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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  /38

  $445,000

  • 4 Beds
  • 2 Baths
  • 1,356 Sq Ft

  34 Round Lake Ave, Monroe, NY 10950

  Your Retreat Awaits in the Exclusive Round Lake Community!Discover the perfect blend of comfort, charm, and potential in this inviting 4-bedroom, 2-bathroom home nestled in one of the area's most sought-after private lake communities. With exclusive access to a members-only lake, you’ll enjoy tranquil mornings, peaceful paddleboarding, or weekend escapes just steps from your

  

  Franklyn Crowe

  Weichert Realtors

  (845) 273-3305

  34 Round Lake Ave, Monroe, NY 10950
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  /27

  $499,000

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

  4 Linden Dr, Highland Mills, NY 10930

  Welcome to 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 opens to a

  

  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 to

  

  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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  /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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  /49

  $475,000

  • 2 Beds
  • 4 Baths
  • 1,777 Sq Ft

  14 Hidden Creek Blvd, Monroe, NY 10950

  Look No Further... Your Ideal End Unit Townhome Awaits!Welcome to this beautifully maintained 2-bedroom END unit townhome in the Hidden Creek community. Move-in ready and filled with natural light, this tri-level residence offers comfort, convenience, and a versatile layout that adapts to your lifestyle.Step inside to find a spacious eat-in kitchen with sliders that open to a

  

  Jennifer DiCostanzo

  RE/MAX Town & Country

  (845) 328-4387

  14 Hidden Creek Blvd, Monroe, NY 10950
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  /44

  $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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  /39

  $869,999

  • 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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  /28

  $190,000

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft

  43 Tanager Rd Unit 4305, Monroe, NY 10950

  Welcome to Rolling Hills Condominiums! This 1-bedroom, 1-bath unit offers a spacious layout with a separate living room and dining room. The dining area leads out to a private balcony through sliding glass doors, perfect for relaxing or entertaining. The kitchen is efficiently laid out and ready for your updates. Heat, hot water, and cooking gas are all included in the HOA fees. Ideal location

  

  John Olivero

  KELLER WILLIAMS REALTY

  (845) 393-3645

  43 Tanager Rd Unit 4305, Monroe, NY 10950
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  /48

  $579,000

  • 4 Beds
  • 3 Baths
  • 2,774 Sq Ft

  10 Sunset Heights, Monroe, NY 10950

  Welcome to this beautifully maintained Custom Cape Cod located in the heart of the Village! Thoughtfully designed for modern living, this move-in-ready home features a spacious bedroom and full bath on the main floor—perfect for guests, extended family, or convenient one-level living.The kitchen and bathrooms were masterfully designed by Masterworks, featuring high-end finishes

  Peter Sisca Real Broker NY LLC

  10 Sunset Heights, Monroe, NY 10950
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  /34

  $449,000

  • 5 Beds
  • 1.5 Baths
  • 3,370 Sq Ft

  2223 New York 94, Beaver Dam Lake, NY 12577

  Welcome to this charming 5-bedroom, 1.5-bathroom farmhouse in Washingtonville, NY. This property offers a perfect blend of classic farmhouse charm and modern functionality. With a spacious layout and thoughtful design, this home is ready to become your new sanctuary. The heart of the home features a formal dining room, ideal for gatherings and special occasions. The expansive living areas are

  Donna Gray Redfin Real Estate

  2223 New York 94, Beaver Dam Lake, NY 12577
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  /32

  $1,045,000

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

  237 Mineral Springs Rd, Highland Mills, NY 10930

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

  Derek Greene Greene Realty Group

  237 Mineral Springs Rd, Highland Mills, NY 10930
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  /23

  $799,000

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  35 Peddler Hill Rd, Monroe, NY 10950

  "High-Value Property – Exceptional Location, Endless Potential"Discover an exceptional investment opportunity in a highly sought-after area! This charming home sits on over half an acre of prime real estate, making it perfect for investors, builders, or anyone looking to secure a valuable asset. With its spacious lot and desirable location, this property promises not only immediate

  Joseph Rosenfeld Flag Realty Group

  35 Peddler Hill Rd, Monroe, NY 10950
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  /43

  $880,000

  • 5 Beds
  • 3.5 Baths
  • 3,022 Sq Ft

  4 Carlisle Ct, Highland Mills, NY 10930

  Distinguished 5 bedroom, 3.5 bath colonial located in the prestigious and coveted Brigadoon community! This stately colonial offers over 4,000 square feet of refined living space set on a sprawling .60 acre lot. With classic charm and modern comfort, this home is designed to impress! Step inside to a grand foyer that leads to beautifully appointed formal living and dining rooms, perfect for

