19

Cuddebackville, NY Homes for Sale with Acreage

Section Image Section Image
  • /40

    $289,900

    • 2 Beds
    • 1.5 Baths
    • 1,210 Sq Ft

    55 Peenpack Trail, Huguenot, NY 12746

    Fully Renovated and Move-In Ready! Perfect for first-time homebuyers or those looking to downsize, this beautifully updated 2-bedroom, 1.5-bath home offers charm, comfort, and convenience on 1.1 acres of level land. Originally built in 1930 and completely renovated in 2025, the home combines classic character with modern style. The property features a storage shed, stockade fencing along the

    Agent Photo

    Philip Bisesto

    HomeSmart Homes & Estates

    (347) 708-8252

    55 Peenpack Trail, Huguenot, NY 12746
  • /30

    $289,900

    • 5 Beds
    • 1.5 Baths
    • 3,312 Sq Ft

    19 Oakland Valley Rd, Cuddebackville, NY 12729

    Welcome to 19 Oakland Valley Road in Cuddebackville, a Hudson Valley property brimming with potential. This fixer-upper is the perfect opportunity for buyers looking to create their dream home, investment property, or weekend retreat. Set on a spacious lot, it offers plenty of room for outdoor living, gardening, and recreation.Inside, you’ll find a generous layout with 5 bedrooms 1 bathroom,

    Agent Photo

    Randolph Rogers

    eXp Realty

    (845) 714-8440

    19 Oakland Valley Rd, Cuddebackville, NY 12729
  • /16

    $4,300,000

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    3 Big Lake Rd, Huguenot, NY 12746

    Arrive at nature’s doorstep. Set on roughly 700 picturesque acres in Huguenot, this rare offering is anchored by Big Pond Lake—a crystal-clear, spring-fed, 60-acre lake—with an airy, year-round cottage at the water’s edge. Spend mornings paddling across the lake and evenings by the firepit. Wander more than seven miles of private trails that wind past cranberry bogs, cold-water streams, and

    Lindsay Rothman Compass Greater NY LLC

    3 Big Lake Rd, Huguenot, NY 12746
  • /21

    $324,000

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    68 Kennel Rd, Cuddebackville, NY 12729

    **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

    Rebecca Kane Keller Williams Hudson Valley

    68 Kennel Rd, Cuddebackville, NY 12729
  • /50

    $2,999,999

    • 5 Beds
    • 4.5 Baths
    • 6,460 Sq Ft

    285 Hill Rd, Middletown, NY 10940

    Great potential to embrace an equestrian lifestyle with immediate income producing potential. This Training Center features 29 acres of sprawling green grounds and incredible views. As you pass through the gated entrance, you will experience a world of equestrian wonder. The main barn boasts 13 stalls and an attached 75'x133' indoor arena with sprinkler system, over $500,000 cost. Two large

    Warren Shelley Reliable Realty Group

    285 Hill Rd, Middletown, NY 10940
  • /20

    $499,880 Open Sat 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,576 Sq Ft

    64 Homestead Ln, Otisville, NY 10963

    Charming 3-Bedroom Country Home with Pond on 23+ Acres – MiniSink School District Welcome to 64 Homestead Lane, a peaceful country retreat nestled on 23.4 scenic acres in the Town of Mount Hope, just off a quiet lane in the highly sought-after MiniSink Valley School District. This inviting 3-bedroom, 1 full bath and 2 half bath home offers classic charm and privacy, surrounded by nature, mature

    Jonathon Lee Keller Williams Hudson Valley

    64 Homestead Ln, Otisville, NY 10963
  • /10

    $159,000

    • Land
    • 4.2 Acres
    • $37,857 per Acre

    145 Brandt Rd, Deerpark, NY 12729

    Build your dream home on this partially wooded 4+ acre lot on a quiet road. This parcel of land had been engineered and approved for a 6 bedroom single family home. But could be modified to build a attached side-by-side 2 family or attached mother/daughter house as well. Beautiful lot with a stream runs across. Part of the driveway has been built. Previously approved site plan is available.

    Jonathon Lee Keller Williams Hudson Valley

    145 Brandt Rd, Deerpark, NY 12729
  • /29

    $425,000 Pre-Foreclosure

    • 5 Beds
    • 4 Baths
    • 2,436 Sq Ft

    741 Peenpack Trail, Sparrow Bush, NY 12780

    Welcome to this beautiful 3,100 sq ft home set on 8.7 private acres along a quiet country road in desirable Sparrowbush, offering outstanding peace and privacy. The home features 5 bedrooms, 4 full bathrooms, a stunning custom kitchen with granite countertops and stainless steel appliances, and a fully finished lower level with separate entrance, laundry, and recreation room—ideal for extended

    Shaimi Jacob Kerala Realty, LLC

    741 Peenpack Trail, Sparrow Bush, NY 12780
  • /2

    $41,000

    • Land
    • 5.3 Acres
    • $7,736 per Acre

    40 Grove St, Deerpark, NY 12729

    An unusual 5+ Acre waterfront lot in the town of Deerpark in Orange County has become available for the first time. This wooded lot would be perfect to build your dream home surrounded by trees and nature. Located close to elementary school, Neversink River, hiking trails and more for recreation. Short drive to NYC commuter train stations in both Otisville and Port Jervis NY.

    Virginia Schott Krumpfer Realty Group, LLC

    40 Grove St, Deerpark, NY 12729
  • /39

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft

    173 Franke Rd, Huguenot, NY 12746

    Well maintain like new high ranch property sit on 6 acres lot. 3 bedrooms 2 full bathroom with 10 fts ceiling basement.

