4,988

Woodbourne, NY Homes

Section Image
    • 68 Rapp Rd, Monticello, NY 12701

      Est $282,302 Not Listed For Sale

      68 Rapp Rd, Monticello, NY 12701

      • 3 Beds
      • 2 Baths
      • 1,431 Sq Ft
      • Built 1958
      68 Rapp Rd, Monticello, NY 12701

      Last Sold Summary

      • 28% Above List Price
      • $154/SF
      • 79 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Fran Limjoon Gager R J Katz Realty

  • /26

    $325,000

    • 3 Beds
    • 3 Baths
    • 1,456 Sq Ft

    27 Gina Ln, Smallwood, NY 12778

    Welcome to this Chalet style home. Featuring three bedrooms and three full baths, this home boasts a spacious great room that flows seamlessly to the eat in kitchen, along with a bright three season room and a two car garage. There is a generous wraparound deck-perfect for entertaining or relaxing in a peaceful setting. The finished basement offers more living space and storage. There is no HOA.

    Brankica Curreri Eagle Valley Realty

    27 Gina Ln, Smallwood, NY 12778
  • 0 Big Woods Rd Unit KEY830991, Thompson, NY 12742

    $22,000 Sold Jan 05, 2026

    0 Big Woods Rd Unit KEY830991, Thompson, NY 12742

    • Land
    • 1 Acre
    • $22,000 per Acre

    Last Sold Summary

    • 47% Above List Price
    • 274 Days On Market

    Last Listing Agent Isaiah Lopez Keller Williams Hudson Valley

    0 Big Woods Rd Unit KEY830991, Thompson, NY 12742
    • 173 Holmes Rd, Monticello, NY 12701

      Est $264,131 Not Listed For Sale

      173 Holmes Rd, Monticello, NY 12701

      • 2 Beds
      • 1.5 Baths
      • 1,314 Sq Ft
      • Built 1957
      173 Holmes Rd, Monticello, NY 12701

      Last Sold Summary

      • 1% Above List Price
      • $198/SF
      • 66 Days On Market

      Last Sold Price $260,370

      Last Listing Agent Alla Sienitsky Resort Realty

  • /12

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    27 Peter Way, Kiamesha Lake, NY 12751

    Patio Homes Townhouse - 3 Bedrooms and one full (New) bath upstairs. Downstairs is brand new kitchen with granite countertops, Living room, half bath and laundry room. This is an HOA. Rental rules apply. Close proximity to shopping, restaurants, casino, and EZ on/off Rt 17. HOA $2000 per year - Transfer fee $2500.00 - Covenents and Restrictions are available for any interested party. Call for

    Karen Rieber Sussman Rieber Realty Inc

    27 Peter Way, Kiamesha Lake, NY 12751
  • 364 Hamilton Rd, Thompson, NY 12701

    $474,799 Sold Sep 30, 2025

    364 Hamilton Rd, Thompson, NY 12701

    • 4 Beds
    • 2.5 Baths
    • 1,784 Sq Ft
    • Built 2025

    Last Sold Summary

    • $266/SF
    • 44 Days On Market

    Current Estimated Value $483,785

    Last Listing Agent Sonia Gonzalez HomeSmart Homes & Estates

    364 Hamilton Rd, Thompson, NY 12701
    • 111 Hidden Ridge Dr, Monticello, NY 12701

      Est $329,602 Not Listed For Sale

      111 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,030 Sq Ft
      • Built 1985
      111 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 283% Above List Price
      • $83/SF
      • 27 Days On Market

      Last Sold Price $86,000

      Last Listing Agent Brenda Gaebel Sullivan Realty Associates

  • /5

    $299,900

    • Land
    • 25.96 Acres
    • $11,552 per Acre

    838 Old Liberty Rd, Monticello, NY 12701

    Discover the perfect opportunity to build your dream home or develop in a peaceful, scenic setting. This listing includes 2 parcels of land totaling 25.96 acres located on Old Liberty Road - just minutes from the charming hamlet of Hurleyville and the Village of Monticello. Tucked away in a quiet neighborhood, the property offers privacy and serenity while remaining conveniently close to modern

    Christina Herschel-Huebner Herschel Realty Corp

    838 Old Liberty Rd, Monticello, NY 12701
  • 7 Summit Place, Monticello, NY 12701

    $435,000 Sold Nov 25, 2025

    7 Summit Place, Monticello, NY 12701

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $256/SF
    • 102 Days On Market

    Current Estimated Value $425,146

    Last Listing Agent Elizabeth Bernitt Century 21 Geba Realty

    7 Summit Place, Monticello, NY 12701
    • 109 Hidden Ridge Dr, Monticello, NY 12701

      Est $316,306 Not Listed For Sale

      109 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,030 Sq Ft
      • Built 1985
      109 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 62% Above List Price
      • $189/SF
      • 44 Days On Market

