Orange County NY Homes under $300,000

/15
$299,900
- 2 Beds
- 1 Bath
- 1,201 Sq Ft
122 Cottage St, Middletown, NY 10940

Imagine stepping into a home where ease of ownership and a central location blend seamlessly, offering the ideal choice for a first-time homebuyer. This inviting two-bedroom, one-bath residence in Middletown, NY, welcomes you with a thoughtful layout and a low-maintenance setup that includes municipal water and sewer, making life simpler so you can focus on enjoying your new home. Inside,

Brian Caplicki

Keller Williams Hudson Valley

(845) 378-9670

122 Cottage St, Middletown, NY 10940
/33
$300,000
- 2 Beds
- 2 Baths
- 1,029 Sq Ft
1121 Washington Green, New Windsor, NY 12553

Town of New Windsor two bedroom and two-bathroom condo is located in the Washington Green complex. This desirable lower unit has a front and rear entrance for easy access. The large living room has a marble fireplace with a gas insert, and doors to the rear patio that give the unit natural light. The dining room has multiple windows and flows into the living room. The galley kitchen has a

Frank Gerbes

RE/MAX Benchmark Realty Group

(914) 743-3839

1121 Washington Green, New Windsor, NY 12553
/7
$239,888
- 2 Beds
- 1.5 Baths
- 924 Sq Ft
218 Concord Ln, Middletown, NY 10940

Welcome to this charming first-floor condo located in Buttonwood Hills community! With 2 bedrooms, 2 baths, and a patio, this well-maintained unit offers a galley kitchen, dining area, and living room. Enjoy access to clubhouse amenities and a community poolhouse. Ideal for those seeking convenience and community living. InteriorFeatures: Built-in Features,

John Olivero

Keller Williams Realty

(845) 475-0808

218 Concord Ln, Middletown, NY 10940
/9
$259,000
- Land
- 1.60 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
/2
$299,900
- 3 Beds
- 1 Bath
- 1,120 Sq Ft
13 Smith St, Middletown, NY 10940

Looking to add a rental property to your porfolio? This 3 bedroom, 1 bathroom home might be the one. Long term tenant looking to stay. Located in the heart of the city of Middletown. Walking distance to local shops, restaurants, supermarket, park and much more. Located on a one way street with low local traffic. Call today for appoiintment.

Dulce M Ferrera

Keller Williams Hudson Valley

(845) 299-0839

13 Smith St, Middletown, NY 10940
/31
$249,900 Coming Soon
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
47 Liberty St, Middletown, NY 10940

Coming May 1 is this affordable three bedroom, 2 bath old two story in the city of Middletown. Interior features include some hard wood floors updated kitchen with some stainless appliances, over the range microwave, newer cabinets and countertops. Livingroom with hardwood floors, and large windows with cornices, diningroom and a full tiled bath with solid surface countertop all round out the

Lynelle Alessi

Keller Williams Hudson Valley

(845) 581-3198

47 Liberty St, Middletown, NY 10940
/35
$250,000
- 2 Beds
- 2 Baths
- 1,176 Sq Ft
276 Temple Hill Rd Unit 807, New Windsor, NY 12553

Town of New Windsor first floor two bedroom, two bath end condo unit. The unit has an open floor plan with a large living room and dining room, main bedroom suite with a private bathroom, second bedroom with a walk-in closet, natural gas forced air heat system, central air conditioning and washer/dryer in the unit. The complex is well maintained and has a pool, playground additional parking and

Frank Gerbes

RE/MAX Benchmark Realty Group

(845) 498-0510

276 Temple Hill Rd Unit 807, New Windsor, NY 12553
/32
$260,000
- 2 Beds
- 1.5 Baths
- 1,025 Sq Ft
40 Tanager Rd Unit 4006, Monroe, NY 10950

