Highland Mills, NY Homes for Sale with Garage

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  /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.

  

  Brian Caplicki

  KW Hudson Valley United

  26 Mandy Ln, Washingtonville, NY 10992
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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

  

  Luanne McGann

  Century 21 Full Service Realty

  17 Pine Hill Rd, Highland Mills, NY 10930
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  /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

  

  Alexandra Zinko

  Century 21 Realty Center

  43 Greenwich Ave, Central Valley, NY 10917
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  /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,

  

  Cecilia Feng

  BHHS River Towns Real Estate

  16 Mockingbird Ln, Washingtonville, NY 10992
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  /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

  

  Craig Smith

  Compass Greater NY, LLC

  147 Smith Clove Rd, Central Valley, NY 10917
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  /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

  

  Craig Smith

  Compass Greater NY, LLC

  9 Reinheimer Rd, Monroe, NY 10950
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  /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

  

  Chativa Bowen

  Keller Williams Realty

  1649 State Route 32, Highland Mills, NY 10930
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  /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.

  

  Jade Oliverio

  Howard Hanna Rand Realty

  8 Mountain Brook Rd, Cornwall, NY 12518
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  /31

  $395,000

  • 4 Beds
  • 1 Bath
  • 1,132 Sq Ft

  13 Whippoorwill Trail, Monroe, NY 10950

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

  

  Joel Ayala

  HomeSmart Homes & Estates

  13 Whippoorwill Trail, Monroe, NY 10950
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  /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

  

  Haakim Byrd

  HomeSmart Homes & Estates

  95 Pine Hill Rd, Highland Mills, NY 10930
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  /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
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  /35

  $979,000

  Open Sun 2PM - 4PM

  • 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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /40

  $400,000

  Open Fri 4:30PM - 6PM

  • 3 Beds
  • 1.5 Baths
  • 1,334 Sq Ft

  7 Kearney Ave, Harriman, NY 10926

  Welcome to 7 Kearney Avenue, a charming home full of character in the heart of Harriman. A welcoming covered front porch sets the tone, leading into a warm interior with beautiful wood floors, classic trim details, and sun-filled living spaces. The kitchen offers granite countertops, stainless steel appliances, ample cabinetry, and convenient in-unit laundry. Upstairs, you’ll find comfortable

  John Olivero Keller Williams Realty

  7 Kearney Ave, Harriman, NY 10926
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  /2

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 2,251 Sq Ft

  46 Merriewold Ln N, Monroe, NY 10950

  Welcome to this beautifully maintained split-level home offering a bright, spacious layout and exceptional outdoor living. Sun-filled living and dining areas feature hardwood floors and large windows that create a warm and inviting atmosphere throughout the main level. The well-appointed kitchen boasts wood cabinetry, granite countertops, a tiled backsplash, and a center island with seating,

  Lazar Schvimmer Mount Realty

  46 Merriewold Ln N, Monroe, NY 10950
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  /20

  $325,000

  • 4 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  3 Jefferson St, Highland Mills, NY 10930

  Charming 4-bedroom, 1.5-bath home situated on a level lot in the desirable Woodbury community of Highland Mills. Features include spacious living areas, a country kitchen, 4 bedrooms, and a private wooded yard perfect for outdoor enjoyment. Conveniently located near shopping, parks, major commuter routes, and within the Monroe-Woodbury School District. Great opportunity to own a home in a

  Jay Himelson Howard Hanna Rand Realty

  3 Jefferson St, Highland Mills, NY 10930
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  /50

  $895,000

  $65K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,817 Sq Ft

  3 Braemar Way, Highland Mills, NY 10930

  Welcome to this beautifully maintained Colonial located in the highly desirable Brigadoon neighborhood, perfectly situated on a quiet cul-de-sac and set on 1.9 private acres. This spacious and move-in-ready home offers 4 bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining.The main level features a stunning great room, formal living room, cozy family room,

  Kevin Moran Keller Williams Hudson Valley

  3 Braemar Way, Highland Mills, NY 10930
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  /2

  $949,000

  • 5 Beds
  • 2.5 Baths
  • 2,888 Sq Ft

  3 Roanoke Dr, Monroe, NY 10950

  Ideally situated in the heart of the Village, this inviting residence offers the perfect blend of privacy, space, and convenience. Set on a generous lot with a spacious and secluded backyard, the property provides a peaceful retreat while remaining just moments from local amenities, shopping, and community attractions. Enjoy the comfort of a private setting combined with the convenience of a

