New Windsor Township, NY Homes

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  /25

  $709,900

  • 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) 413-2984

  74 Red Maple Way, New Windsor, NY 12553
• Explore New Windsor Township

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  /28

  $2,350 per month

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Condo for Rent

  1024 Washington Green, New Windsor, NY 12553

  Rent this Penthouse end unit at desirable Washington Green and enjoy this wonderful community. Primary suite has walk-in closet and private bath. Main bath has the stackable washer / dryer. The large living with gas corner fireplace, vaulted ceilings and access to the "juliette balcony" deck is combined with the dining room and galley kitchen with breakfast counter to create the "Great room"

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 572-1824

  1024 Washington Green, New Windsor, NY 12553
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  $208,000 Sold Dec 08, 2025

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

  • 348 Days On Market

  Lot 6 Bethlehem Rd, New Windsor, NY 12553

  APPROVED BUILDING LOTS *** Great location!!! Build Your Dream Home in the Town of New Windsor with Cornwall Schools! This engineered building lot sits on 2.13 acres and is ready to be developed so you can make your dreams a reality. Easy access for commuting, shopping, restaurants, etc. Close to major highways and transportation, yet private enough to enjoy a peaceful retreat.

  Shawn Larry SHAHAR Management LLC

  Lot 6 Bethlehem Rd, New Windsor, NY 12553
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  Est $311,379 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,270 Sq Ft

  255 Walsh Ave, New Windsor, NY 12553

  255 Walsh Ave, New Windsor, NY 12553
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  /31

  $599,999

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

  561 Toleman Rd, Rock Tavern, NY 12575

  This expansive Colonial home offers over 3,200+ sq ft of beautifully maintained living space, nestled on a peaceful 1.80-acre lot in the sought-after Rock Tavern area of New Windsor! Lovingly cared for and on the market for the first time, this home blends charm, comfort, and functional living — perfect for everyday enjoyment or entertaining guests. Large Living Room with French doors leading to

  

  Erin Connolly

  Artisan Realty

  (845) 456-8813

  561 Toleman Rd, Rock Tavern, NY 12575
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  /16

  $2,700 - $3,250 per month

  Hudson Commons

  2 - 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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  $208,000 Sold Dec 08, 2025

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

  • 348 Days On Market

  Lot 1 Bethlehem Rd, New Windsor, NY 12553

  Great location to Build Your Dream Home in the Town of New Windsor with Cornwall Schools! This engineered building lot sits on 1.52 acres and is ready to be developed so you can make your dreams a reality. Easy access for commuting, shopping, restaurants, etc. Close to major highways and transportation, yet private enough to enjoy a peaceful retreat.

  Shawn Larry SHAHAR Management LLC

  Lot 1 Bethlehem Rd, New Windsor, NY 12553
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  Est $707,052 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  505 Toleman Rd, Rock Tavern, NY 12575

  505 Toleman Rd, Rock Tavern, NY 12575
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  /42

  $445,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  18 Stonecrest Dr, New Windsor, NY 12553

  This comfortable 3 bedroom 2 bath ranch on a quiet residential street with a spacious half acre level lot; perfect for pets, holiday football games, or your own organic garden! This home was just renovated and features gleaming hardwood floors throughout. The beautiful vaulted ceiling, recessed lighting, and bay window in the living room add lots of contemporary flair. The kitchen boasts white

  

  Inna Sobel

  Atelier Properties LLC

  (845) 506-8120

  18 Stonecrest Dr, New Windsor, NY 12553
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  /7

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 1,260 Sq Ft
  • Apartment for Rent

  19 Columbus St Unit 2, New Windsor, NY 12553

  Welcome to this bright and comfortable 1-bedroom, 1-bath upstairs unit, offering convenience and privacy in a prime location. The home features vinyl flooring throughout, a full bath with a bathtub, and a private back deck that leads to a fully fenced backyard, perfect for relaxing or enjoying outdoor space.Located within walking distance to shops, schools, and local eateries, this unit

  Vincent Reda Keller Williams Realty

  19 Columbus St Unit 2, New Windsor, NY 12553
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  $555,000 Sold Dec 08, 2025

