Orange County NY Houses under $500,000

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  /49

  $498,000

  • 4 Beds
  • 3 Baths
  • 3,670 Sq Ft

  29 Maiden Ln, Port Jervis, NY 12771

  Due to a job transfer, the current owner must sell - giving you a rare chance to own this beautifully maintained, custom-built brick ranch in one of Port Jervis' most sought-after neighborhoods. Now offered with an additional adjoining lot (.11 acre), this property provides expanded outdoor space and endless potential. Step into timeless sophistication as you enter the grand foyer, where an

  

  RoseMarie Christner

  STEPPING STONE REALTY

  (845) 723-3474

  29 Maiden Ln, Port Jervis, NY 12771
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  /23

  $475,000

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

  27 Clinton Dr, Washingtonville, NY 10992

  A must see!! Welcome home to this lovingly maintained ranch now ready for YOU to call it home! This double yarded side walk community home located within the Village of Washingtonville has a library, parks, restaurants, public transit to NYC, access to major highways & more! This charming property features 3 bedrooms and 2 full bathrooms. The long driveway leads to mature landscaping with an open

  

  Menecia Jackson

  Keller Williams Realty NYC Grp

  (329) 218-0594

  27 Clinton Dr, Washingtonville, NY 10992
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  /40

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,476 Sq Ft

  10 Wood Terrace, Newburgh, NY 12550

  This Town of Newburgh four bedroom two- and one-half bath Cape Cod is minutes from the Newburgh/Beacon bridge and Metro North and a commuter's dream. Located in a low traffic community, this home is on almost 1/2 acre. The main floor has hardwood floors under the carpeting. The living room is bright from the large picture window and features a glass enclosed brick fireplace visible from the

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 606-0651

  10 Wood Terrace, Newburgh, NY 12550
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  /21

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft

  389 Fair Oaks Rd, Middletown, NY 10940

  Beautiful contemporary capecod offers 3 to 4 bedrooms and 2 full bathrooms. Open kitchen/dining room with stainless steel appliances, brand new stove, microwave is only 1 year old. Large patio in front of the house. Ceramic tiles and hardwood floors throughout. Primary bedroom has a walk-in closet. First floor bedroom makes an ideal guest room, or for someone that doesn't want to do do stairs.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-1615

  389 Fair Oaks Rd, Middletown, NY 10940
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  /49

  $417,000

  • 3 Beds
  • 1 Bath
  • 1,446 Sq Ft

  71 Furnace Trail, Greenwood Lake, NY 10925

  Welcome to 71 Furnace Trail! This one of a kind charmer is waiting for you! Features include- 3 br, updated full bath, stone fireplace, spiral staircase, private deck with backyard views and patio.......All just steps away from commuter bus to NYC. Hurry to schedule a showing!

  

  Tiffany Megna

  RE/MAX Town & Country

  (845) 328-5921

  71 Furnace Trail, Greenwood Lake, NY 10925
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  /37

  $485,000

  • 6 Beds
  • 2 Baths
  • 1,800 Sq Ft

  26 Patricia Ln, Washingtonville, NY 10992

  This spacious six-bedroom residence offers a rare blend of comfort, flexibility, and opportunity. For families, it provides an expansive layout with room for everyone—whether you need multiple bedrooms, guest space, dedicated home offices, or creative areas. The bright sunroom, central air conditioning, and thoughtful updates throughout create a welcoming atmosphere, while the oversized yard with

  

  Alicia Goldman

  Christie's Int. Real Estate

  (329) 216-0754

  26 Patricia Ln, Washingtonville, NY 10992
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  /32

  $489,999

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  93 Weygant Hill, Highland Mills, NY 10930

  Move-in ready with recent updates! Start your day with expansive, picturesque views of the valley, stretching as far as the eye can see. This delightful 3-bedroom, 2-bath home features a first-floor primary suite, an additional bedroom and full bath on the main level, and a spacious upper-level bedroom that offers privacy and versatility.Step outside to your backyard retreat, which backs up

  

  Kristen Velez

  RE/MAX Benchmark Realty Group

  (845) 412-8180

  93 Weygant Hill, Highland Mills, NY 10930
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  /37

  $445,000

  • 4 Beds
  • 2 Baths

  34 Round Lake, Monroe, NJ 10950

  

  Franklyn Crowe

  WEICHERT REALTORS

  (845) 606-6760

  

