Middletown, NY Homes for Sale under $300,000

• 

  

  

  /25

  $165,000

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  226 Concord Ln, Middletown, NY 10940

  Renovated in 2021 is this first floor 1 bedroom condo in Buttonwood conveniently located close to Rte 17 and 84 for those of you commuting a distance to work. Just turn the key and move in, no work is needed. Kitchen has newer cabinets with crown molding and stainless LG appliances with a convection/air fry oven that can be controlled by your phone along with granite counters. Kitchen counter has

  

  Lynelle Alessi

  KW Hudson Valley Untied

  (329) 225-8141

  226 Concord Ln, Middletown, NY 10940
• Explore Middletown

• 

  

  

  /21

  $119,000

  • Land
  • 4.27 Acres
  • $27,869 per Acre

  0 Hog Mountain Cir, Middletown, NY 12430

  This is the property with a view you have been looking for. 4.27 acres of cleared, ready to build land in the Catskill Mountains just two hours from the George Washington Bridge. Whether it is a weekend retreat you have in mind or a forever home, the view is unmatched and will bring you the peace and serenity the Catskills have to offer. This property is only 10 minutes from Belleayre Ski

  

  Terence Lynch

  Century 21 New West Properties

  (845) 415-6387

  0 Hog Mountain Cir, Middletown, NY 12430
• 

  

  /2

  $155,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 784 Sq Ft

  45 Knapp Ave, Middletown, NY 10940

  Attention investors! This is a true “what you see is what you get” opportunity. Bring your tools and imagination and transform this property into a valuable addition to your rental portfolio. Perfect for investors seeking potential and long-term returns. Cash buyer or rehab loan needed.

  

  Dulce M Ferrera

  KW Hudson Valley Untied

  (329) 210-1290

  45 Knapp Ave, Middletown, NY 10940
• 

  

  

  /23

  $298,900

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  44 Commonwealth Ave, Middletown, NY 10940

  This home has great bones, new roof, new furnace and new hot water heater. Located in a nice residential neighborhood in the city of Middletown, close to schools, shopping and restaurants. Commuter friendly close to Route 84 and Route 17. Fenced in back yard. Features ceramic tile in the kitchen and hardwood throughout. Home needs some TLC mostly cosmetic cleaning, painting and rear deck needs

  

  Frank Tangredi

  Frank Tangredi Realty Company

  (329) 219-0321

  44 Commonwealth Ave, Middletown, NY 10940
• 

  

  

  /13

  $239,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  16 Woodland Rd, Middletown, NY 10940

  Welcome home to this very nice three bedroom seasonal ranch located in the Minisink Valley School District in a quiet neighborhood! This private property is surrounded by nature with a large open yard to play and have fun in the sun. The large deck overlooks the private back yard and surrounding woods. The roof has been recently replaced. Sale includes an additional lot of 0.11 acres to bring the

  

  Joseph Paoli

  Howard Hanna Rand Realty

  (329) 207-0281

  16 Woodland Rd, Middletown, NY 10940
• 

  

  /24

  $39,000

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  406 4th Ave, Middletown, NY 10941

  Fantastic opportunity to own your own home. Two bedrooms and one full bath, two decks, central a/c. Parking for two cars. Storage shed. Eat in kitchen with lots of cabinet space. Large living room. Ceiling fans and natural light. Big primary bedroom with double closet. ** MUST BE OWNER OCCUPIED - NO RENTALS *** . Valley View Mobile Home Park. Monthly lot rent of $930 includes tax, water, garbage,

  John Nahass Century 21 Full Service Realty

  406 4th Ave, Middletown, NY 10941
• 

  

  /15

  $259,999

  • 4 Beds
  • 1 Bath
  • 1,140 Sq Ft

  29 Parsons Ln, Middletown, NY 10940

  Endless Potential - Discover the possibilities at 29 Parsons Lane — a private country property offering space, privacy, and opportunity on approximately 6.4 acres. Offering an additional 4.6 acres for a total of 11 acres. This single-family ranch-style home features 4 bedrooms (currently lives as a 2 bedroom & a laundry room), 1 full bathroom, and approximately 1,140 square feet of living space.