  • 3,012 Sq Ft
  • $184/SF
  • 109 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1989

  17 Purdys Ln, New Windsor, NY 12553

  Welcome to 17 Purdy Lane, a spacious and well-maintained raised ranch set on a full acre in the town of New Windsor, within the Cornwall Central School District. With over 3,000 square feet of living space, this home offers a comfortable layout with plenty of room to relax, entertain, or work from home. Inside, you’ll find four generously sized bedrooms, two and a half bathrooms, and a finished

  Kristen Velez RE/MAX Benchmark Realty Group

  17 Purdys Ln, New Windsor, NY 12553
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  Est $752,905 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,720 Sq Ft

  38 Swan Hollow Rd, New Windsor, NY 12553

  38 Swan Hollow Rd, New Windsor, NY 12553
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  /22

  $155,000

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft

  10 Oakwood Terrace Unit 110, New Windsor, NY 12553

  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 I-87, offering

  

  RoseMarie Christner

  Stepping Stone Realty

  (845) 316-0718

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

  $589 - $1,756 per month

  Temple Hill Apartments

  1 - 2 Beds

  1000 Nicholas Brooks Ct, New Windsor Township, 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

  1000 Nicholas Brooks Ct, New Windsor Township, NY 12553
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  $289,000 Sold Dec 08, 2025

  • 1,296 Sq Ft
  • $223/SF
  • 35 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  276 Temple Hill Rd Unit 1704, New Windsor, NY 12553

  Welcome to this lovingly maintained 2-bedroom, 1.5-bath townhouse-style home located in the heart of New Windsor. With 1,296 square feet of warm and inviting living space, this home offers comfort, charm, and a low-maintenance lifestyle in a desirable community. This is one of the few homes in the neighborhood that features three private outdoor spaces. Enjoy a welcoming front porch, an upper

  Virginia Corbett eXp Realty

  276 Temple Hill Rd Unit 1704, New Windsor, NY 12553
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  Est $169,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  10 Oakwood Terrace Unit 50, New Windsor, NY 12553

  10 Oakwood Terrace Unit 50, New Windsor, NY 12553
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  /30

  $495,000 Open Sun 1PM - 3PM

  • 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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  /24

  $2,900 per month

  • 3 Beds
  • 1.5 Baths
  • 1,328 Sq Ft
  • House for Rent

  853 Little Britain Rd, New Windsor, NY 12553

  Welcome to this spacious 3-bedroom, 1 and 1 1/2 bath house in New Windsor N.Y. Conveniently located close to shopping and major commuter highways. Large property and extra-large driveway for additional parking, plus attached garage with excellent storage space. NO PETS ALLOWED. Tenant pays all utilities. Schedule an appointment today!

  Laura Henion Coldwell Banker Realty

  853 Little Britain Rd, New Windsor, NY 12553
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  $210,000 Sold Dec 08, 2025

  • Land
  • 2.41 Acres
  • $87,137 per Acre

  • 348 Days On Market

  Lot 7 Bethlehem Rd, New Windsor, NY 12553

  APPROVED BUILDING LOTS *** Great location!!! Build Your Dream Home on 2.41 acres in the Town of New Windsor with Cornwall Schools! This engineered building lot has a well in place and is ready for you to make your dreams a reality. Easy access for commuting, shopping, restaurants, etc. Close to major highways and transportation, yet private enough to enjoy a peaceful retreat.

  Shawn Larry SHAHAR Management LLC

  Lot 7 Bethlehem Rd, New Windsor, NY 12553
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  Est $169,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  10 Oakwood Terrace Unit 115, New Windsor, NY 12553

  10 Oakwood Terrace Unit 115, New Windsor, NY 12553
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  /36

  $650,000

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

  282 Tamerisk Ln, New Windsor, NY 12553

  Stunning Hudson River Retreat at Plum Point on HudsonExperience the ultimate in luxury living with this extraordinary 3-level home offering unrivaled Hudson River views from every floor. With over 3,100 sq ft of impeccably designed interior space plus 800 sq ft of expansive decks, this residence was crafted with a custom-designed floor plan, high-end moldings throughout, and walls of windows

