Homes for Sale in Orange County NY with 5-Bedrooms

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  /50

  $5,950,000

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

  43 Ontio Rd, Tuxedo Park, NY 10987

  The Kingsbury-Curtis House | Tuxedo Park, NY. An extraordinary historic estate in the private, gated community of Tuxedo Park, commanding elevated vistas over both Wee Wah Lake and Tuxedo Lake, with the Ramapo Mountains and a partial New York City skyline forming a dramatic backdrop. Nestled on a prominent summit, this distinguished residence c.1886 is crafted in fieldstone, brick, and limestone

  Elizabeth Broderick Tuxedo Hudson Realty Corp

  43 Ontio Rd, Tuxedo Park, NY 10987
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  /46

  $398,500

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

  17 Brooklyn St, Port Jervis, NY 12771

  Welcome to effortless living in this stunning brand new 2,400 square foot ranch that offers space, style, and comfort throughout. With five bedrooms and three full bathrooms, this beautifully designed home provides room for everyone while maintaining a warm and inviting feel from the moment you step inside.The main living area is bright and open, highlighted by gorgeous flooring that flows

  Frank Muccari Cronin & Company Real Estate

  17 Brooklyn St, Port Jervis, NY 12771
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  /19

  $479,999

  • 6 Beds
  • 2 Baths
  • 2,424 Sq Ft

  80 Prospect Ave, Middletown, NY 10940

  Welcome to 80 Prospect Ave, a well-maintained six-bedroom, two-bathroom home situated in the peaceful suburban setting of Middletown, NY. Built in 1918, this 2,424 square foot residence combines traditional architectural charm with modern updates, offering nearly 6,800 square feet of usable lot space ideal for both living and outdoor enjoyment. The property features a classic two-story design

  Jonathan Paredes Locqube New York, Inc.

  80 Prospect Ave, Middletown, NY 10940
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  /44

  $1,275,000

  • 5 Beds
  • 3.5 Baths
  • 4,696 Sq Ft

  79 Balmville Rd, Newburgh, NY 12550

  Originally built in 1918 as the centerpiece of a larger estate, Twin Oaks is a timeless center hall Colonial set on 3.1 acres in the heart of Balmville. With 4,696 square feet of living space, this distinguished residence blends historic character with thoughtful updates, offering both presence and comfort.A classic center hall layout anchors the home, framed by two leaded glass entryways and

  John Ruggieri BHHS Hudson Valley Properties

  79 Balmville Rd, Newburgh, NY 12550
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  $1,395,000

  • 6 Beds
  • 7 Baths
  • 8,180 Sq Ft

  5 Trinity Place, Cornwall, NY 12518

  Set at the end of a private road and backing directly to the Storm King Golf Club, this mansion-style residence offers rare privacy, scale, and presence on 1.6 acres in Cornwall. The home spans approximately 8,180 square feet and showcases timeless architecture with classic, old-world character. Grand formal spaces balance nicely with more relaxed living areas, all highlighted by four fireplaces

  STEVEN WROBEL JR. Serhant LLC

  5 Trinity Place, Cornwall, NY 12518
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  /40

  $315,000

  • 5 Beds
  • 1 Bath
  • 2,029 Sq Ft

  36 Liberty St, Newburgh, NY 12550

  Located in the Washington Heights section of Newburgh, just moments from Water Street, this five bedroom property presents a rare opportunity to own in one of the city’s steadily revitalizing neighborhoods. Washington Heights continues to benefit from private reinvestment, restored properties, and the broader growth surrounding Newburgh’s waterfront, dining scene, arts community, and commuter

  Anesha Nesbitt eXp Realty

  36 Liberty St, Newburgh, NY 12550
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  /45

  $1,799,000

  • 5 Beds
  • 4.5 Baths
  • 6,182 Sq Ft

  17 Constitution Ct, Tuxedo Park, NY 10987

  Welcome to this exceptional brick residence located in Hamilton Estates in the Town of Tuxedo, NY, where mountain views, privacy, and enduring craftsmanship define everyday living. Set on 1.6 acres at the end of a quiet cul-de-sac, this home offers approximately 6,200 square feet of finished living space, including a newly completed lower level designed for modern lifestyle needs. A circular

