Cuddebackville, NY Homes

• 

  $290,000 Sold Dec 03, 2025

  2059 Guymard Turnpike, Godeffroy, NY 12729

  • 2 Beds
  • 1.5 Baths
  • 1,352 Sq Ft
  • Built 1990

  Last Sold Summary

  • 11% Below List Price
  • $214/SF
  • 49 Days On Market

  Current Estimated Value $336,780

  Last Listing Agent Rebecca Kane Keller Williams Hudson Valley

  2059 Guymard Turnpike, Godeffroy, NY 12729
• 

  Est $512,189 Not Listed For Sale

  34 Heather Ln, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 1,930 Sq Ft
  • Built 1985

  34 Heather Ln, Middletown, NY 10940

  Last Sold Summary

  • $264/SF
  • 24 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Martha Randazzo Howard Hanna Rand Realty
• 

  

  

  /20

  $499,990

  • 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
• 

  $100,000 Sold Dec 19, 2025

  27 First St, Godeffroy, NY 12729

  • 2 Beds
  • 1 Bath
  • 824 Sq Ft
  • Built 1950

  Last Sold Summary

  • 39% Below List Price
  • $121/SF
  • 193 Days On Market

  Current Estimated Value $147,901

  Last Listing Agent Vincent O'Brien Davis R Chant Real Estate Inc.

  27 First St, Godeffroy, NY 12729
• 

  Est $483,854 Not Listed For Sale

  6 Thistle Ln, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,128 Sq Ft
  • Built 1972

  6 Thistle Ln, Middletown, NY 10940

  Last Sold Summary

  • 2% Above List Price
  • $223/SF
  • 14 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
• 

  

  /33

  $368,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,648 Sq Ft

  6 Field Rd, Otisville, NY 10963

  Updated Colonial set on a quiet, private lot in the Village of Otisville. The home is filled with natural light and features a large windowed sitting area that gently overlooks the village—ideal for a reading nook, home office, or relaxed everyday living. Full basement provides excellent storage and flexibility. Enjoy outdoor space with privacy while still being approximately a 3-minute walk to

  Yixuan Zhao I Realty LLC

  6 Field Rd, Otisville, NY 10963
• 

  $410,000 Sold Oct 28, 2025

  42 Highland Ave, Otisville, NY 10963

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft
  • Built 1940

  Last Sold Summary

  • 4% Below List Price
  • $253/SF
  • 86 Days On Market

  Current Estimated Value $407,829

  Last Listing Agent Michele Mc Grath John J Lease REALTORS Inc

  42 Highland Ave, Otisville, NY 10963
• 

  Est $505,062 Not Listed For Sale

  101 Shale Dr, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 1,922 Sq Ft
  • Built 1987

  101 Shale Dr, Middletown, NY 10940

  Last Sold Summary

  • 33% Above List Price
  • $198/SF
  • 264 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Joyce Klimkiewicz Skipping Stones Realty
• 

  

  /21

  $324,000 Pending

  • 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
• 

  $34,000 Sold Nov 25, 2025

  3 Mountain Top Ln, Huguenot, NY 12746

  • Land
  • 1.4 Acres
  • $24,286 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 28 Days On Market

  Current Estimated Value $46,024

  Last Listing Agent Dominick Tufano RE/MAX Benchmark Realty Group

  3 Mountain Top Ln, Huguenot, NY 12746
• 

  Est $470,653 Not Listed For Sale

  334 Guymard Turnpike, Middletown, NY 10940

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1980

  334 Guymard Turnpike, Middletown, NY 10940

  Last Sold Summary

  • 7% Above List Price
  • $244/SF
  • 62 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Katrina Roloson Keller Williams Realty
• 

  

  /50

  $2,695,000

  • 5 Beds
  • 4.5 Baths
  • 20,730 Sq Ft

  285 Hill Rd, Middletown, NY 10940

  For your consideration is 285 Hill Road, a premier equine boarding, training and showing facility formerly known as Hilltop Equestrian Center and Seven Meadows Farm. Designed for function and beauty, it's a welcoming destination for both clients and guests. Numerous shows and clinics have been successfully hosted here over the years. The property includes a professional indoor arena complex, 2