    Feng Chang Acer Realty Inc

    173 Franke Rd, Huguenot, NY 12746
  • /36

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft

    179-260 Skinner Rd, Wurtsboro, NY 12790

    Rural residential opportunity. Parcel is landlocked with access via a recorded 10-foot right-of-way crossing a bridge per survey and deed reference (Liber 63 Page 428). Buyer to verify permitted use, continuity, and insurability of access Existing single-family home with addition, approximately 1,800± square feet, configured as 3 bedrooms and 2 full bathrooms per owner. Last known occupancy

    Peter Sisca Real Broker NY LLC

    179-260 Skinner Rd, Wurtsboro, NY 12790
  • /50

    $289,900

    • 4 Beds
    • 1.5 Baths
    • 1,312 Sq Ft

    1753 State Route 209, Wurtsboro, NY 12790

    Back on the market and priced to sell. Deal Fell.Welcome to 1753 Route 209, a charming property featuring 4 bedrooms, 2 full baths, fully renovated, 2 story home sitting on .95 manicured acres, gorgeous wide plank wood flooring, recessed lighting, shiplap ceilings, wood floors, newer windows, and a private laundry/mudroom entrance. This Modern farmhouse is light and bright throughout and is

    Jacqueline Henry-Thompson Jackie Henry Realty LLC

    1753 State Route 209, Wurtsboro, NY 12790
  • /5

    $69,000

    • Land
    • 1.9 Acres
    • $36,316 per Acre

    141 Brandt Rd, Deerpark, NY 12729

    Fully Engineered and Ready to Build! Perched on Highlands in Orange County NY close to Route 17 for easy access to NYC, or NYC Train less than 10 mins away is this private wooded lot. Build your dream house here as the engineering perc etc is complete. near Renaissance City Port Jervis complete with upscale shops but also just 20 mins to Bethel Woods, Casino etc.

    Paul Hamilton Orange West Realty

    141 Brandt Rd, Deerpark, NY 12729
  • /46

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,352 Sq Ft

    747 Oakland Valley Rd, Cuddebackville, NY 12729

    Welcome to 747 Oakland Valley Road in Cuddebackville, NY—a rare Neversink Riverfront gem that seamlessly blends rustic charm with thoughtful modern updates. Tucked away on a full acre of land in the Port Jervis School District, this enchanting 4-bedroom, 2-bath two-story home offers just under 1,400 square feet of inviting living space, perfect for year-round living or as a weekend retreat. Pull

    Alyse Toffel Keller Williams Hudson Valley

    747 Oakland Valley Rd, Cuddebackville, NY 12729
  • /46

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 2,620 Sq Ft

    21 Devans Dr, Otisville, NY 10963

    Welcome home to this lovingly cared-for 4-bedroom, 2.5-bath Colonial built in 2006. Step inside to discover gleaming hardwood floors throughout the main level and a bright, open layout perfect for today’s lifestyle. The spacious eat-in kitchen features newer appliances and flows seamlessly into the comfortable living and dining areas, ideal for everyday living and entertaining.The inviting

    Janet Rendle Weichert Realtors

    21 Devans Dr, Otisville, NY 10963
  • /16

    $578,000

    • 3 Beds
    • 2 Baths
    • 2,352 Sq Ft

    109 3rd St, Godeffroy, NY 12729

    Built in 2005, this luxurious and highly functional ranch sits on a property with an exceptional location and natural harmony. The home features soaring ceilings ranging from 9 to 12 feet, creating a bright, open atmosphere throughout. A brand-new asphalt driveway winds through the green front yard, leading to the spacious garage and backyard, enhanced by timed exterior lighting. The expansive

    Yixuan Zhao I Realty LLC

    109 3rd St, Godeffroy, NY 12729
  • /10

    $159,000

    • Land
    • 5 Acres
    • $31,800 per Acre

    143 Brandt Rd, Deerpark, NY 12729

    Build your dream home on this partially wooded 5 acre lot on a quiet road. This parcel of land had been engineered and approved for a 4 bedroom single family home. But could be modified to build a attached side-by-side 2 family or attached mother/daughter house as well. Beautiful lot with a stream runs across. Part of the driveway has been built. Previously approved site plan is available.

    Jonathon Lee Keller Williams Hudson Valley

    143 Brandt Rd, Deerpark, NY 12729
  • /29

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft

    910 State Route 42, Sparrow Bush, NY 12780

    Inviting Log Home Retreat with Brook & Pond. Welcome to your perfect Catskills escape! This charming 3 bedroom, 2 bath log home offers warmth, character, and a true connection to nature. A spacious family room with a walkout basement opens directly to the gentle brook that borders the entire back of the property a soothing backdrop of flowing water you can enjoy year-round. Relax on one of two

    Dawn Payne Payne Team LLC

    910 State Route 42, Sparrow Bush, NY 12780
  • /23

    $388,800 Open Sun 11AM - 1PM

    • 5 Beds
    • 4 Baths
    • 2,880 Sq Ft

    52 Boxbaum Rd, Huguenot, NY 12746

    Spacious 2-Family Home on 2.8 Acres with Income Potential – Ideal for Extended Families or Investors! Discover this rare opportunity to own a large, 2-story side-by-side 2-family home, perfectly situated on a serene 2-acre lot in a peaceful neighborhood. With a circular driveway and ample parking, this versatile property offers space, functionality, and income potential—all in one package. Left

    Jonathon Lee Keller Williams Hudson Valley

    52 Boxbaum Rd, Huguenot, NY 12746
How to Buy a Home How to Finance a Home How to Sell a Home