Newest Homes for Sale in Highland Mills, NY

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  $310,000

  $5K PRICE DROP

  • 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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  /50

  $599,925

  $30K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  29 Lexington Ave, Highland Mills, NY 10930

  Welcome to a home that has been truly loved. Over the past five years, the owners have poured their hearts into a complete top-to-bottom renovation, ensuring that every room in this house reflects the highest standards of quality and craftsmanship. From the structural updates to the smallest designer touches, no detail was overlooked.The transformation began with the essentials: new windows,

  Theresa Budich Howard Hanna Rand Realty

  29 Lexington Ave, Highland Mills, NY 10930
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  /11

  $775,000

  • 4 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  16 Chevron Rd Unit 302, Kiryas Joel, NY 10950

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

  Jacob Katz MS Realty Group USA, Inc

  16 Chevron Rd Unit 302, Kiryas Joel, NY 10950
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  $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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  /49

  $599,000

  $26K PRICE DROP

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

  52 Woodland Rd, Highland Mills, NY 10930

  Spacious Multi-Level Living | Flexible 5-Room Layout | Woodbury Recreation Access Welcome to 52 Woodland Road in Highland Mills. Offering over 2,360 sq. ft. of living space, this home features a unique multi-level layout designed for both privacy and flexibility—larger than many homes in the neighborhood. The floor plan includes 4 bedrooms plus a bonus 5th room, ideal for a home office, guest

  James Coughlin Houlihan Lawrence Inc.

  52 Woodland Rd, Highland Mills, NY 10930
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  /2

  $2,937,000

  • Land
  • 11 Acres
  • $267,000 per Acre

  34 Cranberry Dr, Woodbury, NY 10930

  There are opportunities... and then there are opportunities that allow you to shape an entire vision from the ground up. Welcome to Cranberry Drive in Highland Mills, where this shovel ready subdivision presents a remarkable chance to create something truly special in the heart of Woodbury, NY. This offering provides a rare plug and play development opportunity for a builder or investor ready to

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 547-7784

  34 Cranberry Dr, Woodbury, NY 10930
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  /26

  $540,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,446 Sq Ft

  27 Cedar Trail, Monroe, NY 10950

  Beautiful colonial offering nearly 2,500 sq ft of living space on a quiet paved road near the mountains. Bright open layout with living room flowing into a spacious eat-in kitchen featuring cathedral ceilings, granite countertops, center island, stainless steel appliances, and abundant cabinetry. Main level also includes a full bath, laundry hookup, and flexible room with French doors to the

  Eliezer Safdie Sage Realty Center LLC

  27 Cedar Trail, Monroe, NY 10950
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  /48

  $790,000

  • 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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  /56

  $3,999,999

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

  43 Freeland St, Monroe, NY 10950

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

  

  Nazma Sooknanan

  (329) 236-2541

  43 Freeland St, Monroe, NY 10950
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  /42

  $749,000

  $80K PRICE DROP

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

  46 Merriewold Ln N, Monroe, NY 10950

  This split-level home offers a comfortable layout with multiple living areas and great outdoor space to enjoy. The main level features bright living and dining areas with hardwood floors and large windows that bring in natural light. The kitchen includes wood cabinetry, granite countertops, a tiled backsplash, and a center island with seating, flowing easily into the dining area and creating a

  Lazar Schvimmer Blooming Realty

  46 Merriewold Ln N, Monroe, NY 10950
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  /29

  $459,000

  $40K PRICE DROP

  • 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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  /48

  $869,000

  • 5 Beds
  • 2 Baths
  • 1,900 Sq Ft

  11 Merriewold Ln N, Monroe, NY 10950

  Discover this beautiful colonial in the sought-after Merriewold section of the Village of South Blooming Grove. With 5 bedrooms and 2 bathrooms, this home offers plenty of space for a growing family. The spacious interior features a kitchen breakfast bar, a formal dining room, and an inviting living area. The level, private lot offers plenty of room for outdoor activities. The backyard is

  Shalom Landau eRealty Advisors, Inc

  11 Merriewold Ln N, Monroe, NY 10950
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  /17

  $324,999

  $10K PRICE DROP 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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  /2

  $1,500,000

  • 5 Beds
  • 2.5 Baths
  • 3,074 Sq Ft

  16 Sears Rd, Monroe, NY 10950

  Large "one-acre property in the Village of South Blooming Grove!!" offering space and privacy. This updated 5-bedroom, 2.5-bath home sits on expansive grounds that extend into a wooded area for added privacy. The home features a large formal dining room, new tiled flooring in the kitchen, and new wood flooring in the living and dining rooms. The living room includes a brick fireplace with a wood

  Isaac Friedrich MS Realty Group USA, Inc

  16 Sears Rd, Monroe, NY 10950
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  $759,000

  $10K PRICE DROP

  • 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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  $599,000

