Orange County NY Homes under $400,000

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  /44

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 2,188 Sq Ft

  3 Elmhurst Ave, Newburgh, NY 12550

  Own a piece of history. This charming home was built in 1888. This home has been renovated to modern standards while still being able to maintain its great character. If you are looking for something different don't miss the opportunity to see this quaint home. The property consists of two + acres with a large garage/barn and a shed, both of which could use some updating and repairs. The property

  

  Frank Tangredi

  Frank Tangredi Realty Company

  (845) 599-1033

  3 Elmhurst Ave, Newburgh, NY 12550
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  /24

  $369,000

  • 4 Beds
  • 3.5 Baths
  • 1,692 Sq Ft

  19 Red Barn Ln, Middletown, NY 10940

  Investment Opportunity! This conveniently located 3-level townhouse. Located on a cul de sac, this 4 bedroom, 3 1/2 baths provides plenty of space. First floor features a living room, eat in kitchen and a walk-in pantry and1/2 bath while the fully finished basement offers a den, bedroom and full bathroom with its own entry. On the 3rd floor you will find the primary bedroom with full bathroom and

  

  Sharon Reynolds

  Keller Williams Hudson Valley

  (329) 219-1188

  19 Red Barn Ln, Middletown, NY 10940
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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) 448-0581

  526 State Route 42, Sparrow Bush, NY 12780
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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) 630-1370

  9 Emboden Ave, Otisville, NY 10963
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  /20

  $335,000

  • 2 Beds
  • 1 Bath
  • 976 Sq Ft

  1110 New York 211, Middletown, NY 10940

  If you are looking for one-level living, this is the one! This 2-bedroom ranch is the perfect opportunity for a first-time homebuyer, someone looking to downsize, or an investor seeking to add to their rental portfolio. Filled with natural light, the home offers a bright and inviting atmosphere throughout. The spacious primary bedroom features a large wall-to-wall closet. A combination of

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-3782

  1110 New York 211, Middletown, NY 10940
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  /48

  $395,000

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

  1 City Terrace N, Newburgh, NY 12550

  Charming and full of character, this beautiful home sits on a desirable corner lot with stunning landscaping and a spacious backyard, perfect for relaxing or entertaining. Built in the early 1900s, the home showcases timeless details including classic radiators, elegant archways, and rich hardwood floors throughout. Inside, you’ll find an abundance of natural sunlight filling every room,

  

  Dana Posner

  Howard Hanna Rand Realty

  (845) 415-7084

  1 City Terrace N, Newburgh, NY 12550
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  /25

  $389,000

  • 2 Beds
  • 1.5 Baths
  • 1,346 Sq Ft

  36 Vincent Dr, Middletown, NY 10940

  This home is located in a desirable neighborhood in Middletown, this beautifully maintained home offers the perfect blend of comfort, space, and convenience. Step inside to find a bright and inviting layout featuring spacious living areas, abundant natural light, and a seamless flow ideal for both everyday living and entertaining.The home boasts a well-appointed kitchen with ample cabinetry

  

  Donna Reese

  Keller Williams Hudson Valley

  (329) 210-1922

  36 Vincent Dr, Middletown, NY 10940
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  /22

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,602 Sq Ft

  109 Long Ln, Bloomingburg, NY 12721

  LOW TAXES! PINE BUSH SCHOOL DISTRICT! This 3 bedroom, 2 full bath raised ranch is on a lovely quiet country road. Large grassy back yard with above ground pool is the perfect place for gatherings and family fun. Hardwood floors as seen. Brand new CENTRAL AIR, water pump, garage entry door, furnace, and washer installed in 2025. Metro-North Station 11 miles away. Just minutes away from 17m and 17k

  

  Sharon Reynolds

  Keller Williams Hudson Valley

  (329) 210-1341

  109 Long Ln, Bloomingburg, NY 12721
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  /32

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft

  88 Brookview Ln, Newburgh, NY 12550

  AO March 17th.Move in ready top floor two-bedroom, two bath brick condo at Stony Brook in the Town of Newburgh just needs your furniture. Enter into the spacious living room/dining room area perfect for entertaining. The updated kitchen features stainless steel appliances, custom backsplash, granite countertops, recessed lighting and a bay window to grow your herbs for cooking. The private

