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

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  • /36

    $259,900

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft

    10 Lexington Hill, Harriman, NY 10926

    Move-In Ready! Fully Updated 2-Bedroom, 2-Bath Condo with Private Patio. This updated one-level unit features a spacious, open layout designed for comfort and effortless entertaining. From the moment you step inside, newer flooring throughout and a modern kitchen with stainless steel appliances and a counter-height breakfast bar set the tone. The open floor plan flows seamlessly from the kitchen

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    Lynelle Alessi

    KW Hudson Valley United

    10 Lexington Hill, Harriman, NY 10926
  • /7

    $270,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 704 Sq Ft

    36 Claremont Trail, Monroe, NY 10950

    This charming 2-bedroom ranch has been fully refreshed and is ready for your next chapter. Ideal as a peaceful starter home or a weekend getaway just 60 miles from NYC. Relax on your property and take in the fantastic mountain views that makes this neighborhood one of Orange County’s best-kept secrets. You’re a short drive from Woodbury Common Premium Outlets, local farm-to-table dining, and the

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    Mindy Skelly

    1 Oak Real Estate Hub Inc

    36 Claremont Trail, 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.

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    Joel Ayala

    HomeSmart Homes & Estates

    13 Whippoorwill Trail, Monroe, NY 10950
  • /37

    $274,999

    $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,815 Sq Ft

    4 Woodland Cir N, Monroe, NY 10950

    Welcome to this charming 1940 brick home nestled among mature trees in the Mountain Lodge Park subdivision, located within the Washingtonville School District. This solid 3-bedroom, 1-bathroom residence blends classic construction with a peaceful, natural setting while remaining highly convenient to commuter routes like Interstate 87, Route 208, and Route 94. Situated just a short drive from

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    Richard Baxter

    Keller Williams Realty

    4 Woodland Cir N, Monroe, NY 10950
  • /27

    $249,900

    $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 876 Sq Ft

    28 Laurel Trail, Monroe, NY 10950

    Move right into this beautifully updated 2-3 bedroom ranch, where quality improvements and care are evident throughout. The inviting kitchen is a standout feature, designed with functionality and style in mind, featuring maple cabinets, tiled backsplash and flooring, stunning kitchen island, stainless steel appliances, and pendant lighting. Complete with contemporary finishes the layout is

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    Carole McCann

    Hudson Heritage Realty

    28 Laurel Trail, Monroe, NY 10950
  • /23

    $250,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 950 Sq Ft

    18 Lexington Hill Unit 8, Harriman, NY 10926

    Find your perfect home in the heart of Lexington Hills with this desirable lower-level Unit. Experience the best of community living with the added benefit of a secluded, quiet location. Ideal for simplifying life, this unit offers turn-key readiness and is situated just moments from local dining, shopping, and major commuter routes. Enjoy the ease of a lower-level residence with excellent

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    Donna Reese

    KW Hudson Valley United

    18 Lexington Hill Unit 8, Harriman, NY 10926
  • /6

    $299,000

    $16K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 760 Sq Ft

    32 Cedar Trail, Monroe, NY 10950

    Step into a home where the hard work is already done. Welcome to this 3-bedroom, 1-bath property freshly painted and move-in ready. Nicely flowing layout with updated hardwood flooring, kitchen cabinets with quartz counter, and tiled bathroom were all updated in 2022. New furnace and water heater. Ample space in the backyard.

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    Jack Yao

    Realmart Realty LLC

    32 Cedar Trail, Monroe, NY 10950
  • /2

    $189,000

    $86K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    10 Lookout Trail, Monroe, NY 10950

    Now offered at a new and improved price! Handyman Special – Needs Some Work, but Offers Great Potential to Make It Your Own! Charming 2-bedroom, 1-bath cottage situated on a private 0.25-acre lot in scenic Blooming Grove. This handyman special offers a peaceful, retreat-like setting with plenty of potential to make it your own. Features include a spacious eat-in kitchen, a cozy living area with a

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    Ewa Kusmierek

    eXp Realty

    10 Lookout Trail, Monroe, NY 10950
  • /36

    $394,900

    $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    281 Orchard Dr, Monroe, NY 10950

    Well maintained ranch located in a highly convenient location. Minutes to shopping, public transit and Monroe-Woodbury schools. Just around the corner from several grocery stores, gyms, eateries & major shopping including the Woodbury Common Premium Outlets. 2 miles to the Harriman train station and 3 miles to 17 & 84! This cozy 3 BR, 1 BA home features an updated full bathroom, galley style

