Freehold, NY Homes

• 

  

  

  /54

  $999,999

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,683 Sq Ft

  214 Doman Rd, Freehold, NY 12431

  Your Private Retreat Awaits! Tucked away on 28.18 acres, this magical escape offers the perfect blend of seclusion and natural beauty. Mature woodland, a tranquil country pond, and the scenic Jan De Bakkers Kill create a serene backdrop that's truly hard to find. Originally built in 1972, this charming chalet has been thoughtfully expanded and updated over the years, blending timeless character

  

  Mark McAlpine

  Compass Greater New York, LLC

  214 Doman Rd, Freehold, NY 12431
• 

  

  

  /6

  $1,095 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  3624 Rte 67, Freehold, NY 12431

  Property Id: 734564BRIGHT 1 Bedroom Apartment on 2nd Floor, Freshly painted w/NEW Kitchen Cabinets & Sink (pictures coming soon), Dining Area, Bedroom and 3/4 Bath with NEW walk-in shower, vanity & toilet. INCLUDES: HEAT, Hot Water, Trash Pick up & Off Street Parking. Village Setting. Tenant pays Electric & Cable for Internet/TV. One year lease/security, References, Rental Application,

  3624 Rte 67, Freehold, NY 12431
• 

  

  

  /40

  $355,000

  Sold Oct 10, 2025

  9743 New York 32, Freehold, NY 12431

  • 4 Beds
  • 1 Bath
  • 2,000 Sq Ft
  • Built 1968

  Last Sold Summary

  • 4% Below List Price
  • $178/SF
  • 26 Days On Market

  Last Listing Agent Michael Caprio Coldwell Banker Prime

  9743 New York 32, Freehold, NY 12431
• 

  

  

  /72

  Not Listed For Sale

  663 County Route 41, Freehold, NY 12431

  • 3 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Built 1965

  663 County Route 41, Freehold, NY 12431

  Last Sold Summary

  • 129 Days On Market
• 

  

  

  /75

  $1

  $775K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 9,300 Sq Ft

  3645 Route 67, Freehold, NY 12431

  SELLER ENTERTAINING ALL OFFERS Freehold Country Inn - Bar & Restaurant Opportunity in the Catskills Step into a turnkey business in the heart of the Catskills with the Freehold Country Inn, a rustic and inviting bar and restaurant with multiple income streams and endless potential. The property features a 3,500 sq. ft. restaurant with seating for 80 in the dining rooms and 15 at the bar. A full

  

  Jason Dugo

  Dugo Realty

  3645 Route 67, Freehold, NY 12431
• 

  

  /4

  $945 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  3624 Rte 67 Unit 11, Freehold, NY 12431

  Property Id: 2598221BRIGHT 1 Bedroom Apartment on 2nd Floor, Freshly painted w/Kitchen (new appliances & cabinets being completed), Bedroom and 3/4 Bath with walk-in shower, vanity & toilet. INCLUDES: HEAT, Hot Water, Trash Pick up & Off Street Parking. Village Setting. Tenant pays Electric & Cable for Internet/TV. One year lease/security, References, Rental Application, Credit

  3624 Rte 67 Unit 11, Freehold, NY 12431
• 

  

  /39

  $355,000

  Sold Oct 10, 2025

  9743 Route 32, Freehold, NY 12431

  • 4 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1968

  Last Sold Summary

  • 4% Below List Price
  • $296/SF
  • 26 Days On Market

  Current Estimated Value $351,869

  Last Listing Agent Michael Caprio Coldwell Banker Prime Properties

  9743 Route 32, Freehold, NY 12431
• 

  

  /35

  Est $263,818

  Not Listed For Sale

  629 Valley Rd, Freehold, NY 12431

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1971

  629 Valley Rd, Freehold, NY 12431

  Last Sold Summary

  • 6 Days On Market
• 

  

  /9

  $119,000

  $6K PRICE DROP

  • Land
  • 13.7 Acres
  • $8,686 per Acre

  0 King Hill Rd, Freehold, NY 12431

  13.7 acres in Freehold, NY. This mostly wooded flag lot, accented with beautiful stone walls, offers exceptional privacy and ample space to build your dream home. With some clearing, the property may offer mountain views. Conveniently located near amenities such as Ski Windham and Hunter, snow tubing, hiking, mountain biking, Zoom Flume Water Park, festivals, shopping, restaurants, and more.

