5-Bedroom Homes for Sale in Orange County NY

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  $4,995,000

  • 6 Beds
  • 12 Baths
  • 11,262 Sq Ft

  76 Summit Rd, Tuxedo Park, NY 10987

  Historic and fully renovated with a modern floor plan like no other. This grand scale circa 1900 Tuxedo Park country lodge, built by Pierre Lorillard as a wedding gift for his daughter. 12 ft ceilings on the first floor and even higher cathedral ceiling on the second floor is the perfect country home for entertaining and family gathering with 11,000+ sq ft, 6 Bedrooms are all ensuite. Now with a

  Elizabeth Broderick Tuxedo Hudson Realty Corp

  76 Summit Rd, Tuxedo Park, NY 10987
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  /35

  $689,000

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Nestled in the Minisink School District | 6 bedrooms, |3 bathrooms| chef’s kitchen| perfect for those who love to cook and entertain. The double-sided fireplace*adds a cozy touch, while the inground pool makes it an ideal retreat.Set on 3.38 acres the home is surrounded by lush greenery, providing a peaceful and private atmosphere. The Colonial and Contemporary architectural style blends

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
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  /50

  $1,375,000

  • 12 Beds
  • 9 Baths
  • 8,856 Sq Ft

  23 Maple Rd, Cornwall On Hudson, NY 12520

  Step into the past & dance into your future in this singular marvel of what can be enjoyed as a family compound or purposed as an investment for you to create a business or add to your portfolio. Have you dreamed of owning an assemblage of homes (or homes away from home) that sits just over an an hour from the city? You can own it all. An 8 bedroom main house to gather with family and friends, a

  Michael Taraboulos Christie's Int. Real Estate

  23 Maple Rd, Cornwall On Hudson, NY 12520
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  /50

  $1,375,000

  • 8 Beds
  • 4.5 Baths
  • 6,594 Sq Ft

  23 Maple Rd, Cornwall On Hudson, NY 12520

  Step into the past & dance into your future in this singular marvel of what can become your family compound or an opportunity to create a lifestyle that combines` business with country living. Have you dreamed of owning a a home (or home away from home) that is just over an an hour from the city? A place to gather with family and friends….a place to swim in your own pool, play tennis on your own

  Michael Taraboulos Christie's Int. Real Estate

  23 Maple Rd, Cornwall On Hudson, NY 12520
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  /50

  $689,900

  • 5 Beds
  • 3.5 Baths
  • 3,604 Sq Ft

  6 Fountayne Ct, Washingtonville, NY 10992

  Nestled on a quiet cul-de-sac in the desirable Washingtonville School District, this stunning 5-bedroom, 3.5-bathroom home offers the perfect blend of luxury, comfort, and scenic beauty. Boasting thoughtful design and high-end finishes throughout, you'll find features like hardwood floors, recessed lighting, and ceiling fans enhancing every room. The spacious living room invites relaxation with

  Colin Seitz RE/MAX Benchmark Realty Group

  6 Fountayne Ct, Washingtonville, NY 10992
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  /14

  $1,295,000

  • 6 Beds
  • 1.5 Baths
  • 1,908 Sq Ft

  602 River Rd, Newburgh, NY 12550

  Discover one of the Hudson Valley’s most inspiring waterfront opportunities. Set on 4.5 acres in the coveted Balmville neighborhood, this property offers sweeping Hudson River views, a setting rich with history and nature, and the rare chance to transform an 1850 farmhouse into a truly exceptional home.Properties like this don’t come around often. With a creative mindset and vision, it could

  Yves Bouzaglo Corcoran Country Living

  602 River Rd, Newburgh, NY 12550
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  /50

  $1,795,000

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

  92 Mountain Farm Rd, Tuxedo Park, NY 10987

  Traditional and very charming "Brookwood" is cedar sided, 4,400 sq. ft. set high, and set back on nearly 5 beautiful acres. Panoramic mountain views, mature trees and plantings large and small. This naturally landscaped treasure surrounded by protected parklands even includes an adjacent stream and soothing gentle waterfall. Welcoming entry Foyer, Living Room light. bright and cozy with Wood