  Camelia Pena-Rivera RE/MAX Distinguished Hms.&Prop

  29 Parsons Ln, Middletown, NY 10940
• 

  

  /19

  $159,900

  $12K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  509 5th Ave, Middletown, NY 10941

  Want to buy an almost new home for $169900? That’s right, ONLY THREE YEARS OLD!! This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light. Large deck for relaxing and entertaining. So many cabinets and a ton of counter space with stainless steel appliances. Full main bathroom with a tub

  John Nahass Century 21 Full Service Realty

  509 5th Ave, Middletown, NY 10941
• 

  

  /33

  $259,000

  • 2 Beds
  • 1.5 Baths
  • 1,230 Sq Ft

  129 Concord Ln Unit 129, Middletown, NY 10940

  An exceptional opportunity for homeowners and savvy investors, this sun-drenched, southeast-facing condo is located in one of Middletown’s rare communities with NO rental restrictions. Experience the comfort of two-level living with a thoughtful layout featuring a spacious living room on the main floor and private bedrooms upstairs. This home offers ultimate peace of mind with a Boiler and Water

  Hai Li KW Hudson Valley Untied

  129 Concord Ln Unit 129, Middletown, NY 10940
• 

  

  /32

  $279,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  19 Hulse Ave, Middletown, NY 10940

  Opportunities like this don't come around often! Welcome to 19 Hulse Avenue, a charming and updated ranch offering the perfect combination of comfort, convenience, and value. Featuring 2 bedrooms, 1 full bath, plus a versatile loft space perfect for a home office, guest area, playroom, or extra storage, this home is ready for its next chapter! Step inside to find updated vinyl flooring

  Juan Bautista Serhant LLC

  19 Hulse Ave, Middletown, NY 10940
• 

  

  /26

  $134,999

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  79 Stern Scenic Dr, Middletown, NY 10940

  Welcome to this updated 3-bedroom, 2-bath double-wide mobile home offering comfort, space, and convenience in Middletown. Recent updates enhance both style and functionality, while the open and spacious layout provides plenty of room to relax or entertain. The primary bedroom features a private bath, and the additional bedrooms are generously sized. Conveniently located near local shopping,

  Ivan Carvalho Exit Realty Connections

  79 Stern Scenic Dr, Middletown, NY 10940
• 

  

  /15

  $95,000

  $10K PRICE DROP

  • Land
  • 5.1 Acres
  • $18,627 per Acre

  Lot 11 Meadow Brook Dr, Middletown, NY 12455

  Tucked away in the pastoral rolling hills, just a short drive from down town Margaretville, this very special 5 acre parcel is sure to check many boxes on your wish list. A peaceful and serene setting with beautiful scenic views and rolling open meadows backed by magical woods to explore. With several possible building sites this parcels offers what most are looking for. Easy access, and close to

  Rosalie Glauser Listing by Frank Lumia Real Estate Plus!, LLC

  

  Lot 11 Meadow Brook Dr, Middletown, NY 12455
• 

  

  /12

  $280,250

  $15K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft

  2 Durham Ct Unit 82, Middletown, NY 10940

  A Rare Find Just Got Better with a price improvement. Finding a place that balances a peaceful nature retreat with the reality of needing everyday essentials and good takeout close by is a rare find. Enter Waters Edge, Middletown’s premier condo community right on Silver Lake. This large end-unit townhome gives you all the perks of homeownership with none of the weekend-ruining yard work, meaning

  Melissa Terman River Realty Services, Inc.

  2 Durham Ct Unit 82, Middletown, NY 10940
• 

  /2

  $55,000

  $10K PRICE DROP

  • Land
  • 10,454 Sq Ft
  • $229,167 per Acre

  1 S Shore Dr, Middletown, NY 10940

  Quarter acre waterfront parcel located on Pocatello Lake. Scenic water views, and a peaceful setting with convenient access to local amenities in the City of Middletown and Town of Wallkill. Rare opportunity for lakefront land ownership in a desirable location.

  Soleil Jackman Howard Hanna Rand Realty

  1 S Shore Dr, Middletown, NY 10940
• 

  

  /26

  $199,000

  $51K PRICE DROP

  • 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
• 

  

  /27

  $185,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  326 Concord Ln, Middletown, NY 10940

  PRICED TO SELL!!! Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase. Add your final touches and make it yours! A ground level end unit with open floor plan 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

  Sandra Arnez KW Hudson Valley Untied

  326 Concord Ln, Middletown, NY 10940
• 

  

