Houses for Sale in 12553

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  /21

  $559,000

  • 4 Beds
  • 2.5 Baths
  • 2,018 Sq Ft

  26 Stonecrest Dr, New Windsor, NY 12553

  This stunning bi-level, raised ranch, single-family home offers comfort, style, and modern upgrades throughout. Featuring a beautifully renovated kitchen with quartz countertops, newer appliances, newly updated bathrooms including one that's handicap accessible, and a main bath with a floating vanity. Enjoy gleaming hardwood floors, new bedroom carpets (with hardwood underneath), and recessed

  

  Jodi Gillespie

  Gillespie Real Estate LLC

  (845) 957-8387

  26 Stonecrest Dr, New Windsor, NY 12553
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  /50

  $539,000

  • 3 Beds
  • 2 Baths
  • 1,793 Sq Ft

  6 Spring Rock Rd, New Windsor, NY 12553

  Your Serene Hudson Valley Hideaway Awaits! Staycation – no luggage required! Backed by Town land for ultimate privacy, this move-in ready, beautifully updated 3-bedroom, 2-bath split-level home is more than just a place to live—it’s a lifestyle. Step inside the entrance foyer and you’re greeted by an airy, open-concept living space with rich hardwood floors, a cozy fireplace, dining area and

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 470-3488

  6 Spring Rock Rd, New Windsor, NY 12553
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  /43

  $599,999

  • 4 Beds
  • 2.5 Baths
  • 3,012 Sq Ft

  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

  

  Kristen Velez

  RE/MAX Benchmark Realty Group

  (845) 552-4672

  17 Purdys Ln, New Windsor, NY 12553
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  /33

  $429,000

  • 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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  /2

  $749,000

  • 5 Beds
  • 3.5 Baths
  • 2,808 Sq Ft

  17 Panorama Dr, New Windsor, NY 12553

  Located in the prestigious Reserve subdivision, this spacious Colonial home offers luxurious living at its finest. The property features a well-maintained, move-in-ready interior with finished basement, providing ample living space for the entire family. Bedrooms are thoughtfully placed on each level, ensuring privacy and convenience. The home boasts stunning views from the deck, perfect for

  

  John Olivero

  KELLER WILLIAMS REALTY

  (914) 760-0045

  17 Panorama Dr, New Windsor, NY 12553
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  /46

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 2,128 Sq Ft

  42 Knox Dr, New Windsor, NY 12553

  Spacious, well-kept 3-plus bedroom split level home in a quiet neighborhood. A wide drive, mature landscaping.Inside, an airy foyer opens to the formal living room, where a bay window fills the space with natural light and hardwood floors extending through most of the main level. The adjoining open dining room sits steps from the updated kitchen. Granite counters and abundant cabinetry.

  

  Samantha Ortiz

  Howard Hanna Rand Realty

  (845) 552-4305

  42 Knox Dr, New Windsor, NY 12553
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  /31

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,897 Sq Ft

  281 Union Ave, New Windsor, NY 12553

  Owner says SELL! Price Reduction, so NOW is your CHANCE to Bring an Offer for this almost 2000 sq Bright and Airy Cape. Obscured from the street this front yard is waiting for you to bring it back to the vibrancy of of the past. Lovely perennials line the driveway that leads to the back yard. With VERY LITTLE TLC you can move right in! Large Bedroom on the first floor with Full Bath right outside

  

  Karyn Hudgens-Gorman

  Weichert Realtors

  (845) 322-6989

  281 Union Ave, New Windsor, NY 12553
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  /20

  $250,000

  • 3 Beds
  • 1 Bath
  • 980 Sq Ft

  45 Clancy Ave, New Windsor, NY 12553

  Town of New Windsor two story home features 3 bedrooms and one full bath on a corner fenced lot with a separate garage. The property is being sold in "As Is" condition. The property has been in the family since it was built and needs some updating. The property has a large flat fenced yard and is located on a low traffic street. Close to transportation, shopping, schools restaurants and

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 470-3617

  45 Clancy Ave, New Windsor, NY 12553
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  /32

  $375,000

  • 4 Beds
  • 1 Bath
  • 1,627 Sq Ft

  49 Mertes Ln, New Windsor, NY 12553

  PRICE IMPROVED on this Town of New Windsor four bedroom cape home is conveniently located near Vails Gate 5 corners. Locate on a dead end street there is no through traffic. There is an additional parcel that is included with the sale. There is plenty of parking with the circular driveway. on the first floor you have the living room and the three bedrooms with hard wood floors. The kitchen has

