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Middletown, NY Homes for Sale with Basement

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  • /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
  • /34

    $620,000

    • 4 Beds
    • 3.5 Baths
    • 2,188 Sq Ft

    26 Kyleigh Way, Middletown, NY 10940

    Welcome to this stunning, 5-year-young home located in the desirable Sunrise Hills development.This beautifully maintained residence offers 4 spacious bedrooms, 3 full bathrooms, and 1 half bathroom. The grand cathedral entryway features an elegant chandelier that can be admired from both inside and out, highlighting the top landing of the staircase.The large fourth bedroom is currently set up as

    Delroy Smith List 4 Less Realty

    26 Kyleigh Way, 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
  • /49

    $699,900

    • 8 Beds
    • 5 Baths
    • 5,533 Sq Ft

    203 Highland Ave, Middletown, NY 10940

    Welcome to this exceptional mother/daughter residence, where comfort seamlessly intertwines with practicality! This expansive colonial home is meticulously crafted to accommodate the diverse needs of everyone. This unique property offers two homes in one, that connect within the interior of the home— both equipped with their own front and side entrances! Yes, you read that right, this home offers

    Patricia Sassi RE/MAX Benchmark Realty Group

    203 Highland Ave, Middletown, NY 10940
  • /40

    $430,000

    • 3 Beds
    • 1.5 Baths
    • 1,794 Sq Ft

    118 White Bridge Rd, Middletown, NY 10940

    This pristine Cape in Mount Hope NY is almost 1800 square feet featuring heated two-car attached garage, full size basement sit on 1.6 acres parcel with nice view. 3 bedrooms, large eat in kitchen, Formal Dr, 1st floor Master Bedroom suite, and addition one office on the 1st floor. 2nd. floor has 2 large bedrooms, Exterior has 2 decks, 1 patio, storage shed, great views and beautiful sunsets. New

    Feng Chang Acer Realty Inc

    118 White Bridge Rd, Middletown, NY 10940
  • /35

    $1,049,999

    • 3 Beds
    • 2.5 Baths
    • 3,315 Sq Ft

    535 County Route 22, Middletown, NY 10940

    Looking to Enjoy Life? Experience 535 Ct Rt 22 in the Minisink School District. Unique Handcrafted Home that is surrounded by Nature and Privacy. This Amazing property is backed up to a NYS Protected Conservation in addition to the existing 21 1/2 Acres of Privacy. Gorgeous Breath-taking views can be seen from almost every window of the home. Enjoy the Dramatic, Sundrenched, Eye Popping Open

    John Biasi Howard Hanna Rand Realty

    535 County Route 22, Middletown, NY 10940
  • /42

    $599,999

    • 4 Beds
    • 4.5 Baths
    • 3,283 Sq Ft

    594 County Route 22, Middletown, NY 10940

    MINISINK SCHOOLS - WORK FROM HOME AND HAVE ROOM FOR EXTENDED FAMILY - Nestled at the end of a long driveway is this spacious four-bedroom, five-bathroom home situated on just under four spacious acres. It is absolutely perfect for multi-generational living, offering a separate in-law suite with a kitchenette and bathroom. This home features not one, but TWO primary suites, one located on the

    Courtney Popowick Rita Levine Real Estate

    594 County Route 22, Middletown, NY 10940
  • /11

    $849,900

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    29 Hubbard Rd, Middletown, NY 10940

    New construction colonial on a beautiful 9+ acre lot with views of the Shawangunk Mountain Ridge, a spring fed pond and open fields and woods located on a private dead end road in the Pine Bush S/D. and close to major highways. The Sinenna model features include 4 bedrooms, 3.5 baths, gorgeous red oak hardwood floors and spacious rooms. Relax in the cozy living room by the warm inviting fireplace

    Chris Ogden Realty Promotions Inc

    29 Hubbard Rd, Middletown, NY 10940
  • /27

    $249,000

    • 2 Beds
    • 2 Baths
    • 1,636 Sq Ft

    1603 Goshen Turnpike, Middletown, NY 10941

    This 1850-built home at 1603 Goshen Turnpike is full of potential for investors and flippers. It features wide plank oak floors, a fireplace, and a country kitchen, offering a solid foundation for renovations.With 1,636 sq ft of living space, 2 bedrooms, and 2 bathrooms, this home sits on a 6,991 sq ft lot, providing room for updates and improvements. Central cooling and forced air heating are

    Elvys Molina Keller Williams Realty

    1603 Goshen Turnpike, Middletown, NY 10941
  • /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
  • /50

    $249,999

    • 2 Beds
    • 2 Baths
    • 990 Sq Ft

    21 Lake Claire Dr, Middletown, NY 10940

    Charming Lake Cottage Retreat – 21 Lake Claire Drive, Middletown, NYNestled among the trees on a quiet hillside, this bright and rustic 2-bedroom, 2-bath lake cottage offers a peaceful retreat with vintage character and natural charm. The vibrant red wood siding, expansive outdoor decking, and tree-lined setting create an inviting atmosphere perfect for weekend getaways or full-time living.Step