Experience this stunning 2-bedroom, 1.5-bath condo (Upper Unit) at Rolling Hills. Perfectly crafted for those who crave a harmonious blend of style and comfort, this home invites you to unwind and enjoy. Each room is thoughtfully designed ensuring a cozy feel throughout. Step into the dining area, where you can easily transition to the private balcony, offering serene park-like views that promise

Martin Remo RE/MAX Prime Properties

40 Tanager Rd Unit 4006, Monroe, NY 10950
/36
$285,000
- 2 Beds
- 2 Baths
- 1,110 Sq Ft
110 Sycamore Dr, Middletown, NY 10940

The wait is over! The ONLY unit currently available in Clemson Park Condominiums and lucky you ... it is a second floor unit for REALLY easy living with no neighbors above! Fresh neutral paint, brand new carpet, two year old HVAC system and all new windows are just the beginning of what you will find. One level floor plan offers an eat in kitchen with crisp white cabinets and stainless steel

Laurel Lustgarten Howard Hanna Rand Realty

110 Sycamore Dr, Middletown, NY 10940
/41
$269,900
- 1 Bed
- 1.5 Baths
- 924 Sq Ft
129 Main St Unit D1, Cornwall, NY 12518

CORNWALL - GROUND FLOOR CONDO - Welcome to this rare opportunity to own a ground-floor 1-bedroom, 1.5 bath condo in Brookside Condominiums, nestled in the vibrant heart of Cornwall, NY. This condo offers everything you need for easy living in one of the Hudson Valley's most charming towns. Offering one level living, the unit includes a living room, kitchen, dining area, full bathroom, one bedroom

Courtney Popowick Rita Levine Real Estate

129 Main St Unit D1, Cornwall, NY 12518
/18
$295,000
- 3 Beds
- 1.5 Baths
- 1,512 Sq Ft
6 Whitman Ct, Middletown, NY 10941

Come to see this spacious townhouse in the Town of Wallkill, featuring 3 bedrooms, 1.5 baths, oak floor, eat-in kitchen, stainless appliances, walk-in closet, and private backyard. NO hoa, commuter friendly, Pine Bush School, minutes to school, shopping, restaurant, highways. Tax included the star savings.

Gen Cheung River Realty Services, Inc.

6 Whitman Ct, Middletown, NY 10941
/24
$274,900
- 2 Beds
- 2 Baths
- 1,345 Sq Ft
99 Boniface Dr Unit 3E, Pine Bush, NY 12566

Welcoming 2-bedroom, 2-bathroom condo in the desirable Bonivista Village community. This charming unit offers the perfect blend of convenience and comfort with spacious bedrooms, generous closet space, and a full basement for all your storage needs. Enjoy your morning coffee or unwind in the evening in your own private yard. The unit is inviting, and move-in ready, with low maintenance living

Philip Barnao eXp Realty

99 Boniface Dr Unit 3E, Pine Bush, NY 12566
/31
$299,999
- 2 Beds
- 1 Bath
- 1,440 Sq Ft
78 E Main St, Walden, NY 12586

CHARMING VILLAGE COTTAGE IN VALLEY CENTRAL SCHOOL DISTRICT!!! Discover the perfect blend of comfort and convenience in this delightful 2-bedroom, 1-bathroom cottage located in the heart of Walden and situated within the highly regarded Valley Central School District. This home is just a stone's throw away from local dining, shopping, and close to all FIVE Village parks. Enjoy easy access to

Richard Baxter Keller Williams Realty

78 E Main St, Walden, NY 12586
/17
$260,000
- 3 Beds
- 1.5 Baths
- 1,232 Sq Ft
217 Blake Rd, Maybrook, NY 12543

A Beautiful 3 Bedroom, 1.5 bathroom townhome is Country Club Heights in convenient Maybrook, NY. Close to all that Maybrook and the Town of Montgomery have to offer. There is an accepted offer on this listing.