      Last Sold Price $195,000

      Last Listing Agent Regina Lombardo Keller Williams Hudson Valley

  • /24

    $839,900

    • 5 Beds
    • 3.5 Baths
    • 2,909 Sq Ft

    44 Roslyn Ridge Rd, Mongaup Valley, NY 12762

    WOW COMPLETELY RENOVATED GEM THAT BOASTS ULTRA MODERN INTERIOR. TWO 2) MASTER BEDROOMS SUITES; FIRST LEVEL W/FULL BATHROOM, 2ND LEVEL HAS MASTER BEDROOM W/ SPACIOUS FULL BATH AND WALK IN CLOSET. FIRST LEVEL HAS 9 ft CEILINGS; SPACIOUS KITCHEN, FORMAL DR, FIREPLACE IN LIVING ROOM, LARGE DEN W/CLOSET, HALF BATH, MBR W/ FULL BATH, LAUNDRY ROOM WITH NEW WASHER AND DRYER. SECOND LEVEL MBR/ W/FULL

    Olga Krasinski Olga Krasinski Real Estate

    44 Roslyn Ridge Rd, Mongaup Valley, NY 12762
  • 2 Barton Rd, Liberty, NY 12754

    $280,000 Sold Apr 15, 2026

    2 Barton Rd, Liberty, NY 12754

    • 5 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Built 1958

    Last Sold Summary

    • 12% Above List Price
    • $117/SF
    • 48 Days On Market

    Current Estimated Value $309,800

    Last Listing Agent Vincent Reda Keller Williams Realty

    2 Barton Rd, Liberty, NY 12754
    • 210 Hidden Ridge Dr, Monticello, NY 12701

      Est $319,380 Not Listed For Sale

      210 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,114 Sq Ft
      • Built 1985
      210 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 14% Above List Price
      • $251/SF
      • 121 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Cara Rieber Rieber Realty Inc

  • /30

    $149,900

    • Land
    • 20.47 Acres
    • $7,323 per Acre

    Tbd Eagle Ave, Mongaup Valley, NY 12762

    A total of 42 lots make up this offering of 20+ acres in what is known as ''The Birds'' in the Town of Bethel. This is beautiful recreational land with abundant wildlife, big boulders and is wooded with deciduous and evergreen trees. The topography is level and mildly sloping, relatively easy to navigate. Situated near to everything yet it feels like worlds away when you drive through the dirt

    Carol Malek Malek Properties, Inc.

    Tbd Eagle Ave, Mongaup Valley, NY 12762
  • 169 Main St, Fallsburg, NY 12747

    $350,000 Sold Jul 30, 2025

    169 Main St, Fallsburg, NY 12747

    • 4 Beds
    • 3.5 Baths
    • 2,251 Sq Ft
    • Built 1935

    Last Sold Summary

    • 12% Below List Price
    • $155/SF
    • 193 Days On Market

    Current Estimated Value $302,118

    Last Listing Agent Erik Sinchi Century 21 Dawns Gold Realty

    169 Main St, Fallsburg, NY 12747
    • 175 Hidden Ridge Dr, Monticello, NY 12701

      Est $352,741 Not Listed For Sale

      175 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,030 Sq Ft
      • Built 1985
      175 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 31% Above List Price
      • $261/SF
      • 45 Days On Market

      Last Sold Price $269,000

      Last Listing Agent Brenda Gaebel Sullivan Realty Associates

  • /30

    $350,000 Pending

    • 5 Beds
    • 1.5 Baths
    • 2,089 Sq Ft

    4710 State Route 55, Bethel, NY 12720

    Nice large house on a beautiful large lot, close to community center and nieghbors.

    Abraham Malik A Malik Real Estate

    4710 State Route 55, Bethel, NY 12720
  • 245 Hurleyville Main St, Hurleyville, NY 12747

    $235,000 Sold Feb 02, 2026

    245 Hurleyville Main St, Hurleyville, NY 12747

    • 3 Beds
    • 2 Baths
    • 2,172 Sq Ft
    • Built 1890

    Last Sold Summary

    • 11% Below List Price
    • $108/SF
    • 65 Days On Market

    Current Estimated Value $243,135

    Last Listing Agent Jason Grossman Keller Williams Hudson Valley

    245 Hurleyville Main St, Hurleyville, NY 12747
    • 119 Hidden Ridge Dr, Monticello, NY 12701

      Est $357,615 Not Listed For Sale

      119 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,114 Sq Ft
      • Built 1985
      119 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 48% Above List Price
      • $217/SF
      • 13 Days On Market

