5-Bedroom Homes for Sale in Orange County NY

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  /87

  $625,000

  • 6 Beds
  • 2 Baths
  • 3,020 Sq Ft

  571 International Blvd, Rock Tavern, NY 12575

  The "Crossroads" of New York Interstate 84, Interstate 87 NYS Thruway and 747 International Blvd. One of the most valuable major intersection properties available in NYS. Located at a very desirable intersection designed and engineered specifically for fast, convenient, easy access to Stewart International Airport (SWF) from Interstate 84 and Interstate 87. Including: A beautiful, 2

  Steven Pearl PEARL STEVEN L

  571 International Blvd, Rock Tavern, NY 12575
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  /33

  $280,000

  • 5 Beds
  • 2 Baths
  • 1,584 Sq Ft

  144 Front St, Port Jervis, NY 12771

  Beautiful five-bedroom two bath home, situated near all of the necessary attractions such shops, park schools, hospital, transportation, etc. As one enters the home, there is large foyer area to rest all the necessary outdoor items. This area is large enough and can easily be used for other purposes. We then flow into a beautiful living room where family and friends can build great memories. Just

  JOAN R. VERNON-WARREN

  144 Front St, Port Jervis, NY 12771
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  /36

  $2,900,000

  • 6 Beds
  • 4.5 Baths
  • 8,035 Sq Ft

  122 Circuit Rd, Tuxedo Park, NY 10987

  Move right into this magnificent, spacious, mint condition home located in the center of gated Tuxedo Park, with beautiful Mountain View's. Gracious entertaining spaces, large bedrooms, eat-in-kitchen and flat lawns make this the perfect place to call home. The front hall features hand painted murals with a fireplace. To the right, the front hall opens up to a large dining room with a wood

  Anna Shaw Compass Greater NY, LLC

  122 Circuit Rd, Tuxedo Park, NY 10987
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  /47

  $1,600,000

  • 6 Beds
  • 4 Baths
  • 5,043 Sq Ft

  7 Farm Hollow Rd, New Windsor, NY 12553

  When Only The Best Will Do!! A Hudson Valley Masterpiece perfectly placed at the end of a cul-de-sac. Bring the whole family to this 5043 square foot multi-generational home that offers a blend of privacy with the luxury of nearby commuter accessibility. The journey begins on a private road of executive homes through a natural canopy of mature trees leading to the stunning private estate that

  Karen Taphorn Howard Hanna Rand Realty

  7 Farm Hollow Rd, New Windsor, NY 12553
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  /50

  $6,995,000

  • 8 Beds
  • 9 Baths
  • 8,250 Sq Ft

  22 Brook Farm Rd, Tuxedo Park, NY 10987

  Upon entering Tuxedo Park and driving past its historic stone gatehouse and original architectural splendor, one drives around Tuxedo Lake and over a stone bridge with a babbling brook to arrive at Brook Farm. About 55 minutes to Manhattan and on the train line! Brook Farm is an ultra-luxurious, tranquil estate on six acres combining minimalist style and elegance with the serene aesthetic of an

  Richard Ellis Ellis Sotheby's Intl Realty

  22 Brook Farm Rd, Tuxedo Park, NY 10987
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  /49

  $759,000

  • 5 Beds
  • 3.5 Baths
  • 2,462 Sq Ft

  8 Clinton Ct, Monroe, NY 10950

  Live the lakefront lifestyle in this beautifully renovated 5-bedroom, 3-bath home on a peaceful cul-de-sac in Monroe’s Pine Tree Beach community. Enjoy direct access to Pine Tree Lake for kayaking, fishing, and ice skating. The spacious interior features a chef’s kitchen with quartz countertops and lake views, formal dining with wet bar, and multiple living areas perfect for entertaining.