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 516-8320

  49 Mertes Ln, New Windsor, NY 12553
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  /40

  $849,000

  • 6 Beds
  • 5 Baths
  • 4,407 Sq Ft

  8 Oak Dr, New Windsor, NY 12553

  Welcome to 8 Oak Drive with an assumable mortgage which carries a 2.25% interest rate! This beautifully updated two-home property features a charming main house and a detached cottage on a spacious .34-acre lot. The main house, freshly painted in 2024, boasts modern LVP and hardwood floors, a welcoming front porch, and a newly painted deck. It includes 4 bedrooms and 3 full baths, with

  Donna Gray Redfin Real Estate

  8 Oak Dr, New Windsor, NY 12553
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  /32

  $410,000

  • 2 Beds
  • 2 Baths
  • 1,532 Sq Ft

  285 Riley Rd, New Windsor, NY 12553

  Welcome to your new home! This beautifully maintained Hi-Ranch offers the perfect blend of comfort, space, and convenience. Step into a bright, open living room that flows effortlessly into the dining area, complete with a convenient pass-through to the kitchen—ideal for everyday living and entertaining.Enjoy outdoor relaxation on the deck overlooking a private, fenced-in backyard

  Elizabeth Zambuto Stepping Stone Realty

  285 Riley Rd, New Windsor, NY 12553
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  /36

  $899,000

  • 5 Beds
  • 2.5 Baths
  • 3,452 Sq Ft

  2041 Independence Dr, New Windsor, NY 12553

  Welcome to this 5- bedroom, 2.5 bathroom extended Colonial in The Reserve community within the Cornwall School District. This expanded Carrington-style home is one of the largest in the complex, featuring a two-story entrance foyer with granite floors, blending comfort and modern updates. Inside, enjoy an upgraded eat-in kitchen with stainless steel appliances, granite countertops, a bay window,

  George John CENTURY 21 ROYAL

  2041 Independence Dr, New Windsor, NY 12553
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  /48

  $749,900

  • 4 Beds
  • 2.5 Baths
  • 2,717 Sq Ft

  15 Debra Ln, New Windsor, NY 12553

  Welcome to 15 Debra Lane, the home you've been waiting for! This charming colonial, just under 2,800 square feet, boasts 4 bedrooms and 2.5 bathrooms, offering ample space for your family to grow and thrive. As you arrive, you'll be greeted by custom pavers leading to a cozy covered porch with lovely mountain views a perfect spot to unwind. Step inside to an impressive foyer with 18-foot ceilings

  Jordan Gaspard Prominent Properties Sotheby's

  15 Debra Ln, New Windsor, NY 12553
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  /43

  $699,000

  • 4 Beds
  • 3 Baths
  • 2,405 Sq Ft

  195 Pleasant Hill Rd, New Windsor, NY 12553

  Welcome to your dream home! Nestled on nearly 4 private acres in the desirable Cornwall School District, this meticulously maintained 4-bedroom, 3-bathroom home offers over 2,400 sq. ft. of comfortable living space. Step inside to discover gleaming hardwood floors and impressive vaulted ceilings that enhance the bright, open floor plan.The spacious kitchen features a center island perfect

  Martin Remo RE/MAX Prime Properties

  195 Pleasant Hill Rd, New Windsor, NY 12553
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  /33

  $810,000

  • 4 Beds
  • 2.5 Baths
  • 2,333 Sq Ft

  84 Frank St, New Windsor, NY 12553

  Welcome to a new colonial home in Meadowbrook Estates, where you can live with luxury style and the tranquility of one of the best community; located just 10 minutes from Salisbury Mills train station and 10 minutes to Stewart Airport and in the Cornwall School District. 20 minutes to West Point. 1 hour to NYC. The 1st floor, offers a gourmet kitchen with brand new stainless steel appliance

  Mirian Torrado HomeSmart Homes & Estates

  84 Frank St, New Windsor, NY 12553
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  /30

  $695,000

  • 4 Beds
  • 2.5 Baths
  • 2,560 Sq Ft

  1002 Forest Glen, New Windsor, NY 12553

  Welcome to this stunning 4 bedroom, 2.5 bath home that blends comfort, style and functionality. Perfect for families or entertainer, this property offers everything you need for relaxed living and memorable gatherings. Located in desirable Cornwall School District. Modern kitchen has plenty of cabinetry and modern appliances. Hardwood floors throughout. New lower deck built in 2021 that

  Kevin Moran Keller Williams Hudson Valley

  1002 Forest Glen, New Windsor, NY 12553
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  /32

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  1500 New York 32, Highland Mills, NY 10930

