Highland Mills, NY Homes for Sale under $500,000

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  /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

  

  Alexandra Zinko

  Century 21 Realty Center

  8 Laurel Ct, Highland Mills, NY 10930
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  /7

  $270,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  36 Claremont Trail, Monroe, NY 10950

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

  

  Mindy Skelly

  1 Oak Real Estate Hub Inc

  36 Claremont Trail, Monroe, NY 10950
• 

  

  

  /31

  $395,000

  • 4 Beds
  • 1 Bath
  • 1,132 Sq Ft

  13 Whippoorwill Trail, Monroe, NY 10950

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

  

  Joel Ayala

  HomeSmart Homes & Estates

  13 Whippoorwill Trail, Monroe, NY 10950
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  /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

  

  Luanne McGann

  Century 21 Full Service Realty

  605 Stage Rd, Monroe, NY 10950
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  /37

  $274,999

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,815 Sq Ft

  4 Woodland Cir N, Monroe, NY 10950

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

  

  Richard Baxter

  Keller Williams Realty

  4 Woodland Cir N, Monroe, NY 10950
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  /27

  $249,900

  $40K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 876 Sq Ft

  28 Laurel Trail, Monroe, NY 10950

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

  

  Carole McCann

  Hudson Heritage Realty

  28 Laurel Trail, Monroe, NY 10950
• 

  

  /23

  $250,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  18 Lexington Hill Unit 8, Harriman, NY 10926

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

  

  Donna Reese

  KW Hudson Valley United

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

  $299,000

  $16K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 760 Sq Ft

  32 Cedar Trail, Monroe, NY 10950

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

  

  Jack Yao

  Realmart Realty LLC

  32 Cedar Trail, Monroe, NY 10950
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  /36

  $259,900

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  10 Lexington Hill, Harriman, NY 10926

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

  

  Lynelle Alessi

  KW Hudson Valley United

  10 Lexington Hill, Harriman, NY 10926
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  /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
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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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  /37

  $434,000

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  14 Marc Terrace, Monroe, NY 10950

  FIND YOUR NEW HOME in this charming split-level ranch, a true neighborhood treasure available for the first time in decades. Cherished and lovingly maintained by the same family for almost 60 years, this property offers a rare combination of enduring structural integrity and timeless warmth..The exterior showcases a welcoming wooden deck perfect for morning coffee, a convenient attached

  Todd Jennings Keller Williams Realty

  14 Marc Terrace, Monroe, NY 10950
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  /25

  $475,000

  $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
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  /2

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft

  5 Maple Ave, Monroe, NY 10950

  Beautiful Colonial home located in one of the most desirable locations in all of Harriman. A Commuter's dream. 2 Minutes to the Metro North Train Station. 2 Minutes to ALL major commutating Routes including NYS Thruway and the Palisades Parkway. 45 Minutes to NYC. This wonderful home features a NEW ROOF, SIDING,and GUTTERS, UPGRADED ELECTRIC, inviting foyer, Wrap around enclosed porch. Large

  John Biasi Howard Hanna Rand Realty

  5 Maple Ave, Monroe, NY 10950
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  /2

  $379,000

  $20K PRICE DROP

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

  8 First Ave, Highland Mills, NY 10930

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

  Joseph Rosenfeld Flag Realty Group

  8 First Ave, Highland Mills, NY 10930
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  /39

  $435,000

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  8 Sunset Heights, Monroe, NY 10950

  Charming 2-bedroom, 2-bath Cape Cod perfectly situated in a desirable village location, just a short stroll to shops, restaurants, scenic lakes, and a picturesque waterfall. This inviting home offers timeless character with hardwood floors throughout, central air and abundant storage. The welcoming sitting room features a beautiful stone fireplace, while the spacious eat-in kitchen provides

  Donna Gennaro Howard Hanna Rand Realty

  8 Sunset Heights, Monroe, NY 10950
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  /15

  $320,000

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

  2 Poplar Trail, Monroe, NY 10950

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

  Joseph Rosenfeld Flag Realty Group

  2 Poplar Trail, Monroe, NY 10950
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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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  /30

  $370,000

  $29K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 942 Sq Ft

  7 Crestwood Trail, Monroe, NY 10950

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

  Olivia Cappelli Donna Ruffino Realty Corp

  7 Crestwood Trail, Monroe, NY 10950
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  /29

  $279,900

  • 1 Bed
  • 1 Bath
  • 801 Sq Ft

  8 Heritage Dr Unit E, Harriman, NY 10926

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

  Agnes Burch Howard Hanna Rand Realty

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

  $375,000

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

  188 Roselawn Rd, Highland Mills, NY 10930

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

  Nathen Singer MK Realty Inc

  188 Roselawn Rd, Highland Mills, NY 10930
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  /10

  $430,000

  • 4 Beds
  • 2 Baths
  • 1,296 Sq Ft

  10 Maplewood Rd, Highland Mills, NY 10930

  Location, lifestyle, and space all come together in this charming 4-bedroom, 2 full bath Cape— conveniently located near major highways for easy commuting and just minutes from Woodbury Commons shopping, dining, and entertainment. Step inside to a bright and airy living room featuring a large bay window that fills the space with natural light. The spacious eat-in kitchen offers plenty of room for

