Highland Mills, NY Homes for Sale

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  $699,000

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

  360 Prospect Rd, Chester, NY 10918

  B"H Grab this opportunity!!! Cozy Home in great condition sitting on a 3.2 ACER Property!!! Enjoy the above ground pool !!!Wonderful neighborhood and calm area. Open living room with wood burning fireplace, The kitchen offers a breakfast bar, Center island, Stainless steel appliances, Multiple counter space and cabinets. Finished lower level with a Den/office, Family room and full bathroom.

  Joseph Mendlowitz eRealty Advisors, Inc

  360 Prospect Rd, Chester, NY 10918
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  $439,900

  • 3 Beds
  • 2.5 Baths
  • 1,575 Sq Ft

  3 Laurel Ct, Highland Mills, NY 10930

  TIMBER RIDGE!! BEAUTIFUL END UNIT! 3 Bedrooms! 2 1/2 Updated Bathrooms! Car Port with Storage Closet! Eat In Kitchen with Stainless Steel Appliances! Master Bedroom Suite! Large Living Room with Sliders to a New Oversized Privacy Deck! New Furnace! New Central Air! Updated Flooring! Recessive Lighting! Ceiling Fans! Full Finished Basement for Endless Possibilities! New Cedar Siding! Enjoy the

  Amanda Dnistrian ARC Realty 1 in Sales

  3 Laurel Ct, Highland Mills, NY 10930
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  $649,000

  • 5 Beds
  • 2 Baths
  • 2,368 Sq Ft

  52 Woodland Rd, Highland Mills, NY 10930

  Wow! This enlarged Highland Mills raised ranch boasts 5 bedrooms and two full baths situated on a corner lot next to designated Town green space. Its grassy front, back and side yards contain mature trees and perennial plants that create a serene, relaxing environment. Inside the home is a lovely living room with a newer Anderson bow window that lets in tons of afternoon light. There is original

  Derek Greene Greene Realty Group

  52 Woodland Rd, Highland Mills, NY 10930
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  /35

  $575,000

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

  9 Melody Ln, Harriman, NY 10926

  Set in a desirable Harriman neighborhood, this 4-bedroom, 2.5-bath Colonial offers nearly 3,000 sq ft of comfortable living space, including a fully finished basement. Inside, the layout flows effortlessly from the formal living and dining rooms into the eat-in kitchen and den, making it ideal for everything from laid-back family time to hosting holiday gatherings.Upstairs, the primary suite

  Rebecca Kane Keller Williams Hudson Valley

  9 Melody Ln, Harriman, NY 10926
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  $485,500

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft

  12 Mid Oaks Dr, Monroe, NY 10950

  Lovely and classic ranch perfectly perched up high with beautiful, peaceful views of the mountains. This home is bright and airy featuring three bedrooms, two full bathrooms, large formal dining room, sun-filled living room and a kitchen that walks out onto a deck overlooking the quiet back yard. You'll love the rich oak floors throughout. Delivered freshly painted and deep cleaned, this house is

  Layla Rose Boyles Century 21 Realty Center

  12 Mid Oaks Dr, Monroe, NY 10950
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  /24

  $560,000

  • 4 Beds
  • 2 Baths
  • 1,721 Sq Ft

  58 James Rd, Monroe, NY 10950

  Escape the city without giving up convenience! Just 45 minutes from NYC, this Village of Monroe home offers the perfect blend of space, flexibility, and opportunity. Sitting on a .41-acre lot, the property is ideal for entertaining, relaxing, or enjoying outdoor activities. Inside, you’ll find a bright kitchen leading to a patio and a large backyard that’s perfect for summer gatherings. The main

  Justina Estrada Keller Williams Hudson Valley

  58 James Rd, Monroe, NY 10950
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  /48

  $660,000

  • 5 Beds
  • 2 Baths
  • 2,220 Sq Ft

  33 Winchester Dr, Monroe, NY 10950

  Located in the desirable Monroe-Woodbury School District, this classic 2,220 sq ft colonial offers a rare combination of space, comfort, and future potential. Set on a gentle hill in a picturesque, sidewalk-lined neighborhood, the property features four spacious bedrooms, two bathrooms, and a well-balanced layout that includes a formal dining room, a living room, and a separate family room. The

  Dennis Clark Howard Hanna Rand Realty

  33 Winchester Dr, Monroe, NY 10950
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  /41

  $535,000

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  76 Pine Hill Rd, Highland Mills, NY 10930