  Welcome to this charming ranch-style home featuring a wrap-around rocking chair porch, an in-ground pool, and a 1,500+ sq ft pole barn, all set on a picturesque 3.6-acre lot with a sprawling, field-like yard and plenty of driveway parking. Inside, enjoy the ease of single-level living with three bedrooms, two full bathrooms (one in the primary bedroom), a cozy fireplace in the living area, and a

  Nicholas Cuomo Keller Williams Realty

  1500 New York 32, Highland Mills, NY 10930
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  /33

  $590,000

  • 3 Beds
  • 3 Baths
  • 1,918 Sq Ft

  60 Palomino Place, New Windsor, NY 12553

  Searching for privacy, serenity, and Cornwall Schools? You've found it! Set on 3 acres, surrounded by trees, this home offers solitude while being only 1 mile from shops and restaurants. The backyard has access to the old rail trail that can take you directly to the high school, and continues all the way to Goshen! Inside, you'll find 3 bedrooms and 3 full baths, with a simple way to add a 4th

  Jade Oliverio Howard Hanna Rand Realty

  60 Palomino Place, New Windsor, NY 12553
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  /39

  $520,000

  • 3 Beds
  • 3.5 Baths
  • 2,000 Sq Ft

  215 Sycamore Dr, New Windsor, NY 12553

  If your family is growing and your house is shrinking set your GPS to Sycamore Drive in route to what could be your next "Home Sweet Home." Poised on a level third of an acre lot this 2,000sq ft high ranch offers 3 Beds 3 Baths and hardwood floors though out. As you enter the home you will be mesmerized by the cathedral ceiling and unique open floor plan between the kitchen, dining, and living

  JACQUELINE MILOHNIC Picture It Sold, LLC

  215 Sycamore Dr, New Windsor, NY 12553
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  /43

  $510,000

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  18 Gerow Ln, New Windsor, NY 12553

  Welcome to this unique and beautifully maintained Cape Cod set on .52 parklike acres. with the award-winning Cornwall School. This versatile mother-daughter home offers both comfort and opportunity with two separate living spaces perfect for extended family, guest, or rental potential. The main home features 3 bedrooms 1 full bath, showcasing warm, sun-filled living spaces, hardwood floors. and

  Rosa Santiago Weichert Realtors

  18 Gerow Ln, New Windsor, NY 12553
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  /48

  $525,000

  • 6 Beds
  • 2 Baths
  • 2,596 Sq Ft

  67 Keats Dr, New Windsor, NY 12553

  Just Listed for Summer! Spacious 6-Bedroom Gem with Mother-Daughter Potential in a Charming Neighborhood!!!Welcome to your perfect summer move-in! This beautifully maintained 6-bedroom, 2-bathroom home offers incredible space, comfort, and versatility in a lovely, established neighborhood. With a thoughtfully designed layout and the newer section of the home built just 15 years ago, this

  Robin Cohen Keller Williams Realty

  67 Keats Dr, New Windsor, NY 12553
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  /26

  $510,000

  • 3 Beds
  • 3.5 Baths
  • 2,517 Sq Ft

  6 Barclay Rd, New Windsor, NY 12553

  Enjoy seasonal views of the Hudson River from this sprawling 3 bedroom, 3.5 bathroom stone and vinyl ranch with over 2,500 sq. feet of bright and inviting living space. The large (newly updated) finished walk-out basement provides great accessory apartment potential! The first floor has everything you need if you are looking for single-level living! The over-sized living-room offers New

  Christopher Baker K. Fortuna Realty, Inc.

  6 Barclay Rd, New Windsor, NY 12553
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  /44

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  18 Park Hill Dr, New Windsor, NY 12553

  Welcome to 18 Park Hill Drive—a perfect place to start your homeownership journey! This beautifully updated 4-bedroom, 2-bath home is move-in ready and full of charm. You'll love the open and airy layout, where the kitchen flows right into the dining and living areas, making it easy to cook, relax, and spend time with friends and family. The finished lower level gives you extra space for a guest

  Paola De Jesus Keller Williams Realty NYC Grp

  18 Park Hill Dr, New Windsor, NY 12553
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  /29

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,894 Sq Ft

  419 Philo St, New Windsor, NY 12553

  Oh my, this is HOME!! One look at this PRISTINE property and you will never want to leave. Situated on a level corner lot, this 3 bedroom, 2 full bathroom Raised Ranch has it all - Spacious sunlit living room and dining room with hardwood floors, gorgeous updated kitchen with granite and center island with access to a large back deck. The upper level offers a magnificent updated bathroom with a