  Moses Zwiebel MS Realty Group USA, Inc

  8 Clinton Ct, Monroe, NY 10950
• 

  

  /49

  $660,000

  • 8 Beds
  • 5 Baths
  • 5,533 Sq Ft

  203 Highland Ave, Middletown, NY 10940

  Welcome to this exceptional mother/daughter residence, where comfort seamlessly intertwines with practicality! This expansive colonial home is meticulously crafted to accommodate the diverse needs of everyone. This unique property offers two homes in one, that connect within the interior of the home— both equipped with their own front and side entrances! Yes, you read that right, this home offers

  Patricia Sassi RE/MAX Benchmark Realty Group

  203 Highland Ave, Middletown, NY 10940
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  /35

  $1,700,000

  • 10 Beds
  • 6.5 Baths
  • 3,512 Sq Ft

  17 Bonnie Brook Rd, Monroe, NY 10950

  Over 20 sprawling acres with serene life, pond frontage, this is a true sanctuary. Located in Monroe-Woodbury this unique property offer two distinct residences and a spacious barn, providing endless possibilities. House 1: Contemporary Modern originally built in 1965. The first home boasts a generous 3,500+ sq ft of premium living space. Designed with a flexible layout, the home features two

  Pamela Henning Keller Williams Hudson Valley

  17 Bonnie Brook Rd, Monroe, NY 10950
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  /36

  $2,470,000

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

  32 Old Chester Rd, Goshen, NY 10924

  Rare Treasure! Incomparable, private, extraordinary, 46+ acre mini estate. 14 room, 6 bedroom, 3 bath colonial with panoramic vistas, 2 stocked ponds, 5 stall barn with water and electric, guest cottage with professional kitchen, paddocks, run in sheds, wine cellar, in ground salt water pool & cabana with lav., basketball/tennis court, trails, fields, nature, trees, wildlife and much more. Just

  Marion Bruhns Howard Hanna Rand Realty

  32 Old Chester Rd, Goshen, NY 10924
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  /35

  $669,000

  • 6 Beds
  • 6 Baths
  • 3,402 Sq Ft

  448 Old Mountain Rd, Port Jervis, NY 12771

  Multi-Family Duplex with Stunning Mountain Views – An Investor’s Dream or Perfect for Extended Family!Nestled on over 4 private and peaceful acres in the desirable Minisink Valley School District, this beautifully designed duplex offers a rare opportunity for both homeowners and investors alike. Each spacious unit features 3 bedrooms, 2.5 baths, and thoughtfully curated details throughout.

  Dominick Tufano RE/MAX Benchmark Realty Group

  448 Old Mountain Rd, Port Jervis, NY 12771
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  /36

  $799,000

  • 5 Beds
  • 4 Baths
  • 2,888 Sq Ft

  37 S Plank Rd, Westtown, NY 10998

  Nestled in a peaceful rural setting, this inviting gentleman’s farm offers over 3 acres of land, complete with a tranquil pond, multiple dwellings, and an array of outbuildings. This exceptional property offers a perfect blend of rustic charm, functionality, and versatility and is perfect for those looking to embrace country living with room to grow a home-based business. The heart of the

  Vikki Garby BHG Real Estate Green Team

  37 S Plank Rd, Westtown, NY 10998
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  /23

  $1,350,000

  • 6 Beds
  • 5.5 Baths
  • 4,171 Sq Ft

  18 Pullman Route, Monroe, NY 10950

  Unparalleled Future Luxury in Woodbury Junction.Welcome to your future dream home in the prestigious Woodbury Junction! This to-be-built, almost 4000 sq ft colonial-style residence offers wall-to-wall quality and top-notch finishes. Upon completion, you will be greeted by a grand foyer leading to an elegant dining room that is open to a spacious living room. Imagine an expansive kitchen

  Joel Jeremias eRealty Advisors, Inc

  18 Pullman Route, Monroe, NY 10950
• 

  