  Francine Liza Tuxedo Hudson Realty Corp

  92 Mountain Farm Rd, Tuxedo Park, NY 10987
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  /28

  $1,200,000

  • 8 Beds
  • 4 Baths

  97 Deblock Rd, New Hampton, NY 10958

  Welcome to 97 Deblock Rd, located on 5+ acres in a rural setting of Orange County, NY, in the sought after Minisink School District. This property features four units. Units 1A and 3C are leased on a month-to-month basis for $1350 and $1850, and Unit 2B is leased for one year ending 1/31/26 at $1550 monthly. Unit 1A is a spacious one-bedroom, one-bathroom unit with a comfortable living area and

  Nicholas Cuomo Keller Williams Realty

  97 Deblock Rd, New Hampton, NY 10958
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  /29

  $848,900

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  7 Morrow Ct, Walden, NY 12586

  ** Seller is offering $15,000 credit towards closing costs. Reach out while this beautiful home is still available**. Construction is almost complete and the home should be ready in 2 weeks! Welcome to 7 Morrow Court, a stunning home located in the desirable neighborhood in the Valley Central School District. This luxurious home, known as the Harrington II model, is currently being built and

  Frank Golio Howard Hanna Rand Realty

  7 Morrow Ct, Walden, NY 12586
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  /43

  $575,000

  • 5 Beds
  • 3 Baths
  • 2,928 Sq Ft

  225 Toleman Rd, Washingtonville, NY 10992

  Welcome to 225 Toleman Road — a beautiful Colonial nestled on 2 serene acres in the heart of Washingtonville. This 3-story home features tons of comfortable living space, ideal for those seeking peace, privacy, and room to grow. Step inside to a sun-filled layout with spacious living and dining areas, perfect for both everyday living and entertaining. The kitchen offers ample counter space and

  Michael Cahill HomeSmart Homes & Estates

  225 Toleman Rd, Washingtonville, NY 10992
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  /20

  $375,000

  • 5 Beds
  • 2 Baths

  9 Liberty St, Newburgh, NY 12550

  This lovely brick two-family home awaits you, located in a historic neighborhood in the Hudson Valley! Each unit features hardwood floors, large bowed windows, and cathedral ceilings. Live in one unit and rent the other. Visit Washington's Headquarters or dine at the waterfront. Excellent public transportation: Metro-North train station is across the Newburgh Beacon Bridge, easy access to

  Angela Leathers Howard Hanna Rand Realty

  9 Liberty St, Newburgh, NY 12550
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  /50

  $1,350,000

  • 5 Beds
  • 3.5 Baths
  • 4,388 Sq Ft

  79 Balmville Rd, Newburgh, NY 12550

  TWIN OAKS, a graciously appointed manor home built in 1918 by Linda M. and John A. Staples, was originally a country estate in the quietly elegant hamlet of Balmville, New York just 60 miles north of Manhattan. Located within a stone's throw of the Hudson River, this grand dame embodies the beauty and grace of Hudson Valley living at the turn of the century. Situated just one mile from the

  Amy Wilhelm Corcoran Baer & McIntosh

  79 Balmville Rd, Newburgh, NY 12550
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  /27

  $399,999

  • 5 Beds
  • 3 Baths
  • 3,024 Sq Ft

  75 Main St, Otisville, NY 10963

  Welcome to your dream home in the charming village of Otisville, New York! This spacious 5-bedroom, 3-bathroom residence offers a rare and versatile side-by-side mother-daughter layout — perfect for multi-generational living or anyone seeking separate yet connected spaces. Each side features its own private entrance and distinct living areas, providing comfort, privacy, and flexibility for modern

  Kewin Garabito eXp Realty

  75 Main St, Otisville, NY 10963
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  /40

  $830,000

  • 5 Beds
  • 3.5 Baths
  • 3,525 Sq Ft

  423 Jackson Ave, New Windsor, NY 12553

  Nestled on this 1.4 acre picturesque lot sits this Grand Center Hall Colonial. Step in to find so much space to accommodate your entire family even to include your extended family or In-Home Office. Enter through your front door to find your Formal Dining & Living Rooms with crown molding, Floor to Ceiling windows & Custom Pillars. A tiled ½ bath has been renovated to perfection. To the back