  Lazar Schvimmer Mount Realty

  3 Roanoke Dr, Monroe, NY 10950
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  /26

  $525,000

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,004 Sq Ft

  21 Crescent Place, Monroe, NY 10950

  Welcome to this well-maintained split-level residence ideally situated on a quiet residential street in the Village of Monroe. Set on an approximate 0.26-acre level lot with mature trees and established landscaping, this home offers a desirable combination of comfortable interior living space and practical outdoor usability.The home features three bedrooms, two full baths, and a powder room,

  Steven Brown Hudson Valley Realty & Busines

  21 Crescent Place, Monroe, NY 10950
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  /27

  $450,000

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  10 Rockridge Dr, Highland Mills, NY 10930

  Welcome to this beautifully sun-filled townhouse located on a cul-de-sac in the desirable Town of Woodbury, Highland Mills, NY. Nestled in a highly sought-after neighborhood, this spacious home offers two primary suites, each featuring walk-in closets and private primary baths. The open floor plan features a bright living room, formal dining area, and convenient half bath. The kitchen offers an

  Idalmis Perrone Aguero Exit Realty DKC

  10 Rockridge Dr, Highland Mills, NY 10930
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  /48

  $650,000

  Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 4,472 Sq Ft

  117 Ketcham Ave, Mountainville, NY 10953

  4 bedrooms 2 1/2 bath - Mountainville Home - Enjoy your indoor and outdoor living - Spacious with super charm - pick a room, pick a floor, lots of space and character. Character with modern updates and functionality, lots of natural light, architectural details, spacious. Character and then some - make the changes yours & enjoy. 2017 updated to include: Tin ceiling and 1" granite in kitchen,

  Maureen Wallace Smitchger Realty

  117 Ketcham Ave, Mountainville, NY 10953
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  /23

  $295,000

  • 3 Beds
  • 1 Bath
  • 1,072 Sq Ft

  22 Archer Dr, Monroe, NY 10950

  This diamond in the rough has three bedrooms and one bath with a full basement and two car detached garage. Quiet tree lined street. walk to shops and bus. Close to highways and train. Easily expandable. Will not qualify for FAH or VA in current condition and seller prefers CASH offers. Sold STRICKLY AS-IS...

  Richard Froehlich RE/MAX Benchmark Realty Group

  22 Archer Dr, Monroe, NY 10950
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  /39

  $599,999

  Open Sat 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,884 Sq Ft

  5 Columbia Cir, Highland Mills, NY 10930

  Welcome to 5 Columbia Circle, a turn-key raised ranch tucked inside the gated Highland Lake Estates community in Highland Mills. From the moment you arrive, this home delivers what most listings only promise: modern updates, real peace of mind, and a backyard that earns its keep. Four bedrooms plus an office/den give you room to live and work without compromise. Two full bathrooms, California

  JOHN SCARANO Keller Williams Realty

  5 Columbia Cir, Highland Mills, NY 10930
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  /50

  $899,000

  • 3 Beds
  • 2 Baths
  • 2,310 Sq Ft

  6 Pine Hill Rd, Monroe, NY 10950

  A home that brings together comfort, space, and character in a way that immediately stands out. This expanded ranch features bright open living areas, hardwood floors, vaulted ceilings with skylights, and a beautifully designed kitchen with granite countertops, stainless steel appliances, center island seating, and generous cabinet space. Large windows throughout the home bring in natural light

  Moche Halpern Blooming Realty

  6 Pine Hill Rd, Monroe, NY 10950
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  /35

  $575,000

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

  24 Ford Ct Unit A1, Monroe, NY 10950

  Located in the gated community of Meadow Glen, this end unit 3 bedroom townhouse has all the amenities you possibly want. Conveniently located near shopping, trains, hiking paths in Monroe, NY. The first floor has more than ample living space with both a formal living room and family room that has a gas fireplace. The kitchen with it's stainless steel appliances has lots of natural light through

  Susan Walski HomeSmart Homes & Estates

  24 Ford Ct Unit A1, Monroe, NY 10950
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  /41

  $1,150,000

  • 4 Beds
  • 4.5 Baths
  • 2,532 Sq Ft

  8 Apple Hill Dr, Highland Mills, NY 10930

  Welcome to this impressive Colonial offering generous living space, timeless charm, and an unbeatable location. Featuring a spacious and thoughtfully designed layout, this home provides ample room for comfortable everyday living and entertaining. Large sun-filled rooms, a welcoming atmosphere, and well-proportioned living areas create the perfect setting for family gatherings and special