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 456-6585

  88 Brookview Ln, Newburgh, NY 12550
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  /50

  $379,000

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

  310 Carpenter Ave, Newburgh, NY 12550

  Welcome Home! This City of Newburgh colonial home is a unique find, featuring a driveway and a one-car garage. Upon entering this lovely home, you will find a living room with a gas fireplace, a formal dining room with chair rail detail. The kitchen has white cabinets, double wall oven, stainless steel refrigerator and beautiful copper backsplash and copper hood vent. In the mud room, you will

  

  Brenda Otero

  HomeSmart Homes & Estates

  (845) 456-6198

  310 Carpenter Ave, Newburgh, NY 12550
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  /44

  $378,900

  • 3 Beds
  • 1.5 Baths
  • 1,037 Sq Ft

  46 Neversink Dr, Port Jervis, NY 12771

  46 Neversink Drive offers an exceptional opportunity for the NYC commuter seeking refined living, space, and value beyond the city. This elegant circa-1880 two-story residence seamlessly blends historic character with modern sophistication, featuring 3 bedrooms, 1.5 baths, and 1,037 square feet of thoughtfully updated living space. Designed for comfort and efficiency, the home includes three

  Elizabeth Zambuto Stepping Stone Realty

  46 Neversink Dr, Port Jervis, NY 12771
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  /26

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  52 Martins Rd, Huguenot, NY 12746

  Welcome to 52 Martins Road, Huguenot, NY — a truly unique retreat designed to inspire. Originally built as a luxury writer’s retreat, this thoughtfully crafted home blends modern design, artistic intention, and peaceful woodland surroundings. Each space was curated to spark creativity while offering comfort and functionality. The home features two distinctive bedrooms with vaulted ceilings and

  Cindy-Lee Dorcely Keller Williams Hudson Valley

  52 Martins Rd, Huguenot, NY 12746
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  /33

  $399,900

  • Land
  • 19.2 Acres
  • $20,828 per Acre

  5 Duck Farm Rd, Goshen, NY 10924

  Welcome to a picturesque 19.2-acre parcel in the heart of Goshen, NY. This versatile property features gentle, rolling terrain with about 80 feet of elevation change and a mix of fallow farm fields bordered by a narrow forest strip. Bordered to the south by the Heritage Trail, Orange County's premier walking and biking path, it provides seamless access to nature and outdoor adventures. The Land

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  5 Duck Farm Rd, Goshen, NY 10924
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  /22

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,353 Sq Ft

  20 Wintergreen Ct, Montgomery, NY 12549

  Welcome to this desirable end-unit condo located in the peaceful and well-maintained Spring Meadow community in the heart of the Village of Montgomery. This home offers a bright, open living space filled with natural light, creating a warm and inviting atmosphere from the moment you walk in. The layout flows effortlessly into a functional kitchen and adjoining dining area—perfect for everyday

  Peter Stika Curasi Realty, Inc.

  20 Wintergreen Ct, Montgomery, NY 12549
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  /46

  $370,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,672 Sq Ft

  18 Spring St Unit 20, Port Jervis, NY 12771

  Welcome to 18 Spring Street, where space, character, and convenience all come together. Step inside to a wide open living area; over 2,600 sqft, with updated flooring and tons of natural light, giving you flexibility to design the space exactly how you want. Flow right into a warm and inviting bonus living room featuring beautiful wood accent walls that bring a unique charm you just don’t see in

  Michael Cahill HomeSmart Homes & Estates

  18 Spring St Unit 20, Port Jervis, NY 12771
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  /45

  $400,000

  • 8 Beds
  • 3 Baths
  • 2,121 Sq Ft

  29 Columbia Ave, Middletown, NY 10940

  Charming 1923 Traditional – Spacious 8-Bedroom Single Family Home with Timeless Character Step into a rare opportunity to own a beautifully expansive 3-story traditional home built in 1923, offering over 2,100 square feet of versatile living space. Brimming with classic charm and endless potential, this 8-bedroom, 3-bathroom residence is perfect for those seeking room to grow, host, or simply

  Sharon Pehush HomeSmart Homes & Estates

  29 Columbia Ave, Middletown, NY 10940
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  /10

  $379,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  37 California Ave, Middletown, NY 10940

  MLS Listing Description: Charming 3-bedroom, 2-bath traditional two-story home featuring a spacious, enclosed backyard—perfect for outdoor enjoyment and entertaining. The first floor offers an oversized living room, an open dining area, and a functional kitchen layout ideal for everyday living. Upstairs, you’ll find three comfortable bedrooms and a full bath. A walk-up attic provides convenient

