New Windsor, NY Homes

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  /36

  $480,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  1 Townsend St, New Windsor, NY 12553

  Welcome to 1 Townsend Street, a well-maintained raised ranch set on a quiet cul-de-sac along a private road in New Windsor. This spacious four-bedroom, two-and-a-half-bath home offers the perfect blend of comfort, updates, and convenience within the highly sought-after Cornwall School District. The main level features a bright open layout with new flooring and a large kitchen appointed with

  

  Ammar Iqbal

  eXp Realty

  (845) 516-9130

  1 Townsend St, New Windsor, NY 12553
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  /30

  $2,250 per month

  • 3 Beds
  • 1 Bath
  • 806 Sq Ft
  • House for Rent

  2 Mertes Ln, New Windsor, NY 12553

  Cozy 3-bedroom cape cod located in New Windsor near shopping, schools, parks and transportation. Hardwood floors throughout both floors. Extra-large bathroom, bedroom, eat in kitchen and living room on the 1st floor and 2 additional bedrooms with plenty of closet space. The lower walk out level has a laundry room, utility area plus 2 storage rooms. The driveway was just paved this year and there

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 605-7625

  2 Mertes Ln, New Windsor, NY 12553
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  $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 $296,185

  Last Listing Agent Arafat Ibrahim AI Realty Brokerage LLC

  512 Riley Rd, New Windsor, NY 12553
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  /5

  Est $222,378 Not Listed For Sale

  32 Beaverbrook Rd, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,064 Sq Ft
  • Built 1950

  32 Beaverbrook Rd, New Windsor, NY 12553

  Last Sold Summary

  • 31% Above List Price
  • $160/SF
  • 14 Days On Market

  Last Sold Price $170,000

  Last Listing Agent Kelly Sharifipour Darby Real Estate of New York Inc
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  /29

  $495,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,319 Sq Ft

  16 Faye Ave, New Windsor, NY 12553

  Welcome to 16 Fay Avenue — a spacious and turnkey 4-bedroom, 2-full bath home that was completely renovated 2020. Major updates include a new roof (2020), new heating system (2020), new water heater (2020), new deck (2020) new kitchen (2020), and bathroom (2020) offering modern comfort and peace of mind for years to come.The home features a permitted finished basement with its own private

  

  Alexandra Zinko

  Century 21 Realty Center

  (845) 630-1893

  16 Faye Ave, New Windsor, NY 12553
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  /16

  $3,450 per month

  Hudson Commons

  3 Beds

  11 Lafayette Dr, New Windsor Township, NY 12553

  Welcome to Hudson Commons, a centrally located community where light filled open layouts are paired with a naturally inspired landscape. Our apartments are clean, modern and one of a kind. Call today to schedule a tour!

  11 Lafayette Dr, New Windsor Township, NY 12553
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  $630,000 Sold May 08, 2025

  2101 Patriots Ct, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $277/SF
  • 49 Days On Market

  Current Estimated Value $670,241

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

  2101 Patriots Ct, New Windsor, NY 12553
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  Est $739,228 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

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

  Last Sold Price $710,000

  Last Listing Agent Paul Biagini Biagini Realty
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  /25

  $679,900 Pending

  • 5 Beds
  • 2.5 Baths
  • 3,538 Sq Ft

  74 Red Maple Way, New Windsor, NY 12553

  Welcome to 74 Red Maple Way at Windsor Woods, one of New Windsor’s premier cul-de-sac communities. At this stuning home elegance, comfort, and modern sophistication come together to create more than just a house—it’s a lifestyle. Step inside and you’ll be greeted by soaring ceilings, gleaming hardwood floors, and natural light pouring through oversized windows. The open-concept design flows

  

  Randolph Rogers

  eXp Realty

  (845) 712-4003

  74 Red Maple Way, New Windsor, NY 12553
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  /19

  $2,500 per month

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

  2342 New York 32 Unit 1, New Windsor, NY 12553

  VERY SPACIOUS 3 bedroom, 1 bath rental in the Cornwall School District! Heat, hot water, water/sewer, trash/recycling, and lawn care are all included in the rent! Tenant only pays for own electric. This 2nd floor apartment has its own private entrance around the back of the building and offers 1500 square feet of space and storage galore. Includes 2 parking spots and laundromat is right down the