  34 Round Lake, Monroe, NJ 10950
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  /18

  $445,000

  • 3 Beds
  • 1.5 Baths
  • 1,746 Sq Ft

  20 Cedar Ln, New Windsor, NY 12553

  Charming Raised Ranch offering 3–4 bedrooms and 1.5 bathrooms, ideally located near schools, shopping, and everyday conveniences. This home features hardwood floors, an open floor plan, and a backyard for outdoor enjoyment. The finished lower level includes a spacious recreational room plus an additional room with a closet, perfect for a home office, guest space, or flex use. A new heating system

  

  Jodi Gillespie

  Gillespie Real Estate LLC

  (845) 448-2214

  20 Cedar Ln, New Windsor, NY 12553
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  /44

  $400,000

  • 2 Beds
  • 1.5 Baths
  • 1,286 Sq Ft

  130 Continental Rd, Cornwall, NY 12518

  This newly listed, move-in ready Contemporary Colonial in the sought-after Town of Cornwall is waiting for you! Nestled on a quiet country road and surrounded by wildflowers and woods, this charming home offers a serene retreat from the hustle and bustle of city life. The newly planted arborvitae trees will provide even more privacy as the years go by. As you step inside, you’ll be welcomed by a

  

  Thomas Lawrenson

  Howard Hanna Rand Realty

  (845) 614-9381

  130 Continental Rd, Cornwall, NY 12518
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  /31

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,242 Sq Ft

  77 Prospect St, Newburgh, NY 12550

  Welcome to 77 Prospect, an impeccably renovated ranch in the City of Newburgh offering the perfect blend of style and comfort. This move-in ready home features three spacious bedrooms and one beautifully updated bathroom, with a bright and open layout that flows seamlessly throughout. The modern kitchen has been thoughtfully redesigned with today’s finishes, opening into the living spaces for

  

  Alicia Goldman

  Christie's Int. Real Estate

  (845) 448-8797

  77 Prospect St, Newburgh, NY 12550
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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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  /36

  $474,900

  • 3 Beds
  • 2.5 Baths
  • 1,640 Sq Ft

  35 Guernsey Dr, New Windsor, NY 12553

  BUTTER HILL ESTATES!! SPECTACULAR SPLIT! Prime Corner Lot! Open Floor Plan! 3 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat In Kitchen! Formal Dining with Sliders to Deck! Living Room! Family Room! Master Bedroom Suite! Cathedral Ceilings! Central Air! Beautiful Level Fenced in Private Yard! Great for Entertaining! Municipal Services! Perfect Commuter Location! Close to Major Highways, Buses,

  Amanda Dnistrian ARC Realty 1 in Sales

  35 Guernsey Dr, New Windsor, NY 12553
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  /36

  $494,900

  • 3 Beds
  • 2.5 Baths
  • 1,858 Sq Ft

  38 Cobblestone Ln, Middletown, NY 10940

  Must see !!! 3 bedroom 2.5 bathroom townhome with crown molding throughout 3 levels of living space Hardwood floors (Acacia)in most rooms with the exception of 1 bedroom and basement which is carpeted.Home features living room with gas fireplace custom mantle and granite surround ,sliding doors to patio and private backyard.2 story open foyer with chandelier. Study / office with French doors for

  Sandra Johnson Keller Williams Realty

  38 Cobblestone Ln, Middletown, NY 10940
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  /41

  $474,999

  • 3 Beds
  • 3 Baths
  • 1,817 Sq Ft

  688 River Rd, Montgomery, NY 12549

  Charming Cape Cod with River & Meadow Views – Valley Central Schools!!! Step into timeless charm with this beautifully maintained 1932 Cape Cod style home offering 3 bedrooms and 3 full bathrooms, located in the Valley Central School District. Perfectly set on a spacious lot, this property combines classic character with modern updates and stunning views of both the Wallkill River and a sprawling

  Richard Baxter Keller Williams Realty

  688 River Rd, Montgomery, NY 12549
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  /26

  $459,999

  • 4 Beds
  • 2 Baths
  • 2,180 Sq Ft

  40 Westwood Dr, Newburgh, NY 12550

  Welcome to this beautifully updated, bright, open and spacious 4-bedroom, 2-bathroom Ranch-style home the beautiful Hudson Valley, NY at Colden Park in the town of Newburgh within the sought-after Valley Central School District. Enjoy a newly renovated kitchen with granite countertops, renovated bathrooms, new roof and siding. This home offers ample space and style. This single home blends

