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Middletown, NY Homes under $400,000

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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

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (845) 328-4272

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

    $399,900

    • 5 Beds
    • 2 Baths
    • 2,440 Sq Ft

    44 Houston Ave, Middletown, NY 10940

    Excellent opportunity to own a 2 family house whether you are an investor or want to live in one of the units and rent the second one. Spacious apartments. First floor apartment has 3 bedrooms and 1 bathroom, second floor apartment has 2 bedrooms and 1 bath. Conveniently located, walking distance to Touro College where students are always looking for close by rentals. Minutes to I86 and I84,

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 497-6793

    44 Houston Ave, Middletown, NY 10940
  • /27

    $390,000

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    53 Richmond Place, Middletown, NY 10940

    Settle into the charm of Orange County, NY, in this bright and airy three-bedroom home. The kitchen features elegant white cabinets and stainless steel appliances, perfectly combining style and functionality. Additional conveniences include a laundry room, mudroom, walk-up attic, and a full basement for ample storage. Situated on a corner lot, this property boasts a fenced-in backyard with plenty

    Kelly Roebuck Curasi Realty, Inc.

    53 Richmond Place, Middletown, NY 10940
  • /16

    $355,000

    • 4 Beds
    • 2 Baths
    • 1,486 Sq Ft

    184 Highland Ave, Middletown, NY 10940

    Here you have a beautiful Victorian style home, centrally located in Middletown NY. This home features a beautiful wrap around porch that presents a charming appeal to all visitors of the property. The property has been upgraded by the current owner, they have put in $55k of upgrades which include an updated kitchen, new central air system, new doors, and new windows! The home encompasses 4

    JORGE LUGO BHHS Hudson Valley Properties

    184 Highland Ave, Middletown, NY 10940
  • /27

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,044 Sq Ft

    14 Mercer St, Middletown, NY 10940

    It Doesn't Get Better Than This!! Fully renovated and meticulously cared for Cape Cod with a first floor bedroom and full bathroom in one of the most sought after areas. If you know Mercer St you know it is a small cul de sac of well kept homes within walking distance to Maple Hill Park which offers a playgound, picnic area and a dog park! Step into the vestibule before entering the well

    Karen Taphorn Howard Hanna Rand Realty

    14 Mercer St, Middletown, NY 10940
  • /11

    $369,900

    • 3 Beds
    • 1.5 Baths
    • 1,644 Sq Ft

    21 Creeden Dr, Middletown, NY 10940

    Welcome Home to 21 Creeden Drive! This inviting 3-bedroom, 1.5 Bath home offers the perfect blend of privacy and convenience, located just minutes from town on a peaceful, cul-de-sac road. Featuring a spacious main floor, a walk-out lower level and serene backyard, it is a must-see! While this well-kept home is move-in ready, it also presents an exciting opportunity to add your own touch and

    Ryan Barrett Keller Williams Realty

    21 Creeden Dr, Middletown, NY 10940
  • /39

    $357,900

    • 3 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

    $379,999

    • 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

    $354,000

    • 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
  • /47

    $379,900

    • 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

    Patricia Lucey Picture It Sold, LLC

    22 Maryland Ave, Middletown, NY 10940
  • /42

    $340,000

    • 3 Beds
    • 1.5 Baths
    • 1,540 Sq Ft

    45 Birch Dr, Middletown, NY 10940

    Welcome to 45 Birch Drive, a beautifully renovated and move-in-ready 3-bedroom, 1.5-bath townhouse offering modern updates, spacious living, and everyday comfort.Step inside to a bright and inviting layout updated lighting, and a flowing main level perfect for both relaxing and entertaining. The kitchen has been refreshed with modern appliances and custom cabinetry, offering style and

    Christopher Baum RE/MAX Benchmark Realty Group

    45 Birch Dr, Middletown, NY 10940
  • /23

    $330,000

    • 2 Beds
    • 2.5 Baths
    • 1,831 Sq Ft

    12 Deer Ct Dr, Middletown, NY 10940

    Spacious Townhouse in a Prime Location!This well-located townhouse offers the perfect combination of space, comfort, and convenience. Ideal for commuters and anyone who enjoys being close to all the action. Just minutes from major highways, the home provides easy access to shopping centers, restaurants, and everyday essentials. For city bound travelers, getting around is simple. With nearby