  Elizabeth Broderick Tuxedo Hudson Realty Corp

  17 Constitution Ct, Tuxedo Park, NY 10987
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  /3

  $1,950,000

  • 5 Beds
  • 4 Baths

  348 Route 32, Other Areas, NY OTHER

  2 Acres Frontage Property Available! Calling all builders, investors, and primary users. This sale is comprised of approximately 2 acres in Woodbury, New York. Four-family property, with approved variance for commercial usage for street-adjacent section of parcels allows for future mixed-use development. Property can be delivered vacant or with tenants in place per purchaser's preference. Located

  Edmond Yoo Coldwell Banker, Fort Lee

  

  348 Route 32, Other Areas, NY OTHER
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  /50

  $749,999

  • 5 Beds
  • 2.5 Baths
  • 2,576 Sq Ft

  57 Fawn Hill Rd, Tuxedo Park, NY 10987

  Welcome to 57 Fawn Hill Road, beautiful in every season! Nestled on a 1.1-acre lot in Tuxedo’s sought-after Laurel Ridge community, this beautifully updated home offers an amazing opportunity to own a home in this established Tuxedo community surrounded by Sterling Forest, yet so close to NYC. Featuring 5 bedrooms, a large eat-in kitchen, a family room with a wood-burning fireplace, plus both a

  Noreen Fennell eXp Realty

  57 Fawn Hill Rd, Tuxedo Park, NY 10987
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  /11

  $324,900

  • 5 Beds
  • 2 Baths
  • 2,490 Sq Ft

  115 William St, Newburgh, NY 12550

  This is a great legal two family investment property large back yard fenced in. All minor repairs have been done. Noo violations or open permits. First floor has one bedrooms. Second floor has four bedrooms. This is a great value in this market.. Call to see this today. Access,,, Keys are in the listing office for entry after accepted showing. Call for access to Keys after confirmation. More

  Patrick Casilli John J Lease REALTORS Inc

  115 William St, Newburgh, NY 12550
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  /12

  $410,000

  • 5 Beds
  • 4 Baths

  41 Monhagen Ave Unit 39, Middletown, NY 10940

  Sold as is?This versatile property offers the perfect blend of comfortable living and passive income generation. Whether you are a first-time homebuyer looking to offset your mortgage or a seasoned investor seeking a high-yield asset, this legal two-family home is a standout choice. The Strategy: Live for Less, Earn MoreThe property is ideally configured for an owner-occupant strategy: Main

  Zhiheng Tang Keller Williams Hudson Valley

  41 Monhagen Ave Unit 39, Middletown, NY 10940
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  /46

  $849,999

  • 5 Beds
  • 5.5 Baths
  • 5,403 Sq Ft

  4 Debbie Ct, Chester, NY 10918

  DISCOVER THE EPITOME OF LUXURY LIVING! With 5400 sq ft of breathtaking property, where every corner is designed for both elegance and practicality!! With expansive living areas, high-end finishes, and modern amenities, this home is perfect for entertaining or enjoying quiet moments. Embrace a lifestyle of comfort and sophistication in a space that truly feels like a retreat all year

  Joseph Rosenfeld Flag Realty Group

  4 Debbie Ct, Chester, NY 10918
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  $999,000

  • 5 Beds
  • 4.5 Baths
  • 2,620 Sq Ft

  4 Lambros Dr, Monroe, NY 10950

  Stop searching, because you have just found your dream home. Situated on over an acre of land, this gorgeous home has over 2600 sqft. of space to call your own. Living area, kitchen with granite countertops, and finished basement. With less than 15 minutes drive to Woodbury Commons shopping center, this is a gem of a house. Whether it's for you or your family, this is a place you can make your

