Orange County NY Homes under $300,000

/40
$279,900
- 2 Beds
- 1.5 Baths
- 1,210 Sq Ft
55 Peenpack Trail, Huguenot, NY 12746

Accepted offer showing for backup Perfect for first-time homebuyers or those looking to downsize, this beautifully updated 2-bedroom, 1.5-bath home offers charm, comfort, and convenience on 1.1 acres of level land. Originally built in 1930 and completely renovated in 2025, the home combines classic character with modern style. The property features a storage shed, stockade fencing along the front

Philip Bisesto

HomeSmart Homes & Estates

(929) 430-2937

55 Peenpack Trail, Huguenot, NY 12746
/15
$223,000 Open Sat 1PM - 3PM
- 2 Beds
- 1 Bath
- 880 Sq Ft
503 Parr Meadow Dr Unit 5C, Newburgh, NY 12550

Are you looking for an investment? Are you a first-time buyer? Tired of renting? Looking to downsize maybe? Then this is the place for you. Take a look at this well maintained 2 bedroom 1 bathroom condo.Residents can enjoy a variety of community amenities, including 2 in-ground swimming pools, tennis court, playground a laundry facility, and a designated parking spot conveniently located

Kathleen Kennedy

Imagine Properties NY

(845) 470-4457

503 Parr Meadow Dr Unit 5C, Newburgh, NY 12550
/2
$250,000
- Land
- 4.6 Acres
- $54,348 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

(329) 219-0437

79 Old Minisink Trail, Goshen, NY 10924
/9
$285,000
- 3 Beds
- 1.5 Baths
- 1,064 Sq Ft
63 S Robinson Ave, Newburgh, NY 12550

Great investment property, Need some TLC. House is occupied; tenants are month to month. House is a prime area lots of foot and car traffic crossed from the park, near all major highway, shopping school and transportation. Property will deliver vacant.A/O,CONTRACT signed by the buyer.

Drita Shala

Howard Hanna Rand Realty

(845) 250-5890

63 S Robinson Ave, Newburgh, NY 12550
/9
$259,000
- Land
- 1.6 Acres
- $161,875 per Acre
0 Plattekill Turnpike, Gardnertown, NY 12550

1.6 acres of vacant raw land in the IB district. Property is located directly off Route 300 (AKA Plattekill Tpk). Many uses are permissible with approvals such as storage buildings, truck loading facilities, offices, manufacturing. Property is next to many existing businesses. Municipal water located within 10 feet of property. Close to Interstate Route 84, NYS Thruway (Interstate 87), Route 32.

Jodi Gillespie

Gillespie Real Estate LLC

(845) 420-3460

0 Plattekill Turnpike, Gardnertown, NY 12550
/9
$234,999
- Land
- 5.6 Acres
- $41,964 per Acre
0 Stag Hill Rd Unit KEY894287, Monroe, NY 10950

Build your dream home on this 5+ acre raw land with water and scenic views of Shadowmere Lake. Just off of Brower Rd on one side and Oak Rd on the other. This lot may be subdividable. Highly sought after location in Monroe with privacy and woods. Located within the Monroe/Woodbury schools and just 50 miles from the city makes this a great commuter location close to the bus park and ride, Tuxedo

Brenda Otero

HomeSmart Homes & Estates

(845) 684-9202

0 Stag Hill Rd Unit KEY894287, Monroe, NY 10950
/2
$299,900
- 3 Beds
- 1 Bath
- 1,620 Sq Ft
46 Knapp Ave, Middletown, NY 10940

This oldie but goodie is full of potential! With a little love, fresh paint, and imagination, this home can truly shine as a wonderful starter home. It also presents a great opportunity for investors looking to expand their rental portfolio, long-term tenants would love the option to stay. Features include some hardwood floors, a detached 2-car garage, and a recently paved blacktop driveway.

Dulce M Ferrera

Keller Williams Hudson Valley

(329) 209-9787

46 Knapp Ave, Middletown, NY 10940
/14
$250,000
- 3 Beds
- 1.5 Baths
- 1,535 Sq Ft
105 Carson Ave, Newburgh, NY 12550

Welcome to this classic 2-story Colonial located on a corner lot in the City of Newburgh. With 3 bedrooms and 1.5 bathrooms spread across 1,535 square feet, this home offers a spacious layout with room to grow. The property features a charming front porch and a covered back porch—perfect for enjoying the outdoors. The fenced yard wraps around the home and includes a storage shed for added

