9,922

New Windsor, NY Homes

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  • /46

    $815,000

    • 4 Beds
    • 3.5 Baths
    • 3,188 Sq Ft

    84 Pin Oak Dr, New Windsor, NY 12553

    **A Private Resort-Style Retreat in the Heart of the Hudson Valley**Welcome to 84 Pin Oak Drive, a beautifully appointed custom ranch tucked away on nearly two private acres at the end of a quiet cul-de-sac in one of New Windsor's most desirable neighborhoods. Offering over 3,100 square feet of thoughtfully designed living space, this exceptional home combines luxurious one-level living with

    Agent Photo

    Heather Bragg

    River to Ridge Rlty Associates

    84 Pin Oak Dr, New Windsor, NY 12553
  • /24

    $2,550 Per Month

    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Apartment for Rent

    394 Riley Rd Unit 1, New Windsor, NY 12553

    Enter through the screened front porch to this two-story apartment that is available for immediate occupancy. First floor has a large living room with hardwood floors. The remodeled kitchen has stainless steel refrigerator, range and microwave. There is an office or den or guest bedroom with hardwood floors and ceiling fan. The upper floor has 2 large newly carpeted bedrooms with plenty of

    Agent Photo

    Frank Gerbes

    RE/MAX Benchmark Realty Group

    394 Riley Rd Unit 1, New Windsor, NY 12553
  • 276 Temple Hill Rd Unit 2606, New Windsor, NY 12553

    $250,000

    Sold Apr 20, 2026

    276 Temple Hill Rd Unit 2606, New Windsor, NY 12553

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

    Last Sold Summary

    • 14% Below List Price
    • $213/SF
    • 176 Days On Market

    Current Estimated Value $255,028

    Last Listing Agent JAMES KURKELA Spinnaker Realty Sales LLC

    276 Temple Hill Rd Unit 2606, New Windsor, NY 12553
    • 505 Toleman Rd, Rock Tavern, NY 12575

      Est $727,165

      Not Listed For Sale

      505 Toleman Rd, Rock Tavern, NY 12575

      • 4 Beds
      • 2.5 Baths
      • 2,700 Sq Ft
      • Built 2023
      505 Toleman Rd, Rock Tavern, NY 12575

      Last Sold Summary

      • 219 Days On Market

      Last Listing Agent Paul Biagini Biagini Realty

  • /50

    $979,999

    $19K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 5,625 Sq Ft

    10 Willys Ct, Rock Tavern, NY 12575

    Welcome to 10 Willys Court, an extraordinary custom colonial offering over 5,600 square feet of thoughtfully designed living space on a private 2.2-acre cul-de-sac in the heart of Rock Tavern. Combining exceptional size, versatility, and modern amenities, this one-of-a-kind residence features a truly authentic mother-daughter design—one of the area's rarest opportunities for multigenerational

    Agent Photo

    Joao Rodrigues

    Preferred Properties Real Esta

    10 Willys Ct, Rock Tavern, NY 12575
  • /41

    Starting at $2,300 Per Month

    • 1 - 3 Beds

    11 Lafayette Dr, New Windsor Township, NY 12553

    Find Suburban Bliss at Hudson CommonsFind the lifestyle you?ve been looking for at Hudson Commons. Your pet-friendly 1, 2 & 3 bedroom apartment in New Windsor, New York, sparkles with custom finishes and upscale extras like stainless-steel appliances and luxury wood-style flooring, creating the perfect home for you and your crew. Spacious living areas and private patios and balconies add to

    Hudson Commons

    11 Lafayette Dr, New Windsor Township, NY 12553
  • 512 Riley Rd, New Windsor, NY 12553

    $285,000

    Sold Oct 01, 2025

    512 Riley Rd, New Windsor, NY 12553

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1973

    Last Sold Summary

    • 3% Below List Price
    • $297/SF
    • 66 Days On Market

    Current Estimated Value $500,244

    Last Listing Agent Arafat Ibrahim AI Realty Brokerage LLC

    512 Riley Rd, New Windsor, NY 12553
    • 38 Swan Hollow Rd, New Windsor, NY 12553

      Est $814,449

      Not Listed For Sale

      38 Swan Hollow Rd, New Windsor, NY 12553

      • 5 Beds
      • 3 Baths
      • 2,720 Sq Ft
      • Built 2023
      38 Swan Hollow Rd, New Windsor, NY 12553

