Greenville, NY Homes

• 

  

  

  /22

  $265,000

  Sold Nov 20, 2025

  76 Gibson Rd, Greenville, NY 12083

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft
  • Built 2010

  Last Sold Summary

  • 5% Below List Price
  • $197/SF
  • 188 Days On Market

  Last Listing Agent Anne Lafferty Anne Lafferty Realty

  76 Gibson Rd, Greenville, NY 12083
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• 

  

  /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
• 

  

  

  /39

  $349,900

  $20K PRICE DROP Pending

  • 4 Beds
  • 1 Bath
  • 1,447 Sq Ft

  171 Willow Brook Dr, Surprise, NY 12176

  If you're after that peaceful, easy feeling, this home has it all. With four bedrooms, a spacious living room, and a beautifully renovated kitchen, the real highlight is the property itself--over 3 1⁄2 acres featuring groomed trails, a small pond, a fire pit, and a fenced area for pets. The pool needs replacement, but all of the prep work, including electric and base is there. The 1+ car garage

  

  Tracy Boomhower

  Country Views Realty, Inc.

  171 Willow Brook Dr, Surprise, NY 12176
• 

  

  

  /11

  $200,000

  Sold Mar 03, 2026

  243 Maple Ave, Greenville, NY 12083

  • Land
  • 16.4 Acres
  • $12,195 per Acre

  Last Sold Summary

  • 54 Days On Market

  Current Estimated Value $198,000

  Last Listing Agent Sandra Guida Sentry Realty Group Inc

  243 Maple Ave, Greenville, NY 12083
• 

  

  

  /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
• 

  

  /11

  $169,900

  • 2 Beds
  • 1.5 Baths
  • 1,464 Sq Ft

  11342 New York 32, Greenville, NY 12083

  This charming home has great bones and a fantastic location, though it needs some work. Nicely secluded by trees and bordered by stone walls. The downstairs features a kitchen, dining area, spacious living room, and sitting area, along with one bedroom and a full bath. Upstairs offers an oversized bedroom with a half bath. This is an estate and is being sold ''as is.''

  

  Tracy Boomhower

  Country Views Realty, Inc.

  11342 New York 32, Greenville, NY 12083
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /35

  $254,900

  Sold Jan 08, 2026

  171 Skyview Dr, Greenville, NY 12083

  • 2 Beds
  • 2.5 Baths
  • 1,439 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Below List Price
  • $177/SF
  • 58 Days On Market

  Current Estimated Value $257,642

  Last Listing Agent Lesley Smith Coldwell Banker Prime

  171 Skyview Dr, Greenville, NY 12083
• 

  

  /56

  Est $456,448

  Not Listed For Sale

  1110 Hillcrest Rd, Hannacroix, NY 12087

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 2005

  1110 Hillcrest Rd, Hannacroix, NY 12087

  Last Sold Summary

  • 38 Days On Market
• 

  

  /42

  $675,000

  New Construction Pending

  • 2 Beds
  • 2 Baths
  • 1,840 Sq Ft

  720 Sunny Hill Rd, Greenville, NY 12083

  Exceptional Scandinavian build perched on 14.35 private acres. Hill House is a striking contemporary with breathtaking bucolic countryside views. Embrace the tranquility and secluded setting on your wrap-around mahogany porch with thoughtful ceiling fans that extend the living area outdoors, perfect for enjoying panoramic views year-round. The property combines modern design with functional

  

  Natasha Witka

  Century 21 New West

  720 Sunny Hill Rd, Greenville, NY 12083
• 

  

  /7

  $95,000

  Sold Feb 20, 2026

  134 Newry Ln, Greenville, NY 12083

  • Land
  • 2.54 Acres
  • $37,402 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 161 Days On Market

  Current Estimated Value $101,742

  Last Listing Agent Cathy Cooley Howard Hanna Capital Inc

  134 Newry Ln, Greenville, NY 12083
• 

  /2

  Est $323,655

  Not Listed For Sale

  1270 Hillcrest Rd, Hannacroix, NY 12087

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1991

  1270 Hillcrest Rd, Hannacroix, NY 12087

  Last Sold Summary

  • 67 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
• 

  