  Avrahom Lewinson Keller Williams Realty

  4 Lambros Dr, Monroe, NY 10950
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  $679,000

  • 5 Beds
  • 2.5 Baths
  • 2,555 Sq Ft

  7 Warwick Turnpike, Warwick, NY 10990

  Welcome to 7 Warwick Turnpike, a spacious property offering approximately 2,555 square feet of living space on 2.3 acres in the Town of Warwick. This five-bedroom, 2.5-bath home features a flexible floor plan with a main bedroom conveniently located on the first floor and a recently updated kitchen. The second floor includes a primary bedroom and a second bedroom, allowing for comfortable

  James Cosenza BHG Real Estate Green Team

  7 Warwick Turnpike, Warwick, NY 10990
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  /31

  $649,999

  • 5 Beds
  • 6 Baths
  • 3,568 Sq Ft

  7 Cherrywood Dr, Goshen, NY 10924

  This beautiful, spacious contemporary split-level home is perfect for the in-laws, featuring a separate apartment. The main house boasts 5 bedrooms and 4 bathrooms, with an entrance foyer leading to a large entertaining room with Fireplace. From there, you can move into the media room and then onto separate entrance to pool areaOn the main level, features hardwood floors threw out home. Large

  Joseph Brown RE/MAX Real Property Group

  7 Cherrywood Dr, Goshen, NY 10924
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  $480,000

  • 6 Beds
  • 3 Baths

  77 Liberty St, Newburgh, NY 12550

  Calling all investors, this three-unit triplex multi-family home offers approximately 2,500 square feet of flexible living space with 6 bedrooms and 3 full bathrooms. The property blends classic brick architecture with practical. Each unit features a functional floor plan with generous room sizes, natural light, and distinct living and sleeping areas. Multiple kitchens with updated cabinetry and

  Virginia Corbett eXp Realty

  77 Liberty St, Newburgh, NY 12550
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  $725,000

  • 6 Beds
  • 3.5 Baths
  • 4,204 Sq Ft

  487 Black Meadow Rd, Chester, NY 10918

  A Landmark Farmhouse with a Story to Tell.Standing proudly since 1872, this historic Colonial farmhouse is one of the very first homes built on Black Meadow Road and remains a meaningful piece of Chester’s agricultural past. Once surrounded by hundreds of acres of open farmland and dairy cows, the home still carries the soul of a working farm while offering the comforts of modern living. With

  Dominic Santagato Joseph Baratta Company Realty

  487 Black Meadow Rd, Chester, NY 10918
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  $1,450,000

  • 5 Beds
  • 3.5 Baths
  • 3,472 Sq Ft

  106 Post Rd, Slate Hill, NY 10973

  A Private Mini-Estate of Architectural Distinction in the Goshen School District. Set within the quiet preserve of over 10 acres of wooded grounds, this fully renovated architectural geodesic dome residence—known locally as The Wooden Igloo—offers a rare opportunity to own a true mini-estate that blends iconic design, modern luxury, and exceptional flexibility. Thoughtfully reimagined from top to

  Joseph Frullaney Real Broker NY LLC

  106 Post Rd, Slate Hill, NY 10973
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  $1,325,000

  • 5 Beds
  • 2.5 Baths
  • 3,769 Sq Ft

  44 Southfield Falls, Monroe, NY 10950

  Every detail exudes luxury! Step into this stunning new colonial masterpiece and make it yours today. Behind the key lies over 3,700 sqft of exquisite craftsmanship, offering beauty and comfort in every corner. The grand foyer opens to a formal dining room that flows seamlessly into a bright, elegant living area — perfect for gatherings and relaxation. Continue into the spacious gourmet kitchen

  Dovid Hoffman MK Realty Inc

  44 Southfield Falls, Monroe, NY 10950
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  $659,000

  • 6 Beds
  • 3.5 Baths
  • 4,760 Sq Ft

  145 Youngblood Rd, Montgomery, NY 12549

  Set along quiet Youngblood Road just outside the historic Village of Montgomery, this 6-bedroom, 3 full bath, 2 half bath residence offers privacy and convenience in a peaceful Hudson Valley setting. Natural light from skylights enhances the open layout, where multiple gathering areas connect seamlessly to private living spaces. The primary suite features dual vanities, a steam shower, a Jacuzzi

