10,490

New Windsor, NY Homes

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  • /36

    $450,000

    Pending
    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft

    3 Regimental Place, New Windsor, NY 12553

    FIRST TIME OFFERED! Lovely 3 bed split-level home in desirable, well-established New Windsor neighborhood on a spacious .60 of acre corner lot. This home features a beautifully updated kitchen with island , an abundance of cabinets including additional built in cabinets in Dining Room with under lighting, and 2 skylight floods the space with natural light. Primary bedroom with convenient half

    Gina De Cerbo RE/MAX Benchmark Realty Group

    3 Regimental Place, New Windsor, NY 12553
  • /17

    $2,300 Per Month

    • 3 Beds
    • 1 Bath
    • 1,225 Sq Ft
    • Apartment for Rent

    109 Caesars Ln Unit East, New Windsor, NY 12553

    CORNWALL SCHOOLS - LOCATED IN NEW WINDSOR THIS 3-BEDROOM SPACIOUS APARTMENT WITH NEWER LOOK ON SECOND FLOOR - PARKING FOR 2 CARS - AVAILABLE TO MOVE IN 06/01/2026. Has parking and washer and dryer hookup if needed. Large living room, fully equipped eat-in kitchen with newer stainless steel appliances, dishwasher, oven/range, and refrigerator. Full bathroom with bathtub and 3 spacious sun-filled

    George Koudounas RE/MAX Benchmark Realty Group

    109 Caesars Ln Unit East, New Windsor, NY 12553
  • 1 Windsor Square Dr, New Windsor, NY 12553

    $460,000

    Sold Oct 24, 2025

    1 Windsor Square Dr, New Windsor, NY 12553

    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Above List Price
    • $263/SF
    • 33 Days On Market

    Current Estimated Value $471,823

    Last Listing Agent Linda Fernandez Keller Williams Hudson Valley

    1 Windsor Square Dr, New Windsor, NY 12553
    • 7 Willow Brook Ln, New Windsor, NY 12553

      Not Listed For Sale

      7 Willow Brook Ln, New Windsor, NY 12553

      • 3 Beds
      • 2 Baths
      • 1,989 Sq Ft
      • Built 1980
      7 Willow Brook Ln, New Windsor, NY 12553

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Brenda Guttenberg RE/MAX Benchmark Realty Group

  • /22

    $279,000

    $6K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    276 Temple Hill Rd Unit 2207, New Windsor, NY 12553

    Experience the pleasure and ease of 1st floor, 1 level living at its finest in this tastefully upgraded 2 bedroom , 2 full bath, superb condo located in the highly desired Continental Manor with a great New Windsor location. It has a newly renovated community pool, clubhouse, and playground. The HOA covers exterior and common area maintenance, grounds care and snow removal. It features an open

    Marion Bruhns Howard Hanna Rand Realty

    276 Temple Hill Rd Unit 2207, New Windsor, NY 12553
  • /50

    $4,950 Per Month

    • 4 Beds
    • 3 Baths
    • 3,212 Sq Ft
    • House for Rent

    92 Brook Hollow Dr, New Windsor, NY 12553

    Stunning Colonial for Rent in the Desirable Otter Brook Subdivision! Welcome to this beautifully maintained 4-bedroom, 3 full bath gem located in the sought-after Otter Brook neighborhood, within the award-winning Cornwall School District. This spacious and elegant home offers everything you need for comfortable living, with the option to rent fully furnished for ultimate convenience! The main

    Jennifer Gold RE/MAX Benchmark Realty Group

    92 Brook Hollow Dr, New Windsor, NY 12553
  • 67 Bethlehem Rd, New Windsor, NY 12553

    $329,000

    Sold Jul 10, 2026

    67 Bethlehem Rd, New Windsor, NY 12553

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft
    • Built 1964

    Last Sold Summary

    • $177/SF
    • 40 Days On Market

    Current Estimated Value $335,674

    Last Listing Agent Charles Buser Charles J Buser

    67 Bethlehem Rd, New Windsor, NY 12553
    • 10 Oakwood Terrace Unit 56, New Windsor, NY 12553

      Est $145,000

      Not Listed For Sale

      10 Oakwood Terrace Unit 56, New Windsor, NY 12553

      • 1 Bed
      • 1 Bath
      • 850 Sq Ft
      • Built 1966
      10 Oakwood Terrace Unit 56, New Windsor, NY 12553

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Lauren Racanelli RE/MAX Benchmark Realty Group

  • /49

    $730,000

    Pending
    • 5 Beds
    • 3 Baths
    • 2,778 Sq Ft

    2058 Independence Dr, New Windsor, NY 12553

    Welcome to 2058 Independence Drive, located in The Reserve and part of the highly sought-after Cornwall School District. Located in a well-established, walkable neighborhood, this home is set on top of a hill with beautiful views overlooking the community and surrounding mountains.With over 2,700 square feet, the home offers a spacious and functional layout designed to fit a variety of living

