5-Bedroom Homes for Sale in Orange County NY

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  /31

  $600,000

  • 5 Beds
  • 3 Baths
  • 3,273 Sq Ft

  561 Toleman Rd, Rock Tavern, NY 12575

  This expansive Colonial home offers over 3,200+ sq ft of beautifully maintained living space, nestled on a peaceful 1.80-acre lot in the sought-after Rock Tavern area of New Windsor! Lovingly cared for and on the market for the first time, this home blends charm, comfort, and functional living — perfect for everyday enjoyment or entertaining guests. Large Living Room with French doors leading to

  

  Erin Connolly

  Artisan Realty

  (845) 456-8813

  561 Toleman Rd, Rock Tavern, NY 12575
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  /35

  $975,000 Open House 9/21

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

  18 Winding Ln, Central Valley, NY 10917

  COMING SOON ......Welcome to The Oakdale, an 8 year young, custom-built Center Hall Colonial nestled on a quiet cul-de-sac in the desirable Monroe-Woodbury School District. This beautifully crafted home offers 5 bedrooms and 4 full baths, including a first-floor bedroom with full bath—perfect for guests or multi-generational living. The formal Living and Dining Rooms flow seamlessly into a

  

  Erin Connolly

  Artisan Realty

  (845) 743-8029

  18 Winding Ln, Central Valley, NY 10917
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  /50

  $990,000

  • 5 Beds
  • 4 Baths
  • 4,116 Sq Ft

  50 Maple Ave, Goshen, NY 10924

  VINTAGE VIBES REVITALIZED. This isn't just a house, it's a statement. Nestled on 8.7 sprawling acres, this 5-bedroom, 4-bathroom magical mini-estate fuses old-world charm with sleek modern vibes. Think timeless meets trendy in a way that feels effortless. The original wide-plank hardwood floors, exposed beams, and four fireplaces all tell stories from the past, while new-age updates bring it into

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 373-5801

  50 Maple Ave, Goshen, NY 10924
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  /2

  $369,900

  • 5 Beds
  • 2 Baths
  • 2,440 Sq Ft

  44 Houston Ave, Middletown, NY 10940

  Excellent opportunity to own a 2 family house whether you are an investor or want to live in one of the units and rent the second one. Spacious apartments. First floor apartment has 3 bedrooms and 1 bathroom, second floor apartment has 2 bedrooms and 1 bath. Conveniently located, walking distance to Touro College where students are always looking for close by rentals. Minutes to I86 and I84,

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 497-6793

  44 Houston Ave, Middletown, NY 10940
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  /47

  $849,000

  • 5 Beds
  • 5 Baths
  • 4,089 Sq Ft

  20 Bernadette Way, Washingtonville, NY 10992

  Unbelievable opportunity to own an extraordinary Mother Daughter or multi unit style property in the heart of Washingtonville. Built by the well known Tedaldi, this home combines a spacious raised ranch with an impressive two story contemporary addition. Inside you will find gourmet kitchens with granite and stainless steel, vaulted ceilings, hardwood floors, tiled baths, five bedrooms, four full

  

  Anesha Nesbitt

  eXp Realty

  (329) 201-5054

  20 Bernadette Way, Washingtonville, NY 10992
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  /36

  $3,499,999

  • 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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  /50

  $699,900

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

  579 County Route 50, New Hampton, NY 10958

  Experience the perfect blend of history and luxury at this Historic Renovated Farmhouse. Built by Theodore Denton around 1850, this beautifully restored 175-year-old property sits on 3.3 scenic acres in the New Hampton countryside. With original hardwood floors and striking architectural details, this home exudes timeless charm. With five spacious bedrooms, each featuring a private en-suite

  Jonathan Minerick HomeCoin.com

  579 County Route 50, New Hampton, NY 10958
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  /50

  $2,950,000

  • 11 Beds
  • 9 Baths
  • 5,978 Sq Ft

  339 Jessup Rd, Florida, NY 10921

  Welcome to The Stables at MiraBella, a rare opportunity to own a premier equestrian estate in the charming town of Florida, NY. Set on 52 acres of meticulously maintained, picturesque land, this property is designed to cater to all facets of equestrian life, from top-tier boarding and training to breeding and recreational riding. Surrounded by rolling hills, lush woods, a tranquil pond, and a