  Jennifer Gold RE/MAX Benchmark Realty Group

  2342 New York 32 Unit 1, New Windsor, NY 12553
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  $405,000 Sold Aug 19, 2025

  6 Park Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1958

  Last Sold Summary

  • 8% Above List Price
  • $368/SF
  • 16 Days On Market

  Current Estimated Value $399,257

  Last Listing Agent Federico Prada RE/MAX Benchmark Realty Group

  6 Park Hill Dr, New Windsor, NY 12553
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  Est $787,848 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

  • 6% Above List Price
  • $274/SF
  • 138 Days On Market

  Last Sold Price $744,000

  Last Listing Agent Theresa Budich Howard Hanna Rand Realty
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  /22

  $134,900

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft

  10 Oakwood Terrace Unit 110, New Windsor, NY 12553

  Top floor, Spacious and sun-filled 1-bedroom, 1-bath end unit co-op offering 960 square feet of comfortable living. Located in a well-maintained complex, this corner unit features a private balcony, ideal for relaxing or entertaining. Enjoy access to a community pool and beautifully landscaped grounds, all within a quiet neighborhood setting. A commuter’s dream just minutes from both I-84 and

  

  RoseMarie Christner

  Stepping Stone Realty

  (845) 316-0718

  10 Oakwood Terrace Unit 110, New Windsor, NY 12553
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  /35

  $607 - $1,879 per month

  Temple Hill Apartments

  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

  3000 Nicholas Brooks Ct, New Windsor, NY 12553
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  $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 $365,044

  Last Listing Agent Matthew O'Hare Coldwell Banker Realty

  520 Shore Dr, New Windsor, NY 12553
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  Est $161,000 Not Listed For Sale

  10 Oakwood Terrace Unit 115, New Windsor, NY 12553

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

  10 Oakwood Terrace Unit 115, New Windsor, NY 12553

  Last Sold Summary

  • 18% Above List Price
  • $171/SF
  • 22 Days On Market

  Last Sold Price $137,000

  Last Listing Agent Linda Chevallier RE/MAX Benchmark Realty Group
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  /37

  $499,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  1974 New York 32, New Windsor, NY 12553

  **Located in the desirable Cornwall Central School District, move right into this 3 br, 2.5 bath raised ranch offering over 2,000 square feet of comfortable space on 2 acres of privacy.** Newly built in 2013, step inside to soaring vaulted ceilings in the sun-filled living room, gleaming hardwood floors, and a cozy wood stove in the basement for added warmth. The open-concept kitchen impresses

  

  Joan Wortmann

  Weichert Realtors

  (845) 458-8473

  1974 New York 32, New Windsor, NY 12553
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  /16

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft
  • Condo for Rent

  276 Temple Hill Rd Unit 2215, New Windsor, NY 12553

  Welcome... this first-floor unit with private entrance is available immediately. The unit has been freshly painted and perfectly maintained. This condo offers an oversized living room, washer and dryer within the unit, master bedroom with a walk-in closet, balcony off second bedroom, updated bathroom, galley kitchen and central air. The complex provides a pool and playground as well as two

  Charlotte Westhausser Curasi Realty, Inc.

  276 Temple Hill Rd Unit 2215, New Windsor, NY 12553
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  $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 $611,286

  Last Listing Agent Erin Connolly Artisan Realty

  561 Toleman Rd, Rock Tavern, NY 12575
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  Est $161,000 Not Listed For Sale

  10 Oakwood Terrace Unit 86, New Windsor, NY 12553

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

  10 Oakwood Terrace Unit 86, New Windsor, NY 12553

  Last Sold Summary

  • 34% Above List Price
  • $160/SF
  • 35 Days On Market

  Last Sold Price $120,000

  Last Listing Agent Steve Moreau Tactical Realty LLC
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  /11

  $72,000

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  2 Mazies Ln Unit 3, New Windsor, NY 12553

