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New Windsor, NY Homes for Sale with Pool

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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

    Agent Photo

    Christina Rowan

    Howard Hanna Rand Realty

    (845) 470-3488

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

    Agent Photo

    Kristen Velez

    RE/MAX Benchmark Realty Group

    (845) 552-4672

    17 Purdys Ln, New Windsor, NY 12553
  • /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.

    Agent Photo

    Samantha Ortiz

    Howard Hanna Rand Realty

    (845) 552-4305

    42 Knox Dr, New Windsor, NY 12553
  • /31

    $299,999

    • 2 Beds
    • 2 Baths
    • 1,309 Sq Ft

    307 Gazebo Ct, New Windsor, NY 12553

    Welcome to this bright and spacious 2-bedroom, 2-bathroom condo located in the sought-after Windsor Crest community in New Windsor! This 2nd floor unit features an open-concept living and dining area with plenty of room for a large sectional and big-screen TV—perfect for relaxing or entertaining. **Brand-new carpets were just installed on 7/21!Step out onto your private balcony, which

    Agent Photo

    Thomas Lawrenson

    Howard Hanna Rand Realty

    (845) 442-4954

    307 Gazebo Ct, New Windsor, NY 12553
  • /38

    $280,000

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

    1004 Washington Green Unit T2, New Windsor, NY 12553

    Town of New Windsor two bedroom, two bathroom second floor Washington Green condo. Open floor plan with carpeted living room with gas fireplace built in cabinets and access to the rear deck; dining room with cabinetry and breakfast bar and galley kitchen. The primary suite has a large bedroom , walk in closet and full bath. There is a second bedroom and the main bath has a tub plus a sackable

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    Frank Gerbes

    RE/MAX Benchmark Realty Group

    (845) 386-7917

    1004 Washington Green Unit T2, New Windsor, NY 12553
  • /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

    Agent Photo

    Frank Gerbes

    RE/MAX Benchmark Realty Group

    (845) 516-8320

    49 Mertes Ln, New Windsor, NY 12553
  • /33

    $290,000

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

    1121 Washington Green, New Windsor, NY 12553

    Price improved June 3rd for this Town of New Windsor two bedroom and two-bathroom condo is located in the Washington Green complex. This desirable lower unit has a front and rear entrance for easy access. The large living room has a marble fireplace with a gas insert, and doors to the rear patio that give the unit natural light. The dining room has multiple windows and flows into the living room.

    Agent Photo

    Frank Gerbes

    RE/MAX Benchmark Realty Group

    (914) 743-3839

    1121 Washington Green, New Windsor, NY 12553
  • /30

    $335,000

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

    276 Temple Hill Rd Unit 201, New Windsor, NY 12553

    Move-In Ready End Unit Townhouse!Look no further—this beautifully updated end unit townhouse is ready for you to call home. Enjoy a brand-new eat-in kitchen featuring new cabinets, sleek stainless steel appliances and granite countertops. The open-concept living and dining area boasts new vinyl plank flooring throughout, creating a fresh and modern feel. Convenient half bath on first floor.

    Ann Marie Hahr Keller Williams Realty

    276 Temple Hill Rd Unit 201, New Windsor, NY 12553
  • /45

    $749,000

    • 5 Beds
    • 4 Baths
    • 4,040 Sq Ft

    254 Orrs Mills Rd, New Windsor, NY 12553

    Discover the Best of New Windsor & Cornwall – Right at Your Doorstep! Cornwall SchoolsWelcome to 254 Orrs Mills Road, where comfort, character, and convenience meet in this stunning Contemporary Colonial. Nestled in nature’s lush landscape, this spacious multi-level home offers scenic views from every angle, vaulted ceilings, and sunlit interiors enhanced by skylights and Andersen

    Valerie Moldow Howard Hanna Rand Realty

    254 Orrs Mills Rd, New Windsor, NY 12553
  • /31

    $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
  • /20

    $325,000

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

    1010 Washington Green, New Windsor, NY 12553

    Beautiful END unit with balcony, that has been well maintained AND updated over the years! Updates include: new heating and cooling system within the last year, newer HW heater, gorgeous KraftMaid kitchen with large self-close drawers & cabinet doors, glass tile backsplash & granite counters, all in impeccable shape. Newer stainless fridge, gas oven, microwave/vent & dishwasher. Bathrooms have

    kristina olsen Hudson Valley Home Connection

    1010 Washington Green, New Windsor, NY 12553
  • /40

    $399,000

    • 2 Beds
    • 4 Baths
    • 1,486 Sq Ft

    1009 Ethan Allen Dr, New Windsor, NY 12553

    Welcome to the Patriot Ridge townhouse community located in the heart of New Windsor. This middle unit is located across from the clubhouse, tennis courts, and pool with mountain and seasonal river views. This townhouse offers 2 bedrooms, 2 full and 2 half baths with a finished basement. Living and dining rooms, kitchen and powder room on the first level with hardwood floors and sliders out to

