Fairfield, Connecticut listings for sale

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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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$4,250,000 - 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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$3,250,000 - Fairfield, CT
450 Penfield Road Fairfield, CT - New Construction in coveted BEACH AREA! This 4,000 sqft custom Colonial blends coastal charm with modern luxury-just a short walk to Penfield Beach, Fairfield Beach Club, vibrant downtown, the train, and top-rated schools. With 5-6 bedrooms, 4.5 baths, and 3 finished levels, this elevator-ready home offers exceptional design, flow, and comfort. The open concept kitchen is both functional and beautiful -with top of the line appliances, custom cabinetry, walk in pantry and Quartz countertops. The dining area has sliders to a spacious deck while the living room is the perfect space for entertaining or quiet night in. A butler's pantry with wet bar and second dishwasher leads to a sun-filled flex room with fireplace-ideal for movie night or entertaining. Upstairs, the serene primary suite includes a spa-like bath with soaking tub, heated floors, two walk-in closets, and a Juliet balcony-perfect for taking in the breeze and the gentle sounds of nature. Two additional bedrooms enjoy private en-suite baths. The third floor offers 2 more bedrooms, a full bath, and a bonus space perfect for guests, an office, or a playroom. Enjoy quiet mornings on the covered third floor deck. Outside, enjoy a beautifully landscaped yard with room for a pool or garden. The covered Le Nai is designed for year-round use-great for entertaining, lounging, or a home gym. A 2-car garage with tandem space offers ample parking. From beach walks to downtown dinners, this isn't just a home- it's a lifestyle!
2025 | 5 | 4 | 4,000 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.
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$2,300,000 - Fairfield, CT
59 Thornhill Road Fairfield, CT - Located on one of the most coveted cul-de-sacs in Fairfield's University area, this Newly Built Colonial offers a perfect blend of classic charm & modern luxury. A welcoming stone-trimmed front porch sets the stage for quiet mornings with coffee, while inside, 5-7 bedrooms and 5.5 bathrooms provide ample space for comfortable living and entertaining. The gorgeous open-concept Kitchen with eating area flows seamlessly to the Family Room & features Thermador appliances, walk-in pantry & large Quartz island. Glass doors open to a spacious deck overlooking private, level backyard-perfect for BBQs, soccer games, or a future pool. The formal Dining Room is ideal for special occasions, & a versatile first-floor Office or Bedroom w/ closet & full bath offers flexible lifestyle options. Upstairs, the serene Primary Suite is a true retreat w/ two custom walk-in closets & a spa-inspired bath complete with soaking tub & oversized shower. Three additional Bedrooms, two full baths & a generous Laundry Room complete the second floor. The 3rd Level features a sunny Bonus Room ideal for a playroom, office, or creative space. Two additional bedrooms & full bath offer countless options for guests or family. Additional highlights include a 2-car garage leading to an oversized Mudroom w/ built-ins & a full walk-out lower level ready to be transformed: potential media room, gym, or in-law suite. This quality built home is set on a quiet, walkable street close to town, train, beaches & schools.
2025 | 6 | 6 | 5,256 sqft.
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$2,295,000 - Fairfield, CT
81 Main Street Fairfield, CT - CLASSIC PERFECTION IN SOUTHPORT VILLAGE - Circa 1834. With an excellent Southport Village location, this impeccably renovated 4 Bedroom. 3.5 Bath historic house is classic perfection inside and out. Light and airy; stunning interiors are bathed in sunlight, presenting designer lighting & finishes, gorgeous wide plank pine flooring, and thoughtful architectural elements throughout 2650+/- square feet of beautiful living space. A most enchanting Writer's Studio with vaulted ceiling & decorative Fireplace offers an additional and versatile 165+/- square feet. Features include a fabulous new Chef's Kitchen, the Living Room and Dining Room, each with Fireplace, a spacious Primary Suite, very charming Front Porch and Veranda, brick and stone walls, an old capped, stone Well, and an extraordinary Terrace enjoying the serenity and privacy of the lush, professionally landscaped property. Just steps to Southport Harbor and train service to and from New York City, this is truly a very special property in a wonderful location! Historic District. FIRST FLOOR: Gracious Main Staircase. Refined Living Room with exposed beam ceiling, wood-burning Fireplace with soap stone surround and hearth, twin corner cupboards, Guest Closet, and access to the attached Garage. Elegant Dining Room with wood-burning Fireplace with brick surround and hearth, and Atrium doors to Terrace. New Chef's Kitchen with wonderful corner Banquette framed by . . . PLEASE OPEN ADDENDUM FOR FURTHER DESCRIPTION
1834 | 4 | 4 | 2,615 sqft.
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$2,150,000 - Fairfield, CT
975 Flintlock Road Fairfield, CT - Tucked away at the end of a peaceful cul-de-sac in one of Southport's most sought-after neighborhoods, this exceptional residence merges timeless design with thoughtful modern upgrades. A Western exposure bathes the home in golden afternoon light, an entertainer's dream & a rare find in the area. The heart of the home is its reimagined kitchen & great room. Expanded & designed to impress. The sun-filled space is enhanced by deep transom windows & skylights, illuminating a striking custom marble island, built-in banquette, stainless appliances & wine fridge. Sliding patio doors open to a wire rail deck, creating a seamless indoor-outdoor flow. Upstairs, the renovated primary suite feels like a private retreat, complete with custom built-in office space, expansive walk-in closet with a center island & dramatic "infinity" shoe wall. The spa caliber bath offers a dual shower with bench & privacy picture window, radiant flooring, custom vanity & heated towel rack. Three additional bedrooms each feature custom closets & share a stylish updated full bath. The finished lower level includes a renovated full bath & oversized windows that provide abundant natural light. The home is surrounded by privacy plantings & fencing that encloses the lush yard. Sprinkler system, blue stone patio, hot tub and barrel sauna included. Updated mechanicals, roof, sec system & custom garage storage. See full list of upgrades in disclosures. Warm & welcoming, this home delivers comfort, style & location.
1993 | 4 | 4 | 4,386 sqft.