38

New Windsor, NY Homes for Sale under $500,000

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  • /43

    $489,000

    • 4 Beds
    • 2 Baths
    • 1,320 Sq Ft

    13 Clarkview Rd, New Windsor, NY 12553

    Welcome to this spacious split-level home set on a desirable corner lot in New Windsor. Inside, you’ll find hardwood floors, an open kitchen with granite countertops and stainless steel appliances, and a layout that offers far more space than expected. The home features 4 bedrooms, with 3 located upstairs and an additional bedroom on the lower level, along with 2 beautifully renovated full

    Agent Photo

    Jade Oliverio

    Howard Hanna Rand Realty

    (845) 712-9076

    13 Clarkview Rd, New Windsor, NY 12553
  • /44

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,970 Sq Ft

    85 Toleman Rd, Washingtonville, NY 10992

    Welcome to 85 Toleman Road, Washingtonville, NY! This beautifully maintained ranch-style home offers the perfect blend of comfort, functionality, and pride of ownership. Featuring 3 spacious bedrooms and 2 full bathrooms, this move-in ready home is truly turnkey and ready for its next owner. Step inside to find gleaming hardwood floors, a bright and inviting layout, and well-kept living spaces

    Agent Photo

    Ammar Iqbal

    eXp Realty

    (329) 215-0268

    85 Toleman Rd, Washingtonville, NY 10992
  • /36

    $450,000

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft

    3 Regimental Place, New Windsor, NY 12553

    FIRST TIME OFFERED! Lovely 3 bed split-level home in desirable, well-established New Windsor neighborhood on a spacious .60 of acre corner lot. This home features a beautifully updated kitchen with island , an abundance of cabinets including additional built in cabinets in Dining Room with under lighting, and 2 skylight floods the space with natural light. Primary bedroom with convenient half

    Gina De Cerbo RE/MAX Benchmark Realty Group

    3 Regimental Place, New Windsor, NY 12553
  • /18

    $429,900

    $19K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    117 Sandpiper Ln Unit 1B, New Windsor, NY 12553

    Spectacular River views from this NYC loft style condo with soaring 13' ceilings and hardwood floors. Desirable Plum Point Condominium with spacious open SINGLE floor living that is accessible by either ELEVATOR or stairs. This is an exceptional opportunity to own a residence in the iconic Mansion at Plum Point, one of the area’s most prestigious historic buildings. This 3-bedroom, 2-bath updated

    Gina Antonucci Easy Lifestyle Real Estate

    117 Sandpiper Ln Unit 1B, New Windsor, NY 12553
  • /24

    $410,000

    • 6 Beds
    • 1 Bath
    • 1,489 Sq Ft

    59 Bethlehem Rd, New Windsor, NY 12553

    Investors! Builders! Contractors take a peak of this property consisting of 8.2 acres of raw level land, with a home waiting to be updated to today's time. This home with acreage is surrounded by new growth of homes being built from $750,000 to 1 Million. Plus Shopping, Interstates are conveniently located close by. Restaurants and WoodBury commons for your Major Shopping spree. Cornwall

    Theresa Holmes Keller Williams Hudson Valley

    59 Bethlehem Rd, New Windsor, NY 12553
  • /19

    $489,750

    • 3 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    47 Continental Dr, New Windsor, NY 12553

    Welcome home to this beautifully updated raised ranch nestled in one of New Windsor’s quiet and established neighborhoods. Set on nearly half an acre, this 3-bedroom, 2.5-bath home offers the perfect combination of comfort, space, and modern updates. Step inside to discover thoughtfully renovated living spaces filled with natural light and designed for everyday living. Several updated rooms

    James LaTempa Compass Greater NY, LLC

    47 Continental Dr, 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
  • /50

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,513 Sq Ft

    28 Park Hill Dr, New Windsor, NY 12553

    Welcome to this beautifully maintained and extensively upgraded 3-bedroom, 2.5-bath raised ranch with an incredible backyard oasis featuring a stunning in-ground pool — just in time for summer. Over the past three years, significant improvements have been made to transform this property into the perfect place to call home, including a new roof, siding, hot water heater, sump pump, renovated

    Danielle Raguzin Re-Max Experience

    28 Park Hill Dr, New Windsor, NY 12553
  • /26

    $395,000

    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    309 Windsor Hwy, New Windsor, NY 12553

    Spacious 3-bedroom 2-bath ranch situated within Highway Commercial zoning, creating unique possibilities for investors, business owners, or buyers seeking mixed-use potential! Sale to include additional parcel (SBL 45-1-1.21) for a total of over an acre of property. Large 2 car garage with carport on site. Property offers many opportunities for redevelopment, expansion, investment, or renovation

