Cuddebackville Homes for Sale

Welcome to Cuddebackville, a hidden gem nestled in the heart of Orange County, New York. This charming community offers a unique blend of rural tranquility and modern convenience, making it an ideal destination for families, retirees, and anyone seeking a peaceful lifestyle. Surrounded by lush landscapes and scenic views, Cuddebackville is perfect for nature enthusiasts and outdoor lovers, with easy access to hiking trails, rivers, and parks that showcase the beauty of the Hudson Valley.

Cuddebackville boasts a rich history, evident in its quaint architecture and friendly neighborhoods. Here, you’ll find a close-knit community that values both tradition and progress. The town is conveniently located near major highways, providing easy access to nearby cities and amenities while maintaining its serene atmosphere. Local shops, eateries, and markets contribute to a vibrant community spirit, making it easy to connect with neighbors and enjoy the charm of small-town living.

For those looking to find their dream home, Cuddebackville offers a variety of homes for sale that cater to diverse tastes and budgets. Whether you’re searching for a cozy cottage, a spacious family home, or a modern retreat, you’ll discover properties that reflect the warmth and character of this delightful town. With its stunning landscapes, friendly community, and affordable housing options, Cuddebackville is a place where you can truly feel at home. Explore the available listings today and take the first step toward your new beginning in this enchanting corner of New York!

Newest Cuddebackville Homes for Sale

$549,000

4 Beds ⋅ 3 Baths ⋅ 1023084 MLS

Welcome to this beautiful and spacious contemporary home perfectly set on 3.11 private acres. This impressive property offers the perfect blend of comfort, style, and convenience with an open-concept design and exceptional living space throughout. The upper level features gleaming oak hardwood floors, soaring high ceilings, and a massive living room with a stunning built-in electric fireplace that flows seamlessly into the formal dining area. The gorgeous oversized kitchen is designed to impress with a large center island, quartz countertops, and stainless steel appliances — perfect for everyday living and entertaining alike. You’ll also find two generously sized bedrooms, a full hallway bathroom, and a spacious primary suite complete with two closets and a private master bathroom. All three upper-level bedrooms feature hardwood flooring and high ceilings, adding warmth and elegance throughout. The lower level welcomes you with a spacious foyer leading to a huge family room ideal for entertaining, a 4th bedroom, a full bathroom with a stand-up shower, laundry room, and access to the attached 2-car garage. The pictures are from previous house that was built in 2025. It has similar style and size with some upgrades with additional costs plus central ac is additional cost. The property is on the left side of the driveway.

470 State Route 211, Cuddebackville

$29,975

3 Beds ⋅ 1 Baths ⋅ 1021795 MLS

FULLY AVAILABLE NOW! Being valued for land only with working well. Remove this mobile home and place your dream mobile home on this lot with current well. Double sized lot 100x100, Includes Carport. Only Full Priced offers will be considered. Rear yard construction materials belong to a separate lot.

35 Grove Street, Cuddebackville

$549,000

4 Beds ⋅ 3 Baths ⋅ 1006433 MLS

Welcome to this beautiful and spacious contemporary home perfectly set on 2.77 private acres. This impressive property offers the perfect blend of comfort, style, and convenience with an open-concept design and exceptional living space throughout. The upper level features gleaming oak hardwood floors, soaring high ceilings, and a massive living room with a stunning built-in electric fireplace that flows seamlessly into the formal dining area. The gorgeous oversized kitchen is designed to impress with a large center island, quartz countertops, and stainless steel appliances — perfect for everyday living and entertaining alike. You’ll also find two generously sized bedrooms, a full hallway bathroom, and a spacious primary suite complete with two closets and a private master bathroom. All three upper-level bedrooms feature hardwood flooring and high ceilings, adding warmth and elegance throughout. The lower level welcomes you with a spacious foyer leading to a huge family room ideal for entertaining, a 4th bedroom, a full bathroom with a stand-up shower, laundry room, and access to the attached 2-car garage. It will be early to mid September 2026. Ps. The pictures are from previous house that was built in 2025. It has similar style and size with some upgrades with additional costs plus central ac is additional cost. The property is on the left side of the driveway.

506 State Route 211, Cuddebackville

$312,000

3 Beds ⋅ 2 Baths ⋅ 1004038 MLS

**Nestled on 1.9 acres framed by timeless stone walls and mature trees, this isn’t just a home—it’s a hideaway.** Quiet, private, and filled with natural light, this 3-bedroom, 2-bath retreat is the kind of place you discover and never want to leave. From the moment you walk in, the oversized windows steal the show—flooding the space with light and letting the outside in. The first floor features easy-living with laminate floors throughout, a generous kitchen ready for everything from Sunday pancakes to last-minute takeout, and a cozy bedroom that keeps things flexible. Laundry is conveniently on the main level—no hauling baskets up and down stairs. Out back, a wide deck stretches into the peaceful yard, perfect for grilling, unwinding, or watching the stars put on a show. Upstairs, the primary suite is seriously oversized—your own personal retreat with a private bath and plenty of room to spread out. A third bedroom, tucked upstairs, adds even more possibilities: guest space, office, art studio—you name it. Mechanically, the home checks all the boxes: the roof is just about two years old with 50-year shingles, the heating and central air systems are under 10 years old, and there’s a **whole-house generator** for year-round peace of mind. And the location? Just 20 minutes to Route 17 and I-84 in Port Jervis—right near the **New Jersey and Pennsylvania borders, the Delaware River, and local shopping.** Whether you're commuting, adventuring, or running errands, you’re right where you need to be. If you’ve been searching for that rare mix of character, space, and serenity—this is it. The kind of place where you exhale the second you pull into the driveway.

68 Kennel Road, Cuddebackville

$239,000

4 Beds ⋅ 1 Baths ⋅ 911821 MLS

Welcome to this adorable & maintained ranch-style cottage offering comfort, convenience, and instant rental income. The open floor plan maximizes natural light and easy living. This makes an ideal turnkey opportunity for investors seeking stable cash flow from day one or move right in! Situated on a peaceful street, the sale also includes an additional parcel located at 8 Old Road, offering even more value and potential for future use. Whether you’re expanding your portfolio, entering the investment market, or looking for a starter home, this charming cottage delivers low-maintenance living, strong rental history, and plenty of upside.

4 Old Road, Cuddebackville

$650,000

2 Beds ⋅ 1 Baths ⋅ 911578 MLS

Welcome to Kiernan Glen a very Special Country Place for your "get everyone together" Mini Estate. Compound or Camp! Amazing Rare Opportunity to Own Two Homes, adjacent parcels (one with deeded rights to the Basha Kill running by property) and adjacent 11.6 Acres of a beautiful field that are all included in this sale. As you ride down the country road and turn into the tree-lined drive along the field to the Main House you'll be stepping back in time to the days when relatives and friends visited and gathered making memories that are still being shared today. The main house has a vintage flair throughout with an original stone fireplace. The separate nearby house is a one floor guest ranch home that was built later. This sale is an "As Is" sale of all included and all inspections by buyers would be for buyers benefit only no warranties by the sellers. Due to the uniqueness of the property and all that is included it must be seen to be appreciated for a good understanding of all included and the potential offered with this sale not only for its private location plus to see firsthand the beauty of this country property. You'll be able to experience the charm of a bygone era here and plan how you can compliment it all with your upgrades to your lifestyle and today's needs. Make new lasting memories now!

12 Kiernan Glen, Cuddebackville

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.