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Highland Mills, NY Homes for Sale

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  • /35

    $588,000

    $11K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,224 Sq Ft

    17 Pine Hill Rd, Highland Mills, NY 10930

    Discover a unique opportunity to own a versatile, multi-use property offering space, privacy, and future potential. This move-in ready two-bedroom, one-bath ranch sits on 1.3 acres and features an open-concept layout where the kitchen flows seamlessly into the dining and living areas—ideal for everyday living and easy entertaining. What truly sets this property apart is the FULLY EQUIPPED

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    Luanne McGann

    Century 21 Full Service Realty

    17 Pine Hill Rd, Highland Mills, NY 10930
  • /34

    $897,000

    $68K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,154 Sq Ft

    43 Greenwich Ave, Central Valley, NY 10917

    Experience luxury living in the highly desirable Greens of Woodbury! Nestled within the award-winning Monroe-Woodbury School District, this impressive Colonial offers over 3,100 square feet of beautifully designed living space featuring 5 bedrooms and 4 full bathrooms. From the moment you enter, you’ll appreciate the spacious layout, hardwood floors, soaring ceilings, skylights, and abundant

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    Alexandra Zinko

    Century 21 Realty Center

    43 Greenwich Ave, Central Valley, NY 10917
  • /36

    $642,000

    Open Sun 12PM - 3PM $8K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,003 Sq Ft

    16 Mockingbird Ln, Washingtonville, NY 10992

    Welcome to this beautifully maintained Colonial, tucked away on a quiet, tree-lined street in Washingtonville. Surrounded by mature landscaping and perennial gardens, the backyard is a private retreat featuring an in-ground pool, hot tub, and patio—perfect for summer gatherings or peaceful evenings at home. Inside, timeless hardwood floors lead you through multiple inviting living spaces,

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    Cecilia Feng

    BHHS River Towns Real Estate

    16 Mockingbird Ln, Washingtonville, NY 10992
  • /27

    $424,999

    $64K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,689 Sq Ft

    8 Laurel Ct, Highland Mills, NY 10930

    Welcome to this beautifully maintained end-unit townhouse in Highland Mills, offering the perfect blend of space, privacy, and modern updates. As an end unit, the home enjoys added natural light and enhanced privacy. Thoughtfully updated and well cared for, this property is ideal for buyers seeking low-maintenance living with high-end improvements. This 3-bedroom home features two spacious

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    Alexandra Zinko

    Century 21 Realty Center

    8 Laurel Ct, Highland Mills, NY 10930
  • /50

    $699,900

    Open Sat 3PM - 5PM $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,731 Sq Ft

    26 Mandy Ln, Washingtonville, NY 10992

    The ridge enters the room before you do, and the architecture made sure of it. From every room and every deck, the view is what you live with, because the home sits where the horizon opens widest and every window, every railing, and every step off the back door is aimed at it. The valley falls open in front of you, the ridge rolls along the sky, and the treetops drop just below the deck line.

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    Brian Caplicki

    KW Hudson Valley United

    26 Mandy Ln, Washingtonville, NY 10992
  • /26

    $585,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,520 Sq Ft

    9 Reinheimer Rd, Monroe, NY 10950

    Set near the edge of Sterling Forest State Park, this thoughtfully renovated home offers a rare balance of privacy, natural surroundings, and everyday convenience. Currently functioning as a 3-bedroom home, the flexible layout provides options to suit a variety of needs while remaining just minutes from Monroe's shops, commuter routes, and amenities. Inside, large windows draw in natural light

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    Craig Smith

    Compass Greater NY, LLC

    9 Reinheimer Rd, Monroe, NY 10950
  • /42

    $689,999

    $35K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,832 Sq Ft

    1649 State Route 32, Highland Mills, NY 10930

    Set against a picturesque one acre property with peaceful views of Woodbury Creek, this stunning modern stucco raised ranch offers the perfect blend of space, style, and comfort in the desirable Cornwall School District. With over 2,800 square feet of thoughtfully designed living space, this exceptional home features 3 bedrooms, 3 full bathrooms, vaulted ceilings, and an abundance of natural

