Orange County NY Homes under $400,000

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  /37

  $374,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  7 Crestwood Trail, Monroe, NY 10950

  Perfect starter home, Investment opportunity or your weekend getaway! Welcome to this 3-bedroom home in Blooming Grove in Washingtonville School District with Low Taxes, step into a welcoming living room with a cozy wood-burning fireplace that flows into a modern eat-in kitchen boasting beautiful granite countertops and plenty of cabinetry, with gleaming wood floors throughout. The full walk

  

  Alexandra Zinko

  Century 21 Realty Center

  (845) 606-3789

  7 Crestwood Trail, Monroe, NY 10950
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  /33

  $389,000

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  52 S Main St, Florida, NY 10921

  Welcome to 52 South Main Street Florida! This cute farmhouse is conveniently located -walking distance to downtown shops, bars, and restaurants. The front porch is the perfect spot to enjoy your coffee while people watching. The long driveway allows for parking multiple vehicles. The deck, fenced in yard, and garden space are a few extras this property has to offer. Come take a look!

  

  Tiffany Megna

  RE/MAX Town & Country

  (845) 478-1197

  52 S Main St, Florida, NY 10921
• 

  

  

  /41

  $399,999

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft

  15 Scanlon Ave, Florida, NY 10921

  Back on the market and recently refreshed, this charming Cape is ready to welcome its next owner! Tucked away on a peaceful village street, the property is surrounded by lush, mature landscaping while still offering close proximity to shopping and transportation. Inside, you’ll find three comfortable bedrooms, two full bathrooms, and beautiful hardwood floors. Arched doorways add classic

  

  John Olivero

  Keller Williams Realty

  (845) 583-0565

  15 Scanlon Ave, Florida, NY 10921
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  /50

  $360,000

  • 2 Beds
  • 1 Bath
  • 1,272 Sq Ft

  9 Emboden Ave, Otisville, NY 10963

  Ideal home for a first time home buyer or someone looking to downsize. Great 2 bedrooms, 1 bathroom ranch is perfect for anyone looking for one level living. Beautiful natural woodwork, gleaming hardwood floors. Living room has a brick fireplace with a woodburning stove insert that helps keep heating cost to a minimum. Modern updated bathroom with walk-in shower. Kitchen cabinets were recently

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 402-2217

  9 Emboden Ave, Otisville, NY 10963
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  /29

  $379,999

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  2 Muller Ln, Sparrow Bush, NY 12780

  Fabulous Mid Century Modern Brick Ranch located in Sparrowbush NY is only minutes to commuter trains and buses, the Delaware River for recreation, Port Jervis shops, schools and conveniences. Enter this lovely home through a spacious foyer and into a large living room with brick fireplace and natural wood floors, The living room has a serene comfortable feeling with a mid century modern flare. A

  

  Donna Geba

  Century 21 Geba Realty

  (845) 379-3532

  2 Muller Ln, Sparrow Bush, NY 12780
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  /30

  $379,000

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  Looking for a solid investment in the Minisink Valley School District? This newer townhouse (Unit 2C, right side) is tenant-occupied with a lease in place through September 30, 2026, offering immediate income of $2,850/month. Tenants pay for oil and electric, are responsible, and come highly recommended. Privately set, this bright and welcoming home features an open foyer leading into an updated

  

  Hazel Cello

  Keller Williams Hudson Valley

  (845) 328-4272

  568 County Route 49 Unit 2C, Middletown, NY 10940
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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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  /2

  $399,000

  • Land
  • 4.60 Acres
  • $86,739 per Acre

  79 Old Minisink Trail, Goshen, NY 10924

  Discover 4.6 acres of vacant land, ideal for your dream home or rural retreat. Located in a peaceful setting, this property offers space, privacy, and endless possibilities. Call today to learn more!

  

  John Olivero

  Keller Williams Realty

  (845) 316-1102

  79 Old Minisink Trail, Goshen, NY 10924
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  /15

  $369,000 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,284 Sq Ft

  26 Linden Dr, Highland Mills, NY 10930

  PRIME end unit Townhouse style home with detached garage and upgrades galore...Prime and pristine are just the start to describe this very rare Townhouse style home! Offering 2 bedrooms 1 1/2 baths and modern Kitchen area with a sun drenched living room and dining room open floor plan! It gets better! BONUS END UNIT & A BETTER BONUS... GARAGE !! Central Air Municipal Water / Sewer with a Pool and

  

  Erin Connolly

  Artisan Realty

  (845) 310-0399

  26 Linden Dr, Highland Mills, NY 10930
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  /2

  $369,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft

  4703 Whispering Hills Unit 320, Chester, NY 10918

  Rare end unit in Whispering Hills. 3 bedrooms, 2 1/2 bathroom in spectacular location in the highly sought after Chester School district. Coming soon. Stay tuned....