  Patricia Tompkins Weichert Realtors

  4 Carlisle Ct, Highland Mills, NY 10930
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  /50

  $950,000

  • 5 Beds
  • 4.5 Baths
  • 2,759 Sq Ft

  12 Perry Creek Rd, Washingtonville, NY 10992

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

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  12 Perry Creek Rd, Washingtonville, NY 10992
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  /31

  $620,000

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

  58 James Rd, Monroe, NY 10950

  Spacious 4-bedroom, 2-bath home with oversized garage and versatile bonus space above. Located just 45 minutes from NYC in desirable Monroe, this property offers comfort, convenience, and room to grow on a .37-acre lot.Set in the Village of Monroe, the main level features a formal dining room, a bright kitchen with direct access to a small patio that oversees a large yard perfect for

  Justina Estrada Keller Williams Hudson Valley

  58 James Rd, Monroe, NY 10950
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  /47

  $825,000

  • 4 Beds
  • 2.5 Baths
  • 3,094 Sq Ft

  59 Heather Ridge, Highland Mills, NY 10930

  Located in the sought-after Brigadoon community, this well cared for Colonial residence rests on a serene and landscaped 2.8-acre lot, offering privacy and tranquility just minutes from everyday conveniences. With 3,094 square feet of finished living space and the potential for more, the walkout basement is already outfitted with plumbing rough-ins for an additional bathroom and features sliding

  Jake Garay Serhant LLC

  59 Heather Ridge, Highland Mills, NY 10930
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  /48

  $710,000

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

  4 Seals Dr, Monroe, NY 10950

  PRISTINE HARRIMAN 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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  /25

  $565,000

  • 4 Beds
  • 1.5 Baths
  • 2,128 Sq Ft

  7 Tufts Ln, Highland Mills, NY 10930

  Welcome to a great opportunity in The Highland Lake Estates. This is a nice Spacious Raised Ranch Home, 2,128 square feet in a beautiful, quiet neighborhood. Built in 1995, it sits on a nice piece of grassy land. Upstairs, you'll be greeted with a beautiful semi-open concept living room & dining room with hardwood floors. They eat in the kitchen with granite counters, plenty of cabinets,

  Moses Schreiber MS Realty Group USA, Inc

  7 Tufts Ln, Highland Mills, NY 10930
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  /48

  $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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  $439,000

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

  2 Riverstone Ct, Highland Mills, NY 10930

  Welcome Home! This pristine townhome in the highly desirable Strawtown Farms neighborhood is everything you are searching for. Walk in to a light-filled, inviting home featuring an open floor concept: living room with gas fireplace, large windows that allow plenty of natural light; use the wall sconces in the large dining area for ambiance while entertaining. The eat-in kitchen features large,

  Evelyn Unger Tmimi Weichert Realtors

  2 Riverstone Ct, Highland Mills, NY 10930
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  /45

  $575,000

  • 4 Beds
  • 2 Baths
  • 1,908 Sq Ft

  3 Stanford Dr, Highland Mills, NY 10930

  Welcome to 3 Stanford Drive! This charming ranch-style home is now available for sale, offering both comfort and convenience. Step inside to find a generously sized dining room that seamlessly flows into the eat-in kitchen, complete with ample cabinetry and modern appliances, making it perfect for family dinners and entertaining guests. The home features 4 spacious bedrooms, each filled with

  Nathen Singer MK Realty Inc

  3 Stanford Dr, Highland Mills, NY 10930
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  /45

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  4 Genny Dr, Highland Mills, NY 10930

  The heart of the home is this stunning, custom-designed kitchen featuring rich cherry cabinetry, granite countertops, and a stylish tile backsplash. A spacious center island offers abundant storage with deep pot drawers, perfect for chefs and entertainers alike. Enjoy the convenience of all stainless steel appliances—including refrigerator, range, and dishwasher. Bright and airy with recessed

  Kim Chiapperino RE/MAX Benchmark Realty Group

  4 Genny Dr, Highland Mills, NY 10930
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  /32

  $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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  /47

  $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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  /46

  $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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  /50

  $599,000

  • 4 Beds
  • 2 Baths
  • 3,330 Sq Ft

  114 Old Mansion Rd, Chester, NY 10918

  Charming Colonial with 4 Bedrooms on Nearly an Acre – Prime Location!Welcome to this beautifully maintained Colonial-style home nestled on a generous 0.92-acre lot, offering space, comfort, and convenience. This freshly painted home features 4 spacious bedrooms, 2 full bathrooms, and a versatile layout perfect for modern living.The first floor boasts gleaming hardwood floors, a

  Hershel Lowy Master Realty Group Inc.

