New Windsor, NY Homes

• 

  

  

  /35

  $205,900

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  10 Oakwood Terrace Unit 38, New Windsor, NY 12553

  Tucked away in a quiet corner of New Windsor’s Oakwood Crest coop community, this lovely 2-bedroom duplex-style home offers comfort, space, and convenience. Enjoy relaxing on your private patio during warm summer evenings or entertaining with ease thanks to the home’s open-concept kitchen and dining area—perfect for everyday living or casual get-togethers. Step inside to find brand new carpeting

  Steve Vinti Weichert Realtors

  10 Oakwood Terrace Unit 38, New Windsor, NY 12553
• 

  $450,000 Sold Dec 09, 2025

  303 Windsor Hwy, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Built 1938

  Last Sold Summary

  • $750/SF
  • 0 Days On Market

  Current Estimated Value $454,709

  Last Listing Agent Joel Lowy MS Realty Group USA, Inc

  303 Windsor Hwy, New Windsor, NY 12553
• 

  Est $615,799 Not Listed For Sale

  4 Coach House Ct, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,699 Sq Ft
  • Built 2005

  4 Coach House Ct, New Windsor, NY 12553

  Last Sold Summary

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

  Last Sold Price $535,000

  Last Listing Agent Rosalie Cook Weichert Realtors
• 

  

  

  /33

  $1,100,000

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft

  4 Jefferson Ave, New Windsor, NY 12553

  CORNWALL SCHOOLS ~ TO BE BUILT BY LOCAL ESTABLISHED REPUTABLE BUILDER ON THIS BEAUTIFUL PRIVATE LOT WITH VIEWS ON 5.1 ACRES. New construction & to be completed in 2026 approximately 9 months after fully executed contracts, weather permitting . Time to customize w/own colors. Approximately 3100' sq. ft. with central air throughout, 4-bedroom, 3 full bathroom colonial. Finished 344' sq. ft. bonus

  George Koudounas RE/MAX Benchmark Realty Group

  4 Jefferson Ave, New Windsor, NY 12553
• 

  $685,000 Sold Jan 14, 2026

  323 Sycamore Dr, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 3,512 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $195/SF
  • 74 Days On Market

  Current Estimated Value $686,360

  Last Listing Agent Haakim Byrd HomeSmart Homes & Estates

  323 Sycamore Dr, New Windsor, NY 12553
• 

  Est $394,924 Not Listed For Sale

  12 Coach House Ct, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,421 Sq Ft
  • Built 1959

  12 Coach House Ct, New Windsor, NY 12553

  Last Sold Summary

  • 12% Above List Price
  • $248/SF
  • 83 Days On Market

  Last Sold Price $352,500

  Last Listing Agent Carmela Lopez Borrazas Serhant LLC
• 

  

  /14

  $79,900

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  3146 Route 9w Unit 8A, New Windsor, NY 12553

  Brand New Home on Lot #8A! Imagine your bright and modern new home! This lovely home offers comfort, convenience and affordability. The home features an open layout, a kitchen with tons of cabinets and appliances. You'll find two nice bedrooms situated on opposite ends of the home, offering privacy. The primary bedrooms features its own private bathroom. Enjoy a super convenient location – just a

  Sandra Spector Howard Hanna Rand Realty

  3146 Route 9w Unit 8A, New Windsor, NY 12553
• 

  $370,000 Sold Feb 10, 2026

  11 Hudson Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $263/SF
  • 54 Days On Market

  Current Estimated Value $373,873

  Last Listing Agent Alexander Panet Real Broker NY LLC

  11 Hudson Dr, New Windsor, NY 12553
• 

  Est $749,424 Not Listed For Sale

  53 Coach House Ct, New Windsor, NY 12553

  • 5 Beds
  • 3.5 Baths
  • 4,356 Sq Ft
  • Built 2005

  53 Coach House Ct, New Windsor, NY 12553

  Last Sold Summary

  • 3% Above List Price
  • $168/SF
  • 86 Days On Market

  Last Sold Price $730,000

  Last Listing Agent Ashley Olson Minard eXp Realty
• 

  

  /16

  $337,000

  • 3 Beds
  • 1.5 Baths
  • 1,530 Sq Ft

  276 Temple Hill Rd Unit 2808, New Windsor, NY 12553

  Welcome Home to this beautiful 3 bedroom, 1.5 bath end unit! Next to new everything! Washer and dryer in unit, storage, deck and so much more! Make an appointment today to check it out!

