Colonial Homes for Sale in Orange County NY

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  /35

  $625,000

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

  345 Drexel Dr, Pine Bush, NY 12566

  Exceptional income-producing potential awaits at this one-of-a-kind country property, where great space meets endless opportunity. Set against a backdrop of bucolic vistas of the Shawangunk mountains, in an area dotted with beautiful horse farms and wineries, this remarkable property invites you to relax and unwind from the comfort of the classic rocking-chair front porch while taking in the

  KATHERINE (KIT) COLBOURN WRYE BHHS Hudson Valley Properties

  345 Drexel Dr, Pine Bush, NY 12566
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  /49

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,220 Sq Ft

  33 Winchester Dr, Monroe, NY 10950

  Welcome to this classic 4-bedroom, 2.5-bath Colonial nestled in the heart of the Village of Monroe. Offering a fantastic layout, generous living spaces, and endless potential, this home is ready for its next owners to make it their own. A welcoming foyer greets you upon entry and leads to a spacious living room, currently being utilized as a first-floor bedroom, offering flexibility to fit your

  Claudia Lepore Keller Williams Realty

  33 Winchester Dr, Monroe, NY 10950
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  /6

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 2,696 Sq Ft

  76 Winters Ln, Middletown, NY 10940

  Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 1 of the coveted Lane Meadow Farm subdivision, located in the Town of Mamakating, Sullivan County, NY. Enjoy the serenity and natural beauty of one of Sullivan County's newest and most sought-after neighborhoods, where peaceful country living meets exceptional craftsmanship. Featuring

  Jacob Silberstein Parcel Realty LLC

  76 Winters Ln, Middletown, NY 10940
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  /49

  $785,000

  $14K PRICE DROP

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

  4 Debbie Ct, Chester, NY 10918

  Welcome to this exceptional private retreat nestled on beautifully landscaped grounds in desirable Chester. Offering the perfect blend of space, comfort, privacy, and lifestyle, this impressive property is surrounded by natural beauty while remaining conveniently close to shopping, dining, major highways, and the scenic Stewart State Forest. From the moment you arrive, you’ll appreciate the

  Joseph Rosenfeld Flag Realty Group

  4 Debbie Ct, Chester, NY 10918
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  /33

  $499,999

  Open House 8/15

  • 4 Beds
  • 2 Baths
  • 1,861 Sq Ft

  678 Prosperous Valley Rd, Middletown, NY 10940

  Welcome to 678 Prosperous Valley Road, a beautifully renovated Colonial nestled on 0.80 acres in the desirable Town of Middletown. Combining timeless character with modern upgrades, this move-in-ready home offers 4 spacious bedrooms, 2 full bathrooms, and approximately 1,861 square feet of thoughtfully updated living space. Recent improvements include a stunning remodeled kitchen, fully renovated

  Yonauris Gonzalez Then eXp Realty

  678 Prosperous Valley Rd, Middletown, NY 10940
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  /50

  $769,000

  $60K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,584 Sq Ft

  18 Peterson Rd, Monroe, NY 10950

  Welcome to this beautifully maintained, stunning Colonial, ideally situated at the end of a quiet cul-de-sac in the Village of Monroe offering 3 spacious bedrooms, 2 full baths and 2 half baths, a resort-style pool and private lake access. This home reflects true pride of ownership throughout. A charming front porch leads into an spacious foyer, flanked by a formal living room and formal dining

  Claudia Lepore Keller Williams Realty

  18 Peterson Rd, Monroe, NY 10950
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  /41

  $435,000

  Open Sat 1PM - 3PM $30K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  17 Valley Ave, Central Valley, NY 10917

  New Beginnings start with 17 Valley Ave. Not only is this home adorable but there is a heated detached garage/workshop measuring 1706 square feet waiting for you. Use it to hold all your cars or toys and save the other side for your crafts, hobbies or maybe even your home business. Wait till you see the exposed beams,cathedral ceiling,large side yard and the garage/workshop. Sitting pretty in the