  Michele Rios BHHS Hudson Valley Properties

  423 Jackson Ave, New Windsor, NY 12553
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  /30

  $750,000

  • 6 Beds
  • 3 Baths
  • 2,547 Sq Ft

  1535 Route 208, Washingtonville, NY 10992

  This fantastic property features two separate single-family ranch homes situated on over an acre of flat land. The first home offers an open floor plan with 3 bedrooms and 2 bathrooms, along with a family room and an office. Recent upgrades include a nice eat-in kitchen, wood flooring, a front deck, and a renovated bathroom. The second ranch spans 912 square feet and includes 3 bedrooms and 1

  Mordechai Ungar HFA Realty Group

  1535 Route 208, Washingtonville, NY 10992
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  /11

  $650,000

  • 5 Beds
  • 2 Baths
  • 2,504 Sq Ft

  345 Drexel Dr, Pine Bush, NY 12566

  Unique Property with Tremendous Income Potential!!!Located in a beautiful, serene setting with stunning mountain views, this property offers a range of opportunities. Zoned for residential/agricultural use, the 5-bedroom, 2-bathroom home spans 2,500 square feet and dates back to the 1890s as a Foxrun Center Hall Colonial. The home includes two additional finished rooms on the third floor

  Lance Pahucki RE/MAX Benchmark Realty Group

  345 Drexel Dr, Pine Bush, NY 12566
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  /23

  $424,999 Open Sat 2PM - 4PM

  • 5 Beds
  • 3 Baths
  • 2,400 Sq Ft

  17 Brooklyn St, Port Jervis, NY 12771

  Step into this stunning brand new home, where every detail has been thoughtfully designed from the ground up! Featuring 5 bedrooms and 3 full baths, this home boasts a brand new kitchen with modern cabinetry, sleek granite countertops and all new appliances. Every bathroom will be beautifully done, while new windows, a new roof, and all new mechanicals provide peace of mind for years to come.

  Gloria Rivera Keller Williams Hudson Valley

  17 Brooklyn St, Port Jervis, NY 12771
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  /41

  $899,000

  • 6 Beds
  • 4 Baths
  • 3,957 Sq Ft

  48 South St, Goshen, NY 10924

  Seller Financing Available!! Nestled in the coveted Village of Goshen in the heart of Orange County, this stunning estate combines historic charm with modern luxury. Set on a sprawling 1.7-acre lot, the home offers 4,000 square feet of elegantly designed living space, featuring six bedrooms, four bathrooms, hardwood floors, three wood-burning fireplaces, a private home office, and an expansive

  Kelvin Cordero Curasi Realty, Inc.

  48 South St, Goshen, NY 10924
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  /50

  $2,895,000

  • 5 Beds
  • 6 Baths
  • 6,435 Sq Ft

  16 State School Rd, Warwick, NY 10990

  Longhouse Farm is a breathtakingly restored farmhouse that seamlessly blends historic elegance with luxurious modern upgrades. Nestled on over 11 acres of scenic beauty, this equestrian estate offers a perfect balance of sophistication and tranquility. The property includes a stunning main house, a charming guest house (which comes fully furnished), a 9-stall barn, and a 4-stall run-in

  Jason Kerwar William Raveis-New York, LLC

  16 State School Rd, Warwick, NY 10990
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  /36

  $825,000

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  104 Elise Dr, Middletown, NY 10941

  LAST HOME AVAILABLE! Welcome to The Woodlands at Scotchtown Estates! This exquisite picturesque community sits in the highly sought after Valley Central SD, featuring luxury and convenience at your fingertips. Custom built colonials lead the way as you drive down the beautiful tree lined road of this development. This expansive colonial now complete and ready to welcome it's new owners! The main