  Marie Touzin Century 21 Realty Center

  40 Westwood Dr, Newburgh, NY 12550
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  /40

  $489,900

  • 3 Beds
  • 2.5 Baths
  • 1,899 Sq Ft

  11 Cobblestone Ln, Middletown, NY 10940

  Welcome to this bright and spacious 3-bedroom, 2.5-bath townhouse, that’s perfect for today’s busy lifestyle. The spacious layout is filled with natural light, creating a warm and inviting atmosphere for all to gather. The main level offers plenty of room for both everyday living and entertaining, while the upper level features comfortable bedrooms, including a primary suite with its own private

  Antoinette Gundersen HomeSmart Homes & Estates

  11 Cobblestone Ln, Middletown, NY 10940
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  /33

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,165 Sq Ft

  33 Mailler Ave, Cornwall, NY 12518

  Come see this beautifully updated ranch home, ideally situated in the highly regarded Cornwall Central School District. This property features a stunning kitchen equipped with quartz countertops and high-end appliances, complemented by a welcoming living room with recessed lighting. Additional features include a spacious garage with overhead storage, a delightful sunroom, and a beautifully flat

  Shulem Goldberger Capital Estate Realty LLC

  33 Mailler Ave, Cornwall, NY 12518
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  /37

  $459,000

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  2 Hopkins Terrace, Goshen, NY 10924

  A ranch in Goshen is hitting the market very soon! Tucked away on a peaceful dead-end road just outside the Village of Goshen, this 3-bedroom, 3-bath ranch is the kind of home where comfort meets convenience. With 1,600 sq. ft. of living space upstairs and an additional 1,400 sq. ft. of recreation space downstairs, there’s room here for everything you love—whether it’s hosting family, working

  Martha Randazzo Howard Hanna Rand Realty

  2 Hopkins Terrace, Goshen, NY 10924
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  /33

  $460,000

  • 3 Beds
  • 1 Bath
  • 1,284 Sq Ft

  145 S Main St, Florida, NY 10921

  Perfect Starter or Downsize Opportunity on Half an Acre in the Heart of Florida, NY.Welcome to this 3-bedroom, 1-bath home set on a spacious half-acre 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

  Veronika Doherty Keller Williams Realty

  145 S Main St, Florida, NY 10921
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  /26

  $459,900

  • 3 Beds
  • 1 Bath
  • 1,184 Sq Ft

  23 Highland Ave, Monroe, NY 10950

  Welcome to 23 Highland Avenue — a timeless village home in the heart of Monroe, NY.This beautifully refreshed three-bedroom, one-bath residence sits on a quiet, tree-lined street just a short stroll from the center of town. Whether you're commuting to the city or embracing a more relaxed lifestyle, the location couldn’t be more ideal—just minutes from major highways, NYC bus lines, and

  Isaiah Lopez Keller Williams Hudson Valley

  23 Highland Ave, Monroe, NY 10950
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  /36

  $457,500

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  64 Balmville Rd, Newburgh, NY 12550

  Everyone has been waiting for this house. First time on the market, ever, ever, ever! Noted Newburgh and Florida Architect Francis Abreu designed and built this Tudor side-split in 1922 for the Boynton family, the clan that shortly after Francis's brother Henry Abreu would marry into. Bespoke in every way, the house has all the original lighting, fittings, fixtures, and hardware. It is a

  Jeffrey Lease John J Lease REALTORS Inc

  64 Balmville Rd, Newburgh, NY 12550
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  /50

  $457,000

  • 3 Beds
  • 2 Baths
  • 2,318 Sq Ft

  1410 Us Highway 6, Port Jervis, NY 12771

  Welcome to this stunning 3-level split-style home, nestled on a spacious 1.5-acre lot offering both comfort and versatility. This thoughtfully designed residence features a fully equipped basement with a washer, dryer, water purifier, above-ground oil tank, and furnace. The first level boasts a large open space with walk-out access to the backyard and a cozy fireplace—ideal for energy-efficient

  Wenpeng Guan Keller Williams Hudson Valley

  1410 Us Highway 6, Port Jervis, NY 12771
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  /34

  $459,900

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  355 Temple Hill Rd, New Windsor, NY 12553

