Woodbury, NY Homes

• 

  $437,500 Sold Jun 13, 2025

  10 Rockridge Dr, Highland Mills, NY 10930

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Above List Price
  • $279/SF
  • 27 Days On Market

  Current Estimated Value $448,098

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

  10 Rockridge Dr, Highland Mills, NY 10930
• 

  Est $693,353 Not Listed For Sale

  1 Shetland Cir, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 2,095 Sq Ft
  • Built 2002

  1 Shetland Cir, Highland Mills, NY 10930

  Last Sold Summary

  • 15% Above List Price
  • $289/SF
  • 64 Days On Market

  • Last Sold Price $605,000
  • May 15, 2023

  Last Listing Agent Derek Greene Greene Realty Group
• 

  

  

  /23

  $525,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,018 Sq Ft

  89 Smith Clove Rd, Central Valley, NY 10917

  Experience this meticulously cared-for property, featuring two well maintained units that boast airy, sun-drenched living spaces in every apartment. Each unit offers an open floor plan crafted for comfort and daily living, with generous natural light streaming throughout the building. Consider living in one unit while renting out the other, or enjoy the flexibility of multi-generational living

  Donna Gennaro Howard Hanna Rand Realty

  89 Smith Clove Rd, Central Valley, NY 10917
• 

  $335,000 Sold May 04, 2026

  1408 Rosewood Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Built 1990

  Last Sold Summary

  • 1% Below List Price
  • $309/SF
  • 19 Days On Market

  Current Estimated Value $335,829

  Last Listing Agent Patricia Tompkins Weichert Realtors

  1408 Rosewood Ct, Highland Mills, NY 10930
• 

  Est $701,687 Not Listed For Sale

  6 Waverly Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 2,190 Sq Ft
  • Built 2002

  6 Waverly Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 5% Above List Price
  • $306/SF
  • 45 Days On Market

  • Last Sold Price $670,000
  • Feb 06, 2024

  Last Listing Agent Jacob Fried Keller Williams Realty
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  /32

  $620,000 Pending

  • 6 Beds
  • 4 Baths
  • 3,591 Sq Ft

  19 Roselawn Rd, Central Valley, NY 10917

  Rare Four-Family Barn-Style Property in Prime Woodbury Location. Don’t miss this exceptional opportunity to own a truly unique four-family residence set on a private, wooded lot in one of the area’s most desirable rental markets. This charming barn-style home blends historic character with strong income potential, featuring stone walls and two striking brick fireplaces that add warmth and

  Anne DiDomenico Keller Williams Hudson Valley

  19 Roselawn Rd, Central Valley, NY 10917
• 

  $440,000 Sold Jun 24, 2025

  26 Redwood Dr, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 2,640 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $167/SF
  • 33 Days On Market

  Current Estimated Value $436,453

  Last Listing Agent Edwin Molina RE/MAX Benchmark Realty Group

  26 Redwood Dr, Highland Mills, NY 10930
• 

  Est $693,188 Not Listed For Sale

  8 Waverly Ct, Highland Mills, NY 10930

  • 3 Beds
  • 4 Baths
  • 3,796 Sq Ft
  • Built 2002

  8 Waverly Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 5% Above List Price
  • $174/SF
  • 63 Days On Market

  • Last Sold Price $660,000
  • Aug 30, 2024

  Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley
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  /30

  $499,900 Pending

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

  28 Olympus Rd, Highland Mills, NY 10930

  Beautifully Updated Bi-Level in the Town of Woodbury with Cornwall Schools, thoughtfully updated, ideally located in a prime commuter location in the Town of Woodbury and part of the highly sought-after Cornwall School District. This home offers 4 bedrooms, with three bedrooms on the main level along with a full bath, and an additional bedroom on the lower level with another full bath, providing

  Rosalie Cook Weichert Realtors

  28 Olympus Rd, Highland Mills, NY 10930
• 

  $580,000 Sold Mar 03, 2026

  19 Sunset Terrace, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,136 Sq Ft
  • Built 1969

  Last Sold Summary

  • 7% Below List Price
  • $272/SF
  • 80 Days On Market

  Current Estimated Value $586,428

  Last Listing Agent Angela Paul Century 21 Alliance Rlty Group

  19 Sunset Terrace, Highland Mills, NY 10930
• 

  Est $720,012 Not Listed For Sale

  10 Waverly Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 2,636 Sq Ft
  • Built 2002

  10 Waverly Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 16% Above List Price
  • $235/SF
  • 63 Days On Market

  • Last Sold Price $620,000
  • Jun 01, 2023

  Last Listing Agent Christine Spitale Keller Williams Hudson Valley
• 

  

  /35

  $599,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  77 Woodbury Rd, Highland Mills, NY 10930