    Beverly Huaman Howard Hanna Rand Realty

    12 Deer Ct Dr, Middletown, NY 10940
  • /26

    $329,900

    • 3 Beds
    • 1.5 Baths
    • 1,508 Sq Ft

    36 Hampton Ct, Middletown, NY 10941

    Beautiful lovingly maintained townhome with 3 bedrooms and 1.5 bathrooms. This spacious home offers an open dining area with a galley kitchen that has granite countertops and stainless steel appliances. The large living room with wood accent wall, leads out to a fenced in yard with a patio. The first floor is complete with a 1/2 bathroom and laundry room. Upstairs has gleaming hardwood

    Jessica Hansen Howard Hanna Rand Realty

    36 Hampton Ct, Middletown, NY 10941
  • /13

    $350,000

    • 2 Beds
    • 1 Bath
    • 1,016 Sq Ft

    3 Chappell Pkwy, Middletown, NY 10940

    A lovely single family Ranch home locates at a dead end street in a quiet neighborhood of Middletown. This single family home offers 2 bedrooms and a full bathroom, a large eat in kitchen, dining area and spacious living room and a big sun room. The backyard is fully fenced in with a shed. Plenty of storage space in the basement and an 1 car indoor garage. Great location, close to YMCA,

    Feng Chang Acer Realty Inc

    3 Chappell Pkwy, Middletown, NY 10940
  • /8

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    2 Rivervale Rd, Middletown, NY 10940

    Charming Corner Townhouse in Middletown – No HOA Fees!Welcome to 2 Riverdale Road, a delightful 3-bedroom, 1.5-bathroom townhouse nestled in the heart of Middletown, NY. This spacious 1,484 sq ft home offers a perfect blend of comfort and convenience, making it an ideal choice for families and first-time homebuyers.Key Features:Spacious Living: Enjoy the warmth of hardwood floors throughout and

    Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

    2 Rivervale Rd, Middletown, NY 10940
  • /8

    $375,000

    • Land
    • 42 Acres
    • $9,014 per Acre

    234 Howells Rd, Middletown, NY 10940

    41+ acres of land for sale in the Town Of Wallkill. The land is conveniently located in the sought after Minishink School District and sub-dividable. The owner had an old plan but did not go through the planning process. I have attached the plan in the document section for your reference.

    Jonathon Lee Keller Williams Hudson Valley

    234 Howells Rd, Middletown, NY 10940
  • /15

    $325,000

    • 4 Beds
    • 1 Bath
    • 1,124 Sq Ft

    317 Wawayanda Ave, Middletown, NY 10940

    Charming 4-Bedroom Home with Cozy Curb Appeal - A Must See!Welcome to this delightful 4-bedroom, 1-bath single-family home, perfectly nestled in a peaceful, tree-lined neighborhood. With its eye-catching red exterior and classic white trim, this home offers curb appeal that is both inviting and timeless.Step inside to discover a warm, sunlit living space ideal for family gatherings or quiet

    Pete Wolven Hudson Valley Home Connection

    317 Wawayanda Ave, Middletown, NY 10940
  • /15

    $339,900

    • 3 Beds
    • 1 Bath
    • 1,278 Sq Ft

    39 Crescent Place, Middletown, NY 10940

    Very Beautifully renovated home on a quiet street in Middletown. Perfect location close to schools, shopping, and playgrounds. Clean hardwood floors, updated kitchen, newly paved driveway, finished patio, and plenty of natural light. In addition, all windows were replaced in 2020

    Zhiheng Tang Keller Williams Hudson Valley

    39 Crescent Place, Middletown, NY 10940
  • /29

    $310,000

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft

    193 Bert Crawford Rd, Middletown, NY 10940

    Charming Cape Cod home located in the heart of one of Middletown’s most desirable neighborhoods. Property features 2 spacious bedrooms on main level and 3rd bedroom upstairs, 1 full bathroom, a large living room, NEW kitchen with dinette, dining room, and enclosed front porch. Step out from the kitchen to a beautiful, flat backyard—perfect for barbecues, play, or quiet evenings. . Full-height

    Eliezer Salcer Preferred Properties Real Esta

    193 Bert Crawford Rd, Middletown, NY 10940
  • /22

    $325,000

    • 2 Beds
    • 1 Bath
    • 825 Sq Ft

    2411 Goshen Turnpike, Middletown, NY 10941

    Welcome to 2411 Goshen Turnpike – in the prestigious Goshen School District! Set on nice flat and usable 1.4-acre lot, this updated 2-bedroom home offers warmth, comfort. Step into the bright living room featuring a charming fireplace, then enjoy the granite countertops, new bathroom, updated lighting, and refinished hardwood floors throughout. There’s also a cozy enclosed screened porch and