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    Chativa Bowen

    Keller Williams Realty

    1649 State Route 32, Highland Mills, NY 10930
  • /43

    $799,000

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

    8 Mountain Brook Rd, Cornwall, NY 12518

    Tucked away in a serene, tree-surrounded setting in the Town of Cornwall, this spacious ranch offers the perfect blend of comfort, privacy, and everyday convenience. Set on 1.4 beautifully landscaped acres, the property feels like a private retreat, complete with mature gardens, natural surroundings, a large Trex deck, and a stunning in-ground saltwater pool framed by beautiful natural rock.

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    Jade Oliverio

    Howard Hanna Rand Realty

    8 Mountain Brook Rd, Cornwall, NY 12518
  • /2

    $2,497,000

    $440K PRICE DROP
    • Land
    • 11 Acres
    • $227,000 per Acre

    34 Cranberry Dr, Woodbury, NY 10930

    Approved 7 Lot Subdivision. The thoughtfully designed subdivision features seven individual parcels ranging from efficient 0.72 acre lots to a spectacular 5.33 acre anchor estate, offering flexibility for a variety of development visions. The anchor parcel may even present additional subdivision potential, creating further possibilities for those looking to maximize the value of this unique

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    Brian Caplicki

    KW Hudson Valley United

    34 Cranberry Dr, Woodbury, NY 10930
  • /7

    $285,000

    • 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
  • /56

    $3,999,999

    • 15 Beds
    • 24 Baths
    • 12,000 Sq Ft

    43 Freeland St, Monroe, NY 10950

    Multi-Use Investment Opportunity - Village of Monroe, NY Approx. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as residence.

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    Nazma Sooknanan

    43 Freeland St, 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
  • /50

    $489,000

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    605 Stage Rd, Monroe, NY 10950

    Charming and full of historic character, this solidly built home offers timeless appeal with original details, high ceilings, and classic radiator heat. Natural sunlight fills the home throughout the day, streaming in through well-positioned windows and two skylights that brighten the dining area. The home's thoughtful design helps keep it comfortable year-round, staying surprisingly cool. Enjoy

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    Luanne McGann

    Century 21 Full Service Realty

    605 Stage Rd, Monroe, NY 10950
  • /37

    $299,999

    • 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
  • /29

    $669,000

    Open Sat 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,012 Sq Ft

    95 Pine Hill Rd, Highland Mills, NY 10930

    Welcome to 95 Pine Hill Rd. in Highland Mills, NY! This spacious 4-bedroom, 2.5-bath Colonial is located in a highly sought after area offers the perfect blend of comfort, convenience, and outdoor enjoyment. The kitchen features granite countertops, stainless steel appliances, and plenty of cabinet space, making it ideal for everyday living and entertaining. Enjoy summer days in your private

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    Haakim Byrd

    HomeSmart Homes & Estates

    95 Pine Hill Rd, Highland Mills, NY 10930
  • /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
  • /21

    $225,000

    • 2 Beds
    • 1.5 Baths
    • 1,388 Sq Ft

    43 Redwood Dr, Highland Mills, NY 10930

    Investor opportunity in the Timber Ridge community! Corner-unit townhouse ideal for contractors, investors, or buyers seeking a reno with upside potential. Spacious layout with a community pool and wooded surroundings. Conveniently located near Woodbury Common Premium Outlets, shopping, and the NY Thruway for easy commuting. Cash or renovation financing only. Showings by appointment only.