    Steve Esposito HomeSmart Homes & Estates

    309 Windsor Hwy, New Windsor, NY 12553
  • /50

    $475,000

    • 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 3

    Waldina Almazan RE/MAX Benchmark Realty Group

    129 Vails Gate Heights Dr, New Windsor, NY 12553
  • /9

    $264,900

    $65K 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
  • /22

    $270,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    10 Oakwood Terrace Unit 101, New Windsor, NY 12553

    Very easy to show.These 2 story, 2 bedroom Town-house style units with their own private entrance, rarely come on the market at Oakwood! And this one is just beautifully renovated from top to bottom! You will love the totally new stainless & granite kitchen, as well as the tastefully renovated full & half baths. The gleaming hardwood floors shine throughout! There is also no lack of closet

    kristina olsen Kristina Olsen

    10 Oakwood Terrace Unit 101, New Windsor, NY 12553
  • /17

    $279,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    79 Silver Spring Rd, New Windsor, NY 12553

    Charming 2-Bedroom Ranch offers a simple, functional layout with plenty of potential. The perfect chance to customize and make it your own. Whether you’re looking to downsize or step into homeownership, this property is a smart and affordable option with room to add value. Don’t miss it!

    Danielle Siltz RE/MAX Prime Properties

    79 Silver Spring Rd, New Windsor, NY 12553
  • /21

    $389,900

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    20 Hilltop Dr, New Windsor, NY 12553

    Welcome to 20 Hilltop Dr in New Windsor—an excellent opportunity for both investors and owner-occupants alike. Conveniently located with easy access to Interstate 84, the New York State Thruway, and Route 9W, this property offers an ideal location for commuters traveling throughout the Hudson Valley and beyond. Inside, you’ll find hardwood floors throughout much of the home, along with two full

    Martin Krakower eXp Realty

    20 Hilltop Dr, New Windsor, NY 12553
  • /24

    $299,000

    $126K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,896 Sq Ft

    12 Elizabeth Ln, New Windsor, NY 12553

    NEW PRICE PENDING BANK APPROVAL!!! Welcome to 12 Elizabeth Lane in New Windsor — a well-maintained 3-bedroom, 1-bath ranch offering comfortable single-level living on a beautifully manicured 0.23-acre lot. Set on an elevated property with attractive curb appeal, this home features a spacious and functional layout with bright living spaces and generous storage throughout. The main living area

    Arya Rabinovits eRealty Advisors, Inc

    12 Elizabeth Ln, New Windsor, NY 12553
  • /21

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,029 Sq Ft

    1103 Washington Green, New Windsor, NY 12553

    This First Floor Unit in Washington Green is a rare find. It is one of the few with an oversized storage closet in unit off living room + a concrete walkway from the back patio stretching around to the parking lot, leaving almost no stairs. This End-unit living space backs up to the woods for complete privacy + tranquility, where you can enjoy your own gardening space and lawn. The Washington

    Lauren Racanelli RE/MAX Benchmark Realty Group

    1103 Washington Green, New Windsor, NY 12553
  • /36

    $439,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,436 Sq Ft

    21 Stonecrest Dr, New Windsor, NY 12553

    Welcome to 21 Stonecrest Drive in the heart of New Windsor — a well-maintained and inviting 3-bedroom, 1 full bathroom home offering 1,436 square feet of comfortable living space. Featuring beautiful hardwood floors throughout the main level, this home offers warmth and character along with a practical layout perfect for everyday living. Enjoy the convenience of a one-car attached garage, a large

    Steve Moreau Tactical Realty LLC

    21 Stonecrest Dr, New Windsor, NY 12553
  • /40

    $480,000

    • 3 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    5 Oak Ridge Dr, New Windsor, NY 12553

    Welcome to 5 Oak Ridge Drive in New Windsor! This well-maintained ranch-style home offers the convenience of single-level living with 3 bedrooms, 1.5 bathrooms, and an attached garage with an automatic electric door opener. Recent improvements include a new central air conditioning system and an upgraded electrical system, providing comfort and peace of mind for years to come. The functional

    Pete Wolven Hudson Valley Home Connection

    5 Oak Ridge Dr, New Windsor, NY 12553
  • /50

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,734 Sq Ft

    233 Blooming Grove Turnpike, New Windsor, NY 12553

    Nestled on a lovely one acre lot, this 3-bedroom, 2-bath Colonial offers timeless character and 1,734 square feet of space. With solid bones and a classic layout, this home is ready for your updates and a fresh touch to truly shine again. Enjoy the peaceful garden setting with magnolia, apple, peach and pear trees; lots of perennials and hydrangeas too! A tranquil stream runs near one end of the