  Jonathon Lee Keller Williams Hudson Valley

  37 California Ave, Middletown, NY 10940
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  /32

  $355,000

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

  1311 Whispering Hills Unit 96, Chester, NY 10918

  Rare Opportunity! Welcome to this stunning 3-bedroom, 2-bathroom end-unit in the highly sought-after Whispering Hills community. This meticulously updated home features a modern kitchen with sleek gray cabinetry and stainless steel appliances. The spacious living area boasts soaring vaulted ceilings, recessed lighting, and a cozy electric fireplace—perfect for entertaining. Relax in the primary

  Michael Jenney Keller Williams Realty

  1311 Whispering Hills Unit 96, Chester, NY 10918
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  /23

  $329,923

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  42 Carpenter Ave, Newburgh, NY 12550

  Welcome to this renovated brick Colonial in the City of Newburgh, offering classic charm with modern updates throughout. This spacious home features 4 bedrooms and 2 full bathrooms, making it perfect for comfortable living or an excellent investment opportunity. Step inside to discover gleaming hardwood floors that flow throughout the home, adding warmth and character to the bright and inviting

  Penny Alper Your Move Matters LLC

  42 Carpenter Ave, Newburgh, NY 12550
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  /26

  $400,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  64 Wait St, Walden, NY 12586

  As you step inside this two story home, you'll be greeted by a welcoming foyer that leads you into the main living area. The first floor features a well-designed floor plan that includes a comfortable living room, perfect for relaxation and gathering with friends and family. The large windows allow natural light to fill the space, creating a bright and inviting atmosphere. The adjacent kitchen

  Jeanette Santory Howard Hanna Rand Realty

  64 Wait St, Walden, NY 12586
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  /36

  $395,000

  • 3 Beds
  • 2.5 Baths
  • 1,694 Sq Ft

  223 Eagleton Dr, Monroe, NY 10950

  Welcome home to this tastefully updated and meticulously maintained 3 bedroom, 2.5 bath unit in a highly sought after community in the Monroe Woodbury school district. The Windridge community is clustered around ponds adding to the country feel. Located near the back of the cul-de-sac, this home features an open floorplan for easy living and entertaining. Step out of the sliding door in the

  Theresa Powers Keller Williams Realty

  223 Eagleton Dr, Monroe, NY 10950
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  /16

  $338,000

  • 4 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  13 Ashwood Terrace, Newburgh, NY 12550

  ITS NOT PERFECT and that is why you can buy this 4 Bedroom Colonial at this price! Great opportunity to restore and add value to this spacious fixer upper located in the Town of Newburgh - situated in a prime, well-established neighborhood, this property offers strong potential for renovation, investment, and resale. The home features municipal water and sewer, natural gas, and a generous layout

  Gina De Cerbo RE/MAX Benchmark Realty Group

  13 Ashwood Terrace, Newburgh, NY 12550
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  /29

  $369,900

  • 2 Beds
  • 1.5 Baths
  • 1,309 Sq Ft

  39 Butler Dr, Goshen, NY 10924

  Welcome to 39 Butler Drive, a beautifully maintained 2-bedroom, 1.5-bath townhouse located in The Paddock, one of the most desirable communities in the prestigious Goshen Village area. This inviting home features an updated kitchen, newer exterior siding, and an AC split unit for added comfort and efficiency. Enjoy easy, low-maintenance living with HOA coverage for lawn care and snow removal,

  Rana Ali eXp Realty

  39 Butler Dr, Goshen, NY 10924
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  /15

  $349,943

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  85 Grove St, Newburgh, NY 12550

  Opportunity knocks at 85 Grove Street in Newburgh! This old-style 2-story home offers 4–6 bedrooms and 2 full baths, providing flexible living space for a variety of needs. Situated on a desirable corner lot at the end of a quiet one-way street, this property offers added privacy along with additional street parking. The home features both front and side entrances, allowing for potential

  Penny Alper Your Move Matters LLC

  85 Grove St, Newburgh, NY 12550
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  /9

  $349,000

  • 2 Beds
  • 2.5 Baths
  • 1,150 Sq Ft

  19 Moore Ln Unit 11B, Washingtonville, NY 10992

  Located in the Brookshire condominiums; 2 bedrooms, 2.5 bathrooms, brick-front Townhouse in the Village of Washingtonville close to all conveniences and the Village Parks. First level open floor plan includes eat-in kitchen, dining and living room combo, wood-burning fireplace and storage closet. Living room features a sliding glass door to cozy outdoor patio area. Both second floor bedrooms have