Tom Atkins Alliance Realty

217 Blake Rd, Maybrook, NY 12543
/12
$269,900
- 3 Beds
- 2 Baths
- 400 Sq Ft
center st Center St Unit 527, Middlehope, NY 12550

Opportunity abounds in this 3 bedroom 2 bath spacious cape. Main level offers 2 bedrooms and full bath, dining room and large living room and 2nd level features huge bedroom and full bath. Only minutes to schools, and all services. Situated in the Newburgh School District as well. Some work required but should be well worth the investment! Stop throwing money away renting and invest in owning

Sandra Cotthaus 1st Independent Realty Grp

center st Center St Unit 527, Middlehope, NY 12550
/16
$270,000
- 3 Beds
- 2 Baths
- 1,712 Sq Ft
5 Johnson Ln, Sparrow Bush, NY 12780

Welcome to this spacious, brick ranch home located in the peaceful town of Sparrowbush, just minutes from the charming town of Port Jervis. This 3-bedroom, 2-full bath home offers plenty of space for comfortable living and is situated on a generous lot with a full basement and large living areas.The large living room features a cozy wood-burning fireplace, perfect for relaxing on cold

Dominick Tufano RE/MAX Benchmark Realty Group

5 Johnson Ln, Sparrow Bush, NY 12780
/9
$269,900
- 2 Beds
- 1.5 Baths
- 1,144 Sq Ft
17 N Aspen Rd, Middletown, NY 10940

This renovated 2-bedroom, 1.5-bath townhouse in Middletown offers a perfect blend of comfort and convenience! The inviting living room, filled with natural light, leads into a modern kitchen with brand-new stainless steel appliances and an adjacent washer/dryer setup. The dining room features a sliding door that opens up to a private fenced-in backyard—ideal for outdoor relaxation or

Jonathon Lee Keller Williams Hudson Valley

17 N Aspen Rd, Middletown, NY 10940
/9
$265,000
- 2 Beds
- 1 Bath
- 920 Sq Ft
154 N Drury Ln, Newburgh, NY 12550

Come check out this charming residence, perfectly located within the Valley Central School District. Situated on nearly half an acre, this property offers generous outdoor space for various activities in both the front and back yards. Inside, the cozy living room flows seamlessly into a spacious kitchen on the lower level. Upstairs, you will find two bedrooms and a well-appointed bathroom

Cimen Mustafa HomeSmart Homes & Estates

154 N Drury Ln, Newburgh, NY 12550
/11
$259,000
- 2 Beds
- 1.5 Baths
- 1,137 Sq Ft
708 Mountainside Dr, Southfields, NY 10975

Tuxedo! RENT WITH OPTION AVAILABLE! Upper End Unit! This two bedroom 1.5 bath home is very spacious with plenty of open space and natural light. Enter on the main level and go upstairs leading to the open foyer which takes you to the living area. The living area is bright with a wood burning fireplace and access from sliders onto the outdoor balcony. The primary bedroom includes a one-half

Mary Ann Mitchell eXp Realty

708 Mountainside Dr, Southfields, NY 10975
/20
$255,000
- 3 Beds
- 1 Bath
- 883 Sq Ft
4 Wildwood Trail, Monroe, NY 10950

Great Investment! Now ONLY $255,000! This Can Be Delivered Vacant! Time to buy this 3 B/R, 1 Bth, very nicely kept home and property. High end shed, full basement, commercial W/D. Appointments Required, Motivated Seller, Make Offers! Please contact a Broker for appointment, do not go w/o appointment. Private Trails, (Maintained by Homeowners instead of Municipality,) best suited for AWD

Charles J. Izzo Coldwell Banker Realty

4 Wildwood Trail, Monroe, NY 10950
/13
$269,900
- 3 Beds
- 1.5 Baths
- 1,544 Sq Ft
34 Alfred Place, Walden, NY 12586

Welcome to the wonderful village of Walden. A quiet, quaint village located in the Town of Montgomery. If you enjoy peaceful living that is close proximity to shopping, commuting, neighboring towns with all stores and entertainment you will need, and schools this area is for you. Additional Information: HeatingFuel:Oil Above Ground. Take the opportunity to see this wonderful home that has the