    Susan Hamilton Keller Williams Realty

    233 Blooming Grove Turnpike, New Windsor, NY 12553
  • /9

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,262 Sq Ft

    6 Riverview Ave, New Windsor, NY 12553

    Charming opportunity awaits with this 3-bedroom, 2-bath ranch-style home situated on over a half-acre in a convenient commuter location close to the New York State Thruway, Interstate 84, public transportation, shopping and dining. This property offers tremendous potential for the right buyer, featuring a spacious layout, rear deck overlooking a wooded setting, with an attached 1 car garage and a

    Steve Esposito HomeSmart Homes & Estates

    6 Riverview Ave, New Windsor, NY 12553
  • /27

    $225,000

    • 2 Beds
    • 1 Bath
    • 715 Sq Ft

    43 Lafayette Dr, New Windsor, NY 12553

    Whether you’re searching for your first home or a great investment opportunity, this property has so much to offer. Located in the sought-after Cornwall Central School District and just minutes from Route 9W, it’s a convenient location for commuters. You’ll also enjoy being a short drive from the Newburgh Waterfront, where you can explore popular restaurants, entertainment, and scenic Hudson

    Sammy Zambrano Keller Williams Realty

    43 Lafayette Dr, New Windsor, NY 12553
  • /15

    $325,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,222 Sq Ft

    305 Gazebo Ct, New Windsor, NY 12553

    This beautifully maintained 2 bedroom, 2 full bath ground-floor condo offers comfort, convenience, and thoughtful updates throughout. Enter inside to an open and airy floor plan featuring a cozy gas fireplace that anchors the living space—perfect for relaxing evenings at home.The spacious kitchen flows seamlessly into the dining and living areas, making entertaining effortless. Enjoy the

    Brittany Barry HV Premier Properties Realty

    305 Gazebo Ct, New Windsor, NY 12553
  • /30

    $479,900

    $30K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    515 Toleman Rd, Rock Tavern, NY 12575

    This two-level raised ranch home has been beautifully maintained with new mulch and landscaping out front and a freshly painted rear deck (stay tuned for new pictures). It features hardwood flooring throughout the top level, an open-concept kitchen, a formal dining area, a living space including a spacious sunroom, and three bedrooms with a full renovated bathroom. The bottom level has

    Nicholas Cuomo Keller Williams Realty

    515 Toleman Rd, Rock Tavern, NY 12575
  • /46

    $385,000

    • 2 Beds
    • 1 Bath
    • 942 Sq Ft

    333 Oak Dr, New Windsor, NY 12553

    Charming and full of potential, this 2-bedroom, 1-bath Cape Cod offers comfortable living in a convenient New Windsor location. Situated on a scenic lot with beautiful views of Beaver Dam Lake and the distant mountains, this home combines character, updates, and opportunity. The interior features hardwood floors, central air, an updated full bath, and several recent improvements throughout. The

    Donna Brunell RE/MAX Benchmark Realty Group

    333 Oak Dr, New Windsor, NY 12553
  • /12

    $389,000

    • 3 Beds
    • 2.5 Baths
    • 2,148 Sq Ft

    6 Lannis Ave, New Windsor, NY 12553

    Welcome to 6 Lannis Ave, New Windsor — a spacious 3 bed, 2.5 bath Ranch offering a very comfortable layout and real potential. With 2,148 sq ft of living space on a 0.72-acre lot, this home gives you room to spread out and make it your own. Inside you’ll find 6 total rooms including a kitchen, 1,528 sq ft above ground, and an additional 620 sq ft finished in the basement. The layout works great

    Joel Walter eRealty Advisors, Inc

    6 Lannis Ave, New Windsor, NY 12553
  • /26

    $295,000

    • 2 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    276 Temple Hill Rd Unit 303, New Windsor, NY 12553

    Very nice unit in move in condition and area close to major highways and shopping walk into a very large living room and dining area a kitchen with nice appliances and breakfast area with sliding glass doors to a back yard with a patio for a picnic bedrooms on upper level and a full bathroom washer dryer in the unit .Complex offers in ground pool tennis courts and club house a

    Rhoda Ciancio Real Estate Connection Corp

    276 Temple Hill Rd Unit 303, New Windsor, NY 12553
  • /35

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 1,701 Sq Ft

    18 Saint Joseph Place, New Windsor, NY 12553

    Welcome to this gorgeous 3 Bedroom 3 Bathroom ( 2 Full, 1 Half) two story with 1700 sq ft of living space. Updated kitchen with stone counter tops. Hardwood flooring throughout. Three bedrooms upstairs featuring a primary bedroom with en suite full bathroom. One car detached garage with space for several cars on the paved asphalt driveway. Awesome patio area in the back of the house. This