      Last Sold Price $242,000

      Last Listing Agent Cara Rieber Rieber Realty Inc

  • /32

    $345,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,769 Sq Ft

    19 Gina Ln, Smallwood, NY 12778

    Move-in ready! Four season raised ranch located in the popular town of Bethel, New York. Home of the original 1969 Woodstock Festival. Built on .69 acres in 1988, this 3 bedroom, 2 1/2 bath will check a lot of your boxes. Open floor plan merges kitchen, dining and living room space. Baseboard electric heat throughout home, wood burning fireplace in living room and wood burning stove separating

    Kerry Bigness Malek Properties

    19 Gina Ln, Smallwood, NY 12778
  • 265 Old Tacy Rd Unit TR95, Swan Lake, NY 12783

    $390,000 Sold Sep 04, 2025

    265 Old Tacy Rd Unit TR95, Swan Lake, NY 12783

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $181/SF
    • 61 Days On Market

    Last Listing Agent Jose Nunez Malek Properties

    265 Old Tacy Rd Unit TR95, Swan Lake, NY 12783
    • 123 Hidden Ridge Dr, Monticello, NY 12701

      Est $337,305 Not Listed For Sale

      123 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,030 Sq Ft
      • Built 1985
      123 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 1% Above List Price
      • $326/SF
      • 29 Days On Market

      Last Sold Price $335,500

      Last Listing Agent Abbe Distelburger Keller Williams Realty

  • /18

    $649,900

    • Land
    • 4.92 Acres
    • $132,093 per Acre

    269 Co Road 117, Monticello, NY 12701

    High visibility on NYS Route 17B with close access to Route 17/ Interstate-86. Excellent location for commercial and residential use. Nearly 5 acres combined, the property consists of two parcels; one is vacant with an existing well, one has two homes in fair condition. Close to many ventures, shopping, dining, gas stations, hotels more! Great spot for service business, only a quarter mile from

    Carol Malek Malek Properties

    269 Co Road 117, Monticello, NY 12701
  • 148 Hidden Ridge Dr, Monticello, NY 12701

    $335,000 Sold Dec 07, 2025

    148 Hidden Ridge Dr, Monticello, NY 12701

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $325/SF
    • 73 Days On Market

    Current Estimated Value $331,398

    Last Listing Agent Kismet Johnson eXp Realty

    148 Hidden Ridge Dr, Monticello, NY 12701
    • 171 Hidden Ridge Dr, Monticello, NY 12701

      Est $313,206 Not Listed For Sale

      171 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,030 Sq Ft
      • Built 1985
      171 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 74% Above List Price
      • $175/SF
      • 353 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Brenda Gaebel Sullivan Realty Associates

  • /22

    $480,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,320 Sq Ft

    556 Airport Rd, Swan Lake, NY 12783

    Come to this house in a quiet, well maintained neighborhood that will be a perfect fit for a big family with a nice pondside view with curbside appeal. Has a spacious open floor plan along with a beautiful front entry, both inside and outside the house. The master bedroom is huge for anyone along with it's own bathroom with a jet tub and walk in close Large driveway makes it possible for multiple

    Alfred Acosta Curasi Realty, Inc.

    556 Airport Rd, Swan Lake, NY 12783
  • 39 James Ave, Smallwood, NY 12778

    $265,000 Sold Apr 09, 2026

    39 James Ave, Smallwood, NY 12778

    • 3 Beds
    • 2 Baths
    • 829 Sq Ft
    • Built 1940

    Last Sold Summary

    • 9% Below List Price
    • $320/SF
    • 102 Days On Market

    Current Estimated Value $200,988

    Last Listing Agent Carol Malek Malek Properties

    39 James Ave, Smallwood, NY 12778
    • 169 Hidden Ridge Dr, Monticello, NY 12701

      Est $317,583 Not Listed For Sale

      169 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,030 Sq Ft
      • Built 1985
      169 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 76% Above List Price
      • $175/SF
      • 39 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Louise Cubillas Keller Williams Hudson Valley

  • /36

    $2,400,000

    • 5 Beds
    • 3 Baths
    • 4,094 Sq Ft

    114 Levine Rd, Monticello, NY 12701

    How would you like the opportunity to own or develop 70 acres of beautiful open pastures, lined with soaring Pines, and a stream, all located less than 5 minutes from both the Yo1 Health Resort & Spa and the quaint hamlet of Hurleyville with multiple restaurants, theater, shops, the beautiful rail trail and so much more all in your back yard! This meticulously maintained property offers almost

