Middletown, NY Homes under $400,000

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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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• 

  

  

  /24

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  FOR INVESTORS ONLY.... New townhouse on right side (Unit 2C) available in the Minisink Valley School District. This home welcomes you to an open foyer that leads to an updated kitchen with Quartz/Quartzite countertops and ample white cabinets. Lots of sunshine enters this home. The dining and living room area is spacious with beautiful floors. Huge closet that can be used as a pantry. A deck to

  

  Hazel Cello

  Keller Williams Hudson Valley

  (845) 681-1992

  568 County Route 49 Unit 2C, Middletown, NY 10940
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  /29

  $400,000 Open House 5/04

  • 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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  /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 Open Sat 12PM - 2PM

  • 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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  /32

  $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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  /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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  /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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  /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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  /10

  $369,900 Open Sun 1PM - 3PM

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

  9 Fairview Ave, Middletown, NY 10940

  A must see home! This beautiful colonial home will have everything brand new - from the exterior: roof, sidings, windows, porch, deck to the interior: kitchen, all walls with plumbing and electrical lines, kitchen with brand new cabinets, countertops and appliances: refrigerator, oven/range, microwave and dishwasher, beautiful bathrooms with tiles, hardwood floorings - all NEW. Featuring 3

  Anita S. Cristiano HomeSmart Homes & Estates

  9 Fairview Ave, Middletown, NY 10940
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  /2

  $365,000 Coming Soon

  • 2 Beds
  • 2 Baths
  • 922 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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  /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
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  /23

  $359,000

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

  25 Euclid Ave, Middletown, NY 10940

  Welcome home to 25 Euclid Ave located in the heart of Middletown, NY! This charming 3-bedroom, 1.5-bath ranch offers a welcoming and comfortable living space. The main level features gleaming hardwood floors that enhance the natural light flowing throughout. The eat-in kitchen provides ample cabinet space, perfect for all your culinary needs. The full basement is a versatile area, waiting for

  Maria Sairrino Cronin & Company Real Estate

  25 Euclid Ave, Middletown, NY 10940
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  /31

  $359,000

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft

  5 Abingdon Mews, Middletown, NY 10940

  Townhouse located in the highly desired Canterbury Knolls in the Convenient Town of Wallkill! This unit is not the normal floorplan that is usually offered, this first floor offers so much that others don't. When you enter you will notice the tiled floor entry that shares a spacious area with the living room. Walk on over the cherry wood floors that brings you to a formal living room, perfect for

  Pedro Garcia Curasi Realty, Inc.

  5 Abingdon Mews, Middletown, NY 10940
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  /7

  $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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  /25

  $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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  /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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  /34

  $319,000

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft

  15 Silo Ln, Middletown, NY 10940

  The owner of this home decided to give you a fresh coat of paint and add new flooring to the first level to instantly make you fall in love with the home as soon as you walk in! This home located in the desirable The Meadows Community in the Town of Wallkill. Let's talk about how this is an end unit which allows privacy and a spacious yard. When you enter you will notice the eat in kitchen that

  Pedro Garcia Curasi Realty, Inc.

  15 Silo Ln, Middletown, NY 10940
• 

  

  /31

  $319,900

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft

  36 Old Anvil Ln, Middletown, NY 10940

  Welcome to this beautifully updated 3-bedroom, 1.5-bath end-unit townhouse, perfectly situated on a quiet cul-de-sac in Middletown.This move-in ready home features a brand new furnace, water heater, stove, microwave and refrigerator. The house features two driveways for parking which is rare in the community, and convenient side yard access—ideal for outdoor enjoyment and additional storage

  Wenpeng Guan Keller Williams Hudson Valley

  36 Old Anvil Ln, 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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  /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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  /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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  /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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  /28

  $319,000

  • 2 Beds
  • 1 Bath
  • 1,225 Sq Ft

  553 Route 17m, Middletown, NY 10940

  Welcome to this charming 2 bed 1 bath home located right outside the city of middletown. This is a perfect starter home for someone that does not want to do a thing! The house is move in ready. All you have to do is simply turn the key. The home is on a nice lot in the town of wallkill and has low taxes for the area. Features a pellet stove to save you on those high heating bills as

