Middletown, NY Homes for Sale

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  $240,000

  • Land
  • 12 Acres
  • $20,000 per Acre

  0 E Hubbell Hill Rd, Middletown, NY 12455

  A Once-in-a-Lifetime Mountaintop Opportunity!Perched atop the highly coveted East Hubble Hill Mountain, this 12-acre estate parcel offers an extraordinary chance to build a legacy dream property in the heart of the Catskills. With commanding views directly across from Belleayre Mountain, and nestled within protected Catskill Park state land, this rare offering provides total seclusion,

  Ashley O'Malley Listing by Jewett and Jewett LLC

  

  0 E Hubbell Hill Rd, Middletown, NY 12455
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  /50

  $390,000

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft

  17 Ingalls St, Middletown, NY 10940

  Discover 17 Ingalls Street — a thoughtfully cared-for home in one of Middletown’s quiet, long-established neighborhoods. With three bedrooms, two full baths, and meaningful updates throughout, this home offers comfort, flexibility, and room to grow — both inside and out. Inside, you’ll find beaming hardwood floors that carry warmth and character throughout the home. The kitchen has been recently

  Isaiah Lopez Keller Williams Hudson Valley

  17 Ingalls St, Middletown, NY 10940
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  /33

  $399,000

  • 4 Beds
  • 2 Baths
  • 1,883 Sq Ft

  7 Forest Ave, Middletown, NY 10940

  Charming 4-Bedroom Cape Cod in Middletown!Welcome to this 4-bedroom, 2-bath Cape Cod home, offering comfort, convenience, and plenty of space both inside and out. Located in a prime Middletown location near Touro College of Osteopathic Medicine, shopping, dining, schools and major highways, this home is perfect for those seeking a cozy retreat with easy access to amenities. Step inside to find a

  Claudia Lepore Keller Williams Realty

  7 Forest Ave, Middletown, NY 10940
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  /35

  $397,000

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

  34 Walnut Ln, Middletown, NY 10940

  Starting out or scaling back? The perfect combination of a desired neighborhood setting, numerous big ticket updates and a comfortable one level floor plan are waiting for you in your home, sweet home! Loved by the original owners for over 33 years but now it is your turn to start making memories. Don't be fooled by the outside - this manageable ranch offers much more space than one would expect!

  Laurel Lustgarten Howard Hanna Rand Realty

  34 Walnut Ln, Middletown, NY 10940
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  $325,000

  • 4 Beds
  • 1 Bath
  • 1,545 Sq Ft

  503 Bloomingburg Rd, Middletown, NY 10940

  Welcome Home!Discover the perfect blend of comfort, functionality, and space in this well-appointed single-family residence. Featuring four bedrooms and one full bathroom, this home also offers a dining room, eat-in kitchen, comfortable living room, and a rear deck ideal for relaxing or entertaining guests.Enjoy the convenience of an attached two-car garage, providing ample space for parking,

  Annais Miranda-Ortiz Call it Closed Intl. Realty

  503 Bloomingburg Rd, Middletown, NY 10940
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  $338,000 Open Sun 1PM - 2PM

  • 5 Beds
  • 2 Baths

  156 Greenville Turnpike, Middletown, NY 10940

  Very good investment opportunity, high returnPROPERTY CAN ONLY BE SOLD AS IS AND ONLY FOR CASH NOT IN MORTGAGABLE CONDITION

  Zhiheng Tang Keller Williams Hudson Valley

  156 Greenville Turnpike, Middletown, NY 10940
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  /34

  $555,000

  • 4 Beds
  • 1.5 Baths
  • 2,722 Sq Ft

  391 Scotchtown Collabar Rd, Middletown, NY 10941

  Discover the Charm and Character of this circa 1800 four bedroom farmhouse colonial on 2.6 acres with a bedroom and bathroom on the main floor!! Do you dream of simpler times? Growing your own fruit herbs vegetables, and eggs? Starry nights in the back yard? It's all here and with many updates including a new roof. There is over 2700 square feet of living space, high ceilings (unheard of in

