5 Historic Homes and Turnkey Retreats Across New York and Connecticut

Originally built in the mid 1700s—well before the Revolutionary War—this distinctive red-roofed Saltbox-style house offers a rare chance to live with history in Mount Sinai. In the mid 1800s, it served not only as a family home but also as the community Post Office, and today its charm remains in built-in cabinets, wavy window glass, and a stacked-stone basement. Set on 1.4 acres behind a white picket fence, the property includes a large two-story barn and a two-car garage, with plenty of room for a vegetable garden, fruit trees, a pool, or perennial plantings. Modern comforts are thoughtfully integrated, including granite kitchen counters, a stainless steel dishwasher and refrigerator, split AC systems, and two wood-burning stoves. Formal living and dining rooms, three bedrooms, a central kitchen, and main-level laundry support an easy daily rhythm, with Cedar Beach, Heritage Park, and Port Jefferson Village nearby.

On a quiet cul-de-sac in Center Moriches, this beautifully maintained ranch balances generous space with a calm, private setting. A welcoming living room with a cozy fireplace sets the tone for easy evenings, while the formal dining room is well-suited to gatherings. The bright kitchen opens through sliding doors to a deck—an inviting spot for outdoor meals or morning coffee. The primary bedroom is designed as a serene retreat, complete with an en-suite full bath. A family room flows into a sunroom and out to a second private deck, expanding the living experience and offering flexibility for a possible in-law suite. Downstairs, a full basement includes a laundry area plus both inside and outside access. Outdoors, an above-ground pool with its own deck is framed by beautiful landscaping for a tranquil, memorable backdrop.

High above Murray Hill, this sun-flooded Junior 4 in Murray Hill Terrace pairs loft-like volume with direct, unobstructed Empire State Building views. The largest Junior 4 line in the building, it’s currently configured as a true two-bedroom, anchored by an expansive L-shaped living/dining area that naturally separates spaces for entertaining, working, and everyday living. Dinner parties fit comfortably, as does a dedicated home office or a tucked-away media zone—the layout flexes easily as routines change.

On a prime block in Forest Hills, this completely remodeled, turn-key apartment pairs pre-war character with contemporary updates inside the charming Wakefield. High ceilings and original oak flooring set a classic tone from the entryway, where a coat closet opens to a dining gallery and an expansive eat-in kitchen. Fully remodeled with contemporary appliances, the kitchen includes a dedicated breakfast nook for unhurried mornings. The living room feels notably grand, with large south-facing windows overlooking the garden and a sense of simple elegance in its scale. A separate hallway creates privacy for the bedroom wing, offering a full bathroom and multiple closets. Two equal-size, exceptionally large bedrooms each feature two large windows and generous closet space. Sponsor sale means no board approval, with Austin Street, the E and F lines, and the LIRR close by.

Set on Strobel Road in Trumbull, this remodeled brick Raised Ranch balances everyday ease with thoughtful, design-forward updates. The renovated kitchen pairs white shaker cabinetry with Corian countertops and a crisp herringbone backsplash, while gleaming hardwood floors carry warmth across the main level. Three spacious bedrooms include a primary suite with a brand-new en-suite bath. Off the living spaces, a flexible den stands out with an exposed brick wall and a built-in pizza oven—equally suited to expanding the kitchen footprint, creating a home office, or carving out a cozy retreat. Two fireplaces anchor gathering spots, including one in the expansive lower-level family room, joined by a dedicated office or mudroom and a separate laundry room. Outside, a reworked yard offers generous usable space, plus a horseshoe driveway, two-car garage, and storage shed for easy daily living.