Highland Mills, NY Homes for Sale

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  $399,000

  • 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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  $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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  $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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  $795,000 Open House 8/07

  • 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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  $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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  $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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  $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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  $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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  $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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  $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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  /31

  $599,000

  • 4 Beds
  • 3 Baths
  • 2,597 Sq Ft

  55 Long Hill Rd, Highland Mills, NY 10930

  This Split- level sits on 3.3 acres, it includes a one bedroom, one bath, kitchen, living room Cottage. Main house featuring Living room. dining L, three bedrooms, two full baths, hook up for a half bath in the full finished basement. Two car garage. House needs some TLC.

  Rosemarie Franzese Howard Hanna Rand Realty

  55 Long Hill Rd, Highland Mills, NY 10930
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  $999,000

  • 2 Beds
  • 2 Baths
  • 2,073 Sq Ft

  25 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 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

  25 Union Transfer, Monroe, NY 10950
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  $500,000 Open Sat 11AM - 3PM

  • 2 Beds
  • 4 Baths
  • 2,176 Sq Ft

  2 Peter Turner Rd, Monroe, NY 10950

  Are you ready to move? Come see this luxury townhouse before it's too late! 2-bedrooms, plus a loft/office area, 2 full bathrooms, 2 half bathrooms, and a two-car garage with a long private driveway. The entryway, dining room, and living room have hardwood floors, 9’ ceilings, and plenty of sunshine with extra windows in this spacious end unit. A nature lovers deck connects from the eat-in

  Lynda Hoss Weichert Realtors

  2 Peter Turner Rd, Monroe, NY 10950
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  $1,000,000 Open House 8/10

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft

  77 Duelk Ave, Monroe, NY 10950

  Over 2,000 square feet of living space on a generously sized lot! The main level offers 3 bedrooms, 2 full bathrooms and a formal dining room. The finished basement expands the living space with a second living room, a bonus room and direct access to the outdoors and the 1-car attached garage. The driveway also accommodates up to 4 additional vehicles. The outdoor space is a true highlight.

  Alyssa Woods Howard Hanna Rand Realty

  77 Duelk Ave, Monroe, NY 10950
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  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,361 Sq Ft

  9 Heritage Dr Unit B, Harriman, NY 10926

  Welcome to the Harriman Hill Community! This move-in ready 3-bedroom, 1 full and half bathroom townhome offers comfortable living in a highly convenient location. The main level features a spacious living and dining area with wood flooring, sliding glass doors open to a cozy porch area, powder room, and an updated kitchen with stainless steel appliances. Freshly painted throughout! The upper

  Nicole Isaacs Century 21 Full Service Realty

  9 Heritage Dr Unit B, Harriman, NY 10926
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  $799,900

  • 3 Beds
  • 2.5 Baths
  • 2,969 Sq Ft

  4 Ainsley Ct, Highland Mills, NY 10930

  BRIGADOON ESTATES!! MINT CONDITION! IT'S A BEAUTY!! Open Floor Plan! 3 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat in Kitchen with Granite Counter Tops, New Stainless Steel Appliances & Breakfast Nook! Dramatic Two Story Living Room with Gas Fireplace! Master Bedroom Suite with Two Walk In Closets & Tray Ceilings! Dining Room! Family Room! Jack & Jill Bathroom! Grand Foyer! Full Walk Out

  Amanda Dnistrian ARC Realty 1 in Sales

  4 Ainsley Ct, Highland Mills, NY 10930
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  $945,000

  • 4 Beds
  • 3.5 Baths
  • 4,290 Sq Ft

  9 Roselawn Rd, Highland Mills, NY 10930

  Luxury Awaits AT AN UNBELIEVABLE PRICE! Almost totally redone in the past seven years. Open all of your back sliding doors to...Your own private "Country Club"!!! Exquisite heated 20 x 40’ pool with fiberglass coating ( no vinyl liner), and "Sunshelf", surrounded by an oversized deck of beautiful pavers, AND a POOL HOUSE with kitchenette, 1/2 bath, and sitting room! Tall trees line the back of

  Joanne Cooper Hudson Heritage Realty

  9 Roselawn Rd, Highland Mills, NY 10930
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  $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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  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  326 N Main St, Monroe, NY 10950

  LOCATION!!! LOCATION!!! LOCATION!!! Discover this single-family home, boasting 3 bedrooms and 1.5 baths. The property features a formal dining room, cozy fireplace, stone porch, and unique original woodwork. Located in a prime area within the Monroe-Woodbury School District and just a short walk from North Main Street Elementary, you'll find yourself conveniently close to stores, services, and

  Mordechai Ungar HFA Realty Group

  326 N Main St, Monroe, NY 10950
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  $550,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft

  17 Highland Dr, Highland Mills, NY 10930

  Expertly maintained and thoughtfully upgraded by its contractor-owner, this beautifully enhanced bi-level home in Highland Mills offers exceptional quality, comfort, and style — all within the coveted Cornwall School District and the Town of Woodbury Recreation area. Set behind a unique front garden retreat, the property features an expansive paver patio surrounded by professionally landscaped