  John Biasi Howard Hanna Rand Realty

  391 Scotchtown Collabar Rd, Middletown, NY 10941
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  /25

  $589,900

  • 3 Beds
  • 2.5 Baths
  • 2,205 Sq Ft

  30 Daly Rd, Middletown, NY 10940

  New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft

  Jonathon Lee Keller Williams Hudson Valley

  30 Daly Rd, Middletown, NY 10940
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  /10

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  13 Church St, Middletown, NY 10940

  INVESTOR SPECIAL – 3BR/1BA Fixer-Upper with Huge Potential!Attention investors and visionaries! This 3-bedroom, 1-bathroom home offers a spacious layout with a living room, dining room, and kitchen, all spread across approximately 1,232 square feet of opportunity. With great bones and a desirable floor plan, this property is ready for your personal touch and creative

  Jean DiMatteo DiMatteo Realty LLC

  13 Church St, Middletown, NY 10940
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  /28

  $330,000 Open Sun 12PM - 3PM

  • 2 Beds
  • 1 Bath
  • 830 Sq Ft

  648 Lybolt Rd, Middletown, NY 10941

  Charming Extra-Bedroom, Spare-Bathroom Home with New Appliances, Plenty of Space for Pets, and Future PotentialWelcome to this beautifully renovated corner lot home, offering a fresh, modern feel and endless possibilities. Situated on over half an acre of flat, usable land, this property provides ample space for outdoor activities, gardening, or future expansion. The large, private yard is a

  Mike Mian Century 21 Full Service Realty

  648 Lybolt Rd, Middletown, NY 10941
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  /21

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  10 Willow Place, Middletown, NY 10940

  Move right into this charming 3 bedroom 2 bath split level home. The property offers bonus spaces that can be converted to an office 4th bedroom, Den or more, offering flexibility to suit your needs. Step out onto a new oversized deck and enjoy a heated pool thats perfect for entertaining in style, or simply relaxing outdoors. The home is packed with updates, including new flooring throughout, an

  Jacqueline Santiago HomeSmart Homes & Estates

  10 Willow Place, Middletown, NY 10940
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  $379,000

  • 3 Beds
  • 1 Bath
  • 1,436 Sq Ft

  36 Karen Dr, Middletown, NY 10940

  This cozy 3-bedroom, 1-bathroom home is packed with features and surrounded by natural beauty. Located on a spacious 0.59-acre lot, the property includes energy-efficient solar panels, a newer roof, and a workshop area in the basement. The home has hardwood floors and also features newer appliances in the kitchen. The seller is willing to work with the new owner on refinishing the wood floors.

  Jason Madison eXp Realty

  36 Karen Dr, Middletown, NY 10940
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  /36

  $630,000

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

  360 New Vernon Rd, Middletown, NY 10940

  Welcome to 360 New Vernon Rd in Middletown, a beautifully maintained home nestled on 2 acres of serene land—perfect for those seeking space, comfort, and privacy. This spacious 4-bedroom, 2.5-bath home offers over 2,300 square feet of living space with modern upgrades throughout, including a brand-new central air system, new washer & dryer, and a whole-home water purification system with reverse

  Felix Pena RE/MAX Benchmark Realty Group

  360 New Vernon Rd, Middletown, NY 10940
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  /46

  $650,000

  • 4 Beds
  • 3 Baths
  • 2,434 Sq Ft

  94 Fair Oaks Rd, Middletown, NY 10940

  MODERN LUXURY MEETS CLASSIC CHARM – NEW CONSTRUCTION BILONIAL BEAUTY ON 10+ ACRES! Welcome to your dream home – a stunning, newly built bilonial-style residence that redefines upscale living with modern aesthetic and thoughtful design in every inch. 4 Spacious Bedrooms | 3 Full Designer Bathrooms.Featuring cathedral ceilings in the living room, this open-concept home is flooded with natural

  Valeria Rios HomeSmart Homes & Estates

  94 Fair Oaks Rd, Middletown, NY 10940
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  /30

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  12 Dolaway Ln Unit 14, Middletown, NY 10940

  Welcome to your next chapter in the heart of Middletown, NY (Pine Bush School District)! This charming ranch home is just waiting for its next owner to come in and make it their own.The main level offers everything you need for comfortable, easy living—all on one floor. Technically a 2 bedroom home, it can easily live like 3. You'll find a bright and inviting living room that flows right