    Alyssa Scancarello Howard Hanna Rand Realty

    2058 Independence Dr, New Windsor, NY 12553
  • /23

    $2,275 Per Month

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    2899 US Route 9w Unit 100, New Windsor, NY 12553

    CORNWALL SCHOOLS 3 BEDROOM APARTMENT FOR RENT...New Windsor...approximately 900' sq. ft. second floor apartment with newer look and parking, ready for a new tenant. Spacious sunny living room. Eat-in kitchen with plenty of cabinetry and floor space. 3 private bedrooms and a full bathroom. Ceiling lights thru-out and ceiling fan in kitchen/dining area. Natural gas fuel for heat. Affordable

    George Koudounas RE/MAX Benchmark Realty Group

    2899 US Route 9w Unit 100, New Windsor, NY 12553
  • 282 Tamerisk Ln, New Windsor, NY 12553

    $600,000

    Sold Mar 13, 2026

    282 Tamerisk Ln, New Windsor, NY 12553

    • 3 Beds
    • 3.5 Baths
    • 3,102 Sq Ft
    • Built 2003

    Last Sold Summary

    • 11% Below List Price
    • $193/SF
    • 157 Days On Market

    Current Estimated Value $605,620

    Last Listing Agent Rebecca Bank Keller Williams Realty

    282 Tamerisk Ln, New Windsor, NY 12553
    • 0 Bull Rd, Rock Tavern, NY 12575

      Not Listed For Sale

      0 Bull Rd, Rock Tavern, NY 12575

      0 Bull Rd, Rock Tavern, NY 12575

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty

  • /36

    $485,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    7 San Giacomo Dr, New Windsor, NY 12553

    Well maintained Colonial in cul-de-sac neighborhood with hardwood floors, granite countertops, family room with wood fireplace, laundry room, stainless steel appliances, central air, all municipal conveniences (water, sewer, garbage) walking distance to park with playground and pickleball courts, centrally located near shopping, and restaurants. Close to NYS I-84 and the NYS Thruway, emergency

    Federico Prada Curasi Realty, Inc.

    7 San Giacomo Dr, New Windsor, NY 12553
  • /24

    $1,700 Per Month

    • 1 Bed
    • 1 Bath
    • 717 Sq Ft
    • Apartment for Rent

    16 Ardmore St Unit B, New Windsor, NY 12553

    Discover 16 Ardmore Street, Unit #B — within the sought-after Cornwall School District! This well-kept lower-level unit offers a spacious bedroom, a full bathroom, and a versatile bonus room perfect for a home office, guest space, or extra storage. Enjoy a bright and comfortable living area, a practical kitchen, and generous closet space throughout. Conveniently located near shopping, dining,

    Felix Pena RE/MAX Benchmark Realty Group

    16 Ardmore St Unit B, New Windsor, NY 12553
  • 84 Guernsey Dr, New Windsor, NY 12553

    $555,000

    Sold Jul 23, 2026

    84 Guernsey Dr, New Windsor, NY 12553

    • 3 Beds
    • 3 Baths
    • 1,736 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $320/SF
    • 32 Days On Market

    Current Estimated Value $542,759

    Last Listing Agent Alissa Taylor-Vetell Keller Williams Realty

    84 Guernsey Dr, New Windsor, NY 12553
    • 10 McDonald Ct, New Windsor, NY 12553

      Not Listed For Sale

      10 McDonald Ct, New Windsor, NY 12553

      • 4 Beds
      • 2.5 Baths
      • 2,494 Sq Ft
      • Built 2025
      10 McDonald Ct, New Windsor, NY 12553

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Kathryn DeCrosta John J Lease REALTORS Inc

  • /2

    $799,000

    Pre-Foreclosure
    • 4 Beds
    • 4 Baths
    • 4,366 Sq Ft

    1010 Pine View, New Windsor, NY 12553

    .

    Jin Tao Realty Connect USA L I Inc

    1010 Pine View, New Windsor, NY 12553
  • /20

    $3,500 Per Month

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Apartment for Rent

    171 Temple Hill Rd, New Windsor, NY 12553

    Completely remodeled. Huge New Windsor apartment on Temple Hill Road. Gourmet kitchen with walls of pantries, 25 foot living room, formal dining room, four bedrooms, 25-foot master bedroom with private dressing room, Jacuzzi tub, separate shower. Many cabinets and storage, separate computer room and 3-season sunroom, private 20 x 20 sun deck, ample parking, gas heat. $3,500 per month. No fee.