  Juan Bautista Keller Williams Realty

  104 Elise Dr, Middletown, NY 10941
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  /26

  $315,000

  • 5 Beds
  • 2 Baths
  • 1,464 Sq Ft

  802 Forest Glen Rd, Monroe, NY 10950

  *TWO ADDITIONAL LOTS INCLUDED!* Opportunity knocks with this charming 5-bedroom, 2-bath Cape Cod tucked away in a peaceful, wooded setting in Monroe, NY. Offering over 1,500 square feet of potential, this home is perfect for those looking to create their dream retreat. Step inside to find a spacious living area ready to host cozy nights and lively gatherings. With five versatile bedrooms, there’s

  Kewin Garabito eXp Realty

  802 Forest Glen Rd, Monroe, NY 10950
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  /48

  $869,000

  • 6 Beds
  • 5 Baths
  • 4,522 Sq Ft

  100 Pleasant Hill Rd, New Windsor, NY 12553

  Nestled in the heart of Mountainville, this historic and exceptional carriage house seamlessly blends 1850’s charm with modern amenities. The property boasts original timber beams and hand-painted murals dating back to the early 1900s, offering a glimpse into its storied past. Enjoy breathtaking vistas of the surrounding mountains from multiple vantage points around the property. There are 3

  Jade Oliverio Howard Hanna Rand Realty

  100 Pleasant Hill Rd, New Windsor, NY 12553
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  /18

  $620,000

  • 5 Beds
  • 2 Baths
  • 2,298 Sq Ft

  129 Franklin Ave, Monroe, NY 10950

  Opportunity & LOCATION! Renovated colonial style home in the Village of Monroe NY. All rooms are spacious and sunny, with all Municipal services, plenty of space to entertain, near all Conveniences, Public Transportation, Major Highways, and Shopping malls, here is so much more in this wonderful neighborhood, Just Waiting for You.

  Eliezer Safdie Sage Realty Center LLC

  129 Franklin Ave, Monroe, NY 10950
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  /37

  $6,200,000

  • 7 Beds
  • 9 Baths
  • 9,051 Sq Ft

  43 Ontio Rd, Tuxedo Park, NY 10987

  Magic. Available for the first time in 20+ years, the magnificent Kingsbury-Curtis house is one of the finest homes in Tuxedo Park. Situated on a high hill w/ views of Tuxedo lakes, Ramapo mountains & partial NYC skyline. Constructed of fieldstone & brick, w/ limestone. Enter into a grand front hall w/ moldings & wrought iron handrails that leads to a large LR w/ WBF, opening to the south facing

  Anna Shaw Compass Greater NY, LLC

  43 Ontio Rd, Tuxedo Park, NY 10987
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  /30

  $650,000

  • 5 Beds
  • 2 Baths
  • 1,872 Sq Ft

  27 Rose Hill Park, Cornwall, NY 12518

  Beautifully-maintained and updated raised ranch home on a quiet cul-de-sac in Cornwall! Featuring over a half acre of land and a gorgeous fenced in-ground pool, mature landscaping, 5 bedrooms and ample storage, 2 full bathrooms, new heating/water systems, new flooring, open concept kitchen with mobile island and granite counters, new appliances including oven/range, refrigerator, dishwasher and

  John Willis Howard Hanna Rand Realty

  27 Rose Hill Park, Cornwall, NY 12518
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  /28

  $1,995,000

  • 9 Beds
  • 10 Baths
  • 9,270 Sq Ft

  118 Tower Hill Rd W, Tuxedo Park, NY 10987

  "Riven Oaks" was designed by James Brown Lord for Miss Mary LeRoy King c.1900. The property was sold to Eben Richards the son-in-law of railroad emperor, Henry Clay Pierce. Listed on the National Register of Historic Places. This renowned architect drawing details from the classical, with highly embossed curved pediment and tall Corinthian pilasters combine to make this one of the more imposing