  Kelly Roebuck Curasi Realty, Inc.

  276 Temple Hill Rd Unit 2808, New Windsor, NY 12553
• 

  $370,000 Sold Nov 13, 2025

  49 Mertes Ln, New Windsor, NY 12553

  • 4 Beds
  • 1 Bath
  • 1,627 Sq Ft
  • Built 1954

  Last Sold Summary

  • 8% Below List Price
  • $227/SF
  • 87 Days On Market

  Current Estimated Value $389,999

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  49 Mertes Ln, New Windsor, NY 12553
• 

  Est $421,819 Not Listed For Sale

  5000 John Hancock Ct, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,868 Sq Ft
  • Built 2005

  5000 John Hancock Ct, New Windsor, NY 12553

  Last Sold Summary

  • 7% Above List Price
  • $210/SF
  • 26 Days On Market

  Last Sold Price $392,500

  Last Listing Agent Rachel Hunt Realty Promotions Inc
• 

  

  /44

  $895,000 Open House 4/11

  • 6 Beds
  • 7 Baths
  • 4,890 Sq Ft

  10 Willys Ct, Rock Tavern, NY 12575

  PRICE IMPROVEMENT | Two Homes in One on 2.2 Acres | Nearly 5,000 SF | 90 Minutes to Manhattan. Some homes offer space. This one offers true multigenerational living with privacy, flexibility, and estate-scale comfort. Privately set at the end of a quiet cul-de-sac in Rock Tavern, this exceptional dual-residence colonial spans 2.2 private acres and offers nearly 5,000 square feet of luxury living

  Sal Rajput Coldwell Banker Realty

  10 Willys Ct, Rock Tavern, NY 12575
• 

  $401,000 Sold Jun 06, 2025

  108 Laurel Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,308 Sq Ft
  • Built 1947

  Last Sold Summary

  • 9% Above List Price
  • $307/SF
  • 35 Days On Market

  Current Estimated Value $395,257

  Last Listing Agent David Mires Smitchger Realty

  108 Laurel Dr, New Windsor, NY 12553
• 

  Est $405,950 Not Listed For Sale

  1015 Ethan Allen Dr, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,485 Sq Ft
  • Built 2004

  1015 Ethan Allen Dr, New Windsor, NY 12553

  Last Sold Summary

  • 11% Above List Price
  • $246/SF
  • 103 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Carole McCann Hudson Heritage Realty
• 

  /2

  $199,900

  • Land
  • 3.3 Acres
  • $60,576 per Acre

  TBD Bull Rd, New Windsor, NY 10992

  Looking for a beautiful lot in Washingtonville School District on over 3 acres of land? Partially cleared level property is in a great location minutes to Stewart International Airport, Rt 207/Rt. 300/I84/Rt 208 and within 1 hour and 15 min to NYC. Just need some ideas, bring your plans and get your dream home built!

  Angelo Acierno Keller Williams Realty

  TBD Bull Rd, New Windsor, NY 10992
• 

  $265,000 Sold Aug 18, 2025

  276 Temple Hill Rd Unit 1611, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Above List Price
  • $225/SF
  • 18 Days On Market

  Current Estimated Value $267,678

  Last Listing Agent Shirley Mojica Compass Greater NY, LLC

  276 Temple Hill Rd Unit 1611, New Windsor, NY 12553
• 

  Est $407,363 Not Listed For Sale

  1013 Ethan Allen Dr, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,611 Sq Ft
  • Built 2004

  1013 Ethan Allen Dr, New Windsor, NY 12553

  Last Sold Summary

  • 8% Above List Price
  • $233/SF
  • 64 Days On Market

  Last Sold Price $376,000

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty
• 

  

  /13

  $205,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  276 Temple Hill Rd Unit 2112, New Windsor, NY 12553

  Welcome to this beautifully maintained one bedroom one bath top floor end unit located in the desirable Continental Manor. This property offers a perfect blend of comfort, style and functionally. Step inside to discover an open and inviting floor plan with natural light. Enjoy the pool and tennis courts and a bonus for friends and family a playground. This unit features a new dishwasher, dryer,