    John Lease John J Lease REALTORS Inc

    171 Temple Hill Rd, New Windsor, NY 12553
  • 208 Sycamore Dr, New Windsor, NY 12553

    $549,999

    Sold Nov 20, 2025

    208 Sycamore Dr, New Windsor, NY 12553

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft
    • Built 1980

    Last Sold Summary

    • $321/SF
    • 23 Days On Market

    Current Estimated Value $551,602

    Last Listing Agent Aneudy Rosa Keller Williams Realty

    208 Sycamore Dr, New Windsor, NY 12553
  • /25

    $439,999

    $10K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 1,673 Sq Ft

    601 Crab Apple Ln, New Windsor, NY 12553

    Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhouse nestled in the heart of New Windsor. This spacious home offers the perfect blend of comfort and convenience, featuring an open-concept layout ideal for both everyday living and entertaining. The main level boasts a bright, airy living room, a modern kitchen with ample cabinetry, and a dining area that flows seamlessly to a

    Onyinyechi Ekpecham Keller Williams Realty NYC Grp

    601 Crab Apple Ln, New Windsor, NY 12553
  • /16

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 1,504 Sq Ft
    • Apartment for Rent

    22 John St, New Windsor, NY 12553

    Welcome to this charming 2-bedroom rental in Cornwall School District boasting exquisite hardwood floors! Step into a home that exudes warmth and elegance with its rich wooden flooring throughout. The spacious living area invites you to relax and unwind, while the natural light streaming through the large windows creates an inviting ambiance. The well-appointed kitchen offers ample space for

    David Mires Smitchger Realty

    22 John St, New Windsor, NY 12553
  • 1067 Washington Green, New Windsor, NY 12553

    $375,000

    Sold May 11, 2026

    1067 Washington Green, New Windsor, NY 12553

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • Built 1990

    Last Sold Summary

    • 1% Below List Price
    • $250/SF
    • 23 Days On Market

    Current Estimated Value $377,215

    Last Listing Agent Robert 'Bob' & Frances 'Fran' Murray Howard Hanna Rand Realty

    1067 Washington Green, New Windsor, NY 12553
    • 2898 Route 9w, New Windsor, NY 12553

      Not Listed For Sale

      2898 Route 9w, New Windsor, NY 12553

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 2025
      2898 Route 9w, New Windsor, NY 12553

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  • /5

    $899,000

    New Construction
    • 6 Beds
    • 4.5 Baths
    • 4,500 Sq Ft

    131 Riley Rd, New Windsor, NY 12553

    NEW CONSTRUCTION!!! Targeted completion, August of 2026 !!! - 6 bedrooms / 4 bath home with unique, functional layout with well-appointed finishes!! Custom gourmet kitchen with eating area, Hardwood Floors, Dining Room, Bedroom count includes 3 master en-suites; 1 on first floor & 2 on second floor, which is perfect for guests. Perfect Location !!! Close to Schools, Shops, Major Roadways,

    Rafael Luciano Luciano Rios Property Grp, Inc

    131 Riley Rd, New Windsor, NY 12553
  • /21

    $2,975 Per Month

    • 3 Beds
    • 1 Bath
    • 1,548 Sq Ft
    • House for Rent

    15 Forge Hill Rd, New Windsor, NY 12553

    SHORT TERM or LONG TERM lease available. Could be furnished if short term! Completely renovated charming Cape Cod with tremendous space and award winning Cornwall Schools. Beautifully done and ready now. Imagine peace and quiet in your own home sweet home. The main floor has hardwood floors that shine like glass, a living room filled with natural light and can easily fit all your furniture, a

    Karen Taphorn Howard Hanna Rand Realty

    15 Forge Hill Rd, New Windsor, NY 12553
  • 11 Queen St, New Windsor, NY 12553

    $450,000

    Sold May 15, 2026

    11 Queen St, New Windsor, NY 12553

    • 5 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Built 1955

    Last Sold Summary

    • 10% Below List Price
    • $188/SF
    • 91 Days On Market

    Current Estimated Value $454,232

    Last Listing Agent Joel Ayala HomeSmart Homes & Estates

    11 Queen St, New Windsor, NY 12553
  • /16

    $499,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths

    1110 -1114 Route 94, New Windsor, NY 12553

    The Market is changing This area in the five corners in New Windsor is moving rapidly Fully Available Great Location Location ,Locations Time to buy when the Price is Great .This is a very fast growing area Many new business coming There are Two buildings included in the sale one is a 3 -4 bedroom house can be a great Mother daughter or plenty of room for the family the other building is a one