  Francine Liza Tuxedo Hudson Realty Corp

  118 Tower Hill Rd W, Tuxedo Park, NY 10987
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  /37

  $1,500,000

  • 9 Beds
  • 4.5 Baths
  • 5,478 Sq Ft

  111 Summit Ave, Central Valley, NY 10917

  This house is truly a wow! A beautiful mansion set on a sprawling 1.2-acre property, it has been beautifully renovated in the past year, as showcased in the pictures. It's a must-see!The home features 9 bedrooms and 4.5 bathrooms, along with a formal dining room, a separate living room, a kids' playroom, a meditation room, and a seasonal room. You'll love the stylish foyer with elegant

  Chaim Gluck eRealty Advisors, Inc

  111 Summit Ave, Central Valley, NY 10917
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  /58

  $699,000

  • 12 Beds
  • 11 Baths
  • 5,004 Sq Ft

  5 Wawayanda Place, Middletown, NY 10940

  Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 11 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

  Jamie Sittner Find Advisors

  5 Wawayanda Place, Middletown, NY 10940
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  /49

  $869,999

  • 6 Beds
  • 4.5 Baths
  • 4,617 Sq Ft

  13 Mansion Ridge Blvd, Monroe, NY 10950

  Welcome to the epitome of luxury living at this magnificent 6-bedroom colonial nestled within the prestigious Mansion Ridge community- located on a Jack Nicklaus Signature Golf Course! Upon entering through the grand foyer, you're greeted by exquisite hardwood floors & soaring ceilings, setting the tone for the elegance that awaits within. The heart of the home lies in the gourmet kitchen where

  Lauren Kelly Howard Hanna Rand Realty

  13 Mansion Ridge Blvd, Monroe, NY 10950
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  /3

  $395,000

  • 8 Beds
  • 1 Bath
  • 4,741 Sq Ft

  56 Ball Rd, Warwick, NY 10990

  The Ball Farm Homestead represents the splendor of the 19th century in historic Warwick. Construction began during the Civil War and was finally completed in 1865. This four-story Grand Dame is waiting for the history lover that wants to restore her to her original magnificence. Features include original unpainted woodwork, marble fireplace surrounds, central halls with substantial hardwood

  Theresa Powers Keller Williams Realty

  56 Ball Rd, Warwick, NY 10990
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  /36

  $915,175

  • 5 Beds
  • 5 Baths
  • 3,130 Sq Ft

  30 Werner Ave Unit MAIN HOUSE, Florida, NY 10921

  This is the ULTIMATE OPPORTUNITY to own an INCOME PRODUCING PROPERTY and live in a LUXURIOUS HOME with an open, flowing floor plan with plenty of private living spaces for multigenerational living, flexible entertaining or home office spaces with the added BONUS of a legal 1 bedroom cottage which currently rents for $1700.00 a month to cover your taxes on this GRAND ESTATE.The 1st floor of the

  Patricia Brady Keller Williams Realty

  30 Werner Ave Unit MAIN HOUSE, Florida, NY 10921
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  /37

  $999,999

  • 5 Beds
  • 3 Baths
  • 4,958 Sq Ft

  75 Monahan Rd, Port Jervis, NY 12771

  Discover the essence of Hudson Valley living with this extraordinary property! Nestled in a serene, wooded landscape, this home has almost 5,000 sqf, 5 bedrooms, 3 bathrooms, 2 bonus rooms (use as gym, 2nd office, etc.) and an office. This contemporary home offers unparalleled privacy and a canvas to create your dream lifestyle. Enjoy breathtaking sunrises and sunsets with perfect lighting

  Christian Zube Realty Executives Exceptional

  75 Monahan Rd, Port Jervis, NY 12771
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  /7

  $115,000

  • 6 Beds
  • 3 Baths
  • 3,000 Sq Ft

  35 Johnston St, Newburgh, NY 12550

  This is a rare opportunity to purchase an all ready approved vacant lot with approvals to build a three family property in the City of Newburgh. Approvals for zoning and ARC are included, and planning is approved as of right. Finalized construction plans are needed to get a building permit. Photos of the building rendered are the approved designs. Connections to sewer, water, gas and electric are