  Nestled in the coveted Cornwall School District, this home is in Highland Mills and offers a perfect blend of convenience and charm. Ideal for commuters, the property is situated just minutes away from both the NYS Thruway and Route 17, making it an excellent choice for those traveling to NYC as well as for access to public transportation. This traditional home has three spacious bedrooms, and

  Annie Hansen Howard Hanna Rand Realty

  77 Woodbury Rd, Highland Mills, NY 10930
• 

  $396,550 Sold Mar 20, 2026

  20 Woodbine Dr, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,474 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Below List Price
  • $269/SF
  • 141 Days On Market

  Current Estimated Value $387,384

  Last Listing Agent Soleenne Desravines-Lafontant Exit Realty Connections

  20 Woodbine Dr, Highland Mills, NY 10930
• 

  Est $703,950 Not Listed For Sale

  14 Waverly Ct, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 2002

  14 Waverly Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 1% Above List Price
  • $280/SF
  • 79 Days On Market

  • Last Sold Price $700,000
  • Aug 15, 2024

  Last Listing Agent Marie Altieri Howard Hanna Rand Realty
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  /50

  $1,199,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,893 Sq Ft

  4 Smithfield Spur, Monroe, NY 10950

  Discover 4 Smithfield Spur, a beautifully designed Colonial in the gated community of WOODBURY JUNCTION. Set on a private 20,038 sq ft lot, this home offers BREATHTAKING MOUNTAIN VIEWS, 4 spacious bedrooms, 2.5 luxurious baths, hardwood floors, and two fireplaces. The gourmet kitchen features premium STAINLESS STEEL appliances and custom finishes. Enjoy a large deck, two-car garage, and full

  Yehuda Lefkowits MS Realty Group USA, Inc

  4 Smithfield Spur, Monroe, NY 10950
• 

  $445,000 Sold Oct 07, 2025

  271 and 231 Smith Clove Rd, Woodbury, NY 10930

  • Land
  • 25.6 Acres
  • $17,383 per Acre

  Last Sold Summary

  • 1% Below List Price
  • 331 Days On Market

  Last Listing Agent Karin Poggio HomeSmart Homes & Estates

  271 and 231 Smith Clove Rd, Woodbury, NY 10930
• 

  Est $1,033,619 Not Listed For Sale

  21 Grandview Rd, Central Valley, NY 10917

  • 5 Beds
  • 4 Baths
  • 5,604 Sq Ft
  • Built 2002

  21 Grandview Rd, Central Valley, NY 10917

  Last Sold Summary

  • 15% Above List Price
  • $161/SF
  • 17 Days On Market

  • Last Sold Price $900,000
  • Aug 02, 2023

  Last Listing Agent Gzim Hakanjin Coldwell Banker Realty
• 

  

  /27

  $349,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,084 Sq Ft

  1004 Cypress Ct, Highland Mills, NY 10930

  Welcome to 1004 Cypress Ct in Highland Mills — a fully renovated, move-in ready townhouse offering modern comfort and convenience. This home features an open-concept layout ideal for today’s lifestyle, with a bright and spacious living area that flows seamlessly into the kitchen and dining space. The home features new flooring throughout, granite countertops, stainless steel appliances, new

  Devon King HomeSmart Homes & Estates

  1004 Cypress Ct, Highland Mills, NY 10930
• 

  $565,000 Sold Jul 10, 2025

  14 Jill Rd, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 1,990 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Below List Price
  • $284/SF
  • 24 Days On Market

  Current Estimated Value $577,776

  Last Listing Agent Helene Spear Keller Williams Realty

  14 Jill Rd, Highland Mills, NY 10930
• 

  Est $1,144,748 Not Listed For Sale

  7 Grandview Rd, Central Valley, NY 10917

  • 5 Beds
  • 5 Baths
  • 4,871 Sq Ft
  • Built 2003

  7 Grandview Rd, Central Valley, NY 10917

  Last Sold Summary

  • 14% Above List Price
  • $205/SF
  • 73 Days On Market

  • Last Sold Price $999,999
  • Feb 09, 2024

  Last Listing Agent Vincent Reda Keller Williams Realty
• 

  

  /50

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 2,814 Sq Ft

  22 Dogwood Dr, Central Valley, NY 10917

  Welcome to this beautifully maintained 4 bedroom colonial home with an additional bonus room/home office, tucked away on a quiet, tree-lined street in highly desirable Central Valley. Offering a flexible layout and generous living space throughout, this home is perfectly suited for both everyday living and entertaining. The main level features a bright and inviting eat-in kitchen with center

