kitchens and Cabinetry, merges contemporary design with timeless style and offers maximum functionality. The open family room plan allows seamless indoor/outdoor living opening to a shaded deck. A lavish master suite, stretching the entire beachside length of the home, paints the ocean through large revealing glass and opens to its own private balcony overlooking mesmerizing views of LI Sound. Enjoy the modern and practical convenience of a three floor elevator and a glass enclosed refrigerated wine cellar artfully positioned to be the centerpiece of the dining room. Property includes a highly desirable creekside lot for possible dock or future expansion. Bask in the serene peace of your very own private beach. Enjoy sunsets, evening strolls, and everything luxury beach living has to offer.
2024 | 4 | 5 | 4,000 sqft.
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$4,294,000 - Fairfield, CT
128 Mariners Way Fairfield, CT - If you LOVE the idea of Luxury New Construction in Fairfield's Beach Area, but hate all the stairs to get inside, need more privacy, a bigger yard (maybe a pool), and don't want to be threatened with flooding... I have just the property for you! Welcome to 128 Mariners Way. Live life beautifully on this wide, tree-lined, and quiet cul de sac just steps from the beach, town, shopping and restaurants. This to-be-built Beach Stunner will be architecturally tailored to your wishlist and built by Coastal Luxury Homes, a trusted builder/developer renowned for their ultra luxe quality and forward-thinking design. Let's walk the 1/2 acre property and talk about what's important to you. It's time to get just what you've been dreaming of!
2025 | 6 | 6 | 4,640 sqft.
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$4,250,000 - Fairfield, CT
1008 Fairfield Beach Road Fairfield, CT - Welcome to the pinnacle of luxury coastal living at 1008 Fairfield Beach Road- 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 coast's most exclusive rooftop terraces, featuring a state-of-the-art outdoor kitchen, rejuvenating Jacuzzi, gas fireplace, & direct elevator access-perfect for entertaining guests year-round. Step inside & experience exceptional craftsmanship w/ an open, airy layout & views of the water throughout the home. The main level features an open-concept living room, w/ dining area, all bathed in natural light. This true Chef's Kitchen offers custom, handmade cabinetry, top-of-the-line appliances, & spacious deck offering the perfect setting for Al Fresco dining. This expansive home offers 4 generously sized Bedrooms, each with its own luxurious Bathroom, ensuring complete privacy & comfort. The Primary Suite serves as a relaxing sanctuary, complete w/ a spa-like Ensuite Bath, & a serene deck where you can enjoy the sunrise in peace w/ a beverage of your choosing. Buyers also have the unique opportunity to personalize the home's finishes, tailoring every detail to their individual tastes and needs, ensuring this remarkable property becomes a true reflection of their dream lifestyle.
2025 | 5 | 4 | 4,100 sqft.
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$3,950,000 - Fairfield, CT
21 Queens Grant Drive Fairfield, CT - Welcome to one of Greenfield Hill's most distinguished residences-an extraordinary 9,700+ sq. ft. Colonial estate nestled on 2 pristine acres in one of Fairfield's most prestigious enclaves. This 5-6 bedroom architectural masterpiece combines timeless elegance with modern luxury, offering an unparalleled lifestyle just moments from town. From first look, the home's unrivaled curb appeal captivates. Framed by professional landscaping, a paver stone driveway, a tranquil koi pond & functional fountain set the tone for this peaceful sanctuary. A short walk from the main house brings you to your private oasis: a gated, gunite saltwater pool, with hot tub, a fully plumbed pool house with a full kitchen, bathroom, & storage. Inside, the grand two-story entryway you're greeted with vaulted ceilings & a dramatic winding staircase. Designed for entertaining, the oversized dining room comfortably accommodates 20+ guests. The heart of the home is the sun-drenched family room, with soaring ceilings, floor-to-ceiling windows, & a striking stone fireplace. The mahogany office offers refined elegance, complete with its own fireplace & direct access to grounds. Retreat to the primary suite, featuring tray ceilings, dual walk-in closets, and a spa-like marble bathroom. First floor also features a laundry room & full bath. Upstairs, you'll find five generously sized bedrooms, many with ensuite baths. The third level includes a massive game room/billiards lounge, with access to the home's crow's
1996 | 6 | 8 | 14,110 sqft.
