Orange County NY Homes under $500,000

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  /9

  $499,000

  • Land
  • 7.8 Acres
  • $63,974 per Acre

  TBD Kiernan Rd, Hamptonburgh, NY 10916

  Situated on Kiernan Road in Hamptonburgh, this 7.8-acre parcel offers an exceptional opportunity to create a private custom homesite in a peaceful, scenic setting on a dead end road within the highly regarded Goshen Central School District. Featuring approximately 402 feet of road frontage and a desirable rectangular layout, the property provides excellent access and flexibility for site

  Jason McGovern Keller Williams Hudson Valley

  TBD Kiernan Rd, Hamptonburgh, NY 10916
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  /11

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft

  95 Dupont Ave, Newburgh, NY 12550

  Welcome to 95 Dupont Ave in Newburgh! A spacious and versatile property offering exceptional value and strong investment potential. This expansive home features generous living areas and a desirable kitchen, creating a bright and functional flow throughout the main level. Renovated bathrooms and a finished basement add immediate appeal, providing additional usable space for a variety of needs.

  Yesenia Larios Howard Hanna Rand Realty

  95 Dupont Ave, Newburgh, NY 12550
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  /17

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,170 Sq Ft

  81 Fullerton Ave, Newburgh, NY 12550

  Well-maintained 3-bedroom, 2-bath home offering over 1,100 square feet of living space in the City of Newburgh. This property features a functional layout with a bright living area, formal dining room, and an eat-in kitchen. Hardwood flooring and generously sized rooms add to the home’s comfort and character. The full basement and attic provide additional storage and potential for future use. Set

  Kewin Garabito eXp Realty

  81 Fullerton Ave, Newburgh, NY 12550
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  /41

  $500,000

  • 3 Beds
  • 2 Baths
  • 2,083 Sq Ft

  375 Eatontown Rd, Port Jervis, NY 12771

  This is one of those homes where pictures do speak a thousand words. If you have been searching for something special, this is it! This home has it all, wonderful location, sought after school district, 3.6 park like acres, desireable open layout. Be wowed by the wall of windows in LR/DR/Kit area which allows you to enjoy the outdoors in, no matter what season, beautiful year around. That area

  Yara Roussos Homes By Yara Realty Group LLC

  375 Eatontown Rd, Port Jervis, NY 12771
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  /18

  $435,000

  $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  117 Sandpiper Ln Unit 1B, New Windsor, NY 12553

  Spectacular River views from this NYC loft style condo with soaring 13' ceilings and hardwood floors. Spacious and open single floor living This is an exceptional opportunity to own a residence in the iconic Mansion at Plum Point, one of the area’s most prestigious historic buildings. This 3-bedroom, 2-bath updated home offers a rare combination of classic architectural charm and a spacious,

  Gina Antonucci Easy Lifestyle Real Estate

  117 Sandpiper Ln Unit 1B, New Windsor, NY 12553
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  /38

  $499,000

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

  555 State Route 416, Montgomery, NY 12549

  Welcome to 555 State Route 416 in the heart of Montgomery, NY—Enjoy Village Charm and country life!!! This spacious 4-bedroom, 2-bath home offers comfortable living with plenty of room to grow. Enjoy an inviting eat-in kitchen featuring new stainless steel appliances, a dedicated dining area, and a large living room perfect for family gatherings and entertaining. An unfinished, easily accessible

  Nancy Sayegh Coldwell Banker Realty

  555 State Route 416, Montgomery, NY 12549
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  /48

  $450,000

  $85K PRICE DROP

  • 3 Beds
  • 7 Baths
  • 2,533 Sq Ft

  404 Downing Way, Newburgh, NY 12550

  This classic Tudor style residence, situated in the prestigious Balmville area of Newburgh, boasts 3 bedrooms, 2.5 baths, an office, living room, family room with a fireplace, informal and formal dining rooms, hardwood floors throughout and retains its original design and charm. It's proximity to the picturesque Hudson River Waterfront, fine dining establishments, shopping venues, NYS 84, and the

  Federico Prada RE/MAX Benchmark Realty Group

  404 Downing Way, Newburgh, NY 12550
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  /47

  $429,999

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  20 Cresthaven Dr, New Windsor, NY 12553

  Here it is, the home you have been waiting for!! You may want to run and not walk to this very special property, located in the very desirable New Windsor Willow Acres. This well cared for and loved ranch is truly one not to be missed! The attention to detail and charm offers convenience, comfort and space at its very best. From the moment your visit begins you will appreciate the lovely

  Rose Daversa Hudson Valley Home Connection

  20 Cresthaven Dr, New Windsor, NY 12553
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  /4

  $485,000

  • 3 Beds
  • 2.5 Baths
  • 1,609 Sq Ft

  72 Teneyck Ave, Greenwood Lake, NY 10925

  3 Bedroom, 2.5 Bathroom Ranch in V/Greenwood Lake! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. Please see agent remarks for offer presentation.