  PRIME LOCATION IN WOODBURY! Welcome to this beautifully maintained raised-ranch home set back on a perfect, manicured lot. This warm and inviting 3-bedroom, 2.5-bath residence features an updated kitchen with granite countertops, along with a cozy dining area and family room with a pellet stove—ideal for chilly evenings. The primary suite offers a comfortable retreat with a full bath, while the

  Carla Terranova Keller Williams Realty

  76 Pine Hill Rd, Highland Mills, NY 10930
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  /5

  $137,900

  • Land
  • 1.22 Acres
  • $113,311 per Acre

  0 Lakes Rd Unit ONEH6277946, Monroe Town, NY 10950

  Come build your dream home. The lots are located in the Town of Chester and Town of Monroe sought after Monroe - Woodbury School District.You are buying two lots for the price of one. Town of Chester Section 15, Block 1, Lot 32.2 and Town of Monroe Section 37, Block 1, Lot 20.2

  Ida Payne Keller Williams Realty

  0 Lakes Rd Unit ONEH6277946, Monroe Town, NY 10950
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  /19

  $199,999

  • 2 Beds
  • 1 Bath
  • 540 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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  /11

  $8,995,000

  • Land
  • 56.2 Acres
  • $160,053 per Acre

  55 Claire Dr, Monroe, NY 10950

  Own the entire neighborhood! 10 buildings, 7 homes, a swimmable, private lake and 56 acres bordering the Village in the Town of Monroe! It's a a meticulously maintained park-like property owned by the same family for many decades. Set-back off of Quaker Hill Road, this Oasis sits at the end of a quaint private road which opens up to a beautiful community of over 11,000sf of housing. Endless

  Layla Rose Boyles Century 21 Realty Center

  55 Claire Dr, Monroe, NY 10950
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  /15

  $999,000

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft

  168 Prospect Rd, Monroe, NY 10950

  Welcome to your dream home! Lovingly maintained and nestled in a peaceful community, this charming ranch sits on a picturesque one-acre lot.Step inside to a warm and inviting living space, highlighted by a cozy wood-burning stove—perfect for chilly evenings. The home features three comfortable bedrooms and a well-appointed bathroom, offering both comfort and functionality.Enjoy

  Salvatore Girgenti Ben Bay Realty of Staten Isl.

  168 Prospect Rd, Monroe, NY 10950
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  /30

  $355,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  49 Hilltop Dr, Monroe, NY 10950

  Yochi Sabri ALL GOING REALTY LLC

  49 Hilltop Dr, Monroe, NY 10950
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  /35

  $314,900

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

  204 Ruby Ct, Highland Mills, NY 10930

  Welcome to Woodbury Heights — a beautifully maintained and highly sought-after community in Highland Mills. This light-filled upper-level END UNIT offers effortless one-level living with an ideal blend of comfort, convenience, and privacy. Step inside to find a bright and inviting living space with plush carpeting underfoot and natural light streaming in. The galley-style kitchen features granite

  Rosalie Cook Weichert Realtors

  204 Ruby Ct, Highland Mills, NY 10930
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  $565,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  101 Woodland Rd, Highland Mills, NY 10930

  If you love summer entertaining, you’ll absolutely fall in love with the expansive two-tiered deck and pergola overlooking the private, wooded backyard of this stunning two-story colonial. Perfectly situated on nearly an acre in one of Woodbury’s most desirable neighborhoods, this home offers the best of both worlds—peaceful suburban living with quick access to local parks, major highways, and

  Virginia Corbett eXp Realty

  101 Woodland Rd, Highland Mills, NY 10930
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  $225,000

  • Land
  • 0.2 Acre
  • $1,143,874 per Acre

  27 Westend Dr, Woodbury Town, NY 10930

  Build Your Dream Home! FULLY APPROVED PLAND-SHOVAL READY! plans can be amended while being in contract for a smaller house if you want, Welcome to 27 Westend Dr This exceptional opportunity offers a rare chance to build your own stunning colonial-style home on a serene cul-de-sac, providing a tranquil retreat from the hustle and bustle of everyday life. With fully approved plans and shovel-ready

  Yakov Winkler Preferred Properties Real Esta

  27 Westend Dr, Woodbury Town, NY 10930
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  $505,000

  • 4 Beds
  • 1.5 Baths
  • 1,528 Sq Ft

  246 Skyline Dr, Highland Mills, NY 10930

  4 Bedroom, 1.5 Bathroom Raised Ranch in Woodbury! Close to I-87 & Woodbury Commons, Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash offers only with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

  Ernie Acampora River Realty Services, Inc.