  Joseph Morello Keller Williams Hudson Valley

  276 Temple Hill Rd Unit 2112, New Windsor, NY 12553
• 

  $875,000 Sold Oct 15, 2025

  6 Jefferson Ave, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 2,733 Sq Ft
  • Built 2024

  Last Sold Summary

  • 9% Above List Price
  • $320/SF
  • 278 Days On Market

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  6 Jefferson Ave, New Windsor, NY 12553
• 

  Est $398,999 Not Listed For Sale

  1033 Ethan Allen Dr, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,485 Sq Ft
  • Built 2004

  1033 Ethan Allen Dr, New Windsor, NY 12553

  Last Sold Summary

  • 6% Above List Price
  • $253/SF
  • 29 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group
• 

  

  /48

  $785,000

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

  3015 Molly Pitcher Dr, New Windsor, NY 12553

  Come see this beautiful 4-bedroom, 4-bath Colonial-style home located in the desirable Reserves community. Step inside to a grand two-story foyer that welcomes you into a formal living room, a gourmet kitchen, and a wheelchair-accessible bedroom with a full bathroom on the main level—perfect for guests or multigenerational living. The spacious kitchen features granite countertops, a center

  Danielle Roche Howard Hanna Rand Realty

  3015 Molly Pitcher Dr, New Windsor, NY 12553
• 

  $400,000 Sold Dec 02, 2025

  155 Erie Ave, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,192 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $336/SF
  • 32 Days On Market

  Current Estimated Value $391,442

  Last Listing Agent Christina Tsatsaron HomeSmart Homes & Estates

  155 Erie Ave, New Windsor, NY 12553
• 

  Est $440,015 Not Listed For Sale

  1026 Ethan Allen Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,576 Sq Ft
  • Built 2004

  1026 Ethan Allen Dr, New Windsor, NY 12553

  Last Sold Summary

  • 10% Above List Price
  • $155/SF
  • 46 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Tremaine Selby Weichert Realtors
• 

  

  /28

  $349,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,306 Sq Ft

  4 Parade Place, New Windsor, NY 12553

  Are you ready to dive into a renovation project with incredible potential? Look no further! This duplex, awaiting a full makeover, is your golden opportunity. Tucked away on 0.349 acres in a great residential neighborhood, this property is primed for a transformation that promises returns. With your expertise and a well-planned renovation, this 2306 sq ft home can become a highly desirable

  Katheryn DeClerck Howard Hanna Rand Realty

  4 Parade Place, New Windsor, NY 12553
• 

  $149,000 Sold Jun 12, 2025

  16 Bivona Ln Unit 76, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,248 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $119/SF
  • 48 Days On Market

  Last Listing Agent Suzanne Welch Coldwell Banker Realty

  16 Bivona Ln Unit 76, New Windsor, NY 12553
• 

  Est $436,121 Not Listed For Sale

  1024 Ethan Allen Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,524 Sq Ft
  • Built 2004

  1024 Ethan Allen Dr, New Windsor, NY 12553

  Last Sold Summary

  • 8% Above List Price
  • $160/SF
  • 22 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty
• 

  

  /9

  $279,999

  • 4 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  1 Staples Ln, New Windsor, NY 12553

  There are no interior showings. Tenant occupied. Cornwall Schools! This home is close to Plum Point park, shopping, Newburgh waterfront shops & restaurants and so much more. There are 2 pictures that show the layout of the rooms. On the 1st level, there is an enclosed porch, kitchen, dining room, living room with a fireplace & 1/2 bath. Four bedrooms & full bath are upstairs. Outside is a

  Kathy Dawson Howard Hanna Rand Realty

  1 Staples Ln, New Windsor, NY 12553
• 

  $559,000 Sold Dec 05, 2025

  14 Cimorelli Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,908 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Above List Price
  • $293/SF
  • 41 Days On Market

  Current Estimated Value $544,685

  Last Listing Agent Ewa Kusmierek eXp Realty

  14 Cimorelli Dr, New Windsor, NY 12553
• 

  Est $395,504 Not Listed For Sale

  3007 Patrick Henry Ct, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,485 Sq Ft
  • Built 2004

  3007 Patrick Henry Ct, New Windsor, NY 12553

  Last Sold Summary

  • 5% Above List Price
  • $253/SF
  • 38 Days On Market

  Last Sold Price $376,000

  Last Listing Agent Alexander Panet Real Broker NY LLC
• 

  