    Eliezer Salcer Preferred Properties Real Esta

    2411 Goshen Turnpike, Middletown, NY 10941
  • /21

    $324,500

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    3 Allan Park Mews, Middletown, NY 10940

    Welcome to the highly desired Canterbury Knolls in Town of Wallkill. Conveniently located to all major commuter highways and all major shopping and public transportation. The free standing unit offers an attached garage and driveway parking as well. When you enter the unit you will be greeted by the ceramic tiled entrance that leads to hardwood flooring, The open concept living room and dining

    Pedro Garcia Curasi Realty, Inc.

    3 Allan Park Mews, Middletown, NY 10940
  • /22

    $359,990

    • 4 Beds
    • 3 Baths
    • 1,505 Sq Ft

    8 Ebury Mews, Middletown, NY 10940

    Spacious 4-Bedroom Home in Desirable Canterbury Knolls – Town of WallkillWelcome to easy, carefree living in the sought-after Canterbury Knolls community! This beautifully maintained and rare 4-bedroom, 3-bathroom single-family detached home is one of the largest in the neighborhood and offers both space and privacy—perfectly situated at the end of a quiet cul-de-sac, adjacent to peaceful

    Jonathon Lee Keller Williams Hudson Valley

    8 Ebury Mews, Middletown, NY 10940
  • /31

    $319,900

    • 2 Beds
    • 2 Baths
    • 920 Sq Ft

    109 Lake Ave, Middletown, NY 10940

    Numerous updates and niceties abound in this move in ready 1920'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

    Thomas Grazier I Realty LLC

    109 Lake Ave, Middletown, NY 10940
  • /33

    $375,000

    • 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
  • /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

    $315,000

    • 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
  • /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
  • /24

    $335,000

    • 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
  • /29

    $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

    $369,000

    • 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
  • /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

    BUYERS GOT FROZEN FEET! THIS BEAUTIFUL HOME IS BACK ON MARKET WAITING FOR YOU TO MOVE IN. 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

    Derek Greene Greene Realty Group

    553 Route 17m, Middletown, NY 10940
  • /37

    $395,000

    • 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
  • /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
  • /2

    $329,900

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    15 Independence Ave, Middletown, NY 10940

    Welcome to this beautifully maintained 3-bedroom home located in the heart of Middletown, NY. From the moment you arrive, the attention to detail and care put into this property is immediately apparent. Inside, the home offers a spacious and functional layout with well-proportioned rooms and an abundance of natural light throughout. The kitchen flows seamlessly into the main living areas,

    Andi Berisha BHHS Hudson Valley Properties

    15 Independence Ave, Middletown, NY 10940
  • /21

    $379,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    56 New York Ave, Middletown, NY 10940

    Airy and light-filled, this charming home blends comfort and space in all the right ways. The open-concept living and dining area is bathed in natural light, with soaring cathedral ceilings that create a generous sense of scale. The updated kitchen offers abundant cabinetry, modern appliances, and an oversized pantry—perfect for all your storage needs.The primary bedroom features hardwood

    Sole Salvo eXp Realty

    56 New York Ave, Middletown, NY 10940
  • /11

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,164 Sq Ft

    7 Randall Terrace, Middletown, NY 10940

    Welcome to this beautifully renovated Cape-style home. This 3-bedroom, 1.5-bath residence also features a versatile den, perfect for a home office, guest room, or playroom. Recent renovations include new siding, flooring throughout, and a fully remodeled bathroom. The layout provides a warm and inviting atmosphere. Step outside to enjoy the large backyard, ideal for outdoor activities, gardening,

    Desiree Beecham River Realty Services, Inc.

    7 Randall Terrace, Middletown, NY 10940
  • /2

    $395,600

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    847 Greenville Turnpike, Middletown, NY 10940

    Lots of land included with this home in New York. Are you sitting down. This home includes 570,636 sq. ft. of land. Home appears to have three bedrooms and two bathrooms with approx. 1,764 sq. ft. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

    Neven Spralja REALHome Services & Solutions

    847 Greenville Turnpike, Middletown, NY 10940
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