Virginia Corbett eXp Realty

105 Carson Ave, Newburgh, NY 12550
/29
$300,000
- 4 Beds
- 2 Baths
- 1,666 Sq Ft
2 Ascension Trail, Monroe, NY 10950

Cute 4-bedroom, 2-bath ranch in Mountain Lodge Park now available! Ideally located just two blocks from Schunemunk State Park, offering nearby hiking trails and scenic vistas. The main level features three bedrooms and a full bath, along with a bright living room, kitchen, and sunroom. A stackable washer/dryer can be conveniently accommodated in the kitchen. The walk-out lower level adds

Thomas Lawrenson Howard Hanna Rand Realty

2 Ascension Trail, Monroe, NY 10950
/25
$295,000
- 2 Beds
- 1.5 Baths
- 1,637 Sq Ft
216 Robinson Ave, Newburgh, NY 12550

Newburgh affordable 1315' sq. ft. living space on 2 levels updated single family home on level lot with parking. Convenient easy access to schools, public transportation, parks and shopping areas...Spacious partially fenced level backyard with spacious driveway. Entirely fresh look with updated exterior, interior and mechanicals. Central air, natural gas high efficiency heating unit and on demand

George Koudounas RE/MAX Benchmark Realty Group

216 Robinson Ave, Newburgh, NY 12550
/4
$279,000
- Land
- 9.9 Acres
- $28,182 per Acre
0 New York 284, Slate Hill, NY 10973

9.9 Acres of Vacant Commercial Property! Bring your dream vision to life at this prime location, directly across from Shannen Park in Slate Hill. This level, wooded lot is zoned TC-2. For zoning details, please visit the Wawayanda town website. The possibilities are endless!

Jonathon Lee Keller Williams Hudson Valley

0 New York 284, Slate Hill, NY 10973
/30
$279,900
- 2 Beds
- 1 Bath
- 584 Sq Ft
20 Barron Rd, Montgomery, NY 12549

This sweet cottage is great for 1st time home buyers, or people that just like to have low living expenses! You'll enjoy the large deck off the kitchen for enjoying BBQ's or the outside. You'll also enjoy the small neighborhood! At the end of Barron Rd, you can enjoy the Stewart State Forest, where there are more than 22 miles of major trails for hiking, biking, horseback riding, hunting, dog

Kathy Dawson Howard Hanna Rand Realty

20 Barron Rd, Montgomery, NY 12549
/17
$269,888
- 2 Beds
- 2 Baths
- 964 Sq Ft
2 Lexington Hill Unit#12 Unit 12, Monroe, NY 10926

EASY TO SHOW.....CONDO- 1,000 SQ. FT.-2 BED-2 BATH WITH LAUNDRY IN UNIT- LOTS OF PARKING- LOCATED ON TOP (3RD) FLOOR WITH GREAT VIEWS.....Low taxes and only $500/Month maintenance fee. Beautiful location with a comfortable and functional layout, perfect for modern living. Featuring two full bathrooms, the home is thoughtfully designed to provide both convenience and privacy. The spacious interior

Joseph Lombardo Listing by Lombardo Homes & Estates

2 Lexington Hill Unit#12 Unit 12, Monroe, NY 10926
/6
$300,000
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
52 Deer Trail S, Greenwood Lake, NY 10925

Located on a quiet street in the Upper Greenwood Lake community, this 1,064 sq. ft. single-family home offers a solid structure and a layout with significant potential. The upper level features two bedrooms and a full bath, while the main floor includes a kitchen, living room, and an extended living space with a wood-burning stove and large windows overlooking the lake. Please note that the

Jennifer Calbert Keller Williams Realty

52 Deer Trail S, Greenwood Lake, NY 10925
/11
$279,000
- Land
- 8.9 Acres
- $31,348 per Acre
1181 Lakes Rd, Warwick, NY 10950

Fully approved 8.9 acre lot, ready to build. This lot offers a prime opportunity for your dream home located in the Town of Warwick with frontage on the Trout Brook and in close proximity to enjoy the views of Fitzgerald Falls. Property is close to the Appalachian Trail for those outdoor enhthusiasts, with Trail access within walking distance. Very close to all amenities including the Hostorical

Jason McGovern Keller Williams Hudson Valley

1181 Lakes Rd, Warwick, NY 10950
/23
$275,000
- 2 Beds
- 1 Bath
- 1,037 Sq Ft
10 Mountain Top Ln, Huguenot, NY 12746

Great opportunity to own your own lake cottage located at Big Pond! This cute 2 bed, 1 bathroom home is tucked away in a quiet, private community that you could too, be a part of. Spend your summers relaxing on the screened in porch which offers some lake views or spend time exploring the outdoors. There are no HOA fees! This home is being sold with a new pellet stove, an updated bathroom, new

