Highland Mills, NY Homes for Sale

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  $374,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  7 Crestwood Trail, Monroe, NY 10950

  Perfect starter home, Investment opportunity or your weekend getaway! Welcome to this 3-bedroom home in Blooming Grove in Washingtonville School District with Low Taxes, step into a welcoming living room with a cozy wood-burning fireplace that flows into a modern eat-in kitchen boasting beautiful granite countertops and plenty of cabinetry, with gleaming wood floors throughout. The full walk

  

  Alexandra Zinko

  Century 21 Realty Center

  (845) 606-3789

  7 Crestwood Trail, Monroe, NY 10950
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  /35

  $975,000

  • 5 Beds
  • 4.5 Baths
  • 3,400 Sq Ft

  18 Winding Ln, Central Valley, NY 10917

  COMING SOON ......Welcome to The Oakdale, an 8 year young, custom-built Center Hall Colonial nestled on a quiet cul-de-sac in the desirable Monroe-Woodbury School District. This beautifully crafted home offers 5 bedrooms and 4 full baths, including a first-floor bedroom with full bath—perfect for guests or multi-generational living. The formal Living and Dining Rooms flow seamlessly into a

  

  Erin Connolly

  Artisan Realty

  (845) 743-8029

  18 Winding Ln, Central Valley, NY 10917
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  $795,000

  • 3 Beds
  • 2 Baths
  • 2,175 Sq Ft

  17 Merriewold Ln N, Monroe, NY 10950

  Nestled in nature, welcome to your private sanctuary in the heart of the highly desirable Merriewold Lake community in South Blooming Grove—where serenity meets thoughtful design and comfort. From the moment you arrive, the attention to detail is unmistakable. The home’s inviting front elevation features a covered porch with solid mahogany decking and recessed lighting—creating a warm and

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 379-3531

  17 Merriewold Ln N, Monroe, NY 10950
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  /41

  $799,000

  • 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 has to offer.Step inside to discover a bright and spacious interior featuring a stylish

  

  Zachary Leentjes

  Wansor Realty

  (329) 201-2257

  300 Mountain Lodge Rd, Monroe, NY 10950
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  /27

  $469,999

  • 4 Beds
  • 4 Baths
  • 2,800 Sq Ft

  4 Linden Dr, Highland Mills, NY 10930

  Priced to MOVE.....This rare 4-bedroom, 4-bathroom townhome in the sought-after Timber Ridge community of Woodbury, NY—offering many updates, and a versatile location! This spacious multi-level home features a brand new roof (installed June 2025) and an open-concept main level with vaulted ceilings, skylights, and sun-drenched interiors. The oversized kitchen flows into the dining area, which

  

  Erin Connolly

  Artisan Realty

  (845) 393-6635

  4 Linden Dr, Highland Mills, NY 10930
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  /32

  $489,999

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  93 Weygant Hill, Highland Mills, NY 10930

  Move-in ready with recent updates! Start your day with expansive, picturesque views of the valley, stretching as far as the eye can see. This delightful 3-bedroom, 2-bath home features a first-floor primary suite, an additional bedroom and full bath on the main level, and a spacious upper-level bedroom that offers privacy and versatility.Step outside to your backyard retreat, which backs up

  

  Kristen Velez

  RE/MAX Benchmark Realty Group

  (845) 412-8180

  93 Weygant Hill, Highland Mills, NY 10930
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  /2

  $799,000

  • 4 Beds
  • 1 Bath
  • 1,400 Sq Ft

  24 Laura Ln, Woodbury, NY 10917

  The ol' poultry farm.... a cozy Arts and Craft style home with 4 bedrooms 1 bathroom and a walkout basement! Located at the end of a dead end street saturated by commercial neighbors! Value is in the land... Ideal use is for commercial business right in Central Valley! Call for other details and ideas- Taxes are Town and County $2,100; Village $1,400; School $5,200 Survey will be uploaded when

  

  Erin Connolly

  Artisan Realty

  (845) 205-7720

  24 Laura Ln, Woodbury, NY 10917
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  /15

  $369,000 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,284 Sq Ft

  26 Linden Dr, Highland Mills, NY 10930

  PRIME end unit Townhouse style home with detached garage and upgrades galore...Prime and pristine are just the start to describe this very rare Townhouse style home! Offering 2 bedrooms 1 1/2 baths and modern Kitchen area with a sun drenched living room and dining room open floor plan! It gets better! BONUS END UNIT & A BETTER BONUS... GARAGE !! Central Air Municipal Water / Sewer with a Pool and