  

  Rebecca Bank

  Keller Williams Realty

  (845) 448-8428

  282 Tamerisk Ln, New Windsor, NY 12553
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  /35

  $1,685 - $2,835 per month

  Mountainview Village

  1 - 3 Beds

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

  Welcome to Mountainview Village ***Open House this Thursday Evening, December 11th, From 4pm to 7pm***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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  $559,000 Sold Dec 05, 2025

  • 1,908 Sq Ft
  • $293/SF
  • 41 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1966

  14 Cimorelli Dr, New Windsor, NY 12553

  Charming 4-Bedroom Colonial on Quiet Cul-de-Sac with Dream Backyard Tucked away at the end of a quiet cul-de-sac, this beautifully updated 4-bedroom, 2-bath Colonial offers the perfect blend of charm, comfort, and functionality. Renovated in 2012 and meticulously cared for, this move-in ready gem is just minutes from town, shopping, and all local conveniences. Step into a bright and welcoming

  Eva Kusmierek eXp Realty

  14 Cimorelli Dr, New Windsor, NY 12553
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  Est $169,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  10 Oakwood Terrace Unit 86, New Windsor, NY 12553

  10 Oakwood Terrace Unit 86, New Windsor, NY 12553
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  /44

  $699,999 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,512 Sq Ft

  323 Sycamore Dr, New Windsor, NY 12553

  Welcome to 323 Sycamore Dr., a spacious colonial in New Windsor offering comfort, versatility, and modern efficiency. The heart of the home is the beautifully renovated kitchen featuring granite countertops, stainless steel appliances, a large island, and seamless flow into the living room—perfect for entertaining. The finished basement provides abundant bonus space ideal for an office, workshop,

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (845) 516-9290

  323 Sycamore Dr, New Windsor, NY 12553
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  /7

  $3,000 per month

  • 3 Beds
  • 1 Bath
  • 1,106 Sq Ft
  • House for Rent

  1183 State Route 94, New Windsor, NY 12553

  Find comfort and convenience in this updated 3 nice spacious bedroom, 1 bath home located in a highly sought-after area, with heat, hot water and electric included. Enjoy bright living spaces, a practical layout, and a welcoming atmosphere that suits a variety of lifestyles. Close to shopping, dining and everyday essentials. Quick access to major commute routes. A solid home in a great location.

  Katherine Gordon YOUR AMERICAN DREAM HOME REALTY

  1183 State Route 94, New Windsor, NY 12553
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  $485,000 Sold Dec 05, 2025

  • 1,731 Sq Ft
  • $280/SF
  • 19 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1941

  117 Holly Dr, New Windsor, NY 12553

  Charming 3-Bedroom Cape Cod in New Windsor's sought-after Lacey Field neighborhood filled with character and charm, set on a beautiful ½-acre lot offering all municipal services and a prime commuter location, this home combines timeless style with modern updates. Inside, you’ll find classic features including hardwood floors, built in bookcases and corner cabinet, crown molding, dormer

  Gina De Cerbo RE/MAX Benchmark Realty Group

  117 Holly Dr, New Windsor, NY 12553
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  93 Riley Rd, New Windsor, NY 12553

  93 Riley Rd, New Windsor, NY 12553
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  /33

  $439,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,746 Sq Ft

  20 Cedar Ln, New Windsor, NY 12553

  Charming Raised Ranch offering 3 bedrooms, ideally located near schools, shopping, close to waterfront and everyday conveniences. This home features hardwood floors, an open floor plan, and a backyard for outdoor enjoyment. The finished lower level includes a spacious recreational room plus an additional room with a closet, perfect for a home office, guest space, or flex use. An updated heating

  

  Jodi Gillespie

  GILLESPIE REAL ESTATE LLC

  (845) 448-2214

  20 Cedar Ln, New Windsor, NY 12553
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  /25

  $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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  $385,000 Sold Dec 04, 2025

  • 1,720 Sq Ft
  • $224/SF
  • 26 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1955