  114 Old Mansion Rd, Chester, NY 10918
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  /46

  $559,000

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

  2 Fawn Ridge Ct, Harriman, NY 10926

  Welcome to this charming house located at 2 Fawn Ridge Court! This 2,100 sq ft home combines beauty and comfort. As you step inside, you’ll instantly fall in love with the spacious layout, which includes a cozy dining room, a large kitchen, four airy bedrooms, and three bathrooms. The large deck outside offers a stunning view of the landscape, making it perfect for outdoor entertaining. This

  David Kraus MK Realty Inc

  2 Fawn Ridge Ct, Harriman, NY 10926
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  /32

  $578,000

  • 4 Beds
  • 2 Baths
  • 2,128 Sq Ft

  7 Tufts Ln, Highland Mills, NY 10930

  MORE PICTURES TO FOLLOW. Welcome to a great opportunity in The Highland Lake Estates. This is a nice Spacious Raised Ranch Home, 2,128 square feet in a beautiful, quiet neighborhood. Built in 1995, it sits on a nice piece of grassy land. Upstairs, you'll be greeted with a beautiful semi-open concept living room & dining room with hardwood floors. They eat in the kitchen with granite counters,

  Moses Schreiber MS Realty Group USA, Inc

  7 Tufts Ln, Highland Mills, NY 10930
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  /33

  $670,000

  • 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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  /45

  $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 one-of-a-kind custom-built Country Contemporary home perfectly set on a private 2.3-acre hilltop. This unique property offers a rare blend of privacy, space, and convenience, just minutes from the NYS Thruway, nearby state parks, and only 45 minutes to New York City.The bright, open floor plan is designed to welcome natural light into

  Ammar Iqbal eXp Realty

  65 Oxford Springs Rd, Chester, NY 10918
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  /45

  $649,999

  • 4 Beds
  • 2.5 Baths
  • 3,342 Sq Ft

  41 Woodcock Mtn Rd, Washingtonville, NY 10992

  PRICE IMPROVED!! READY FOR A QUICK CLOSING!!! Welcome to a home that has been lovingly maintained and beautifully updated—a true testament to pride in ownership! Perfectly situated on a picturesque 1-acre lot in the highly sought-after Washingtonville School District, this quality-built Colonial offers comfort, space, and timeless charm. From the moment you arrive, you'll sense that this property

  Frank Muccari Cronin & Company Real Estate

  41 Woodcock Mtn Rd, Washingtonville, NY 10992
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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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  $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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  /33

  $589,000

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

  8 Bernadette Way, Washingtonville, NY 10992

  Welcome to this charming 3-4 bedroom, 3-bathroom home nestled in the heart of washingtonville area, This beautifully maintained property is in excellent condition, featuring a blend of classic charm and modern convenience. The spacious layout offers comfortable living with a formal dining room, perfect for family meals and entertaining guests.

  Jacques Guercy Weichert Realtors

  8 Bernadette Way, Washingtonville, NY 10992
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  /50

  $3,195,000

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

  12 Mountain Brook Rd, Cornwall, NY 12518

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

  Jake Garay Serhant LLC

  12 Mountain Brook Rd, Cornwall, NY 12518
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  /42

  $2,450,000

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

  24 Jill Rd, Highland Mills, NY 10930

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

  Susan Kopec Howard Hanna Rand Realty

  24 Jill Rd, Highland Mills, NY 10930
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  /50

  $540,000

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  111 Felter Hill Rd, Monroe, NY 10950

  Welcome to 111 Felter Hill Road — a beautifully maintained, turn-key retreat on nearly 3 acres in Blooming Grove! This 3-bedroom, 2-bath home offers comfort, functionality, and privacy in a stunning natural setting.The home is immaculate and move-in ready, with a bright, open layout and generous living spaces filled with natural light. An attached 2-car garage adds everyday convenience,

  Windy Rosengart R2M Realty Inc

  111 Felter Hill Rd, Monroe, NY 10950
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  /40

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  54 Bonney Ct, Monroe, NY 10950

  Enjoy comfort and convenience in this beautifully maintained first-floor condo in the highly sought-after Timber Hills community, right in the heart of Monroe. A ramp to the front door provides easy accessibility, making this home ideal for anyone seeking step-free entry. This 2-bedroom, 2-bath home features a spacious and thoughtful layout, freshly painted interiors, and durable "LifeProof"

  Rosalie Cook Weichert Realtors

  54 Bonney Ct, Monroe, NY 10950

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