  Bryant Moran YourHomeSold Guaranteed Realty

  145 Youngblood Rd, Montgomery, NY 12549
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  $1,350,000

  • 5 Beds
  • 2.5 Baths
  • 3,769 Sq Ft

  40 Southfield Falls, Monroe, NY 10950

  Experience refined living at its finest! This brand-new colonial-style home delivers over 3,700 square feet of exceptional design and craftsmanship. Every feature has been thoughtfully curated to provide both elegance and comfort. Step through the impressive entryway into a spacious foyer that opens to a formal dining area and a bright, inviting living room — perfect for entertaining or spending

  Dovid Hoffman MK Realty Inc

  40 Southfield Falls, Monroe, NY 10950
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  $79,900

  • 6 Beds
  • 3,344 Sq Ft

  87 Ball St, Port Jervis, NY 12771

  MULTIPLE OFFERS RECEIVED, Highest and Best offer requested by Noon, Monday, March 9, 2026. This property is eligible under the Freddie Mac First Look Initiative through March 4, 2026. The residence is ready for repairs , renovations with many original features including wood flooring, staircase, doors, trim and floor plan. Originally a multi family the building has been returned to single family

  Patricia Wingate Corner Stone Properties

  87 Ball St, Port Jervis, NY 12771
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  /46

  $949,000

  • 8 Beds
  • 4 Baths

  9 Benedict Ln Unit 5-7, New Windsor, NY 12553

  Income-producing multi-property asset offered at approximately an 8% cap rate with $75,900 NOI. This unique offering includes three separate residences on one 1.4 acre parcel, delivering multiple income streams and long-term upside potential. Ideal for investors seeking yield, value-add opportunity, or a hybrid owner-occupant strategy. Located across the street from Cornwall High School and near

  Virginia Corbett eXp Realty

  9 Benedict Ln Unit 5-7, New Windsor, NY 12553
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  $3,250,000

  • 6 Beds
  • 3.5 Baths
  • 3,618 Sq Ft

  247 Sarah Wells Trail, Campbell Hall, NY 10916

  Extraordinary 186-Acre Colonial Estate with Views, Water Features & Endless Potential! Hamptonburgh, NY, a rare Hudson Valley legacy property! This historic 4-bed, 3-bath Center-Hall Colonial sits on 186 stunning acres across 3 parcels, offering sweeping panoramic views reaching as far as High Point, NJ and Sugar Loaf Mountain. Located just 0.9 miles from the Campbell Hall Metro-North Station,

  Mark Werner Werner Realty of New York

  247 Sarah Wells Trail, Campbell Hall, NY 10916
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  /39

  $567,000

  • 5 Beds
  • 4 Baths
  • 2,816 Sq Ft

  171 Chambers St, Newburgh, NY 12550

  Fully renovated, classic three-story brick two-family with a finished basement, delivered vacant and move-in ready. Each unit offers approximately 1,400 sq ft of living space. Total market rent $5,000. The upper duplex features three bedrooms and 1.5 baths across two floors. The lower duplex offers two bedrooms, direct backyard access, and a rear deck. Both units include new split systems,

  John Buoninfante Real Broker NY LLC

  171 Chambers St, Newburgh, NY 12550
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  $700,000

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

  1535 Route 208, Washingtonville, NY 10992

  Situated on over an acre of flat land, this legal two-family property features two detached ranch-style homes on one lot, offering exceptional flexibility and value. The first residence boasts an open floor plan with three bedrooms and two bathrooms, a spacious family room, and an office. along with an updated eat-in kitchen, wood flooring, a front deck.The second ranch home offers three

