New Windsor, NY Homes

• 

  $489,000

  Sold Jun 29, 2026

  111 Cedar Ave, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 1,248 Sq Ft
  • Built 2026

  Last Sold Summary

  • $392/SF
  • 16 Days On Market

  Current Estimated Value $338,388

  Last Listing Agent Waldina Almazan RE/MAX Benchmark Realty Group

  111 Cedar Ave, New Windsor, NY 12553
• 

  Est $289,800

  Not Listed For Sale

  276 Temple Hill Rd Unit 2705, New Windsor, NY 12553

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

  276 Temple Hill Rd Unit 2705, New Windsor, NY 12553

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Omar Baez Real Broker NY LLC
• 

  

  

  /46

  $899,000

  • 8 Beds
  • 4 Baths

  9 Benedict Ln Unit 5-7, New Windsor, NY 12553

  Income-producing multi-property asset offered at approximately an 8% cap rate with $75,900 NOI. This unique offering includes three separate residences on one 1.4 acre parcel, delivering multiple income streams and long-term upside potential. Ideal for investors seeking yield, value-add opportunity, or a hybrid owner-occupant strategy. Located across the street from Cornwall High School and near

  Virginia Corbett eXp Realty

  9 Benedict Ln Unit 5-7, 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 $383,281

  Last Listing Agent Alexander Panet Real Broker NY LLC

  11 Hudson Dr, New Windsor, NY 12553
• 

  Not Listed For Sale

  121 Brittany Terrace Unit 121, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1981

  121 Brittany Terrace Unit 121, Rock Tavern, NY 12575

  Last Sold Summary

  • 147 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
• 

  

  /33

  $1,100,000

  $150K PRICE INCREASE

  • 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 11 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
• 

  $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 $409,319

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  49 Mertes Ln, New Windsor, NY 12553
• 

  Not Listed For Sale

  810 Blooming Grove Turnpike Unit 26, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 952 Sq Ft
  • Built 1965

  810 Blooming Grove Turnpike Unit 26, New Windsor, NY 12553

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty
• 

  

  /48

  $425,000

  Open Sun 12:30PM - 1:30PM $25K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,084 Sq Ft

  400 Plover Ct, New Windsor, NY 12553

  Plum Point. Enjoy easy living in this 3-bedroom, 3-bath end-unit townhouse offering 1,878 sq. ft. of living space. The open-concept main floor features a spacious living and dining area with vaulted ceilings and a fireplace, while the kitchen connects seamlessly to the family room and enclosed sunroom. The second level offers a primary suite with a walk-in closet and private bath, two additional

  John Olivero Keller Williams Realty

  400 Plover Ct, New Windsor, NY 12553
• 

  $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 $272,864

  Last Listing Agent Shirley Mojica Compass Greater NY, LLC

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

  Not Listed For Sale

  187 Bethlehem Rd, New Windsor, NY 12553

  • 5 Beds
  • Built 1947

  187 Bethlehem Rd, New Windsor, NY 12553

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Annette Bauer Century 21 E & M Williams Rlty
• 

  /2

  $199,900

  Pending

  • 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
• 

  $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
• 

  Not Listed For Sale

  30 Meriline Ave, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 1900

  30 Meriline Ave, New Windsor, NY 12553

  Last Sold Summary

  • 224 Days On Market

  Last Listing Agent Nancy Rosaler BHHS Hudson Valley Properties
• 

  

  /50

  $475,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,257 Sq Ft

  129 Vails Gate Heights Dr, New Windsor, NY 12553

  Welcome to this well-maintained raised ranch located in the desirable New Windsor area of the Hudson Valley. This inviting home offers 3 spacious bedrooms and 2 full bathrooms, providing comfortable living for a variety of lifestyles. The main level features a bright and functional layout with generous living space and natural light throughout. The lower level includes a large family room and 3