  Rosalie Cook Weichert Realtors

  17 Highland Dr, Highland Mills, NY 10930
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  $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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  $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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  $620,000

  • 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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  $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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  /50

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 2,538 Sq Ft

  1 Billy Ave, Washingtonville, NY 10992

  Welcome home to 1 Billy Avenue! The best property for your money right now in Charming Washingtonville! Lots of improvements! You'll be amazed at this wonderful home. This property spans nearly one acre and features a flat corner lot with a long, paved driveway capable of accommodating numerous vehicles. Upon entering through the front door, you will be greeted by exquisite, lightly stained,

  Robert Pape Keller Williams NY Realty

  1 Billy Ave, Washingtonville, NY 10992
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  $364,000

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

  71 Frank Ct, Monroe, NY 10950

  You can truly have it all in this exceptional nearly 1160 sq. ft. condo. This upper unit offers 2 Bedroom and 2 full bathrooms, a large living room with light colored carpeting, a formal dining room, with real wood parquet flooring that flows into a spacious kitchen with receded lighting, new stone back-splash, granite counter-top, custom hanging light, 5 burner stove and a side-by-side

  Dennis Chiulli Dennis L Chiulli Realty Corp

  71 Frank Ct, Monroe, NY 10950
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  $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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  $670,000 Open Sun 11AM - 2PM

  • 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 Open Sun 1PM - 3PM

  • 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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  $590,000

  • 4 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  27 Dorothy Dr, Monroe, NY 10950

  Discover your dream home with this stunning one-of-a-kind property! Nestled in a prime location, this house boasts a beautiful kitchen perfect for culinary enthusiasts, ample space for family gatherings, and unique features that set it apart. Don’t miss the opportunity to make this exceptional residence your own—schedule a viewing today and experience the charm for yourself!

  Shimon Weber Flag Realty Group

  27 Dorothy Dr, Monroe, NY 10950
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  $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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  $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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  $388,000

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  26 Revere Rd, Monroe, NY 10950

  Tucked away on a peaceful residential dead-end road, this charming ranch-style home offers the perfect blend of privacy and convenience—just minutes from NYC-bound public transit, major highways, top-rated schools, and local amenities. This is one-level living at its finest, where inviting curb appeal is enhanced by lush, raised garden beds filled with vibrant perennial flowers, offering

  Jacqueline Manzolillo-Blais Keller Williams Realty

  26 Revere Rd, Monroe, NY 10950
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  /17

  $300,000 Open House 8/09

  • 3 Beds
  • 1 Bath
  • 968 Sq Ft

  11 Linden Trail, Monroe, NY 10950

  Welcome to this charming country home situated in a tranquil neighborhood, offering a serene environment for year-round relaxation. The residence features a bright sunroom with a vaulted ceiling, providing an inviting space for leisure. Additionally, the property is equipped with a spacious deck, accessible via new sliding doors, perfect for entertaining guests. Recent upgrades include new

  Esparo Voltaire Americana Realty Prime LLC

  11 Linden Trail, Monroe, NY 10950
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  $268,900 Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 963 Sq Ft

  5 Orchard Trail, Monroe, NY 10950

  Charming cottage-style ranch nestled on a beautifully landscaped lot with mature trees, vibrant gardens, and a tranquil bubbling creek just beyond the yard. This lovingly maintained home offers comfortable one-floor living with a spacious kitchen, a cozy living room, and a sun-filled front porch.The inviting primary bedroom features vaulted ceilings with wood beam accents, adding warmth

  Eva Kusmierek eXp Realty

  5 Orchard Trail, Monroe, NY 10950
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  $250,000

  • 4 Beds
  • 2 Baths
  • 1,756 Sq Ft

  24 Summit Ave, Harriman, NY 10926

  CALLING ALL INVESTORS! LOCATION, LOCATION, LOCATION. Investment Property in Desirable Harriman Neighborhood, Monroe-Woodbury School District. This is a STRICTLY AS-IS Estate Sale. Four car garage. House was condemned due to a fire. Full Rehab or tear down required to gain certificate of occupancy. Perched in a prestigious established neighborhood minutes to Interstates, shopping, Woodbury

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  24 Summit Ave, Harriman, NY 10926
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  $340,000

  • 3 Beds
  • 3 Baths
  • 1,387 Sq Ft

  12 Revere Rd, Monroe, NY 10950

  Beautiful ranch in Blooming Grove, ready for you to move right in! This home features an updated white kitchen with stainless steel appliances, gray laminate flooring, and plenty of room for a table or dining in the open living/dining area. Recessed lighting adds a modern touch throughout the main level. The home offers 3 full bathrooms—one off the hall with tiled tub, a private primary bath with

  Jose Cruz Douglas Elliman Real Estate

  12 Revere Rd, Monroe, NY 10950

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