  2 Knox Dr, New Windsor, NY 12553

  Spacious split-level with a great backyard! This affordable 3 bedroom home is ready for its next chapter, and for the buyer to make it their own! There are 3 bedrooms upstairs, with a full hall bath. The main level has a large living room with an abundance of light streaming through the picture window, and an eat-in kitchen. The finished lower level, with half-bath, would make a great family

  Jade Oliverio Howard Hanna Rand Realty

  2 Knox Dr, New Windsor, NY 12553
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  Not Listed For Sale

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

  18 Square Hill Rd, New Windsor, NY 12553

  18 Square Hill Rd, New Windsor, NY 12553
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  /38

  $515,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  168 Toleman Rd, Washingtonville, NY 10992

  Start your next chapter in this beautifully maintained raised ranch home, perfectly nestled in the scenic Hudson Valley. Set back on a flat, park-like 1-acre property, this home offers the ideal balance of space, comfort, and convenience. The main level welcomes you with a bright, open layout designed for easy living. The spacious living room flows seamlessly into the large kitchen and dining

  

  Christina Rowan

  Howard Hanna Rand Realty

  (329) 217-4498

  168 Toleman Rd, Washingtonville, NY 10992
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  /17

  $3,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Townhouse for Rent

  276 Temple Hill Rd Unit 1207, New Windsor, NY 12553

  This beautifully renovated 3-bed, 2-bath townhome-style condo in the desirable Continental Manor community. From the moment you step inside, you'll notice the updates and the exceptional care that has gone into maintaining this home. This bright and inviting residence features an open-concept main level with modern flooring, fresh paint, and stylish finishes throughout. The renovated kitchen

  Christina Wilger RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 1207, New Windsor, NY 12553
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  $380,000 Sold Dec 03, 2025

  • 1,074 Sq Ft
  • $354/SF
  • 22 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1954

  121 Sycamore Dr, New Windsor, NY 12553

  This three-bedroom, one-bath home offers a wonderful opportunity to create your dream retreat. With hardwood floors throughout and situated on just under half an acre, this property provides a solid foundation and plenty of space to make it your own. A little TLC and fresh paint will truly bring out its charm.Enjoy the benefits of a vibrant lake community with shops, restaurants, and plenty

  Shawn Larry SHAHAR Management LLC

  121 Sycamore Dr, New Windsor, NY 12553
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  Est $387,167 Not Listed For Sale

  64 Agnes Rd, New Windsor, NY 12553

  64 Agnes Rd, New Windsor, NY 12553
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  /33

  $429,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  15 Riley Rd, New Windsor, NY 12553

  Welcome to 15 Riley Road: This delightful residence was fully renovated from top to bottom. Airy open living space with a gorgeous fire place, four bedrooms and two and a half bathrooms, split unit heating and cooling system.Brand new deck to sip coffee or a get together overlooking a great half an acre property!Do not miss this amazing opportunity!

  

  Inna Sobel

  Atelier Properties LLC

  (845) 382-8386

  15 Riley Rd, New Windsor, NY 12553
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  /8

  $484 - $1,129 per month

  Amber Grove

  1 Bed

  1000 Heidi Ct, New Windsor Township, NY 12553

  The Amber Grove New Windsor apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient floor plan, each airy one-bedroom apartment provides the perfect solution for comfortable senior living.

  1000 Heidi Ct, New Windsor Township, NY 12553
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  $400,000 Sold Dec 02, 2025

  • 1,192 Sq Ft
  • $336/SF
  • 32 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  155 Erie Ave, New Windsor, NY 12553

  Home, SWEET home! Step inside this updated Craftsman where natural light pervades throughout. A traditional style property, located in the heart of a vibrant community. This recently renovated home offers so much for the first-time homebuyer or small family looking for move-in-ready, with an abundance of opportunity to still customize each space, as you create your new house into your home. The

  Christina Tsatsaron HomeSmart Homes & Estates

  155 Erie Ave, New Windsor, NY 12553
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  Est $824,365 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,161 Sq Ft

  88 Pin Oak Dr, New Windsor, NY 12553

  88 Pin Oak Dr, New Windsor, NY 12553

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