  Welcome to an exceptional opportunity at 2 Mazies Lane, Lot #3. Located in the desirable Cornwall Park Community, offering a low lot rent of approximately $966. This fee conveniently includes school and property taxes, trash removal, road snow removal, and maintenance making it an ideal choice for those seeking a hassle-free lifestyle. Featuring a brand-new kitchen adorned with elegant granite

  

  Omar Harper

  Epique Realty

  (845) 957-9104

  2 Mazies Ln Unit 3, New Windsor, NY 12553
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  /35

  $1,685 - $2,435 per month

  Mountainview Village

  Studio - 2 Beds

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

  Welcome to Mountainview Village Qualified applicants may be eligible for a reduced security of $500. Mountain View Village is a serene and inviting community nestled on 10 acres of beautifully landscaped grounds with stunning mountain views. Located just minutes from the vibrant Newburgh waterfront, Stewart National Airport, and the world-renowned Woodbury Commons Premium

  2201 Vails Gate Heights Dr, New Windsor Township, NY 12553
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  $390,000 Sold Aug 29, 2025

  1 Garden Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,305 Sq Ft
  • Built 1953

  Last Sold Summary

  • 4% Above List Price
  • $299/SF
  • 14 Days On Market

  Current Estimated Value $386,067

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  1 Garden Dr, New Windsor, NY 12553
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  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

  • $110/SF
  • 90 Days On Market

  Last Sold Price $135,000

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
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  /49

  $859,000

  • 4 Beds
  • 2.5 Baths
  • 3,206 Sq Ft

  75 Luthien Forrest Rd, Rock Tavern, NY 12575

  A grand entryway welcomes you into the main level, where a thoughtfully designed layout offers both openness and versatility. The inviting family room greets you upon entry, while a formal dining room provides the perfect setting for gatherings and celebrations. A dedicated home office offers a quiet workspace, and the convenient laundry room adds to the home’s practicality. The spacious kitchen

  

  Franky Garcia

  Howard Hanna Rand Realty

  (329) 201-2515

  75 Luthien Forrest Rd, Rock Tavern, NY 12575
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  /15

  $1,850 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  3144 Route 9w Unit 3, New Windsor, NY 12553

  Location, Location, Location, ideal New Windsor location perfect spot for easy commute and access to everything. Close to access to highways, shopping, restaurants, Newburgh Waterfront for entertainment and dining, beacon bridge, metro north, NJ transit etc. Fully renovated 2 bedroom second floor unit. Beautiful white kitchen with tons of cabinet and counter space and dining area. Two nice sized

  Sandra Spector Howard Hanna Rand Realty

  3144 Route 9w Unit 3, New Windsor, NY 12553
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  $230,000 Sold Apr 21, 2025

  59 Myrtle Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,452 Sq Ft
  • Built 1947

  Last Sold Summary

  • 19% Below List Price
  • $158/SF
  • 119 Days On Market

  Current Estimated Value $248,382

  Last Listing Agent Karen Briscoe-Reed KW MidHudson

  59 Myrtle Ave, New Windsor, NY 12553
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  Not Listed For Sale

  18 Square Hill Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • Built 2005

  18 Square Hill Rd, New Windsor, NY 12553

  Last Sold Summary

  • $76/SF
  • 32 Days On Market

  Last Sold Price $108,000

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
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  /48

  $869,000 Pending

  • 6 Beds
  • 5 Baths
  • 4,522 Sq Ft

  100 Pleasant Hill Rd, New Windsor, NY 12553

  Nestled in the heart of Mountainville, this historic and exceptional carriage house seamlessly blends 1850’s charm with modern amenities. The property boasts original timber beams and hand-painted murals dating back to the early 1900s, offering a glimpse into its storied past. Enjoy breathtaking vistas of the surrounding mountains from multiple vantage points around the property. There are 3

  

  Jade Oliverio

  Howard Hanna Rand Realty

  (845) 595-4967

  100 Pleasant Hill Rd, New Windsor, NY 12553
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  /20

  $1,460 - $2,260 per month

  Old Forge

  Studio - 3 Beds

  336 Old Forge Hill Rd, New Windsor Township, NY 12553

  Located in historic New Windsor, NY, Old Forge Apartments has much to offer! We are close to local shopping, restaurants, and mass transit. Our apartments are spacious with updated features, laundry faculties in each building, on site parking, and 24 hour emergency maintenance. We are located in the Newburgh Enlarged City School District. Come visit to see all of the conveniences of living at Old