    Nelson Dominguez eXp Realty

    21 Lake Claire Dr, Middletown, NY 10940
  • /35

    $689,000

    • 6 Beds
    • 3.5 Baths
    • 2,948 Sq Ft

    669 Mountain Rd, Middletown, NY 10940

    Nestled in the Minisink School District | 6 bedrooms, |3 bathrooms| chef’s kitchen| perfect for those who love to cook and entertain. The double-sided fireplace*adds a cozy touch, while the inground pool makes it an ideal retreat.Set on 3.38 acres the home is surrounded by lush greenery, providing a peaceful and private atmosphere. The Colonial and Contemporary architectural style blends

    Michelle Gruberger Real Estate Circuit Inc

    669 Mountain Rd, Middletown, NY 10940
  • /43

    $347,000

    • 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
  • /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
  • /23

    $639,900

    • 4 Beds
    • 3 Baths
    • 1,952 Sq Ft

    11 Vista View Terrace, Middletown, NY 10941

    Welcome to Vista View Terrace - This stunning colonial home is being built and nestled on the cul-de-sac of a beautiful neighborhood in Scotchtown area in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with granite

    Anita S. Cristiano HomeSmart Homes & Estates

    11 Vista View Terrace, Middletown, NY 10941
  • /50

    $999,999

    • 4 Beds
    • 3.5 Baths
    • 4,295 Sq Ft

    941 Mt Hope Rd, Middletown, NY 10940

    Welcome to 941 Mount Hope Road in beautiful Middletown, NY—an exceptional 4,295 sq ft estate set on a sprawling 46-acre property, offering the perfect blend of timeless character and modern upgrades. Built in 1926, this one-of-a-kind stone and siding home has been completely renovated, preserving its historic appeal while elevating comfort and functionality. Whether you're seeking a luxurious

    Heather Thoms Q Home Sales

    941 Mt Hope Rd, Middletown, NY 10940
  • /48

    $554,900

    • 3 Beds
    • 2.5 Baths
    • 2,865 Sq Ft

    174 Guymard Turnpike, Middletown, NY 10940

    This charming 3-bedroom, 2.5-bath home offers generous living space both inside and out. The additional detached building features a garage and dedicated office space—ideal for an artist, small business owner, or tradesperson.Cozy up by the brick fireplace on chilly evenings, enjoy entertaining in the game room and family room, or host unforgettable gatherings on the expansive deck and in the

    Danielle Roche Howard Hanna Rand Realty

    174 Guymard Turnpike, 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
  • /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
  • /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
  • /25

    $535,000

    • 1 Bed
    • 1 Bath
    • 1,088 Sq Ft

    727 Route 17m, Middletown, NY 10940

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

    AnnaMarie O'Brien Curasi Realty, Inc.

    727 Route 17m, Middletown, NY 10940
  • /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
  • /25

    $250,000

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

    11 Jordan Ln, Middletown, NY 10940

    This property is located in a well maintained community, minutes away from major highways, shopping centers and schools. It is with in walking distance to the local dog park, play ground and community center. Quietly located on the outskirts of Middletown. Do not miss this opportunity to own your own home with low taxes and maintaince fee. Beautiful views and wooded areas out side your front door.

    Shaji Markose Kerala Realty, LLC

    11 Jordan Ln, Middletown, NY 10940
  • /36

    $825,000

    • 5 Beds
    • 3.5 Baths
    • 3,700 Sq Ft

    104 Elise Dr, Middletown, NY 10941

    LAST HOME AVAILABLE! Welcome to The Woodlands at Scotchtown Estates! This exquisite picturesque community sits in the highly sought after Valley Central SD, featuring luxury and convenience at your fingertips. Custom built colonials lead the way as you drive down the beautiful tree lined road of this development. This expansive colonial now complete and ready to welcome it's new owners! The main

    Juan Bautista Keller Williams Realty

    104 Elise Dr, Middletown, NY 10941
  • /20

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    650 Route 211 W, Middletown, NY 10940

    Commercial & residential, downstairs is commercial, 9 parking spaces.end of 2021 upgraded: Parking lot, basement, roof and wall. End of 2022 upgraded: septic system, well system, porch, furnace, air conditioner, electrical system, oil tank, boiler,Disabled access ramps.2023 upgraded: kitchen and stairs2024 upgraded: bath, floor, wall, lights, yard, septic system, the septic system passed the

    Joel Ayala HomeSmart Homes & Estates

    650 Route 211 W, Middletown, NY 10940
  • /34

    $1,450,000

    • 4 Beds
    • 1.5 Baths
    • 4,240 Sq Ft

    529 New York 17m Unit 531, Middletown, NY 10940

    completely renovated colonial with many features primary family home for fifty years, OFFER An ADDITIONAL BUILDING COMMERICAL INCOME WITH 4 STUDIOS APARTMENTS AND RETAIL BEAUTY SALON AND NON-WORKING CAR WASH OR EXPANDABLE SPACE SEE COMMERICAL LISTING

