Fairfield Real Estate

Recently Sold Listings in Fairfield, CT

Welcome to your dedicated resource for viewing Sold listings in Fairfield, CT. As local Fairfield, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Fairfield, CT below, or if you are looking to sell a home in Fairfield, CT contact a local agent to discuss the possibilities.

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All Recently Sold in Fairfield, CT

$2,625,000
5 Beds 6 Baths 24014287 MLS
Nestled in on a sought-after Southport cul-de-sac, 242 Jessica Lane is a spectacular 5-bedroom, 11 room, 4-full, & 2-half bath estate w/ 5000+ sf, & an additional 780 sf on the finished lower level. You are first greeted by the grandeur of this home w/ the tree lined driveway & wrap around porch complete w/cozy bench swing. Step inside into the 2-story entry featuring generously proportioned rooms & impeccable craftsmanship throughout. The heart of this home is an inviting eat-in kitchen w/ a large island, high end appliances, built-in workstation & dining area that overlooks the park-like back yard. Continue on the 1st level where there is a room for everyone; the elegant formal dining room w/ French doors to wrap around deck, enormous family room w/ vaulted ceiling, custom built-in cabinetry & French doors that lead to the gorgeous back yard, a convenient home office w/ fireplace & built-ins, living room w/ fireplace that leads to a beloved room, the screened in porch w/ panoramic views of the back yard haven. Upstairs there are 5 great sized bedrooms including the primary w/ fireplace & a new spa-like bath. Outside, discover an oasis showcasing the lush yard adorned w/ privacy trees & professionally landscaped gardens, gorgeous stone masonry, & a large Gunite pool, creating a serene environment to enjoy the outdoors in peace & comfort. 242 Jessica Lane offers both tranquility & convenience, ensuring easy access to all local amenities. Not to be missed!

242 Jessica Ln, Fairfield

$2,625,000
4 Beds 4 Baths 24098244 MLS
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

81 Main St, Fairfield

$2,600,000
6 Beds 7 Baths 24161480 MLS
Iconic Georgian Manor. A rare offering of architectural significance, this distinguished 1922 Georgian Colonial is set on 1.88 acres of level, park-like grounds in a desirable Fairfield enclave. Encompassing over 10,000 square feet, this 6-bedroom estate seamlessly blends historic grandeur with elevated, modern living. A stately presence is immediately felt through classic Georgian symmetry, framed by elegant columns and enhanced by exquisite millwork, intricate moldings, and timeless architectural detailing throughout. Inside, a series of beautifully scaled rooms unfold, each more impressive than the next, including a refined library, private office, sun-drenched solarium, and multiple formal and informal living spaces anchored by seven fireplaces, creating warmth and character at every turn. At the heart of the home, a true chef's kitchen is designed for both everyday living and elevated entertaining, seamlessly connecting to expansive interior and exterior gathering spaces. The grounds are nothing short of resort-caliber, featuring an oversized pool, tennis court, and sweeping lawns that create a sense of total privacy and escape. A fully equipped guest house with gym and sauna offers exceptional flexibility, ideal for extended stays, a wellness retreat, or a private art or music studio. Offered fully furnished, the home is further elevated by beautifully curated furnishings that complement its architectural character and refined aesthetic, creating a seamless

91 Algonquin Rd, Fairfield

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