  

  Erin Connolly

  Artisan Realty

  (845) 328-6250

  4703 Whispering Hills Unit 320, Chester, NY 10918
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  /34

  $389,900

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  526 State Route 42, Sparrow Bush, NY 12780

  Tastefully Renovated Ranch on 1.4 Acres.Welcome home to this beautifully renovated 3-bedroom, 1-bathroom ranch with a 1-car garage, set on 1.4 acres of peaceful property. No detail has been overlooked in creating this open and inviting floor plan. The large kitchen offers an abundance of cabinets and countertop space, complemented by stainless steel appliances and new flooring. Perfect for

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 606-6160

  526 State Route 42, Sparrow Bush, NY 12780
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  /29

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,155 Sq Ft

  23 Oak St, Newburgh, NY 12550

  Charm galore! This updated move-in ready 2 story Newburgh home is conveniently located in the West End of the city. Enter by an enclosed three-season front porch. A modern open floor plan features a great room for living and dining and is separated by decorative columns and leads to a covered deck and fenced back yard. The chef's kitchen has updated appliances featuring a French door fridge,

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 552-4813

  23 Oak St, Newburgh, NY 12550
• 

  

  /19

  $339,000

  • 3 Beds
  • 1 Bath
  • 1,163 Sq Ft

  17 Schneider Ave, Highland Falls, NY 10928

  Nestled in the heart of Highland Falls and a stone's throw from the prestigious West Point Military Academy and Museum, this charming 3-bedroom, 1-bathroom detached home offers an exceptional living experience at 17 Schneider Ave. With a modest yet inviting 1163 sq ft of interior space, this property presents an unparalleled opportunity to own a piece of tranquility while being minutes away from

  Hershel Reisz

  eRealty Advisors, Inc

  (845) 583-1264

  17 Schneider Ave, Highland Falls, NY 10928
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  /35

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,471 Sq Ft

  812 Tower Ave, Maybrook, NY 12543

  You will fall in love with this lovely cape code on a level double lot! 2023 kitchen with stainless steel appliances and an island for your morning coffee! Separate bright dining area for dinner, family room with a cozy wood burning stove, living room and a entry sunroom that could be used as a guest bedroom, gives you plenty of space to enjoy, Three bedrooms upstairs and a full unfinished

  

  Inna Sobel

  Atelier Properties LLC

  (845) 299-8711

  812 Tower Ave, Maybrook, NY 12543
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  /22

  $345,000

  • 3 Beds
  • 2.5 Baths
  • 1,392 Sq Ft

  65 Darin Rd, Warwick, NY 10990

  Charming and move-in ready townhouse in desirable Kings Estates of Warwick, NY, located in the Warwick Valley Central School District with no HoA fees and 60 mins to/from NYC. This cozy 3-bedroom, 2.5-bath home offers an open-concept living and dining area filled with natural light. The updated kitchen boats stainless steel appliances, offering a modern touch to this warm and inviting home. A

  Sandra Laramore Redfin Real Estate

  65 Darin Rd, Warwick, NY 10990
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  /36

  $359,999

  • 3 Beds
  • 3.5 Baths
  • 2,682 Sq Ft

  4 Elizabeth St, Port Jervis, NY 12771

  Location, location, location! This gorgeous Victorian home is packed with charm and modern upgrades. Boasting an updated kitchen, high ceilings, new floors, formal dining room and large living room. This 3+ bedroom, 3.5-bath property offers a perfect balance of classic elegance and contemporary convenience. The third level provides exciting potential for an in-law suite, adding even more

  Christian Zube Realty Executives Exceptional

  4 Elizabeth St, Port Jervis, NY 12771
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  /6

  $376,000

  • 3 Beds
  • 1 Bath
  • 702 Sq Ft

  27 Interlochen Pkwy, Monroe, NY 10950

  Why Rent When You Can Own?Charming and affordable, this sweet home offers 3 comfortable bedrooms and 1 full bath in move-in condition. Perfectly situated in a desirable location, it combines convenience with great value. Whether you’re a first-time buyer or looking to downsize, this is your opportunity to invest in homeownership instead of paying rent. Don’t miss your chance—schedule a