  246 Skyline Dr, Highland Mills, NY 10930
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  $645,000

  • 3 Beds
  • 2.5 Baths
  • 2,402 Sq Ft

  4 Mack Place, Monroe, NY 10950

  Check this out!! Are you looking high n low for that exclusive HOME? Well, you've found it!!This exceptional, move-in ready home perfectly combines space, style, and a prime location!Boasting a bright, open floor plan, generous bedrooms, and versatile living areas, this property is ideal for both entertaining and comfortable daily life. It has been meticulously maintained and is

  Joseph Rosenfeld Flag Realty Group

  4 Mack Place, Monroe, NY 10950
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  $520,000

  • 4 Beds
  • 2 Baths
  • 1,730 Sq Ft

  469 Hillside Rd, Monroe, NY 10950

  We are thrilled to introduce 469 Hillside Road, a spacious four-bedroom single-family home that awaits you. Upon entering, an inviting foyer leads into either the roomy kitchen or the dining area. The kitchen features an open sit-in area ,creating a perfect, homey experience, complemented by an airy dining room and living area that enhances comfort. The master bedroom is generously sized and

  David Kraus MK Realty Inc

  469 Hillside Rd, Monroe, NY 10950
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  $835,000

  • 4 Beds
  • 3 Baths
  • 3,479 Sq Ft

  9 Prestwick Dr, Monroe, NY 10950

  Welcome to 9 Prestwick Dr – a home that truly stands out. As you approach, the charming covered front porch offers a warm welcome, setting the stage for what lies inside. Step through the front door into a grand two-story entrance that immediately captures attention. The spacious formal living room is perfect for entertaining, while the elegant dining room, with its gleaming hardwood floors,

  Richard Froehlich RE/MAX Benchmark Realty Group

  9 Prestwick Dr, Monroe, NY 10950
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  /9

  $895,000

  • 4 Beds
  • 1.5 Baths
  • 1,732 Sq Ft

  33 Dallas Dr, Monroe, NY 10950

  NEW TO MARKET..Lovingly kept raised ranch on a corner lot. This home features an open concept kitchen with granite counter tops, wine fridge and beautiful cabinets with many custom features. The open floor plan allows easy access from living room, eating space, and kitchen. Walk out the sliding glass doors to a lovely 3 season room.Enjoy the space of 4 bedrooms and 1 and a half bathrooms.

  Asha Keegan Howard Hanna Rand Realty

  33 Dallas Dr, Monroe, NY 10950
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  /18

  $289,000

  • 2 Beds
  • 1 Bath
  • 796 Sq Ft

  10 Pioneer Trail, Monroe, NY 10950

  Welcome to 10 Pioneer Trail — a fully gut-renovated mountain retreat in the peaceful Mountain Lodge Park community. Please follow these instructions to get to the house. 1.Enter Glenwood Rd as the destination2.From Clove Rd, turn onto Glenwood Rd until the end3.At the parking lot, turn left onto Mountain Lodge Rd4.After one block (250ft), turn right onto Sylvan Trail5.After about

  Arya Rabinovits eRealty Advisors, Inc

  10 Pioneer Trail, Monroe, NY 10950
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  $2,999,999

  • 4 Beds
  • 4.5 Baths
  • 4,461 Sq Ft

  101 Mountain Lodge Rd, Washingtonville, NY 10992

  "Sunset Lodge," carefully curated and impeccibly maintained, is available for only the third time. This once in a lifetime estate comprises 38 acres, yet is only 7 minutes from Metro North NJ Transit. Exquisite main home, two ponds, 20 acres fenced (+10 wooded acres), a six stall horse barn with apartment, spectacular warm weather entertaining area with stunning 18 x 65 foot infinity pool, 8

  Susan Rost Tux Park Towne & Country

  101 Mountain Lodge Rd, Washingtonville, NY 10992
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  /26

  $465,000

  • 3 Beds
  • 1.5 Baths
  • 1,751 Sq Ft

  132 Ridge Rd, Highland Mills, NY 10930

  Welcome to 132 Ridge Road, a charming colonial located in the center of Highland Mills. Bright living areas, a formal dining room, and a comfortable eat-in kitchen combine to create a home with 3 bedrooms and 1.5 bathrooms that combines comfort and character. It's ideal for weekend barbecues or peaceful mornings with coffee on the porch because it's situated on a large lot with lots of greenery.