      Last Sold Summary

      • 138 Days On Market

      Last Listing Agent Theresa Budich Howard Hanna Rand Realty

  • /45

    $489,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,216 Sq Ft

    10 Oak Ridge Dr, New Windsor, NY 12553

    Welcome to 10 Oak Ridge Drive, New Windsor—a spacious and beautifully maintained 3-bedroom, 2-full-bath home offering a warm, comfortable feel, a versatile layout, and plenty of space both inside and out.The main level welcomes you with hardwood floors, a bright and inviting living room, a dedicated dining area, and a well-appointed kitchen featuring granite countertops, newer stainless

    Agent Photo

    Ewa Kusmierek

    eXp Realty

    10 Oak Ridge Dr, New Windsor, NY 12553
  • /35

    Starting at $607 Per Month

    • 1 - 2 Beds

    3000 Nicholas Brooks Ct, New Windsor, NY 12553

    The Temple Hill apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient 745 square foot room plan, each airy one-bedroom apartment provides the perfect home for individuals and families. Temple Hill also offers a limited number of 2-bedroom and 3-bedroom units.Set in a wooded park-like setting, yet less than

    Temple Hill Apartments

    3000 Nicholas Brooks Ct, New Windsor, NY 12553
  • 520 Shore Dr, New Windsor, NY 12553

    $375,000

    Sold Nov 11, 2025

    520 Shore Dr, New Windsor, NY 12553

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1948

    Last Sold Summary

    • 6% Below List Price
    • $391/SF
    • 78 Days On Market

    Current Estimated Value $375,505

    Last Listing Agent Matthew O'Hare Coldwell Banker Realty

    520 Shore Dr, New Windsor, NY 12553
    • 49 Swan Hollow Rd, New Windsor, NY 12553

      Est $739,725

      Not Listed For Sale

      49 Swan Hollow Rd, New Windsor, NY 12553

      • 4 Beds
      • 3 Baths
      • 2,900 Sq Ft
      • Built 2020
      49 Swan Hollow Rd, New Windsor, NY 12553

      Last Sold Summary

      • 228 Days On Market

      Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  • /16

    $459,000

    • 3 Beds
    • 1.5 Baths
    • 2,243 Sq Ft

    67 Myrtle Ave, New Windsor, NY 12553

    Welcome to this inviting 3 bedroom, 2 bath home tucked away on a quiet dead end street in the Town of New Windsor. Warm and comfortable, this home features a first-floor bedroom and full bathroom, offering convenient access. Beautiful hardwood floors, solid oak kitchen cabinets, an exposed brick accent, two convenient pantries, provide both character and functionality. A separate laundry room

    Agent Photo

    Jodi Gillespie

    GILLESPIE REAL ESTATE LLC

    67 Myrtle Ave, New Windsor, NY 12553
  • /32

    Starting at $1,800 Per Month

    • 1 - 3 Beds

    835 Blooming Grove Turnpike, New Windsor Township, NY 12553

    Find some of the most spacious one, two and three bedroom apartment homes in the desirable New Windsor, NY area. We provide clean, no-fee apartments at an affordable price. Enjoy the community amenities such as pool, playground and 24-hour maintenance. Conveniently located within walking distance of banks, buses/trains, the post-office, restaurants, and stores and just minutes from the Newburgh