  Waldina Almazan RE/MAX Benchmark Realty Group

  129 Vails Gate Heights Dr, New Windsor, NY 12553
• 

  $760,000

  Sold Jul 16, 2026

  3510 John Paul Jones Ln, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft
  • Built 2010

  Last Sold Summary

  • 9% Above List Price
  • $334/SF
  • 10 Days On Market

  Current Estimated Value $696,217

  Last Listing Agent John Ruggieri BHHS Hudson Valley Properties

  3510 John Paul Jones Ln, New Windsor, NY 12553
• 

  Not Listed For Sale

  31 Beakes Rd, New Windsor, NY 12553

  • 6 Beds
  • 3.5 Baths
  • 3,410 Sq Ft
  • Built 1930

  31 Beakes Rd, New Windsor, NY 12553

  Last Sold Summary

  • 71 Days On Market

  Last Listing Agent Kathryn DeCrosta John J Lease REALTORS Inc
• 

  

  /18

  $134,900

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft

  10 Oakwood Terrace Unit 65, New Windsor, NY 12553

  Welcome to this beautifully maintained 1-bedroom co-op located in the desirable Oakwood Terrace community. This bright and clean unit offers a spacious layout with an abundance of closet space, perfect for comfortable and organized living. Step out onto your private balcony and enjoy peaceful outdoor space ideal for morning coffee or evening relaxation. The apartment features on-site laundry for

  Jennifer Lucas Keller Williams Realty

  10 Oakwood Terrace Unit 65, 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 $375,668

  Last Listing Agent Christina Tsatsaron HomeSmart Homes & Estates

  155 Erie Ave, New Windsor, NY 12553
• 

  Not Listed For Sale

  818 Mount Airy Rd, New Windsor, NY 12553

  • 6 Beds
  • 3.5 Baths
  • 2,777 Sq Ft
  • Built 1930

  818 Mount Airy Rd, New Windsor, NY 12553

  Last Sold Summary

  • 185 Days On Market

  Last Listing Agent James Cavalari Voro LLC
• 

  /2

  $425,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,704 Sq Ft

  86 Keats Dr, New Windsor, NY 12553

  Welcome HOME to 86 Keats Drive in New Windsor! Proudly offered by its original owner, this well-maintained raised ranch features over 1,700 square feet of living space, 3 bedrooms, 1.5 bathrooms, a 2-car attached garage, and a spacious level backyard perfect for entertaining, recreation, or relaxing outdoors. Conveniently located near shopping, dining, parks, schools, major commuter routes, and

  Ronald Green KW MidHudson

  86 Keats Dr, New Windsor, NY 12553
• 

  $460,000

  Sold Apr 24, 2026

  404 Carlton Cir, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,146 Sq Ft
  • Built 1974

  Last Sold Summary

  • 10% Below List Price
  • $214/SF
  • 100 Days On Market

  Current Estimated Value $470,977

  Last Listing Agent Ruth Pena Tejeda Exit Realty Achieve

  404 Carlton Cir, New Windsor, NY 12553
• 

  Est $420,568

  Not Listed For Sale

  692 Mount Airy Rd, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,460 Sq Ft
  • Built 1970

  692 Mount Airy Rd, New Windsor, NY 12553

  Last Sold Summary

  • 56 Days On Market

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

  

  /39

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  2012 Hawthorn Way, New Windsor, NY 12553

  MOTIVATED SELLER OFFERING $5000 CLOSING COST CONCESSION!!! Beautiful sought after End-Unit Townhouse, at The Grove in New Windsor. This well maintained 2139 sq.ft. ,3 bedroom home, has a lot to offer: hardwood floors, central air, eat-in kitchen and a 2 car garage. The open concept dining and living room make entertaining a pleasure. Step outside on the back deck and enjoy the spectacular views.

  Stacy Brescia-Spreer Curasi Realty, Inc.

  2012 Hawthorn Way, 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 $559,759

  Last Listing Agent Ewa Kusmierek eXp Realty

  14 Cimorelli Dr, New Windsor, NY 12553
• 

  Est $976,500

  Not Listed For Sale

  290 Toleman Rd, Washingtonville, NY 10992

  • 3 Beds
  • 3.5 Baths
  • 3,205 Sq Ft
  • Built 1998

  290 Toleman Rd, Washingtonville, NY 10992

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Paul Biagini Biagini Realty
• 

  

  /14

  $110,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  16 Bivona Ln Unit Lot 136, New Windsor, NY 12553