  Moses Zwiebel MS Realty Group USA, Inc

  132 Ridge Rd, Highland Mills, NY 10930
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  $975,000

  • 5 Beds
  • 3.5 Baths
  • 5,700 Sq Ft

  237 Mineral Springs Rd, Highland Mills, NY 10930

  237 Mineral Springs Rd, Highland Mills, NY 10930 – 5,700 sq ft | 5 Beds | 3.5 Baths | 2.5 Acres | Cornwall Central School District Exceptional 5,700 sq ft colonial on 2.5 landscaped acres, less than one hour from NYC. Located in the Cornwall Central School District, this home offers high-end finishes, vaulted ceilings, and extensive indoor/outdoor entertaining spaces. Interior Features: • Chef’s

  Derek Greene Greene Realty Group

  237 Mineral Springs Rd, Highland Mills, NY 10930
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  $239,900

  • 2 Beds
  • 1.5 Baths
  • 1,025 Sq Ft

  37 Tanager Rd Unit 3704, Monroe, NY 10950

  Welcome to Rolling Hills Condominiums—a highly desirable community in the heart of Monroe, NY. This second-level 2-bedroom, 1.5-bath unit offers comfortable living, great space, and incredible value with heat, hot water, and cooking gas included in the HOA fees. Step inside to find a large living room ideal for relaxing or entertaining, alongside a dedicated dining area with sliders leading to

  Jennifer Gold RE/MAX Benchmark Realty Group

  37 Tanager Rd Unit 3704, Monroe, NY 10950
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  $675,000

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  13 Newbury St, Monroe, NY 10950

  Well maintained home offering a comfortable layout and great indoor outdoor living. The main level features hardwood floors, a spacious living room, and a dining area with access to the deck. The kitchen includes stainless steel appliances, ample cabinetry, and a center island for additional workspace. The home offers nicely sized bedrooms with good closet space and updated bathrooms. The lower

  Lazar Schvimmer Blooming Realty

  13 Newbury St, Monroe, NY 10950
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  $517,100

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  6 Emily Ln, Monroe, NY 10950

  Online Only Auction Ending January 8 at AARauctions Note listing price is full market value according to public records. No Minimum Starting Bid! New Year - New Opportunity Auction for a 3BR/3BA Single-family home on 1.00+/- acres that welcomes your young family to make memories here. 6 Emily Lane features a corner lot location, screened porch, and brick patio in the Village of South Blooming

  Frank Pietrzak ABSOLUTE AUCTION AND REALTY INC

  6 Emily Ln, Monroe, NY 10950
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  /43

  $1,950,000

  • 6 Beds
  • 3.5 Baths
  • 6,576 Sq Ft

  24 Jill Rd, Highland Mills, NY 10930

  Evoking the charms of a more serene life, this Victorian center hall mansion, set on 5.7 glorious acres, is a study in paradise. The curved balustrade entry leads to a commanding multi column 100 foot veranda highlighted by a tongue & groove wood ceiling. Sit outside & enjoy the mountain view & parklike property. A highlight too is the copper cupola & new Davinci slate roof! Upon entering,

  Susan Kopec Howard Hanna Rand Realty

  24 Jill Rd, Highland Mills, NY 10930
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  /50

  $3,195,000

  • 4 Beds
  • 6 Baths
  • 7,669 Sq Ft

  12 Mountain Brook Rd, Cornwall, NY 12518

  Welcome to Mountain Brook Estate, an ultra-private, luxurious mountaintop retreat encompassing 26+ acres on one of the highest elevations in the Hudson Valley. An hour from New York City and minutes from West Point, this nearly 8,000 square foot contemporary estate has been meticulously renovated to showcase commanding views of the Hudson River, Storm King Mountain, and the surrounding Catskill

  Jake Garay Serhant LLC

  12 Mountain Brook Rd, Cornwall, NY 12518
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  /25

  $534,999

  • 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
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  /22

  $255,000

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

  37 East Ave, Washingtonville, NY 10992

  TOTALLY RENOVATED WITH STUNNING AND CONTEMPORARY AMENITIES! GO RUNNING FOR THIS GEM! Sizable manufactured home located in a park like Washingtonville Manor Community awaits for a new owner! You can enjoy the unobstructed view of sky and nature out on the spacious porch with the sliding door connected to the dining area of this home. Open floor plan layout inside this home creating a functional

  Jane Nguyen Coldwell Banker Realty

  37 East Ave, Washingtonville, NY 10992
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  /14

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,417 Sq Ft

  8 Lemberg Ct Unit 105, Monroe, NY 10950

  steel of a deal! Perfect location! Beautifully maintained 5-room 1st-floor apartment featuring 2 full bathrooms including one in the master suite, 2 walk-in closets, central A/C, and a spacious porch. Bright, move-in ready, and ideally located in a desirable area close to shopping, schools, and transportation. A must-see!