  Lisa Walden BHHS Hudson Valley Properties

  19 Moore Ln Unit 11B, Washingtonville, NY 10992
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  /39

  $389,900

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  85 Henry Ave, Newburgh, NY 12550

  Charming two-story home in Newburgh's prestigious East End Historic District offering 3 bedrooms and 1.5 baths. Features extra large yard with driveway accommodating at least 2 cars or more. New windows on the first floor and new quartz counter tops in the kitchen. Located in the desirable Washington Heights neighborhood with easy access to Liberty Street shops and restaurants, plus the scenic

  Lee Raphael River Realty Services, Inc.

  85 Henry Ave, Newburgh, NY 12550
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  /27

  $370,000

  • 2 Beds
  • 1.5 Baths
  • 1,304 Sq Ft

  19 Olde Wagon Rd, Warwick, NY 10990

  Welcome to 19 Olde Wagon Road in Warwick! This move-in ready 2-bedroom, 2-bath condo offers comfort, convenience, and value in a market where inventory remains low. Inside, you’ll find new flooring throughout, a brand-new dishwasher, and a nicely updated bathroom that adds a fresh and modern touch to the home. The spacious primary bedroom provides plenty of room to relax and unwind, making it a

  Virginia Corbett eXp Realty

  19 Olde Wagon Rd, Warwick, NY 10990
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  /19

  $399,900 Open Sat 12PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  374 South St, Newburgh, NY 12550

  Fully updated 3 bedroom 2 full bathroom brick cape cod style home. Move in ready with updated kitchen and bathrooms, gleaming hard wood floors, detached garage, .44 acre flat level yard, and basement that has worlds of potential! The ceilings span 17 feet with full walk out to the back yard. Originally zoned as a two family home, can be converted. Don't miss out on this one, it won't last!!!

  Lance Pahucki William Raveis-New York LLC

  374 South St, Newburgh, NY 12550
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  /32

  $365,000

  • 3 Beds
  • 1.5 Baths
  • 1,575 Sq Ft

  537 New York 17k, Bloomingburg, NY 12721

  Charming Handcrafted Meticulously built Cape Cod Home in the Pine Bush School District. Enjoy the quality of workmanship in this beautifully detailed home. Featuring hand crafted wood trim, wood panel accents, Hardwood Floors under carpeting, and Period Brass hardware with locking component on most of the interior doors. Large Living Room, Formal Dining room with a built-in cabinetry. Beautiful

  John Biasi Howard Hanna Rand Realty

  537 New York 17k, Bloomingburg, NY 12721
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  /20

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,887 Sq Ft

  45 Maple St, Walden, NY 12586

  Experience the architectural grandeur of the John R. Hayes House, a distinguished Second Empire Victorian and proud listing on the National Register of Historic Places. This remarkable residence is a true showcase of 19th-century craftsmanship, offering expansive rooms, soaring 12-foot ceilings, and an impressive level of original detail rarely found today. From the moment you enter, you’re

  Michelle Sparks Keller Williams Realty

  45 Maple St, Walden, NY 12586
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  /42

  $305,000

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  3601 Whispering Hills, Chester, NY 10918

  Welcome to effortless living in the highly sought-after Whispering Hills community! This beautifully maintained 2-bedroom, 1-bath condo with a 1-car garage offers the perfect blend of comfort, style, and convenience.Step inside to discover a warm and inviting space enhanced by custom wall detailing, stylish flooring, and a cozy fireplace, creating the perfect setting for relaxing and

  Janet Rendle Weichert Realtors

  3601 Whispering Hills, Chester, NY 10918
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  /25

  $400,000

  • 4 Beds
  • 3.5 Baths
  • 3,947 Sq Ft

  18 Russo Dr, Newburgh, NY 12550

  ***Highest and best by Friday 5p*** Welcome to 18 Russo Drive, a spacious bi-level home nestled at the end of a tranquil cul-de-sac in the sought-after Marlboro School District. Set on over half an acre, this property offers a perfect blend of comfort, versatility, and peaceful surroundings. This thoughtfully designed home features a living room, dining room, den, family room and 4 bedrooms and

  Kristen Zigouras eXp Realty

  18 Russo Dr, Newburgh, NY 12550
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  /29

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  276 Temple Hill Rd Unit 2414, New Windsor, NY 12553

