18

Highland Mills, NY Homes for Sale under $400,000

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  • /38

    $349,900

    • 1 Bed
    • 1 Bath
    • 783 Sq Ft

    58 Oxford Springs Rd, Chester, NY 10918

    Tucked away in a serene, wooded setting, this extraordinary private retreat offers a rare blend of craftsmanship and natural beauty. Surrounded by mature trees and complete privacy, this meticulously curated home is a true sanctuary—where every detail has been thoughtfully designed to elevate everyday living. From the moment you arrive, the property makes a lasting impression with its peaceful

    Christine Koenig Keller Williams Realty

    58 Oxford Springs Rd, Chester, NY 10918
  • /25

    $339,999

    • 2 Beds
    • 1.5 Baths
    • 1,168 Sq Ft

    83 Lois Ln, Monroe, NY 10950

    Welcome to 83 Lois Lane in Monroe—an excellent opportunity to own a 2-bedroom condo in a commuter-friendly location. This home features hardwood floors throughout the main level, where an open-concept living and dining area provides a comfortable and functional layout for everyday living and entertaining. Sliding glass doors lead to a private concrete patio, offering a great space for outdoor

    Philip Szumlaski Keller Williams Realty

    83 Lois Ln, Monroe, NY 10950
  • /37

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,266 Sq Ft

    606 Arlin Rd, Monroe, NY 10950

    Welcome to this beautifully updated 2-bedroom, 2 full bathroom end-unit located in the highly sought-after Cromwell Hill Commons. Ideally situated for commuters, this desirable community offers low taxes and exceptional amenities including a clubhouse and in-ground pool—perfect for relaxing after a long day or enjoying weekends close to home.Inside, the home features an inviting open-concept

    Thomas Lawrenson Howard Hanna Rand Realty

    606 Arlin Rd, Monroe, NY 10950
  • /28

    $310,000

    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    1 Whippoorwill Trail, Monroe, NY 10950

    Quiet spot at the end of a short "trail"! 1/2 circle driveway is paved giving more parking, & closer to the entrance! You'll enjoy the spacious deck at the rear of the house for any get togethers or just a peaceful family BBQ & play area for the kids! The deck is partially under a roof to be enjoyed even in the rain! There are 2 bedrooms & a small extra room, sunroom, living room, & fireplace to

    Kathy Dawson Howard Hanna Rand Realty

    1 Whippoorwill Trail, Monroe, NY 10950
  • /41

    $384,900

    • 3 Beds
    • 1.5 Baths
    • 1,426 Sq Ft

    4 Aspen Ct, Highland Mills, NY 10930

    Wow! Privacy coupled with Carefree Living! This three bedroom townhome in Timber Ridge has the most beautiful storybook setting complete with a foot bridge and babbling brook. No where else offers such wooded privacy with maintenance free living. Nestled in the heart of Highland Mills with award winning Monroe-Woodbury Schools and the coveted Woodbury Parks and Recreation this updated home can be

    Karen Taphorn Howard Hanna Rand Realty

    4 Aspen Ct, Highland Mills, NY 10930
  • /26

    $347,000

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    11 Barnett Dr Unit 2, Monroe, NY 10950

    Desirable Barnett Hills – First Floor Living with Low Taxes! Welcome to this beautifully updated 2-bedroom, 2 full bathroom first-floor condo in the sought-after Barnett Hills community. This bright and spacious home features an oversized living room with a striking brick accent wall and gleaming hardwood floors throughout. The updated high-end kitchen offers modern style and functionality, while

    Richard Froehlich RE/MAX Benchmark Realty Group

    11 Barnett Dr Unit 2, Monroe, NY 10950
  • /39

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft

    1906 Rosewood Ct, Highland Mills, NY 10930

    Beautifully maintained first floor two-bedroom two full bathroom condo in a lovely setting of Woodbury Heights. Kitchen boasts quartz countertops, tiled backsplash, wood cabinetry to ceiling and stainless-steel appliances, including a gas stove. Laundry room with stackable washer/dryer beyond the door in kitchen. Pantry and deep closet at entry. Dining area has tons of natural light, (chandelier

    Agnes Milani Howard Hanna Rand Realty

    1906 Rosewood Ct, Highland Mills, NY 10930
  • /26

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 882 Sq Ft

    25 Oreco Terrace, Monroe, NY 10950

    Perched above the road with scenic hillside views and a quiet setting, this inviting home offers comfort and potential in one package. The layout is practical and easy to navigate, featuring a bright kitchen with ample cabinet space and room to update to your taste, plus a comfortable living area with a wood stove that adds warmth and charm. Outside, enjoy a private deck and yard space ideal for

    Lazar Schvimmer Blooming Realty

    25 Oreco Terrace, Monroe, NY 10950
  • /31

    $395,000

    • 4 Beds
    • 1 Bath
    • 1,132 Sq Ft

    13 Whippoorwill Trail, Monroe, NY 10950

    Your dream home in the cozy Mountain Lodge is here! Come see this beautiful, well kept home in the well sought after Monroe, with Washingtonville schools! Brand new roof! outdoor decking is new, bathroom is new! Call today for a viewing.