    Heather Macauley eXp Realty

    281 Orchard Dr, Monroe, NY 10950
  • /2

    $379,000

    $20K PRICE DROP
    • Land
    • 10,018 Sq Ft
    • $1,647,826 per Acre

    8 First Ave, Highland Mills, NY 10930

    Create the home you've always envisioned on this spacious lot, ideally located in a desirable and established neighborhood. Offering generous dimensions, the property provides ample room for a custom-designed residence, beautiful landscaping, outdoor entertaining areas, and more. For added flexibility, the adjacent lot at 10 First Avenue is also available, presenting a unique opportunity to

    Joseph Rosenfeld Flag Realty Group

    8 First Ave, Highland Mills, NY 10930
  • /15

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    2 Poplar Trail, Monroe, NY 10950

    Discover your dream home with this charming ranch-style residence, perfectly situated in a desirable neighborhood. This immaculate property features 3 spacious bedrooms and 2 full bathrooms, making it ideal for or those seeking extra space. The beautifully maintained grounds are perfect for enjoying the upcoming spring weather, providing a serene outdoor retreat. Don’t miss out on this incredible

    Joseph Rosenfeld Flag Realty Group

    2 Poplar Trail, Monroe, NY 10950
  • /30

    $370,000

    $29K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 942 Sq Ft

    7 Crestwood Trail, Monroe, NY 10950

    Welcome to this charming 3-bedroom home in Blooming Grove, located within the desirable Washingtonville School District and featuring low taxes. Step into a welcoming living room complete with a cozy, wood-burning fireplace. The space flows seamlessly into a modern eat-in kitchen boasting beautiful granite countertops and abundant cabinetry, highlighted by gleaming wood floors throughout.The

    Olivia Cappelli Donna Ruffino Realty Corp

    7 Crestwood Trail, Monroe, NY 10950
  • /29

    $279,900

    • 1 Bed
    • 1 Bath
    • 801 Sq Ft

    8 Heritage Dr Unit E, Harriman, NY 10926

    Welcome to this beautifully maintained 1-bedroom, 1-bath condominium in excellent condition. This bright and inviting home features, new flooring, brand-new windows and a new sliding glass door that opens to a nice size patio—perfect for relaxing or enjoying your morning coffee. Conveniently located near major highways, public bus routes, the train station, and a variety of shopping, dining, and

    Agnes Burch Howard Hanna Rand Realty

    8 Heritage Dr Unit E, Harriman, NY 10926
  • /2

    $375,000

    • Land
    • 1.2 Acres
    • $312,500 per Acre

    188 Roselawn Rd, Highland Mills, NY 10930

    Discover the perfect opportunity to build your dream home on this spacious 1.2-acre parcel of land located at 188 Roselawn Rd in the desirable community of Highland Mills. Tucked away in a peaceful setting, this property offers the ideal blend of privacy and convenience. Situated between County Route 105 & Woodbury Junction, you’ll have easy access to main roads while still enjoying the

    Nathen Singer MK Realty Inc

    188 Roselawn Rd, Highland Mills, NY 10930
  • /12

    $360,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 956 Sq Ft

    4 Revere Rd, Monroe, NY 10950

    Welcome to 4 Revere Road, Monroe, NY! This inviting property features 3 spacious bedrooms among a total of 5 well-appointed rooms, offering plenty of space for comfortable living. Enjoy abundant natural light streaming through large, bright windows that create a warm and welcoming atmosphere throughout the home. Step outside onto the deck, perfect for relaxing or entertaining guests, and take in

    Samuel Posen MK Realty Inc

    4 Revere Rd, Monroe, NY 10950
  • /32

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 1,240 Sq Ft

    13 Redwood Dr, Highland Mills, NY 10930

    Welcome home to this beautifully updated 2-bedroom end-unit townhouse offering the perfect blend of comfort, style, privacy, and convenience. This move-in ready home presents a rare opportunity to own a residence that has been lovingly maintained and thoughtfully updated throughout the years. Featuring gorgeous new flooring, a stunning new kitchen with modern finishes, beautifully renovated