Brenda Watington W Manor LLC

34 Alfred Place, Walden, NY 12586
/31
$205,000
- 2 Beds
- 1.5 Baths
- 924 Sq Ft
224 Concord Ln, Middletown, NY 10940

Discover this 2-bedroom, 2-bathroom second-floor unit in Middletown, NY! Flooded with abundant sunshine, this lovely home boasts brand-new carpeting and fresh paint throughout. Stay comfortable with an energy-efficient Navien tankless furnace installed in November 2021. The washer, dishwasher, and refrigerator were all updated in 2019. Move-in ready and ideal for starting your homeownership

Hai Li Keller Williams Hudson Valley

224 Concord Ln, Middletown, NY 10940
/18
$209,900
- 2 Beds
- 1.5 Baths
- 924 Sq Ft
213 Concord Ln, Middletown, NY 10940

Welcome to this newly renovated 2 bedroom 2 bathroom condo in the heart of Middletown, NY! Enjoy the wonderful amenities of this community such as the clubhouse, pool, pond and assigned parking spot! This unit has spacious bedrooms, in unit laundry, new appliances, and walk in closets. If you're looking for a renovated, open concept living that is ready to move in, this is for you!

Kristina Mullings Century 21 Realty Center

213 Concord Ln, Middletown, NY 10940
/15
$235,000
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
256 Concord Ln, Middletown, NY 10940

This fully renovated two-bedroom, two-bath condo offers modern upgrades and stylish finishes throughout. The kitchen features brand-new appliances and elegant quartz countertops, while the bathrooms boast sleek porcelain countertops. Enjoy the comfort of brand-new vinyl flooring, plush carpeting, and a new boiler, along with the convenience of an in-unit washer and dryer. Two air conditioning

Carol Cruz Keller Williams Hudson Valley

256 Concord Ln, Middletown, NY 10940
/15
$275,000 Open Sun 1PM - 3PM
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
37 East Ave, Washingtonville, NY 10992

TOTALLY RENOVATED WITH STUNNING AND CONTEMPORARY AMENITIES! GO RUNNING FOR THIS GEM! Sizable manufactured home located in a park like Washingtonville Manor Community awaits for a new owner! You can enjoy the unobstructed view of sky and nature out on the spacious porch with the sliding door connected to the dining area of this home. Open floor plan layout inside this home creating a functional

Jane Nguyen Coldwell Banker Realty

37 East Ave, Washingtonville, NY 10992
/16
$200,000
- 3 Beds
- 2 Baths
- 1,496 Sq Ft
10 Bruce St, Port Jervis, NY 12771

Charming 2-Story Home with Great Potential – 3 Bed, 2 Bath – Port JervisDiscover this spacious 3-bedroom, 2-bathroom home offering 1,496 sq ft of living space, nestled on a quiet street in the City of Port Jervis. This two-story gem features a generous backyard, perfect for outdoor enjoyment, and a large detached garage with plenty of storage or workshop potential.The seller has

Jonathon Lee Keller Williams Hudson Valley

10 Bruce St, Port Jervis, NY 12771
/26
$230,000
- 2 Beds
- 1 Bath
- 802 Sq Ft
3 Sunrise Trail, Monroe, NY 10950

Looking for a starter home, downsizing or looking for a Hudson Valley get away to put your personal touches on? Look no further, this charming 2 bedroom 1 bath home is waiting for the next owner to bring their vision and call it their new home. Upon entering you will find a spacious eat in kitchen, the living area is a generous size with an oversized window that allows for lots of natural light