  $60K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,048 Sq Ft

  300 Mountain Lodge Rd, Monroe, NY 10950

  Welcome to 300 Mountain Lodge Road — a beautifully updated and move-in-ready bilevel home offering the perfect blend of modern comfort and functional space. This 4-bedroom, 3-bathroom residence is set on a serene and scenic lot, providing peace and privacy while still being just minutes from all Monroe and Washingtonville has to offer. Step inside to discover a bright and spacious interior

  Zachary Leentjes Wansor Realty

  300 Mountain Lodge Rd, Monroe, NY 10950
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  /3

  $1,950,000

  • 5 Beds
  • 4 Baths

  348 Route 32, Other Areas, NY OTHER

  2 Acres Frontage Property Available! Calling all builders, investors, and primary users. This sale is comprised of approximately 2 acres in Woodbury, New York. Four-family property, with approved variance for commercial usage for street-adjacent section of parcels allows for future mixed-use development. Property can be delivered vacant or with tenants in place per purchaser's preference. Located

  Edmond Yoo Coldwell Banker, Fort Lee

  

  348 Route 32, Other Areas, NY OTHER
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  /41

  $699,000

  • 4 Beds
  • 3 Baths
  • 2,256 Sq Ft

  70 Woodland Rd, Monroe, NY 10950

  Welcome to this beautifully maintained 4-bedroom, 3-full-bath Colonial, nestled in a desirable neighborhood in The Carriage Hill Estates.. Perfectly positioned to offer the ideal balance of tranquil suburban living and modern convenience, this home is just minutes from Harriman train station, Monroe’s shops, restaurants, highways, and top-rated schools. Set on a generous lot surrounded by mature

  Susan McMullen eXp Realty

  70 Woodland Rd, Monroe, NY 10950
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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

  (329) 210-3135

  13 Whippoorwill Trail, Monroe, NY 10950
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  /34

  $1,075,000

  Open Sun 2PM - 5PM $45K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,796 Sq Ft

  49 Helms Hill Rd, Washingtonville, NY 10992

  Nestled on a serene and expansive 3-acre property in the heart of the Hudson Valley, this exceptional 4-bedroom, 3-bath residence offers the perfect blend of luxury, comfort, and convenience. Boasting nearly 4,000 square feet of beautifully designed living space, this remarkable home is ideal for those who crave room to grow, entertain, and enjoy a peaceful lifestyle surrounded by nature. From

  Brandon Nielsen Century 21 Full Service Realty

  49 Helms Hill Rd, Washingtonville, NY 10992
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  $1,290,000

  $105K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 5,142 Sq Ft

  221 Smith Clove Rd, Highland Mills, NY 10930

  Introducing one of Highland Mills’ most impressive estates—an architectural statement set on 6.5 private acres in the Monroe–Woodbury School District. Built by a seasoned general contractor for his own family, this 5,140+ sq ft residence pairs exceptional craftsmanship with the scale and sophistication of a true luxury home. A sun-filled two-story foyer welcomes you with a sweeping handcrafted

  Jamie Aisenstat Serhant LLC

  221 Smith Clove Rd, Highland Mills, NY 10930
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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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  /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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  /7

  $925,000

  $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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  /2

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,573 Sq Ft

  18 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 ranch style home with boasting hardwood floor, and high-end finishes. 2 Bedrooms, a study room, big kitchen and dining room to host guests. It also features a full Landry room with cabinets, and rough plumbing for the basement and 2 entry doors.

  Dovid Hoffman MK Realty Inc

  18 Union Transfer, Monroe, NY 10950
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  /22

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,702 Sq Ft

  4 Stillman Wye, 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

  4 Stillman Wye, Monroe, NY 10950
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  /37

  $900,000

  $50K PRICE INCREASE

  • 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
• 

  /2

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,338 Sq Ft

  39 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 flat ranch with boasting 9 Ft ceilings, hardwood floor, and high-end finishes. Complete with many upgrades such as rough plumbing for a second kitchen, granite countertops and vanities, huge walk-in closet, and expansive deck. The house also

  Dovid Hoffman MK Realty Inc

  39 Southfield Falls, Monroe, NY 10950
• 

  

  /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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  /49

  $809,000

  $6K PRICE DROP

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

  20 Tanyas Ct, Monroe, NY 10950

  Set on a beautifully landscaped lot with mountain views, this refined Colonial delivers space, light, and a smart, functional layout. This 4-bedroom, 2.5-bath Colonial (built in 2012) offers 2,740 square feet of beautifully proportioned space, plus a basement with high ceilings currently enjoyed as a home gym. Inside, the home balances elegance and comfort: a classic foyer entry, a