  Eric Amaral Coldwell Banker Village Green

  339 Jessup Rd, Florida, NY 10921
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  /50

  $489,999

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

  99 Walnut St, Walden, NY 12586

  WELCOME TO 99 WALNUT ST AND LOOK NO FURTHER! This incredible 125-year-old colonial home within the village of Walden has withstood the test of time. From the moment you step inside you’ll be delighted to see that much of the home’s original character has been beautifully preserved and well maintained throughout. The warm foyer is flanked by a private dining area on the right and a large formal

  Vincent McAteer Terrie OConnor

  99 Walnut St, Walden, NY 12586
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  /40

  $849,000

  • 6 Beds
  • 5 Baths
  • 4,407 Sq Ft

  8 Oak Dr, New Windsor, NY 12553

  Welcome to 8 Oak Drive with an assumable mortgage which carries a 2.25% interest rate! This beautifully updated two-home property features a charming main house and a detached cottage on a spacious .34-acre lot. The main house, freshly painted in 2024, boasts modern LVP and hardwood floors, a welcoming front porch, and a newly painted deck. It includes 4 bedrooms and 3 full baths, with

  Donna Gray Redfin Real Estate

  8 Oak Dr, New Windsor, NY 12553
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  /50

  $959,000

  • 5 Beds
  • 4 Baths
  • 3,103 Sq Ft

  4 Makan Rd, Monroe, NY 10950

  Ridgetop Estates, Monroe NY, Features 5 Bedrooms • 4 Full Bathrooms • Mountain Views and Room for Expansion. Set on a gently elevated homesite gives way for sweeping views of the neighboring countryside. Your new sun-filled home delivers the space, flexibility, and comfort today’s buyers want. The main level blends comfortable gathering spaces with an easy flow: a gracious living room, a formal

  Chris Carbone HomeSmart Homes & Estates

  4 Makan Rd, Monroe, NY 10950
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  /46

  $839,900

  • 5 Beds
  • 4 Baths
  • 3,081 Sq Ft

  34 Clark Ln, Harriman, NY 10926

  Welcome to 34 Clark Place in the heart of Harriman — a luxurious 5-bedroom, 4-bath custom home offering over 3,000 sq ft of elegant living space. The stunning open floor plan features soaring ceilings and custom moldings throughout, creating a grand yet inviting atmosphere.The first-floor primary suite is a true retreat, complete with its own fireplace and spa-like bath. Entertain in style in

  Jay Himelson Howard Hanna Rand Realty

  34 Clark Ln, Harriman, NY 10926
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  /43

  $1,100,000

  • 6 Beds
  • 3.5 Baths
  • 3,858 Sq Ft

  3 Forshee St, Monroe, NY 10950

  Welcome to this stunning new construction colonial, perfectly located in the heart of everything!From the moment you arrive, you’ll be impressed by the elegant exterior and grand entry. Inside, a bright foyer with high ceilings, beautiful tile, and a sparkling chandelier sets the tone. The spacious dining room features oversized windows that flood the home with natural light, while the

  Joel Basch eRealty Advisors, Inc

  3 Forshee St, Monroe, NY 10950
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  /39

  $1,095,000

  • 6 Beds
  • 4 Baths
  • 2,600 Sq Ft

  14 Robalene Dr, Goshen, NY 10924

  BETTER THAN NEW!!!! Here you will find your gorgeous 6 bed 4 bath center hall colonial. 5 yrs young & loaded with upgrades. Located in the highly sought after Village of Goshen. Gourmet kitchen w/granite countertops & SS appliances. Stone back splash, premium hardwood flooring throughout the home. Sun filled livingroom with gas fireplace. Formal diningroom. "Flex room" that could be your Den/home

  David White Owner Entry.com

  14 Robalene Dr, Goshen, NY 10924
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  /5

  $1,399,000

  • 5 Beds
  • 2.5 Baths
  • 3,711 Sq Ft

  46 Southfield Falls, Monroe, NY 10950

  No luxury was spared! Claim this immaculate palace today! The key unlocks a treasure of a 3,700+ sqft of BRAND NEW, wall-to-wall quality colonial-style home. As you head inside the entry, a grand foyer is welcoming, leading into a lavish dining room which is open to a beautiful living room. Heading further is an expansive and inviting kitchen loaded with counter & cabinet space and an island. The

  Dovid Hoffman MK Realty Inc

  46 Southfield Falls, Monroe, NY 10950
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  /42

  $900,000

  • 5 Beds
  • 3.5 Baths
  • 3,522 Sq Ft

  6 Summer Winds Ct, Cornwall On Hudson, NY 12520

  Welcome to this beautiful colonial home, located right in the heart of Cornwall-on-Hudson! This large home was built in 1998, and it provides the perfect opportunity to have peaceful scenery, while also being close to all the town has to offer. From the outside, this property is well landscaped with two separate patio entrances into the home. Upon entry into the home, you are given endless