  /13

  $275,000

  • 2 Beds
  • 2.5 Baths
  • 1,348 Sq Ft

  11 Jordan Ln, Middletown, NY 10940

  Welcome to 11 Jordan Lane, Middletown, NY. This 2-bedroom, 2-bathroom condo offers a practical floor plan and a convenient location close to shopping, dining, schools, healthcare facilities, and major commuter routes.With strong potential and a desirable location, the property presents an excellent opportunity for investors seeking immediate rental income or buyers looking to add value

  Richu Saj Kerala Realty, LLC

  11 Jordan Ln, Middletown, NY 10940
• 

  

  /18

  $55,000

  • Land
  • 5.26 Acres
  • $10,456 per Acre

  0 Joe Todd Rd Unit R1680388, Middletown, NY 10940

  Near the end of a quiet town-maintained dead-end road, you’ll find this ideal building lot in the town of Fleischmanns. This parcel has a mix of evergreens, deciduous trees, open clearings, and a seasonal stream, most of which is on level terrain ideal for a driveway and building site. Enjoy the peace and tranquility of a wooded sanctuary just minutes up the hill from the happening main street of

  Peter Kleeman Listing by Jewett and Jewett LLC

  

  0 Joe Todd Rd Unit R1680388, Middletown, NY 10940
• 

  

  /12

  $65,000

  $10K PRICE INCREASE

  • Land
  • 7,875 Sq Ft
  • $359,513 per Acre

  538 E Main St, Middletown, NY 10940

  Residential land avaiable on East Main Street, close to the Crystal Medical center, close to NYS HWY 17, close to the Galleria Mall, close to the new Resorts and Casino about 30 milles away, close to the Poconos, come built you new home here.

  Frank Rivera Hudson Valley Home Connection

  538 E Main St, Middletown, NY 10940
• 

  

  /33

  $289,000

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  4 Hulse St, Middletown, NY 10940

  Welcome to 4 Hulse Street, where charm, value, and convenience come together in one irresistible package! This beautifully refreshed 2-bedroom, 1-bath Cape-style cottage is completely turnkey and ready for its next owner! Step inside to find brand-new vinyl flooring throughout, fresh paint, and a bright, inviting interior that's ready for you to unpack and enjoy. The kitchen features sleek

  Juan Bautista Serhant LLC

  4 Hulse St, Middletown, NY 10940
• 

  

  /35

  $200,000

  • Land
  • 51.7 Acres
  • $3,868 per Acre

  Tbd Hall Rd, Middletown, NY 12455

  Hike up to see this spectacular 51.7 acres of prime Real Estate. This property has everything except a road which will have to be built. A previous right of way was moved years ago due to flooding. The walk in does require waterproof boots and a lot of good energy. The parcel has every kind of topography you could imagine. Mouch of it is a large lightly wooded plateau. The southeastern boundary

  William Chris St. John Win Morrison Realty

  Tbd Hall Rd, Middletown, NY 12455
• 

  

  /21

  $299,900

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft

  2 S Aspen Rd, Middletown, NY 10940

  Say hello to possibility! A Middletown townhouse with space, flexibility, and room to make it your own. With 3 bedrooms, and a main-level flex space w/ closet, 2.5 bathrooms, plus inviting outdoor space, this home is ready for your personal touch. Close to everything Middletown offers—shops, dining, parks, and commuter routes—this is a smart move with big potential. Make 2 S. Aspen Rd your next

  Derek Greene Greene Realty Group

  2 S Aspen Rd, Middletown, NY 10940
• 

  

  /5

  $300,000

  • Land
  • 6 Acres
  • $50,000 per Acre

  0 Mount Hope Rd, Middletown, NY

  Looking to build? Land available in prime location. Situated directly between Middletown and Town of Mount Hope with easy access to all major roadways. Zoned for residential and agriculture. Buyer/builder to subdivide 5-6 acres from this 37+ acre parcel as agreeable to seller and proposed in contract. Flat, open, cleared land may be suitable for 1-3 building lots. Land to purchase provides

  Amanda Ferrantello Hudson Valley Griffith

  0 Mount Hope Rd, Middletown, NY
• 

  

  /13

  $45,000

  • Land
  • 1.4 Acres
  • $32,143 per Acre

  Pocatello Road Pocatello Rd, Middletown, NY 10940

  Country Living. yet just ten minutes to Middletown NY. area of nice homes. over 249 feet county road frontage. no close neighbors private. Rt 17 Rt 24 Rt 35 all close by. for easy commute to work. Orange County is a leader in population and company relocating more jobs Avalible. five minutes to Maple Hill Elementary School zoned R2 with no water and no sewer one would need 3 Acres so this