Claudia Lepore Keller Williams Realty

3 Sunrise Trail, Monroe, NY 10950
/3
$299,900
- 4 Beds
- 2 Baths
- 1,772 Sq Ft
5 Rumsey St, Port Jervis, NY 12771

INVESTOR ALERT! Start earning on DAY 1 with this fully rented Duplex! This property delivers a strong return on investment in an area that's vibrant and quickly gaining popularity. Tenants pay for their electric, heat and hot water. Separate meters. Driveway for 2 cars. CAP rate 9.35%

Vikki Garby BHG Real Estate Green Team

5 Rumsey St, Port Jervis, NY 12771
/18
$220,000
- 2 Beds
- 1 Bath
- 880 Sq Ft
43 Kenwood Dr Unit 3, New Windsor, NY 12553

Welcome to easy living in this well-maintained garden-style condo located in the heart of New Windsor! This charming unit offers two comfortable bedrooms, a spacious living room, washer and dryer in the hallway next to the bathroom, and a bright kitchen with a cozy dining area—perfect for everyday living and entertaining.Enjoy the beautifully landscaped grounds and take advantage of the

Virginia Corbett eXp Realty

43 Kenwood Dr Unit 3, New Windsor, NY 12553
/36
$289,000
- 2 Beds
- 1 Bath
- 1,047 Sq Ft
22 Woodycrest Trail, Monroe, NY 10950

Charming 2 bedroom, 1 Bathroom home offering single level living at its best. This cozy gem features beautiful hard wood floors, and abundant natural sunlight throughout creating a warm and inviting atmosphere. Ideally located near Washingtonville School District, Salisbury Mills train station, parks, and shopping. Home is five miles to the New York State Thruway and the Palisades Parkway, close

Laura Fisher Payne Team LLC

22 Woodycrest Trail, Monroe, NY 10950
/18
$200,000
- Land
- 2.50 Acres
- $80,000 per Acre
35 Otterkill Rd, New Windsor, NY 12553

Nestled on a quiet road within the Cornwall school district, this 2.5-acre lot features stunning stone walls and a designated building site with access to town water. The property underwent perc and deep soil tests in 2007 and 2009, respectively. Detailed plot plans, along with construction and septic information for a 3-bedroom home, are available. Ideally located just 2 minutes from the Storm

Craig Smith Compass Greater NY, LLC

35 Otterkill Rd, New Windsor, NY 12553
/26
$232,900
- 1 Bed
- 1 Bath
- 969 Sq Ft
4 Barnett Dr Unit 7-A, Monroe, NY 10950

Affordable & Convenient 1-Bedroom Condo in MonroeOwn your own home for less than rent! This charming 1-bedroom, 1-bath condo in Barnett Hills offers great value at an unbeatable price. Located in the heart of Monroe, this well-maintained unit is perfect for first-time buyers or anyone looking for a low-maintenance lifestyle.The open living area is bright and spacious, with natural light streaming

Vincent Critelli Keller Williams Realty

4 Barnett Dr Unit 7-A, Monroe, NY 10950
/22
$275,000
- 3 Beds
- 1.5 Baths
- 1,188 Sq Ft
6 Edgewood Trail, Monroe, NY 10950

Tastefully updated 3 bedroom, 1 and a half bathroom ranch style home in Monroe! One level living at its finest! Upon entering you will find a spacious eat in kitchen with tons of storage space leading into the living room with ample natural lighting. There are three bedrooms and a recently updated full bathroom. The primary bedroom offers a half bath conveniently equipped with a washer and dryer.