    Knox Village

    835 Blooming Grove Turnpike, New Windsor Township, NY 12553
  • 561 Toleman Rd, Rock Tavern, NY 12575

    $540,000

    Sold Feb 06, 2026

    561 Toleman Rd, Rock Tavern, NY 12575

    • 5 Beds
    • 3 Baths
    • 3,273 Sq Ft
    • Built 1989

    Last Sold Summary

    • 22% Below List Price
    • $165/SF
    • 204 Days On Market

    Current Estimated Value $603,267

    Last Listing Agent Erin Connolly-Frontino Artisan Realty

    561 Toleman Rd, Rock Tavern, NY 12575
    • 10 Oakwood Terrace Unit 50, New Windsor, NY 12553

      Est $186,000

      Not Listed For Sale

      10 Oakwood Terrace Unit 50, New Windsor, NY 12553

      • 1 Bed
      • 1 Bath
      • 800 Sq Ft
      • Built 1965
      10 Oakwood Terrace Unit 50, New Windsor, NY 12553

      Last Sold Summary

      • 235 Days On Market

      Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  • /48

    $630,000

    • 5 Beds
    • 2.5 Baths
    • 2,244 Sq Ft

    207 Butter Hill Dr, New Windsor, NY 12553

    Welcome to 207 Butter Hill Drive, a beautifully situated Colonial in the desirable Butter Hill Estates neighborhood of New Windsor. Offering 5 bedrooms, 2.5 bathrooms, and approximately 2,244 square feet of living space, this inviting home combines classic Colonial character with the space, comfort, and outdoor living areas today’s buyers are looking for.From the moment you arrive, the

    Agent Photo

    Michael Mulligan

    HomeSmart Homes & Estates

    207 Butter Hill Dr, New Windsor, NY 12553
  • /35

    Starting at $1,995 Per Month

    • 1 - 2 Beds

    2201 Vails Gate Heights Dr, New Windsor Township, NY 12553

    Welcome to Mountainview VillageLIMITED TIME OFFER: $500 off security deposit - Applicants who submit an application at the time of their tour and are subsequently approved will receive $500 off their security depositMountain View Village is a serene and inviting community nestled on 10 acres of beautifully landscaped grounds with stunning mountain views. Located

    Mountainview Village

    2201 Vails Gate Heights Dr, New Windsor Township, NY 12553
  • /46

    $389,400

    Sold Sep 03, 2026

    14 Steele Rd, New Windsor, NY 12553

    • 3 Beds
    • 1.5 Baths
    • 3,018 Sq Ft
    • Built 1950

    Last Sold Summary

    • 14% Below List Price
    • $129/SF
    • 76 Days On Market

    Current Estimated Value $490,964

    Last Listing Agent Frank Pietrzak ABSOLUTE AUCTION AND REALTY INC

    14 Steele Rd, New Windsor, NY 12553
    • 18 Square Hill Rd, New Windsor, NY 12553

      Not Listed For Sale

      18 Square Hill Rd, New Windsor, NY 12553

      • 3 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 2002
      18 Square Hill Rd, New Windsor, NY 12553

      Last Sold Summary

      • 116 Days On Market

      Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  • /36

    $525,000

    • 4 Beds
    • 3 Baths
    • 2,092 Sq Ft

    210 Dairy Ln, New Windsor, NY 12553

    WELCOME TO BUTTER HILL ESTATES! Set in a picture-perfect suburban community, this well-maintained 3-bedroom (with 4th Bonus Room in Lower Level), 3-full-bath bi-level offers generous living space, a fantastic outdoor setup, and a Hudson Valley location that makes commuting and enjoying the region equally convenient. After a long day, kick off your shoes and unwind in the dramatic living room

    Agent Photo

    Julissa Amaro

    Keller Williams Hudson Valley

    210 Dairy Ln, New Windsor, NY 12553
  • /26

    $2,100

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 970 Sq Ft
    • Condo for Rent

    4 Hillside Cove Unit Lake view, New Windsor Township, NY 12553

    Large one bedroom ,one bath apartment with view of the lake from the living room and bedroom and patio with fire pit and hammock. $2,100 a month, all utilities including cable. Upstairs apartment in private home. Partially furnished. Off Street parking. Washer and dryer and dishwasher in unit. Access to the lake for swimming, boating, fishing, kayaking, etc. Community building offers private