  /42

  $260,000

  Sold Mar 11, 2026

  113 Skyview Dr, Greenville, NY 12083

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2003

  Last Sold Summary

  • $217/SF
  • 2 Days On Market

  Current Estimated Value $261,729

  Last Listing Agent Karen Glaser Coldwell Banker Prime Properties

  113 Skyview Dr, Greenville, NY 12083
• 

  

  /15

  Est $211,091

  Not Listed For Sale

  1860 County Route 41, Greenville, NY 12083

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

  1860 County Route 41, Greenville, NY 12083

  Last Sold Summary

  • 36 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
• 

  

  /22

  $155,000

  Sold Nov 20, 2025

  436 - 450 Scutt Rd, Greenville, NY 12083

  • 5 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1950

  Last Sold Summary

  • 22% Below List Price
  • $74/SF
  • 167 Days On Market

  Last Listing Agent Tracy Boomhower Country Views Realty, Inc.

  436 - 450 Scutt Rd, Greenville, NY 12083
• 

  

  /30

  Est $419,713

  Not Listed For Sale

  452 Rolling Hill Rd, Surprise, NY 12176

  • 2 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • Built 1987

  452 Rolling Hill Rd, Surprise, NY 12176

  Last Sold Summary

  • 38 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
• 

  $470,000

  Sold Jun 18, 2026

  4638 State Route 81, Greenville, NY 12083

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Below List Price
  • $204/SF
  • 26 Days On Market

  Current Estimated Value $467,519

  Last Listing Agent Elizabeth Alfeld KW Hudson Valley North

  4638 State Route 81, Greenville, NY 12083
• 

  

  /38

  Est $643,430

  Not Listed For Sale

  99 E Red Mill Rd, Greenville, NY 12083

  • 4 Beds
  • 3 Baths
  • 2,808 Sq Ft
  • Built 1988

  99 E Red Mill Rd, Greenville, NY 12083

  Last Sold Summary

  • 60 Days On Market
• 

  

  /50

  $299,000

  • 3 Beds
  • 2 Baths
  • 2,700 Sq Ft

  41 E Red Mill Rd, Greenville, NY 12083

  Unique opportunity in the heart of Freehold! Configured with separate living spaces, this property is classified as a single-family home while offering exceptional flexibility for a variety of living arrangements. The first-floor living area features a comfortable 1-bedroom, 1-bath layout, while the second-floor living area offers 2 bedrooms and 1 bath. Adding even more value, the second-floor

  Lacey Sala Keller Williams Realty HV Nort

  41 E Red Mill Rd, Greenville, NY 12083
• 

  

  /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
• 

  

  /73

  Est $418,770

  Not Listed For Sale

  91 High Acres Ln Unit 19, Greenville, NY 12083

  • 4 Beds
  • 1 Bath
  • 2,184 Sq Ft
  • Built 1990

  91 High Acres Ln Unit 19, Greenville, NY 12083

  Last Sold Summary

  • 18 Days On Market
• 

  

  /30

  $379,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,752 Sq Ft

  188 Country Estates Rd, Greenville, NY 12083

  .Turn-key and ready to impress, this beautifully maintained 3 bed, 2 bath ranch offers effortless one-level living in a setting that blends comfort and convenience. Step inside to discover spacious, sun-drenched rooms highlighted by warm wood flooring and an open, airy feel throughout. Central Air conditioning. The large kitchen is perfect for gathering, entertaining, or simply enjoying your

  Debra Danner Coldwell Banker Prime Properties

  188 Country Estates Rd, Greenville, NY 12083
• 

  

  /27

  $249,900

  Sold Jan 23, 2026

  5948 Route 81, Greenville, NY 12083

  • 5 Beds
  • 1 Bath
  • 2,100 Sq Ft
  • Built 1890

  Last Sold Summary

  • $119/SF
  • 7 Days On Market

  Last Listing Agent Wendy Flannery Flach Real Estate

  5948 Route 81, Greenville, NY 12083
• 

  