  Laura Scheper

  Anne Lafferty Realty

  0 King Hill Rd, Freehold, NY 12431
• 

  

  /5

  $945 Per Month

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • Apartment for Rent

  3624 County Rt 67, Greenville, NY 12431

  2nd FLOOR location. 1 Bedroom Apartment Freshly Painted, 3/4 Bath with walk-in Shower. New Appliances & Cabinets (being completed). INCLUDES HEAT & Hot Water & Trash Removal. Tenant pays Electric & Cable for Internet/TV. NO SMOKING, NO PETS. Very convenient commuter location to Albany, Hudson, etc. w/Parking Lot. One year Lease/Security, References, Rental Application, Credit Report Twenty dollar

  

  Emily Calabrese

  4 Seasons Realty Group

  3624 County Rt 67, Greenville, NY 12431
• 

  

  /18

  $54,900

  Sold Mar 31, 2026

  L2.2 Canniff Rd, Cairo, NY 12413

  • Land
  • 10 Acres
  • $5,490 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 404 Days On Market

  Last Listing Agent Harold Loder Country Boy Realty

  L2.2 Canniff Rd, Cairo, NY 12413
• 

  

  /4

  Not Listed For Sale

  L32 Sunny Hill Rd, South Westerlo, NY 12083

  L32 Sunny Hill Rd, South Westerlo, NY 12083

  Last Sold Summary

  • 6 Days On Market
• 

  

  /54

  $1,200,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,683 Sq Ft

  214 Doman Rd Unit 3 Lots, Freehold, NY 12431

  Your Private Retreat Awaits! Tucked away on nearly 60 acres across three separate lots, this magical escape offers the perfect blend of seclusion and natural beauty. Mature woodland, a tranquil country pond, and the scenic Jan De Bakker's Kill create a serene backdrop that's truly hard to find. Originally built in 1972, this charming chalet has been thoughtfully expanded and updated over the

  

  Mark McAlpine

  Compass Greater New York, LLC

  214 Doman Rd Unit 3 Lots, Freehold, NY 12431
• 

  

  /44

  $392,000

  Sold Sep 26, 2025

  324 Rolling Hill Rd, Freehold, NY 12431

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Below List Price
  • $356/SF
  • 12 Days On Market

  Current Estimated Value $382,612

  Last Listing Agent Tracy Mance 518 Realty.Com Inc

  324 Rolling Hill Rd, Freehold, NY 12431
• 

  /2

  Est $343,934

  Not Listed For Sale

  1237 Sunny Hill Rd, Freehold, NY 12431

  • 2 Beds
  • 1 Bath
  • 1,147 Sq Ft
  • Built 1960

  1237 Sunny Hill Rd, Freehold, NY 12431

  Last Sold Summary

  • 294 Days On Market
• 

  

  /45

  $69,000

  Pending

  • Land
  • 13.01 Acres
  • $5,304 per Acre

  457 Drake Hill Rd Unit LotWP003, Freehold, NY 12431

  Located along a quiet stretch of Drake Hill Road in Greene County, this 13.01 acre parcel offers a prime opportunity to build in a peaceful, rural setting while maintaining easy access to nearby towns and amenities. With a blend of open field, mature woods, and natural features, this property presents a well-balanced landscape suited for a variety of uses, including residential, recreational, or

  Mitchell Serlin Whitetail Properties Real Estate

  457 Drake Hill Rd Unit LotWP003, Freehold, NY 12431
• 

  

  /15

  $80,000

  Sold Mar 17, 2026

  40 Huntington Dr, Freehold, NY 12431

  • Land
  • 2.3 Acres
  • $34,783 per Acre

  Last Sold Summary

  • 47% Below List Price
  • 124 Days On Market

  Last Listing Agent Emily Iason Four Seasons Sotheby's Int.

  40 Huntington Dr, Freehold, NY 12431
• 

  

  /64

  Est $395,089

  Not Listed For Sale

  3355 Route 67, Freehold, NY 12431

  • 3 Beds
  • 1.5 Baths
  • 1,580 Sq Ft
  • Built 1986

  3355 Route 67, Freehold, NY 12431

  Last Sold Summary

  • 63 Days On Market
• 

  

  /45

  $185,000

  • Land
  • 35.59 Acres
  • $5,198 per Acre

  457 Drake Hill Rd Unit LotWP002, Freehold, NY 12431

  Positioned at the intersection of Drake Hill Road and Waldron Road in the rolling countryside of Greene County, this 35.59 acre parcel represents the largest and most expansive offering within this unique multi-parcel opportunity. With substantial road frontage, diverse terrain, and a strong natural setting, this property stands out as an ideal candidate for those looking to establish a private