  Well-maintained, move-in ready single family home on 1 acre. Finished walk-out basement to patio and large backyard would make a GREAT GUEST OR ENTERTAINMENT space with its 3/4 bath; wet bar; and laundry area!!The lower level also has a CO for a front-facing 200sq ft BUSINESS OFFICE with 1/2 BATH IN A PRIME AREA offering very unique INCOME POSSIBILITIES OR WORK FROM HOME!!On the

  Thomas Hennerty

  355 Temple Hill Rd, New Windsor, NY 12553
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  /43

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,795 Sq Ft

  50 Holland Ave, Pine Bush, NY 12566

  Imagine finding your ideal suburban haven! This stunning property boasts vinyl siding, a spacious new patio perfect for outdoor entertaining, and a bright, airy kitchen with a center island that seamlessly blends modern style with contemporary flair. Many High ceilings, skylights, and beautifully appointed rooms await, including a serene master suite with a spacious walk-in closet and full

  Sheri Chablis Sohn Real Estate Corp

  50 Holland Ave, Pine Bush, NY 12566
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  /41

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  28 Hillcrest Dr, Salisbury Mills, NY 12577

  Welcome to this beautifully updated 3 bedroom 2 bath ranch style home offering the perfect blend of comfort, style and sustainability. Step into the heart of the home-an open -concept kitchen featuring sleek granite countertops, a large center island perfect for meal prep or entertaining and top of the line stainless steel appliances. Enjoy year round peace of mind with a whole house generator

  Melissa Forsyth Hudson Valley Home Connection

  28 Hillcrest Dr, Salisbury Mills, NY 12577
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  /23

  $459,000

  • 1 Bed
  • 1 Bath
  • 564 Sq Ft

  582 Jersey Ave, Greenwood Lake, NY 10925

  Don’t miss this exceptional opportunity to own on one of the most desired stretches of Greenwood Lake. This 1 bedroom, 1 bath bungalow cottage features 35 feet of direct lake frontage, a private floating dock, and stunning panoramic water views. Whether you're looking to renovate, expand, or redevelop, the potential here is unmatched. Located just one hour from NYC, Greenwood Lake offers the

  Brenda Wiley Howard Hanna Rand Realty

  582 Jersey Ave, Greenwood Lake, NY 10925
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  /48

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,693 Sq Ft

  243 Union St, Montgomery, NY 12549

  Charming Corner Ranch in the Heart of Montgomery Village Welcome to this beautifully updated and maintained corner ranch in the desirable Village of Montgomery! This move-in ready home features 3 spacious bedrooms and 2 fully updated bathrooms. The modern kitchen is a chef’s delight, complete with sleek granite countertops, stainless steel appliances, and fresh paint throughout.Step

  Joy Gallagher Weichert Realtors

  243 Union St, Montgomery, NY 12549
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  /2

  $460,000

  • 4 Beds
  • 2 Baths
  • 4,312 Sq Ft

  333 Liberty St, Newburgh, NY 12550

  Prime Investment opportunity in the heart of The City of Newburgh! Listed at $460,000. This building is being sold with the adjoining lot; the address for this lot is 335 Liberty Street. Taxes on that lot in 2024 were $361.11. With this bonus additional lot, there is a rare chance to secure a versatile property package in one of the Hudson Valley's most active growth markets. Don't miss your

  Tynisha Pinckney Clarke Realty & Associates LLC

  333 Liberty St, Newburgh, NY 12550
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  /5

  $459,000 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,513 Sq Ft

  54 Pulaski Hwy, Pine Island, NY 10969

  Welcome to this beautifully cared-for classic home nestled in the heart of PINE ISLAND, NY . Full of character and thoughtful updates, this 3-bedroom, 1-bath residence offers comfort, space, and timeless appeal. The spacious kitchen is a dream for any home chef, featuring abundant cabinetry, generous counter space, a brand-new double oven (2025). Laundry is conveniently located on the first

  Marie Altieri Howard Hanna Rand Realty

  54 Pulaski Hwy, Pine Island, NY 10969
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  /8

  $460,000

  • 3 Beds
  • 1 Bath
  • 1,380 Sq Ft

  6 Erin Ct, Cornwall, NY 12518

  3 Bedroom 1 Bathroom Cape Cod on 1.24 acres in Town of Cornwall! 2 car carport. Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash offers only with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**PROPERTY IS OCCUPIED, NO INTERIOR ACCESS. Do not disturb occupants.

  Ernie Acampora River Realty Services, Inc.