  Joel Basch eRealty Advisors, Inc

  8 Lemberg Ct Unit 105, Monroe, NY 10950
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  /50

  $834,000

  • 5 Beds
  • 4.5 Baths
  • 4,051 Sq Ft

  12 Perry Creek Rd, Washingtonville, NY 10992

  Stately 1900 Victorian Estate with Guest House, 4051 sqft combined on 2.8 Manicured AcresWelcome to this impeccably restored 4-bedroom, 3.5-bath Victorian masterpiece, nestled on 2.8 acres of lush, landscaped grounds. From the moment you arrive via the circle driveway, you’ll be captivated by the charm of yesteryear paired with the comfort and efficiency of today. Geothermal heating and

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  12 Perry Creek Rd, Washingtonville, NY 10992
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  /35

  $565,000

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  5 Case Ct, Monroe, NY 10950

  Welcome home to this immaculately maintained 3 bedroom, 2.5 bath townhouse in the highly sought after Meadow Glen Community. First floor offers bright and open concept layout with a family room, dining room, living room with gas fireplace, well appointed kitchen and 1/2 bath. Beautiful kitchen has stainless steel appliances, quartz countertops, updated vinyl plank flooring, brand new dishwasher,

  Jennifer Brighton RE/MAX Benchmark Realty Group

  5 Case Ct, Monroe, NY 10950
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  /8

  $35,000

  • Land
  • 0.16 Acre
  • $217,797 per Acre

  38 Sylvan Trail, Monroe, NY 10950

  Discover the Perfect Canvas for Your Dream Home. Welcome to an exceptional opportunity in the heart of Monroe. Formerly the site of a charming 2-bedroom single-family home, this property is now a clean slate, offering the ideal foundation for your custom-built residence. Nestled in a peaceful, established neighborhood, this lot combines the tranquility of nature with the convenience of nearby

  Kevin Smith eXp Realty

  38 Sylvan Trail, Monroe, NY 10950
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  /43

  $625,000

  • 2 Beds
  • 1 Bath
  • 1,224 Sq Ft

  17 Pine Hill Rd, Highland Mills, NY 10930

  Welcome to 17 Pine Hill! Escape to this stunning ranch-style home situated on a serene 1.3-acre property! As you step inside, you'll be greeted by the warmth of the living room, complete with a cozy fireplace and inviting ambiance. Enjoy meals in the charming dinette, which opens up to a picturesque deck perfect for taking in the surroundings. The heart of the home is the spacious open-concept

  Yakov Winkler Preferred Properties Real Esta

  17 Pine Hill Rd, Highland Mills, NY 10930
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  /18

  $2,575,000

  • 5 Beds
  • 2 Baths

  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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  /44

  $649,900

  • 4 Beds
  • 3 Baths
  • 2,294 Sq Ft

  2 Berkeley Ct, Highland Mills, NY 10930

  come view your dream home! A bright contemporary home located on a cul-de-sac, making it a perfect, private spot. Walking in you head to the large, spacious, kitchen with stainless steel appliances, leading out to the oversized deck that faces the beautiful greenery view. Relax yourself in the custom master suite with sitting area, walk in closet and bathroom with a soaking tub and separate

  Nathen Singer MK Realty Inc

  2 Berkeley Ct, Highland Mills, NY 10930
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  /26

  $995,000

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft

  77 Duelk Ave, Monroe, NY 10950

  Over 2,000 square feet of living space on a generously sized lot! The main level offers 3 bedrooms, 2 full bathrooms and a formal dining room. The finished basement expands the living space with a second living room, a bonus room and direct access to the outdoors and the 1-car attached garage. The driveway also accommodates up to 4 additional vehicles. The outdoor space is a true highlight.

  Alyssa Woods Howard Hanna Rand Realty

  77 Duelk Ave, Monroe, NY 10950

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