  Virginia Corbett eXp Realty

  12 Dolaway Ln Unit 14, Middletown, NY 10940
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  /20

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  50 Bedford Ave, Middletown, NY 10940

  Fantastic opportunity to own a commuter friendly home in the much desired Bedford ave area of Middletown. Close to shopping, entertainment, dining, schools etc. Just minutes to routes 84 and 17. Very well kept and landscaped.. Great fenced back yard for morning coffee or tea. Right entrance open to three season porch / mud room. new A/C unit, furnace, tankless hotwater and water filtration

  Asa Lennon RE/MAX Benchmark Realty Group

  50 Bedford Ave, Middletown, NY 10940
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  /21

  $369,900

  • 3 Beds
  • 1 Bath
  • 1,236 Sq Ft

  101 Edinburgh Rd, Middletown, NY 10941

  Welcome to this charming 3-bedroom, 1-bath ranch nestled in a tranquil neighborhood. Located within the Pine Bush School District, this delightful home features an attached 1-car garage, offering both convenience and extra storage space. Upon entering, you will be welcomed by a spacious, sunlit living room that seamlessly connects to a formal dining area, leading into a kitchen equipped with

  Maria Sairrino Cronin & Company Real Estate

  101 Edinburgh Rd, Middletown, NY 10941
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  /22

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  5 Carl Place, Middletown, NY 10940

  Welcome home to 5 Carl Place, nestled in the charming Washington Heights neighborhood within the Middletown School District. This lovely residence offers 3 spacious bedrooms and 2 bathrooms, perfect for comfortable living. You'll enjoy a formal dining area for hosting gatherings and a kitchen equipped with plenty of cabinet space for all your culinary needs. The hardwood floors throughout the

  Maria Sairrino Cronin & Company Real Estate

  5 Carl Place, Middletown, NY 10940
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  /24

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,066 Sq Ft

  23 Willow Place, Middletown, NY 10940

  Welcome to this charming 3-bedroom, 1-bath ranch nestled in a serene neighborhood. This delightful home features an attached 1-car garage, perfect for convenience and storage. Step inside to discover a large light filled living room, formal dining area that seamlessly flows into a kitchen boasting ample cabinet space, ideal for culinary enthusiasts. Down the hall you will find 3 generous sized

  Maria Sairrino Cronin & Company Real Estate

  23 Willow Place, Middletown, NY 10940
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  /11

  $349,000

  • Land
  • 1.20 Acres
  • $290,833 per Acre

  0 Wes Warren Dr Unit KEY845621, Middletown, NY 10941

  Prime opportunity to own a vacant parcel on Wes Warren Drive in Middletown, NY, zoned ENT-L (Light Enterprise), ideal for light industrial development or commercial use. This versatile zoning allows for a wide range of permitted uses, including light manufacturing, research and development facilities, service and repair shops, wholesale operations, and self-storage units. The ENT-L designation is

  Matthew Gibbs Keller Williams Hudson Valley

  0 Wes Warren Dr Unit KEY845621, Middletown, NY 10941
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  /36

  $379,900

  • 4 Beds
  • 2 Baths
  • 1,395 Sq Ft

  74 Wawayanda Ave, Middletown, NY 10940

  Gorgeous completely renovated home in a prime Middletown location. The house sits on a quiet side street and has now been expanded to include four bedrooms and two full baths, a deck and a spacious yard. Lots of fun features - a spiral staircase, barn door, and high-quality cabinets, vanities, and sinks. New flooring with gleaming hardwood floors in the upstairs bedroom and kitchen, and vinyl

  Leeshai Lemish Panorama Realty

  74 Wawayanda Ave, Middletown, NY 10940
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  /8

  $90,000

  • Land
  • 5 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
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  /8

  $90,000

  • Land
  • 5 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

  Heather Martin United RE Hudson Valley Edge

  0 Basil Todd Rd, Middletown, NY 12430
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  /2

  $697,796

  • 6 Beds
  • 4 Baths
  • 4,491 Sq Ft

  122 W Main St, Middletown, NY 10940

  GREAT CASHFLOW INVESTMENT PROPERTY available in Middletown !!! Priced to Sell! This 4 unit multi family property offers 4 units with 3 1 BEDROOMS AND 1 BATH and 1 3 bedrooms. The property offers PRIVATE PARKING IN THE REAR and a second driveway on the other side of the property. The property has a newer roof, boiler and newer water heaters. All units the tenant occupied and each pays for their

