29

New Windsor, NY Homes for Sale under $300,000

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  • /3

    $140,000

    • Land
    • 2.5 Acres
    • $56,000 per Acre

    35 Otterkill Rd, New Windsor, NY 12553

    The thing that stops most people from building is never the house. It is the year that comes before it, the soil testing and the septic engineering and the permitting, all of it paid for months before anyone can tell you whether the answer is yes. Here, that year has already happened, and someone else already paid for it.These 2.5 acres come with an engineered plan in hand. Perc tests and

    Agent Photo

    Brian Caplicki

    KW Hudson Valley United

    35 Otterkill Rd, New Windsor, NY 12553
  • /27

    $189,900

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    10 Oakwood Terrace Unit 107, New Windsor, NY 12553

    ***Oakwood Terrace*** second-floor, one-level co-op features 2 bedrooms and 1 updated bathroom. The spacious primary bedroom offers generous closet space. Great sized living room has a sliding door to a private balcony overlooking the woods for a peaceful view. Dining room can easily accommodate a table for 6-8 and even be extended into the living room for the entertainer's dinner or game night!

    Celina Rofer Howard Hanna Rand Realty

    10 Oakwood Terrace Unit 107, New Windsor, NY 12553
  • /11

    $245,500

    $4K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    27 Lexington Ln, New Windsor, NY 12553

    Your new home awaits you in the Squire Village community in New Windsor NY! Located with easy access to the Beacon Newburgh bridge, to Beacon Metro North train station and effortless access to 9W directly to West Point! This 1,280 sq ft, townhome has 3 bedrooms and plenty of space for you and your family. Freshly painted and ready for you to move right in. Some updates have been done, This unit

    Sean McPhail Next Level Property Management

    27 Lexington Ln, New Windsor, NY 12553
  • /26

    $210,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,680 Sq Ft

    201 Brittany Terrace, Rock Tavern, NY 12575

    Welcome to easy, carefree living in the desirable 55+ Brittany Terrace community! This beautifully maintained 2-bedroom, 2-bath home is completely move-in ready and offers a spacious, comfortable layout filled with natural light. The large kitchen features tons of counter space and ample cabinetry and flows seamlessly into the expansive living and dining area, where a door leads to the covered

    Jennifer Gold RE/MAX Benchmark Realty Group

    201 Brittany Terrace, Rock Tavern, NY 12575
  • /32

    $275,000

    Coming Soon
    • 2 Beds
    • 1 Bath
    • 1,260 Sq Ft

    810 Blooming Grove Turnpike Unit 72, New Windsor, NY 12553

    This fully renovated Town of New Windsor two-bedroom Kingswood Garden condo awaits! The entire unit has been freshly painted. The large bright living room has been newly carpeted over the existing hard wood floors and is part of the great room along with the walk-through dining room. The updated galley kitchen has newer white appliances, maple cabinets with pull-out shelves and a breakfast

    Frank Gerbes RE/MAX Benchmark Realty Group

    810 Blooming Grove Turnpike Unit 72, New Windsor, NY 12553
  • /23

    $219,900

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    10 Oakwood Terrace Unit 37, New Windsor, NY 12553

    Enjoy comfortable townhouse styling living in this lovely Oakwood Terrace community. This well maintained 3 bedroom 2.5 bath offers bright, sun filled rooms and a private setting overlooking peaceful woods. The spacious layout features a large formal living room and dining room along with a generously sized eat in kitchen perfect for everyday living and entertaining. Step outside. to your private

    Kathleen Milich RE/MAX Benchmark Realty Group

    10 Oakwood Terrace Unit 37, New Windsor, NY 12553
  • /18

    $134,900

    • 1 Bed
    • 1 Bath
    • 960 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
  • /9

    $249,900

    $80K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    1 Staples Ln, New Windsor, NY 12553

    There are no interior showings. Tenant occupied. Cornwall Schools! This home is close to Plum Point park, shopping, Newburgh waterfront shops & restaurants and so much more. There are 2 pictures that show the layout of the rooms. On the 1st level, there is an enclosed porch, kitchen, dining room, living room with a fireplace & 1/2 bath. Four bedrooms & full bath are upstairs. Outside is a