  Maria Murdie Picture It Sold, LLC

  10 Maplewood Rd, Highland Mills, NY 10930
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  /12

  $360,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 956 Sq Ft

  4 Revere Rd, Monroe, NY 10950

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

  Samuel Posen MK Realty Inc

  4 Revere Rd, Monroe, NY 10950
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  /32

  $299,000

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

  13 Redwood Dr, Highland Mills, NY 10930

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

  Jackie Siracuse Absolute Real Estate of NY Inc

  13 Redwood Dr, Highland Mills, NY 10930
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  /27

  $255,000

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  27 Lexington Hill Unit 8, Harriman, NY 10926

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

  Rose Roper Howard Hanna Rand Realty

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

  $275,000

  • 2 Beds
  • 1 Bath
  • 944 Sq Ft

  21 Grandview Trail, Monroe, NY 10950

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

  Martin Remo RE/MAX Prime Properties

  21 Grandview Trail, Monroe, NY 10950
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  /27

  $499,000

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

  62 Barnes Rd, Washingtonville, NY 10992

  BS"DTurnkey investment! This immaculate 4-bed, 2-bath Tappan Hill split-level generates $3,350/Month, with tenants paying all utilities. Freshly repainted last year, it features beautiful hardwood floors and a renovated eat-in kitchen (2020). Set on a beautiful .69-acre property with excellent curb appeal in a desirable location. With one phone call, this can be yours — jump on this

  Lazer Leibowitz Nationwide Houses LLC

  62 Barnes Rd, Washingtonville, NY 10992
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  /20

  $374,999

  • 2 Beds
  • 1 Bath
  • 1,302 Sq Ft

  12 Cascade Trail, Monroe, NY 10950

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

  Jennifer Rivera Keller Williams Realty

  12 Cascade Trail, Monroe, NY 10950
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  /49

  $349,000

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

  2 Echo Trail, Monroe, NY 10950

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

  Avi Samet Avion

  2 Echo Trail, Monroe, NY 10950
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  /5

  $250,000

  • 2 Beds
  • 1 Bath
  • 947 Sq Ft

  23 Grandview Trail, Monroe, NY 10950

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

  Martin Remo RE/MAX Prime Properties

  23 Grandview Trail, Monroe, NY 10950
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  /6

  $299,000

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

  7 Summit Trail, Monroe, NY 10950

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

  Elly Walden Howard Hanna Rand Realty

  7 Summit Trail, Monroe, NY 10950
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  /13

  $205,000

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft

  49 Tanager Rd Unit 4905, Monroe, NY 10950

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

  Joseph Morello KW Hudson Valley United

  49 Tanager Rd Unit 4905, Monroe, NY 10950
• 

  

  /6

  $380,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,432 Sq Ft

  20 Redwood Dr, Highland Mills, NY 10930

  Looking for the perfect starter or downsizer? This 2 Bedroom, 1.5 Bathroom Townhouse end unit in Village of Woodbury might be for you! Close to I-87 shopping, schools and amenities.

  Ernie Acampora River Realty Services, Inc.

  20 Redwood Dr, Highland Mills, NY 10930
• 

  /2

  $240,000

  $10K PRICE DROP

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

  47 Tanager Rd Unit 4702, Monroe, NY 10950

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

  Joseph Morello KW Hudson Valley United

  47 Tanager Rd Unit 4702, Monroe, NY 10950
• 

  

  /23

  $299,000

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  31 Paradise Hill, Highland Mills, NY 10930

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

  Colin Seitz RE/MAX Benchmark Realty Group

  31 Paradise Hill, Highland Mills, NY 10930
• 

  

  /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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  /31

  $279,999

  Open Sun 12PM - 2PM $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,098 Sq Ft

  76 Arcadian Trail, Monroe, NY 10950

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

  Guy Cusumano Howard Hanna Rand Realty

  76 Arcadian Trail, Monroe, NY 10950
• 

  /2

  $250,000

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

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

  Dolores Serpe Weichert Realtors

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

  /2

  $379,000

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

  10 First Ave, Monroe, NY 10930

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

  Joseph Rosenfeld Flag Realty Group

  10 First Ave, Monroe, NY 10930
• 

  

  /6

  $379,900

  • 3 Beds
  • 1.5 Baths
  • 882 Sq Ft

  25 Oreco Terrace, Monroe, NY 10950

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

  Hope Morris Delaney Realty

  25 Oreco Terrace, Monroe, NY 10950

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