Highland Mills, NY Homes for Sale

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  $890,000

  • 4 Beds
  • 3.5 Baths
  • 4,290 Sq Ft

  9 Roselawn Rd, Highland Mills, NY 10930

  An incredible opportunity ... this gorgeous home has JUST been reduced $15K, so that new owners can start enjoying their home summers at HOME ...Starting THIS YEAR...with it’s AMAZING BACKYARD with PERGOLAS, POOL and POOL HOUSE! The many flowering trees, and flowers are stunning ( some are in bloom NOW)!The feature list of this house is three pages long!The decorator touches, the elegance and

  Joanne Cooper Hudson Heritage Realty

  9 Roselawn Rd, Highland Mills, NY 10930
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  $257,000

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  5 Lexington Hill Unit 1, Harriman, NY 10926

  2 Bed/2 Bath end unit on ground floor with wonderful patio views of the tree line and mountains in the distance. The property comes with a nearby assigned parking space. Enjoy the close proximity to public transportation, shopping, entertainment, outdoor activities and many other features that make this a wonderful property. Placed in the highly desirable Monroe-Woodbury School district with

  Todd Sullivan Keller Williams Realty

  5 Lexington Hill Unit 1, Harriman, NY 10926
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  $1,300,000

  • 4 Beds
  • 4 Baths
  • 1,785 Sq Ft

  3 Stillman Wye, Monroe, NY 10950

  Beautiful & LARGE Ranch on scenic property backs to privacy! 55 and older community!! Huge Walk out Finished basement! Basement is not included in the above-Sqft. Please call our office for basement and garage details. Interactive floorplans are available! Furniture included! Dining room chairs just reupholstered with expensive stain resistant material! Many chairs! Wheelchair accessible! Across

  Sharon Kushner eXp Realty

  3 Stillman Wye, Monroe, NY 10950
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  $915,000

  • 5 Beds
  • 3 Baths
  • 3,600 Sq Ft

  100 Maple Ave, Monroe, NY 10950

  5 Bedrooms | 3 Bathrooms | 3,600 Sq Ft | Legal 2-Family Victorian In-Ground Pool + Hot Tub + Deck | Fully Fenced Yard | Massive Wrap-Around Porch + Private Balcony | Ample Off-Street Parking for 8+ Vehicles... Welcome to this stunning 1900 Victorian home in the heart of Monroe's historic district.... This legal 2-family home offers excellent income potential - the upper unit has been successfully

  Joseph Lombardo LOMBARDO HOMES & ESTATES

  100 Maple Ave, Monroe, NY 10950
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  $589,000

  • 4 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  37 Half Hollow, Monroe, NY 10950

  Welcome to this beautifully maintained 4-bedroom, 3-bath split-level home in desirable Monroe. Offering a spacious and versatile layout, this home is perfect for comfortable everyday living and entertaining alike. The upper level features a bright eat-in kitchen with stainless steel appliances and direct access to a large, partially covered deck, ideal for outdoor dining and relaxation. You’ll

  Susan Giordano John J Lease REALTORS Inc

  37 Half Hollow, Monroe, NY 10950
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  /47

  $599,000

  • 3 Beds
  • 3 Baths
  • 1,994 Sq Ft

  36 Sands Point Rd, Washingtonville, NY 10992

  Stop overpaying for utilities. This upgraded ranch is built to save you money. Its standout feature is a premium Tesla solar shingle roof paired with a Dandelion geothermal system, delivering major energy efficiency and lowering bills. Installed in 2021 and fully owned (not leased), it’s a turnkey investment you can monitor from your phone. Located just 15 minutes from the Harriman train station,

  Julie Klein BHG Real Estate Green Team

  36 Sands Point Rd, Washingtonville, NY 10992
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  /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
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  /22

  $2,500,000

  • Land
  • 102.9 Acres
  • $24,295 per Acre

  0 Route 32 S Unit KEY995983, Modena, NY 12525

  Prime Farmland with breathtaking Mountain Views. Discover an unparalleled investment opportunity with this expansive 102.9-acre working farm, ideally situated on scenic Route 32 and spanning the highly desirable towns of Gardiner and Modena. Comprised of two separate, connecting deeds [52.1 acres in Gardiner (94.3-3-11) and 50.8 acres in Modena (94.3-1-4)], this diverse parcel offers a multitude

