5 Bedroom homes for sale & real estate in New Windsor, NY

5 Bedroom Homes for Sale in New Windsor, NY

Fantastic investment opportunity! This fully occupied three-family property is located on a desirable street and features separate utilities—including electric and water—for each unit. All tenants are on month-to-month leases and are responsible for their own utilities, offering low owner expenses and steady rental income. A solid addition to any investor’s portfolio!

5 Bedroom Homes for Sale in New Windsor, NY

Welcome to 65 Oxford Springs Road, Chester, NY a custom-built Country Contemporary set on a private, 2.3-acre hilltop. This property offers the perfect mix of privacy, space, and convenience, all just minutes from the NYS Thruway, local state parks, and about 50 minutes from NYC. Inside, the home features a bright, open floor plan with plenty of natural light. You’ll find rich hardwood floors, custom trim work, and impressive 26-foot ceilings that give the main living area a spacious, inviting feel. The living room centers around a striking stone fireplace and flows into a modern granite kitchen with an oversized island and stainless steel appliances ideal for both everyday living and

5 Bedroom Homes for Sale in New Windsor, NY

Attention Investors, Developers, and Savvy buyers! This Rare Triplex Opportunity offers the perfect blend of location, potential, and value—where the most challenging, costly, and time-consuming phases of renovation are already COMPLETE. This triplex has been completely gutted to the studs—no demo work needed giving the new owner a headstart. It boasts a substantial list of new, foundational, and high-cost upgrades: New windows have been installed, Brick pointing, Structural Framing Improvements, Roof Repairs Completed, Balconies and Staircase Repairs and New Rear Porch Addition. Located just 4 minutes from major highway, 2 minutes from St. Lukes Hospital and 12 minutes from the

5 Bedroom Homes for Sale in New Windsor, NY

Dreams can come true! Spectacular valley views and an open floor concept. All just an hour from NYC! Contemporary styled house designed to surround you with the natural beauty of the Hudson Valley, flood the home with natural light and the breathe taking valley views. With a little work, this is your opportunity to own a Million Dollar house at a discount! The wrap around deck is ideal for enjoying a morning coffee or an evening glass of wine. Private master suite with it's own enclosed porch and loft and walk in closet. Open concept living and dining areas make entertaining a breeze and provide for an easy flow from one room to another. Full finished basement with office and plenty of stor

5 Bedroom Homes for Sale in New Windsor, NY

VALLEY CENTRAL SCHOOL DISTRICT!! Welcome to this beautifully maintained and spacious home, perfectly set in a quiet residential neighborhood and offering an ideal blend of comfort, functionality, and natural light. Step inside to find an inviting layout that begins with a bright and open living room featuring hardwood floors, large windows, and plenty of space for relaxing or gathering with loved ones. Just beyond, the formal dining room provides an elegant setting for hosting dinners, holidays, or special occasions. The expansive eat-in kitchen is the true heart of the home, showcasing crisp white cabinetry, modern appliances, generous counter space, and French doors that open directly to

5 Bedroom Homes for Sale in New Windsor, NY

This two-family property on Henry Ave presents a prime opportunity for investors or owner-occupants seeking a value-add project. Each unit offers a traditional layout with the potential to re-design and modernize. Situated on a quiet street just minutes from the Hudson River waterfront, dining, shopping, and commuter access. This home requires updates and repairs, but offers tremendous upside in a thriving market