Natalie Rajsz Steimle Century 21 Geba Realty

10 Mountain Top Ln, Huguenot, NY 12746
/16
$239,000
- 2 Beds
- 1 Bath
- 1,224 Sq Ft
4 Old Rd, Cuddebackville, NY 12729

Welcome to 4 Old Road in the quiet charm of Cuddebackville—this cozy, updated cutie proves good things do come in smaller packages. This 2-bed, 1-bath home has been refreshed so you can move right in without lifting more than a finger...Featuring a garage to keep your car safe from the weather (or to store all the hobbies you swear you’ll pick up someday), plus a bonus: there’s even room on

Valerie Jewis Keller Williams Realty

4 Old Rd, Cuddebackville, NY 12729
/27
$215,000
- 2 Beds
- 2 Baths
- 924 Sq Ft
326 Concord Ln, Middletown, NY 10940

Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full

Sandra Arnez Keller Williams Hudson Valley

326 Concord Ln, Middletown, NY 10940
/24
$267,000
- 2 Beds
- 1 Bath
- 1,026 Sq Ft
276 Temple Hill Rd Unit 1117, New Windsor, NY 12553

Move-In Ready & Ideally Located! Welcome to this beautifully updated lower-level 2-bedroom, 1-bath condo in the highly desirable Continental Manor Condominium complex. Fresh and modern throughout, the galley kitchen features BRAND NEW cabinetry and microwave (Jan 2026), granite countertops, and newer appliances (2025), plus the convenience of a stackable washer/dryer. Enjoy a dedicated dining

Jennifer Gold RE/MAX Benchmark Realty Group

276 Temple Hill Rd Unit 1117, New Windsor, NY 12553
/5
$259,000
- Land
- 20.18 Acres
- $12,834 per Acre
32 Mountainside Dr, Chester, NY 10918

A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This can truly be a mini-estate with near full privacy plus MOUNTAIN VIEWS!! FULLY ENGINEERED with NATURAL GAS, curb cuts! .... Site map in photos. This is one of only two remaining lots. Some wet-lands on the property. Drive way is not shared - it will be side-by-side with

Karen Gauvin Our House Real Estate Group

32 Mountainside Dr, Chester, NY 10918
/24
$275,000
- 2 Beds
- 1 Bath
- 1,084 Sq Ft
2113 Whispering Hills Unit 178, Chester, NY 10918

Welcome Home! 2 Bedrooms 1 Bathroom move in ready end unit. Recently renovated including a new kitchen with granite counter tops and stainless steel appliances, new bathroom, new windows, new laminate flooring, new water heater, new light fixtures and recessed lighting. Nothing to do but move in! Close to supermarket, post office, restaurants, urgent care, highway. Perfect commuter location.

Valerie Quinn Keller Williams Realty

2113 Whispering Hills Unit 178, Chester, NY 10918
/27
$299,999
- 3 Beds
- 1 Bath
- 1,248 Sq Ft
95 Scofield St, Walden, NY 12586

Welcome to this charming 3-bed, 1-bath Colonial in Montgomery (Valley Central School District), offering a blend of traditional character and modern function. Built in 1915, this home features hardwood and carpeted flooring, classic molding, and a warm layout that feels inviting from the moment you enter. The updated kitchen with stainless appliances, abundant cabinet space, and a spacious gas

Virginia Corbett eXp Realty

95 Scofield St, Walden, NY 12586
/35
$205,900
- 2 Beds
- 1.5 Baths
- 1,200 Sq Ft
10 Oakwood Terrace Unit 38, New Windsor, NY 12553

Tucked away in a quiet corner of New Windsor’s Oakwood Crest coop community, this lovely 2-bedroom duplex-style home offers comfort, space, and convenience. Enjoy relaxing on your private patio during warm summer evenings or entertaining with ease thanks to the home’s open-concept kitchen and dining area—perfect for everyday living or casual get-togethers. Step inside to find brand new carpeting

Steve Vinti Weichert Realtors

10 Oakwood Terrace Unit 38, New Windsor, NY 12553
/47
$300,000
- 4 Beds
- 2 Baths
- 1,876 Sq Ft
47 Ulster Ave, Walden, NY 12586

CALLING ALL INVESTORS AND OWNER OCCUPIERS! 1st Floor is a 1-bedroom with a eat-in kitchen, living room, family room and full bathroom. 2nd floor offers 3-bedrooms full bathroom and eat-in kitchen. This home also features a walk-up attic on the 2nd floor, Newer electrical service with 3 meters to also include the owners meter, natural gas available but need to be connected, newer hot water heater