  Michelle Genatempo Howard Hanna Rand Realty

  285 Hill Rd, Middletown, NY 10940
• 

  /2

  $340,000 Sold Mar 27, 2026

  7 Laura Ln, Otisville, NY 10963

  • 3 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Built 2023

  Last Sold Summary

  • 15% Below List Price
  • $309/SF
  • 89 Days On Market

  Current Estimated Value $376,345

  Last Listing Agent JOSEPH SZYMCZAK Joseph A Szymczak

  7 Laura Ln, Otisville, NY 10963
• 

  Est $370,289 Not Listed For Sale

  132 Homestead Ln, Otisville, NY 10963

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1957

  132 Homestead Ln, Otisville, NY 10963

  Last Sold Summary

  • 6% Above List Price
  • $321/SF
  • 31 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley
• 

  

  /23

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,037 Sq Ft

  10 Mountain Top Ln, Huguenot, NY 12746

  Great opportunity to own your own lake cottage located at Big Pond! This cute 2 bed, 1 bathroom home is tucked away in a quiet, private community that you could too, be a part of. Spend your summers relaxing on the screened in porch which offers some lake views or spend time exploring the outdoors. There are no HOA fees! This home is being sold with a new pellet stove, an updated bathroom, new

  Natalie Rajsz Steimle Century 21 Geba Realty

  10 Mountain Top Ln, Huguenot, NY 12746
• 

  $324,000 Sold Dec 05, 2025

  265 Oakland Valley Rd, Cuddebackville, NY 12729

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Below List Price
  • $193/SF
  • 40 Days On Market

  Last Listing Agent Dominick Tufano RE/MAX Benchmark Realty Group

  265 Oakland Valley Rd, Cuddebackville, NY 12729
• 

  Est $507,942 Not Listed For Sale

  151 Mill Pond Rd, Otisville, NY 10963

  • 4 Beds
  • 2 Baths
  • 1,594 Sq Ft
  • Built 2002

  151 Mill Pond Rd, Otisville, NY 10963

  Last Sold Summary

  • 6% Above List Price
  • $301/SF
  • 29 Days On Market

  Last Sold Price $479,000

  Last Listing Agent Kim Armistead Howard Hanna Rand Realty
• 

  

  /16

  $239,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 1,224 Sq Ft

  4 Old Rd, Cuddebackville, NY 12729

  Welcome to 4 Old Road in the quiet charm of Cuddebackville—this cozy, updated cutie proves good things do come in smaller packages. This 2-bed, 1-bath home has been refreshed so you can move right in without lifting more than a finger...Featuring a garage to keep your car safe from the weather (or to store all the hobbies you swear you’ll pick up someday), plus a bonus: there’s even room on

  Valerie Jewis Keller Williams Realty

  4 Old Rd, Cuddebackville, NY 12729
• 

  $60,000 Sold Oct 02, 2025

  0 Pine Kill Rd Unit KEY834110, Mamakating, NY 12790

  • Land
  • 10 Acres
  • $6,000 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 142 Days On Market

  Last Listing Agent Mark Tierney Howard Hanna Rand Realty

  0 Pine Kill Rd Unit KEY834110, Mamakating, NY 12790
• 

  Est $248,070 Not Listed For Sale

  12 Pine Rd, Otisville, NY 10963

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1956

  12 Pine Rd, Otisville, NY 10963

  Last Sold Summary

  • 3% Above List Price
  • $240/SF
  • 57 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
• 

  

  /28

  $229,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,224 Sq Ft

  18 Seybolt Ave, Otisville, NY 10963

  A cozy porch, a quaint yard, and room to grow! Welcome to this adorable two-bedroom ranch home in the heart of Otisville—packed with character and waiting for someone to bring their vision to life. The enclosed front porch invites you in with its cozy appeal, offering the perfect spot to enjoy a morning coffee! Inside, the home offers a traditional layout and great bones, ready for renovation and