    Jackie Siracuse Absolute Real Estate of NY Inc

    13 Redwood Dr, Highland Mills, NY 10930
  • /27

    $255,000

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft

    27 Lexington Hill Unit 8, Harriman, NY 10926

    Welcome to this beautifully maintained first-floor end-unit condominium in the highly desirable Lexington Hills community. Offering the ease and convenience of one-level living, this bright and spacious home welcomes you with an inviting foyer that leads to an open-concept living room featuring a cozy fireplace and sliding glass doors opening to a patio—perfect for relaxing or enjoying the

    Rose Roper Howard Hanna Rand Realty

    27 Lexington Hill Unit 8, Harriman, NY 10926
  • /2

    $275,000

    • 2 Beds
    • 1 Bath
    • 944 Sq Ft

    21 Grandview Trail, Monroe, NY 10950

    Set in the heart of Mountain Lodge Park, this well-maintained 2-bedroom home offers a peaceful setting surrounded by nature while remaining close to everything you need. The backyard provides a private outdoor escape, perfect for entertaining, gardening, or simply unwinding after a long day. Inside, the home features a comfortable floor plan, forced-air heat, and a full basement with excellent

    Martin Remo RE/MAX Prime Properties

    21 Grandview Trail, Monroe, NY 10950
  • /20

    $374,999

    • 2 Beds
    • 1 Bath
    • 1,302 Sq Ft

    12 Cascade Trail, Monroe, NY 10950

    Escape to your own private woodland retreat with this beautifully renovated year-round home in Mountain Lodge Park. Surrounded by mature trees and offering a true cabin-like feel, this charming property combines rustic character with modern conveniences. Inside, you'll find two generously sized bedrooms and a stunning newly renovated full bathroom featuring double rainfall shower heads for a

    Jennifer Rivera Keller Williams Realty

    12 Cascade Trail, Monroe, NY 10950
  • /49

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,902 Sq Ft

    2 Echo Trail, Monroe, NY 10950

    Welcome to this charming 3-bedroom colonial home, offering comfort and modern updates throughout. The home features three nicely sized bedrooms filled with natural light and ample closet space. The main level includes a spacious kitchen and a large dining/living room, perfect for everyday living and entertaining. A bright home office with a cozy fireplace adds warmth and character to the home.

    Avi Samet Avion

    2 Echo Trail, Monroe, NY 10950
  • /5

    $250,000

    • 2 Beds
    • 1 Bath
    • 947 Sq Ft

    23 Grandview Trail, Monroe, NY 10950

    Surrounded by nature in Mountain Lodge Park, this charming 1-bedroom home offers a peaceful setting without sacrificing convenience. The private backyard, framed by mature trees, provides the perfect place to relax, entertain, or simply enjoy the tranquility of the outdoors. Inside, you'll find a functional single-level layout featuring a first-floor bedroom and full bath, forced-air heat, a

    Martin Remo RE/MAX Prime Properties

    23 Grandview Trail, Monroe, NY 10950
  • /6

    $299,000

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

    7 Summit Trail, Monroe, NY 10950

    Ready to sell. Charming 3 bedroom, 2 bath ranch home on beautiful flat property. Extra room off of the kitchen. Updated flooring. New roof being installed currently.

    Elly Walden Howard Hanna Rand Realty

    7 Summit Trail, Monroe, NY 10950
  • /2

    $179,000

    $20K PRICE DROP
    • Land
    • 5.5 Acres
    • $32,545 per Acre

    37 Dry Hill Lake Rd, Monroe, NY 10950

    RARE 5.5-ACRE OPPORTUNITY in the highly sought-after Monroe-Woodbury School District! Build your dream home or private estate on this expansive, private parcel offering the perfect balance of seclusion and convenience. Zoned SR-15, with public sewer available, electric nearby, and located on a privately maintained road. The property is already well advanced in the zoning and planning board

    Jacob Fried Keller Williams Realty

    37 Dry Hill Lake Rd, Monroe, NY 10950
  • /13

    $205,000

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 813 Sq Ft

    49 Tanager Rd Unit 4905, Monroe, NY 10950

    One bedroom top unit in mint condition. Large living room, oversized bedroom, kitchen and dining area full bath

    Joseph Morello KW Hudson Valley United

    49 Tanager Rd Unit 4905, Monroe, NY 10950
  • /6

    $380,000

    $10K PRICE DROP
    • 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

    $240,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,025 Sq Ft

    47 Tanager Rd Unit 4702, Monroe, NY 10950

    Welcome to Rolling Hills in Monroe! This well-maintained 2-bedroom, 1.5-bath garden-style condominium offers comfortable living in a convenient location. Situated on the lower level, this bright and spacious unit features a functional layout with a welcoming entry foyer, galley kitchen, and generous living space. The primary bedroom is complemented by a full bath, while the additional bedroom and