  Derek Greene Greene Realty Group

  553 Route 17m, Middletown, NY 10940
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  /37

  $400,000 Open Sat 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
• 

  

  /22

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  24 Crescent Place, Middletown, NY 10940

  Attention all investors and home buyers! Look no further, This amazing colonial is in great condition, Features 3 Bedrooms 1 full bathroom, New hot water tank and more... Driveway and garage to accommodate parking and storage, Home is well maintained and move in ready! Great location in town of Middletown and a 90 min drive to NYC! Priced to sell and wont last! Reach out today for your private

  Shlome Weber Q Home Sales

  24 Crescent Place, Middletown, NY 10940
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  /18

  $319,000

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

  71 Jordan Ln, Middletown, NY 10940

  Welcome to this sought-after 2-bedroom, 2.5-bath townhouse in Mountainside Hills Condominium. The main level has hardwood floors, a kitchen dining area, a spacious living room with access to your private deck, a powder room, and an in-unit laundry room. Upstairs, you'll find the primary bedroom with an ensuite bathroom and walk-in closet, plus an additional bedroom and a full bath. The home also

  Jonathon Lee Keller Williams Hudson Valley

  71 Jordan Ln, Middletown, NY 10940
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  /36

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,335 Sq Ft

  25 Meyer Rd, Middletown, NY 10940

  A-Frame home in the town of Wallkill within the Minisink School District. The home is nestled amidst 1.2 acres of serene woodland and offers lots of natural lighting, vaulted ceilings, along with charm and privacy. A large wrap-around deck hugs the perimeter of the home, providing ample space for outdoor relaxation, entertaining, and soaking in the sights and sounds of nature. Inside enjoy the

  Leon Klein Keller Williams Hudson Valley

  25 Meyer Rd, Middletown, NY 10940
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  /28

  $360,000

  • 3 Beds
  • 1 Bath
  • 1,263 Sq Ft

  11 1/2 Dolson Ave, Middletown, NY 10940

  NEWLY RENOVATED! 3-bedroom Cape Cod in the heart of Middletown, blending timeless appeal with modern updates. This home features a well-designed living space with large rooms and plenty of natural light. The bright and open layout includes a welcoming living room, a formal dining room perfect for family gatherings, and a beautifully updated kitchen. The unfinished basement provides excellent

  Robert Siracuse Absolute Real Estate of NY Inc

  11 1/2 Dolson Ave, Middletown, NY 10940
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  /14

  $399,000

  • 5 Beds
  • 2 Baths
  • 2,159 Sq Ft

  25 Broad St, Middletown, NY 10940

  ** Deal Fell - Fully Available ** . The first floor unit includes 3 bedrooms and 1 bath. Upstairs the second unit has 2 bedrooms and 1 bathroom . The current rents are both low in this current market. The taxes include trash pickup. Please allow 48 hour notice for showings so tenants can be notified.

  Neal Kolze Curasi Realty, Inc.

  25 Broad St, Middletown, NY 10940
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  /34

  $339,900

  • 4 Beds
  • 2 Baths
  • 1,696 Sq Ft

  28 Spring St, Middletown, NY 10940

  Welcome to this 4-bedroom, 2-bathroom old-style home, nestled in the vibrant heart of Middletown. Recently renovated, this charming property is move-in ready and offers the perfect blend of traditional character and modern amenities. It offers open concept living. A nice size fenced in yard. Located just a short distance from Davidge Park, schools, and popular restaurants. New hot water heater,

  Leidy Placido Howard Hanna Rand Realty

  28 Spring St, Middletown, NY 10940
• 

  

  /21

  $319,000 Coming Soon

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  76 California Ave, Middletown, NY 10940

  A Gem - Ready to welcome its new owners, this lovely three-bedroom ranch is situated on a broad street near a park with tennis courts and a pond. It features an exceptionally large 14’ x 36’ roofed rear veranda facing a fenced backyard with an above-ground pool and a small storage barn. Many updates plus the seller’s exceptional maintenance make this home a great opportunity. It is waiting for

  Marsha Talbot Howard Hanna Rand Realty

  76 California Ave, Middletown, NY 10940
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  /11

  $355,000 Coming Soon

  • 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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