    John McCarey John I McCarey

    529 New York 17m Unit 531, Middletown, NY 10940
  • /58

    $725,000

    • 12 Beds
    • 11 Baths
    • 5,004 Sq Ft

    5 Wawayanda Place, Middletown, NY 10940

    Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 11 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

    Jamie Sittner Oxford Property Group USA

    5 Wawayanda Place, Middletown, NY 10940
  • /26

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    47 Prince St, Middletown, NY 10940

    Welcome to this lovely, renovated. Formerly a 3 bedroom/2-bathroom house, this home has been renovated in 2023 into a 4 bed/2.5 bath adding a 1st Floor Master Bedroom Suite, increasing the square footage of living space. This house has plenty of character and is better than new construction. Open Concept Layout, Enclosed Porch, Luxury Vinyl Flooring, Stainless Steel Appliances, Butcher Block

    D'Wana Haynesworth YourHomeSold Guaranteed Realty

    47 Prince St, Middletown, NY 10940
  • /34

    $2,995,000

    • 5 Beds
    • 2 Baths
    • 2,092 Sq Ft

    40 Camp Orange Rd, Middletown, NY 10941

    This versatile and lucrative investment or user property sits on one of the largest open land parcels left in the Town of Wallkill. Great Location on Route 211 between Middletown and Montgomery. Presently used as a dairy farm with many options for ag business or other type of business. Views would make this a great hospitality site, wedding venue, winery, brewery, ag tourism, retail dairy or

    Joe Distelburger Keller Williams Realty

    40 Camp Orange Rd, Middletown, NY 10941
  • /35

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 3,432 Sq Ft

    200 Mt Orange Rd, Middletown, NY 10940

    Welcome to this most charming 1870's farmhouse situated on idyllic 6.4 level pastoral acres with small pond. This property boasts wide moldings and other intricate detailing that showcase the exceptional craftmanship that went into its construction. Enjoy both gorgeous sunrises and sunsets from almost any room. This home has been well maintained, with some newer additions, such as the family

    Joe Distelburger Keller Williams Realty

    200 Mt Orange Rd, Middletown, NY 10940
  • /2

    $315,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 850 Sq Ft

    16 Madelaine Terrace, Middletown, NY 10940

    Charming and efficient, this 850 sq ft ranch in Middletown, NY offers the perfect blend of comfort and potential. Featuring 3 cozy bedrooms, 1 full bath, and a full unfinished basement ready for your vision—whether it’s extra living space, a rec room, or storage galore. The generous backyard provides plenty of space for entertaining, gardening, or simply relaxing in your own private outdoor

    Kewin Garabito eXp Realty

    16 Madelaine Terrace, Middletown, NY 10940
  • /11

    $405,000

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

    5 Peace Dr, Middletown, NY 10941

    Commuter's Dream in the Town Of Wallkill ! This 3 Bedroom Raised Ranch offers hardwood flooring throughout main living area, bow window which allows tons of natural light to illuminate living & dining area. Enjoy Cooking? Large kitchen with granite counter tops & tons of cabinet space. Plenty of room on lower level for a family room or home office. Walk out to your rear deck with your morning

    Ernie Acampora River Realty Services, Inc.

    5 Peace Dr, Middletown, NY 10941
  • /23

    $259,900

    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft

    80 Beattie Ave, Middletown, NY 10940

    Here on freshly paved Beattie Ave in Middletown, you'll find this 1920 two story style. The home has three bedrooms, a full bath, kitchen, living room- dining room combo, as well as a walk-up attic and full unfinished basement. Outside there is a covered front porch, small fenced yard and a detached two car garage. The home is in overall sound condition, but will need enough repairs that it may

    Keith Sumner John J Lease REALTORS Inc

    80 Beattie Ave, Middletown, NY 10940
  • /17

    $385,000

    • 4 Beds
    • 2 Baths
    • 1,796 Sq Ft

    24 Edinburgh Rd, Middletown, NY 10941

    Looking for something different? This spacious 4 bedroom 2 full bath contemporary raised ranch in the Town Of Wallkill just may be what you are looking for ! Open living room with cathedral ceilings & hardwood flooring. First floor primary bedroom & primary bath. Upper level has hardwood flooring through out with 3 bedrooms & a full bath. Family room on lower level. Rear deck overlooking your

    Ernie Acampora River Realty Services, Inc.

    24 Edinburgh Rd, Middletown, NY 10941
  • /11

    $267,500

    • 3 Beds
    • 1.5 Baths
    • 1,131 Sq Ft

    197 Highland Ave, Middletown, NY 10940

    **Multiple offer situation. Seller requesting highest, best and final offers 12pm noon, 7/7/2025.** 3 Bedroom, 1.5 Bathroom Old Style Two Story home in Middletown! Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for

    Desiree Beecham River Realty Services, Inc.

    197 Highland Ave, Middletown, NY 10940

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