  Patricia Sassi RE/MAX Benchmark Realty Group

  18 Seybolt Ave, Otisville, NY 10963
• 

  $155,000 Sold May 15, 2025

  61 Shore Dr, Godeffroy, NY 12729

  • 2 Beds
  • 1 Bath
  • 570 Sq Ft
  • Built 1940

  Last Sold Summary

  • 18% Below List Price
  • $272/SF
  • 69 Days On Market

  Current Estimated Value $158,592

  Last Listing Agent Xiaohui Cui Keller Williams Hudson Valley

  61 Shore Dr, Godeffroy, NY 12729
• 

  Est $596,018 Not Listed For Sale

  2288 Mountain Rd, Otisville, NY 10963

  • 3 Beds
  • 3.5 Baths
  • 2,744 Sq Ft
  • Built 1993

  2288 Mountain Rd, Otisville, NY 10963

  Last Sold Summary

  • 4% Above List Price
  • $210/SF
  • 27 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Isaiah Lopez Keller Williams Hudson Valley
• 

  

  /49

  $339,000

  • 2 Beds
  • 2 Baths
  • 1,394 Sq Ft

  31 State St, Otisville, NY 10963

  "Welcome to this fully renovated single-family home situated on over a half-acre of beautiful property! This stunning home greets you with a relaxing front porch and ample parking. Step inside to discover a generously sized living room that flows into a completely modernized kitchen. The kitchen is a chef's dream featuring brand new, stylish cabinets and a convenient walk-in pantry. Adjacent to

  Moshe Ekstein eRealty Advisors, Inc

  31 State St, Otisville, NY 10963
• 

  $275,000 Sold Jul 10, 2025

  250 Peenpack Trail, Huguenot, NY 12746

  • Land
  • 90.7 Acres
  • $3,032 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 137 Days On Market

  Current Estimated Value $272,117

  Last Listing Agent Sean Walker Keller Williams Realty

  250 Peenpack Trail, Huguenot, NY 12746
• 

  Est $785,094 Not Listed For Sale

  7 Annies Way, Otisville, NY 10963

  • 4 Beds
  • 4 Baths
  • 4,106 Sq Ft
  • Built 1992

  7 Annies Way, Otisville, NY 10963

  Last Sold Summary

  • 12% Above List Price
  • $170/SF
  • 105 Days On Market

  Last Sold Price $700,000

  Last Listing Agent David Nicoli Nicoli Realty
• 

  

  /15

  $11,500

  • Land
  • 0.18 Acre
  • $63,889 per Acre

  1501 U S 209, Cuddebackville, NY 12729

  property has an old foundation on the upper part. check with the Orange County Planning Board and building inspector may be it is grand fathered. one of those tiny homes might fit? or use car sales? or land scaper equipment storage building shed? dimentiond are rt 209 road frontage 104 feet.225 feet on Brandt Road back line 101 feet side 222 feet 5 minutes from rt 17 east and west. on route 209

  John Melchior Howard Hanna Rand Realty

  1501 U S 209, Cuddebackville, NY 12729
• 

  $355,000 Sold Dec 30, 2025

  62 Guymard Turnpike, Godeffroy, NY 12729

  • 2 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 1860

  Last Sold Summary

  • 19% Below List Price
  • $186/SF
  • 144 Days On Market

  Current Estimated Value $371,857

  Last Listing Agent Gail Rachlin Keller Williams Hudson Valley

  62 Guymard Turnpike, Godeffroy, NY 12729
• 

  Est $349,988 Not Listed For Sale

  3 Seybolt Ave, Otisville, NY 10963

  • 3 Beds
  • 1.5 Baths
  • 1,490 Sq Ft
  • Built 1928

  3 Seybolt Ave, Otisville, NY 10963

  Last Sold Summary

  • 3% Above List Price
  • $228/SF
  • 25 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
• 

  /2

  $41,000 Pending

  • 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
• 

  $320,000 Sold Sep 30, 2025

  29 Apple Ln, Westbrookville, NY 12785

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft
  • Built 1969

  Last Sold Summary

  • 3% Below List Price
  • $282/SF
  • 327 Days On Market

  Current Estimated Value $333,836

  Last Listing Agent Tanya Jasper Mid Hudson Realty & Associates

  29 Apple Ln, Westbrookville, NY 12785
• 

  Est $392,860 Not Listed For Sale

  9 Otis Cir, Otisville, NY 10963

  • 3 Beds
  • 2 Baths
  • 1,168 Sq Ft
  • Built 1987

  9 Otis Cir, Otisville, NY 10963

  Last Sold Summary

  • 3% Above List Price
  • $325/SF
  • 20 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Alyse Toffel Keller Williams Hudson Valley
• 