  Joseph Rosenfeld Flag Realty Group

  27 Interlochen Pkwy, Monroe, NY 10950
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  /44

  $386,500

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  648 State Route 17k, Montgomery, NY 12549

  Character and charm abound in this classic 1920s stone Cape! Set on a level 2.3-acre lot, this timeless home welcomes you with a true rocking chair front porch. A detached two-car garage with loft provides an abundance of storage, while inside you’ll find an updated kitchen featuring stainless steel appliances, granite countertops, and a vaulted ceiling. The inviting living room with its

  Steve Vinti Weichert Realtors

  648 State Route 17k, Montgomery, NY 12549
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  /36

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  111 Indian Trail, Maybrook, NY 12543

  MAYBROOK UPDATED AFFORDABLE HOME IN VALLEY CENTRAL SCHOOL DISTRICT WITH EASY ACCESS TO I-84. Cozy and ready to move in freshly painted 3 bedroom, 1.5 bathroom home with family room, oversize driveway and large shed for extra storage. Fenced backyard. All municipal services. Low utility bills. In the center of town with walking distance to public transit. Kitchen and laundry appliances stay with

  George Koudounas RE/MAX Benchmark Realty Group

  111 Indian Trail, Maybrook, NY 12543
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  /28

  $399,999

  • 4 Beds
  • 1.5 Baths
  • 1,637 Sq Ft

  12 High Farms Rd, Westtown, NY 10998

  Step inside to your new sanctuary bathed in natural light in a serene neighborhood! This stunning 4 bedroom, 1.5 bathroom home boasts a fresh coat of paint and brand new floors offering a modern and inviting ambiance. Step inside and be impressed by the spacious layout that provides room for everyone to relax and unwind. On the first level you will conveniently find the first bedroom and half

  Samantha McCrory Exit Realty Connections

  12 High Farms Rd, Westtown, NY 10998
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  /25

  $379,999

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  408 County Route 22, Middletown, NY 10940

  MINISINK SCHOOLS-Welcome home to 408 County Route 22, a charming raised ranch in the heart of the Hudson Valley. This home is ready for your personal touch and updates, with a list of solid improvements that give you a head start. Inside, the home features a traditional raised ranch layout with living, dining and kitchen spaces on the main level, plus bedrooms and baths awaiting your vision. The

  Glenn Ramcharitar Rita Levine Real Estate

  408 County Route 22, Middletown, NY 10940
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  /42

  $385,000

  • 2 Beds
  • 2.5 Baths
  • 1,215 Sq Ft

  45 Aldo Ct, Monroe, NY 10950

  END UNIT! ELEGANTLY RENOVATED 2-BEDROOM CONDO RETREAT--NOTHING TO DO BUT JUST MOVE IN!Experience refined living in this beautifully updated 2-bedroom, 2.5 bath residence, where sophisticated design meets modern comfort. A neutral designer palette flows seamlessly throughout, highlighting the home’s bright, airy atmosphere and open layout. The expansive living/dining area exudes elegance, with

  Mary Ann Mitchell eXp Realty

  45 Aldo Ct, Monroe, NY 10950
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  /34

  $359,000

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft

  2409 Whispering Hills, Chester, NY 10918

  Just Move in and Enjoy! Beautifully maintained, sun filled and open 3 BR, 2 1/2 bath end unit in Whispering Hills! Lovely wood floors on 1 st floor! LR with fireplace opens to Dining area. Updated Kitchen with stainless steel appliances has sliders to private patio! Updated baths! New garage door and opener! A/C replaced about 5 years ago. Water heater replaced about 2 years ago.