  Soleil Jackman Howard Hanna Rand Realty

  22 Dogwood Dr, Central Valley, NY 10917
• 

  $889,000 Sold Feb 10, 2026

  20 Winding Ln, Central Valley, NY 10917

  • 5 Beds
  • 4.5 Baths
  • 3,608 Sq Ft
  • Built 2019

  Last Sold Summary

  • 10% Below List Price
  • $246/SF
  • 55 Days On Market

  Current Estimated Value $892,678

  Last Listing Agent Tristen Sierra Coldwell Banker Realty

  20 Winding Ln, Central Valley, NY 10917
• 

  Est $874,449 Not Listed For Sale

  46 Greenwich Ave, Central Valley, NY 10917

  • 4 Beds
  • 3.5 Baths
  • 4,122 Sq Ft
  • Built 2001

  46 Greenwich Ave, Central Valley, NY 10917

  Last Sold Summary

  • 1% Above List Price
  • $210/SF
  • 5 Days On Market

  • Last Sold Price $864,000
  • Oct 02, 2024

  Last Listing Agent Gzim Hakanjin Coldwell Banker Realty
• 

  

  /26

  $499,999

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  5 Scaglione Ct, Highland Mills, NY 10930

  Highest and best offers by May 9th. New in ground pool liner proposal available - it is 6875 with lifetime warrantee. Charming ranch in lovely condition. Not your basic ranch! A covered front porch welcomes you into the home with entrance hall with coat closet. Sunny, large formal living room leads into spacious formal dining room with bay window overlooking the private back yard. The kitchen has

  Susan Rost Tux Park Towne & Country

  5 Scaglione Ct, Highland Mills, NY 10930
• 

  $485,000 Sold Sep 04, 2025

  10 Cliffside Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Above List Price
  • $309/SF
  • 18 Days On Market

  Current Estimated Value $481,266

  Last Listing Agent Courtney HILBURG Realty Guild LLC

  10 Cliffside Ct, Highland Mills, NY 10930
• 

  Est $984,633 Not Listed For Sale

  59 Greenwich Ave, Central Valley, NY 10917

  • 4 Beds
  • 3.5 Baths
  • 4,342 Sq Ft
  • Built 2005

  59 Greenwich Ave, Central Valley, NY 10917

  Last Sold Summary

  • 15% Above List Price
  • $198/SF
  • 18 Days On Market

  • Last Sold Price $859,000
  • Jun 21, 2024

  Last Listing Agent Micaela Stanaland Howard Hanna Rand Realty
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  /49

  $599,000

  • 4 Beds
  • 2 Baths
  • 2,368 Sq Ft

  52 Woodland Rd, Highland Mills, NY 10930

  Spacious Multi-Level Living | Flexible 5-Room Layout | Woodbury Recreation Access Welcome to 52 Woodland Road in Highland Mills. Offering over 2,360 sq. ft. of living space, this home features a unique multi-level layout designed for both privacy and flexibility—larger than many homes in the neighborhood. The floor plan includes 4 bedrooms plus a bonus 5th room, ideal for a home office, guest

  James Coughlin Houlihan Lawrence Inc.

  52 Woodland Rd, Highland Mills, NY 10930
• 

  $1,350,000 Sold Apr 30, 2026

  18 Pullman Route, Monroe, NY 10950

  • 6 Beds
  • 5.5 Baths
  • 4,171 Sq Ft
  • Built 2025

  Last Sold Summary

  • $324/SF
  • 138 Days On Market

  Current Estimated Value $1,082,507

  Last Listing Agent Joel Jeremias eRealty Advisors, Inc

  18 Pullman Route, Monroe, NY 10950
• 

  Est $971,277 Not Listed For Sale

  10 Grandview Rd, Central Valley, NY 10917

  • 5 Beds
  • 3.5 Baths
  • 4,366 Sq Ft
  • Built 2002

  10 Grandview Rd, Central Valley, NY 10917

  Last Sold Summary

  • 17% Above List Price
  • $190/SF
  • 21 Days On Market

  • Last Sold Price $828,099
  • Oct 04, 2023

  Last Listing Agent Gleny Bencosme Coldwell Banker Realty
• 

  

  /17

  $119,995

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  9 Lily Ct, Woodbury, NY 10930

  Discover comfort and convenience in this well-maintained 3-bedroom, 2-bathroom +bonus room, mobile home with a fenced in rear yard. Located in the highly sought-after Monroe School District. This home offers a spacious and open layout, perfect for modern living. The primary suite features an en-suite bathroom for added privacy, while the additional bedrooms provide ample space for guests, or a