  

  Erin Connolly

  Artisan Realty

  (845) 310-0399

  26 Linden Dr, Highland Mills, NY 10930
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  /48

  $829,000

  • 4 Beds
  • 3.5 Baths
  • 3,046 Sq Ft

  115 Brigadoon Blvd, Highland Mills, NY 10930

  wow! welcome to this stunning beautiful colonial on brigadoon blvd! this charming home is a dream come true for those seeking comfort, style, and functionality for living or entertaining! by entering the house, you'll step into a stunning big foyer that WOWS you with its elegance and grandeur! the foyer sets the tone for the beautiful home with its tasteful design and flow into the rest of the

  Yakov Winkler Preferred Properties Real Esta

  115 Brigadoon Blvd, Highland Mills, NY 10930
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  /46

  $839,900

  • 5 Beds
  • 4 Baths
  • 3,081 Sq Ft

  34 Clark Ln, Harriman, NY 10926

  Welcome to 34 Clark Place in the heart of Harriman — a luxurious 5-bedroom, 4-bath custom home offering over 3,000 sq ft of elegant living space. The stunning open floor plan features soaring ceilings and custom moldings throughout, creating a grand yet inviting atmosphere.The first-floor primary suite is a true retreat, complete with its own fireplace and spa-like bath. Entertain in style in

  Jay Himelson Howard Hanna Rand Realty

  34 Clark Ln, Harriman, NY 10926
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  /3

  $685,000

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

  12 Edgewood Dr, Harriman, NY 10926

  Welcome to this stunning new construction being built at 12 Edgewood Dr, located in the charming Town of Monroe. This beautiful Hi-Range style home features 4 spacious bedrooms and boasts a total of 7 well-designed rooms, offering ample space for family living. With three full baths, convenience will be prioritized for your daily routines. The home spans an impressive 2,150 sq ft, with the full

  Nathen Singer MK Realty Inc

  12 Edgewood Dr, Harriman, NY 10926
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  /43

  $1,100,000

  • 6 Beds
  • 3.5 Baths
  • 3,858 Sq Ft

  3 Forshee St, Monroe, NY 10950

  Welcome to this stunning new construction colonial, perfectly located in the heart of everything!From the moment you arrive, you’ll be impressed by the elegant exterior and grand entry. Inside, a bright foyer with high ceilings, beautiful tile, and a sparkling chandelier sets the tone. The spacious dining room features oversized windows that flood the home with natural light, while the

  Joel Basch eRealty Advisors, Inc

  3 Forshee St, Monroe, NY 10950
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  $385,000

  • 2 Beds
  • 2.5 Baths
  • 1,215 Sq Ft

  45 Aldo Ct, Monroe, NY 10950

  END UNIT! ELEGANTLY RENOVATED 2-BEDROOM CONDO RETREAT--NOTHING TO DO BUT JUST MOVE IN!Experience refined living in this beautifully updated 2-bedroom, 2.5 bath residence, where sophisticated design meets modern comfort. A neutral designer palette flows seamlessly throughout, highlighting the home’s bright, airy atmosphere and open layout. The expansive living/dining area exudes elegance, with

  Mary Ann Mitchell eXp Realty

  45 Aldo Ct, Monroe, NY 10950
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  /2

  $699,000

  • 2 Beds
  • 1.5 Baths
  • 1,006 Sq Ft

  252 Schunnemunk Rd, Monroe, NY 10950

  Charming Opportunity Awaits!** Discover the perfect blend of privacy and potential with this beautifully maintained cozy home, nestled on a spacious, flat lot with ample frontage. Located in a highly sought-after area, this property offers a fantastic opportunity to build your dream home or even consider a subdivision, Currently, you can design and construct a stunning 3,500 sq. ft. residence,

  Joel Basch eRealty Advisors, Inc

  252 Schunnemunk Rd, Monroe, NY 10950
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  /50

  $799,000

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

  55 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 10 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. Nestled

  Dovid Hoffman MK Realty Inc

  55 Southfield Falls, Monroe, NY 10950
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  /50

  $850,000 Open Mon 1PM - 3PM

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

  2 Lionel Passage, 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 10 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. Nestled

  Dovid Hoffman MK Realty Inc

  2 Lionel Passage, Monroe, NY 10950
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  /35

  $599,000

  • 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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  /48

