New Windsor, NY Homes

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  /30

  $225,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  276 Temple Hill Rd Unit 1602, New Windsor, NY 12553

  Coming Soon - Great 1 bedroom, end unit, top floor condo in the lovely Continental Manor Community. More information and photos to come!

  Tremaine Selby Weichert Realtors

  276 Temple Hill Rd Unit 1602, New Windsor, NY 12553
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  $255,500 Sold May 21, 2025

  3 Jennifer Ct, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,076 Sq Ft
  • Built 1881

  Last Sold Summary

  • 2% Below List Price
  • $237/SF
  • 132 Days On Market

  Current Estimated Value $280,607

  Last Listing Agent Win Morrison Win Morrison Realty

  3 Jennifer Ct, New Windsor, NY 12553
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  Est $609,820 Not Listed For Sale

  37 Red Maple Way, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,444 Sq Ft
  • Built 2004

  37 Red Maple Way, New Windsor, NY 12553

  Last Sold Summary

  • 9% Above List Price
  • $229/SF
  • 62 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Joanne Finochio Howard Hanna Rand Realty
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  /20

  $235,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 575 Sq Ft

  24 Quassaick Ave, New Windsor, NY 12553

  This well-maintained and updated 2-bedroom, 1-bath home is truly move-in ready. Situated on a 50 x 100 lot, the property features a functional and inviting front yard, ideal for outdoor enjoyment. The updated kitchen is equipped with stainless steel appliances and offers a practical layout for everyday living. An enclosed front deck, built approximately three years ago, provides additional living

  Jonathon Lee Keller Williams Hudson Valley

  24 Quassaick Ave, New Windsor, NY 12553
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  $320,000 Sold Sep 16, 2025

  505 Barberry Ln Unit 91, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $244/SF
  • 18 Days On Market

  Current Estimated Value $332,685

  Last Listing Agent JOHN SCARANO Keller Williams Realty

  505 Barberry Ln Unit 91, New Windsor, NY 12553
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  Est $682,949 Not Listed For Sale

  11 Lisa Ln, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 3,461 Sq Ft
  • Built 2000

  11 Lisa Ln, New Windsor, NY 12553

  Last Sold Summary

  • $196/SF
  • 61 Days On Market

  Last Sold Price $680,000

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
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  /24

  $479,999

  • 3 Beds
  • 1.5 Baths
  • 1,754 Sq Ft

  629 Twin Arch Rd, Rock Tavern, NY 12575

  Welcome to this beautifully updated raised ranch, where modern style meets effortless functionality. Situated on a prime corner lot, this home is flooded with abundant natural light thanks to its numerous windows and open-concept layout. The main level features a seamless flow between the living and dining areas, perfect for entertaining or quiet evenings at home.The home offers three spacious

  Samantha McCrory Exit Realty Connections

  629 Twin Arch Rd, Rock Tavern, NY 12575
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  $535,000 Sold Aug 27, 2025

  309 Maple Ave, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 2,526 Sq Ft
  • Built 1927

  Last Sold Summary

  • 2% Above List Price
  • $212/SF
  • 47 Days On Market

  Current Estimated Value $555,588

  Last Listing Agent Jennifer Rivera Keller Williams Realty

  309 Maple Ave, New Windsor, NY 12553
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  Est $562,497 Not Listed For Sale

  46 Hillside Ave, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,740 Sq Ft
  • Built 1972

  46 Hillside Ave, New Windsor, NY 12553

  Last Sold Summary

  • 7% Above List Price
  • $302/SF
  • 145 Days On Market

  Last Sold Price $525,300

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty
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  /46

  $965,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 4,834 Sq Ft

  1016 Forest Glen, New Windsor, NY 12553

  Experience refined living in the beautiful Forest Glen community. This impeccably maintained custom built residence showcases timeless elegance paired with modern comfort. From the moment you enter, you are welcomed by sun-drenched living spaces, thoughtfully designed for both sophisticated entertaining and everyday luxury. The main living level offers radiant heated floors and 5 zone surround