  Karen Taphorn Howard Hanna Rand Realty

  17 Valley Ave, Central Valley, NY 10917
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  /50

  $1,950,000

  • 4 Beds
  • 4.5 Baths
  • 5,327 Sq Ft

  11 Manno Farm Rd, Warwick, NY 10990

  TRANQUILITY BASE- Escape the bustle of city life and discover the peace and serenity of Warwick, NY—a Hudson Valley haven surrounded by thriving farms, rolling countryside, and natural beauty, yet still an easy commute via major highways and public transportation to NYC. The property is being sold with an adjoining 1.6 acre buildable lot, offering 3.6 total acres with room to grow, investment

  Amy Wilhelm Corcoran Baer & McIntosh

  11 Manno Farm Rd, Warwick, NY 10990
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  /33

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,758 Sq Ft

  1 Starlight Path, Wallkill, NY 12589

  This inviting, turn-key 2,758 sq. ft. four-bedroom, two-and-a-half-bath Colonial offers a private and serene retreat on two open acres in the Town of Newburgh, just minutes from Chadwick Lake Park and local amenities. The meticulously landscaped grounds welcome you with a vibrant collection of mature plantings, including lace leaf Japanese maples, hydrangea bushes, daylilies, butterfly bushes,

  James Ascione Keller Williams Realty

  1 Starlight Path, Wallkill, NY 12589
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  /39

  $849,900

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  Lot 3 - 62 Camp Monroe Rd, Monroe, NY 10950

  You will fall in love with this beautiful new construction Colonial offering the perfect blend of modern design and urban farmhouse charm, all set on a stunning private 2+ acre lot. One of several available homesites, with additional locations also available, this home is expected to be completed in time for you and your family to enjoy this summer. The home is thoughtfully designed with

  Sandra Spector Howard Hanna Rand Realty

  Lot 3 - 62 Camp Monroe Rd, Monroe, NY 10950
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  /49

  $765,000

  • 4 Beds
  • 3 Baths
  • 3,064 Sq Ft

  118 Ridge Dr, Middletown, NY 10940

  Timeless Character. Endless Possibilities.Nestled on over 12 private, wooded acres along a quiet country road, this stately brick Colonial offers the rare opportunity to own a home where history, craftsmanship, and natural beauty come together. Built circa 1900 and encompassing more than 3,000 square feet, this remarkable residence is filled with the warmth and architectural character that

  Patricia Sassi RE/MAX Benchmark Realty Group

  118 Ridge Dr, Middletown, NY 10940
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  /46

  $949,000

  $46K PRICE DROP

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

  168 Station Rd, Salisbury Mills, NY 12577

  Privately set on 2.6 beautifully landscaped acres, this exceptional Colonial offers an elevated lifestyle with the perfect blend of luxury, comfort, and convenience just minutes from the train station, Interstate 84, and the New York State Thruway. Welcomed by a classic rocking chair front porch and dramatic two-story entry, the home features approximately 3,700 square feet of thoughtfully

  Kathryn DeCrosta Tactical Realty LLC

  168 Station Rd, Salisbury Mills, NY 12577
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  /50

  $850,000

  • 4 Beds
  • 4.5 Baths
  • 4,522 Sq Ft

  232 Tally Ho Rd, Middletown, NY 10940

  A Rare Country Estate Rich in History, Character & Timeless Beauty. Nestled off the road and surrounded by approximately 17 private, wooded acres, this remarkable circa 1820 estate offers an extraordinary opportunity to own a piece of Hudson Valley history. Lovingly expanded over generations while preserving its original character, this one of a kind residence encompasses over 4,500 square feet