  Shimon Weber Flag Realty Group

  8 Apple Hill Dr, Highland Mills, NY 10930
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  /43

  $760,000

  $19K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,668 Sq Ft

  15 Prestwick Dr, Monroe, NY 10950

  Prestwick Estates! Prime location, elegance, and quality come together in this beautiful home. Featuring large, open, spacious, and sun-filled rooms, this property offers a warm and inviting feel throughout. The gorgeous kitchen includes granite countertops, and the rich solid oak floors add timeless character and charm. With plenty of windows bringing in an abundance of natural light, every

  Chaya Weiss Rock Realty Group USA Inc

  15 Prestwick Dr, Monroe, NY 10950
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  /27

  $550,000

  $18K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,621 Sq Ft

  9 Kings Point Ln, Washingtonville, NY 10992

  Welcome home to this inviting chalet-style property built in 1979, offering 1,620 square feet of comfortable living space on a peaceful 0.96-acre lot. Nestled in the heart of Blooming Grove, this home combines rustic charm with modern convenience—perfect for families looking for space, character, and a warm community setting. This has had a brand new deck added to the large open living area.

  Claude Brischoux Keller Williams Realty

  9 Kings Point Ln, Washingtonville, NY 10992
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  /37

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 3,890 Sq Ft

  288 Prospect Rd, Monroe, NY 10950

  Welcome to this spacious Colonial offering nearly 2,800 square feet of living space on a private 1-acre lot in one of the most desirable neighborhoods in the Village of South Blooming Grove. The main level features a bright living room, kitchen with dining area, family room, laundry room, and a convenient half bath. Upstairs you'll find a spacious primary suite with a private full bath, along

  Lazar Schvimmer Mount Realty

  288 Prospect Rd, Monroe, NY 10950
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  /24

  $450,000

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

  515 High St, Monroe, NY 10950

  Charming three-bedroom, two-bath home in the desirable Monroe-Woodbury School District. This inviting residence offers ample living and dining rooms, a kitchen with warm wood cabinetry, and convenient access to a covered patio—perfect for relaxing or entertaining. The lower level features a den, additional storage space, plus a utility and laundry area. Outside, you’ll find generous front and

  Annie Hansen Howard Hanna Rand Realty

  515 High St, Monroe, NY 10950
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  /37

  $289,000

  • 3 Beds
  • 1.5 Baths
  • 1,222 Sq Ft

  3 Echo Trail, Monroe, NY 10950

  Welcome to 3 Echo Trail! Nestled in a peaceful mountain setting, this lovingly maintained home offers the perfect blend of privacy and convenience. Located just minutes from Washingtonville and Monroe, you'll enjoy easy access to shopping, restaurants, schools, houses of worship, and commuter transportation to NYC. Owned and cared for by the same family for nearly 40 years, the home showcases

  Jacqueline Manzolillo-Blais Keller Williams Realty

  3 Echo Trail, Monroe, NY 10950
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  /7

  $925,000

  New Construction $50K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft

  24 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! The house is 100% complete and ready to move in! Step inside this ranch-style home with hardwood floor, and high-end finishes. It comes with many extras like a study, a second kitchen that is already set up, granite counters and sinks, a large walk-in closet, and a

  Dovid Hoffman MK Realty Inc

  24 Union Transfer, Monroe, NY 10950
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  /50

  $874,000

  • 4 Beds
  • 4.5 Baths
  • 3,510 Sq Ft

  208 Oakland Ave, Monroe, NY 10950

  208 Oakland, MonroeSpecifications: 4 Bedrooms | 4.5 Bathrooms | 2 Kitchens | 2-Car GarageKey Layout Features: Interior Residential Elevator(Basement to First Floor)l Lower-Level Accessory Apartment with Walk-OutWelcome to 208 Oakland, a beautifully maintained 2004 residence offering private living and exceptional layout flexibility. Spanning three finished levels, this property is

  Yakov Winkler Preferred Properties Real Esta

  208 Oakland Ave, Monroe, NY 10950
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  /36

  $729,000

  • 4 Beds
  • 2.5 Baths
  • 3,424 Sq Ft

  23 Cunningham Dr, Monroe, NY 10950

  Discover this stunning 5-bedroom colonial home nestled in the highly desirable Highland Mills area, offering the perfect blend of classic charm and comfort. Spanning over 3,400 square feet of sun-filled living space, this meticulously maintained residence features elegant architectural details, spacious formal and informal entertaining areas, and a versatile finished basement with a private

  David Kraus MK Realty Inc

  23 Cunningham Dr, Monroe, NY 10950

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