Homes for Sale near Middletown Twin Towers Middle School

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  /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
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  /30

  $525,000

  • 3 Beds
  • 3 Baths
  • 2,229 Sq Ft

  17 Juniper Cir, Middletown, NY 10940

  Prepare to be impressed! This meticulously maintained home features a bright open floor plan, vaulted ceilings, and formal living and dining spaces that flow beautifully for everyday living and entertaining. A den offers flexible space for work, hobbies, or guests. Enjoy a peaceful setting that's tucked away yet conveniently close to the clubhouse and pool. Pride of ownership is evident at every

  

  John Olivero

  Keller Williams Realty

  (845) 448-2237

  17 Juniper Cir, Middletown, NY 10940
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  /31

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  47 Liberty St, Middletown, NY 10940

  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 first floor. Second

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (845) 581-3198

  47 Liberty St, Middletown, NY 10940
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  /23

  $499,999

  • 4 Beds
  • 2.5 Baths
  • 1,892 Sq Ft

  21 Standish Ave, Middletown, NY 10940

  Fully renovated raised ranch in Middletown, NY! Features include a modern kitchen with quartz countertops, stainless steel appliances, and hardwood floors throughout. Spacious rooms offer comfort and versatility. Conveniently located in a great commuter spot—close to major highways, shopping, and more. Move-in ready and full of style!

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (845) 442-6302

  21 Standish Ave, Middletown, NY 10940
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  /32

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  25 Fairways Dr Unit 1, Middletown, NY 10940

  This luxurious Condo has been maintained at a high-level and is in move-in ready condition for anyone looking for privacy and security. Located in an exclusive, gated community this incredibly first floor unit boasts numerous upgrades including, but not limited to beautiful kitchen cabinetry, granite countertops, hardwood flooring and custom light fixtures. This home is great for entertaining, it

  

  Randolph Rogers

  eXp Realty

  (845) 390-2769

  25 Fairways Dr Unit 1, Middletown, NY 10940
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  /26

  $419,900

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  31 Beattie Ave, Middletown, NY 10940

  Great 2 family home in the city of Middletown. Each apartment features 2 bedrooms, 1 bathroom. This property is located in a zoning that requires one of the apartments is occupied by the owner. House is well maintained and cared for. Large lot offers plenty of yard and parking. Walk-up attic offers plenty of storage. Each tenant has their own washer and dryer hook-up. Detached 2 car garage ideal

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 286-4605

  31 Beattie Ave, Middletown, NY 10940
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  /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
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  /2

  $275,000

  • 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
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  /33

  $284,000

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

  23 Woodlake Dr, Middletown, NY 10940

  Welcome to the Spring Hollow Community. One of the few complexes that checks off all the boxes! This community offers a private pool, clubhouse and a pond and YES, it's an end unit! The location is centrally located to all shopping and major commuter highways. This home offers laminate flooring and updated kitchen with tiled back splash, eat in kitchen area as well as a formal dining area with

  Pedro Garcia Curasi Realty, Inc.

  23 Woodlake Dr, Middletown, NY 10940
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  /32

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,473 Sq Ft

  13 Sage Ct, Middletown, NY 10940

  Welcome to 13 Sage Court and the wonderful Active Adult Community of Wildflowers! This pristine home features 2 Bedrooms, 2 Baths and a totally open floor plan for easy living. Harwood floors, a formal dining room and a totally private rear deck facing the woods completes this perfect package. Sunny Primary Bedroom Suite features plush carpeting, 2 walk in closets and a large, tiled bathroom

  Eveline White Hudson Valley Griffith

  13 Sage Ct, Middletown, NY 10940
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  /43

  $389,900

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  22 Maryland Ave, Middletown, NY 10940

  If you’ve been dreaming of a home that feels like a true retreat but keeps you close to everything you need — welcome to your perfect match.In a tranquil setting, this charming 3-bedroom home has been lovingly and meticulously cared for, sitting proudly on almost a half-acre of beautiful land. From the moment you pull into the paved driveway, you'll feel it — that special sense of home.Step onto