  Kelly Campbell Century 21 Alliance Rlty Group

  419 Philo St, New Windsor, NY 12553
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  /37

  $398,893

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

  3 Saint Anne Dr, New Windsor, NY 12553

  Welcome to 3 Saint Anne Drive—a single-owner, lovingly maintained split-level home nestled in one of New Windsor’s most desirable neighborhoods. This charming 3-bedroom, 1.5-bath residence offers 1,392 square feet of comfortable living space with beautiful hardwood floors throughout. The spacious eat-in kitchen is perfect for gatherings, and a flexible bonus space just off the kitchen offers room

  Penny Alper Your Move Matters LLC

  3 Saint Anne Dr, New Windsor, NY 12553
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  /34

  $469,000

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  355 Temple Hill Rd, New Windsor, NY 12553

  Well-maintained, move-in ready single family home on 1+ acre. Finished walk-out basement to patio and large backyard would make a GREAT GUEST OR ENTERTAINMENT space with its 3/4 bath; wet bar; and stacked laundry area!!The lower level also has a CO for a front-facing 200sq ft BUSINESS OFFICE with 1/2 BATH IN A PRIME AREA offering very unique INCOME POSSIBILITIES OR WORK FROM

  Thomas Hennerty

  355 Temple Hill Rd, New Windsor, NY 12553
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  /36

  $398,893

  • 3 Beds
  • 1.5 Baths
  • 1,434 Sq Ft

  736 Blooming Grove Turnpike, New Windsor, NY 12553

  Welcome to 736 Blooming Grove Turnpike — a beautifully maintained ranch that blends comfort, accessibility, and ease of living. Nestled on a level .33-acre lot in desirable New Windsor, this home offers 1,434 square feet of thoughtfully designed living space with 3 bedrooms, 2 bathrooms, and a flexible floor plan.From the moment you enter, you’ll appreciate the gleaming hardwood floors

  Penny Alper Your Move Matters LLC

  736 Blooming Grove Turnpike, New Windsor, NY 12553
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  /49

  $379,000

  • 4 Beds
  • 1.5 Baths
  • 1,904 Sq Ft

  1095 State Route 94, New Windsor, NY 12553

  Welcome to this charming stone home situated on a full acre, featuring four bedrooms and 1.5 bathrooms.The spacious eat-in kitchen is ideal for everyday living, while the formal dining room offers plenty of space for entertaining. Relax in the inviting living room, complete with a beautiful stone fireplace and brand-new windows that let in an abundance of natural light.Enjoy the

  Angela Paul Century 21 Alliance Rlty Group

  1095 State Route 94, New Windsor, NY 12553
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  /50

  $437,000

  • 4 Beds
  • 2.5 Baths
  • 1,659 Sq Ft

  62 Lakeside Dr, New Windsor, NY 12553

  Lake life is calling! Don’t miss your chance to own a home in the peaceful, private community of Beaver Dam Lake. Treasured by its current owner for nearly 39 years, this home is ready for new memories—on the lake and off. Step into a bright, light-filled interior where pride of ownership shines. The layout is both functional and flexible, offering four bedrooms split between two floors and

  Laurel Lustgarten Howard Hanna Rand Realty

  62 Lakeside Dr, New Windsor, NY 12553
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  /25

  $389,999

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  520 Shore Dr, New Windsor, NY 12553

  Welcome to your perfect getaway! This beautifully updated single-family bungalow offers the ideal blend of lakeside living, modern comfort, and breathtaking natural surroundings. Located in a desirable lake community, this home features lake rights for boating, fishing, and swimming, plus stunning mountain views and tranquil lake vistas from the inviting front porch. Step inside to an

  Matthew O'Hare Coldwell Banker Realty

  520 Shore Dr, New Windsor, NY 12553
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  /30

  $350,000

  • 3 Beds
  • 1.5 Baths
  • 1,720 Sq Ft

  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
• 

  

  /43

  $473,500

  • 4 Beds
  • 2.5 Baths
  • 1,886 Sq Ft

  434 Philo St, New Windsor, NY 12553

  Location, location, location! This spacious property features an open-concept design with vaulted ceilings, large bow windows, and two skylights that provide abundant natural light and energy efficiency. The main level includes a formal living room, a foyer with a large coat closet, and a dining room with plantation shutters and modern lighting. The eat-in kitchen was renovated approximately 3

  Claudia Ambo ERA Insite Realty Services

  434 Philo St, New Windsor, NY 12553
• 

  

  /23

  $614,995

  • 3 Beds
  • 2.5 Baths
  • 2,123 Sq Ft

  789 Jackson Ave, New Windsor, NY 12553

  Set back on a peaceful 12-acre property (11 acres plus an additional 1-acre lot for enhanced privacy), this 3-bedroom, 2.5-bath raised ranch offers a rare combination of space, comfort, and convenience in beautiful New Windsor. Built in 2010 with over 2,100 square feet of thoughtfully designed living space, this home is perfect for those seeking tranquility without sacrificing access to everyday