  

  /16

  $59,000

  • 3 Beds
  • 2 Baths
  • 1,072 Sq Ft

  26 Tiger Lilly Dr, Port Jervis, NY 12771

  26 Tiger Lily Drive – 3-Bedroom, 2-Bath Mobile Home in Port Jervis Bright and spacious ranch-style mobile home located in an RHP Properties land-lease community. This well-maintained home offers three bedrooms, including a primary suite with a private full bathroom, plus an additional full bath for added convenience. The home features a long, open layout with wood-style flooring in the main

  Bryant Moran YourHomeSold Guaranteed Realty

  26 Tiger Lilly Dr, Port Jervis, NY 12771
• 

  

  /30

  $485,000 Sold Aug 02, 2025

  88 Kennel Rd, Cuddebackville, NY 12729

  • 3 Beds
  • 2.5 Baths
  • 1,813 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Above List Price
  • $268/SF
  • 56 Days On Market

  Current Estimated Value $501,689

  Last Listing Agent Harry McNamara Past Member

  88 Kennel Rd, Cuddebackville, NY 12729
• 

  Est $424,302 Not Listed For Sale

  46 Highland Ave, Otisville, NY 10963

  • 6 Beds
  • 2.5 Baths
  • 4,106 Sq Ft
  • Built 1900

  46 Highland Ave, Otisville, NY 10963

  Last Sold Summary

  • 1% Above List Price
  • $102/SF
  • 125 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Geni Silva Ethos Realty LLC
• 

  

  /50

  $250,000

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

  95 Skinner Rd, Wurtsboro, NY 12790

  Rural residential opportunity. DEED ON HAND STATING RIGHT OF WAY IS ESTABLISHED. 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 1823 square feet, configured as 3 bedrooms and 2 full

  Peter Sisca Real Broker NY LLC

  95 Skinner Rd, Wurtsboro, NY 12790
• 

  $200,000 Sold Jan 08, 2026

  8 First St, Godeffroy, NY 12729

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Built 1941

  Last Sold Summary

  • 16% Below List Price
  • $174/SF
  • 99 Days On Market

  Current Estimated Value $201,314

  Last Listing Agent Britanni Gaucher Keller Williams Realty

  8 First St, Godeffroy, NY 12729
• 

  Est $414,861 Not Listed For Sale

  41 Orchard St, Otisville, NY 10963

  • 4 Beds
  • 2.5 Baths
  • 1,736 Sq Ft
  • Built 1910

  41 Orchard St, Otisville, NY 10963

  Last Sold Summary

  • 1% Above List Price
  • $238/SF
  • 36 Days On Market

  Last Sold Price $412,500

  Last Listing Agent Megan Brown William Raveis Real Estate
• 

  

  /11

  $99,000

  • Land
  • 3.5 Acres
  • $28,286 per Acre

  742 Peenpack Trail, Sparrow Bush, NY 12780

  . Welcome to this picturesque 3.5-acre parcel of land nestled along a quiet country road. This property offers a rare opportunity to build your dream home in a peaceful and secluded environment. With a tranquil brook meandering through the landscape, you'll enjoy the soothing sounds of nature right in your backyard. The land has been cleared, providing an ideal canvas for your new home. A

  Dominick Tufano RE/MAX Benchmark Realty Group

  742 Peenpack Trail, Sparrow Bush, NY 12780
• 

  $125,000 Sold Apr 08, 2025

  135 Peenpack Trail, Huguenot, NY 12746

  • 3 Beds
  • 2 Baths
  • 2,457 Sq Ft
  • Built 1917

  Last Sold Summary

  • $51/SF
  • 8 Days On Market

  Current Estimated Value $187,343

  Last Listing Agent Susan Giordano John J Lease REALTORS Inc

  135 Peenpack Trail, Huguenot, NY 12746

Showing Results 41 - 80, Page 2 of 18