    Kathy Dawson Howard Hanna Rand Realty

    1 Staples Ln, New Windsor, NY 12553
  • /23

    $249,999

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    276 Temple Hill Rd Unit 1509, New Windsor, NY 12553

    Enjoy easy first-floor, one-level living in this well-maintained 2-bedroom, 2-bath condo in the desirable Continental Manor community. This spacious unit features an open living and dining area, galley kitchen with range,refrigerator, washer, and dryer and large pantry. A large primary bedroom with private full bath, second bedroom, full hall bath, and a private patio. Two assigned parking spaces

    Stephanie Dolan HomeSmart Homes & Estates

    276 Temple Hill Rd Unit 1509, New Windsor, NY 12553
  • /14

    $69,900

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 784 Sq Ft

    3146 Route 9w Unit 6A, New Windsor, NY 12553

    Brand New Home on Lot #6A! Imagine your bright and modern new home! This lovely home offers comfort, convenience and affordability. The home features an open layout, a kitchen with tons of cabinets and appliances. You'll find two nice bedrooms situated on opposite ends of the home, offering privacy. The primary bedrooms features its own private bathroom. Enjoy a super convenient location – just a

    Sandra Spector Howard Hanna Rand Realty

    3146 Route 9w Unit 6A, New Windsor, NY 12553
  • /6

    $249,000

    $100K PRICE DROP
    • Land
    • 2.3 Acres
    • $108,261 per Acre

    0 Silver Stream Rd Unit KEY1020788, New Windsor, NY 12553

    Prime Commercial Development Opportunity in New Windsor! This 2.3-acre commercially zoned parcel offers exceptional potential in one of Orange County’s fastest-growing corridors. Located minutes from New York Stewart International Airport, major retailers, restaurants, Amazon fulfillment center, and the I-84, I-87, Route 9W, and Route 207 interchanges.The property is an ideal candidate

    Lazar Schvimmer Mount Realty

    0 Silver Stream Rd Unit KEY1020788, New Windsor, NY 12553
  • /2

    $285,000

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft

    276 Temple Hill Rd Unit 706, New Windsor, NY 12553

    Welcome home to this beautifully updated 3 bedroom, 1.5 bath condo. Picture walking through the front door and being greeted by freshly painted walls and brand new flooring. The living room is spacious and sun filled, flowing effortlessly into the dining area, the kind of space where morning coffee turns into slow weekend mornings and where every gathering feels easy and natural. The kitchen

    Jose Rodriguez eRealty Advisors, Inc

    276 Temple Hill Rd Unit 706, New Windsor, NY 12553
  • /36

    $169,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    217 Brittany Terrace Unit 217, Rock Tavern, NY 12575

    Welcome to this beautiful home located in the highly sought-after Brittany Terrace community in Rock Tavern, offering the ease of one-level living in a peaceful, nature-filled setting. Perfectly positioned with wooded views in the front and a tranquil lake backdrop, this charming 3-bedroom home offers nearly 1,400 square feet of living space and a fantastic open floor plan ideal for both everyday

    Sandra Spector Howard Hanna Rand Realty

    217 Brittany Terrace Unit 217, Rock Tavern, NY 12575
  • /13

    $76,900

    $8K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    2898 U S 9w, New Windsor, NY 12553

    Lot #15 - Beautiful home with renovations located in the desirable Paradise Mobile Home Park Community with Cornwall Schools. Home offers an open floor plan with lot of windows and natural light which makes it bright and airy. Kitchen boasts a ton of cabinets and counter space, open concept, stainless steel sink that overlooks the private double lot backyard, fridge, range and dishwasher. 2

    Sandra Spector Howard Hanna Rand Realty

    2898 U S 9w, New Windsor, NY 12553
  • /26

    $144,500

    $13K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    10 Oakwood Terrace Unit 87, New Windsor, NY 12553

    **PRICE ALERT**UNBELIEVABLE OPPORTUNITY** This well maintained 1 bedroom upper unit in Oakwood offers 850 sq ft of stylish and comfortable living.This unit has been meticulously maintained and features a completely renovated modern bathroom with new tiling, floors,vanity, sink & lighting. The spacious bedroom is bright and offers a large closet with mirrored doors and, because it is an end unit,