  JoAnn Ellis Summerset Realty

  0 Route 32 S Unit KEY995983, Modena, NY 12525
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  /23

  $85,000

  • 2 Beds
  • 1 Bath
  • 798 Sq Ft

  11 Woodland Cir S, Monroe, NY 10950

  City/Township: Monroe Post Offc/Town: Blooming Grove County: Orange County

  Jonathan Minerick HomeCoin.com

  11 Woodland Cir S, Monroe, NY 10950
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  $1,199,000 Pre-Foreclosure

  • 5 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  9 Dallas Dr, Monroe, NY 10950

  Create something truly your own designed exactly to your taste. This rare opportunity offers 8 total units across two buildings, with the flexibility to redesign and shape the layout to match your vision. With 14,814 buildable square feet, offering a great opportunity to create value and benefit from the potential profit of the construction. Opportunities like this are rarely available in the

  Moche Halpern Blooming Realty

  9 Dallas Dr, Monroe, NY 10950
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  $989,900

  • 4 Beds
  • 3.5 Baths
  • 5,440 Sq Ft

  32 Pearce Dr, Highland Mills, NY 10930

  Stunning Luxury Home with Resort-Style Amenities:Welcome to this exceptional 5,440 sq ft residence offering the perfect blend of elegance, comfort, and modern upgrades. This spacious home features 4 generously sized bedrooms, including a luxurious primary suite with a private balcony, beautiful views, and a spacious walk-in closet.The primary bathroom is a true retreat, showcasing a spa-like

  Jean DiMatteo DiMatteo Realty LLC

  32 Pearce Dr, Highland Mills, NY 10930
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  /34

  $589,000

  • 3 Beds
  • 3.5 Baths
  • 1,976 Sq Ft

  17 Gillian Ct, Monroe, NY 10950

  Welcome to 17 Gillian Court, a beautiful corner unit townhouse located in Monroe, NY. This spacious home features three bedrooms, 2.5 bathrooms, a one-car garage, and a two-car driveway, and is conveniently situated near shops, dining, and local centers. As a desirable corner unit, the home is ideally located right next to the community pool and park perfect for enjoying outdoor amenities just

  Betzaida Vericain Q Home Sales

  17 Gillian Ct, Monroe, NY 10950
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  $829,000

  • 4 Beds
  • 2.5 Baths
  • 3,024 Sq Ft

  17 Oldwyck Crescent, Highland Mills, NY 10930

  Check out the 3D walk through from the entire house on zillow you can find it by FACTS & FEATUES Virtual tour! 17 Oldwyck Cres - Original Owner Estate, Meticulously Maintained This is the one you’ve been waiting for. Loved since day one by its original owner, 17 Oldwyck Cres offers timeless quality, generous space, and thoughtful updates at every turn. Step InsideYou are greeted by a grand

  Yakov Winkler Preferred Properties Real Esta

  17 Oldwyck Crescent, Highland Mills, NY 10930
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  /29

  $479,000

  • 3 Beds
  • 1.5 Baths
  • 1,898 Sq Ft

  8 Adelaide Ln, Washingtonville, NY 10992

  PRICE REDUCED ! Located in Mt. View Estates, this charming split-level home combines functional design with an unbeatable commuter location. Situated on a spacious corner lot, the property offers both curb appeal and privacy, all while framing MOUNTAIN VIEWS that you can enjoy from your own backyard. Whether you are looking for a "move-in ready" feel or a "commuter's dream," this layout delivers

  Kathy Eubanks Keller Williams Realty

  8 Adelaide Ln, Washingtonville, NY 10992
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  $879,000

  • 2 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  12 Strawberry Ln, Monroe, NY 10950

  LAND VALUE!!! This property is zoned to build two new homes on it!! Or you can enjoy the charm of the existing home. THIS LAND OFFERS BREATHTAKING SUNSET VIEWS!Description of current 'move in ready' updated home: The main level features 2 bedrooms, 1.5 bath, a spacious living room, a formal dining room, and a kitchen. The lower level provides a family room, a laundry room with a washer and