    4 Hillside Cove Unit Lake view, New Windsor Township, NY 12553
  • 209 Summit Dr, New Windsor, NY 12553

    $570,000

    Sold Jul 02, 2026

    209 Summit Dr, New Windsor, NY 12553

    • 3 Beds
    • 2.5 Baths
    • 1,883 Sq Ft
    • Built 1972

    Last Sold Summary

    • 18% Above List Price
    • $303/SF
    • 24 Days On Market

    Current Estimated Value $544,497

    Last Listing Agent Melissa Forsyth Hudson Valley Home Connection

    209 Summit Dr, New Windsor, NY 12553
  • /39

    $289,888

    • 1 Bed
    • 1 Bath
    • 1,428 Sq Ft

    28 Beaverbrook Rd, New Windsor, NY 12553

    Tucked away on a private dead-end street and just a short walk from the lake, this charming Cape Cod offers a rare combination of lake privileges, privacy, outdoor living, and nearly an acre of property.Set on 0.9198 acres, the home offers a peaceful setting with plenty of room to enjoy the outdoors. One of the standout features is the expansive rear deck, creating an incredible extension of

    Agent Photo

    Ben & Brent Real Estate

    Keller Williams Village Sq Rlt

    28 Beaverbrook Rd, New Windsor, NY 12553
  • /32

    $3,450 Per Month

    • 2 Beds
    • 3 Baths
    • 2,034 Sq Ft
    • Townhouse for Rent

    1115 Balsam Dr, New Windsor, NY 12553

    Set within The Grove in New Windsor, 1115 Balsam Drive offers spacious multi level living with a polished interior, distinct outdoor spaces and a peaceful wooded backdrop. The main level is bright and inviting, featuring a gas fireplace, generous living and dining areas, and a well appointed kitchen with abundant cabinetry, granite countertops, stainless steel appliances and breakfast bar

    Nicholas Cuomo Keller Williams Realty

    1115 Balsam Dr, New Windsor, NY 12553
  • 45 Clancy Ave, New Windsor, NY 12553

    $250,000

    Sold Nov 24, 2025

    45 Clancy Ave, New Windsor, NY 12553

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft
    • Built 1915

    Last Sold Summary

    • $255/SF
    • 82 Days On Market

    Current Estimated Value $281,297

    Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

    45 Clancy Ave, New Windsor, NY 12553
    • 152 Fox Hill Run, Rock Tavern, NY 12575

      Est $939,112

      Not Listed For Sale

      152 Fox Hill Run, Rock Tavern, NY 12575

      • 4 Beds
      • 4 Baths
      • 4,897 Sq Ft
      • Built 2018
      152 Fox Hill Run, Rock Tavern, NY 12575

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Joann Grando Joann Grando

  • /41

    $499,000

    $26K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,962 Sq Ft

    8 E Green Rd, Rock Tavern, NY 12575

    Better than new construction! Tucked away on dead end country road located in Rock Tavern in the highly sought-after Washingtonville School District, this home was completely renovated with 5 bedrooms and a den/ office that could be a possible 6th bedroom, new kitchen and bathrooms, new roof, new washer/ dryer, a sun room, a wrap around porch and so much more. Conveniently located just minutes to

    Agent Photo

    Erin Connolly-Frontino

    Artisan Realty

    8 E Green Rd, Rock Tavern, NY 12575
  • /9

    $1,900

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • House for Rent

    263 Quassaick Ave, New Windsor, NY 12553

    1 bedroom in a beautiful spacious and updated home. Huge driveway for parking. Updated flooring, recess lighting, and a huge backyard. Near major highways and walking distance to many stores and shopsTenant pays for electricity and heat.