  Monica Whitney Exit Realty Connections

  1016 Forest Glen, New Windsor, NY 12553
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  $440,000 Sold Feb 02, 2026

  223 Margo St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,691 Sq Ft
  • Built 1961

  Last Sold Summary

  • 7% Above List Price
  • $260/SF
  • 41 Days On Market

  Current Estimated Value $428,800

  Last Listing Agent Tyler Prokosch John J Lease REALTORS Inc

  223 Margo St, New Windsor, NY 12553
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  Est $806,915 Not Listed For Sale

  1016 Rolling Ridge, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,962 Sq Ft
  • Built 2005

  1016 Rolling Ridge, New Windsor, NY 12553

  Last Sold Summary

  • 1% Below List Price
  • $275/SF
  • 24 Days On Market

  Last Sold Price $815,000

  Last Listing Agent Sharon Salameh BHHS River Towns Real Estate
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  /33

  $850,000 Pre-Foreclosure

  • 5 Beds
  • 4 Baths
  • 4,366 Sq Ft

  1010 Pine View, New Windsor, NY 12553

  Tucked away on a private street within the desirable Forest Glen community, this tastefully updated 5-bedroom, 4-bath modern Colonial offers the perfect balance of privacy, space, and convenience—just 6 minutes to the Salisbury/Cornwall Metro-North station and moments from major shopping and everyday amenities. Set on a beautifully level and fenced 0.51-acre property, the home features an

  Samuel Berek Serhant LLC

  1010 Pine View, New Windsor, NY 12553
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  $375,000 Sold Dec 23, 2025

  9 Louise Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft
  • Built 1974

  Last Sold Summary

  • 23% Below List Price
  • $214/SF
  • 223 Days On Market

  Current Estimated Value $396,861

  Last Listing Agent JoCATENA HARGROVE Century 21 Hudson Valley Rlty.

  9 Louise Dr, New Windsor, NY 12553
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  Est $687,588 Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 2.5 Baths
  • 3,388 Sq Ft
  • Built 2002

  Unlisted Address

  Last Sold Summary

  • 37% Above List Price
  • $148/SF
  • 33 Days On Market

  Last Sold Price $502,000

  Last Listing Agent Erin Connolly Artisan Realty
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  /33

  $769,967 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,516 Sq Ft

  50 Waterview Terrace, New Windsor, NY 12553

  Panoramic and spectacular Beaver Dam views from your beautiful Trex deck make every day of every season your own piece paradise!! 358' of lakefront make this one of the best lakefront properties anywhere! Oh yeah - the house - well that's awesome too. Lake views from almost every room, large kitchen with nook and double pantries, open family room with fireplace and turret style room full of

  Penny Alper Your Move Matters LLC

  50 Waterview Terrace, New Windsor, NY 12553
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  $208,000 Sold Dec 08, 2025

  Lot 1 Bethlehem Rd, New Windsor, NY 12553

  • Land
  • 1.52 Acres
  • $136,842 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 348 Days On Market

  Last Listing Agent Shawn Larry SHAHAR Management LLC

  Lot 1 Bethlehem Rd, New Windsor, NY 12553
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  Est $712,783 Not Listed For Sale

  1008 Pine View, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 2,242 Sq Ft
  • Built 2001

  1008 Pine View, New Windsor, NY 12553

  Last Sold Summary

  • 3% Below List Price
  • $328/SF
  • 31 Days On Market

  Last Sold Price $735,000

  Last Listing Agent Virginia Corbett eXp Realty
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  /35

  $549,999

  • 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

  Waldina Almazan RE/MAX Benchmark Realty Group

  129 Vails Gate Heights Dr, New Windsor, NY 12553
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  $525,000 Sold Aug 22, 2025

  491 Toleman Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2.5 Baths
  • 1,838 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $286/SF
  • 20 Days On Market

  Current Estimated Value $539,634

  Last Listing Agent Jacqueline Manzolillo-Blais Keller Williams Realty

  491 Toleman Rd, Rock Tavern, NY 12575
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  Est $711,068 Not Listed For Sale