  Ernie Acampora River Realty Services, Inc.

  72 Teneyck Ave, Greenwood Lake, NY 10925
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  /2

  $499,000

  $60K PRICE DROP

  • Land
  • 7.6 Acres
  • $65,658 per Acre

  0 New York 17k, Montgomery, NY 12549

  Introducing a prime commercial investment opportunity on State Rt 17K, Montgomery, NY, 12549. Comprised of two lots togther - Apn #334289-027-000-0005-003.000-0000 9 (6.6 acres) and Apn#334289-027-000-0005-002.000-0000 (one acre) this 7.6-total acre property, zoned B4 Highway Commercial, offers exceptional potential for a multitude of uses. With 600 Ft of highway frontage and a signalized

  Jay Feinberg Keller Williams Hudson Valley

  0 New York 17k, Montgomery, NY 12549
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  /7

  $475,000

  • 3 Beds
  • 3 Baths
  • 1,212 Sq Ft

  270 Old Cahoonzie Rd, Sparrowbush, NY 12780

  Nature Getaway that was tastefully renovated. located in Sparrow Bush offers a spacious setting with three bedrooms and three bathrooms. The property features a private entrance and a fully equipped kitchen with modern appliances.

  Safdar Mursalin eXp Realty

  270 Old Cahoonzie Rd, Sparrowbush, NY 12780
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  /24

  $410,000

  • 6 Beds
  • 1 Bath
  • 1,489 Sq Ft

  59 Bethlehem Rd, New Windsor, NY 12553

  Investors! Builders! Contractors take a peak of this property consisting of 8.2 acres of raw level land with two access points that appears that it might be possible to be subdivided for maybe 3-4 lots, this acreage is surrounded by new growth of homes being built from $750,000 to 1 Million. Plus Shopping, Interstates are conveniently located close by. Restaurants and WoodBury commons for your

  Theresa Holmes Keller Williams Hudson Valley

  59 Bethlehem Rd, New Windsor, NY 12553
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  /33

  $440,000

  • 3 Beds
  • 1 Bath
  • 1,284 Sq Ft

  145 S Main St, Florida, NY 10921

  Opportunity in the heart of Florida, NY. Welcome to this 3-bedroom, 1-bath home set on a spacious lot in the desirable village of Florida, NY. Ideal for first-time buyers or those looking to downsize, this property offers a comfortable layout filled with natural light, solid bones, and room to make it your own.Enjoy small-town living with modern conveniences—just minutes from local favorites

  Veronika Doherty Keller Williams Realty

  145 S Main St, Florida, NY 10921
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  /19

  $489,750

  • 3 Beds
  • 2.5 Baths
  • 1,876 Sq Ft

  47 Continental Dr, New Windsor, NY 12553

  Welcome home to this beautifully updated raised ranch nestled in one of New Windsor’s quiet and established neighborhoods. Set on nearly half an acre, this 3-bedroom, 2.5-bath home offers the perfect combination of comfort, space, and modern updates. Step inside to discover thoughtfully renovated living spaces filled with natural light and designed for everyday living. Several updated rooms

  James LaTempa Compass Greater NY, LLC

  47 Continental Dr, New Windsor, NY 12553
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  /28

  $434,999

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft

  9 Chestnut St, Middletown, NY 10940

  Move in ready Colonial that perfectly balances classic charm with tasteful updates. This home has been meticulously maintained and features a bright, inviting interior. The kitchen serves as the heart of the home, updated with white shaker cabinets, granite countertops, an oversized island, and a full suite of stainless steel appliances. For added convenience, the first floor includes a dedicated

  Christian Lugo Howard Hanna Rand Realty

  9 Chestnut St, Middletown, NY 10940
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  /43

  $495,000

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,240 Sq Ft

  90 South St, Warwick, NY 10990

  Welcome to 90 South Street, a beautifully maintained and thoughtfully updated traditional home that perfectly blends timeless charm with today’s modern conveniences. From the moment you arrive, you’ll appreciate the home’s classic character, enhanced by clean, tasteful updates that make it truly move-in ready.Inside, you’ll find a warm and inviting layout featuring bright, well-proportioned