  Linda Clark Hudson Valley Griffith

  2409 Whispering Hills, Chester, NY 10918
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  /50

  $379,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,608 Sq Ft

  4 Russell Mews, Middletown, NY 10940

  Welcome to this beautifully updated home! Enjoy an open-concept kitchen with new cabinets; they're the larger size for extra storage. There's a large farm sink and a bump-out counter for additional seating. The appliances are on the newer side, including a microwave and dishwasher purchased in 2021, complemented with the stove and refrigerator that were updated in 2020. A convenient

  Luanne McGann Century 21 Full Service Realty

  4 Russell Mews, Middletown, NY 10940
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  /36

  $375,000

  • 4 Beds
  • 2 Baths
  • 2,071 Sq Ft

  20 Cedar Trail, Monroe, NY 10950

  If you've been searching for a home that stands out from the ordinary, look no further! From the moment you enter the bright two-story foyer, framed by skylights and stylish Nelson pendant lights, you'll feel the character and charm that sets this home apart. Natural light fills the open-concept design, creating a warm and inviting flow throughout.The contemporary-style floor plan features a

  Sheyla Falesto Howard Hanna Rand Realty

  20 Cedar Trail, Monroe, NY 10950
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  /29

  $359,995

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft

  73 Laudaten Way, Warwick, NY 10990

  Discover this charming, spacious 3-bedroom, 2-bath townhouse in the Village of Warwick. The inviting living room features a cozy fireplace, perfect for relaxing evenings, and flows seamlessly into the dining area. The kitchen boasts plenty of cabinet space and sleek granite countertops. Natural light floods the home through sliding doors that lead to a large, private fenced-in patio—ideal for

  Danielle Roche Howard Hanna Rand Realty

  73 Laudaten Way, Warwick, NY 10990
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  /14

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,088 Sq Ft

  7 2nd Ave, Unionville, NY 10988

  Fully renovated 3 bed, 2 bath home in Minisink schools! Featuring a smart floorplan, detached garage, and an extra lot for endless possibilities. Move-in ready and waiting for you!

  Elizabeth Muniz Howard Hanna Rand Realty

  7 2nd Ave, Unionville, NY 10988
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  /10

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,706 Sq Ft

  715 Stony Ford Rd, Middletown, NY 10941

  Located on 1 acre in the Town of Wallkill, this 3 bedroom Split Level home is looking for a buyer who is very handy. Being sold "as-is", in need of a new upstairs bathroom, and a kitchen renovation. Minutes from highways and medical facilities.

  Gloria Allan John J Lease REALTORS Inc

  715 Stony Ford Rd, Middletown, NY 10941
• 

  

  /34

  $365,000

  • 3 Beds
  • 1.5 Baths
  • 1,524 Sq Ft

  75 Orange St, Port Jervis, NY 12771

  Move in ready! Immaculate home, just awaiting your personal touch. Freshly painted in soothing colors, this home exudes serenity. Charm and classic trim make this home easy to love. The large eat in kitchen features a farmhouse sink and live edge wooden countertops. Enjoy your morning beverage on the 3 season enclosed porch. Home features blown in insulation . Playhouse in the fenced

  Robin Butler-Koschei Hanson Real Estate Partners

  75 Orange St, Port Jervis, NY 12771
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  /29

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  1068 River Rd, New Windsor, NY 12553

  A RARE OPPORTUNITY: A beautiful brand new home with boastful Hudson Valley River and Mountain Views! Loaded with spectacular oversized windows creates SUN DRENCHED rooms, Abundance of high-end lighting fixtures and spotlights throughout the house Enjoy easy . A rear entry through the window lined room is perfect for a sunny play room or for a quiet corner to sit to read a good book enjoying the

  Yidel Rosenberg MS Realty Group USA, Inc

  1068 River Rd, New Windsor, NY 12553
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  /37

  $369,000

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  51 Howard Dr, Middletown, NY 10941

  This updated ranch sits on a corner lot and has been tastefully updated with a new kitchen, front and rear decks, and baths in 2020. The home has hardwood floors throughout. The value here is excellent. All you'll need to do is unpack and move in.On the market for the first time in forty-six years, its owners are happy to know another will soon love the home.Located less than 5 minutes to

  Adrienne Volpe Keller Williams Hudson Valley

  51 Howard Dr, Middletown, NY 10941
• 

  

  /19

  $369,000

  • 4 Beds
  • 1.5 Baths
  • 1,272 Sq Ft

  35 Woods Place, Middletown, NY 10940

  This charming four-bedroom, one-bathroom home offers comfortable living space with a versatile layout. The layout provides plenty of room with flexible living spaces. Located in a welcoming Middletown neighborhood, you'll enjoy easy access to quality schools, convenient public transportation, and shopping options just minutes away. Whether you're starting fresh or looking to upgrade, this