  Patricia Sassi RE/MAX Benchmark Realty Group

  232 Tally Ho Rd, Middletown, NY 10940
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  /22

  $735,000

  $30K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,329 Sq Ft

  315 Arcadia Rd, Goshen, NY 10924

  Nestled on 1.9 picturesque acres in a quiet, scenic, and highly desirable neighborhood, this expansive 3,329 sq. ft. mother–daughter style home offers the perfect blend of comfort, versatility, and natural beauty. Surrounded by peaceful landscapes and open space, the property provides a rare sense of privacy while remaining conveniently located. The main residence features four generously sized

  Jin Pang Panorama Realty

  315 Arcadia Rd, Goshen, NY 10924
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  /36

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 3,070 Sq Ft

  197 Oxford Rd, Chester, NY 10918

  Welcome to this beautifully charming Center Hall Colonial, privately set back from the road on a picturesque property with a tranquil man-made pond, fountain, and inviting wrap-around front porch. This spacious home offers the perfect balance of classic elegance and comfortable everyday living. The thoughtfully designed floor plan features a formal living room that flows seamlessly into the warm

  Regina Carmel Howard Hanna Rand Realty

  197 Oxford Rd, Chester, NY 10918
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  /38

  $575,000

  • 6 Beds
  • 2 Baths

  68 Conklingtown Rd Unit 1&2, Chester, NY 10918

  Rare opportunity. Come in and see this multi-family property in Chester, NY, and very close to main highways. This features 2 separate structures with their own utilities and natural gas. The main house presents 4 bedrooms, a kitchen, a dining room, and a living room with 1 full bath. main house is fully professional painted recently and now floors and roof on this house is 2 years old. The

  Moses Schreiber MS Realty Group USA, Inc

  68 Conklingtown Rd Unit 1&2, Chester, NY 10918
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  /27

  $469,000

  • 3 Beds
  • 3 Baths
  • 1,357 Sq Ft

  70 Main St, Chester, NY 10918

  Welcome to 70 Main Street, a village gem situated right in the heart of historic Chester! This versatile 4-bedroom, 2.5-bathroom home combines classic architectural character with generous living spaces and modern convenience. The main residence features an inviting floor plan with bright, sunlit rooms and comfortable living areas throughout. A standout highlight of this property is the separate

  Pedro Garcia Curasi Realty, Inc.

  70 Main St, Chester, NY 10918
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  /40

  $354,900

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  41 Roosevelt Ave Unit 39, Middletown, NY 10940

  Welcome home to this beautifully maintained 3-bedroom, 1-bath Colonial in the City of Middletown. Conveniently located near shopping, restaurants, parks, schools, and major commuter routes, this home blends classic charm with practical everyday living. From the moment you arrive, you'll be drawn to the expansive wraparound front porch—the perfect place to enjoy your morning coffee or unwind at

  Patricia Sassi RE/MAX Benchmark Realty Group

  41 Roosevelt Ave Unit 39, Middletown, NY 10940
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  /48

  $869,000

  • 5 Beds
  • 2 Baths
  • 1,900 Sq Ft

  11 Merriewold Ln N, Monroe, NY 10950

  Discover this beautiful colonial in the sought-after Merriewold section of the Village of South Blooming Grove. With 5 bedrooms and 2 bathrooms, this home offers plenty of space for a growing family. The spacious interior features a kitchen breakfast bar, a formal dining room, and an inviting living area. The level, private lot offers plenty of room for outdoor activities. The backyard is

  Shalom Landau eRealty Advisors, Inc

  11 Merriewold Ln N, Monroe, NY 10950
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  /45

  $799,000

  $50K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,822 Sq Ft

  Lot #4 Mountain Rd, Greenville, NY 12771

  New home with breathtaking views starting at $799,000. Beautiful, fully engineered lot ready to build in Greenville in the highly regarded Minisink School District. Customize a 3,000 sq ft colonial with one of our region‘s most reputable builders, set on a premium southeast facing lot with miles of valley views. Thoughtfully designed, this home leaves you impressed with its blend of timeless