  Robert Addon Keller Williams Realty

  90 South St, Warwick, NY 10990
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  /47

  $499,900

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

  14 Creamery Dr, New Windsor, NY 12553

  Welcome to 14 Creamery Drive, a beautifully maintained and thoughtfully updated split-level home ideally situated in the town of New Windsor and within the highly sought-after Cornwall school district. Offering the perfect balance of comfort, functionality, and modern upgrades, this home is move-in ready with major improvements completed for peace of mind. The home showcases a series of important

  Ruth Garcia Keller Williams Prestige Prop

  14 Creamery Dr, New Windsor, NY 12553
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  /17

  $429,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,097 Sq Ft

  4 Kless Ct, Middletown, NY 10940

  Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own

  Bryant Moran YourHomeSold Guaranteed Realty

  4 Kless Ct, Middletown, NY 10940
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  /26

  $499,999

  • 3 Beds
  • 2 Baths
  • 972 Sq Ft

  32 Highland Ave, Warwick, NY 10990

  First time on the market in 35 years! This well-maintained ranch home offers pride of ownership throughout. Featuring gleaming hardwood floors across the entire home, this property includes three spacious bedrooms and two full bathrooms, providing comfortable living. Possible Mother/Daughter house with an additional 600 SF in the lower level which can be made into an apartment or extra space for

  Karen Teverbaugh Coldwell Banker Realty

  32 Highland Ave, Warwick, NY 10990
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  /28

  $499,000

  Coming Soon

  • 5 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  82 Wallkill Ave, Montgomery, NY 12549

  LOVELY HISTORIC HOME IN THE VILLAGE OF MONTGOMERY! This 2360 sq.ft. home has a lot to offer, historical charm with hardwood floors, an old wooden staircaseand a claw foot tub, yet all the conveniences to suit your needs. Five bedrooms with 2-1/2 bathrooms and a spacious walk-up attic. This corner lot features a great deal of privacywith a beautiful in ground pool. There is plenty of room

  Stacy Brescia-Spreer Curasi Realty, Inc.

  82 Wallkill Ave, Montgomery, NY 12549
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  /41

  $479,000

  • 3 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  217-219 Highland Ave, Middletown, NY 10940

  Spacious and charming 3-bedroom, 2.5-bath home featuring a welcoming wraparound porch and an abundance of living space throughout. The main level offers an entry foyer, living room, formal dining room, kitchen, family room, den, powder room, and laundry room. Upstairs features a primary bedroom with private bath, two additional bedrooms, and a full hall bathroom. The walk-up third level offers

  Wenpeng Guan Keller Williams Hudson Valley

  217-219 Highland Ave, Middletown, NY 10940
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  /21

  $485,000

  • 2 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  1 High Ridge Ln, Middletown, NY 10940

  Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’s lifestyle. Step inside to find a bright and inviting layout featuring two spacious bedrooms, each with generous closet

  Jason Madison eXp Realty

  1 High Ridge Ln, Middletown, NY 10940
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  /42

  $500,000

  • 4 Beds
  • 2 Baths
  • 3,338 Sq Ft

  1 Warwick Place, Florida, NY 10921

  Fabulous and comfort with an amazing Glennmere Lake View! This home located in beautiful town of Warwick, NY, Florida Village. This enchanting arts and crafts-style home offers a serene retreat with stunning views of Glennmere Lake, in the Glennmere Community! The residence blends the beauty of its natural surroundings with artistic craftsmanship, creating a harmonious haven for its occupants.

  Suzanne Hallisey RE/MAX Benchmark Realty Group

  1 Warwick Place, Florida, NY 10921
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  /26

  $499,999

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  5 Scaglione Ct, Highland Mills, NY 10930

  Charming ranch in lovely condition. A covered front porch welcomes you into the home with entrance hall with coat closet. Sunny, large formal living room leads into spacious formal dining room with bay window overlooking the private back yard. The kitchen has been updated with furniture grade cabinets and thick custom granite countertops. Stainless appliances are featured, as well as a pantry.