  1047 Rolling Ridge, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,714 Sq Ft
  • Built 2005

  1047 Rolling Ridge, New Windsor, NY 12553

  Last Sold Summary

  • 26% Above List Price
  • $208/SF
  • 29 Days On Market

  Last Sold Price $565,000

  Last Listing Agent Dean Nugent Mary Jane Pastor Realty
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  /22

  $234,900

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft

  201 Brittany Terrace, Rock Tavern, NY 12575

  Luxurious home located in the highly sought after Brittany Terrace community in Rock Tavern. Rare unit in this 55 plus community with a one car attached garage! Beautiful 2 bedroom home with a den/sitting room close to 1,700 square feet. The home is in excellent condition, meticulously maintained. Corner lot with two driveways, 2 porches, attached garage (garage has a side door to outside too)

  Sandra Spector Howard Hanna Rand Realty

  201 Brittany Terrace, Rock Tavern, NY 12575
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  $238,000 Sold Mar 31, 2026

  810 Blooming Grove Turnpike Unit 36, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Above List Price
  • $189/SF
  • 13 Days On Market

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  810 Blooming Grove Turnpike Unit 36, New Windsor, NY 12553
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  Est $841,106 Not Listed For Sale

  1021 Rolling Ridge, New Windsor, NY 12553

  • 5 Beds
  • 3 Baths
  • 3,232 Sq Ft
  • Built 2004

  1021 Rolling Ridge, New Windsor, NY 12553

  Last Sold Summary

  • 12% Above List Price
  • $232/SF
  • 61 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
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  /35

  $469,000 Open House 4/12

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  335 Oak Dr, New Windsor, NY 12553

  Charming, well-maintained Colonial located in the sought-after Beaver Dam Lake Community. The home provides Lake Rights, Private Beach access, community center and park area. The home features 3 bedrooms including a large primary and two additional bedrooms with water views. Cozy living room with a working fireplace and a feature wall that is great for entertaining. Kitchen has granite

  Michael Scimeca Howard Hanna Rand Realty

  335 Oak Dr, New Windsor, NY 12553
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  $380,000 Sold Dec 01, 2025

  5 Buttermilk Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Above List Price
  • $224/SF
  • 0 Days On Market

  Current Estimated Value $391,758

  Last Listing Agent Federico Prada RE/MAX Benchmark Realty Group

  5 Buttermilk Dr, New Windsor, NY 12553
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  Est $404,382 Not Listed For Sale

  705 Driftwood Ln, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 2,028 Sq Ft
  • Built 1998

  705 Driftwood Ln, New Windsor, NY 12553

  Last Sold Summary

  • 23% Above List Price
  • $163/SF
  • 14 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Desiree Beecham River Realty Services, Inc.
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  /28

  $245,000 Pending

  • 1 Bed
  • 1 Bath
  • 1,026 Sq Ft

  276 Temple Hill Rd Unit 1506, New Windsor, NY 12553

  Welcome to this bright and inviting Junior 4 condominium, offering a flexible layout that includes one bedroom plus an additional room that can easily function as a home office, den, or guest space. Situated on the second floor, this home provides 1,026 sq. ft. of thoughtfully designed living space, featuring a stunning eat-in kitchen, a spacious living area with new luxury vinyl plank flooring,

  Virginia Corbett eXp Realty

  276 Temple Hill Rd Unit 1506, New Windsor, NY 12553
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  $380,000 Sold Jan 16, 2026

  3 Saint Anne Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft
  • Built 1959

  Last Sold Summary

  • 5% Below List Price
  • $273/SF
  • 104 Days On Market

  Current Estimated Value $386,204

  Last Listing Agent Penny Alper Your Move Matters LLC

  3 Saint Anne Dr, New Windsor, NY 12553
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  Est $381,700 Not Listed For Sale

  175 Highwood Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,672 Sq Ft
  • Built 1995

  175 Highwood Dr, New Windsor, NY 12553

  Last Sold Summary

  • 11% Above List Price
  • $206/SF
  • 99 Days On Market

  Last Sold Price $345,000

  Last Listing Agent Melissa Forsyth Hudson Valley Home Connection
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  /40