  Mendel Klein MS Realty Group USA, Inc

  1535 Route 208, Washingtonville, NY 10992
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  $999,000

  • 5 Beds
  • 4 Baths
  • 3,136 Sq Ft

  12 Damian Ct, Chester, NY 10918

  Welcome to 12 Damian Court, a spacious Colonial set on a quiet cul-de-sac. This well-maintained home offers 5 bedrooms and 4 bathrooms, with four bedrooms on the upper level and one additional bedroom in the finished basement. The main level features generous living and dining areas, perfect for everyday living and entertaining. The finished basement adds excellent flexibility with a second

  Elimelech Kremer MS Realty Group USA, Inc

  12 Damian Ct, Chester, NY 10918
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  /5

  $280,000

  • 7 Beds
  • 2 Baths
  • 1,740 Sq Ft

  201 W Parmenter St, Newburgh, NY 12550

  Spacious 2 Family. Great for a investor or owner occupancy. Upstairs has4 Bedrooms, kitchen, living room and full bath. Downstairs has 3 Bedrooms, kitchen, living room and full bath. All separate utilities (electric and gas), hardwoods throughout. Fenced in yard.

  Adam Kaplan Renaissance Realty Cons Group

  201 W Parmenter St, Newburgh, NY 12550
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  /3

  $420,000

  • 7 Beds
  • 3 Baths
  • 2,889 Sq Ft

  99 Overlook Place, Newburgh, NY 12550

  Updated 3 Family Triplex consisting of two 2 Bedroom 1 Bath units and one 3 Bedroom 1 Bath unit. Located close to stores, restaurants, new cafes, and parks. Walking distance to stores and restaurants on Broadway, Liberty St, Washington's Headquarters, the waterfront, and the Newburgh-Beacon Ferry. Close to Dawning Park, Mount Saint Mary College, and Montefiore St. Luke's Hospital. Five min drive

  Adam Kaplan Renaissance Realty Cons Group

  99 Overlook Place, Newburgh, NY 12550
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  /3

  $415,000

  • 8 Beds
  • 4 Baths
  • 2,869 Sq Ft

  296 Liberty St, Newburgh, NY 12550

  A very unique offering consisting of renovated 5 Bedroom 2 Bath unit and renovated 3 Bedroom 2 Bath unit. Close to stores, restaurants, cafes and parks. Walking distance to stores and restaurants on Broadway, Liberty, Washington's Headquarters, the waterfront and the Newburgh-Beacon Ferry. Close to Dawning Park, Mount Saint Mary College and Montefiore St. Luke's Hospital. This one isn't going to

  Adam Kaplan Renaissance Realty Cons Group

  296 Liberty St, Newburgh, NY 12550
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  $850,000

  • 6 Beds
  • 4 Baths
  • 4,921 Sq Ft

  253 Route 32 Unit 1-4, Central Valley, NY 10917

  CALLING ALL INVESTORS! Location, Location, Location!! Zoned Commercial-Residential. Must see this four-family investment property in a very desirable area. The first floor of this 2-story colonial/farmhouse style home offers two apartments. Both have 2 bedrooms, 1 bath. Apt#1 is located just inside the main entry on the left. It has a stainless-steel dishwasher and microwave, a private washer &

  Michael Mulligan HomeSmart Homes & Estates

  253 Route 32 Unit 1-4, Central Valley, NY 10917
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  $999,999

  • 5 Beds
  • 2.5 Baths
  • 4,772 Sq Ft

  2 Garnett Hill Rd, Chester, NY 10918

  A Private Suburban Retreat on Prestigious Garnet Hill. This Center Hall Colonial offers an exceptional residence- refined suburban living with the space, privacy, and sophistication sought by discerning buyers—just about an hour from Manhattan. Positioned on a beautifully landscaped 3+ acre property, the home features approximately over 4,700 square feet of elegant living space, offering 5

  Rachel Baruchov Platinum Realty Associates

  2 Garnett Hill Rd, Chester, NY 10918
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  /20

  $799,999

  • 8 Beds
  • 4 Baths
  • 4,754 Sq Ft

  415 Grand St, Newburgh, NY 12550

  CALLING ALL INVESTORS OR OWNER OCCUPANTS!!! A compelling investment opportunity in the heart of Newburgh’s Historic District, 415 Grand Street offers the rare combination of architectural character, scale, and long-term upside sitting at a 8.68% cap. Set among some of the city’s most striking period homes, this property stands as a testament to Newburgh’s 19th-century craftsmanship—where ornate