David Aurigemma Regency Real Estate

47 Ulster Ave, Walden, NY 12586
/38
$260,000
- 2 Beds
- 1 Bath
- 900 Sq Ft
8 John St, Port Jervis, NY 12771

Curb appeal in this sweet gem of a home, sited on a level, newly fenced, corner lot., with lovely homes and neighbors across the street and next door. New roof in 2019, chimney has been repointed and the gas furnace is in good working condtion. Municipal water/sewer.The backyard offers a cabana for paties, hot tub or summer shade. The home has newer windows, hardwood throughout and a very

Adrienne Volpe KW MidHudson

8 John St, Port Jervis, NY 12771
/13
$205,000
- 1 Bed
- 1 Bath
- 800 Sq Ft
276 Temple Hill Rd Unit 2112, New Windsor, NY 12553

Welcome to this beautifully maintained one bedroom one bath top floor end unit located in the desirable Continental Manor. This property offers a perfect blend of comfort, style and functionally. Step inside to discover an open and inviting floor plan with natural light. Enjoy the pool and tennis courts and a bonus for friends and family a playground. This unit features a new dishwasher, dryer,

Joseph Morello Keller Williams Hudson Valley

276 Temple Hill Rd Unit 2112, New Windsor, NY 12553
/17
$260,000 Open Sun 12PM - 2PM
- 2 Beds
- 2 Baths
- 950 Sq Ft
7 Lexington Hill Unit 8, Harriman, NY 10926

Beautifully updated and well maintained 2 bedroom condo in the well sought after Lexington Hills community. Call today to schedule a viewing, this will not last!

Joel Ayala HomeSmart Homes & Estates

7 Lexington Hill Unit 8, Harriman, NY 10926
/3
$279,000
- Land
- 21.1 Acres
- $13,223 per Acre
32 Nicaj Ct, Wallkill, NY 10941

This listing is for 2 abutting properties totaling 21 Acres. The 10 acre parcel fronts Nicaj Ct. The second is an 11 acre parcel (section 14, block 2, lot 23) which is landlocked and abuts this parcel. The 10 acre is engineered with site plan approval. Had BOH approval, may need a letter extending approval. The 11 acre would need full engineering to build on it. Seller represents possible further

Liz Vasapolli Howard Hanna Rand Realty

32 Nicaj Ct, Wallkill, NY 10941
/28
$210,000
- 2 Beds
- 2 Baths
- 1,089 Sq Ft
44 Johnes St Unit 109J, Newburgh, NY 12550

Welcome to Apartment 109J at The Foundry at Washington Park Condominium, one of Newburgh's most desirable residential addresses originally transformed from a 19th-century industrial complex. Just steps from the Hudson River, this generous two-bedroom, two-bath condo offers 1,089 square feet, five large closets, Pergo hardwood floors, plush carpet in the master bedroom, and oversized windows that

*DNC* Andres Santiago ReAttached

44 Johnes St Unit 109J, Newburgh, NY 12550
/23
$287,000
- 2 Beds
- 1.5 Baths
- 1,199 Sq Ft
70 Johnes St Unit 325E, Newburgh, NY 12550

Turnkey Triplex in the iconic historic Foundry Building in the heart of Newburgh overlooking Washington's Headquarters with Hudson River views. This impressive adaptive-reuse development blends industrial character with modern comfort. Featuring lofted ceilings, oversized windows, and Hudson River and Washington’s Headquarters views, the space is filled with natural light and architectural charm

MaryBeth O'Hara Ellis Sotheby's Intl Realty

70 Johnes St Unit 325E, Newburgh, NY 12550
/9
$279,999
- 4 Beds
- 1.5 Baths
- 1,400 Sq Ft
1 Staples Ln, New Windsor, NY 12553

There are no interior showings. Tenant occupied. Cornwall Schools! This home is close to Plum Point park, shopping, Newburgh waterfront shops & restaurants and so much more. There are 2 pictures that show the layout of the rooms. On the 1st level, there is an enclosed porch, kitchen, dining room, living room with a fireplace & 1/2 bath. Four bedrooms & full bath are upstairs. Outside is a

Kathy Dawson Howard Hanna Rand Realty

1 Staples Ln, New Windsor, NY 12553
/13
$239,900
- 2 Beds
- 1.5 Baths
- 1,240 Sq Ft
503 Mountain Laurel Dr, Monroe, NY 10950