  Sharon Kushner eXp Realty

  12 Strawberry Ln, Monroe, NY 10950
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  /2

  $199,000

  • Land
  • 5.5 Acres
  • $36,182 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
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  $899,888

  • 5 Beds
  • 3 Baths
  • 3,547 Sq Ft

  100 Maple Ave, Monroe, NY 10950

  5 Bedrooms | 3 Bathrooms | 3,600 Sq Ft | Legal 2-Family Victorian In-Ground Pool + Hot Tub + Deck | Fully Fenced Yard | Massive Wrap-Around Porch + Private Balcony | Ample Off-Street Parking for 8+ Vehicles.... Welcome to this stunning 1900 Victorian home in the heart of Monroe’s historic district. This legal 2-family home offers excellent income potential — the upper unit has been successfully

  Joseph Lombardo Listing by Lombardo Homes & Estates

  

  100 Maple Ave, Monroe, NY 10950
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  /50

  $590,000

  • 4 Beds
  • 2.5 Baths
  • 2,554 Sq Ft

  16 Webster Ct, Monroe, NY 10950

  Meadow Glen – Monroe’s Premier Gated Community! Largest Model Built! Welcome to one of the most sought-after homes in Meadow Glen, offering the largest floor plan in this desirable gated community. This beautifully maintained townhome features 9-foot ceilings and an open, sun-filled layout designed for modern living. The spacious kitchen is perfect for entertaining, featuring stainless steel

  Richard Froehlich RE/MAX Benchmark Realty Group

  16 Webster Ct, Monroe, NY 10950
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  /2

  $799,000

  • 3 Beds
  • 1 Bath
  • 1,572 Sq Ft

  2 San Marcos Dr, Monroe, NY 10950

  This one has the kind of setup buyers look for but don’t always find. Strong location, solid layout, and plenty of room to make it work for your needs. Whether you’re looking at it for personal use, investment, or future potential, this property gives you a smart place to start. Call today for more details. This is one you’ll want to lock in early.

  Moche Halpern Blooming Realty

  2 San Marcos Dr, Monroe, NY 10950
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  /10

  $789,000

  • 4 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  16 Chevron Rd Unit 103, Kiryas Joel, NY 10950

  FIRST FLOOR - WITH SEMI-PRIVATE ENTRANCE. THIS NEW CONSTRUCTION WILL BE DONE SOON. A rare opportunity in Kiryas Joel. Beautiful new condo offering an open layout with a semi-private entrance. 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

  Jacob Katz MS Realty Group USA, Inc

  16 Chevron Rd Unit 103, Kiryas Joel, NY 10950
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  /4

  $1,899,000

  • 2 Beds
  • 2 Baths
  • 2,550 Sq Ft

  520 State Route 208, Monroe, NY 10950

  Shovel-Ready Development Opportunity – Prime LocationFully approved and shovel-ready site offering a 5,000 sq ft footprint per floor across 3 levels plus basement. Ideal for a high-demand commercial plaza or mixed-use development.Strategically positioned in a beautiful, high-visibility location servicing the Monroe, Blooming Grove, Chester, and Kiryas Joel communities. Less than one

  Lazar Schvimmer Blooming Realty

  520 State Route 208, Monroe, NY 10950
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  $324,999 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
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  $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
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  $850,000

  • 4 Beds
  • 2.5 Baths
  • 2,722 Sq Ft

  5 Gabriels Dr, Chester, NY 10918

  Welcome to Blooming Grove NY (Chester) Monroe/Woodbury Schools! Wow! This home has a vibe! Custom built 4 bedroom colonial with a front porch, sitting on 3.2 acres fully fenced green property to protect all the flowers, foliage and specimen plantings. This home features spacious rooms throughout, hardwood floors on the main level, Eat in kitchen with open feel to the family room with a warm

  Naomi Streicher Q Home Sales

  5 Gabriels Dr, Chester, NY 10918
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  /18

  $2,250,000

  • 5 Beds
  • 2 Baths
  • 3,000 Sq Ft

  56-58 Still Rd, Monroe, NY 10950

  Prime 6.93-Acre Development Opportunity in Monroe, NY – Orange County’s Largest Available SitePresenting a rare and exceptional opportunity to acquire a 6.93-acre development parcel in the heart of Monroe, NY — the largest available site in the area. Zoned SR-20, this expansive property offers a wide range of permitted residential and community uses, making it ideal for developers seeking