  Jorge Lugo Real Broker NY LLC

  6 Summer Winds Ct, Cornwall On Hudson, NY 12520
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  /44

  $990,000

  • 7 Beds
  • 3.5 Baths
  • 7,094 Sq Ft

  169 Greeves Rd, New Hampton, NY 10958

  A Crown Jewel of Orange County – Timeless Elegance on 34 Acres.Step back in time with this rare offering: a 1770 Georgian-style Colonial home, beautifully illustrating the early architectural heritage of the Hudson Valley. This historic residence is one of Orange County’s true gems, lovingly maintained by a prominent Goshen family for generations. Now, it’s ready for its next

  MaryBeth O'Hara Ellis Sotheby's Intl Realty

  169 Greeves Rd, New Hampton, NY 10958
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  /41

  $1,299,000

  • 6 Beds
  • 5.5 Baths
  • 4,650 Sq Ft

  80 Pine Grove Rd, Middletown, NY 10940

  Welcome to Your Private Estate in the greater Hudson Valley region, in the Town of Mount Hope, about 70 miles from NYC, set on over 120 acres of picturesque landscape, stone-lined pastures, rolling fields, serene woods, and a stocked bass pond. This remarkable property features a total of 3 master suites and 3 bedrooms, 3 Jacuzzi. All rooms have beautiful views for a peaceful recharge. It is

  Chris Ogden Realty Promotions Inc

  80 Pine Grove Rd, Middletown, NY 10940
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  /32

  $1,045,000

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

  237 Mineral Springs Rd, Highland Mills, NY 10930

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

  Derek Greene Greene Realty Group

  237 Mineral Springs Rd, Highland Mills, NY 10930
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  /43

  $859,000

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

  4 Carlisle Ct, Highland Mills, NY 10930

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

  Patricia Tompkins Weichert Realtors

  4 Carlisle Ct, Highland Mills, NY 10930
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  /50

  $899,000

  • 5 Beds
  • 4.5 Baths
  • 4,051 Sq Ft

  12 Perry Creek Rd, Washingtonville, NY 10992

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

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  12 Perry Creek Rd, Washingtonville, NY 10992
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  /47

  $899,000

  • 5 Beds
  • 4.5 Baths
  • 3,686 Sq Ft

  4 Kirsten Leah Ln, Beaverdam Lake-Salisbury Mills, NY 12577

  EMBARK ON YOUR DREAMS – Expansive Custom Colonial with Dream Garage, In Ground Pool, award winning Cornwall Central School District and just one hour to NYC. Designed with intention, comfort, and functionality, this stunning 5 bedroom home with legal one bedroom apartment offers the space, style, and features you’ve been searching for and thought you'd never find. Generously sized living spaces,

  Amy Wilhelm Corcoran Baer & McIntosh

  4 Kirsten Leah Ln, Beaverdam Lake-Salisbury Mills, NY 12577
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  /50

  $899,000

  • 5 Beds
  • 3 Baths
  • 3,908 Sq Ft

  21 Crystal Farm Rd, Warwick, NY 10990

  CRYSTAL CLEAR HOME - where classic colonial charm meets modern pizazz and energy efficiency in one of Warwick’s most sought-after, well-established neighborhoods known for its elegant country homes and meandering tree-lined lanes. With five guest worthy bedrooms, bright natural views from every window, and a seamless blend of comfort and sophistication, this pristine refuge offers room for

  Amy Wilhelm Corcoran Baer & McIntosh

  21 Crystal Farm Rd, Warwick, NY 10990
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  /48

  $969,999

  • 7 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  7 van Keuren Ave, Pine Bush, NY 12566

  Welcome to your dream property in the Pine Bush School District!!! This exceptional estate offers space, versatility, and privacy on just over 11 acres of beautifully maintained land. At the heart of the property is a classic colonial-style homeboasting 5 bedrooms and 3.5 bathrooms, with a total of approximately 5,500 square feet of living space. Whether you're entertaining guests or enjoying a

  Vincent Reda Keller Williams Realty

  7 van Keuren Ave, Pine Bush, NY 12566
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  /50