    Suzanne Sweeney RE/MAX Benchmark Realty Group

    10 Oakwood Terrace Unit 87, New Windsor, NY 12553
  • /3

    $65,000

    • Land
    • 9,500 Sq Ft
    • $298,028 per Acre

    21 Coffey Ave, New Windsor, NY 12553

    This lot has frontage on Coffey Avenue and Cullen

    Dennis Barr John J Lease REALTORS Inc

    21 Coffey Ave, New Windsor, NY 12553
  • /26

    $58,000

    $7K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 650 Sq Ft

    327 Currycross Rd, New Windsor, NY 12553

    Move right in and enjoy this beautifully updated 2-bedroom, 1-bath home in sought-after Windemere Estates. Thoughtful improvements throughout include brand-new flooring, crisp interior paint, a new tub surround, and a newly built 8' x 10' deck that sets a warm and welcoming first impression. Inside, the home offers a comfortable living area, an efficient kitchen, two well-sized bedrooms, a

    Patricia Tompkins Weichert Realtors

    327 Currycross Rd, New Windsor, NY 12553
  • /14

    $99,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 784 Sq Ft

    11 Square Hill Rd Unit 27, New Windsor, NY 12553

    Amazing end lot with privacy! Imagine your bright and modern new home to be ready for occupancy approx 8/1! This lovely home offers comfort, convenience and affordability. The home features a bright and airy open layout. The kitchen cabinets are white and it offers a crisp contemporary feel with tons of cabinets and appliances. You'll find two nice bedrooms situated on opposite ends of the home,

    Sandra Spector Howard Hanna Rand Realty

    11 Square Hill Rd Unit 27, New Windsor, NY 12553
  • /14

    $69,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 784 Sq Ft

    3146 Route 9w Unit 8A, New Windsor, NY 12553

    Brand New Home on Lot #8A! Imagine your bright and modern new home! This lovely home offers comfort, convenience and affordability. The home features an open layout, a kitchen with tons of cabinets and appliances. You'll find two nice bedrooms situated on opposite ends of the home, offering privacy. The primary bedrooms features its own private bathroom. Enjoy a super convenient location – just a

    Sandra Spector Howard Hanna Rand Realty

    3146 Route 9w Unit 8A, New Windsor, NY 12553
  • /29

    $285,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    276 Temple Hill Rd Unit 2414, New Windsor, NY 12553

    $10,000 seller concession now available! Beautiful 2 Bedroom, 2 Full Bath open floor condo in the sought after Continental Manor community. Gorgeous kitchen with granite countertops, beautiful cabinets, custom backsplash, food pantry, and stainless steel appliances plus laundry. From the dining room, step onto the balcony with awesome views. Large master bedroom includes ensuite. Spacious second

    Tremaine Selby Weichert Realtors

    276 Temple Hill Rd Unit 2414, New Windsor, NY 12553
  • /28

    $300,000

    $30K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft

    276 Temple Hill Rd Unit 906, New Windsor, NY 12553

    Welcome to this refreshed 3-bedroom townhouse-style condo in desirable Continental Manor! Freshly painted throughout with brand-new carpeting, this move-in ready home offers comfortable living and a functional layout. The first floor features a bright living room, dining area, convenient half bath, and an eat-in kitchen complete with a laundry closet. Upstairs, you'll find three generously sized

    Donna Brunell RE/MAX Benchmark Realty Group

    276 Temple Hill Rd Unit 906, New Windsor, NY 12553
  • /32

    $289,000

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,029 Sq Ft

    1002 Washington Green Unit AG2, New Windsor, NY 12553

    Welcome to easy, low-maintenance living in the desirable Washington Green community! This bright and inviting ground-level 2-bedroom, 2-bath condo offers the perfect blend of comfort and convenience. Filled with abundant natural light, the spacious layout features a welcoming living room complete with a gas fireplace accented by a marble surround, a generous dining area, a galley kitchen, and

    Patricia Sassi RE/MAX Benchmark Realty Group

    1002 Washington Green Unit AG2, New Windsor, NY 12553
  • /2

    $80,000

    • Land
    • 41.5 Acres
    • $1,928 per Acre

    64 Shalimar Dr, New Windsor, NY 12553

    Online Bankruptcy Auction: 40+ Acres of Vacant Land: 3 Lot Assemblage. Bulk Sale Only. Bidding opens 10/13/26 at 11:00 am & ends 10/15/26 at 11:00 am (appx). The listing price of $80,000 exclusively represents the Opening Bid Amount Only and not the asking price. Please conduct independent due diligence as the property sells “AS-IS " and the information provided is not guaranteed to be accurate.