  Welcome home to this well-maintained 1990 double-wide manufactured home located in one of New WIndsor's desirable and beautifully kept mobile home communities. Offering 1,152 square feet of comfortable living space, this home features 3 bedrooms 2 full bathrooms with a spacious living area, and a private primary suite. Conveniently located near shopping, dining, and commuter routes. This home

  Erica Valencia Amodio Real Estate & Prop

  16 Bivona Ln Unit Lot 136, 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 $514,392

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  41 Creamery Dr, New Windsor, NY 12553
• 

  Est $670,667

  Not Listed For Sale

  4 Trotter Ln, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 2,960 Sq Ft
  • Built 2009

  4 Trotter Ln, Rock Tavern, NY 12575

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Denise Clancy Curasi Realty, Inc.
• 

  

  /50

  $975,000

  • 6 Beds
  • 6 Baths
  • 6,240 Sq Ft

  309 Beattie Rd, Washingtonville, NY 10992

  Welcome to your own private retreat. Set on beautifully landscaped grounds, this impressive custom Colonial offers 6 bedrooms, 4 full baths, plus a dedicated office that can easily function as a 7th bedroom. A winding driveway leads to the stately residence, where mature trees, manicured lawns, and colorful gardens create an exceptional first impression.Inside, you'll find over three levels

  Janet Rendle Weichert Realtors

  309 Beattie Rd, Washingtonville, NY 10992
• 

  $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 $416,093

  Not Listed For Sale

  1123 Balsam Dr, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,722 Sq Ft
  • Built 2009

  1123 Balsam Dr, New Windsor, NY 12553

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Naomi Streicher Q Home Sales
• 

  

  /9

  $249,900

  $80K PRICE DROP

  • 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
• 

  $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 $712,375

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

  2806 Cherry Tree Way, New Windsor, NY 12553
• 

  Est $448,157

  Not Listed For Sale

  1301 Balsam Dr, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,944 Sq Ft
  • Built 2009

  1301 Balsam Dr, New Windsor, NY 12553

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Kristina Mullings eXp Realty
• 

  

  /23

  $249,999

  $5K PRICE DROP

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

  276 Temple Hill Rd Unit 1509, New Windsor, NY 12553

  Enjoy easy first-floor, one-level living in this well-maintained 2-bedroom, 2-bath condo in the desirable Continental Manor community. This spacious unit features an open living and dining area, galley kitchen with range,refrigerator, washer, and dryer and large pantry. A large primary bedroom with private full bath, second bedroom, full hall bath, and a private patio. Two assigned parking spaces

  Stephanie Dolan HomeSmart Homes & Estates

  276 Temple Hill Rd Unit 1509, New Windsor, NY 12553
• 

  $680,000

  Sold Apr 10, 2026

  545 Shore Dr, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,695 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Below List Price
  • $252/SF
  • 270 Days On Market

  Current Estimated Value $674,784

  Last Listing Agent Michael Rostanzo Tactical Realty LLC

  545 Shore Dr, New Windsor, NY 12553
• 

  Est $432,724

  Not Listed For Sale

  1303 Balsam Dr, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,830 Sq Ft
  • Built 2009

  1303 Balsam Dr, New Windsor, NY 12553

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Jeanette Santory Howard Hanna Rand Realty
• 

  

  /46

  $535,000

  • 3 Beds
  • 3 Baths
  • 2,338 Sq Ft

  600 Twin Arch Rd, Rock Tavern, NY 12575

  Welcome to this beautiful home located at 600 Twin Arch, situated on a spacious 1.3-acre lot. The main level features a bright and inviting living room, an eat-in kitchen, a primary bedroom with a full bath, and 2 additional bedrooms. The finished basement offers additional flexible living space, including a playroom, a living room, a storage room, and an additional full bathroom. A one-car

  Aron Ungar eRealty Advisors, Inc

  600 Twin Arch Rd, Rock Tavern, NY 12575
• 

  $542,900

  Sold Jul 08, 2026

  14 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft
  • Built 1982

  Last Sold Summary

  • 9% Above List Price
  • $269/SF
  • 13 Days On Market

  Current Estimated Value $516,509

  Last Listing Agent Ruth Garcia Keller Williams Prestige Prop

  14 Creamery Dr, New Windsor, NY 12553

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