  Susan Rost Tux Park Towne & Country

  5 Scaglione Ct, Highland Mills, NY 10930
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  /25

  $460,000

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  22 E Broome St, Port Jervis, NY 12771

  HUGE INVESTMENT OPPORTUNITY - EARN 7.6% ROI AFTER ALL EXPENSES $35,000 NET ANNUAL INCOME. Gross Income $55,800!!This Triplex includes a newly restored huge Beautiful 2nd Floor 3BR - 2 Full Bathroom 1560 SF Apartment which we could rent for at least $2200 but have left vacant for new buyer convenience. Two first floor apartments fully rented out along with a Garage which is rented for $3,000

  Paul Hamilton Orange West Realty

  22 E Broome St, Port Jervis, NY 12771
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  /43

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  83 Deer Ct Dr, Middletown, NY 10940

  Beautifully renovated 3-bedroom, 2.5-bathroom, 1-car garage, two-story townhouse located in the highly desirable Deer Run complex. This move-in-ready home features laminate flooring throughout, with tile flooring in the kitchen and bathrooms. The kitchen was tastefully updated in 2020, along with the heating and cooling system, which is electronically controlled and offers a high-efficiency SEER

  Gloria Rivera Keller Williams Hudson Valley

  83 Deer Ct Dr, Middletown, NY 10940
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  /31

  $445,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,094 Sq Ft

  216 Edgewood Dr N, Newburgh, NY 12550

  Welcome to this Town of Newburgh split-level home featuring hardwood floors and ceramic tile throughout. A thoughtfully converted family room now serves as a spacious primary bedroom ensuite, complete with a large walk-in closet and its own convenient laundry area. The updated bathrooms add modern comfort, while the inviting living room boasts a cozy wood-burning fireplace—perfect for relaxing

  Lyra Blumenthal RE/MAX Benchmark Realty Group

  216 Edgewood Dr N, Newburgh, NY 12550
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  /31

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,208 Sq Ft

  20 Van Buren St, Warwick, NY 10990

  Fully renovated charming two story home in the of Warwick Village. This 3 bedroom, 2 full bath home has NEW ELECTRIC PANEL, NEW WASHER/DRYER, NEW FURNACE, NEW WATER ACCESS TO WATER MAIN, HOT WATER HEATER NEW IN 2025, AND IN 2022 KITCHEN, BATHS AND CARPET REDONE. First floor features hardwood floors, entry foyer, charming living room, dining room, full bath, kitchen, and mudroom off kitchen.

  Lynn Lorimer Keller Williams Realty

  20 Van Buren St, Warwick, NY 10990
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  /50

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,257 Sq Ft

  129 Vails Gate Heights Dr, New Windsor, NY 12553

  Fully Available! Welcome to this well-maintained raised ranch located in the desirable New Windsor area of the Hudson Valley. This inviting home offers 3 spacious bedrooms and 2 full bathrooms, providing comfortable living for a variety of lifestyles. The main level features a bright and functional layout with generous living space and natural light throughout. The lower level includes a large

  Waldina Almazan RE/MAX Benchmark Realty Group

  129 Vails Gate Heights Dr, New Windsor, NY 12553
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  /33

  $499,900

  $50K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,252 Sq Ft

  310 Highland Ave, Maybrook, NY 12543

  Come and see this warm and cozy 3 Bedroom, 1.5 Bathroom home located in the heart of Orange County. The home is set in a residential neighborhood with comfortable spacing between homes. This property offers both privacy and charm. Step into a welcoming foyer that opens to a eat-in kitchen with a breakfast bar and doors that lead out unto a deck. The foyer also opens to a bright living room, with

  Maria Siciliano Coldwell Banker Timberland

  310 Highland Ave, Maybrook, NY 12543
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  /28

  $500,000

  • 3 Beds
  • 2 Baths
  • 2,688 Sq Ft

  5 N Hudson St Unit N, Chester, NY 10918

  3 bedroom 2 bath contemporary home tucked away on a quiet street. Modern renovation already started, put your finishing touches on it. Home sold as is. Open concept living, spacious kitchen, private primary suite on 2nd floor with 2 additional bedrooms on 1st floor. Peaceful setting and still close to all amenities. 1,000 sq ft 2 car detached garage.

  Bernadette Corrigan Keller Williams Realty

  5 N Hudson St Unit N, Chester, NY 10918
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  /43

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,177 Sq Ft

  151 Laroe Rd, Chester, NY 10918

  What a remarkable property in the town of Chester, NY-a highly sought after town in the southern Hudson Valley, only 45 minutes from the GW Bridge! This 3 bedroom, 2 bathroom house boasts tons of modern and energy efficient features. A massive renovation done only 5 years ago leaves you with nothing to maintain except to pick your paint colors and finishes. 1st floor main bedroom and additional

