Woodbury, NY Homes

• 

  Est $759,962

  Not Listed For Sale

  1 Gladstone Ct, Highland Mills, NY 10930

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft
  • Built 2003

  1 Gladstone Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 99 Days On Market

  Last Listing Agent Jacob Fried Keller Williams Realty
• 

  

  

  /50

  $649,900

  Pending

  • 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
• 

  $559,000

  Sold Feb 24, 2026

  3 Carroll Dr, Highland Mills, NY 10930

  • 5 Beds
  • 2.5 Baths
  • 2,288 Sq Ft
  • Built 1975

  Last Sold Summary

  • 5% Below List Price
  • $244/SF
  • 95 Days On Market

  Current Estimated Value $564,200

  Last Listing Agent Joel Basch eRealty Advisors, Inc

  3 Carroll Dr, Highland Mills, NY 10930
• 

  Est $745,910

  Not Listed For Sale

  3 Ainsley Ct, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,554 Sq Ft
  • Built 2003

  3 Ainsley Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Nathen Singer MK Realty Inc
• 

  

  

  /26

  $499,999

  Pending

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

  5 Scaglione Ct, Highland Mills, NY 10930

  Charming ranch in lovely condition. 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 been updated with furniture grade cabinets and thick custom granite countertops. Stainless appliances are featured, as well as a pantry.

  Susan Rost Tux Park Towne & Country

  5 Scaglione Ct, Highland Mills, NY 10930
• 

  $750,000

  Sold May 26, 2026

  115 Brigadoon Blvd, Highland Mills, NY 10930

  • 4 Beds
  • 3.5 Baths
  • 3,046 Sq Ft
  • Built 2004

  Last Sold Summary

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

  Current Estimated Value $765,730

  Last Listing Agent Yakov Winkler Preferred Properties Real Esta

  115 Brigadoon Blvd, Highland Mills, NY 10930
• 

  Est $771,674

  Not Listed For Sale

  6 Shetland Cir, Highland Mills, NY 10930

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

  6 Shetland Cir, Highland Mills, NY 10930

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Debra gay Coldwell Banker Realty
• 

  

  /49

  $599,000

  $26K PRICE DROP Pending

  • 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
• 

  $800,000

  Sold Sep 10, 2025

  1 Thorn Dr, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1990

  Last Sold Summary

  • $320/SF
  • 45 Days On Market

  Current Estimated Value $794,099

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group

  1 Thorn Dr, Highland Mills, NY 10930
• 

  Est $722,092

  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

  • 45 Days On Market

  Last Listing Agent Jacob Fried Keller Williams Realty
• 

  

  /49

  $599,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,834 Sq Ft

  29 Olympus Rd, Highland Mills, NY 10930

  I am pleased to share the details for this immaculate, move-in-ready home in the Cornwall School District. The bright, open-concept layout features a sun-drenched living room and a sunken formal dining room with vaulted ceilings, both offering deck access. The updated kitchen includes granite countertops, stainless appliances, and a center island. The main level provides two bedrooms and a full

  Maurice Duarte Howard Hanna Rand Realty

  29 Olympus Rd, Highland Mills, NY 10930
• 

  $455,000

  Sold Feb 17, 2026

  7 Sycamore Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $300/SF
  • 28 Days On Market

  Current Estimated Value $449,332

  Last Listing Agent Chris Rivas Baez Real Estate, Inc.

  7 Sycamore Ct, Highland Mills, NY 10930
• 

  Est $730,483

  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

  • 63 Days On Market

  Last Listing Agent Dulce M Ferrera KW Hudson Valley United
• 

  

  /10

  $430,000

  • 4 Beds
  • 2 Baths
  • 1,296 Sq Ft

  10 Maplewood Rd, Highland Mills, NY 10930

  Location, lifestyle, and space all come together in this charming 4-bedroom, 2 full bath Cape— conveniently located near major highways for easy commuting and just minutes from Woodbury Commons shopping, dining, and entertainment. Step inside to a bright and airy living room featuring a large bay window that fills the space with natural light. The spacious eat-in kitchen offers plenty of room for

  Maria Murdie Picture It Sold, LLC

  10 Maplewood Rd, Highland Mills, NY 10930
• 

  $875,000

  Sold Jul 21, 2026

  24 Union Transfer, Monroe, NY 10950

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • Built 2026

  Last Sold Summary

  • $468/SF
  • 152 Days On Market

  Current Estimated Value $912,583

  Last Listing Agent Dovid Hoffman MK Realty Inc

  24 Union Transfer, Monroe, NY 10950
• 

  Est $748,612

  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

  • 79 Days On Market

  Last Listing Agent Marie Altieri Howard Hanna Rand Realty
• 

  

  /49

  $999,998

  • 5 Beds
  • 3.5 Baths
  • 2,525 Sq Ft

  190 Ridge Rd, Highland Mills, NY 10930

  Welcome to 190 Ridge Road in the heart of Highland Mills! Nestled on a beautiful 1-acre lot in the highly sought-after Monroe-Woodbury School District, this spacious 4-bedroom, 3.5-bath split-level home offers over 2,500 square feet of comfortable living space designed for both everyday living and entertaining. Step inside to discover an inviting open floor plan featuring cathedral and high

  Rosemarie Morello KW Hudson Valley United

  190 Ridge Rd, Highland Mills, NY 10930
• 

  $299,000

  Sold Sep 24, 2025

  8 Brookside Dr W, Harriman, NY 10926

  • 3 Beds
  • 2.5 Baths
  • 1,588 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $188/SF
  • 16 Days On Market