  Jon Cohen Skyline Real Estate Partners

  56-58 Still Rd, Monroe, NY 10950
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  $485,000

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft

  6 Dzikov St Unit 303, Kiryas Joel, NY 10950

  At the hot center of the village, 6 Dzikov St. #303 is desirable because it offers easy access to amenities, such as public transportation and more. The convenience of being centrally located can enhance one's quality of life and make daily tasks more efficient. Additionally, the bustling atmosphere of the village center can provide a sense of community and connection with neighbors. This prime

  Eli Steiner MK Realty Inc

  6 Dzikov St Unit 303, Kiryas Joel, NY 10950
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  $900,000

  • 2 Beds
  • 2 Baths
  • 2,073 Sq Ft

  57 Southfield Falls, 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 partially

  Dovid Hoffman MK Realty Inc

  57 Southfield Falls, Monroe, NY 10950
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  /25

  $599,999

  • 4 Beds
  • 2 Baths
  • 1,740 Sq Ft

  6 Kensington Way, Harriman, NY 10926

  Here’s your opportunity to own a meticulously maintained home, offered for the first time by the original owners. Situated on a quiet cul-de-sac, this updated bi-level offers 4 beds, 2 full baths, open living and entertaining space and convenient access to major commuting routes and local amenities. The heart of the home features a stunning open-concept living, dining, and kitchen area with

  Ryan Jordan Orange NY Homes

  6 Kensington Way, Harriman, NY 10926
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  /2

  $799,000

  • 3 Beds
  • 1.5 Baths
  • 1,610 Sq Ft

  16 Houston Ave, Monroe, NY 10950

  Well kept 8 room home featuring 3 bedrooms and comfortable living space. Nice front yard adds a welcoming look, plus a private backyard perfect for relaxing or spending time outdoors. The layout feels easy and practical. A solid choice whether you’re looking for a place to live or an investment.

  Lazar Schvimmer Blooming Realty

  16 Houston Ave, Monroe, NY 10950
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  /50

  $1,999,999

  • 5 Beds
  • 3 Baths
  • 3,172 Sq Ft

  72 Peddler Hill Rd, Monroe, NY 10950

  Calling all investors and homeowners!This exceptional 3.7-acre property at 72 Peddler Hill Rd in the Village of South Blooming Grove offers a rare combination of future development potential and an expansive 3,172 sq ft residence. Whether you're seeking an investment opportunity, planning future development, or looking for a spacious home, this property checks every box. Investment &

  Lazar Schvimmer Blooming Realty

  72 Peddler Hill Rd, Monroe, NY 10950
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  /23

  $449,900

  • 2 Beds
  • 1 Bath
  • 1,596 Sq Ft

  140 Orrs Mills Rd, Salisbury Mills, NY 12577

  Spectacular location in tranquil setting in the heart of beautiful Hudson Valley. Picturesque views of the iconic Salisbury Mills trestle with endless mountain views and a peaceful stream in your own backyard all situated on 1.3 acres with Cornwall School District. Lovely home featuring a large living room with brick fireplace and exposed wood beams. Formal dining room and kitchen, two large

  John Biasi Howard Hanna Rand Realty

  140 Orrs Mills Rd, Salisbury Mills, NY 12577
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  /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
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  /26

  $940,000

  • 7 Beds
  • 3.5 Baths
  • 3,575 Sq Ft

  27 Catskill High Rail, Monroe, NY 10950

  *** This stunning home is a true gem located in a hot location, offering breathtaking views and exceptional privacy!! *** The spacious layout includes three full bathrooms and one half bathroom, designed for both comfort and convenience. The huge dining room and expansive playroom are perfect for entertaining, while the big kitchen and additional dining area provide ample space for family