  Leeshai Lemish Panorama Realty

  Lot #4 Mountain Rd, Greenville, NY 12771
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  /35

  $675,000

  Open Sun 2PM - 4PM $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,784 Sq Ft

  335 Laroe Rd, Chester, NY 10918

  Set on 3.2 acres within the Monroe-Woodbury School District, 335 Laroe Road offers a rare combination of space, functionality, and a convenient Chester location. Step inside to the welcoming two-story foyer featuring an open staircase and you'll immediately appreciate the size of the home. The main level offers a functional layout with multiple living spaces, including a living room, formal

  Christina D'Altilio Coldwell Banker Choice Prop.

  335 Laroe Rd, Chester, NY 10918
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  /43

  $685,000

  $15K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,436 Sq Ft

  5 Horton Rd, Washingtonville, NY 10992

  Welcome home to this large, very spacious 3,436 sq ft Colonial, which is located in a very safe area. It offers 4 bedrooms and 3.5 baths! Step up onto the large rocking-chair front porch and enjoy the sounds of nature. The main floor of the home boasts all stainless-steel appliances in the eat-in kitchen, an island, pantry, and an open floor plan that includes the sitting room with a cozy gas

  Moses Schreiber MS Realty Group USA, Inc

  5 Horton Rd, Washingtonville, NY 10992
• 

  

  /23

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,812 Sq Ft

  11 Summit Trail, Monroe, NY 10950

  House completely gutted, renovated and extended with an additional 2nd floor boasting a huge primary bedroom suite with full bath walk in closet. Deck off bedroom. Large deck off of living room on main floor overlooking beautiful patio & backyard featuring a large renovated finished shed with a/c, can be used as a home office.

  Elly Walden Howard Hanna Rand Realty

  11 Summit Trail, Monroe, NY 10950
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  /50

  $599,900

  • 4 Beds
  • 1.5 Baths
  • 3,280 Sq Ft

  22 Camp Orange Rd, Middletown, NY 10941

  Cherished through generations and lovingly maintained by its owners, this remarkable circa home is ready for its next chapter. Set on 3.6 beautifully level acres in the Valley Central School District, the property offers the perfect blend of historic character, functional space, and country charm. As you approach, the care and pride of ownership are immediately evident. A welcoming front porch

  Rosalie Cook Weichert Realtors

  22 Camp Orange Rd, Middletown, NY 10941
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  /43

  $1,999,999

  • 5 Beds
  • 3.5 Baths
  • 3,172 Sq Ft

  72 Peddler Hill Rd, Monroe, NY 10950

  Attention investors and homeowners! Rare opportunity to own 3.7 acres in the Village of South Blooming Grove. This property features a spacious 3,172 sq. ft. split-level home with multiple living areas, generous bedrooms, and flexible space for extended living. Set on a mostly level parcel with potential future development opportunities, this unique offering combines immediate comfort with

  Lazar Schvimmer Mount Realty

  72 Peddler Hill Rd, Monroe, NY 10950
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  /47

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,477 Sq Ft

  25 Hill Rd, Goshen, NY 10924

  Welcome to 25 Hill Road in Goshen, NY — a charming and spacious home filled with character, warmth, and versatile living space throughout. Step inside to find beautiful hardwood floors, classic wood trim, and inviting rooms designed for everyday comfort and entertaining. The home features a bright living room, a formal dining room with hardwood floors and charming details, and a beautifully

  Kerri Stretch Howard Hanna Rand Realty

  25 Hill Rd, Goshen, NY 10924
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  /43

  $799,995

  Open Sat 11AM - 1PM $80K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,134 Sq Ft

  19 Regent Rd, Warwick, NY 10990

  Welcome to 19 Regent Road, where space, comfort, and community come together in one of Warwick's most sought-after neighborhoods, The Ridge at Wickham Lake. From the moment you arrive, you'll appreciate the pride of ownership and thoughtful updates that make this home truly special. Offering over 3,100 square feet of living space plus a finished walkout lower level, this home provides the