    Joseph Morello KW Hudson Valley United

    47 Tanager Rd Unit 4702, Monroe, NY 10950
  • /23

    $299,000

    • 2 Beds
    • 1 Bath
    • 690 Sq Ft

    31 Paradise Hill, Highland Mills, NY 10930

    Welcome to this updated 2-bedroom, 1-bathroom cottage—a perfect escape for those seeking comfort, charm, and convenience in the heart of the Hudson Valley. Whether you're looking for a weekend retreat or a full-time residence, this cozy home offers a bright and inviting interior with abundant natural light, a fully equipped kitchen, and two generously sized bedrooms that promise rest and

    Colin Seitz RE/MAX Benchmark Realty Group

    31 Paradise Hill, Highland Mills, NY 10930
  • /31

    $279,999

    Open Sun 12PM - 2PM $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,098 Sq Ft

    76 Arcadian Trail, Monroe, NY 10950

    Nestled on a peaceful .73-acre lot surrounded by mature trees, this charming 3-bedroom, 1-bath home offers an appealing blend of privacy, comfort, and opportunity. Set back in a serene natural setting, the property provides a quiet retreat while still offering the space and flexibility today’s buyers are looking for. Step inside to discover a freshly painted interior that feels bright, clean, and

    Guy Cusumano Howard Hanna Rand Realty

    76 Arcadian Trail, Monroe, NY 10950
  • /2

    $250,000

    • Land
    • 4.5 Acres
    • $55,556 per Acre

    0 Lake Shore Dr Unit KEYH6217208, Monroe Town, NY 10950

    Dolores Serpe Weichert Realtors

    0 Lake Shore Dr Unit KEYH6217208, Monroe Town, NY 10950
  • /2

    $379,000

    • Land
    • 10,018 Sq Ft
    • $1,647,826 per Acre

    10 First Ave, Monroe, NY 10930

    Discover the potential of this prime residential lot, ideally situated in a desirable location. This property provides the space and flexibility to create a home tailored to your lifestyle and needs. Enjoy the convenience of existing water and electric service, helping to make the building process more efficient. The generous lot size offers plenty of room for a custom home, outdoor entertaining

    Joseph Rosenfeld Flag Realty Group

    10 First Ave, Monroe, NY 10930
  • /6

    $379,900

    • 3 Beds
    • 1.5 Baths
    • 882 Sq Ft

    25 Oreco Terrace, Monroe, NY 10950

    Welcome to 25 Oreco Terrace, a home with the kind of comfortable layout that can fit many different chapters of life. Whether you are purchasing your first home, simplifying into one-level living, looking for a place to make your own, or considering an investment opportunity, this three-bedroom home offers a practical floor plan with plenty of flexibility. The main level includes a welcoming

    Hope Morris Delaney Realty

    25 Oreco Terrace, Monroe, NY 10950
  • /11

    $170,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 550 Sq Ft

    20 Oakwood Trail N, Monroe, NY 10950

    Nature Lovers Paradise! 2 Bedroom, 1 Bath Cottage, 550 Sq. Ft. Affordable/ environmentally sustainable and simply minimalistic Lifestyle. Privacy and Serenity to enjoy year round home. Good Condition, Recently Painted. Deck improvements recently done. Become part of the Tiny Home Movement...for comfort and ease..not to mention a community surrounded by views.Two Living Room Skylights.

    Virginia Rourke Coldwell Banker Realty

    20 Oakwood Trail N, Monroe, NY 10950
  • /13

    $230,000

    • 1 Bed
    • 1 Bath
    • 813 Sq Ft

    16 Tanager Rd Unit 1606, Monroe, NY 10950

    Beautifully redone condo in a prime, sought-after location! This tenant-occupied residence offers an excellent investment opportunity with current rental income of $1,900 per month and a 1-year lease in place. The unit features new flooring, new carpeting, fresh countertops, a new sink, and a full interior repaint in modern neutral tones. Bright, clean, and well-maintained throughout, the home