  Savannah Miceli Century 21 Alliance Rlty Group

  789 Jackson Ave, New Windsor, NY 12553
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  /33

  $500,000

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

  304 Cloverdale Ct, New Windsor, NY 12553

  Welcome to 304 Cloverdale Ct – Peaceful Living with Smart Savings!Tucked away in a quiet cul-de-sac in desirable New Windsor, this charming home offers the perfect blend of comfort, character, and convenience. Set on a spacious 0.40-acre lot, this beautifully maintained property features 1,883 sq ft of thoughtfully designed living space, including a finished basement ideal for a home

  Kerri Stretch Howard Hanna Rand Realty

  304 Cloverdale Ct, New Windsor, NY 12553
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  /27

  $460,000

  • 3 Beds
  • 2 Baths
  • 2,252 Sq Ft

  13 Valley View Dr, New Windsor, NY 12553

  Amazing Price Adjustment!! This charming Cape Cod-style retreat is filled with warmth, comfort, and timeless character. Enjoy the ease of being close to major routes, without the typical traffic noise — the home is well-situated for peace and privacy. Property offers an inviting living room with hardwood floors and a classic brick fireplace — perfect for cozy evenings. The

  Viola Taliaferrow Keller Williams Realty Group

  13 Valley View Dr, New Windsor, NY 12553
• 

  

  /30

  $299,000

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft

  68 Silver Spring Rd, New Windsor, NY 12553

  Why pay ridiculous HOA fees when you can own a beautifully updated home with your own peaceful and private yard? This charming, move-in ready gem is the perfect alternative to condo or townhouse living—no shared walls, no strict rules, just your own space to call home. Enjoy the peace of mind that comes with a brand new roof, a newly installed ductless mini split system for efficient heating and

  James Fox Howard Hanna Rand Realty

  68 Silver Spring Rd, New Windsor, NY 12553
• 

  

  /5

  $950,000

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft

  4 Jefferson Ave, New Windsor, NY 12553

  CORNWALL SCHOOLS ~ TO BE BUILT BY LOCAL ESTABLISHED REPUTABLE BUILDER ON THIS BEAUTIFUL PRIVATE LOT WITH VIEWS OF 5.1 ACRES. New construction & to be completed in 2026 approximately 6 months after fully executed contracts, weather permitting . Time to customize w/own colors. Approximately 3100' sq. ft. with central air throughout, 4-bedroom, 3 full bathroom colonial. Finished 344' sq. ft. bonus

  George Koudounas RE/MAX Benchmark Realty Group

  4 Jefferson Ave, New Windsor, NY 12553
• 

  

  /36

  $459,000

  • 3 Beds
  • 3 Baths
  • 1,820 Sq Ft

  10 Cannon Dr, New Windsor, NY 12553

  Available for sale from original owners ,in move in condition.Split level 3 Bedroom 1Full and 2 Half Baths,Corner lot on a .45 acre in well established neighborhood in New Windsor.Close to the Historic "Knox headquarter", twenty minutes to West Point.50 miles from GWB. Ideal location for commuters.Close to bus terminal,train station,N J transit/metro north and route 84/87

  Pietro Altomare

  10 Cannon Dr, New Windsor, NY 12553
• 

  

  /33

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  7 Ash St, New Windsor, NY 12553

  Come Home to this great location in a very commuter Friendly area. This home has a large, updated kitchen and a large open Living room to enjoy and a dining room to enjoy great dining experiences. Bedrooms on the upper level with great views and lots of privacy. Beautiful updated full basement with a extra room to be used for guest. it has a additional private entrance. plenty of parking for

  Rhoda Ciancio Real Estate Connection Corp

  7 Ash St, New Windsor, NY 12553
• 

  

  /47

  $1,600,000

  • 6 Beds
  • 4 Baths
  • 5,043 Sq Ft

  7 Farm Hollow Rd, New Windsor, NY 12553

  When Only The Best Will Do!! A Hudson Valley Masterpiece perfectly placed at the end of a cul-de-sac. Bring the whole family to this 5043 square foot multi-generational home that offers a blend of privacy with the luxury of nearby commuter accessibility. The journey begins on a private road of executive homes through a natural canopy of mature trees leading to the stunning private estate that

  Karen Taphorn Howard Hanna Rand Realty

  7 Farm Hollow Rd, New Windsor, NY 12553

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