  Jason Madison eXp Realty

  19 Regent Rd, Warwick, NY 10990
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  /50

  $735,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,839 Sq Ft

  12 Neveles Pride Ct, Pine Bush, NY 12566

  Welcome to Your Dream Home in a Highly Desirable Location! Nestled on over 17 private acres, this beautiful colonial offers the perfect blend of space, comfort, and tranquility—set on a quiet cul-de-sac surrounded by well-kept homes. Step inside to find a spacious and inviting layout featuring a formal dining room, perfect for entertaining, and a bright eat-in kitchen ideal for everyday living.

  Barbara Rojas Curasi Realty, Inc.

  12 Neveles Pride Ct, Pine Bush, NY 12566
• 

  

  /37

  $674,999

  • 4 Beds
  • 3.5 Baths
  • 2,636 Sq Ft

  272 Beaver Dam Rd, Montgomery, NY 12549

  The original owners say it's time to move and pass this home to new owners. This property sits on 1.36 acres and offers over 2500 sq feet of living space. It has 2 primary bedrooms one on the first floor which has an its own bathroom and laundry. Upstairs is another primary bedroom 2 additional bedrooms, laundry, a bathroom and bonus space. Use your imagination and use it how you want to. There

  Allison Hinek Hudson Valley Home Connection

  272 Beaver Dam Rd, Montgomery, NY 12549
• 

  

  /45

  $825,000

  • 5 Beds
  • 2.5 Baths
  • 2,948 Sq Ft

  107 Moffat Rd, Washingtonville, NY 10992

  Perched on a picturesque, park-like 5-acre setting, this fabulous home offers spectacular panoramic views and breathtaking sunsets that paint the sky each evening. On especially clear days, you can even enjoy distant views stretching into Pennsylvania, creating a truly remarkable backdrop for everyday living. Meticulously maintained and presented in pristine condition, this home reflects years of

  Robin Butler-Koschei Hanson Real Estate Partners

  107 Moffat Rd, Washingtonville, NY 10992
• 

  

  /21

  $312,000

  $18K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  68 Kennel Rd, Cuddebackville, NY 12729

  **Nestled on 1.9 acres framed by timeless stone walls and mature trees, this isn’t just a home—it’s a hideaway.** Quiet, private, and filled with natural light, this 3-bedroom, 2-bath retreat is the kind of place you discover and never want to leave.From the moment you walk in, the oversized windows steal the show—flooding the space with light and letting the outside in. The first floor

  Rebecca Kane KW Hudson Valley United

  68 Kennel Rd, Cuddebackville, NY 12729
• 

  

  /40

  $1,145,000

  $45K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,102 Sq Ft

  170 Dickerson Ave, Montgomery, NY 12549

  Your private retreat in the Hudson Valley, 80 minutes from the city. Ten estate-like acres, a heated pool, and total seclusion. With Stewart Airport just 30 minutes out and the best of the region within easy reach: golf, fishing, boating, lakes and rivers, miles of hiking, skiing, and the charming hamlets of the Valley, with the Shawangunk Ridge and the Catskills close by. The home lives up to

  Dylan Woods Howard Hanna Rand Realty

  170 Dickerson Ave, Montgomery, NY 12549
• 

  

  /23

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  1543 Route 208, Washingtonville, NY 10992

  Discover your private sanctuary on this stunning 9.96-acre (two parcel) retreat, perfectly positioned far from the road for ultimate peace and tranquility. Designed for the true nature lover, this property offers a seamless blend of quaint, character-filled living spaces and expansive, natural beauty. Enjoy endless hours exploring your own private nature paths, teeming with wildlife, or unwind in