    Pat Macri Keller Williams Realty

    1009 Ethan Allen Dr, New Windsor, NY 12553
  • /30

    $729,000

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    2066 Independence Dr, New Windsor, NY 12553

    Charming Colonial in The Reserve – 4 Bed, 2.5 Bath with Pool & Cornwall School District!Welcome to this exquisite, freshly painted, 4-bedroom, 2.5-bath colonial that is thoughtfully designed for comfort and style. This home features an above-ground pool with its own newly-stained deck, an expansive backyard deck that offers a panoramic view of the mountains, creating the perfect oasis for

    KARLENE DM BROWN Keller Williams Realty Partner

    2066 Independence Dr, New Windsor, NY 12553
  • /35

    $695,000

    • 4 Beds
    • 3 Baths
    • 2,695 Sq Ft

    545 Shore Dr, New Windsor, NY 12553

    Discover this stunning 3-level lakefront gem in the heart of the Hudson Valley just a quick one-hour drive from NYC! With breathtaking lake and mountain views, this four-bedroom, three-bath home offers the perfect blend of serenity and convenience. Boasting exclusive lake and beach rights, it’s an outdoor lover’s paradise.. Located in the highly sought-after Blue Ribbon Cornwall Central School

    Michael Rostanzo Tactical Realty LLC

    545 Shore Dr, New Windsor, NY 12553
  • /49

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft

    14 Windsor Dr, New Windsor, NY 12553

    This 3-bedroom, 2-full-bathroom property offers an oasis in the heart of the Hudson Valley!! The property has been beautifully renovated and offers amazing 3 large bedrooms and 2 full spa-like bathrooms that exude luxury and tranquility. The updated kitchen has an amazing amount of storage, brand new appliances, and gorgeous new granite countertops! The yard has a sparkling inground pool and a

    Malia Leonard BUY NY REALTY LLC

    14 Windsor Dr, New Windsor, NY 12553
  • /42

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    412 Hawthorn Way, New Windsor, NY 12553

    Welcome to The Grove at New Windsor! This young townhome development offers a wonderful alternative to single-family living. Set as a desirable end unit, this home has just been painted and boasts gleaming hardwood floors that flow through the main living areas. The large eat-in kitchen features granite counters, stainless steel appliances and a tiled backsplash, providing plenty of space for

    Naomi Streicher Q Home Sales

    412 Hawthorn Way, New Windsor, NY 12553
  • /45

    $469,999

    • 3 Beds
    • 2.5 Baths
    • 1,910 Sq Ft

    206 Hawthorn Way, New Windsor, NY 12553

    Welcome to 206 Hawthorn Way, a beautifully maintained 3-bedroom, 2.5-bath, 3-level townhome in the highly desirable Grove community of New Windsor. With spacious interiors, tasteful finishes, and resort-style amenities, this move-in-ready home offers the perfect blend of comfort, functionality, and location.Step inside to find rich hardwood flooring throughout the main living areas,

    Philip Szumlaski Keller Williams Realty

    206 Hawthorn Way, New Windsor, NY 12553
  • /19

    $239,900

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

    810 Blooming Grove Turnpike Unit 88, New Windsor, NY 12553

    Welcome to this spacious and sun-filled 2-bedroom, 1-bath condo offering 1,260 square feet of comfortable living in the desirable Kingswood Gardens community. This upstairs unit features an inviting galley kitchen with plenty of natural light, leading to a private outdoor balcony perfect for morning coffee or evening relaxation. The enormous living room showcases beautiful hardwood floors,

    Kathryn DeCrosta John J Lease REALTORS Inc

    810 Blooming Grove Turnpike Unit 88, New Windsor, NY 12553
  • /44

    $499,000 Open Sun 10AM - 1PM

    • 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 3- 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
  • /44

    $485,000

    • 3 Beds
    • 3.5 Baths
    • 2,890 Sq Ft

    305 Balsam Dr, New Windsor, NY 12553

    Welcome to 305 Balsam Drive, A Rare Gem at The Grove at New Windsor. Discover luxury, space, and scenic beauty in one of the largest townhomes in the highly desirable Grove at New Windsor community. Spanning an impressive 2,890 square feet, this 3-level unit with finished basement offers elegance, comfort, and exceptional value. Step inside and be greeted by the bright and airy living & dining

    Hamar Clarke Clarke Realty & Associates LLC

    305 Balsam Dr, New Windsor, NY 12553
  • /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
  • /17

    $279,900

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

    1157 Washington Green, New Windsor, NY 12553

    Don't miss out on this ground floor 2 bedroom/ 2 bathroom condo with patio, no stairs to patio and parking lot!! All new carpet throughout, move in condition. The large living room features a gas fireplace and doors out to the patio. The master bedroom features a walk-in closet and an en-suite bathroom with tub. The second bedroom is a nice size and main bathroom has walk-in shower with washer