  Ivan Carvalho Exit Realty Connections

  9 Lily Ct, Woodbury, NY 10930
• 

  $525,000 Sold Sep 11, 2025

  22 Elm St, Highland Mills, NY 10930

  • 5 Beds
  • 2 Baths
  • 1,984 Sq Ft
  • Built 1915

  Last Sold Summary

  • 2% Below List Price
  • $265/SF
  • 74 Days On Market

  Current Estimated Value $521,054

  Last Listing Agent Alison Orlando Keller Williams Hudson Valley

  22 Elm St, Highland Mills, NY 10930
• 

  Est $1,041,780 Not Listed For Sale

  49 Greenwich Ave, Central Valley, NY 10917

  • 5 Beds
  • 6 Baths
  • 6,000 Sq Ft
  • Built 2002

  49 Greenwich Ave, Central Valley, NY 10917

  Last Sold Summary

  • 4% Above List Price
  • $167/SF
  • 43 Days On Market

  • Last Sold Price $999,900
  • Oct 08, 2024

  Last Listing Agent Debra gay Coldwell Banker Realty
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  /45

  $14,000,000

  • 16 Beds
  • 16 Baths
  • 15,252 Sq Ft

  14 Castleton Dr, Highland Mills, NY 10930

  R1A zoned, R3A zoned, agriculture zone approved, infinity pool, tennis and basketball court, gazebo and private lake set across gated 39.1 acresMAIN HOUSE - 10 bedrooms, 6 full baths, 3 half baths, 10 fireplaces, Kitchen has Miele Steam unit, Viking warming drawer, Viking microwave, 3 Viking ovens, including 6-burner and grill, 2 dishwashers, walk-in refrigerator, custom-designed and

  Laura Denberg Corcoran Baer & McIntosh

  14 Castleton Dr, Highland Mills, NY 10930
• 

  $385,000 Sold Mar 12, 2026

  241 Smith Clove Rd, Highland Mills, NY 10930

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1930

  Last Sold Summary

  • 14% Below List Price
  • $385/SF
  • 470 Days On Market

  Current Estimated Value $409,427

  Last Listing Agent Karin Poggio HomeSmart Homes & Estates

  241 Smith Clove Rd, Highland Mills, NY 10930
• 

  Est $1,055,091 Not Listed For Sale

  39 Greenwich Ave, Central Valley, NY 10917

  • 5 Beds
  • 5 Baths
  • 4,078 Sq Ft
  • Built 2003

  39 Greenwich Ave, Central Valley, NY 10917

  Last Sold Summary

  • 7% Above List Price
  • $242/SF
  • 78 Days On Market

  • Last Sold Price $985,000
  • Dec 31, 2024

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty
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  /44

  $595,000

  • 4 Beds
  • 2 Baths
  • 2,328 Sq Ft

  4 Westend Dr, Highland Mills, NY 10930

  THIS HOME WON’T LAST!!Stop your search here—this is the one! Immaculate and move-in ready home set on a quiet cul-de-sac with breathtaking views. Light-filled living room, formal dining space, and a beautifully upgraded kitchen with island, skylight, and granite countertops. Walk out to your private deck—perfect for peace and relaxation. Featuring 3 generous bedrooms upstairs, plus a fully

  Aron Wertzberger eRealty Advisors, Inc

  4 Westend Dr, Highland Mills, NY 10930
• 

  $450,000 Sold Dec 11, 2025

  25 Summit Ave, Central Valley, NY 10917

  • 4 Beds
  • 2 Baths
  • 2,130 Sq Ft
  • Built 1910

  Last Sold Summary

  • $211/SF
  • 30 Days On Market

  Current Estimated Value $462,409

  Last Listing Agent Joel Lowy MS Realty Group USA, Inc

  25 Summit Ave, Central Valley, NY 10917
• 

  Est $697,268 Not Listed For Sale

  44 Country Hollow, Highland Mills, NY 10930

  • 4 Beds
  • 3 Baths
  • 2,006 Sq Ft
  • Built 2000

  44 Country Hollow, Highland Mills, NY 10930

  Last Sold Summary

  • 1% Above List Price
  • $345/SF
  • 181 Days On Market

  • Last Sold Price $691,500
  • May 06, 2024

  Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty
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  /2

  $75,000

  • Land
  • 5,166 Sq Ft
  • $632,378 per Acre

  35 Dunderberg Rd, Woodbury, NY 10917

  Excellent opportunity to build your ideal home on a well-situated 5,166 sq ft lot.Perfectly sized for a thoughtfully designed custom residence.Located in a desirable residential setting with convenient access to local amenities.Bring your architect and create a modern, efficient living space tailored to your needs.A rare chance to build new in an established neighborhood.

  Shlome Knobloch Nationwide Houses LLC

  35 Dunderberg Rd, Woodbury, NY 10917
• 

  $329,000 Sold Nov 12, 2025

  201 Ruby Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Built 1990

  Last Sold Summary

  • $304/SF
  • 32 Days On Market

  Current Estimated Value $331,645

  Last Listing Agent Teresa Lauria Halo Realty Properties LLC

  201 Ruby Ct, Highland Mills, NY 10930

Showing Results 81 - 120, Page 3 of 18