  Todd Sullivan Keller Williams Realty

  151 Laroe Rd, Chester, NY 10918
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  /37

  $405,000

  $10K PRICE DROP

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

  58 Darin Rd, Warwick, NY 10990

  Welcome to this beautifully renovated townhome offering the perfect blend of modern upgrades, natural light, and low-maintenance living in one of the Hudson Valley’s most desirable communities. Step inside to discover gleaming hardwood floors, an open and inviting layout, and a sun-filled living space designed for both comfort and entertaining. The updated kitchen features stainless steel

  Melissa Forsyth Hudson Valley Home Connection

  58 Darin Rd, Warwick, NY 10990
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  /36

  $445,000

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  1201 Union Ave, Newburgh, NY 12550

  Beautiful Cape Cod-style brick home with in-ground pool, fenced backyard, garage, and spacious layout in the Town of Newburgh! This 3-bedroom, 2-bath home offers incredible potential for homeowners, investors, or buyers looking to add their own personal touch. Being sold As-Is. Step inside to find a bright and spacious living room, formal dining area, kitchen, full bathroom, and convenient

  Kristine Many Keller Williams Realty

  1201 Union Ave, Newburgh, NY 12550
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  /36

  $449,900

  • 4 Beds
  • 2.5 Baths
  • 1,710 Sq Ft

  70 County Route 17, Pine Bush, NY 12566

  What a great buy! Hurry, don't wait. Enjoy the ease of one level living. Come see this beautifully remodeled, 1710 sf, 4 bedroom, 2.5 bath brick ranch with contemporary style & flair, on .97 lovely country acre in the Pine Bush School District. It features a superb new kitchen with stainless steel range, refrigerator, stove & microwave with stunning white marble look, ceramic tile floors and

  Marion Bruhns Howard Hanna Rand Realty

  70 County Route 17, Pine Bush, NY 12566
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  /15

  $499,999

  • 2 Beds
  • 2 Baths
  • 1,848 Sq Ft

  180 West St, Warwick, NY 10990

  This 1,848 square foot Ranch, located in the Village of Warwick, is patiently awaiting a modern update. It features a living room with a fireplace, dining room, kitchen with a separate laundry area attached, 2 bedrooms, a family room, and 2 full baths. This property also includes a 2-car attached garage. Convenient access to many local restaurants, quaint boutiques, parks and schools.

  Catherine White Raynor Country

  180 West St, Warwick, NY 10990
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  /23

  $400,000

  $55K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,561 Sq Ft

  33 Meadow Ave, Chester, NY 10918

  One floor living at it best! Walk out your front door, sit on your rocking chair front porch with your morning coffee & enjoy the mountain views! This 3 bedroom 1 bath ranch offers hardwood flooring throughout main living area & newly update kitchen and bath. Kitchen with plenty of cabinet & counter space.Entertain or BBQ on your private private deck. Plenty of parking in your 1 car garage. Walk

  Ernie Acampora River Realty Services, Inc.

  33 Meadow Ave, Chester, NY 10918
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  /47

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  36 Bluff Ave, Greenwood Lake, NY 10925

  Experience the magic of lake living! Beautifully maintained home, move in ready. Step inside and feel right at home in the bright and airy living and dining area, thanks to all that natural light. Enter the living and dining area, that lead you to a modern kitchen with a big window, making backyard entertaining a breeze.You'll love the hardwood floors throughout both levels.As you wander

  Michele Kayser Keller Williams Realty

  36 Bluff Ave, Greenwood Lake, NY 10925
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  /25

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,363 Sq Ft

  22 Plum Ct, Highland Mills, NY 10930

  Beautifully maintained 3 bedroom 2.5 bathroom home with one car garage and walkout basement. Well-designed layout in a highly sought after Highland Mills Cul-de-sac community. The owner has updated all of the major items and mechanicals within the past few years. There is a new water softener system, hot water heater & furnace. Close to Woodbury Pools & Recreation Center, Woodbury Commons, &

  Maurice Bailey Neighborhood Assistance Corp

  22 Plum Ct, Highland Mills, NY 10930
• 

  

  /17

  $424,900

  • 3 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  134 Delafield Ln Unit 17B, Newburgh, NY 12550

  Updated multi-level townhome in Meadow Winds community features 3 bedrooms, 2.5 baths, and one-car garage. Living room with fireplace and dining room showcase hardwood floors and sliding doors to deck. Updated eat-in kitchen complements the main level. Master bedroom offers vaulted ceilings, walk-in closet, and en-suite bathroom. Convenient second level laundry. Spacious finished walk-out

  Rod Luckett River Realty Services, Inc.

  134 Delafield Ln Unit 17B, Newburgh, NY 12550

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