  Susan Lynch BHG Real Estate Green Team

  1543 Route 208, Washingtonville, NY 10992
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  /20

  $1,500,000

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

  1 Jessup Rd, Warwick, NY 10990

  Discover this picture perfect property and bring your vision of Luxury to Life. Break away from the confines of builder models and work directly with the design team to create the custom built home of your dreams. Envisioned to be a spacious home with lake views, thoughtful architectural details, abundant natural light, and seamless indoor-outdoor living spaces this luxurious beauty will be

  Christine Koenig Keller Williams Realty

  1 Jessup Rd, Warwick, NY 10990
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  /37

  $540,000

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,386 Sq Ft

  1 Tenny Ln, Cornwall, NY 12518

  A private contemporary set on 1.8 beautifully manicured acres in Cornwall, the crown jewel of the Hudson Valley. Bordered by trees and hidden from the main road yet still close town. This home was designed to let the outside in with an abundance of over sized windows and skylights. Every window showcases the beauty outside. In true contemporary style there are exposed beams, dramatic

  Karen Taphorn Howard Hanna Rand Realty

  1 Tenny Ln, Cornwall, NY 12518
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  /45

  $525,000

  $50K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,220 Sq Ft

  20 Oneil Cir, Monroe, NY 10950

  Welcome to 20 O’Neil Circle! A beautifully maintained 5-bedroom home nestled on a desirable cul-de-sac, offering a unique and versatile floor plan perfect for today’s lifestyle. Step inside to discover a warm and inviting layout featuring both a spacious living room and a cozy family room with custom built-ins & gas stove, ideal for relaxing or entertaining. The dining area flows seamlessly into

  Nathalie Sessoms Howard Hanna Rand Realty

  20 Oneil Cir, Monroe, NY 10950
• 

  

  /45

  $795,000

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,276 Sq Ft

  34 Stapleton Ct, Middletown, NY 10940

  Seller ready to go! This stunning four-bedroom Colonial is nestled on 1.3 acres at the end of a peaceful cul-de-sac, backing up to the scenic Hunter Nature Preserve. Solar panels owned, utility bills less than $25/month. Enjoy relaxing evenings on the spacious rocking chair front porch. The updated kitchen features beautiful granite countertops and a custom backsplash, perfect for culinary

  Annie Hansen Howard Hanna Rand Realty

  34 Stapleton Ct, Middletown, NY 10940
• 

  

  /50

  $629,000

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  222 Phillipsburg Rd, Goshen, NY 10924

  Nestled on 3.5 acres of lush greenery, this exquisite property offers a perfect blend of modern comfort and serene privacy. As you approach via the long, winding driveway adorned with decorative lighting, you immediately feel a sense of tranquility and seclusion. The home itself is bathed in natural sunlight, thanks to the large windows that grace each room.Step inside to discover a spacious,

  Avi Samet Avion

  222 Phillipsburg Rd, Goshen, NY 10924
• 

  

  /41

  $595,000

  $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,088 Sq Ft

  20 Day Rd, Campbell Hall, NY 10916

  Looking for a blend of classic charm and modern efficiency? This beautifully maintained Center Hall Colonial offers the perfect layout for comfortable living including a Versatile Guest Suite complete with its own entry, living area, and kitchen. It is situated on 1.1 private acres within the highly sought-after Washingtonville School District. Step onto recently installed engineered hardwood

  William Cronin Cronin & Company Real Estate

  20 Day Rd, Campbell Hall, NY 10916
• 

  

  /17

  $599,998

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft

  4 Broad St, Newburgh, NY 12550

  Welcome to this lovely 3 bedroom 2 1/2 bath home with private lower level separate entrance living area. Enjoy amazing waterfront living with gorgeous calming views of the Hudson River on your very own deck. This home is one of the coveted few in Newburgh with truly unobstructed views, situated riverside on one of the most beloved streets in the city that's just minutes to Beacon or downtown

  Michelle Rivera Island Advantage Realty LLC

  4 Broad St, Newburgh, NY 12550

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