Litchfield Real Estate

Recently Sold Listings in Litchfield, CT

Welcome to your dedicated resource for viewing Sold listings in Litchfield, CT. As local Litchfield, 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 Litchfield, CT below, or if you are looking to sell a home in Litchfield, CT contact a local agent to discuss the possibilities.

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All Recently Sold in Litchfield, CT

$1,850,000
4 Beds 4 Baths 24012798 MLS
Welcome to 231 Maple Street, a meticulously restored 1799 colonial estate, where historic charm meets modern elegance and luxury. Nestled on 6.4 acres of beautifully landscaped grounds with a serene pond and extensive stonework, the property boasts breathtaking western views of the Litchfield Foothills and backs up to 180 acres held in easement with the Litchfield Land Trust. Just minutes from Arethusa Al Tavolo, Arethusa Farm Dairy, and Arethusa a Mano, as well as the Bantam Market, Bantam Bread, and the Litchfield Town Center, this exceptional offering provides a tranquil escape while remaining close to vibrant shops and renowned, award-winning restaurants. Step inside and discover a light-filled haven featuring a thoughtfully designed open concept layout on the main level. Wide-plank antique floors and exposed beams create a sense of warmth and character throughout the living areas. A stunning gourmet kitchen boasts top-of-the-line stainless steel appliances, a DeVol Kitchen brass faucet, top of the line light fixtures, quartz countertops, and a restored stone fireplace, original to the home. There is also a dedicated butcher block baking station. The kitchen, along with the adjoining living and dining rooms feature French doors leading out to a picturesque stone terrace overlooking the recently updated pool with bluestone surround, pea gravel hardscaping and captivating vistas. A delightful library with custom bookcases and its own fireplace provides a dedicated s

231 Maple St, Litchfield

$1,825,000
3 Beds 4 Baths 24083295 MLS
Step into the pages of history with the beautifully revitalized Col. Charles Webb house, circa 1830, a centerpiece of Litchfield's storied past. This iconic residence has been thoughtfully updated, blending classic elegance with modern amenities. As you enter through the entryway, you are greeted by the warmth of wide board flooring and an inviting arched doorway. The journey continues to a convenient wet bar and into the sunlit formal living room, where a wood-burning fireplace, built-in cabinets and polished hardwood flooring create an atmosphere of timeless charm. The formal dining room, with another wood-burning fireplace, offers ample storage and two closets. The great room is a marvel of architectural design, featuring a soaring ceiling, elegant French doors and luminous Palladian windows that invite the outside in. Culinary enthusiasts will revel in the chef's kitchen, boasting a gas range, dual new dishwashers, a Subzero refrigerator, a breakfast bar and a cozy dining area. A versatile mud/playroom and a half bath complete the main level's offerings. Ascend to the upper level, where the primary bedroom suite has been freshly painted and adorned with new oak floors and custom molding, creating a serene escape. The en-suite primary bath has been transformed with a new custom shower and linen closet. Two additional guest bedrooms (one en-suite) have undergone complete renovations, featuring new oak flooring, fresh paint and remodeled

102 North St, Litchfield

$1,800,000
7 Beds 6 Baths 170606380 MLS
Enjoy in-town living on a country estate in this Chic Country Antique on one of Litchfield's most sought after walk-to-town locations with an inground pool. This exceptionally updated light-filled home with 4 fireplaces has maintained its architectural integrity throughout the 1786 structure, and the later Italianate addition and is ideal for contemporary living. This classic has all the modern conveniences; new hardwood floors on most of the main level, an upscale and recently expanded & remodeled kitchen with heated floors, AC wall units in bedrooms, kitchen & office, recessed lighting, lots of closets & built-ins with up to date mechanicals and new generator. Bedrooms include a remodeled primary suite and bath with heated floors, 3 ensuite bedrooms, and 3 additional bedrooms with a remodeled full bathroom and heated floors on the 3rd floor for staff or guests. Professionally decorated, the paint colors, wallpaper, finishes & fixtures are to the highest standard. Privately set on 2.58 English inspired park-like acres of boxwood hedges, perennial gardens, mature trees, and vegetable garden, this quiet yard becomes your own oasis. Other features include a brick courtyard, a 3 car garage with new concrete floor and a newly created attached office. The lower level has access from backyard with a bathroom, gym & mudroom with new heated floors. An extraordinary amount of effort, creativity and skill went into remodeling this impeccable residence. Litchfield is your oyster!

55 Prospect St, Litchfield

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