  $625,000

  • 4 Beds
  • 3 Baths
  • 2,432 Sq Ft

  3 Cambridge Rd, Highland Mills, NY 10930

  Discover the epitome of serene living at this exquisite corner property nestled at 3 Cambridge Rd, Highland Mills, NY. This impeccably maintained home offers a harmonious blend of comfort and modern amenities, perfect for those seeking both privacy and convenience. Step into the heart of the home, the beautifully designed kitchen featuring pristine white cabinetry and countertops that create a

  Nathen Singer MK Realty Inc

  3 Cambridge Rd, Highland Mills, NY 10930
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  $649,000

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

  4 Mack Place, Monroe, NY 10950

  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 locationBoasting 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 nestled in a highly

  Joseph Rosenfeld Flag Realty Group

  4 Mack Place, Monroe, NY 10950
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  /14

  $625,000

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  100 Birchwood Dr, Highland Mills, NY 10930

  Discover this charming 3 bedroom, 2 bath home perfectly situated on a desirable corner lot in the heart of Highland Mills, within the Monroe Woodbury School District.Featuring a fully fenced backyard and an attached two car garage, this property offers both space and privacy. The finished lower level expands your living options with a bonus room, family room, dedicated office space, laundry

  Vincent Critelli Keller Williams Realty

  100 Birchwood Dr, Highland Mills, NY 10930
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  /31

  $620,000

  • 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 creating a mother-daughter setup or multi-family living arrangement—a rare find in this area.Inside, you’ll find a bright kitchen leading to a

  Justina Estrada Keller Williams Hudson Valley

  58 James Rd, Monroe, NY 10950
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  $700,000

  • 4 Beds
  • 3.5 Baths
  • 2,000 Sq Ft

  4 Seals Dr, Monroe, NY 10950

  PRISTINE MONROE VILLAGE COLONIAL! This 4 Bedroom 4 Bathroom (3 full 1 half bath) with over 3000 sqft when including the finished lower level with walk out to almost a half an acre of level yard. The rocking chair front porch and two car attached garages on side, make this home picture perfect curb appeal. NEW ROOF in 2021, Central A/C 2023. Hardwood floors with custom inlays, custom lighting

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  4 Seals Dr, Monroe, NY 10950
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  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  129 Barnes Rd, Washingtonville, NY 10992

  Beautifully maintained and spacious 4-bedroom, 2.5-bath single-family home on a private lot with stunning front and back landscaping. (Currently tenant-occupied, photos taken prior to tenancy.)The home features a formal dining room, a bright and cozy living room with a working fireplace, and an updated kitchen with granite countertops. Enjoy the all-season sunroom with a wood-paneled vaulted

  Lazar Schvimmer Blooming Realty

  129 Barnes Rd, Washingtonville, NY 10992
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  $725,000

  • 4 Beds
  • 2.5 Baths
  • 2,002 Sq Ft

  300 Estrada Rd, Central Valley, NY 10917

  Tucked away on a quiet dead-end street in Central Valley, this rare 22.6-acre property offers an incredible opportunity just one hour from NYC. These owners have built the home in 1975; the land and home have been lovingly owned by the same family—and now it's ready for its next chapter. Whether you're dreaming of your own private retreat or seeking a unique investment opportunity, this stunning

  Rosalie Cook Weichert Realtors

  300 Estrada Rd, Central Valley, NY 10917
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  $650,000

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  1500 New York 32, Highland Mills, NY 10930

  Welcome to this charming ranch-style home featuring a wrap-around rocking chair porch, an in-ground pool, and a 1,500+ sq ft pole barn, all set on a picturesque 3.6-acre lot with a sprawling, field-like yard and plenty of driveway parking. Inside, enjoy the ease of single-level living with three bedrooms, two full bathrooms (one in the primary bedroom), a cozy fireplace in the living area, and a

  Nicholas Cuomo Keller Williams Realty

  1500 New York 32, Highland Mills, NY 10930
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  $649,000

  • 4 Beds
  • 3 Baths
  • 2,352 Sq Ft

  229 Orchard Dr, Monroe, NY 10950

  Step into luxury with this fully renovated 4-bedroom, 3-bathroom home, transformed in 2023 with the finest finishes and attention to detail. The expansive living room invites you to relax by the natural gas fireplace, creating a cozy yet elegant atmosphere. The chef's kitchen is a dream, featuring sleek stainless steel appliances, stunning granite countertops, and custom cabinetry, seamlessly

