5 Distinctive Connecticut and New Hampshire Properties, from Coast to Country

Originally built in 1936, this brick and cedar-sided Colonial is set on a private, level landscaped .93-acre lot in North Haven. Meticulously maintained and quality constructed, the 3,700+ square feet unfold from an entrance foyer with graceful archways into a south-facing living room with fireplace, moldings, and recessed lighting. Tucked in a quieter wing, a paneled family room or library offers random-width hardwood floors, a second fireplace, and walls of built-ins and bookshelves. A new French door connects to a heated sunroom wrapped in glass, looking out over one of the patios and the grounds. The generous dining room sits beside an expanded, remodeled kitchen with Sub-Zero refrigerator, Wolf cooktop, and double ovens, plus space for breakfast and an open sitting/TV area. Outside, an inground heated Gunite pool and bluestone patio frame days that drift easily between swimming, reading, and lingering outdoors.

Set in Stratford’s sought-after Paradise Green area, this commercially zoned parcel presents a rare chance to secure a prime, high-visibility site with easy access. The land is currently used as three apartments, with two leases in place through July 2026, offering an existing occupancy framework while future plans take shape. With an average traffic count of approximately 13,200 CPD, the location supports a range of potential development directions, including retail, mixed-use with residential apartments, or other commercial projects, subject to town review. Commuting and connectivity are straightforward, with quick access to the Merritt Parkway (Rt. 15), I-95, and Metro-North. Buyers are advised to conduct their own due diligence regarding zoning, permits, and intended use, then imagine what this well-positioned site could become over time.

Size: 0.46 acres

Price: Contact for pricing

Set on a quiet, expansive 8+ acre lot in Middletown, this fully remodeled 6+ bedroom, 3.5-bath residence offers over 5,500 square feet of beautifully updated living space with a distinctly flexible spirit. At the center, an expansive kitchen anchors daily life, appointed with quartz countertops, stainless steel appliances, a double oven, and generous prep and storage space that suits everything from weeknight dinners to larger gatherings. Large windows and glass doors bring in abundant natural light, emphasizing the open-concept layout and the home’s spacious living areas. Thoughtful upgrades throughout create a truly move-in-ready feel, while a floor plan designed for adaptability provides multiple configuration options—including the potential for a private secondary living area suited to multi-generational living, guests, or home-based business needs.

Set on about 50 acres in Bradford, this long-held family property stretches along Pleasant View Road and Fairgrounds Road, with extensive paved road frontage and views in every direction. The well cared for three-bedroom, three-bath home has seen “nicely done updates and additions,” offering a comfortable base for everyday living while the land provides its own rhythm: open fields for unhurried afternoons, high-bush blueberries to pick close to home, and a swimming hole for warm-weather escapes. A detached garage and a separate workshop add flexibility for projects, storage, or hobbies that need room to spread out. With potential subdividing described as very simple, the setting balances privacy and possibility—on what’s noted as one of the nicest streets in town, with the Rosewood Country Inn within walking distance.

Steps from the shoreline in Milford’s sought-after Point Beach community, this charming Colonial is designed for unhurried coastal living. A short stroll brings you to six private beach points, while the open-concept main level keeps daily life easy and connected. Living and kitchen spaces unfold beneath vaulted ceilings with exposed beams and skylights, complemented by crisp white shaker cabinetry that suits everything from weeknight dinners to relaxed gatherings. The flexible layout includes a main-level bedroom—ideal for guests or single-level living—along with two additional bedrooms upstairs for added privacy. Outside, a rare double lot totaling 0.16 acres frames a fully fenced yard with room to garden, relax, or linger with friends; a shed keeps beach gear neatly tucked away. A partially finished basement adds bonus space for work, workouts, or play.