  /5

  $50,000 Pending

  • Land
  • 2 Acres
  • $25,000 per Acre

  0 Hillington Rd, New Windsor, NY 12553

  2 acre lot on a private road just minutes from the NYS Thruway, restaurants, and shopping. Located in the Town of New Windsor with Newburgh Schools. This parcel has municipal water and sewer available. Build your dream home! (Hillington road is a private road and the number of homes on it is at its max for a private road so buyer would need to do what’s needed to make Hillington a town road in

  Jennifer Gold RE/MAX Benchmark Realty Group

  0 Hillington Rd, New Windsor, NY 12553
• 

  $500,000 Sold Jan 15, 2026

  41 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Above List Price
  • $267/SF
  • 24 Days On Market

  Current Estimated Value $504,250

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  41 Creamery Dr, New Windsor, NY 12553
• 

  Est $450,159 Not Listed For Sale

  3014 Patrick Henry Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • Built 2004

  3014 Patrick Henry Ct, New Windsor, NY 12553

  Last Sold Summary

  • 7% Above List Price
  • $162/SF
  • 25 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Colin Seitz RE/MAX Benchmark Realty Group
• 

  

  /33

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  8 Jefferson Ave, New Windsor, NY 12553

  CORNWALL SCHOOLS ~ HOUSE TO BE BUILT AND TO BE COMPLETED APPROXIMATELY BY END OF 2026 ~ 1 ADDITIONAL LOT AVAILABLE READY TO BUILD. LOCAL REPUTABLE BUILDER. PRICE MAY ALTER IF SIZE CHANGES...FOR THE OTHER LOT BUILDER CAN MODIFY THE PLANS FOR UP TO 3300' SQ. FT. FOR A DIFFERENT PRICE. 8 Jefferson Ave. new construction to be completed 10-12 months after fully executed contracts, weather permitting.

  George Koudounas RE/MAX Benchmark Realty Group

  8 Jefferson Ave, New Windsor, NY 12553
• 

  $77,900 Sold Jan 07, 2026

  412 Sand Gate Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft
  • Built 2018

  Last Sold Summary

  • 13% Below List Price
  • $107/SF
  • 127 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  412 Sand Gate Dr, New Windsor, NY 12553
• 

  Est $444,887 Not Listed For Sale

  3002 Patrick Henry Ct, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft
  • Built 2005

  3002 Patrick Henry Ct, New Windsor, NY 12553

  Last Sold Summary

  • 14% Above List Price
  • $151/SF
  • 13 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Suzanne Sweeney RE/MAX Benchmark Realty Group
• 

  

  /22

  $350,000 Pending

  • Land
  • 2.69 Acres
  • $130,112 per Acre

  524 MacNary Rd, New Windsor, NY 12553

  NEW WINDSOR LOTS FOR SALE...7 parcels, 6 possible lots always with town approvals to verify how many lots can be buildable in the heart of New Windsor with possible municipal water, sewer plus natural gas. First photo in MLS is the access from Knox Drive and the second photo is the access from Macnary Road. Additional Information: Soil Type: Unknown,

  George Koudounas RE/MAX Benchmark Realty Group

  524 MacNary Rd, New Windsor, NY 12553
• 

  $699,000 Sold Mar 17, 2026

  2806 Cherry Tree Way, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 3,500 Sq Ft
  • Built 2004

  Last Sold Summary

  • 7% Below List Price
  • $200/SF
  • 140 Days On Market

  Current Estimated Value $701,315

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

  2806 Cherry Tree Way, New Windsor, NY 12553
• 

  Est $416,595 Not Listed For Sale

  1005 Ethan Allen Dr, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,485 Sq Ft
  • Built 2004

  1005 Ethan Allen Dr, New Windsor, NY 12553

  Last Sold Summary

  • $280/SF
  • 29 Days On Market

  Last Sold Price $416,000

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group
• 

  

  /28

  $247,500

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  276 Temple Hill Rd Unit 1515, New Windsor, NY 12553

  Welcome to easy, convenient living in this desirable first-floor condo! Ideally located just minutes from two train stations with direct access to NYC, as well as nearby bus routes, commuting is a breeze. Enjoy being close to major shopping, local bakeries, restaurants, and everyday essentials.This ground-level unit includes two assigned parking spaces conveniently located nearby...perfect

  Jacqueline Manzolillo-Blais Keller Williams Realty

  276 Temple Hill Rd Unit 1515, New Windsor, NY 12553

Showing Results 161 - 200, Page 5 of 18