  Joao Rodrigues Preferred Properties Real Esta

  122 W Main St, Middletown, NY 10940
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  /41

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,922 Sq Ft

  7 Wilbur Ave, Middletown, NY 10940

  Welcome to this charming 3 bedroom, 2 bath home located in the heart of Middletown, NY. Perfect starter home or are you an investor looking to rent? Upon entering you get a sense of historic Middletown, NY and even more majestic when you see the views. Offers large rooms, hardwood floors, full walk up attic, and a large unfinished/walkout basement. Nestled in a vibrant community, this property

  John Bilancione Nicoli Realty

  7 Wilbur Ave, Middletown, NY 10940
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  /26

  $409,900

  • 4 Beds
  • 4 Baths
  • 1,864 Sq Ft

  29 Peach Place, Middletown, NY 10940

  Stunning 4-Bedroom, 4-Bathroom End-Unit Townhouse for Sale!This spacious end-unit townhouse offers a perfect blend of comfort and style. The main floor features a generous living room with a cozy fireplace, perfect for relaxing, and a sliding door that leads out to a private deck, providing breathtaking views of the expansive fenced-in backyard—ideal for entertaining or enjoying a

  Jonathon Lee Keller Williams Hudson Valley

  29 Peach Place, Middletown, NY 10940
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  /25

  $565,000

  • 1 Bed
  • 1 Bath
  • 1,088 Sq Ft

  727 Route 17m, Middletown, NY 10940

  Single Family home and mix-use property in prime location. Live on the property and have your business or use entirely for commercial purposes. This unique property offers incredible potential for various business or residential opportunities in a highly commercial area. Zoned Light Enterprise, this property provides flexibility for special uses, making it ideal for entrepreneurs,

  AnnaMarie O'Brien Curasi Realty, Inc.

  727 Route 17m, Middletown, NY 10940
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  /38

  $595,000 Open Sun 12PM - 2PM

  • 6 Beds
  • 2 Baths
  • 2,448 Sq Ft

  5 Robert Burns Ct, Middletown, NY 10941

  Welcome to your new home at 5 Robert Burns Court, located in the highly desirable Pine Bush School District! This beautifully renovated mother-daughter home perfectly combines comfort and convenience. Featuring 6 bedrooms and 2 full bathrooms, this property is perfect for extended families or anyone in need of extra space.The home includes two fully-equipped kitchens with brand new stainless

  Maria Sairrino Cronin & Company Real Estate

  5 Robert Burns Ct, Middletown, NY 10941
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  /13

  $529,000

  • 4 Beds
  • 3 Baths
  • 3,552 Sq Ft

  15 Roberts St, Middletown, NY 10940

  Don't miss this great opportunity to own a 3 unit income producing property located in the City of Middletown. Fully occupied and units can be converted to a 3, 2, and 1 bedroom to increase revenue. Located in the downtown area near restaurants, shops, and breweries. Close to Route 17, 84 and public transportation.

  Jeanmarie Valentin HomeSmart Homes & Estates

  15 Roberts St, Middletown, NY 10940
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  /36

  $405,000

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  22-1/2 Royce Ave, Middletown, NY 10940

  NEWLY REMODELED Middletown home is now available for you to call HOME! A front deck welcomes you to a living room with an open floor that leads to a formal dining area with modern vinyl floors throughout. A NEW updated kitchen fatures granite counters, New stainless steel appliances fresh out the box, white cabinets and backsplash. A modern island ideal for prepping & additonal seating. A

  Sandra Arnez Keller Williams Hudson Valley

  22-1/2 Royce Ave, Middletown, NY 10940
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  $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
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  /26

  $84,900

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  13 Marc Craig Blvd, Middletown, NY 10940

  Discover your family's perfect start in this expansive nearly 1700 sq ft home! Located in the Castle High Community. Boasting a generous open floor plan, this residence offers ample space for comfortable living and entertaining. Kitchen has a lot of counter and cabinet space, flowing seamlessly into the dining and family rooms. Enjoy a private primary suite with a full bath and walk-in closet,