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    Jennifer DiCostanzo

    RE/MAX Town & Country

    43 Redwood Dr, Highland Mills, NY 10930
  • /6

    $315,000

    • 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
  • /50

    $1,375,000

    • 4 Beds
    • 3.5 Baths
    • 4,697 Sq Ft

    147 Smith Clove Rd, Central Valley, NY 10917

    Rockbound - A Guggenheim House. Set on 3.2 acres within the former Filer/Guggenheim Estate, Rockbound is a rare offering that seamlessly blends historic architecture with exceptional modern craftsmanship. Originally constructed as the estate's caretaker's residence and carriage house, the two structures were joined to create a single residence that has since undergone a meticulous six-year

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    Craig Smith

    Compass Greater NY, LLC

    147 Smith Clove Rd, Central Valley, NY 10917
  • /2

    $245,000

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    10 Lookout Trail, Monroe, NY 10950

    Charming 2-bedroom, 1-bath cottage set on a private 0.25-acre lot in the scenic town of Blooming Grove. Surrounded by nature and offering a peaceful, retreat-like setting, this home features a bright and spacious eat-in kitchen, cozy living area with a wood-burning stove, and abundant natural light throughout. A covered deck provides the perfect space to relax and enjoy the serene wooded

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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
  • /25

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    172 Ridge Rd, Highland Mills, NY 10930

    Welcome to 172 Ridge Road, a delightful 3-bed, 2-bath split-level home offering 1,600 sq ft of comfortable living space in the heart of Highland Mills. Park easily in your two-car garage and driveway, then step into a home situated on nearly half an acre of yard that invites backyard barbecues, spontaneous play or quiet evenings outdoors. The living and dining areas flow together with relaxed

    JOHN SCARANO Keller Williams Realty

    172 Ridge Rd, Highland Mills, NY 10930
  • /35

    $979,000

    Open Thu 4PM - 6PM
    • 5 Beds
    • 3.5 Baths
    • 4,044 Sq Ft

    5 Gleneagles Ct, Monroe, NY 10950

    Fully renovated 5-bedroom, 3.5-bath Colonial built in 2017 offering approximately 4,044 sq. ft. of living space on over half an acre. Features include a finished basement, fireplace, attached garage, spacious deck, beautiful in-ground pool, and a large private yard. A perfect blend of luxury, comfort, and modern living in one of Monroe's most desirable neighborhoods.

    David Matos Premium Choice INC

    5 Gleneagles Ct, Monroe, NY 10950
  • /2

    $749,000

    • 3 Beds
    • 2.5 Baths
    • 1,696 Sq Ft

    12 San Marcos Dr, Monroe, NY 10950

    There’s real momentum behind this one. The setting and structure open the door to something bigger than just a standard purchase. This isn’t just another listing. This property is included in a multi-property package with 3 Galveston 8, and 10 San Marcos. Inquire for more information.

    Moche Halpern Blooming Realty

    12 San Marcos Dr, Monroe, NY 10950
  • /44

    $649,000

    $76K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    22 Reinheimer Rd, Monroe, NY 10950

    Welcome to this one-of-a-kind custom Colonial with a modern twist—your perfect retreat in the heart of the Hudson Valley. Fully gut renovated and expanded by nearly 2,000 square feet in 2016, this stunning home offers the ideal blend of classic design and modern comfort. You'll love the thoughtful layout, tasteful finishes, and energy-efficient appliances throughout.Step inside and experience

    Claudia Lepore Keller Williams Realty

    22 Reinheimer Rd, Monroe, NY 10950
  • /50

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,970 Sq Ft

    2 Elgin Ct, Highland Mills, NY 10930

    Welcome to 2 Elgin Court | Highland Mills, NYNestled at the end of a serene, picturesque cul-de-sac, this magnificent 4-bedroom, 2.5-bathroom Colonial offers the perfect blend of elegant design, modern updates, and breathtaking mountain views. Situated on a flat, expansive lot with an outdoor oasis, this sun-drenched home features 2,970 square feet of pristine living space on the top two

    Yakov Winkler Preferred Properties Real Esta

    2 Elgin Ct, Highland Mills, NY 10930
  • /25

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 1,863 Sq Ft

    289 Seven Springs Mountain Rd, Monroe, NY 10950

    Nestled on beautifully maintained grounds in a peaceful countryside setting, this charming home offers warmth, comfort, and timeless character. Situated on .59 of an acre, the property features inviting outdoor space perfect for relaxing or entertaining while enjoying the fresh country air. Inside a cozy fireplace creates the perfect ambiance, complemented by a warm and welcoming kitchen and