  John Melchior Howard Hanna Rand Realty

  Pocatello Road Pocatello Rd, Middletown, NY 10940
• 

  

  /10

  $299,999

  • Land
  • 27.2 Acres
  • $11,029 per Acre

  328 Bloomingburg Rd, Middletown, NY 10940

  Fully Available!! Vacant Property directly across from Fair Oaks Drive in Movie theater and a gas station with plenty of road frontage!! Minutes to RT17. 27.2 ACRES!!! Electric on road at the front of the property! Possible small farm, Big enough for horses, growing crops, family compound. R2 Zoning.The owner is currently using the property to grow crops and has an Agricultural tax exemption.

  Jeffrey Lyons Curasi Realty, Inc.

  328 Bloomingburg Rd, Middletown, NY 10940
• 

  /2

  $25,000

  $2K PRICE DROP

  • Land
  • 1,393 Sq Ft
  • $781,250 per Acre

  138-1/2 Linden Ave, Middletown, NY 10940

  Lot is vacant and directly between 138 & 140 Linden Ave

  Olivia Cappelli Donna Ruffino Realty Corp

  138-1/2 Linden Ave, Middletown, NY 10940
• 

  

  /29

  $299,000

  • 2 Beds
  • 1 Bath
  • 1,181 Sq Ft

  21 Dolson Ave, Middletown, NY 10940

  The home offers 2 bedrooms plus an additional room that works well as an office or flex space, 1 full bathroom, and a functional kitchen. The backyard is a standout — generous in size with a large deck, great for warm weather. A walk-out basement adds useful storage. Washer/dryer hookup in unit. Currently tenant-occupied at $2,300/month, making this a ready-to-go investment from day one. Close to

  Jacob Fried Keller Williams Realty

  21 Dolson Ave, Middletown, NY 10940
• 

  

  /20

  $150,000

  $8K PRICE DROP

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

  529 5th Ave, Middletown, NY 10941

  Fantastic opportunity for a well loved 3 bedroom, 2 bathroom mobile home. Many upgrades AND a Generac Generator as well!!! Granite counters in the kitchen. Windows have all been replaced. Pex plumbing upgrades throughout. Central a/c. Ceiling fans all around the home and many windows for natural light. Primary bedroom has walk in closet and upgraded en-suite bathroom with big closet. Huge closets

  John Nahass Century 21 Full Service Realty

  529 5th Ave, Middletown, NY 10941
• 

  

  /34

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  24 Crescent Place, Middletown, NY 10940

  Welcome to 24 Crescent Place, Middletown, NY. Affordable, move-in-ready homes with a detached garage, private driveway, and recent updates are becoming increasingly difficult to find, making this an exceptional opportunity for both homeowners and investors. This charming Colonial features 3 bedrooms, 1 full bathroom, comfortable living spaces, ample storage, and a functional layout designed for

  Yisroel Weiss Team W Realty LLC

  24 Crescent Place, Middletown, NY 10940
• 

  

  /8

  $90,000

  • Land
  • 5.37 Acres
  • $16,760 per Acre

  0 Basil Todd Rd, Middletown, NY 12430

  Over five acres of meadow, woods and Mountain View’s to build your dream home. Minutes to Belleayre to enjoy the outdoors. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Looking for more?? There is an adjacent five acre parcel also available. Seller may be willing to finance too.

  Heather Martin United RE Hudson Valley Edge

  0 Basil Todd Rd, Middletown, NY 12430
• 

  

  /5

  $215,000

  • Land
  • 1.1 Acres
  • $195,455 per Acre

  429 van Burenville Rd, Middletown, NY 10940

  Engineered lot pending approvals. Over 1 acre of land in the Town of Wallkill with Pine Bush Schools. This lot is "shovel ready", building docs have been submitted to the town and it's pending approvals. The lot is lovely, already cleared with the driveway conveniently cut in. There used to be a structure and it has been properly removed with permits, creating a perfect site to start building

  Valeria Rios KW Hudson Valley Untied

  429 van Burenville Rd, Middletown, NY 10940
• 

  

  /28

  $299,900

  $32K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  64 Patio Rd, Middletown, NY 10941

  Welcome to this 3-bedroom, 1.5-bath townhouse located in the Pine Bush School District. The home features an open dining area and a galley kitchen with updated cabinetry and granite countertops. The kitchen flows into the living room with access to the backyard, perfect for relaxing or enjoying outdoor meals. A brand new refrigerator, as well as a washer(2025) and dryer(2022), is included. A half