  Beautiful 2 Bedroom, 2 Full Bath open floor condo in the sought after Continental Manor community. Gorgeous kitchen with granite countertops, beautiful cabinets, custom backsplash, food pantry, and stainless steel appliances plus laundry. From the dining room, step onto the balcony with awesome views. Large master bedroom includes ensuite. Spacious second bedroom with walk-in closet. Newer

  Tremaine Selby Weichert Realtors

  276 Temple Hill Rd Unit 2414, New Windsor, NY 12553
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  /20

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft

  256 Quassaick Ave Unit 7, New Windsor, NY 12553

  Discover Your New Home in Windshire Village!Upon entering, you'll find a bright, open living area, creating a welcoming atmosphere for both relaxing and entertaining. The kitchen is designed for functionality, complete with appliances, ample cabinet storage, and a practical setup for daily use. The upper level features three sizable bedrooms, each with large closet space, along with two full

  Doreen Crowther Howard Hanna Rand Realty

  256 Quassaick Ave Unit 7, New Windsor, NY 12553
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  /37

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,266 Sq Ft

  606 Arlin Rd, Monroe, NY 10950

  Welcome to this beautifully updated 2-bedroom, 2 full bathroom end-unit located in the highly sought-after Cromwell Hill Commons. Ideally situated for commuters, this desirable community offers low taxes and exceptional amenities including a clubhouse and in-ground pool—perfect for relaxing after a long day or enjoying weekends close to home.Inside, the home features an inviting open-concept

  Thomas Lawrenson Howard Hanna Rand Realty

  606 Arlin Rd, Monroe, NY 10950
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  /38

  $399,000

  • 6 Beds
  • 3 Baths
  • 1,910 Sq Ft

  200 North St, Newburgh, NY 12550

  A Large and Unique Two-Family Colonial in the heart of Newburgh that stands out from the rest that shows 3 generously sized bedrooms in each unit with ample closet space, each apartment offers a bright and airy open-concept living and dining area that creates a seamless flow perfect for both everyday living and entertaining. Both units showcase large kitchens with abundant cabinetry and natural

  Deborah Meurlin Exit Realty Connections

  200 North St, Newburgh, NY 12550
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  /39

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft

  1100 State Route 17a, Greenwood Lake, NY 10925

  Turnkey 3 bedroom, 2 bath home on a corner lot in desirable Greenwood Lake featuring a 1 car detached garage and an impressive list of recent updates. The first floor offers new flooring throughout, a renovated kitchen, and a comfortable living room. Both the primary and secondary bedroom include a walk-in closet. Laundry is conveniently located on the first floor with a stackable washer and

  Tanner Sommese Keller Williams Rlty Integrity

  1100 State Route 17a, Greenwood Lake, NY 10925
• 

  

  /25

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,355 Sq Ft

  4116 Whispering Hills, Chester, NY 10918

  Beautifully updated 3-bedroom, 2.5-bath Dogwood model townhouse located in Whispering Hills, a desirable corner unit setting. This home offers a perfect blend of comfort and modern upgrades.Step inside to find a thoughtfully refreshed interior with remodeled and freshly painted bathrooms, along with a bright, open layout. The kitchen is equipped with a brand-new refrigerator and dishwasher,

  Michael Casarella William Raveis-New York, LLC

  4116 Whispering Hills, Chester, NY 10918
• 

  

  /8

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  12 Bruce St, Newburgh, NY 12550

  Convenient location, within five miles, you have: Stewart Airport, Resorts World Hudson Valley casino, shopping, restaurants, NYS Thruway and, Route 84. With some TLC and updates this ranch in the Schoonmaker Development. offers a nice size corner lot, plenty of parking and the space to entertain indoors or outdoors along with being in close proximity to so many conveniences. The main level

  Kathleen Rafferty RE/MAX Benchmark Realty Group

  12 Bruce St, Newburgh, NY 12550
• 

  

  /20

  $395,000

  • 3 Beds
  • 1 Bath
  • 1,420 Sq Ft

  778 Pulaski Hwy, Goshen, NY 10924

  This charming farmhouse is ideally located in the Town of Goshen, just a stone's throw from the famous Quaker Creek Deli and nestled in the heart of the renowned Black Dirt region of Orange County.Offering over 1400 square feet of living space, this inviting home features three bedrooms and one bathroom with a warm and comfortable layout for everyday living. A beautifully updated kitchen

  Eileen Hughes Howard Hanna Rand Realty

  778 Pulaski Hwy, Goshen, NY 10924

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