    Meyer Stoessel Keller Williams Hudson Valley

    289 Seven Springs Mountain Rd, Monroe, NY 10950
  • /31

    $399,000

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,779 Sq Ft

    36 Weygant Hill, Highland Mills, NY 10930

    Welcome to 36 Weygant Hill Road – a Charming Cape Cod Gem in Highland Mills!Discover this wonderful Cape Cod–style home nestled in the heart of Highland Mills. Situated on a spacious 0.40-acre lot (17,424 sq. ft.), this property offers plenty of room to enjoy the outdoors, complete with a detached garage for added convenience.Step inside to find a warm and inviting kitchen, a cozy living

    David Kraus MK Realty Inc

    36 Weygant Hill, Highland Mills, NY 10930
  • /47

    $649,888

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,012 Sq Ft

    134 Linden Ln, Monroe, NY 10950

    Nestled on a beautifully landscaped lot surrounded by mature trees, this well-maintained property offers the perfect blend of comfort, privacy, and outdoor enjoyment. A long paved driveway provides ample parking and welcomes you to this charming residence featuring inviting curb appeal and peaceful natural surroundings. Offering a total of 4 bedrooms and 2 full bathrooms, this home provides

    Peter Kontrafouris eXp Realty

    134 Linden Ln, Monroe, NY 10950
  • /25

    $475,000

    Open Sun 1PM - 3PM $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,924 Sq Ft

    22 Center Hill Rd, Monroe, NY 10950

    From the inviting front porch to the flexible upper-level loft, this 4-bedroom, 3-bathroom home in Monroe offers a layout full of warmth, character, and space to make your own. Originally built in 1935, the home was thoughtfully expanded and updated in 2004, blending timeless charm with modern functionality. Step through the front door into the open living and dining area, where hardwood floors

    Trudi Iglesias Howard Hanna Rand Realty

    22 Center Hill Rd, Monroe, NY 10950
  • /10

    $589,000

    $36K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,298 Sq Ft

    129 Franklin Ave, Monroe, NY 10950

    Opportunity & Location! Renovated Colonial-style home located in the Village of Monroe, NY. This bright and spacious home features sunny, oversized rooms and all municipal services. Perfect for entertaining, it is conveniently close to shopping, public transportation, major highways, and everyday conveniences. Situated in a wonderful neighborhood with so much to offer, this home is just waiting

    Eliezer Safdie Sage Realty Center LLC

    129 Franklin Ave, Monroe, NY 10950
  • /49

    $1,485,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,150 Sq Ft

    421 Spring St, Monroe, NY 10950

    Introducing The Spring Hill House, a rare gem in the heart of Monroe, .04 mile stroll to Kiryas Joel Gate. Shopping & conveniences. 200 yards from the Shul and Women's Yeshiva. Set on 2.6 serene, park-like acres, this Queen Ann estate, offers both a grand main house & a potential accessory home. The elegant interior boasts a custom kitchen w/ luxurious marble & onyx backsplashes & countertops

    Harry Donofrio Town and Village Real Estate

    421 Spring St, Monroe, NY 10950
  • /11

    $750,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    16 Chevron Rd Unit 302, Kiryas Joel, NY 10950

    NEW CONSTRUCTION WILL BE DONE SOON. A rare opportunity in Kiryas Joel. Beautiful new condo offering an open layout. This home will feature 9-ft ceilings, wood floors in the bedrooms and dining room, ceramic tile in the kitchen and entry, and central air for year-round comfort. It includes an additional kitchen with two sinks and gas appliances, soundproofing between units, and a full sprinkler