  Jie Liu KW Hudson Valley Untied

  64 Patio Rd, Middletown, NY 10941
• 

  

  /38

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,382 Sq Ft

  196 Cottage St, Middletown, NY 10940

  Move right into this beautifully updated Middletown home! Recent improvements include a brand-new bathroom, refinished hardwood floors, fresh interior and exterior paint, and new lighting and fixtures throughout. The home offers a bright and functional layout, a full unfinished basement, and a walk-up attic providing abundant storage and future potential. A newer roof adds additional value and

  Devon King HomeSmart Homes & Estates

  196 Cottage St, Middletown, NY 10940
• 

  

  /14

  $145,000

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  27 Lake Claire Dr, Middletown, NY 10940

  Lake Retreat! Perched high above Claire Lake with breathtaking mountain views, endless vistas, and exceptional privacy, this unique property offers a rare opportunity to create your own Hudson Valley getaway. Located in a quiet area and ready to bring your vision to life, this hidden gem combines natural beauty, character, and potential. The distinctive floor plan features 2 bedrooms, 1 full

  Barbara Pagella Coldwell Banker Realty

  27 Lake Claire Dr, Middletown, NY 10940
• 

  

  /4

  $151,900

  Coming Soon

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  394 Concord Ln, Middletown, NY 10940

  A fantastic opportunity for first time home buyers, downsizers or investors. Step into this freshly painted 1 bedroom condo and experience easy living, low maintenance and community perks including pool and clubhouse. Conveniently located with parking only a few steps from your front door.This condo is ready for its new owner. Don't miss the chance to secure a living space that's truly your own.

  Carol Scully Keller Williams Realty

  394 Concord Ln, Middletown, NY 10940
• 

  /2

  $283,000

  $70K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  187 Watkins Ave, Middletown, NY 10940

  Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

  Neven Spralja Realhome Services & Solutions, Inc

  187 Watkins Ave, Middletown, NY 10940
• 

  

  /33

  $70,000

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  301 3rd Ave, Middletown, NY 10941

  In Middletown there is a 2 bedroom 2 full bath, completely renovated Mobile Home on corner lot, new roof, brand new central air, furnace 6 yrs old, brand new hot water heater, new gutters, new shed, new kitchen countertops, new fixtures throughout, stack washer dryer, new moisture barrier, new underbelly and more. Beautifully updated kitchen with dining area that opens to the living room. Two

  Howard Payson RE/MAX Town & Country

  301 3rd Ave, Middletown, NY 10941
• 

  

  /18

  $55,000

  • Land
  • 5.26 Acres
  • $10,456 per Acre

  0 Joe Todd Rd Unit 20262250, Middletown, NY 10940

  Near the end of a quiet town-maintained dead-end road, you'll find this ideal building lot in the town of Fleischmanns. This parcel has a mix of evergreens, deciduous trees, open clearings, and a seasonal stream, most of which is on level terrain ideal for a driveway and building site. Enjoy the peace and tranquility of a wooded sanctuary just minutes up the hill from the happening main street of

  Peter Kleeman Jewett and Jewett LLC

  0 Joe Todd Rd Unit 20262250, Middletown, NY 10940
• 

  

  /8

  $90,000

  • Land
  • 5.49 Acres
  • $16,393 per Acre

  0 Basil Todd Rd, Middletown, NY 12430

  Fantastic opportunity to build your full time or weekend getaway. Over FIVE acres of meadow, woods and Mountain View’s. Located minutes to Belleayre to enjoy Catskill mountain events. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Seller may be willing to finance too. Want MORE?? ADDITIONAL 5+

  Heather Martin United RE Hudson Valley Edge

  0 Basil Todd Rd, Middletown, NY 12430
• 

  

  /7

  $195,000

  $130K PRICE DROP

  • Land
  • 39.2 Acres
  • $4,974 per Acre

  0 Rebecca Dr, Middletown, NY 10940

  Large, rolling property which is predominately wooded. There is no "formal" road frontage, but in the adjoining Robin Meadows subdivision property abuts 2 points of access: 1 at the end of Maureen Drive and the other at the end of Rebecca Drive. Property is not engineered. Marcy South runs through the property. The power company maintains the land underneath the power line, making this a great

  Alan Eskew Howard Hanna Rand Realty

  0 Rebecca Dr, Middletown, NY 10940

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