  336 Old Forge Hill Rd, New Windsor Township, NY 12553
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  $700,000 Sold Aug 28, 2025

  2044 Independence Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft
  • Built 2005

  Last Sold Summary

  • $249/SF
  • 21 Days On Market

  Current Estimated Value $714,972

  Last Listing Agent Tracy Dickerson Keller Williams Hudson Valley

  2044 Independence Dr, New Windsor, NY 12553
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  Est $355,607 Not Listed For Sale

  64 Agnes Rd, New Windsor, NY 12553

  64 Agnes Rd, New Windsor, NY 12553

  Last Sold Summary

  • 1,992% Above List Price
  • 176 Days On Market

  Last Sold Price $17,000

  Last Listing Agent Amberlee Royster John J Lease REALTORS Inc
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  /39

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  114 Chestnut Dr, New Windsor, NY 12553

  Picture-perfect 3 bedroom, 2 full bath Cape in Lacey Field. Known for its welcoming community and convenient location, Lacey Field is one of the most loved neighborhoods in New Windsor. This home features beautiful hardwood floors throughout and is filled with incredible natural light, creating a warm and inviting atmosphere in every room. The thoughtfully updated kitchen offers a clean, modern

  

  Jade Oliverio

  Howard Hanna Rand Realty

  (845) 957-7890

  114 Chestnut Dr, New Windsor, NY 12553
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  /12

  $1,600 per month

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

  63 Kenwood Dr, New Windsor, NY 12553

  Squire Village - 1 Bedroom rental on second floor in condo complex in New Windsor. Living room, dining area, galley kitchen, very generous sized bedroom with double closets; and full bathroom. Hardwood floors throughout. Heat & hotwater included. Laundry room available in complex. Quiet location in rear of complex with plenty of natural light. Parking lot is adjacent to the building with ample

  Donna Brunell RE/MAX Benchmark Realty Group

  63 Kenwood Dr, New Windsor, NY 12553
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  $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 $280,122

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  45 Clancy Ave, New Windsor, NY 12553
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  Not Listed For Sale

  253 Station Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • Built 2024

  253 Station Rd, Rock Tavern, NY 12575

  Last Sold Summary

  • $234/SF
  • 54 Days On Market

  Last Sold Price $679,900

  Last Listing Agent Paul Biagini Biagini Realty
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  /28

  $405,000

  • 3 Beds
  • 1.5 Baths
  • 1,331 Sq Ft

  9 Hill View Rd, New Windsor, NY 12553

  Located in the desirable Washingtonville School District, this charming 3-bedroom, 1.5-bath ranch perfectly sits on a quiet dead-end street and just steps from Beaver Dam Lake in New Windsor. This sun-drenched home offers effortless single-level living with an open-concept layout and stylish finishes, including oak cabinetry, granite-topped islands, and durable flooring throughout. Recent

  Neeta Gupta Redfin Real Estate

  9 Hill View Rd, New Windsor, NY 12553
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  /20

  $1,600 - $1,800 per month

  Squire Village Apartments

  1 Bed

  1 On the Green, New Windsor Township, NY 12553

  UNDER NEW OWNERSHIP!!! Squire Village Apartments is located in Squire Village Condominium Community in the beautiful Hudson Valley region of New York. We are minutes from Newburgh waterfront, Orange County Community College, Mount Saint Mary College, Stewart Airport, West Point and St. Luke's Hospital. There are two train stations located nearby and it is only a short 90 minute commute to NYC.

  1 On the Green, New Windsor Township, NY 12553
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  $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
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  Est $348,204 Not Listed For Sale

  256 Quassaick Ave Unit 33, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft
  • Built 1991

  256 Quassaick Ave Unit 33, New Windsor, NY 12553

  Last Sold Summary

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

  Last Sold Price $320,000

  Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group

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