  /13

  Est $371,882

  Not Listed For Sale

  174 High Acres Ln, Greenville, NY 12083

  • 4 Beds
  • 3.5 Baths
  • 2,712 Sq Ft
  • Built 1990

  174 High Acres Ln, Greenville, NY 12083

  Last Sold Summary

  • 21 Days On Market
• 

  

  /12

  $129,000

  • Land
  • 6.3 Acres
  • $20,476 per Acre

  1230 West Rd, Greenville, NY 12083

  Greenville Highway commercial land. 6.3 acres. Great Exposure. 606' on route 32! Corner of west road. Let your imagination run wild on the possibilities. Power lines run along side. Great front exposure, come check it out.

  Debra Danner Coldwell Banker Prime

  1230 West Rd, Greenville, NY 12083
• 

  $490,000

  Sold Mar 13, 2026

  211 Meadowbrook Ln, Greenville, NY 12083

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 1990

  Last Sold Summary

  • 7% Below List Price
  • $163/SF
  • 158 Days On Market

  Current Estimated Value $536,717

  Last Listing Agent Brian Kozloski Century 21 New West Properties

  211 Meadowbrook Ln, Greenville, NY 12083
• 

  

  /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
• 

  

  /30

  $265,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,588 Sq Ft

  137 Country Estates Rd, Greenville, NY 12083

  OPEN HOUSE Sat 6/6/26 11am-3pm. Welcome home! This lovingly maintained 2-bedroom, 2.5 bath townhouse sits nicely on a quiet tree lined street and is a true turn-key. The floor plan flows nicely from the living room to dining room and into the spacious kitchen. The dining room opens to the back deck where you can entertain or simply relax while viewing evening sunsets over the Catskill Mountains.

  Don Fontaine Weichert Realtors Fontaine & Associates

  137 Country Estates Rd, Greenville, NY 12083
• 

  

  /26

  $192,000

  Sold Dec 22, 2025

  4359 County Route 81, Greenville, NY 12083

  • 2 Beds
  • 1 Bath
  • 1,197 Sq Ft
  • Built 1932

  Last Sold Summary

  • 4% Below List Price
  • $160/SF
  • 91 Days On Market

  Last Listing Agent Erica Schupp Four Seasons Sotheby's Int.

  4359 County Route 81, Greenville, NY 12083
• 

  

  /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
• 

  

  /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
• 

  

  /81

  Est $375,244

  Not Listed For Sale

  136 Willowbrook Rd, Surprise, NY 12176

  • 3 Beds
  • 1 Bath
  • 1,649 Sq Ft
  • Built 1963

  136 Willowbrook Rd, Surprise, NY 12176

  Last Sold Summary

  • 145 Days On Market
• 

  

  /77

  $779,500

  • 4 Beds
  • 3.5 Baths
  • 2,808 Sq Ft

  68 County Route 403, Greenville, NY 12083

  Welcome to your own private country resort! Situated on 18.9 breathtaking acres in the highly desirable Greenville School District. This custom-built Cape Cod home offers the perfect blend of luxury, craftsmanship, and country living. Featuring 4 bedrooms, 3.5 baths, and beautifully designed living spaces throughout, this exceptional property is truly one of a kind. At the heart of the home is a

  John Fitzgerald Gendron's Property Management

  68 County Route 403, Greenville, NY 12083
• 

  

  /65

  $345,000

  Sold Feb 06, 2026

  770 County Route 403, Greenville, NY 12083

  • 5 Beds
  • 2.5 Baths
  • 2,775 Sq Ft
  • Built 1800

  Last Sold Summary

  • 1% Below List Price
  • $124/SF
  • 43 Days On Market

  Last Listing Agent Lacey Sala Keller Williams Realty HV Nort

  770 County Route 403, Greenville, NY 12083

Showing Results 41 - 80, Page 2 of 18