    Jacob Katz MS Realty Group USA, Inc

    16 Chevron Rd Unit 302, Kiryas Joel, NY 10950
  • /34

    $699,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 2,408 Sq Ft

    205 High St, Monroe, NY 10950

    Welcome to 205 High Street in the heart of Monroe, where timeless craftsmanship meets modern comfort in this truly one-of-a-kind Colonial located within the highly sought-after Monroe-Woodbury School District. Situated on a beautiful corner lot, this exceptional property offers a rare opportunity to purchase separately or together with the neighboring custom-built home at 23 Sweezy Place,

    Sandra Spector Howard Hanna Rand Realty

    205 High St, Monroe, NY 10950
  • /4

    $10,000

    $15K PRICE DROP
    • Land
    • 2,051 Sq Ft
    • $212,314 per Acre

    48 Paradise Trail, Mountain Lodge Park, NY 10950

    Vacant lot with adjacent parcel also available. Great opportunity for investment or future build.

    Michelle Levant Ellis Sotheby's Intl Realty

    48 Paradise Trail, Mountain Lodge Park, NY 10950
  • /50

    $680,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft

    109 Woodbury Rd, Highland Mills, NY 10930

    This stunning Tudor Colonial is set on 1.0 acres of meticulously landscaped property, offering a private oasis with excellent sun exposure, magnificent views, and a serene backyard retreat perfect for relaxing or entertaining. Inside, the home features both formal and informal living spaces, hardwood floors throughout, and an abundance of windows that fill the home with natural light.The

    Donna Gennaro Howard Hanna Rand Realty

    109 Woodbury Rd, Highland Mills, NY 10930
  • /2

    $749,000

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft

    4 Merriewold Ln S, Monroe, NY 10950

    Not your typical listing. There’s a presence here you don’t come across often the space, the flow, and the setting all line up. Ready to use today, with clear potential to take it further and unlock even more value. Whether you keep it as is or bring your own vision, this is the kind of property that can go in multiple strong directions. A standout opportunity with real upside. Feel free to send

    Moche Halpern Blooming Realty

    4 Merriewold Ln S, Monroe, NY 10950
  • /2

    $999,999

    • 4 Beds
    • 2.5 Baths
    • 2,391 Sq Ft

    18 Arlington Dr, Monroe, NY 10950

    Welcome to this beautifully updated home offering a perfect blend of modern finishes, spacious living areas, and exceptional outdoor amenities. The stunning designer kitchen serves as the heart of the home, featuring custom cabinetry, quartz countertops, premium appliances, a large center island, and elegant lighting, making it ideal for both everyday living and entertaining. The bright and

    Lazar Schvimmer Mount Realty

    18 Arlington Dr, Monroe, NY 10950
  • /48

    $899,000

    $49K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 2,073 Sq Ft

    27 Union Transfer, Monroe, NY 10950

    Welcome to your golden age in a wonderful, brand-new home set in a gated community, surrounded by breathtaking scenic mountain views! Step inside to this single-floor ranch with boasting hardwood floor, and high-end finishes. Complete with many upgrades such as a second kitchen, granite countertops and vanities, a huge walk-in closet, and an expansive deck. A full laundry room and unfinished

    Dovid Hoffman MK Realty Inc

    27 Union Transfer, Monroe, NY 10950
  • /2

    $699,000

    • Land
    • 1 Acre
    • $699,000 per Acre

    14 Julien Ct, Woodbury, NY 10950

    Discover the perfect canvas for your dream home with this exceptional 1-acre lot, nestled directly behind the highly sought-after and fully established community of Woodbury Junction. This rare offering provides a unique blend of privacy and accessibility, making it an ideal setting. With approved permits already in place, you can begin building your custom home without delay. Surrounded by

    Moshe Kaufman MK Realty Inc

    14 Julien Ct, Woodbury, NY 10950

Showing Results 1 - 40, Page 1 of 7

Frequently Asked Questions

What are the most popular zip codes in Highland Mills, NY?
The most popular zip codes in Highland Mills, NY include 10930, 10917, 10950, 12525 and 12553.
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