  Patricia Lucey Picture It Sold, LLC

  22 Maryland Ave, Middletown, NY 10940
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  /27

  $475,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 1,882 Sq Ft

  12 Marcy Ln, Middletown, NY 10941

  Welcome to 12 Marcy Lane – a stunning and spacious 5-bedroom, 3-bathroom bi-level home perfectly situated in a prime Middletown location. Just minutes from shopping, dining, and with easy access to major highways, this home offers both comfort and convenience for today’s lifestyle.Step inside to find a bright and welcoming layout ideal for extended living or entertaining. The upper level features

  Liudmila Lobeeva eXp Realty

  12 Marcy Ln, Middletown, NY 10941
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  /41

  $566,800

  • 4 Beds
  • 3 Baths
  • 2,059 Sq Ft

  11 Kennedy Terrace, Middletown, NY 10940

  Now available, a rare and immaculate colonial in Middletown’s highly sought after Presidential Heights neighborhood! This freshly updated house is loaded with amenities and features, including fully paid for 8+kW solar panel system and EV fast-charge battery 50amp outlet. It is situated on a quiet, peaceful street on top of a small hill with open views for miles. Featuring four large bedrooms

  Leeshai Lemish Panorama Realty

  11 Kennedy Terrace, Middletown, NY 10940
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  /29

  $400,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,725 Sq Ft

  14 Beth Place, Middletown, NY 10940

  Beautifully Updated Raised Ranch That Lives Like a 5-Bedroom!Welcome to this stunning raised ranch that blends classic charm with modern upgrades throughout. This move-in ready 3-bedroom home features a smart and flexible layout—with two spacious bonus rooms downstairs, it easily lives Like a 5-bedroom, perfect for growing families, remote work, or guests.The heart of the home is the fully

  Julia Karkambasis Coldwell Banker Realty

  14 Beth Place, Middletown, NY 10940
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  /30

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,987 Sq Ft

  7 Roosevelt Ave, Middletown, NY 10940

  Welcome to this charming ranch-style home located on a desirable corner lot in the city of Middletown. Spanning just under 2,000 square feet, this inviting residence features spacious rooms throughout. As you enter, you'll be greeted by custom woodwork and elegant wainscoting that add a touch of sophistication throughout this home. The layout is accentuated by tile flooring that flows seamlessly

  Patricia Sassi RE/MAX Benchmark Realty Group

  7 Roosevelt Ave, Middletown, NY 10940
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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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  /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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  /42

  $439,000

  • 4 Beds
  • 2.5 Baths
  • 20,000 Sq Ft

  3 Charles Ct, Middletown, NY 10941

  Welcome to The Town of Wallkill and all the amenities that Orange County has to offer! This Bi-level home is situated on a buyer's favorite Cul De Sac on over .25 of acre! When you enter the home, you will first glance at the hardwood floors and immediately turn your focus to the white stone fireplace located in the spacious living room. You also get fireplace views from the formal dining room as

  Pedro Garcia Curasi Realty, Inc.

  3 Charles Ct, Middletown, NY 10941
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  /43

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  21 Birch Dr, Middletown, NY 10940

  LET THE SUN SHINE! METICULOUSLY MAINTAINED 3 BR 2 bath, MOVE IN READY RANCH, in QUIET, COMMUTER FRIENDLY neighborhood. Minutes from I84, Routes 17 and 17M, NJ Transit trains, buses to NYC, malls, restaurants, shopping, and colleges. Close proximity to LEGOLand, 3 mountain ranges, and recreation of the Delaware River. Every door of the WALKOUT BASEMENT hides a welcome surprise, from

  Edith Duncan Donna Ruffino Realty Corp

  21 Birch Dr, 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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  /15

  $425,000

  • 6 Beds
  • 2 Baths
  • 2,748 Sq Ft

  225 Highland Ave, Middletown, NY 10940

  Great Opportunity For Future Owner Occupant Or An Investor Who Is Looking To Collect $4,450 Of Current Rental Income With Tenants In Place.Fully Renovated In 2020. The Property Was Originally A 2 Family And Has Two Levels, Basement And A Full Attic. 2 Forced Hot Air Systems With Separate Gas And Electric Services. Both Sides Are Set With First Floor Kitchen With Door To Deck On Rear. Living Room