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$3,750,000 - Fairfield, CT
21 Queens Grant Drive Fairfield, CT - Welcome to one of Greenfield Hill's most distinguished residences-an extraordinary 9,700+ sq. ft. Colonial estate nestled on 2 pristine acres in one of Fairfield's most prestigious enclaves. This 5-6 bedroom architectural masterpiece combines timeless elegance with modern luxury, offering an unparalleled lifestyle just moments from town. From first look, the home's unrivaled curb appeal captivates. Framed by professional landscaping, a paver stone driveway, a tranquil koi pond & functional fountain set the tone for this peaceful sanctuary. A short walk from the main house brings you to your private oasis: a gated, gunite saltwater pool, with hot tub, a fully plumbed pool house with a full kitchen, bathroom, & storage. Inside, the grand two-story entryway you're greeted with vaulted ceilings & a dramatic winding staircase. Designed for entertaining, the oversized dining room comfortably accommodates 20+ guests. The heart of the home is the sun-drenched family room, with soaring ceilings, floor-to-ceiling windows, & a striking stone fireplace. The mahogany office offers refined elegance, complete with its own fireplace & direct access to grounds. Retreat to the primary suite, featuring tray ceilings, dual walk-in closets, and a spa-like marble bathroom. First floor also features a laundry room & full bath. Upstairs, you'll find five generously sized bedrooms, many with ensuite baths. The third level includes a massive game room/billiards lounge, with access to the home's crow's
1996 | 6 | 8 | 14,110 sqft.
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$3,300,000 - Fairfield, CT
750 Burr Street Fairfield, CT - Lions Gate: No need to move to the south of France as this extraordinary residence is right here in coveted Fairfield. Enter through grand gates into a world of privacy where character, convenience, security & serenity magically meet. Magazine-worthy grounds are the soul of the estate-lush, expansive, & exquisitely curated. With a shimmering pool, spectacular California Redwood Pool House with full kitchen, covered entertaining spaces, mature gardens, bluestone patios and sweeping lawn, every day feels like your own private resort. The open concept floor plan centers around a chef's dream kitchen flowing seamlessly into the exquisite Great Room with soaring ceilings & stone fireplace, gracious Formal Dining Room, elegant Living Room w/ fireplace, sun-drenched Family Room with fireplace, & a stunning once-in-a-lifetime home Office. The main residence offers 4-5 bedrooms, including a magnificent Primary Suite with office, sitting areas, private balcony, custom closets & spa-bath with romantic fireplace. A private En-Suite Bedroom with sitting nook, plus a separate first-floor wing w/ lounging area & 2-3 bedrooms ideal for children, guests, au-pair or in-laws. A charming guest cottage with full bath, & a separate bedroom Suite above the carriage house offer additional accommodations. A storybook Artist's Studio or Gym completes this ideally located sanctuary just minutes to town, train & beaches. Come visit & fall in love with one of Fairfield County's most enchanting estates.
1927 | 5 | 7 | 6,414 sqft.
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$2,799,000 - Fairfield, CT
342 Midlock Road Fairfield, CT - Welcome to Summer Tree Gardens, an extraordinary stately home nestled on over 2 acres of meticulously maintained grounds in the prestigious Greenfield Hill neighborhood of Fairfield, CT. This expansive 7,269 sq. ft. home boasts 5 en-suite bedrooms, 8.5 baths, and an array of luxurious features that blend timeless elegance with modern updates. The home was built by builder Christer Krook. Step into the dramatic two-story entrance hall with a grand double staircase, marble floors, and custom millwork that sets the tone for this remarkable residence. The light-filled formal rooms flow seamlessly, complemented by a sunroom overlooking the pristine yard and gunite pool. The updated kitchen features new backsplash, trim, and paint, while the expansive basement with high ceilings offers endless possibilities for finishing. The estate includes a pool house with its own septic system, basement, full bath, and refrigerator-perfect for conversion into an apartment or in-law suite with minimal modifications. Additional highlights include a large office suite, third-floor playroom, cedar closet, and manicured gardens. This brief description only scratches the surface of what Summer Tree Gardens has to offer-there are even more exquisite details waiting to be discovered in this one-of-a-kind property. Conveniently located near schools, restaurants, stores, and commuting routes, Summer Tree Gardens is a rare opportunity to own a private oasis that embodies grandeur and meticulous care.
1998 | 5 | 6 | 7,269 sqft.