    Rhoda Ciancio Real Estate Connection Corp

    1110 -1114 Route 94, New Windsor, NY 12553
  • /14

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • Apartment for Rent

    16 Broad St Unit 3, New Windsor, NY 12553

    ALL UTILITIES INCLUDED in this beautiful 1st floor apartment in New Windsor!!! Rare to find electric, heat, water all included in this charming retreat! This apartment is located in a victorian home offering charm and character with gleaming hardwood floor fireplaces are decorative. an inviting living area that exudes warmth and relaxation. Large windows and high ceilings fill the space with

    Christina Wilger RE/MAX Benchmark Realty Group

    16 Broad St Unit 3, New Windsor, NY 12553
  • 13 Farmstead Rd, New Windsor, NY 12553

    $525,000

    Sold Feb 20, 2026

    13 Farmstead Rd, New Windsor, NY 12553

    • 4 Beds
    • 2.5 Baths
    • 2,020 Sq Ft
    • Built 1984

    Last Sold Summary

    • $260/SF
    • 84 Days On Market

    Current Estimated Value $531,118

    Last Listing Agent Kathleen Rafferty RE/MAX Benchmark Realty Group

    13 Farmstead Rd, New Windsor, NY 12553
    • 99 Purdys Ln, New Windsor, NY 12553

      Est $1,137,224

      Not Listed For Sale

      99 Purdys Ln, New Windsor, NY 12553

      • 3 Beds
      • 2 Baths
      • 1,614 Sq Ft
      • Built 1980
      99 Purdys Ln, New Windsor, NY 12553

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Laurie DiFrancesco Howard Hanna Rand Realty

  • /38

    $515,000

    Open Sun 12PM - 2PM $10K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,550 Sq Ft

    505 Iron Forge Ln, New Windsor, NY 12553

    Enjoy the luxury of moving into this recently built town home located in the sought after town of New Windsor! At a boasting 2550 square feet, this spacious airy home features a one of a kind kitchen with a center island, stainless steel appliances, high ceilings and recessed lighting. The open floor plan is perfect for entertaining, with a lovely patio overlooking the spacious backyard. The

    Charnie Guttmann eRealty Advisors, Inc

    505 Iron Forge Ln, New Windsor, NY 12553
  • /19

    $3,200 Per Month

    • 2 Beds
    • 2 Baths
    • 2,020 Sq Ft
    • Townhouse for Rent

    913 Hawthorn Way, New Windsor, NY 12553

    Move Right Into Easy, Worry-Free Living! Welcome home to this beautifully furnished two-story townhouse in the heart of New Windsor, located in the desirable Washingtonville School District. Enjoy a true maintenance-free lifestyle with all utilities included — heat, electricity, hot water, water, sewer, and trash! The first floor features a spacious, sun-filled living room with sliding doors

    Anita S. Cristiano HomeSmart Homes & Estates

    913 Hawthorn Way, New Windsor, NY 12553
  • 319 Currycross Rd, New Windsor, NY 12553

    $75,000

    Sold Oct 10, 2025

    319 Currycross Rd, New Windsor, NY 12553

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft
    • Built 1988

    Last Sold Summary

    • 17% Below List Price
    • $77/SF
    • 54 Days On Market

    Last Listing Agent Joy Gallagher Weichert Realtors

    319 Currycross Rd, New Windsor, NY 12553
  • /34

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft

    27 Walnut St, New Windsor, NY 12553

    Welcome to this beautifully maintained 3-bedroom, 2-bath Cape Cod, perfectly situated on a corner lot in the desirable town of New Windsor, New York. Boasting an ideal blend of comfort, style, and functional living space, this home offers an exceptional layout! Step inside to an open and inviting floor plan featuring a gorgeous kitchen with ample cabinetry and counter space, perfect for

    Vincenza Scanzo Realty Executives Exceptional

    27 Walnut St, New Windsor, NY 12553
  • /18

    $2,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Condo for Rent

    276 Temple Hill Rd Unit 2410, New Windsor, NY 12553

    Beautifully renovated two bedrooms unit located in the desirable Continental Manor community. The master bedroom has a full bathroom and there is a second guest bathroom. Nicely renovated kitchen with stainless steel appliances. Laundy in the unit with two new washer and dryer. Central A/C and heating system. Enjoy your morning coffee in the balcony. Conveniently located close to shopping,

    Jose Garcia ARC Realty 1 in Sales

    276 Temple Hill Rd Unit 2410, New Windsor, NY 12553
  • 284 Tamerisk Ln, New Windsor, NY 12553

    $725,000

    Sold Dec 30, 2025

    284 Tamerisk Ln, New Windsor, NY 12553

    • 3 Beds
    • 3.5 Baths
    • 3,400 Sq Ft
    • Built 2002

    Last Sold Summary

    • 3% Below List Price
    • $213/SF
    • 22 Days On Market

    Current Estimated Value $707,911

    Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group

    284 Tamerisk Ln, New Windsor, NY 12553

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