  Moche Halpern Blooming Realty

  229 Orchard Dr, Monroe, NY 10950
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  $679,000

  • 4 Beds
  • 2.5 Baths
  • 2,278 Sq Ft

  11 Whitman Place, Monroe, NY 10950

  Welcome to 11 Whitman Place, an exquisite property that perfectly balances comfort and style. Spanning an impressive 2,278 square feet, this home features a thoughtfully designed layout with 8 spacious rooms, making it ideal for everyday living. As you step inside, you’ll be greeted by a bright and inviting atmosphere. The heart of the home is a beautiful kitchen that seamlessly flows into the

  David Kraus MK Realty Inc

  11 Whitman Place, Monroe, NY 10950
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  /21

  $735,000

  • 4 Beds
  • 2.5 Baths
  • 2,566 Sq Ft

  3 Moorefield Cir, Highland Mills, NY 10930

  Welcome to the highly desirable Brigadoon community, ideally situated on a quiet cul-de-sac! This elegant colonial home offers 4 spacious bedrooms and 2.5 bathrooms, along with a 2-car garage. The sunlit eat-in kitchen is a chef’s dream, featuring granite countertops, a center island, ceramic tile flooring, and a convenient butler’s pantry—perfect for entertaining. The expansive primary suite

  Jacob Fried Keller Williams Realty

  3 Moorefield Cir, Highland Mills, NY 10930
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  $610,000

  • 4 Beds
  • 2.5 Baths
  • 2,960 Sq Ft

  38 Buena Vista Terrace, Central Valley, NY 10917

  Short walk to the Woodbury community pool !!!This charming residence offers 4 bedrooms and 3 bathrooms, encompassing 2,960 square feet of living space on a one-acre lot. Spacious kitchen featuring granite countertops and oak cabinetry. Living Areas: Hardwood floors throughout; family room with a fireplace and French doors leading to a 1000 SQ FT deck. Parking:

  Hermann Kabore Exit Realty Group

  38 Buena Vista Terrace, Central Valley, NY 10917
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  $650,000

  • 5 Beds
  • 3.5 Baths
  • 3,617 Sq Ft

  65 Oxford Springs Rd, Chester, NY 10918

  Welcome to 65 Oxford Springs Road, Chester, NY — a custom-built Country Contemporary set on a private 2.3-acre hilltop. This one-of-a-kind property offers the perfect balance of privacy, space, and convenience, just minutes from the NYS Thruway, state parks, and only 45 minutes to NYC.Inside, the bright open floor plan is filled with natural light, featuring rich hardwood floors, custom

  Ammar Iqbal eXp Realty

  65 Oxford Springs Rd, Chester, NY 10918
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  /46

  $650,000

  • 7 Beds
  • 3 Baths
  • 2,504 Sq Ft

  117 Woodland Rd, Highland Mills, NY 10930

  This colonial style Mother-daughter home has plenty of room for everyone! Large 7-bedroom home with legal accessory apartment in desirable Woodbury has many recent updates. The main level was re-done in 2024. Enter from the covered front entry into the living room which has new LVP flooring that extends into the kitchen and hall. The main level bedroom has an ensuite bath with beautifully tiled

  Karin Poggio HomeSmart Homes & Estates

  117 Woodland Rd, Highland Mills, NY 10930
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  /48

  $739,900

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  33 Sutherland Dr, Highland Mills, NY 10930

  Welcome to Greenway Estates – Highland Mills, NYThe desirable Greenway Estates, this beautifully maintained Colonial is nestled on a serene 1.2-acre lot in a quiet cul-de-sac. The perfect blend of elegance, comfort, and privacy. Boasting 4 bedrooms and 2.5 baths across 2,500 sq. ft. of living space, this home is surrounded by mature trees and lush landscaping for a tranquil

  Kim Chiapperino RE/MAX Benchmark Realty Group

  33 Sutherland Dr, Highland Mills, NY 10930
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  $650,000

  • 4 Beds
  • 3 Baths
  • 2,959 Sq Ft

  55 Midland Ave, Central Valley, NY 10917

  Welcome Home! This beautifully expanded, and meticulously maintained home is wrapped in elegance and warmth. Nestled on a serene half acre lot, this property combines classic charm with high end modern updates that are perfect for today's lifestyle. After a significant addition in 2014, that added a primary suite with vaulted ceilings, luxurious full bath with soaking tub and double walk in