    Joseph Rosenfeld Flag Realty Group

    16 Tanager Rd Unit 1606, Monroe, NY 10950
  • /38

    $249,999

    • 1 Bed
    • 1 Bath
    • 835 Sq Ft

    25 Gloria Trail, Monroe, NY 10950

    Tucked away among the peaceful settings of Mountain Lodge Park in Monroe, NY is this charming cabin-style retreat that offers the perfect blend of rustic character and modern comfort. Featuring 1 bedroom, 1 bathroom, a bonus room and a very cool loft. The 688 square feet of thoughtfully designed living space make this unique home on a quiet trail an ideal setting for those seeking privacy and

    Guy Cusumano Howard Hanna Rand Realty

    25 Gloria Trail, Monroe, NY 10950
  • /22

    $249,000

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

    2 Lexington Hill Unit 12, Harriman, NY 10926

    PRICED TO SELL - 2 Bed | 2 Bath | Top-End Unit | Monroe-Woodbury Schools | Stunning Views condo with some of the best views in the Lexington Hills community. Prime Location - Perfect for commuters and outdoor enthusiasts alike: 45 minutes to NYC by train (train station within walking distance), 55 minutes to NYC by car 10 min to Grocery/shop's New updates in the last 2 years 1) New Deck 2) New

    David White Owner Entry.com

    2 Lexington Hill Unit 12, Harriman, NY 10926
  • /23

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,361 Sq Ft

    9 Heritage Dr Unit E, Harriman, NY 10926

    Welcome home to this spacious 3-bedroom, 1.5-bath townhouse-style condominium offering 1,361 square feet of comfortable living space in a highly convenient location. A welcoming front porch provides the perfect spot to relax and enjoy your morning coffee. Inside, you'll find a large, sun-filled living room featuring abundant natural light and an inviting layout ideal for everyday living and

    Carmella Morrison KW MidHudson

    9 Heritage Dr Unit E, Harriman, NY 10926
  • /19

    $289,000

    • 2 Beds
    • 1 Bath
    • 1,047 Sq Ft

    22 Woodycrest Trail, Monroe, NY 10950

    Welcome Home ..... SPACIOUS And CHARMING 2-Bedroom / 1-Bath Raised Ranch Nestled In a Peaceful Residential Neighborhood In Monroe. Blending Comfort, Convenience, And Inviting Living Spaces, This Lovely Home Is Ready For You To Move Right In. Inside Find Beautiful HARDWOOD FLOORS throughout And A BRIGHT, SUN FILLED LIVING ROOM Featuring A LARGE BAY WINDOW that Frames Views Of The Front LAWN and

    Crystal Jones Voro LLC

    22 Woodycrest Trail, Monroe, NY 10950
  • /45

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,967 Sq Ft

    2 Acorn Ct, Highland Mills, NY 10930

    Welcome to this spacious 3-bedroom, 2-bath townhouse in the desirable Timber Ridge Community of Highland Mills, located within the Monroe-Woodbury School District. This home combines comfortable interior living, valuable updates, and access to an impressive collection of community amenities. Buyers searching for a townhouse with a finished basement, home with a walk-in closet, property with a

    Virginia Corbett eXp Realty

    2 Acorn Ct, Highland Mills, NY 10930
  • /50

    $225,000

    $150K PRICE DROP
    • Land
    • 3 Acres
    • $75,000 per Acre

    331 Mountain Lodge Rd, Blooming Grove, NY 10914

    Only 90 minutes from NYC. Reminiscent of the iconic swimming holes of the Catskills, let the sounds of nature soothe you from your private stream and 20-foot waterfall. Fully engineered for a 3 bedroom, 3 bath home, the leg work has already been done. Complete survey with topography, perk test, soil samples and well and septic engineering were done. The 3-acre lot spans across a cleared homesite,

    Lisa Mulcahy Ellis Sotheby's Intl Realty

    331 Mountain Lodge Rd, Blooming Grove, NY 10914
  • /18

    $160,000

    • 2 Beds
    • 1 Bath
    • 570 Sq Ft

    50 Woodland Cir S, Monroe, NY 10950

    Discover the perfect blend of classic charm and contemporary style in this beautifully updated 2 bedroom 1 bathroom bungalow. Whether you are seeking a peaceful full time residence or rejuvenating weekend getaway, this home is a turnkey sanctuary in a truly serene setting. Step into an airy, light filled interior featuring fresh neutral paint and brand new flooring that flows seamlessly

    Samantha McCrory Exit Realty Connections

    50 Woodland Cir S, Monroe, NY 10950

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