    David Constantino David R Maltz And Co Inc

    64 Shalimar Dr, New Windsor, NY 12553
  • /13

    $270,000

    $50K PRICE DROP
    • Land
    • 2.87 Acres
    • $94,077 per Acre

    0 Moores Hill Rd Unit KEY942803, New Windsor, NY 12553

    .This is the first time this land is offered, and it is in the Cornwall School District. Excellent new construction opportunity. This 2.9-acre lot offers a scenic view of Brown’s Pond, a quiet .3-mile reservoir providing a peaceful setting and attractive backdrop for a custom home. Boating is not permitted, preserving the natural views and tranquility. The parcel provides generous buildable area

    Deborah Warner Keller Williams Valley Realty

    0 Moores Hill Rd Unit KEY942803, New Windsor, NY 12553
  • /11

    $295,000

    • 2 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    276 Temple Hill Rd Unit 103, New Windsor, NY 12553

    This beautifully updated 2 bedroom, 1.5 bath condo is located in the much desired Continental Manor Community. The first floor comprises a massive living room which flows seamlessly into a sunlit dining room, updated kitchen with plenty cabinets, ample counter space and a dish washer. Stainless Steel refrigerator and stove. Sliding door leads to a private backyard. The second floor boasts of 2

    Carl Grant CARIB WORLDWIDE REALTY CO INC

    276 Temple Hill Rd Unit 103, New Windsor, NY 12553
  • /24

    $240,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    128 Brittany Terrace Unit 128, Rock Tavern, NY 12575

    MOTIVATED SELLER Brittany Terrace is a beautifully maintained 55+ active adult community nestled on nearly 80 scenic acres in the Town of New Windsor. Designed for comfortable, low-maintenance living, the community features attractive one-level manufactured homes in a peaceful, park-like setting with a picturesque community pond, mature landscaping, and quiet streets perfect for walking. The

    Joseph Rubeo KW Hudson Valley United

    128 Brittany Terrace Unit 128, Rock Tavern, NY 12575
  • /12

    $86,900

    $2K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    18 Square Hill Rd Unit 80, New Windsor, NY 12553

    Welcome home to this spacious double-wide manufactured home in the desirable Walters Mobile Home Park! Measuring approximately 24' x 44', this move-in-ready home offers an open, functional floor plan that's perfect for first-time buyers, downsizers, or anyone looking for affordable, low-maintenance living. The bright living room flows effortlessly into the dining area and spacious kitchen,

    Sandra Spector Howard Hanna Rand Realty

    18 Square Hill Rd Unit 80, New Windsor, NY 12553
  • /32

    $299,000

    $16K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,085 Sq Ft

    95 Riley Rd, New Windsor, NY 12553

    Welcome to 95 Riley Road in New Windsor, NY! Set on approximately 2.2 acres, this charming property offers a wonderful combination of privacy, outdoor space, and a convenient Hudson Valley location.From the moment you arrive, you’ll appreciate the peaceful setting and spacious property surrounding the home. Inside, the home offers comfortable living spaces with plenty of opportunity to

    Anthony Minieri KW Hudson Valley United

    95 Riley Rd, New Windsor, NY 12553
  • /20

    $69,900

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 784 Sq Ft

    3146 Route 9w Unit 5A, New Windsor, NY 12553

    Brand New Home on Lot #5A! Imagine your bright and modern new home! This lovely home offers comfort, convenience and affordability. The home features an open layout, a kitchen with tons of cabinets and appliances. You'll find two nice bedrooms situated on opposite ends of the home, offering privacy. The primary bedrooms features its own private bathroom. Enjoy a super convenient location – just a

    Sandra Spector Howard Hanna Rand Realty

    3146 Route 9w Unit 5A, New Windsor, NY 12553

Home Price Trends

Median Sale Price
$445,000
Median Single Family Sale Price
$479,500
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$312,000
Median 1 Bedroom Sale Price
$200,000
Average Price Per Sq Ft
$257
Number of Homes for Sale
60
Last 12 months Home Sales
265
Months of Supply
2.70
Median List Price
$450,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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