  Nuchem Spitzer MK Realty Inc

  27 Catskill High Rail, Monroe, NY 10950
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  /6

  $1,325,000

  • 5 Beds
  • 2.5 Baths
  • 3,769 Sq Ft

  44 Southfield Falls, Monroe, NY 10950

  Every detail exudes luxury! Step into this stunning new colonial masterpiece and make it yours today. Behind the key lies over 3,700 sqft of exquisite craftsmanship, offering beauty and comfort in every corner. The grand foyer opens to a formal dining room that flows seamlessly into a bright, elegant living area — perfect for gatherings and relaxation. Continue into the spacious gourmet kitchen

  Dovid Hoffman MK Realty Inc

  44 Southfield Falls, Monroe, NY 10950
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  $759,000

  • 4 Beds
  • 2.5 Baths
  • 2,510 Sq Ft

  5 Oldwyck Crescent, Highland Mills, NY 10930

  A welcoming foyer greets you as you enter this bright and beautifully maintained colonial in a quiet Brigadoon location. The main floor features an open, airy layout with hardwood floors, a formal dining room connected to the kitchen by a practical butler’s pantry, and a living room with a cozy fireplace. Upstairs, the generous primary suite includes two connected walk-in closets and a bathroom

  Jacob Fried Keller Williams Realty

  5 Oldwyck Crescent, Highland Mills, NY 10930
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  /14

  $699,000

  • 3 Beds
  • 4 Baths
  • 1,794 Sq Ft

  9 Merriewold Ln S, Monroe, NY 10950

  Welcome to 9 Merriewold Lane South – a charming 3-bedroom, 2-bathroom ranch in the heart of Monroe’s desirable South Blooming Grove community. Nestled on a tranquil tree-lined street, this well-maintained home greets you with one-level convenience and a warm, inviting atmosphere. Step inside to a bright living room filled with natural light, perfect for relaxing or entertaining. The adjoining

  Shlomo Fried FSR USA, Inc

  9 Merriewold Ln S, Monroe, NY 10950
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  /2

  $749,000

  • 2 Beds
  • 1 Bath
  • 2,010 Sq Ft

  6 Merriewold Ln S, Monroe, NY 10950

  Opportunities like this don’t sit long. A well located property with the right mix of usability and potential, offering a practical layout and solid foundation that works today while leaving room to improve over time. Suitable for immediate use, with flexibility for updates, reconfiguration, or added value down the line. Located in a convenient setting with access to key areas, making it

  Moche Halpern Blooming Realty

  6 Merriewold Ln S, Monroe, NY 10950
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  /11

  $190,000

  • 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. Good Condition, Recently Painted, Two Living Room Skylights. Washer-Dryer in Unit. Near the top of Schunnemunk Mt., Nice Views. Very Private Area. Great Hiking Area, thousands of acres of NY State, preserved land at this location. Baseboard, Gas Heat system and wood stove to heat home. Propane works for stove and boiler. Large Deck.

  Virginia Rourke Coldwell Banker Realty

  20 Oakwood Trail N, Monroe, NY 10950
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  $2,200,000

  • 4 Beds
  • 3 Baths
  • 2,234 Sq Ft

  215 Prospect Rd, Monroe, NY 10950

  **5 Acre*** Property in the Village of South Blooming Grove! Huge Potentials!! Spacious Upgraded 2234 SqFt Split Level Home sitting on a This house was completely Renovated and upgraded in 2012, Enter through the main doors into a foyer that brings you an open floor plan, Wide open Kitchen' Dining & Living Space with Hardwood Floors. nice Wooden Kitchen with Granite countertops, stainless steel

  Hershel Lowy Master Realty Group Inc.

  215 Prospect Rd, Monroe, NY 10950
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  /29

  $2,500,000

  • Land
  • 102.9 Acres
  • $24,295 per Acre

  0 Route 32 S Unit 11740085, Modena, NY 12525

  Discover an unparalleled investment opportunity with this expansive 102.9-acre working farm, ideally situated on scenic Route 32 and spanning the highly desirable towns of Gardiner and Modena. Comprised of two separate, connecting deeds [52.1 acres in Gardiner (94.3-3-11) and 50.8 acres in Modena (94.3-1-4)], this diverse parcel offers a multitude of possibilities. The property is located in the

  JoAnn Ellis SUMMERSET REALTY

  0 Route 32 S Unit 11740085, Modena, NY 12525

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