  Mark Karten Karten Real Estate Svcs LLC

  225 Highland Ave, Middletown, NY 10940
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  /37

  $400,000 Open Sun 12:30PM - 2:30PM

  • 3 Beds
  • 2 Baths
  • 1,406 Sq Ft

  21 Wilkin Ave, Middletown, NY 10940

  Welcome to this charming 3-bedroom, 2-bathroom home nestled in the heart of Middletown, NY! This beautifully maintained property is in excellent condition, featuring a blend of classic charm and modern convenience. The spacious layout offers comfortable living with a formal dining room, perfect for family meals and entertaining guests.As you step inside, you'll immediately notice the pristine

  Ben Schubert Richmont Realty

  21 Wilkin Ave, Middletown, NY 10940
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  /34

  $399,001

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft

  120 Prospect Ave, Middletown, NY 10940

  What a complete honor to represent this home, the pride of ownership is amazing! Over the last 20 years they have done so many improvements that when you view the home, it will be like they did it last week! When you arrive you will notice the long driveway that leads to a detached garage and nice sized yard. Before you enter the home, put on your sunglasses because the gleaming hardwood floors

  Pedro Garcia Curasi Realty, Inc.

  120 Prospect Ave, Middletown, NY 10940
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  /9

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,554 Sq Ft

  Unlisted Address

  New Construction 3 bedroom contemporary with covered front porch and carport to be built in a desired neighborhood and close to downtown with all new shops, restaurants and near public transportation (bus and train) making for an easy commute! Enjoy the Delaware River with fishing, rafting and kayaking. This beautiful new home will feature an oversized living room, custom kitchen with granite or

  Chris Ogden Realty Promotions Inc

  Unlisted Address
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  /43

  $359,000

  • 2 Beds
  • 1 Bath
  • 1,254 Sq Ft

  203 Watkins Ave, Middletown, NY 10940

  Welcome Home! As you enter this nicely maintained capecod you'll notice the curved archway entry. To the left is a bonus room that could be used as an office/bedroom. The living room/ dining area combo has beautiful refinished hardwood floors. In addition to a full bathroom, kitchen with granite countertops, stainless steel appliances, white subway tile backsplash, and luxury vinyl plank flooring

  Brenda Otero HomeSmart Homes & Estates

  203 Watkins Ave, Middletown, NY 10940
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  /16

  $669,900

  • 4 Beds
  • 3 Baths
  • 2,445 Sq Ft

  718 Mount Hope Rd, Middletown, NY 10940

  Let's welcome the Summer of 2025 with this beautiful and spacious contemporary home. It is nestled up on the hill with great views in the town of Wallkill. This gorgeous home is going to be ready in less than 6 to 8 weeks. The upper level is featuring an open layout with gleaming oak hardwood floors throughout a massive living room with a very high ceiling & built in electric fireplace to a

  Anita S. Cristiano HomeSmart Homes & Estates

  718 Mount Hope Rd, Middletown, NY 10940
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  /29

  $359,000

  • 3 Beds
  • 1 Bath
  • 1,192 Sq Ft

  15 Standish Ave, Middletown, NY 10940

  Welcome to this adorable 3 bedroom, 1 bath ranch nestled in a sweet neighborhood. From the moment you step in the front door, you’ll feel right at home. Inside, hardwood floors flow through the living room, dining room, and all three bedrooms, creating a warm and timeless feel. The kitchen is efficiently laid out and full of natural light and lots of counter space with easy access to the dining

  Amy Skellett RE/MAX Benchmark Realty Group

  15 Standish Ave, Middletown, NY 10940
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  /7

  $149,999

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft

  99 Excelsior Ave, Middletown, NY 10940

  Discover the ultimate investment opportunity with this full gut renovation property, perfect for both seasoned investors and first-time homeowners looking to create their dream space. This blank canvas offers endless possibilities, allowing you to customize every detail to your liking. With a solid foundation and just enough square footage, you can reimagine the layout to maximize functionality