    Maxine Schulte The Maxx Group LLC

    114 Levine Rd, Monticello, NY 12701
  • 13 Moss Ln, Monticello, NY 12701

    $112,500 Sold Jan 06, 2026

    13 Moss Ln, Monticello, NY 12701

    • 4 Beds
    • 1 Bath
    • 1,188 Sq Ft
    • Built 1970

    Last Sold Summary

    • 40% Below List Price
    • $95/SF
    • 105 Days On Market

    Current Estimated Value $195,446

    Last Listing Agent Jill Halpern-Steingart Rieber Realty Inc

    13 Moss Ln, Monticello, NY 12701
    • 167 Hidden Ridge Dr, Monticello, NY 12701

      Est $338,878 Not Listed For Sale

      167 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,030 Sq Ft
      • Built 1985
      167 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 26% Above List Price
      • $262/SF
      • 49 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Barbara Bhan Resort Realty

  • /26

    $110,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    13 Pierce Ave, Smallwood, NY 12778

    Such a cute 3 season bungalow in the pastoral Smallwood lake community. Lot's of rustic charm in this house with exposed beams, solid wood vintage front door, open rafters, rich paneling, and a large 3 season porch to savor the quiet of the community. The living room has an extra space that could be used as an office or play area. Set on a pretty corner lot. There is no HOA. Enjoy the house alone

    Michelle Genatempo Howard Hanna Rand Realty

    13 Pierce Ave, Smallwood, NY 12778
  • 7 Redwood Ln, Swan Lake, NY 12783

    $490,000 Sold Jul 01, 2025

    7 Redwood Ln, Swan Lake, NY 12783

    • 6 Beds
    • 4.5 Baths
    • 3,502 Sq Ft
    • Built 1999

    Last Sold Summary

    • 11% Below List Price
    • $140/SF
    • 100 Days On Market

    Current Estimated Value $503,565

    Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

    7 Redwood Ln, Swan Lake, NY 12783
    • 155 Hidden Ridge Dr, Monticello, NY 12701

      Est $352,829 Not Listed For Sale

      155 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,114 Sq Ft
      • Built 1985
      155 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 47% Above List Price
      • $215/SF
      • 9 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Brenda Gaebel Sullivan Realty Associates

  • /39

    $299,000

    • Land
    • 6 Acres
    • $49,833 per Acre

    140 Plank Rd, Mongaup Valley, NY 12762

    Largest motorboat lake in Sullivan County Swinging Bridge Reservoir. Nine miles long Lake. Six acre building lot. This property comes with deeded lake rights.and lake view, and 465 feet road frontage.Property owners lake access ramp to put your boat in and take out. Private quiet home site. or rent a boat now and then from the Swinging Bridge Marina.when guests come to visit. Enjoy great food and

    John Melchior Howard Hanna Rand Realty

    140 Plank Rd, Mongaup Valley, NY 12762
  • /54

    $599,000 Sold Oct 08, 2025

    445 Lt J G Brender Hwy, Ferndale, NY 12734

    • 2 Beds
    • 2 Baths
    • 1,876 Sq Ft
    • Built 1975

    Last Sold Summary

    • $319/SF
    • 27 Days On Market

    Last Listing Agent Monica Schwerberg Compass Greater NY, LLC

    445 Lt J G Brender Hwy, Ferndale, NY 12734
    • 95 Hidden Ridge Dr, Monticello, NY 12701

      Est $348,740 Not Listed For Sale

      95 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,114 Sq Ft
      • Built 1985
      95 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 9% Above List Price
      • $287/SF
      • 26 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Brenda Gaebel Sullivan Realty Associates

  • /2

    $80,000

    • Land
    • 0.18 Acre
    • $444,444 per Acre

    0 Dollard Dr Unit KEY952631, Thompson, NY 12701

    Engineered. 90x100 corner lot in Village of Monticello. Close to town, bus station and schools. Municipal water and sewer.

    Cara Rieber Rieber Realty Inc

    0 Dollard Dr Unit KEY952631, Thompson, NY 12701
  • 12 Gardenia Dr, Monticello, NY 12701

    $135,000 Sold Feb 20, 2026

    12 Gardenia Dr, Monticello, NY 12701

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 2011

    Last Sold Summary

    • 4% Below List Price
    • $96/SF
    • 265 Days On Market

    Last Listing Agent Liza Ybanez Keller Williams Hudson Valley

    12 Gardenia Dr, Monticello, NY 12701
    • 113 Hidden Ridge Dr, Monticello, NY 12701

      Est $337,428 Not Listed For Sale

      113 Hidden Ridge Dr, Monticello, NY 12701

      • 2 Beds
      • 2 Baths
      • 1,114 Sq Ft
      • Built 1985
      113 Hidden Ridge Dr, Monticello, NY 12701

      Last Sold Summary

      • 65% Above List Price
      • $184/SF
      • 36 Days On Market

      Last Sold Price $205,000

      Last Listing Agent Brenda Gaebel Sullivan Realty Associates

Showing Results 241 - 280, Page 7 of 18

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