  $850,000

  • 6 Beds
  • 3.5 Baths
  • 4,517 Sq Ft

  3 Caledonia Cir, Highland Mills, NY 10930

  Welcome to 3 Caledonia Circle: A Luxurious Haven in the Brigadoon CommunityImagine stepping into a stunning home that exudes elegance and sophistication. The beautiful big house boasts a majestic double-ceiling entryway with big chandeliers that sparkle and shine, setting the tone for a luxurious living experience. The expansive living room is a bright and airy space with double ceilings

  Yakov Winkler Preferred Properties Real Esta

  3 Caledonia Cir, Highland Mills, NY 10930
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  /35

  $839,000

  • 5 Beds
  • 4.5 Baths
  • 3,182 Sq Ft

  1 Cindy Ln, Highland Mills, NY 10930

  NEW!! Discover the epitome of luxury living in this magnificent, one-of-a-kind home!! Nestled in a highly sought-after neighborhood. This stunning property boasts an expansive layout, offering ample space for both relaxation and entertainment. The heart of the home is the magnificent kitchen, featuring elegant granite countertops that blend style and functionality, perfect for culinary

  Joseph Rosenfeld Flag Realty Group

  1 Cindy Ln, Highland Mills, NY 10930
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  /4

  $877,000

  • 5 Beds
  • 2 Baths
  • 2,000 Sq Ft

  5 Tappan Dr, Monroe, NY 10950

  Don't miss out on this opportunity to own your lakefront dream home situated on a quiet, half acre, cul-de-sac in the village of South Blooming Grove.You will be minutes away from major highways, close to supermarkets and everything this neighborhood has to offer. Whether you're lookingto move in, build you own dream home or invest, this is the home for you!

  Shalom Landau eRealty Advisors, Inc

  5 Tappan Dr, Monroe, NY 10950
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  /48

  $899,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 4.5 Baths
  • 4,614 Sq Ft

  10 Mountain Brook Rd, Cornwall, NY 12518

  Welcome to 10 Mountain Brook Road, a magnificent contemporary home set on a lush 1.4-acre lot in the desirable neighborhood of Cornwall. This impressive residence boasts over 4,600 square feet of thoughtfully designed living space, featuring five bedrooms—including a luxurious primary suite conveniently located downstairs and four additional bedrooms upstairs, three of which are en suite—offering

  Alicia Goldman Christie's Int. Real Estate

  10 Mountain Brook Rd, Cornwall, NY 12518
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  /26

  $830,000

  • 5 Beds
  • 3.5 Baths
  • 3,456 Sq Ft

  87 Mill St, Wallkill, NY 12589

  Welcome to your private Hudson Valley retreat! This stunning 4-bedroom colonial is set on two separate parcels totaling 32.7 acres—a rare offering that includes a 29.8-acre main parcel and a 2.9-acre adjacent lot, providing endless possibilities and privacy.A long, gated driveway leads to the elegant home, nestled in a serene and lush setting ideal for those seeking peace and space. The

  Amy Liu Douglas Elliman Real Estate

  87 Mill St, Wallkill, NY 12589
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  /40

  $950,000

  • 6 Beds
  • 2.5 Baths
  • 3,400 Sq Ft

  8 Lemberg Ct Unit 302, Monroe, NY 10950

  > > > > $279 PER SF ONLY Welcome to this well-maintained home located on a private and quiet court, offering comfort, space, and flexibility for today's lifestyle. This exceptional property features a huge Passover kitchen, ideal for large gatherings and holiday hosting, as well as a generously sized

  Joel Basch eRealty Advisors, Inc

  8 Lemberg Ct Unit 302, Monroe, NY 10950
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  /48

  $974,000

  • 5 Beds
  • 4.5 Baths
  • 5,169 Sq Ft

  260 Main St, Goshen, NY 10924

  Behind the Victorian-style exterior and under the timeless slate tile roof lies a brand-new home with all the modern amenities. Spacious rooms and high ceilings create a grand and elegant atmosphere. The kitchen has stainless steel appliances, granite counters, a stove pot filler, a wine fridge, and a tile backsplash. The primary bedroom with a walk-in closet boasts a highly unique turret-style

  Ryan Degnan Howard Hanna Rand Realty

  260 Main St, Goshen, NY 10924
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  /49

  $899,000

  • 8 Beds
  • 5 Baths
  • 4,020 Sq Ft

  2 Rocky Ln, New Windsor, NY 12553

  Stunning 8-Bedroom and 5 Full bath Home Just 1 Hour 15 Minutes from NYC!Welcome to this breathtaking, oversized gem that truly has it all! Boasting 8 spacious bedrooms and 5 full bathrooms, this extraordinary home offers an abundance of space and comfort for multi-generational living, large families, or those who love to entertain.This home has been completely renovated from top