  Sandra Spector Howard Hanna Rand Realty

  13 Marc Craig Blvd, Middletown, NY 10940
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  /34

  $769,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 2,559 Sq Ft

  149 Elise Dr, Middletown, NY 10941

  Looking for a fabulous new construction home but don't want to wait? This stunning five-bedroom, three-bath modern farmhouse, barely a year old on 4.5 acres, is your opportunity! As you drive down the picturesque tree lined street in this much desired executive community be wowed by the gorgeous curb appeal, complete with a sleek blacktop driveway and a beautifully designed exterior. A welcoming

  Bonnie Natt Realty Promotions Inc

  149 Elise Dr, Middletown, NY 10941
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  /16

  $379,000

  • 4 Beds
  • 2 Baths
  • 1,464 Sq Ft

  2189 Mt Hope Rd, Middletown, NY 10940

  Opportunity knocks! This 4-bed, 2-bath ranch in the Minisink Valley school district, awaits your vision. Original woodwork, fireplace and hardwood floors offer classic charm while the spacious layout, large basement, and detached 2-car garage provide ample space and storage. Priced to reflect the need for improvements, this home offers impressive upside and provides an opportunity to build

  Danielle Hinton Keller Williams Hudson Valley

  2189 Mt Hope Rd, Middletown, NY 10940
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  $529,900

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft

  26 Davidge Rd, Middletown, NY 10940

  Spectacular Contemporary Home Located in Prestigious Presidential Heights in the City of Middletown. This Magnificent Home Features a Bright Airy, Sundrenched Floor plan. Gorgeous Marble Flooring, Large Sunken Living Room, Beautiful Sunken Family Room Custom 2 Sided Fireplace. Gourmet Kitchen with a designer Kitchen cabinetry, Stainless Steel Appliances, Subway tiled Backsplash , Recessed

  John Biasi Howard Hanna Rand Realty

  26 Davidge Rd, Middletown, NY 10940
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  /17

  $350,000

  • 4 Beds
  • 1 Bath
  • 1,316 Sq Ft

  86 Linden Ave, Middletown, NY 10940

  INVESTOR ALERT! This two-story home in Middletown presents a fantastic opportunity for savvy investors. Located in a commuter area, this property offers 4 bedrooms and 1 bathroom within 1,316 sq ft of living space. While this home requires some TLC, it's brimming with potential. Bring your vision and renovation ideas to transform this property into a profitable investment. Don't miss out on

  Virginia Corbett eXp Realty

  86 Linden Ave, Middletown, NY 10940
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  /19

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  41 School House Rd, Middletown, NY 10940

  3-bedroom, 1-bath brick ranch in a quiet neighborhood and desirable MiniSink School District for sale. The house has a nice layout with a full, unfinished basement that can be converted into additional living space if needed. The property sits on a 0.7-acre lot and includes a large 2-car detached garage and a small shed. The house requires a few minor updates, but everything is in working order.

  Jonathon Lee Keller Williams Hudson Valley

  41 School House Rd, Middletown, NY 10940
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  /7

  $325,000

  • Land
  • 39 Acres
  • $8,291 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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  /32

  $175,000

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft

  437 Union School Rd, Middletown, NY 10941

  Rehab or replace, it's totally up to you. 1972 mobile/manufactured home on a nice 6.5 acre level lot in a desirable location and in VC schools. Block foundation, existing well, concrete septic tank. Great summer project or finish by end of spring. Small pond on the back of the property. 371.3 feet of road frontage.

  Ian Pinckney Curasi Realty, Inc.

  437 Union School Rd, Middletown, NY 10941
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  /27

  $599,999

  • 4 Beds
  • 2.5 Baths
  • 3,387 Sq Ft

  48 James Clark Dr, Middletown, NY 10940

  This distinguished Colonial-style beauty is nestled in a tranquil neighborhood, offering a peaceful retreat while remaining conveniently accessible to local amenities, the coveted Pine Bush School District, and major roadways—making it an ideal place to call home. Spanning a generous 3,387 square feet on a 1.6-acre lot, this residence seamlessly blends classic design with modern comforts,

  Annette Exposito eXp Realty

  48 James Clark Dr, Middletown, NY 10940

Showing Results 41 - 80, Page 2 of 4