  Jake Ponessi RE/MAX Benchmark Realty Group

  415 Grand St, Newburgh, NY 12550
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  $569,000

  • 6 Beds
  • 5 Baths
  • 2,797 Sq Ft

  36 Houston St, Florida, NY 10921

  Calling ALL Investors!!! Please check this spacious and updated 2 family home nestled in the village of Florida NY. The first unit is offering 5 to 6 bedrooms and 3 full bathrooms (first floor and lower level) and the 2nd unit is offering 2 bedrooms with an office plus 2 full bathrooms. Both units are rented for less than year. The lease must be honored and the lease can be renewed by a new

  Anita S. Cristiano HomeSmart Homes & Estates

  36 Houston St, Florida, NY 10921
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  /18

  $442,990

  • 7 Beds
  • 3 Baths
  • 2,397 Sq Ft

  119 Chambers St, Newburgh, NY 12550

  Welcome to your dream investment opportunity at 119 Chambers St, nestled in the heart of Newburgh, NY. This unique property presents a remarkable chance to live mortgage-free in the spacious owner's unit while generating rental income from the two additional units. Each unit is thoughtfully designed, offering comfort and style to both owner and tenants. Location is everything, and this property

  Ari Lee Sunbelt Sales & Development

  119 Chambers St, Newburgh, NY 12550
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  /44

  $895,000 Open House 4/11

  • 6 Beds
  • 7 Baths
  • 4,890 Sq Ft

  10 Willys Ct, Rock Tavern, NY 12575

  PRICE IMPROVEMENT | Two Homes in One on 2.2 Acres | Nearly 5,000 SF | 90 Minutes to Manhattan. Some homes offer space. This one offers true multigenerational living with privacy, flexibility, and estate-scale comfort. Privately set at the end of a quiet cul-de-sac in Rock Tavern, this exceptional dual-residence colonial spans 2.2 private acres and offers nearly 5,000 square feet of luxury living

  Sal Rajput Coldwell Banker Realty

  10 Willys Ct, Rock Tavern, NY 12575
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  $639,000

  • 5 Beds
  • 3.5 Baths
  • 2,558 Sq Ft

  64 Bayberry Dr, Monroe, NY 10950

  Welcome to 64 Bayberry Drive, a stunning high ranch home perfectly situated on an impressive 2.1-acre property in the heart of Monroe. Offering a total of 2,550 square feet of living space, this residence blends comfort, space, and natural beauty — a true retreat that still offers convenient access to town amenities. The home features 5 generously sized bedrooms thoughtfully designed to

  Nathen Singer MK Realty Inc

  64 Bayberry Dr, Monroe, NY 10950
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  /28

  $849,000

  • 5 Beds
  • 2.5 Baths
  • 3,764 Sq Ft

  238 S Centerville Rd, Middletown, NY 10940

  Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character throughout.

  Linda VanDeWeert BHG Real Estate Green Team

  238 S Centerville Rd, Middletown, NY 10940
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  /41

  $1,295,000

  • 5 Beds
  • 3 Baths
  • 3,667 Sq Ft

  133 W Mombasha Rd, Monroe, NY 10950

  YEAR ROUND LAKE VIEWS! A LAKESIDE SANCTUARY!Just 60 minutes from New York City, this newly completed custom Colonial offers an exceptional blend of luxury, privacy, and natural beauty, set on a peaceful property with year-round views of Mombasha Lake and CLOSELY bordering protected state land—ensuring natural surroundings, and quiet sophistication.Designed for elevated living and

  Mary Ann Mitchell eXp Realty

  133 W Mombasha Rd, Monroe, NY 10950
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  /35

  $299,900

  • 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!

  Hamar Clarke Clarke Realty & Associates LLC

  48 Lutheran St, Newburgh, NY 12550

Showing Results 41 - 80, Page 2 of 4