    Scott R. Amendolare, Sr. RE/MAX Benchmark Realty Group

    18 Saint Joseph Place, New Windsor, NY 12553
  • /17

    $315,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,029 Sq Ft

    1155 Washington Green, New Windsor, NY 12553

    2 bedroom, 2 full bath condo. Peaceful, bright, sunny, penthouse unit. Cathedral ceilings, fireplace, new central a/c, brand new washer/dryer in unit. Updated kitchen with quartz counter tops and stainless steel appliances. Relax on your walk out balcony with mountain views. Unit has front and rear entrance. HOA includes clubhouse with pool, tennis, dog park and playground. Garbage and water

    Matthew Hart World Prop Intl Sea to Sky

    1155 Washington Green, New Windsor, NY 12553
  • /20

    $429,000

    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft

    324 Walnut Ave, New Windsor, NY 12553

    Located in the scenic Beaver Dam Lake area, this charming two-story home offers the perfect setting for easy living and memorable adventures! Enjoy a day of boating, swimming, or fishing on the lake, then unwind in your own backyard oasis for al fresco dining. Building mechanicals have recently been updated with high-efficiency equipment for peace of mind and trouble-free operation. This location

    Charles Buser Charles J Buser

    324 Walnut Ave, New Windsor, NY 12553
  • /18

    $399,900

    $100K PRICE DROP
    • Land
    • 2.3 Acres
    • $173,870 per Acre

    0 Silver Stream Rd Unit KEY929366, New Windsor, NY 12553

    LOCATION - LOCATION...Endless possibilities with this 2.3 acre vacant parcel of land on LC zoning in the middle of town with access to municipal water and sewer with over 200' ft. road front. Just a mile from the main gate of Stewart International Airport and short drive to 9W and I-84 & I-87 intersection.

    George Koudounas RE/MAX Benchmark Realty Group

    0 Silver Stream Rd Unit KEY929366, 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

    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 bedroom with walk-in closet. Newer

    Tremaine Selby Weichert Realtors

    276 Temple Hill Rd Unit 2414, New Windsor, NY 12553
  • /22

    $231,900

    $3K PRICE DROP
    • 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
  • /45

    $350,000

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

    714 Hewitt Ln, New Windsor, NY 12553

    Plum Point End Unit Townhouse with River Views! This 2 bedroom 1.5 bath townhouse with attached garage is tucked away in the desirable Plum Point Complex with manicured grounds, pool, clubhouse, tennis courts, and close to all amenities. The paver front patio and covered porch welcome you. Spacious living room with wood burning fireplace, a formal dining room with built in bookshelves and sliders

    Brenda Guttenberg RE/MAX Benchmark Realty Group

    714 Hewitt Ln, New Windsor, NY 12553
  • /50

    $450,000

    • 2 Beds
    • 3 Baths
    • 2,020 Sq Ft

    1505 Balsam Dr, New Windsor, NY 12553

    Welcome to this beautifully maintained townhouse in The Grove, offering a spacious open-concept layout and an exceptional lifestyle. The main level features gleaming hardwood floors, elegant crown molding, a bright living room, formal dining area with sliding doors to a private balcony, and a well-appointed eat-in kitchen complete with 42-inch cabinetry, pantry, and breakfast bar. This home

    Bryan Dale eXp Realty

    1505 Balsam 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

    $243,500

    $22K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    128 Brittany Terrace Unit 128, Rock Tavern, NY 12575

    Motivated Seller Welcome to this inviting 3-bedroom, 2-bath home located in the desirable Brittany Terrace 55+ community in Rock Tavern, NY. This well-maintained residence features a bright, open floor plan ideal for both everyday living and entertaining. The spacious living room is filled with natural light and flows seamlessly into the dining area and well-appointed kitchen. The kitchen offers

    Joseph Rubeo Keller Williams Hudson Valley

    128 Brittany Terrace Unit 128, Rock Tavern, NY 12575
  • /39

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    119 Blanche Ave, New Windsor, NY 12553

    Located in New Windsor within the Newburgh School District, this 3-bedroom, 2-bath raised ranch offers 1,553 square feet of living space on a 0.34-acre lot, combining flexible living space with meaningful recent updates. Buyers looking for a home in Orange County under $400K will appreciate the value of major improvements already completed, including a high-efficiency gas boiler installed in

    Virginia Corbett eXp Realty

    119 Blanche Ave, New Windsor, NY 12553

Home Prices in New Windsor, NY

Home Price Trends

Median Sale Price
$447,500
Median Single Family Sale Price
$480,000
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$315,000
Median 1 Bedroom Sale Price
$197,500
Average Price Per Sq Ft
$259
Number of Homes for Sale
67
Last 12 months Home Sales
262
Months of Supply
3.10
Median List Price
$450,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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