    Joel Ayala HomeSmart Homes & Estates

    13 Whippoorwill Trail, Monroe, NY 10950
  • /20

    $380,000

    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft

    48 Orchard Lake Dr, Monroe, NY 10950

    Bright and well maintained home offering comfortable living space with a practical layout that feels open and easy to enjoy. Features inviting living areas, nicely sized bedrooms, and a warm, airy feel across the home.. The outdoor space adds extra room to relax or entertain, making this a solid option for everyday living or long term value. Conveniently located near local amenities, shopping,

    Lazar Schvimmer Blooming Realty

    48 Orchard Lake Dr, Monroe, NY 10950
  • /36

    $355,000

    • 2 Beds
    • 2 Baths
    • 1,160 Sq Ft

    37 Aldo Ct, Monroe, NY 10950

    This unit is conveniently located on the first floor with a ramp for easy access. Experience the ease of single-level living in this home featuring generous rooms, plentiful natural light, and an open floor plan that’s ideal for both relaxation and entertaining. Step through the inviting entryway into a spacious, sun-filled living and dining area that radiates warmth and charm. The kitchen offers

    Donna Gennaro Howard Hanna Rand Realty

    37 Aldo Ct, Monroe, NY 10950
  • /29

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,666 Sq Ft

    2 Ascension Trail, Monroe, NY 10950

    Cute 4-bedroom, 2-bath ranch in Mountain Lodge Park now available! Ideally located just two blocks from Schunemunk State Park, offering nearby hiking trails and scenic vistas. The main level features three bedrooms and a full bath, along with a bright living room, kitchen, and sunroom. A stackable washer/dryer can be conveniently accommodated in the kitchen. The walk-out lower level adds

    Thomas Lawrenson Howard Hanna Rand Realty

    2 Ascension Trail, Monroe, NY 10950
  • /7

    $349,000

    • 1 Bed
    • 1.5 Baths
    • 528 Sq Ft

    15 Park Ave, Monroe, NY 10950

    Welcome to 15 Park Ave, a fantastic opportunity in the heart of Monroe, NY. Ideally situated just steps from local shopping, transportation, and the amenities of the surrounding communities, including close proximity to the rapidly growing area of Kiryas Yoel, this property offers unmatched convenience and high demand. This home features a spacious layout with generous living areas, making it

    Lazar Schvimmer Blooming Realty

    15 Park Ave, Monroe, NY 10950
  • /12

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft

    30 Sycamore Ct, Highland Mills, NY 10930

    Welcome to this charming corner-lot townhome in the desirable Town of Woodbury! This spacious 3-bedroom, 2-full-bath home offers the perfect blend of comfort, convenience, and style. The bright and inviting living area features a semi-open layout ideal for both everyday living and entertaining. The kitchen offers plenty of counter space and cabinetry, while the dining area flows seamlessly to the

    Danielle Riggs Keller Williams Hudson Valley

    30 Sycamore Ct, Highland Mills, NY 10930
  • /35

    $369,000

    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft

    72 Smith Clove Rd, Central Valley, NY 10917

    Discover the charm of this country-style house in Central Valley, situated in the historic village area. You'll be close to shopping, restaurants, Woodbury Commons, and the Monroe-Woodbury School District. This two-story colonial features a freshly painted interior with cozy accents, a beautiful staircase, an enclosed front porch, and an updated kitchen. Enjoy the spacious rear yard deck

    Chaim Gluck eRealty Advisors, Inc

    72 Smith Clove Rd, Central Valley, NY 10917
  • /16

    $335,000 Pre-Foreclosure

    • 4 Beds
    • 1.5 Baths
    • 1,706 Sq Ft

    3 Emerald Trail, Monroe, NY 10950

    Unique property offering space, flexibility, and privacy in quiet Mountain Lodge Park setting. One of the standout features is the oversized detached garage with a large open loft space above. Possibilities are endless providing excellent potential for a workshop, studio, hobby space, extensive storage, or even additional living space for multi-generational living. The main home offers a spacious

    Michelle Getty HVG Realty, Inc.

    3 Emerald Trail, Monroe, NY 10950
  • /6

    $390,000

    • 2 Beds
    • 1.5 Baths
    • 1,432 Sq Ft

    20 Redwood Dr, Highland Mills, NY 10930

    Looking for the perfect starter or downsizer? This 2 Bedroom, 1.5 Bathroom Townhouse end unit in Village of Woodbury might be for you! Close to I-87 shopping, schools and amenities.

    Ernie Acampora River Realty Services, Inc.

    20 Redwood Dr, Highland Mills, NY 10930
  • /2

    $399,000

    • 4 Beds
    • 2.5 Baths
    • 3,358 Sq Ft

    4 Crystal Dr, Washingtonville, NY 10992

    Short Sale Subject to Lander 3rd party Approval. Sold as is. Cash offers only.

    Arduino Colomban Skyler Realty LLC

    4 Crystal Dr, Washingtonville, NY 10992
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