  /42

  $999,000

  • 8 Beds
  • 4 Baths
  • 3,400 Sq Ft

  180-184 Pine Tree Rd, Monroe, NY 10950

  Discover an exceptional opportunity at 180-184 Pine Tree Road! This property features two houses on a single lot, making it ideal for living renovated house at 180 Pine Tree Rd, and collecting rent from the next house at 184 Pine Tree Rd, or it can be bought for a great investment! Upon entering the first house at 180 Pine Tree, you'll be greeted by a nicely renovated house in mid-2022 and a

  David Kraus MK Realty Inc

  180-184 Pine Tree Rd, Monroe, NY 10950
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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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  /50

  $2,800,000

  • 16 Beds
  • 11 Baths
  • 7,511 Sq Ft

  10 Damien Ct, Chester, NY 10918

  Don't miss this incredible opportunity to own 10 & 12 Damien Court, two stunning custom homes being sold together on nearly 6 acres of beautifully landscaped grounds located on a peaceful cul-de- sac of Chester.Together offering 16 bedrooms and 11 baths, these homes are perfect for multigenerational living, extended families, or investment potential. Enjoy gourmet eat-in kitchens, private suites,

  Elimelech Kremer MS Realty Group USA, Inc

  10 Damien Ct, Chester, NY 10918
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  /49

  $1,075,000

  • 5 Beds
  • 4.5 Baths
  • 4,997 Sq Ft

  3 Josephine Dr, Washingtonville, NY 10992

  Offered for the Very First Time – Meticulous Blooming Grove EstateWelcome to this stunning 5-bedroom, 4.5-bathroom custom home offering nearly 5,000sqft of living space, all set on 1.4 beautifully manicured acres in the heart of Blooming Grove. Perfectly maintained and thoughtfully designed, this exceptional property blends timeless craftsmanship with modern updates and resort-style

  Celina Rofer Howard Hanna Rand Realty

  3 Josephine Dr, Washingtonville, NY 10992
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  /37

  $950,000

  • 5 Beds
  • 3 Baths

  25 Teneyck Ave, Greenwood Lake, NY 10925

  Double the Income, Double the Opportunity. Waterfront Property with Two Homes.In today’s competitive real estate market, finding a property that balances both lifestyle and investment potential can be a challenge. However, nestled along the serene shores of Greenwood Lake lies a unique opportunity: presents a lucrative investment avenue.This remarkable property features two homes, The allure of

  Carmela Lopez Borrazas Keller Williams Realty

  25 Teneyck Ave, Greenwood Lake, NY 10925
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  /34

  $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

  $449,000

  • 5 Beds
  • 3 Baths
  • 2,428 Sq Ft

  247 Grand St, Newburgh, NY 12550

  Triplex apartment build in the City of Newburgh. Super block with great neighbors, recent improvements to the building, and lovely long term tenants. Top apartment is currently vacant and recently "turned over" -- perfect to rent or live in! Utilities are separated.

  Sarah Beckham ReAttached

  247 Grand St, Newburgh, NY 12550
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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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  /42

  $599,900

  • 5 Beds
  • 3.5 Baths
  • 3,531 Sq Ft

  117 E Main St, Port Jervis, NY 12771

  A rare opportunity to own one of the city’s most distinguished and recognizable homes. This stately residence seamlessly blends timeless elegance with inviting comfort, making it ideal for both refined entertaining and everyday living. The grand columned front porch sets the tone, offering a warm welcome and a beautiful space to unwind or greet guests. From the moment you enter the home, you’ll

  Dominick Tufano RE/MAX Benchmark Realty Group

  117 E Main St, Port Jervis, NY 12771
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  /49

  $799,000

  • 6 Beds
  • 3.5 Baths
  • 3,439 Sq Ft

  97 Ludlam Rd, Monroe, NY 10950

  Are you looking for an easy summer home where you can host and relax in privacy yet stay close by? Located on a quiet road, This house features six bedrooms including 18 beds! Also has an additional detached double garage for your potential. Enjoy the fully private backyard featuring lush greenery, Amish made playset with a gated Olympic size pool. Also a separate pool house for changing, shower