  6 Erin Ct, Cornwall, NY 12518
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  /23

  $455,000

  • 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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  /29

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  910 State Route 42, Sparrow Bush, NY 12780

  Inviting Log Home Retreat with Brook & Pond. Welcome to your perfect Catskills escape! This charming 3 bedroom, 2 bath log home offers warmth, character, and a true connection to nature. A spacious family room with a walkout basement opens directly to the gentle brook that borders the entire back of the property a soothing backdrop of flowing water you can enjoy year-round. Relax on one of two

  Dawn Payne Payne Team LLC

  910 State Route 42, Sparrow Bush, NY 12780
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  /39

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  173 Franke Rd, Huguenot, NY 12746

  Well maintain like new high ranch property.

  Feng Chang Acer Realty Inc

  173 Franke Rd, Huguenot, NY 12746
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  /27

  $429,000

  • 4 Beds
  • 1.5 Baths
  • 1,700 Sq Ft

  54 Canterbury Ave, Cornwall, NY 12518

  Welcome to this spacious home on a desirable corner lot in Cornwall, offering both convenience and potential. Recently refreshed with a full interior paint job and beautifully refinished hardwood floors, this property is ready for its next chapter. While some updates are needed, the home’s generous layout provides endless opportunities to create your ideal space.A partially finished

  Shirley Mojica Compass Greater NY, LLC

  54 Canterbury Ave, Cornwall, NY 12518
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  /49

  $419,999 Open Sun 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,037 Sq Ft

  46 Neversink Dr, Port Jervis, NY 12771

  Welcome to 46 Neversink Drive, a timeless two-story 1880 home filled with character and old-school charm. This home offers 2 bedrooms, 1 bath, and 1,037 square feet of inviting living space on a generous 0.46-acre lot. Inside, you’ll find warm, well-proportioned rooms on the second floor that showcase the home’s historic craftsmanship. Enhanced by modern updates including three brand-new

  Kewin Garabito eXp Realty

  46 Neversink Dr, Port Jervis, NY 12771
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  /23

  $419,900

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  6 Randall Terrace, Middletown, NY 10940

  Value lies in quality, location, and long-term potential — and this property delivers on all three. Thoughtfully renovated from top to bottom, this home is turn key and provides long-term peace of mind.Step inside to find brand-new hardwood floors throughout, a completely remodeled kitchen featuring quartz countertops, new appliances, and a complementing tile backsplash — a space built for

  Rachel Hunt Realty Promotions Inc

  6 Randall Terrace, Middletown, NY 10940
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  /8

  $425,000

  • 5 Beds
  • 2 Baths
  • 2,950 Sq Ft

  116 Ludlam Rd, Monroe, NY 10950

  Nestled on 1.3 acres of private property not far from the village of Monroe, this home features a oversized living room with rustic stone fireplace with pellet insert! Eat in kitchen with doors to private deck! Full bath and another room with second rustic stone fireplace - hook up for washer dryer. On the second level there are 5 bedrooms, original hardwood flooring - master has wall to wall

  Rosemarie Morello Keller Williams Hudson Valley

  116 Ludlam Rd, Monroe, NY 10950
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  /36

  $499,999

  • 3 Beds
  • 1.5 Baths
  • 2,016 Sq Ft

  97 Colden Hill Rd, Newburgh, NY 12550

  Beautifully renovated home located in a quaint neighborhood with Central Valley school district. This home consists of three bedrooms (including master bedroom with own bathroom), three bathrooms, attractively renovated kitchen with open floor plan. Kitchen is equipped with stainless steel appliances, quartz countertop, island, new cabinets, wall mount range hood, and much more. In the lower

  Jose Garcia ARC Realty 1 in Sales

  97 Colden Hill Rd, Newburgh, NY 12550
• 

  

  /39

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,017 Sq Ft

  74 Onderdonk Rd, Warwick, NY 10990

  ENCHANTING COUNTRY COTTAGE nestled in the heart of Warwick, NY - this timeless treasure sits on nearly 3 acres of rolling meadow with serene mountain views, specimen trees and is just 55 miles to NYC. A true blend of charm and comfort, the clapboard and stone exterior sets the stage for a home rich in history and character. Both inside and out, this home feels like it leapt from the pages of a

  Amy Wilhelm Corcoran Baer & McIntosh

  74 Onderdonk Rd, Warwick, NY 10990

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