  Dan Gilbert Brick and Mortar RE LLC

  35 Johnston St, Newburgh, NY 12550
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  /29

  $499,000

  • 6 Beds
  • 4 Baths
  • 3,550 Sq Ft

  12 Brown St, Port Jervis, NY 12771

  Back on the Market July 2025. This one-of-a-kind Two-family home with a large finished separate basement, renovation completed this June. After receiving multiple as high as $550,000-this gem is now being offered at a reduced price of $499,000. Due to previous buyers being unable to secure financing, the owner is now seeking cash buyers or those with non-contingent mortgage offers only. Designed

  Katya Bruen Avenues Residential

  12 Brown St, Port Jervis, NY 12771
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  /27

  $16,000,000

  • 14 Beds
  • 6.5 Baths
  • 10,041 Sq Ft

  Unlisted Address

  142 acres with municipal services available. One of the last large lots available in the area. Lots of rental income potential. Caretakers house is occupied. Bring your imagination and restore this house and property to it's former glory. This has been in the same family for almost 100 years. Property is on both sides of Route 32. The eastern side goes all the way down to the train tracks.

  Susan Walski Keller Williams Hudson Valley

  Unlisted Address
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  /34

  $850,000

  • 6 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  43 Villa Pkwy, Highland Falls, NY 10928

  COME SEE This Very Well-cared for Home. SItuated Within Walking Distance to all Village Conveniences, USMA at West Point, Community Pool/Roe Park. A Fully Equipped Kitchen with Breakfast nook and Sliding French Doors to Patio. Lots of Natural Light. Formal Dining Room also has French Doors to Access Spacious Yard. Formal Living Room for Entertaining, and Great Family Room with a Wood Burning

  Maureen Arias Keller Williams Realty Partner

  43 Villa Pkwy, Highland Falls, NY 10928
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  /36

  $350,000

  • 6 Beds
  • 2 Baths
  • 2,532 Sq Ft

  48 Lutheran St, Newburgh, NY 12550

  Estate sale! Brick 2 family in the heart of Newburgh. Fully rented, ready for new owners. Come take a look before its too late! Seller will NOT hold a mortgage. Additional Information: HeatingFuel:Oil Above Ground,

  Hamar Clarke Clarke Realty & Associates LLC

  48 Lutheran St, Newburgh, NY 12550
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  /49

  $4,499,000

  • 6 Beds
  • 5 Baths
  • 3,762 Sq Ft

  349 Sarah Wells Trail, Goshen, NY 10924

  The nicest Equine Boarding Facility in Orange County could be yours; located on 103+ Acres with ample privacy, multiple residential houses, 3 separate Garages, a 100' By 200' Indoor Steel Equestrian Riding Arena and 30-Stall Double-Breezeway Horse Barn. The State of the art Horse Barn features a heated riders lounge, tack room and full hayloft. Horse owners know what a flex 14' by 14' horse

  Deb Cor Exclusively Equine Prop LLC

  349 Sarah Wells Trail, Goshen, NY 10924
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  /2

  $350,000

  • 7 Beds
  • 2 Baths
  • 2,400 Sq Ft

  20 Benkard Ave, Newburgh, NY 12550

  An Outstanding investment opportunity awaits at 20 Benkard Avenue, a spacious 2 family home located just steps away from Liberty Street - Newburgh's most vibrant and up and coming neighborhood. Whether you're an investor looking to expand your portfolio or a house hacker seeking a flexible living arrangement with strong upside, this property delivers. Both units are currently

  Ralph Harvey ListWithFreedom.Com

  20 Benkard Ave, Newburgh, NY 12550
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  /2

  $525,000

  • 5 Beds
  • 4 Baths
  • 3,140 Sq Ft

  7 Highland View Place, Middletown, NY 10940

  Welcome home to this beautifully maintained 5-bedroom, 4-bathroom raised ranch, ideally situated near the highly-rated Presidential Park Elementary School in Middletown, NY. Perfect for growing families or multi-generational living, this expansive home offers generous living space, natural light throughout, and thoughtful updates that make it move-in ready.Step inside to discover an open-concept

  Hilary Hemans-Mensah Keller Williams Realty

  7 Highland View Place, Middletown, NY 10940

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