  Avi Samet Avion

  97 Ludlam Rd, Monroe, NY 10950
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  /20

  $425,000

  • 6 Beds
  • 2 Baths
  • 2,371 Sq Ft

  77 Jessup Switch Rd, Florida, NY 10921

  This is a perfect investment income opportunity! The property is currently for rented. Featuring a 9-room, farm-style home, 6 large bedrooms with space. Plenty of kitchen and living space, and 2 bathrooms. Includes a brand-new heating and septic tank, flat land with beautiful stretches of natural greenery and utmost privacy, and a front screened porch to view this all. Great for a cozy family to

  Mendel Klein Exit Realty Venture

  77 Jessup Switch Rd, Florida, NY 10921
• 

  

  /23

  $388,000

  • 5 Beds
  • 3 Baths
  • 2,880 Sq Ft

  52 Boxbaum Rd, Huguenot, NY 12746

  Spacious 3-Family Home on 2.8 Acres with Income Potential – Ideal for Extended Families or Investors!Discover this rare opportunity to own a large, 2-story side-by-side 3-family home, perfectly situated on a serene 2-acre lot in a peaceful neighborhood. With a circular driveway and ample parking, this versatile property offers space, functionality, and income potential—all in one

  Jonathon Lee Keller Williams Hudson Valley

  52 Boxbaum Rd, Huguenot, NY 12746
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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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  /49

  $1,795,000

  • 5 Beds
  • 3.5 Baths
  • 4,400 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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  /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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  /46

  $699,000

  • 5 Beds
  • 3.5 Baths
  • 3,358 Sq Ft

  2 Colt Ct, Goshen, NY 10924

  Grand colonial with wrap around porch is set on a beautifully landscaped lot on a cul de sac in Harness Estates! Dramatic 2 story foyer entrance brings you into the beautiful main level. Very spacious throughout with lots of elegant windows for maximum sunshine . Family room with fireplace and spacious living room. Large dining room with crown moldings . Dreamlike kitchen with granite

  Meyer Stoessel Keller Williams Hudson Valley

  2 Colt Ct, Goshen, NY 10924
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  /34

  $475,000

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

  411 Liberty St, Newburgh, NY 12550

  AS IS - SELLER MOTIVATED Located in the Historic District, next to Mount Saint Mary College Campus. This end brick row house is attached on one side. Two separate porches to enter each floor thru apartment. Completely renovated, newly painted, new floors, new lighting and SS appliances. Open floor dining shared with living room. Backyard for use.Separate utilities, all

  Maria Ferguson 1st Independent Realty Grp

  411 Liberty St, Newburgh, NY 12550
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  /20

  $379,000

  • 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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  /3

  $425,000

  • 5 Beds
  • 2 Baths
  • 1,560 Sq Ft

  449 3rd St, Newburgh, NY 12550

  2-family house in City of Newburgh featuring a 3 bedroom upstairs and a 2 bedroom downstairs. With a full walkout basement. Huge driveway with a detached garage. Close to stores on Broadway

  Bryan Dale eXp Realty

  449 3rd St, Newburgh, NY 12550
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  /48

  $8,750,000

  • 9 Beds
  • 11 Baths
  • 10,687 Sq Ft

  193 Tuxedo Rd, Tuxedo Park, NY 10987

  "The Breezes," a masterwork of 1887 architecture by Robert Robertson, presents an unparalleled opportunity to own a piece of history. This meticulously restored Tudor manor, spanning 10,700+/- sq ft, showcases original architectural splendor: 12 fireplaces, intricate millwork, authentic Tiffany windows, and crystal chandeliers, all seamlessly integrated with modern luxuries. The grand reception

  Elizabeth Broderick Tuxedo Hudson Realty Corp

  193 Tuxedo Rd, Tuxedo Park, NY 10987
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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 Town & Country

  345 Drexel Dr, Pine Bush, NY 12566

Showing Results 81 - 120, Page 3 of 4