    263 Quassaick Ave, New Windsor, NY 12553
  • 3 Regimental Place, New Windsor, NY 12553

    $490,000

    Sold Aug 14, 2026

    3 Regimental Place, New Windsor, NY 12553

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft
    • Built 1964

    Last Sold Summary

    • 9% Above List Price
    • $258/SF
    • 61 Days On Market

    Current Estimated Value $449,742

    Last Listing Agent Gina De Cerbo RE/MAX Benchmark Realty Group

    3 Regimental Place, New Windsor, NY 12553
  • /45

    $475,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,064 Sq Ft

    126 Lincolndale Acres, Washingtonville, NY 10992

    Private Hudson Valley Retreat – Just an Hour from NYC. Tucked at the end of a private road and surrounded by 5 wooded acres, this charming log cabin offers the kind of quiet, back-to-nature escape that's increasingly hard to find so close to the city. Settle into the swing on the wide covered front porch - your first taste of the slower pace that awaits you. Watch the surrounding woods blaze with

    Agent Photo

    Dana Posner

    Howard Hanna Rand Realty

    126 Lincolndale Acres, Washingtonville, NY 10992
  • /11

    $2,800 Per Month

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • House for Rent

    24 Faye Ave, New Windsor, NY 12553

    Charming 3-Bedroom Rental in New Windsor, NYWelcome to 24 Faye Avenue, New Windsor, NY 12553! This is an apartment in a one family home. The lower level of this home is occupied by the landlord.This inviting 3-bedroom rental offers comfortable living in a convenient New Windsor location. With a practical layout and plenty of space for everyday living, this home is a great

    Sonia Gonzalez HomeSmart Homes & Estates

    24 Faye Ave, New Windsor, NY 12553
  • Lot 6 Bethlehem Rd, New Windsor, NY 12553

    $208,000

    Sold Dec 08, 2025

    Lot 6 Bethlehem Rd, New Windsor, NY 12553

    • Land
    • 2.13 Acres
    • $97,653 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 348 Days On Market

    Last Listing Agent Shawn Larry SHAHAR Management LLC

    Lot 6 Bethlehem Rd, New Windsor, NY 12553
    • 501 Watch Hill Dr, New Windsor, NY 12553

      Not Listed For Sale

      501 Watch Hill Dr, New Windsor, NY 12553

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 2013
      501 Watch Hill Dr, New Windsor, NY 12553

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  • /45

    $397,000

    • 3 Beds
    • 2 Baths
    • 1,887 Sq Ft

    105 Vails Gate Heights Dr, New Windsor, NY 12553

    Welcome to 105 Vails gate Heights! Roll up your sleeves and make this your own! 3 bedroom, 2 full baths, fenced in yard in a location close to everything. Come take a look! This one won't last long!

    Agent Photo

    Tiffany Megna

    Howard Hanna Rand Realty

    105 Vails Gate Heights Dr, New Windsor, NY 12553
  • /23

    $2,950 Per Month

    • 3 Beds
    • 1 Bath
    • 1,600 Sq Ft
    • House for Rent

    520 Toleman Rd, Rock Tavern, NY 12575

    Welcome to this charming 3-bedroom home. This property boasts a range of modern amenities including a garage, a back deck perfect for entertaining, and a spacious backyard. The home is conveniently situated close to transportation, parks, and a variety of restaurants, making it an ideal location for those who value accessibility and outdoor activities. Inside, you'll find a well-equipped kitchen

    520 Toleman Rd, Rock Tavern, NY 12575
  • 276 Temple Hill Rd Unit 2207, New Windsor, NY 12553

    $265,000

    Sold Sep 11, 2026

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

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

    Last Sold Summary

    • 7% Below List Price
    • $225/SF
    • 37 Days On Market

    Last Listing Agent Marion Bruhns Howard Hanna Rand Realty

    276 Temple Hill Rd Unit 2207, New Windsor, NY 12553
    • 21 Nevis Dr, New Windsor, NY 12553

      Not Listed For Sale

      21 Nevis Dr, New Windsor, NY 12553

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 2017
      21 Nevis Dr, New Windsor, NY 12553

      Last Sold Summary

      • 90 Days On Market

      Last Listing Agent Sandra Spector Howard Hanna Rand Realty

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$445,000
Median Single Family Sale Price
$479,500
Median Townhouse Sale Price
$460,000
Median 2 Bedroom Sale Price
$315,000
Median 1 Bedroom Sale Price
$200,000
Average Price Per Sq Ft
$257
Number of Homes for Sale
9,922
Last 12 months Home Sales
263
Months of Supply
3.10
Median List Price
$450,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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