  Mitchell Serlin Whitetail Properties Real Estate

  457 Drake Hill Rd Unit LotWP002, Freehold, NY 12431
• 

  

  /33

  $310,000

  Sold Mar 19, 2026

  209 Circle Dr, Cairo, NY 12413

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft
  • Built 1994

  Last Sold Summary

  • 3% Above List Price
  • $209/SF
  • 16 Days On Market

  Last Listing Agent Rebecca Sullivan KW Platform

  209 Circle Dr, Cairo, NY 12413
• 

  

  /45

  Est $310,776

  Not Listed For Sale

  33 Enax Rd, Freehold, NY 12431

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1975

  33 Enax Rd, Freehold, NY 12431

  Last Sold Summary

  • 126 Days On Market
• 

  

  /89

  $392,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,482 Sq Ft

  457 Drake Hill Rd Unit LotWP001, Freehold, NY 12431

  Set along a quiet stretch of Drake Hill Road in the rolling countryside of Greene County, this 12.39 acre property offers a rare combination of historic character, usable land, and true seclusion. Anchored by a classic 1800's farmhouse and complemented by a beautiful post-and-beam barn, outbuildings, and a private pond, this property captures the essence of what buyers are searching for in a

  Mitchell Serlin Whitetail Properties Real Estate

  457 Drake Hill Rd Unit LotWP001, Freehold, NY 12431
• 

  

  /77

  $340,000

  Sold Jul 30, 2025

  10345 Route 32, Freehold, NY 12431

  • 4 Beds
  • 2 Baths
  • 1,905 Sq Ft
  • Built 1954

  Last Sold Summary

  • 3% Below List Price
  • $178/SF
  • 2 Days On Market

  Current Estimated Value $401,196

  Last Listing Agent Ted Banta RVW Select Properties

  10345 Route 32, Freehold, NY 12431
• 

  

  /35

  Est $457,844

  Not Listed For Sale

  287 Big Woods Rd, Freehold, NY 12431

  • 3 Beds
  • 1.5 Baths
  • 1,920 Sq Ft
  • Built 1850

  287 Big Woods Rd, Freehold, NY 12431

  Last Sold Summary

  • 92 Days On Market
• 

  

  /70

  $599,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 2,036 Sq Ft

  70 Horseneck Rd, Freehold, NY 12431

  Welcome to this rare find! With over 17 acres, a private beach and access to the Catskill creek, this is a one of a kind property. This 3 bedroom, 2 bath house was lovingly built by skilled craftsmen. The home features a living room, kitchen, dining room, and an extra family room on the first floor, which could be converted into a 4th bedroom. Also featuring a full basement, attached garage, and

  Meghan Espel RVW Select Properties

  70 Horseneck Rd, Freehold, NY 12431
• 

  

  /25

  $301,000

  Sold Oct 10, 2025

  226 Circle Dr, Cairo, NY 12413

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Above List Price
  • $482/SF
  • 26 Days On Market

  Last Listing Agent Leigh Bokser Compass Greater NY, LLC

  226 Circle Dr, Cairo, NY 12413
• 

  

  /32

  Est $534,751

  Not Listed For Sale

  33 Shipley Rd, Freehold, NY 12431

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1865

  33 Shipley Rd, Freehold, NY 12431

  Last Sold Summary

  • 37 Days On Market
• 

  

  /36

  $69,000

  Pending

  • Land
  • 13.01 Acres
  • $5,304 per Acre

  3 Drake Hill Rd, Freehold, NY 12431

  Located along a quiet stretch of Drake Hill Road in Greene County, this 13.01± acre parcel offers a prime opportunity to build in a peaceful, rural setting while maintaining easy access to nearby towns and amenities. With a blend of open field, mature woods, and natural features, this property presents a well-balanced landscape suited for a variety of uses, including residential, recreational, or

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  3 Drake Hill Rd, Freehold, NY 12431
• 

  

  /31

  $149,800

  Sold Apr 14, 2026

  2116 Route 67 Rd, Greenville, NY 12083

  • 4 Beds
  • 2 Baths
  • 970 Sq Ft
  • Built 1900

  Last Sold Summary

  • $154/SF
  • 2 Days On Market

  Current Estimated Value $225,333

  Last Listing Agent Nedim Alivodic Laviano & Associates Real Estate Group

  2116 Route 67 Rd, Greenville, NY 12083
• 

  /2

  Est $390,313

  Not Listed For Sale

  694 Warren Stein Rd, Freehold, NY 12431

  • 4 Beds
  • 1 Bath
  • 2,352 Sq Ft
  • Built 1978

  694 Warren Stein Rd, Freehold, NY 12431

  Last Sold Summary

  • 238 Days On Market
• 

  

  /47

  $475,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,830 Sq Ft

  736 Plattekill Rd, Freehold, NY 12431

  Sprawling 2016 stick-built Ranch on 2 pristine acres on quiet country road in Freehold / Cairo. This home offers 3+ bedrooms and 2 full bath with an open kitchen, living room, dining room with vaulted ceilings and filled with natural light. Convenient pantry room off kitchen with washer / dryer and a wall of cabinets. Primary bedroom with his/her closets and attached full bath. Off the kitchen

  Scott Helsmoortel Helsmoortel Realty Inc.