  Debbie Goldstein Howard Hanna Rand Realty

  55 Midland Ave, Central Valley, NY 10917
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  /35

  $320,000

  • 2 Beds
  • 2.5 Baths
  • 1,228 Sq Ft

  61 Bramley Ct, Monroe, NY 10950

  Welcome to this spacious and well-maintained condo with a true townhouse feel, ideally located in the highly sought-after Timber Hills community in Monroe, NY. This bright and inviting end-unit offers 2 bedrooms, 2.5 bathrooms, and a smart multi-level layout that blends privacy, functionality, and comfort.As an end unit, it enjoys added windows for abundant natural light and extra

  Virginia Corbett eXp Realty

  61 Bramley Ct, Monroe, NY 10950
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  /5

  $1,399,000

  • 5 Beds
  • 2.5 Baths
  • 3,711 Sq Ft

  46 Southfield Falls, Monroe, NY 10950

  No luxury was spared! Claim this immaculate palace today! The key unlocks a treasure of a 3,700+ sqft of BRAND NEW, wall-to-wall quality colonial-style home. As you head inside the entry, a grand foyer is welcoming, leading into a lavish dining room which is open to a beautiful living room. Heading further is an expansive and inviting kitchen loaded with counter & cabinet space and an island. The

  Dovid Hoffman MK Realty Inc

  46 Southfield Falls, Monroe, NY 10950
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  /50

  $850,000

  • 6 Beds
  • 3.5 Baths
  • 4,517 Sq Ft

  3 Caledonia Cir, Highland Mills, NY 10930

  Welcome to 3 Caledonia Circle: A Luxurious Haven in the Brigadoon CommunityImagine stepping into a stunning home that exudes elegance and sophistication. The beautiful big house boasts a majestic double-ceiling entryway with big chandeliers that sparkle and shine, setting the tone for a luxurious living experience. The expansive living room is a bright and airy space with double ceilings

  Yakov Winkler Preferred Properties Real Esta

  3 Caledonia Cir, Highland Mills, NY 10930
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  /31

  $579,900

  • 4 Beds
  • 1.5 Baths
  • 1,520 Sq Ft

  19 Half Hollow, Monroe, NY 10950

  Welcome to this single-family home. Located in Monroe, NY. This beautifully presented 4-bedroom, 2-bathroom home offers an exceptional living environment, combining comfort and style. The main floor includes the kitchen with stainless steel appliances, including a refrigerator, stove, and dishwasher—perfect for cooking and entertaining, dining, and living room, the 3 bedrooms, and a full bath.

  Hershel Lowy Master Realty Group Inc.

  19 Half Hollow, Monroe, NY 10950
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  /27

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  1 Tappan Dr, Monroe, NY 10950

  Welcome to 1 Tappan Drive, a charming lakefront home nestled in the Village of South Blooming Grove. This inviting 4-bedroom, 2-bathroom residence offers comfortable living and stunning lake views. The main level provides ample space for relaxation and entertaining, while the finished walk-out basement features a separate unit. Situated on a spacious 0.53-acre lot, this home enjoys central air

  Shalom Landau eRealty Advisors, Inc

  1 Tappan Dr, Monroe, NY 10950
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  /37

  $797,000

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

  18 Tanyas Ct, Monroe, NY 10950

  "THE RIDGE TOP RETREAT" - At the end of a picture-perfect cul-de-sac in the sought-after Ridge Top Estates, located just under an hour from New York City, enveloped by the natural beauty of the Hudson Valley, sits a home that blends modern elegance with warmth and ease. Built in 2012 and lovingly maintained, this stately and striking Colonial still feels like new construction, offering nearly

  Ryan Paige Corcoran Baer & McIntosh

  18 Tanyas Ct, Monroe, NY 10950
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  /33

  $399,900

  • 4 Beds
  • 1.5 Baths
  • 1,546 Sq Ft

  17 Hickory St, Highland Mills, NY 10930

  For the first time, this 4-bedroom raised-ranch is now being offered by its original owners. A home filled with decades of memories and milestones, it’s ready for its next chapter. While it will require some updating, the foundation of warmth and love is already here—waiting for someone to make it shine again. Set in the Monroe-Woodbury school district, this home offers both comfort and

  Patricia Sassi RE/MAX Benchmark Realty Group

  17 Hickory St, Highland Mills, NY 10930

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