38

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

    Agent Photo

    Randolph Rogers

    eXp Realty

    (845) 390-2769

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

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (845) 681-1992

    568 County Route 49 Unit 2C, Middletown, NY 10940
  • /39

    $369,000

    • 2 Beds
    • 1 Bath
    • 1,047 Sq Ft

    2027 Route 6, Middletown, NY 10940

    Welcome to this charming move-in ready home offering the ease of single-level living on a beautiful, level 1-acre lot! With 1047 square feet of thoughtfully designed space, this home is perfect for those looking for comfort, functionality, and room to breathe. 2 decks for outside enjoyment one at the front of the home and another outside the den/3rd bedroom. The den could easily be a 3rd

    Bente Brown John J Lease REALTORS Inc

    2027 Route 6, Middletown, NY 10940
  • /29

    $380,000

    • 3 Beds
    • 1.5 Baths
    • 1,788 Sq Ft

    14 W Prospect Ave, Middletown, NY 10940

    One among a neighborhood of classic Tudor homes. This one can be yours! Located on a lovely street close to Touro College. This home is a treasure of original features such as hardwood floors, french doors, a sunroom and even a secret room off the walk in closet that can easily be a nursery, office, exercise room, or artist studio. What else? How about a brick fireplace and a first floor bedroom?

    Sharon Reynolds Keller Williams Hudson Valley

    14 W Prospect Ave, Middletown, NY 10940
  • /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
  • /18

    $365,000

    • 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
  • /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
  • /29

    $400,000

    • 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
  • /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
  • /10

    $369,900

    • 3 Beds
    • 2 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
  • /21

    $319,000

    • 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
  • /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
  • /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
  • /21

    $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, all bedrooms are nicely sized. gas fireplace in the living room, air, dining room, laundry 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
  • /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
  • /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
  • /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
  • /36

    $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
  • /25

    $338,000

    • 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
  • /28

    $330,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /37

    $400,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
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