29 Jackson Hill Road

Middlefield, CT 06455

Exceptional custom built home tucked away at the end of a private enclave of only four custom homes. This thoughtfully designed residence offers over an acre of privacy, oversized living spaces, handcrafted millwork, solid six-panel doors, hardwood floors, and insulated interior walls. Designed for both everyday living and elegant entertaining, the open floor plan is spacious, bright and cheerful; including a large kitchen with abundant cabinetry and counter space and an expansive island that naturally becomes the heart of the home. Two wall ovens make preparing meals for large gatherings a breeze. The kitchen flows into a dining nook with bay windows and a fireplaced family room with double-french doors opening to a 60' x 16' deck overlooking the spacious yard which is framed with trees in summer and provides expansive horizon views in the winter. Once the leaves fall, you can see all the way to the Portland Bridge and beyond! Enjoy the breathtaking sunrises/moonrises from this east-facing deck. Desirable feature is the presence of 2 private primary suites. Huge first floor primary suite w/12' tray ceiling includes a cozy fireplace, 2 double French doors to huge deck TWO WALK-IN CLOSETS!, plus two additional linen closets in a hall leading to the oversized spa bathroom complete with jacuzzi tub, walk-in shower, two extra-long sink vanities with mirrored cabinets, and a separate doored toilet room. The first floor also includes formal & living rooms for all your lifestyle & entertaining needs. The spacious second floor primary bedroom features its own full bathroom plus a very sizable walk-in closet. Two oversized bedrooms provide generous accommodations - one bedroom includes a double closet and the other includes a separate room with framed doorway for access to 600+ sq.ft. additional unfinished space over the garage that could become a home office, guest suite, studio, or media room. The expansive walk-out lower level features high ceilings, oversized windows, and sliding glass doors that flood the space with natural light, creating the ideal canvas for a recreation room, home theater, fitness studio, wine cellar, in-law suite, or additional luxury living space. The oversized three-car garage and private driveway offers plenty of parking as well as lots of storage. Conveniently located near Powder Ridge, Lyman Orchards, Lake Beseck, golf, hiking trails, shopping, and major commuter routes, this exceptional property combines timeless craftsmanship, generous proportions and enduring quality. Agent is Seller, Seller is Agent. Professional photos coming soon!

Listing courtesy of Sandra Blevins of William Raveis Real Estate Office Phone: (860) 344-1658 Broker Contact: (917) 519-3339



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Last checked: 2026-08-31 12:01 AM UTC.