  Kevin Sanabria eRealty Advisors, Inc

  35 Woods Place, Middletown, NY 10940
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  /30

  $374,999

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  5 Mills Ave, Middletown, NY 10940

  LOCATION, LOCATION, LOCATION! Don’t miss this charming 3 Bedroom, 1.5 Bathroom Two-Story Home located in the heart of Middletown and within the Middletown School District. This home offers unbeatable convenience—just minutes from local restaurants, shopping centers, banks, healthcare facilities, and postal services. Situated close to elementary and secondary schools, and just blocks from Orange

  Richard Baxter Keller Williams Realty

  5 Mills Ave, Middletown, NY 10940
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  /35

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  146 Oakland Valley Rd, Cuddebackville, NY 12729

  Discover this charming 3-bedroom, 1.5-bath home nestled in a peaceful, wooded setting with a pond and plenty of privacy. Step inside to find soaring ceilings and beautiful hardwood floors throughout, complemented by an abundance of natural light streaming through large windows and skylights.The bright kitchen features a convenient door leading to the back deck—perfect for sipping morning

  Gail Rachlin Keller Williams Hudson Valley

  146 Oakland Valley Rd, Cuddebackville, NY 12729
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  /30

  $375,000

  • 1 Bed
  • 1 Bath
  • 792 Sq Ft

  20 Fulton Rd, Fort Montgomery, NY 10922

  Opportunity Knocks! New price, same great home! This beautifully renovated turnkey home sits on an extra large corner lot with views of the Hudson River and offers an ideal retreat for those seeking a weekend getaway, first time home buyer, investment property, or those looking to downsize. While modest in square footage, it is large in amenities, including a bonus room that lives like a second

  Deborah Nunziato Howard Hanna Rand Realty

  20 Fulton Rd, Fort Montgomery, NY 10922
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  /15

  $369,000

  • 3 Beds
  • 1.5 Baths
  • 1,241 Sq Ft

  28 Sunset Terrace, Warwick, NY 10990

  Bring your imagination and creative , designer ideas to makeover this fantastic house with more than meets the eye , into your " DREAM HOME ! From the large, decked front porch, enter into an open, flowing LIVING Room, DINING Room, KITCHEN with a back door that leads to a large , PRIVATE deck, and sliders to a 3 season/family room. There are three bedrooms and a full bathroom on the first

  Patricia Brady Keller Williams Realty

  28 Sunset Terrace, Warwick, NY 10990
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  /37

  $377,000

  • 1 Bed
  • 2 Baths
  • 1,585 Sq Ft

  123 Newport Bridge Rd, Warwick, NY 10990

  Welcome to this beautifully renovated home in the charming town of Warwick! Thoughtfully updated, this move-in-ready property offers a perfect combination of modern touches and timeless character, making it an excellent choice for first-time homebuyers looking to settle in a welcoming community.Inside, you'll find a cozy 1-bedroom and a versatile flex room, perfect for a home

  Carmela Lopez Borrazas Keller Williams Realty

  123 Newport Bridge Rd, Warwick, NY 10990
• 

  

  /26

  $357,000

  • 3 Beds
  • 2.5 Baths
  • 1,316 Sq Ft

  2503 Whispering Hills, Chester, NY 10918

  PRICE REDUCED NEED TO SELL!!! Motivated Seller -- Discover this beautiful 3-bedroom, 2.5-bath duplex offering 1,316 sq ft of comfortable living in the highly desirable Whispering Hills condo community in Chester, NY. Enjoy great outdoor space, perfect for relaxing or entertaining. Ideal for commuters with easy access to major highways, and located within the sought-after Chester School District.

  Sonia Gonzalez Keller Williams Hudson Valley

  2503 Whispering Hills, Chester, NY 10918
• 

  

  /27

  $370,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  520 Shore Dr, New Windsor, NY 12553

  Welcome to your perfect getaway! This beautifully updated single-family home offers the ideal blend of lakeside living, modern comfort, and breathtaking natural surroundings. Located in a desirable lake community, this home features lake rights for boating, fishing, and swimming, plus stunning mountain views and tranquil lake vistas from the inviting front porch. Step inside to an open-concept

  Matthew O'Hare Coldwell Banker Realty

  520 Shore Dr, New Windsor, NY 12553
• 

  

  /21

  $369,000

  • 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 Keller Williams Hudson Valley

  68 Kennel Rd, Cuddebackville, NY 12729

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