  Joseph Rosenfeld Flag Realty Group

  99 Excelsior Ave, Middletown, NY 10940
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  /17

  $539,900

  • 6 Beds
  • 2 Baths
  • 2,784 Sq Ft

  26 Linden Ave Unit 24, Middletown, NY 10940

  For Sale: Spacious Side-by-Side Duplex in Prime Downtown Middletown LocationDon't miss this rare opportunity to own a true side-by-side duplex designed as a two-family home from the ground up. Each mirror-image unit offers 3 bedrooms and 1 full bath, making this the perfect investment property or live-in-and-rent option.Property Highlights:Identical units with private entrances1st Floor: Kitchen,

  Jonathon Lee Keller Williams Hudson Valley

  26 Linden Ave Unit 24, Middletown, NY 10940
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  /38

  $295,000

  • 2 Beds
  • 2 Baths
  • 1,342 Sq Ft

  87 Sycamore Dr, Middletown, NY 10940

  Welcome to this lovely 2-bedroom, 2 full bathrooms, well-kept condo located in the sought-after Clemson Park complex! This 2nd floor unit, one-level floor plan is beautifully maintained and boasts 1342 sq. ft of living space with a master suite with its own full bathroom, an additional bedroom and full bath, laundry room, eat-in kitchen, formal dining area, living room, built-in cabinets in the

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  87 Sycamore Dr, Middletown, NY 10940
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  /18

  $365,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft

  109 Lake Ave, Middletown, NY 10940

  Numerous updates and niceties abound in this move in ready1920's ranch that's just a short walk from Davidge Park and a short ride to everything else that Middletown/Wallkill have to offer. New floors, Paint, updated bathrooms, updated kitchen and updated basement and more means you wont spend your spare time making renovations or improvements and can spend that precious time pursuing your dreams

  Thomas Grazier I Realty LLC

  109 Lake Ave, Middletown, NY 10940
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  /20

  $355,000

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  5 Fitzherbert Mews, Middletown, NY 10940

  Newly updated 3 bedroom, 2.1 bath Contemporary style located in Canterbury Knolls is waiting for you to call it home. It features a great open floor plan/ primary bedroom ensuite, gas fireplace in the living room, central air, dining room. Close to major highways, shopping and amenities. 1 Car attached garage and driveway parking.

  Rita White Keller Williams Realty Partner

  5 Fitzherbert Mews, Middletown, NY 10940
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  /3

  $120,000

  • Land
  • 6 Acres
  • $18,462 per Acre

  2775 County Hwy 36 Unit 243-1-59, Middletown, NY 12455

  There are many options available for your dream home. This wooded lot has a gradual incline to plateaus overlooking a valley and a mountain. Access to this property is from County Highway 36. It is conveniently located just 15 minutes from Belleayre Mountain or Plattekill Mountain Ski slopes. Power at the front of the lot

  Doug Walsh NOLA GUTMANN REALTY

  2775 County Hwy 36 Unit 243-1-59, Middletown, NY 12455
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  /28

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  57 Prince St, Middletown, NY 10940

  Beautiful oversized single-family with a three season porch. Three bed two bath with plenty of room. Close to schools, shopping and pharmacy within walking distance, large over sized back patio porch. Hardwood floors and high ceilings. Won’t last long.

  David Ferstand Daf Realty

  57 Prince St, Middletown, NY 10940
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  /10

  $199,999

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  183 Deer Court Dr, Middletown, NY 10940

  Spring into Action as opportunity awaits! Dont miss the chance to own a fantastic 2 bed 2 bath condo in the highly desired DeerRun community. This is a top floor unit giving you serene and park like setting just waiting for your personal touches. Perfectly located with easy access to Rt. 17 and Rt. 84 just minutes from shopping and dining. Inside you will find a spacious layout with a large

  Andrea Johnson Keller Williams Realty HV Nort

  183 Deer Court Dr, Middletown, NY 10940
• 

  

  /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
• 

  

  /21

  $399,000

  • 2 Baths

  289 North St, Middletown, NY 10940

  Discover this delightful colonial duplex situated in the city of Middletown! This well-maintained property features two spacious units, each offering two comfortable bedrooms, a full bathroom, and a versatile bonus room that can be utilized as a den or office space, perfect for today's remote working environment. Recently painted and updated baths, this 2-family home offers plenty of parking for

  Patricia Sassi RE/MAX Benchmark Realty Group

  289 North St, 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

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