  $537,999

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  105 Shaker Ct N, New Windsor, NY 12553

  Tucked away on a quiet cul-de-sac in the sought-after Butter Hill Estates of New Windsor, this lovingly cared for home offers the kind of warmth and comfort you feel the moment you arrive. With easy access to NYC via Route 9W and the Palisades Parkway, it strikes the perfect balance between peaceful Hudson Valley living and everyday convenience. Adding to its charm, the home offers beautiful

  Rebecca Bonhomme Howard Hanna Rand Realty

  105 Shaker Ct N, New Windsor, NY 12553
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  $256,000 Sold Sep 18, 2025

  8 E Green Rd, Rock Tavern, NY 12575

  • 5 Beds
  • 2 Baths
  • 1,962 Sq Ft
  • Built 1947

  Last Sold Summary

  • 14% Below List Price
  • $130/SF
  • 47 Days On Market

  Current Estimated Value $261,019

  Last Listing Agent Joy Gallagher Weichert Realtors

  8 E Green Rd, Rock Tavern, NY 12575
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  Est $421,221 Not Listed For Sale

  609 Crab Apple Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,190 Sq Ft
  • Built 1993

  609 Crab Apple Ln, New Windsor, NY 12553

  Last Sold Summary

  • 8% Above List Price
  • $178/SF
  • 29 Days On Market

  Last Sold Price $389,900

  Last Listing Agent Diane Blanton Howard Hanna Rand Realty
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  /25

  $550,000

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

  600 Twin Arch Rd, Rock Tavern, NY 12575

  This beautiful move-in ready home at 600 Twin Arch sits on a large lot of 1.3 acre. It features a bright living room, a kitchen with an eating area, a full bathroom, a master bedroom, and two more bedrooms. The finished basement adds extra space with another bedroom, a family room, a small kitchen, and an additional bathroom. There is also a one-car garage. This spacious property offers plenty of

  Aron Ungar eRealty Advisors, Inc

  600 Twin Arch Rd, Rock Tavern, NY 12575
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  $260,000 Sold Mar 19, 2026

  276 Temple Hill Rd Unit 2604, New Windsor, NY 12553

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

  Last Sold Summary

  • 4% Above List Price
  • $221/SF
  • 30 Days On Market

  Last Listing Agent Jahnny Crespo RE/MAX Town & Country

  276 Temple Hill Rd Unit 2604, New Windsor, NY 12553
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  Est $393,913 Not Listed For Sale

  187 Highwood Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 1995

  187 Highwood Dr, New Windsor, NY 12553

  Last Sold Summary

  • 6% Above List Price
  • $161/SF
  • 36 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Marilynn Shultz BHHS Hudson Valley Properties
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  /40

  $479,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  1210 Hawthorn Way, New Windsor, NY 12553

  Just turn the key and move right into this meticulously maintained 3 bedroom 2.5 bath home at The Grove. 1 Year home warranty included! This elegant & bright home offers sophisticated living with features such as hardwood floors and central A/C. Featuring an enormous eat-in kitchen which is a chef's dream. It's equipped with stainless steel appliances, which include a new LG fridge 1/2026,

  Elsie Nunez Keller Williams Realty

  1210 Hawthorn Way, New Windsor, NY 12553
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  $508,000 Sold Aug 15, 2025

  12 Truex Cir, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,874 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Below List Price
  • $271/SF
  • 57 Days On Market

  Current Estimated Value $518,137

  Last Listing Agent Deborah Meurlin Exit Realty Connections

  12 Truex Cir, New Windsor, NY 12553
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  Est $342,886 Not Listed For Sale

  502 Bayberry Ct, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft
  • Built 1993

  502 Bayberry Ct, New Windsor, NY 12553

  Last Sold Summary

  • 7% Above List Price
  • $261/SF
  • 5 Days On Market

  Last Sold Price $319,000

  Last Listing Agent Colin Seitz RE/MAX Benchmark Realty Group
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  /21

  $139,000

  • 1 Bed
  • 1 Bath
  • 750 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

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