Peaceful country living in this two-story center lakefront unit with full basement located in Windridge community. Enjoy incredible mountain views from this large private Townhome. Primary bedroom on upper level with walk in closet and large sitting area which can be used as home office. Slider to rear patio with beautiful lake views!! Large living and dining area. Beautiful quiet complex close

Margaret Galatro ARC Realty 1 in Sales

503 Mountain Laurel Dr, Monroe, NY 10950
/20
$280,000
- 0.5 Baths
- 2,100 Sq Ft
11 Orange Turnpike, Tuxedo, NY 10975

This unique property offers endless possibilities for those with vision and creativity! Originally an old church, it is situated on 2.8 acres of land, just a stone's throw away from the charming Village of Tuxedo Park, schools, train station, bus station, Woodbury Commons, and all major highways. Zoned for single family residential use, this blank canvas is ready for renovation and can be

James Ascione Keller Williams Realty

11 Orange Turnpike, Tuxedo, NY 10975
/19
$225,000
- 2 Beds
- 1 Bath
- 820 Sq Ft
606 Parr Meadow Dr Unit 6F, Newburgh, NY 12550

Well-maintained 2-bedroom, 1-bath condo offering comfortable and convenient living in the Town of Newburgh. This home features a bright living area, functional layout, spacious bedrooms, and ample closet space throughout. The kitchen provides efficient workspace with easy flow into the dining and living areas, making everyday living and entertaining simple. Enjoy low-maintenance living with

Christopher Cammarata HomeSmart Homes & Estates

606 Parr Meadow Dr Unit 6F, Newburgh, NY 12550
/28
$247,500
- 2 Beds
- 1 Bath
- 1,026 Sq Ft
276 Temple Hill Rd Unit 1515, New Windsor, NY 12553

Welcome to easy, convenient living in this desirable first-floor condo! Ideally located just minutes from two train stations with direct access to NYC, as well as nearby bus routes, commuting is a breeze. Enjoy being close to major shopping, local bakeries, restaurants, and everyday essentials.This ground-level unit includes two assigned parking spaces conveniently located nearby...perfect

Jacqueline Manzolillo-Blais Keller Williams Realty

276 Temple Hill Rd Unit 1515, New Windsor, NY 12553
/32
$274,999
- 3 Beds
- 2 Baths
- 1,454 Sq Ft
110 Chrystal Dr, Maybrook, NY 12543

Located in the Village of Maybrook and within the Valley Central School District, this Townhome is ideally situated close to local eateries, restaurants, shopping centers, and area parks, with all schools just a short drive away. Commuters will appreciate the approximately five-minute drive to Interstate 84, providing easy access to surrounding areas. The home features three bedrooms and two full

Richard Baxter Keller Williams Realty

110 Chrystal Dr, Maybrook, NY 12543
/30
$225,000 Coming Soon
- 1 Bed
- 1 Bath
- 800 Sq Ft
276 Temple Hill Rd Unit 1602, New Windsor, NY 12553

Coming Soon - Great 1 bedroom, end unit, top floor condo in the lovely Continental Manor Community. More information and photos to come!

Tremaine Selby Weichert Realtors

276 Temple Hill Rd Unit 1602, New Windsor, NY 12553
/26
$225,000
- 1 Bed
- 1 Bath
- 360 Sq Ft
51 S Shore Dr, Middletown, NY 10940

Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

Arya Rabinovits eRealty Advisors, Inc

51 S Shore Dr, Middletown, NY 10940
/39
$239,900
- 3 Beds
- 3 Baths
- 1,834 Sq Ft
135 Old Forestburg Rd, Sparrow Bush, NY 12780

This home had burst pipes in December and needs extennsive repair waor to make it habitable again. The sellers' misfortune is the perfect opportuntiyt for a cash or rehab loan. The home is in a fabulous, quiet arera with beautiful natural surroundings and will look jst like the photos once it's been restored to it's original state.

Adrienne Volpe KW MidHudson

135 Old Forestburg Rd, Sparrow Bush, NY 12780
/29
$290,000
- 2 Beds
- 1 Bath
- 798 Sq Ft
21 Delaware St, Port Jervis, NY 12771

Welcome to this beautifully maintained single-family home offering the ease of one-level living and convenient access to shopping, schools, parks, and public transportation. Whether you're a first-time homebuyer or seeking to simplify your lifestyle, this property provides a comfortable and practical living space.This charming residence features 2 bedrooms and 1 full bathroom, with a

Jannet Orduna-Martinez Howard Hanna Rand Realty

21 Delaware St, Port Jervis, NY 12771

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