Samantha McCrory Exit Realty Connections

6 Edgewood Trail, Monroe, NY 10950
/22
$249,900
- 3 Beds
- 1 Bath
- 1,122 Sq Ft
11 White St, Port Jervis, NY 12771

Adorable and Affordable 3 Br 1 Bath Two Story in the Renaissance City of Port Jervis featuring over 40 Miles of Hiking biking Trails, Wild and Scenic Delaware river recreation, upscale downtown Eateries, Brewery, Shops, antiques and the Metro north commuter trains to NYC. Quiet safe neighborhood with a nice yard and Carport. Interior features a comfy cozy "No Place Like Home" ambiance. Home has a

Paul Hamilton Orange West Realty

11 White St, Port Jervis, NY 12771
/6
$230,000
- Land
- 10 Acres
- $22,115 per Acre
41 California Rd, Warwick, NY 10990

Discover the perfect opportunity to own 10 acres of pristine raw land in the beautiful and sought-after town of Warwick, NY. Nestled in the heart of Orange County, this expansive property offers a blank canvas for your vision. This is a rare chance to own a piece of Warwick’s countryside while still being close to NYC, just 50 miles away. Whether you’re an investor, builder, or someone seeking

Donna Brunell RE/MAX Benchmark Realty Group

41 California Rd, Warwick, NY 10990
/15
$219,999
- Land
- 3.00 Acres
- $73,333 per Acre
55 Oak Hill Rd, Monroe, NY 10950

This beautiful 3-acre parcel, situated on a quiet dead-end street, offers the perfect combination of privacy, natural beauty, and convenience. Located within the Greenwood Lake School District, the property is ideal for a peaceful retreat with easy access to all the amenities of the surrounding area. Bordering protected state land, this lot ensures a high degree of privacy and provides direct

James Feldhaus eXp Realty

55 Oak Hill Rd, Monroe, NY 10950
/24
$200,000
- 2 Beds
- 1 Bath
- 980 Sq Ft
81 Ridge Dr, Middletown, NY 10940

This mobile home is a hidden gem with great potential, set on 6.2 acres of beautiful land. Whether you're seeking a renovation project, a fresh canvas for new construction, or simply a peaceful retreat with room to grow, this property has it all. The 6.2 acre lot offers ample space for outdoor activities, gardening, or future development, making it ideal for someone with a vision. Enjoy the

Sean Walker Keller Williams Realty

81 Ridge Dr, Middletown, NY 10940
/14
$215,000
- 1 Bed
- 1 Bath
- 813 Sq Ft
44 Tanager Rd Unit 4405, Monroe, NY 10950

1 Bedroom Rolling Hills top floor unit with plenty of natural light. Make some updates, add a new kitchen and you will make it your own or have a great investment. Nestled in a peaceful suburban community, it offers a perfect blend of comfort and convenience. Easy commute to NYC , close to thruway , buses, train station, Bear Mountain, and Woodbury Common. Enjoy mountain views from your balcony,

Katarzyna Skowron HomeSmart Homes & Estates

44 Tanager Rd Unit 4405, Monroe, NY 10950
/26
$235,000
- 2 Beds
- 1 Bath
- 1,026 Sq Ft
276 Temple Hill Rd Unit 1608, New Windsor, NY 12553

Welcome to 276 Temple Hill Road, located in the desirable Continental Manor community. This bright and spacious garden-style condo features two bedrooms and one full bath, offering comfortable and easy living. A private entry foyer features stairs up to the unit. Beautiful laminate flooring runs throughout the home, complementing the open-concept living and dining area that flows into the galley

Virginia Corbett eXp Realty

276 Temple Hill Rd Unit 1608, New Windsor, NY 12553
/25
$299,900
- 4 Beds
- 2 Baths
- 1,568 Sq Ft
1 River St, Port Jervis, NY 12771

ROLLING ON THE RIVER!!! Rare Property adjacent to Delaware River West End Beach Park, Swimming, Rafting, Canoeing Boat Launch, Fishing. Just walk on down the Hill from this Home for Easy River Access. Perched above the River on an extra large lot is this 1568 SF 4 Bedroom 2 Bathroom House in need of TLC but is livable so one could reside there and slowly fix up or go in like gangbusters and

Paul Hamilton Orange West Realty

1 River St, Port Jervis, NY 12771

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