  Current Estimated Value $357,625

  Last Listing Agent Craig Watters Compass Greater NY, LLC

  8 Brookside Dr W, Harriman, NY 10926
• 

  Est $1,050,426

  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

  • 17 Days On Market

  Last Listing Agent Gzim Hakanjin Coldwell Banker Realty
• 

  

  /50

  $949,000

  $41K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,570 Sq Ft

  10 Greenwich Ave, Central Valley, NY 10917

  A slice of Provence in the Hudson Valley. Locally revered as "The Castle on the Hill," Le Chateau des Verts offers a rare combination: the grand soul of a French estate with the easy, accessible flow of a ranch-style home. Sitting on over an acre of lush, mature grounds just 30 miles from Manhattan, it’s the ultimate escape for anyone looking to trade city noise for country quiet—without

  Micaela Stanaland Howard Hanna Rand Realty

  10 Greenwich Ave, Central Valley, NY 10917
• 

  $569,500

  Sold Nov 13, 2025

  4 Genny Dr, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Below List Price
  • $270/SF
  • 87 Days On Market

  Current Estimated Value $581,763

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

  4 Genny Dr, Highland Mills, NY 10930
• 

  Est $1,128,445

  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

  • 73 Days On Market

  Last Listing Agent Vincent Reda Keller Williams Realty
• 

  

  /47

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,314 Sq Ft

  11 Country Hollow, Highland Mills, NY 10930

  Beautifully maintained and thoughtfully updated, this exceptional home is set on professionally landscaped grounds with outstanding curb appeal and a resort-style backyard designed for both relaxation and entertaining. The inviting interior features a grand entry foyer, a stunning chef's kitchen with custom cabinetry, granite countertops, and stainless steel appliances, along with spacious living

  Moche Halpern Blooming Realty

  11 Country Hollow, Highland Mills, NY 10930
• 

  $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 $334,996

  Last Listing Agent Patricia Tompkins Weichert Realtors

  1408 Rosewood Ct, Highland Mills, NY 10930
• 

  Est $942,759

  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

  • 5 Days On Market

  Last Listing Agent Gzim Hakanjin Coldwell Banker Realty
• 

  

  /32

  $289,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,240 Sq Ft

  13 Redwood Dr, Highland Mills, NY 10930

  Welcome home to this beautifully updated 2-bedroom end-unit townhouse offering the perfect blend of comfort, style, privacy, and convenience. This move-in ready home presents a rare opportunity to own a residence that has been lovingly maintained and thoughtfully updated throughout the years. Featuring gorgeous new flooring, a stunning new kitchen with modern finishes, beautifully renovated

  Jackie Siracuse Absolute Real Estate of NY Inc

  13 Redwood Dr, 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 $588,654

  Last Listing Agent Angela Paul Century 21 Alliance Rlty Group

  19 Sunset Terrace, Highland Mills, NY 10930
• 

  Est $1,037,004

  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

  • 18 Days On Market

  Last Listing Agent Micaela Stanaland Howard Hanna Rand Realty
• 

  

  /45

  $11,000,000

  $3M PRICE DROP

  • 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
• 

  $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 $396,562

  Last Listing Agent Soleenne Desravines-Lafontant Exit Realty Connections

  20 Woodbine Dr, Highland Mills, NY 10930
• 

  Est $969,155

  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

  • 21 Days On Market

  Last Listing Agent Gleny Bencosme Coldwell Banker Realty
• 

  

  /49

  $549,900

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft

  21 Midland Ave, Central Valley, NY 10917

  Picturesque One-Level Living in Central ValleyConveniently located on a quiet street in the charming hamlet of Central Valley, this brick-faced ranch is the epitome of turn-key perfection. From the flawlessly manicured grounds to the immaculate interior, it is clear that every detail of this home has been meticulously maintained.The main level boasts gleaming hardwood floors, bright and

  Theresa Budich Howard Hanna Rand Realty

  21 Midland Ave, Central Valley, NY 10917
• 

  $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 $1,111,395

  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

  • 43 Days On Market

  Last Listing Agent Debra gay Coldwell Banker Realty
• 

  

  /40

  $849,000

  • 6 Beds
  • 4.5 Baths
  • 3,857 Sq Ft

  155 Roselawn Rd, Highland Mills, NY 10930

  This high-impact, move-in-ready luxury home delivers instant appeal on 1.5 private, park-like acres. Designed to impress, it features vaulted ceilings, rich Brazilian wood floors, a granite kitchen, and a fireplace that anchors the space with warmth and style.The flexible layout offers 2 bedrooms plus an office on the main level—perfect for guests or extended living—while upstairs includes a

  Jacob Katz MS Realty Group USA, Inc

  155 Roselawn Rd, Highland Mills, NY 10930
• 

  $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 $913,864

  Last Listing Agent Tristen Sierra Coldwell Banker Realty

  20 Winding Ln, Central Valley, NY 10917
• 

  Est $1,100,216

  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

  • 78 Days On Market

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty
• 

  

  /48

  $459,000

  • 3 Beds
  • 3 Baths
  • 1,807 Sq Ft

  15 Ash Ct, Highland Mills, NY 10930

  Welcome to this beautifully maintained end-unit townhome in the desirable Timber Ridge community. Featuring 3 bedrooms, 3 full baths and a finished basement. The gorgeous, updated stairs is the first thing you notice as you walk up to this great home and you will be WOWed from there! **Thoughtfully designed layout, eat-in kitchen with SS appliances and charming banquette seating, dedicated dining

  Evelyn Unger Tmimi Weichert Realtors

  15 Ash 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 $486,191

  Last Listing Agent Courtney HILBURG Realty Guild LLC

  10 Cliffside Ct, Highland Mills, NY 10930
• 

  Est $757,782

  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

  • 181 Days On Market

  Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty

Showing Results 81 - 120, Page 3 of 18