  Waldina Almazan RE/MAX Benchmark Realty Group

  2 Rocky Ln, New Windsor, NY 12553
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  /46

  $975,000

  • 7 Beds
  • 2 Baths
  • 3,237 Sq Ft

  107 Lake Shore Rd, Greenwood Lake, NY 10925

  Lakefront Paradise in Greenwood Lake, NYDiscover the beauty of lakefront living with this incredible property in Greenwood Lake! This unique listing features two charming houses, making it an ideal family getaway or a fantastic investment opportunity.Property Highlights:- Stunning Lake and Mountain Views: Enjoy breathtaking sights from both homes, perfect for outdoor enthusiasts and nature

  Joseph McNamee Keller Williams Realty

  107 Lake Shore Rd, Greenwood Lake, NY 10925
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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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  /29

  $499,999

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

  11 Queen St, New Windsor, NY 12553

  Beautifully renovated, very spacious 5 bedroom, 3 full bathroom home! This home features 2 driveways, a 2 car garage, a large backyard, all on a large piece of property. Downstairs features its own entrance and finished features, perfect for mother daughter set up or guest space. Come make this home yours!

  Joel Ayala HomeSmart Homes & Estates

  11 Queen St, New Windsor, NY 12553
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  /40

  $625,000

  • 5 Beds
  • 2.5 Baths
  • 2,288 Sq Ft

  3 Carroll Dr, Highland Mills, NY 10930

  Welcome home to this completely renovated 5 bedroom, 2.5 bath bi-level nestled on a quiet cup-de-sacin one of the area's most sought after locations. From top to bottom , this home has been transformed with modern finishes. thoughtful updates, and a layout designed for todays lifestyles.Step inside to discover a bright and open floor plan, highlighted by a cozy fireplace, gleaming floors and

  Jayne Mangieri Keller Williams Valley Realty

  3 Carroll Dr, Highland Mills, NY 10930
• 

  

  /48

  $729,000

  • 6 Beds
  • 4 Baths
  • 2,384 Sq Ft

  2 Mockingbird Ln, Washingtonville, NY 10992

  Welcome to this beautifully renovated duplex in the heart of desirable Washingtonville! This move-in ready property offers an incredible opportunity whether you’re looking for a multi-generational living arrangement or prefer to live in one unit and rent out the other to help offset your mortgage. Both sides of the duplex have been thoughtfully updated and lovingly maintained, surrounded by a

  Naomi Catania Picture It Sold, LLC

  2 Mockingbird Ln, Washingtonville, NY 10992
• 

  

  /31

  $679,900 Open Sun 12PM - 3PM

  • 5 Beds
  • 2.5 Baths
  • 2,746 Sq Ft

  26 Laura Ln, Warwick, NY 10990

  Welcome home to 26 Laura Lane located in the Heart of the Village of Warwick. As you drive up you will find a horseshoe driveway along with additional parking on the side of the home. In addition to the ample parking, the home is complemented by a one-car garage. Nestled in a quaint village setting, this spacious 5-bedroom Colonial offers the perfect blend of comfort, convenience, and modern

  Tammy Scotto BHG Real Estate Green Team

  26 Laura Ln, Warwick, NY 10990
• 

  

  /27

  $699,000

  • 5 Beds
  • 3.5 Baths
  • 1,952 Sq Ft

  381 New York 32, Woodbury, NY 10917

  Welcome to your private oasis on 1.2 acres, partially renovated with over $150,000 in updates already completed. Upstairs features 4 bedrooms and 2.5 bathrooms, including a luxurious master suite with a heated bathroom floor. Enjoy all-new windows, flooring, doors, plumbing, electric, and central A/C, filling the home with modern comfort and natural light.The fully renovated basement

  Josef Orlansky Rodeo Realty Inc

  381 New York 32, Woodbury, NY 10917
• 

  

  /34

  $775,000 Open Sun 1AM - 2PM

  • 5 Beds
  • 4 Baths
  • 3,117 Sq Ft

  4 Standish Rd, Monroe, NY 10950

  4 Standish Road is now on the market! When you step inside, you’ll be greeted by a bright foyer. To the right, a cozy, inviting living room perfect for relaxing or entertaining. On the left, you’ll find your elegant dining room, ideal for family meals and special gatherings. The spacious kitchen is designed for both function and style, ready for all your culinary adventures.This lovely home

  Aron Ungar eRealty Advisors, Inc

  4 Standish Rd, Monroe, NY 10950

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