    Kimberly Behrens Howard Hanna Rand Realty

    1157 Washington Green, New Windsor, NY 12553
  • /45

    $575,900

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

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

    SPECTACULAR DIRECT VIEWS OF HUDSON RIVER & MT. BEACON...LOCATION-LOCATION. For sale one of the most prestigious properties of the area. This unit is on 3rd floor of building with a hallway sprinkler system, elevator, designated parking spot for every unit and professional landscaping. The most spectacular views of the Hudson River await you in this upscale penthouse condo. Bright spacious living

    George Koudounas RE/MAX Benchmark Realty Group

    117 Sandpiper Ln Unit 1C, 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
  • /21

    $253,000

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

    810 Blooming Grove Turnpike Unit 84, New Windsor, NY 12553

    Beautifully maintained 1260 sf end unit condo located on the first floor in desirable Kingswood Gardens. Best feature of this condo is that the assigned parking space is located right at the entrance to your private porch - no need to use common hall or walk from parking lot. This end unit offers oversized living room, separate dinning room, kitchen with additional counter space has direct access

    Lindsay Knowles Howard Hanna Rand Realty

    810 Blooming Grove Turnpike Unit 84, New Windsor, NY 12553
  • /36

    $919,999

    • 4 Beds
    • 2.5 Baths
    • 3,065 Sq Ft

    107 Denniston Dr, New Windsor, NY 12553

    Welcome to this stunning 3,065 square foot estate, nestled on 1.70 acres of beautifully landscaped grounds—a true retreat that perfectly balances elegance, comfort, and modern convenience.Boasting 4 spacious bedrooms and 2.5 bathrooms, this home is thoughtfully designed for both everyday living and stylish entertaining. The grand master suite is your personal sanctuary, featuring a spa-like

    Brittany Barry HV Premier Properties Realty

    107 Denniston Dr, New Windsor, NY 12553
  • /40

    $699,900

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

    282 Tamerisk Ln, New Windsor, NY 12553

    Stunning Hudson River retreat at Plum Point On Hudson with panoramic views on every level! Experience the ultimate in luxury living with this extraordinary 3-level home offering unrivaled Hudson River views from every floor. Boasting 3,102 square feet of impeccably designed interior space and an additional 800 square feet of deck space, this home seamlessly blends indoor elegance with

    Jeanette Santory Howard Hanna Rand Realty

    282 Tamerisk Ln, New Windsor, NY 12553
  • /40

    $840,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,525 Sq Ft

    423 Jackson Ave, New Windsor, NY 12553

    Nestled on this 1.4 acre picturesque lot sits this Grand Center Hall Colonial. Step in to find so much space to accommodate your entire family even to include your extended family or In-Home Office. Enter through your front door to find your Formal Dining & Living Rooms with crown molding, Floor to Ceiling windows & Custom Pillars. A tiled ½ bath has been renovated to perfection. To the back

    Michele Rios BHHS Hudson Valley Properties

    423 Jackson Ave, New Windsor, NY 12553
  • /12

    $145,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    10 Oakwood Terrace Unit 120, New Windsor, NY 12553

    Oakwood Lovely well kept 1 Bedroom unit. Come live the good life from this Oakwood co-op. Large Living room with new carpet and freshly painted opens to private deck overlooking woods, Kitchen with appliances and pantry, Large Bedroom with walk in closet and new carpet, Updated full bath . Conveniently located in the heart of New Windsor, close to major roads for commuters, shopping

    Kathleen Milich RE/MAX Benchmark Realty Group

    10 Oakwood Terrace Unit 120, New Windsor, NY 12553
  • /33

    $924,000

    • 5 Beds
    • 4 Baths
    • 4,366 Sq Ft

    1010 Pine View, New Windsor, NY 12553

    BRING AN OFFER..."HIGHLY MOTIVATED SELLER"!!! SCHOOL STARTS SOON, SNOW & SO DOES THE HOLIDAYS!!! "Home Sweet Home", Almost an acre, YES HONEY STOP THE CAR!!! CORNWALL SCHOOLS and right around the corner from all stores, grocery and Woodbury Commons Shopping Outlets plus gas stations. Not to mention you are 5 minutes from all MAJOR HIGHWAYS INCLUDING PALISADES PKWY! Salisbury Mills TRAIN station

    Tameeka Williams KFortuna All Aspects Realty

    1010 Pine View, New Windsor, NY 12553

Home Trends in New Windsor, NY

Housing Trends

Median Sale Price
$215,000
Median Single Family Sale Price
$700,000
Median Townhouse Sale Price
$250,000
Median 2 Bedroom Sale Price
$250,000
Median 1 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$239
Number of Homes for Sale
7
Last 12 months Home Sales
119
Months of Supply
0.70
Median List Price
$199,999
Median Change From 1st List Price
-8%
Median Home Sale Price YoY Change
16%
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