  736 Plattekill Rd, Freehold, NY 12431
• 

  

  /34

  $359,900

  Sold Apr 10, 2026

  8901 New York 32, Cairo, NY 12413

  • 5 Beds
  • 2 Baths
  • 1,742 Sq Ft
  • Built 1940

  Last Sold Summary

  • $207/SF
  • 8 Days On Market

  Last Listing Agent Tracy Boomhower Country Views Realty Inc

  8901 New York 32, Cairo, NY 12413
• 

  

  /47

  Not Listed For Sale

  9446 New York 32, Freehold, NY 12431

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1900

  9446 New York 32, Freehold, NY 12431

  Last Sold Summary

  • 164 Days On Market
• 

  

  /74

  $475,000

  • 5 Beds
  • 2 Baths
  • 2,050 Sq Ft

  3667 Route 67, Freehold, NY 12431

  A Grand Victorian with Endless Possibilities! Right at the Heart of the Northern Catskills! Welcome to 3667 Route 67. An extraordinary, one-of-a-kind Victorian residence in the beloved hamlet of Freehold, at the storied crossroads of Route 67 & Route 32 in Greenville. Freehold is an uncrowded, unhurried corner of the Catskills -- a place full of trees, historic homes, and a community that keeps

  Ted Banta RVW Select Properties

  3667 Route 67, Freehold, NY 12431
• 

  

  /23

  $725,000

  Sold Aug 22, 2025

  203 Doman Rd, Freehold, NY 12431

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • Built 1870

  Last Sold Summary

  • 2% Above List Price
  • $349/SF
  • 7 Days On Market

  Current Estimated Value $741,660

  Last Listing Agent Nicholas Ager Mahar Real Estate, LLC

  203 Doman Rd, Freehold, NY 12431
• 

  

  /24

  Not Listed For Sale

  266 Circle Dr, Cairo, NY 12413

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft
  • Built 2005

  266 Circle Dr, Cairo, NY 12413

  Last Sold Summary

  • 85 Days On Market
• 

  

  /8

  $699,000

  • 7 Beds
  • 6 Baths
  • 4,714 Sq Ft

  192 Weed Rd, Freehold, NY 12431

  A wonderful opportunity to own three beautiful townhouses in the hamlet of Freehold, NY, Each have their own entrance, garages, fireplace and central air conditioning. All sits on 6 acres with mountain views. A great place to live and make money.

  Bridget Hernandez RVW Select Properties

  192 Weed Rd, Freehold, NY 12431
• 

  

  /26

  $235,000

  Sold Sep 12, 2025

  44 Surprise Hill, Freehold, NY 12431

  • 2 Beds
  • 1 Bath
  • 1,812 Sq Ft
  • Built 1933

  Last Sold Summary

  • 15% Below List Price
  • $130/SF
  • 34 Days On Market

  Last Listing Agent Ioanis Iconomou Coldwell Banker Village Green

  44 Surprise Hill, Freehold, NY 12431
• 

  

  /19

  Est $278,467

  Not Listed For Sale

  597 Domain Rd Unit 2, Freehold, NY 12431

  • 3 Beds
  • 2.5 Baths
  • 2,847 Sq Ft
  • Built 1941

  597 Domain Rd Unit 2, Freehold, NY 12431

  Last Sold Summary

  • 111 Days On Market
• 

  

  /33

  $185,000

  • Land
  • 35.59 Acres
  • $5,198 per Acre

  00WP#2 Drake Hill Rd Unit 2, Greenville, NY 12431

  Positioned at the intersection of Drake Hill Road and Waldron Road in the rolling countryside of Greene County, this 35.59± acre parcel represents the largest and most expansive offering within this unique multi-parcel opportunity. With substantial road frontage, diverse terrain, and a strong natural setting, this property stands out as an ideal candidate for those looking to establish a private

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00WP#2 Drake Hill Rd Unit 2, Greenville, NY 12431

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