Middletown, New York listings for sale

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$399,900 - Middletown, NY
25 Fairways Drive Middletown, NY - 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 offers a spacious, open concept living/dining room, kitchen, breakfast area. Parking includes 2 private parking spots, and ample visitor parking adjacent to the home. Amenities for the community include an in-ground pool, grand clubhouse with kitchen, bar, fitness center, and secure custom-built children’s playground. This home is conveniently located near commuter train & bus services to New York City, three minute drive to Garnet Health Medical Center, SUNY Orange, shopping, great restaurants, Woodbury Commons, major highways, and the newly built LEGOLAND.
2005 | 2 | 2 | 1,296 sqft.
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$399,000 - Middletown, NY
42981 State Highway 28 Middletown, NY - An incredible opportunity! This 4 unit multi-family, on the State Highway corridor leading into Margaretville, has a multitude of potential uses and configurations. Keep the existing 4 apartments (2 one bedrooms and 2 studios) or convert into two retail spaces, well-suited for a gallery, shop or salon. The entire building, with its proximity to Margaretville Hospital, would be an ideal medical office, with existing reception area and multiple patient rooms. Central AC and heat, sprinkler system and many new upgrades. High ceilings throughout. Unique chance to have one or two front-facing retail spaces, while living in, or renting, the apartments in the rear of the building.
1970 | 3 | 4 | 5,404 sqft.
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$395,000 - Middletown, NY
28 Pinto Road W Middletown, NY - Welcome to this stunning, better-than-new townhome located in the highly sought-after community of Liberty Commons. Just one year young, this impeccably maintained residence offers the perfect blend of modern luxury, comfort, and convenience. Step inside to discover a light-filled open layout featuring gleaming hardwood floors on the main level and plush carpeting upstairs. The designer kitchen is a true showpiece, boasting crisp white cabinetry, granite countertops, and a full suite of 2024 stainless steel appliances — perfect for everyday living and entertaining alike. Upstairs, you'll find two generously sized bedrooms, including a luxurious primary suite with dual walk-in closets and a spa-inspired ensuite bath. Every detail has been thoughtfully considered, including a brand-new washer and dryer, abundant storage throughout, and an attached garage for added convenience. Ideally situated just seconds from major highways, shopping, dining, and everyday essentials — and located in the desirable Pine Bush School District — this townhome truly has it all. Don't miss your chance to own this turnkey gem. Schedule your private showing today — this one will not last!
2023 | 2 | 2 | 1,677 sqft.
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$390,000 - Middletown, NY
53 Richmond Place Middletown, NY - 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 of space for your family. The enclosed front porch and small deck open up to a spacious, level yard, complemented by a shed and abundant off-street parking. Experience it firsthand and seize this opportunity! Commuter friendly an added bonus!
1920 | 3 | 1 | 1,144 sqft.
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$385,000 - Middletown, NY
24 Edinburgh Road Middletown, NY - 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 level rear yard. Conveniently located to Middletown shopping, I-84 & Route 17.
1967 | 4 | 2 | 1,796 sqft.
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$379,000 - Middletown, NY
56 New York Avenue Middletown, NY - 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 floors, a vaulted ceiling with a skylight, and a private ensuite bath. Two additional bedrooms also enjoy high ceilings and ample light. The main bathroom has been tastefully renovated with a clean, contemporary style. Step outside to a spacious backyard—ideal for play, barbecues, or simply soaking up the sun on the concrete patio. A recently paved driveway leads to a smartly designed laundry/mudroom combo that enhances day-to-day functionality. This lovely home is move-in ready and waiting for you to make it your own.
1991 | 3 | 2 | 1,344 sqft.
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$379,000 - Middletown, NY
36 Karen Drive Middletown, NY - 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. The deck at the back provides a peaceful setting to enjoy outdoor dining or relaxation, overlooking a wooded area that enhances privacy and offers a serene atmosphere. Nestled in a community close to scenic walking trails, 36 Karen Drive offers easy access to nearby hiking and outdoor recreation. Just a short drive away, you’ll find local trails that cater to both beginners and experienced hikers. These trails showcase the natural landscapes of the Hudson Valley, allowing residents to enjoy seasonal foliage, wildlife sightings, and fresh air year-round. In addition, Middletown provides an array of amenities, from parks and playgrounds to shopping and dining options, all within close reach. This location makes it easy to enjoy both the peace of nature and the conveniences of town life. Whether you’re looking for a family home or a quiet retreat, this property combines comfort, sustainability, and access to nature for a truly fulfilling lifestyle.
1965 | 3 | 1 | 1,436 sqft.
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$375,000 - Middletown, NY
7-9 Forest Avenue Middletown, NY - 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 nicely sized eat-in kitchen, with a great nook -perfect for casual meals and entertaining. The first floor features a living and dining space with an open concept, there is a fireplace as well as a built in that provides lots of space for displaying personal objects in a stylish way. The first floor features a primary bedroom and second bedroom and a full bath, providing convenient main-level living in the sun room which a special highlight of the home- ideal for relaxing while enjoying views of the backyard. Upstairs, you’ll find a versatile lounge area outside the two additional bedrooms, perfect for a home office, reading nook, or extra sitting space. This is an oversized lot for the area and the spacious backyard with deck perfect for outdoor enjoyment, featuring an above-ground pool and deck, perfect for summer gatherings and relaxation. Bring your vision as this home is waiting for you to put your special touches on it to make it your own! Schedule your showing today.
1920 | 4 | 2 | 1,883 sqft.
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$374,000 - Middletown, NY
204 Stony Ford Road Middletown, NY - Discover peace and privacy in the heart of the Hudson Valley with this ranch on 2 private acres. Featuring three bedrooms and one full bathroom, the open-concept layout creates a warm and inviting space perfect for relaxing or entertaining. Featuring vinyl plank flooring throughout, adding both style and durability. The detached two-car garage provides excellent storage or potential for future use. The large fenced yard is ideal for outdoor enjoyment. Located in the desirable Valley Central School District with low taxes, this property is a rare opportunity for first-time buyers, downsizers, or anyone seeking a tranquil retreat. Schedule your private showing today!
1955 | 3 | 1 | 1,008 sqft.
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$369,900 - Middletown, NY
9 Fairview Avenue Middletown, NY - 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 bedrooms and 1.5 bathroom with an open layout from the living room, gorgeous kitchen, a dining area leading to the sliding door to the great size deck. It is located in the center of Middletown - near NYC Transportations, hospitals and major highways.
1916 | 3 | 2 | 1,056 sqft.