  Lismarie Santiago Azure Realty Group NY LLC

  20 Tanyas Ct, Monroe, NY 10950
• 

  

  /22

  $524,999

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,671 Sq Ft

  11 Gillian Ct, Monroe, NY 10950

  Welcome home! This move-right-in 3-bedroom, 2.5-bath home offers hardwood floors, newer appliances, and a bright, open layout. Enjoy cooking and entertaining with a breakfast bar and additional bonus room perfect for a home office, playroom, or home gym. The attached garage includes an electric vehicle charger for modern convenience. Meadow Glen offers fantastic amenities, including a beautiful

  

  Alexandra Zinko

  Century 21 Realty Center

  (329) 201-2282

  11 Gillian Ct, Monroe, NY 10950
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  /7

  $199,000

  • Land
  • 9,966 Sq Ft
  • $869,755 per Acre

  29 Westend Dr, Woodbury Town, NY 10930

  Build Your Dream Home! FULLY APPROVED PLAND-SHOVAL READY! plans can be amended for a smaller house if you want, Welcome to 29 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 conditions, you can

  Yakov Winkler Preferred Properties Real Esta

  29 Westend Dr, Woodbury Town, NY 10930
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  /9

  $199,000

  • Land
  • 8,568 Sq Ft
  • $1,011,693 per Acre

  27 Westend Dr, Woodbury Town, NY 10930

  Build Your Dream Home! FULLY APPROVED PLAND-SHOVAL READY! plans can be amended 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 conditions, you can

  Yakov Winkler Preferred Properties Real Esta

  27 Westend Dr, Woodbury Town, NY 10930
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  /38

  $999,999

  • 4 Beds
  • 3 Baths
  • 2,764 Sq Ft

  Unlisted Address

  Are you looking for a 3+ ACRE getaway from the city that is 5 minutes to the Thruway, and 50 minutes from the GWB? Or, how about a professional home office, organic garden hobbyist, & perhaps extended. The approximate total finished sq ftge is 4800 not including the finished basement in the house. It is worthwhile to see this original 4 bedroom farmhouse that has been UPDATED with genuine

  Naomi Streicher Q Home Sales

  Unlisted Address
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  /23

  $175,000

  $45K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 598 Sq Ft

  36 Paradise Hill, Highland Mills, NY 10930

  Tucked away on a private road in the Town of Cornwall, this charming 600 sq ft cottage offers the perfect blend of privacy, tranquility, and convenience. Whether you’re seeking a full-time residence or a peaceful weekend getaway, this home delivers mountain views and a secluded setting that feels like a true escape. The interior features a spacious living room with large window overlooking the

  Jennifer Gold RE/MAX Benchmark Realty Group

  36 Paradise Hill, Highland Mills, NY 10930
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  /34

  $999,000

  • 5 Beds
  • 4 Baths
  • 3,136 Sq Ft

  12 Damian Ct, Chester, NY 10918

  Welcome to 12 Damian Court, a spacious Colonial set on a quiet cul-de-sac. This well-maintained home offers 5 bedrooms and 4 bathrooms, with four bedrooms on the upper level and one additional bedroom in the finished basement. The main level features generous living and dining areas, perfect for everyday living and entertaining. The finished basement adds excellent flexibility with a second

  Elimelech Kremer MS Realty Group USA, Inc

  12 Damian Ct, Chester, NY 10918
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  /42

  $700,000

  $70K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,883 Sq Ft

  10 Lemberg Ct Unit 401, Monroe, NY 10950

  Welcome to this bright two-floor corner home, offered at an affordable price — a true must-see. Featuring a spacious open layout with a sun-filled kitchen/dinette surrounded by multiple windows, an upgraded tiled kitchen with granite countertops, large drawers, and more.The home offers exceptional space with five bedrooms plus an office, three full bathrooms, and a large playroom with

  Jacob Katz MS Realty Group USA, Inc

  10 Lemberg Ct Unit 401, Monroe, NY 10950
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  /28

  $850,000

  $150K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 4,921 Sq Ft

  253 Route 32 Unit 1-4, Central Valley, NY 10917

  CALLING ALL INVESTORS! Location, Location, Location!! Zoned Commercial-Residential. Must see this four-family investment property in a very desirable area. The first floor of this 2-story colonial/farmhouse style home offers two apartments. Both have 2 bedrooms, 1 bath. Apt#1 is located just inside the main entry on the left. It has a stainless-steel dishwasher and microwave, a private washer &

  Michael Mulligan HomeSmart Homes & Estates

  253 Route 32 Unit 1-4, Central Valley, NY 10917
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  /18

  $2,250,000

  $149K PRICE DROP

  • 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
• 

  

  /19

  $169,999

  $30K PRICE DROP

  • 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

Showing Results 161 - 200, Page 5 of 6