Middletown Homes with Pine Bush School district

Welcome to Middletown, New York – a charming city nestled in the heart of Orange County, where picturesque landscapes meet vibrant community life. With its rich history, welcoming atmosphere, and convenient location, Middletown is an ideal place for families, professionals, and retirees alike.

Middletown boasts a diverse array of homes, making it easy for prospective buyers to find their perfect fit. From cozy single-family residences to spacious townhouses, the housing market here caters to various tastes and budgets. One of the standout features of homes in this area is their proximity to the highly regarded Pine Bush School District. Known for its commitment to academic excellence and community engagement, Pine Bush offers a nurturing environment for students of all ages, making it a top choice for families looking to settle down.

In addition to its excellent schools, Middletown offers a wealth of recreational opportunities. Residents can enjoy the stunning beauty of the nearby Hudson Valley, complete with hiking trails, parks, and scenic views. The city also hosts a variety of local events, farmers' markets, and cultural festivals, fostering a strong sense of community and connection among its residents.

With its blend of suburban charm and urban convenience, Middletown is more than just a place to live; it’s a place to thrive. Whether you're looking to buy your first home or seeking a peaceful retreat, this delightful city has something for everyone. Come discover the magic of Middletown – your new home awaits!

Newest Middletown Homes with Pine Bush School district

$725,000

5 Beds ⋅ 5 Baths ⋅ 1032557 MLS

Welcome to this one-of-a-kind custom home tucked away at the end of a quiet cul-de-sac in the highly sought-after Pine Bush School District. Offering over 4,200 square feet of living space, this home combines quality craftsmanship, privacy, and features you simply won’t find anywhere else. Step inside to soaring cathedral ceilings, beautiful hardwood floors throughout, and a formal dining room accented with elegant columns. The chef’s kitchen is truly the heart of the home, featuring custom solid wood cabinetry, a Carrara marble double-tier island, stone backsplash, farmhouse sink, and premium stainless steel appliances, including a 72 x 60 -inch Sub-Zero refrigerator, Thermador wall oven, and DCS cooktop. One of the home’s most unique features is its collection of approximately 350-year-old reclaimed wood interior doors, adding warmth and character throughout. Recent improvements include a newer roof, new black-top driveway, new windows, three heating systems, three central air systems, and a whole-house automatic generator. The second floor offers an incredible primary suite with two private en suite bathrooms, along with four additional bedrooms and three full bathrooms, providing plenty of space for family and guests. The finished walk-out lower level offers endless possibilities with a huge family room, home theater, two additional bedrooms, full bathroom, office, art studio, sauna, and access to the outdoor hot tub area. Built for a former collector of fine art and rare minerals, the lower level also features multiple heavy-duty vault doors, a secure fire-safe storage area, and an extensive security system, making this home as secure as it is impressive. Outside, you’ll love the heated stone walkway, brand-new covered screened porch overlooking beautifully landscaped grounds filled with flowering gardens and an amazing variety of fruit trees and berry bushes, including peach, apple, pear, plum, cherry, raspberry, blackberry, and blueberry. French drainage system, an oversized garage complete with built-in cabinets and workshop space, an attached three-car carport, and a storage shed. Set at the end of a dead-end cul-de-sac, this property offers exceptional privacy while still being close to everything the Hudson Valley has to offer. This is truly a rare opportunity to own a home that blends luxury, functionality, and unmatched character.

14 Longview Lane, Middletown

$440,000

2 Beds ⋅ 3 Baths ⋅ 1030394 MLS

Welcome to 35 Pinto Rd E! This is am immaculate townhouse in a prime, community location---Liberty Commons. This 2+Bedroom, 3 Bath is the perfect combination of contemporary luxury living with convenience. This end unit features , open concept first floor, natural light galore, custom blinds, plenty of storage, spacious bedrooms with large closets, and 2 car tandem garage. Need more.... There is a large unfinished basement with with walk out, and high ceilings waiting for you to complete. The Kitchen will not disappoint- granite counters, gas stove, stainless steel appliances, and welcoming island. The property is steps away from hiking trails at the end of the parking lot, and minutes away from shopping, restaurants, and activities.Move in ready with Pine Bush Schools. What are you waiting for? Come take a look!

35 Pinto Road E, Middletown

$740,000

3 Beds ⋅ 3 Baths ⋅ 1029697 MLS

Welcome to a beautifully updated home where thoughtful design and quality finishes shine throughout. The interior features hardwood floors, custom kitchen cabinetry, Carrera Gold Silestone countertops, Bosch appliances and a built-in food disposal. Premium designer lighting, a modernized staircase with updated balusters, central air conditioning and a family-room fireplace add comfort and style. The spacious primary suite offers two built-in closets plus a custom walk-in closet. The luxurious primary bathroom features heated marble floors, marble tile, a premium Kohler bidet toilet and a Fleurco Opus Collection freestanding soaking tub. Additional upgrades include new siding, new garage doors and a new deck- creating a move-in-ready home designed for both everyday living and entertaining.

210 Howells Turnpike, Middletown

$525,000

3 Beds ⋅ 3 Baths ⋅ 1028362 MLS

Your home is this fully renovated 3-bedroom property sitting on nearly half an acres that seamlessly blends modern interior elegance with an extraordinary backyard oasis! Step inside to an airy, light-filled open-concept floor plan showcasing fresh updates throughout, including sleek new flooring, modern lighting fixtures, and spa-inspired renovated bathrooms. The open gourmet kitchen serves as the heart of the home, beautifully equipped with premium quartz counter space, custom cabinetry, stainless steel appliances, and a center island ideal for everyday living and entertaining. Retreat outside through sliding doors to your private outdoor paradise, featuring a sprawling deck for alfresco dining and relaxation that overlooks a sparkling swimming pool with ample surrounding patio space—perfect for hosting summer barbecues. Complete with updated systems; Water heater aprox. late 2024. The bathrooms, decks, Vinyl fence, the kitchen & all it's appliences were all upgrated in 2025. Updates from this year are all the interior doors & lighting in addition to the pool pump.

24 Beth Drive, Middletown

$479,000

3 Beds ⋅ 2 Baths ⋅ 1026058 MLS

Welcome Home to 3 Sharon Drive! Sitting on just under half an acre in a tranquil, quiet neighborhood, this beautiful split-level home offers 3 bedrooms, 1.5 baths, and over 1,500 square feet — you'll feel right at home the moment you walk in the door! As you enter, you're greeted by tall ceilings that complement the spacious, open layout throughout. Just off the living room you have a spacious kitchen with stainless steel appliances and a convenient eat-in-dining setup. Down the hallway, you'll find three generously sized bedrooms with ample closet space, plus a convenient Jack & Jill bathroom off the primary bedroom. Downstairs is fully finished, offering a half bath, laundry room, and direct access to your two-car garage. But wait! There is more – As you venture into your fully fenced-in backyard a newly installed trex deck awaits, perfect for relaxing or entertaining. With meticulous care over the years, ranging from new roofing, updated heating/cooling system, furnace, and water heater just about all major upgrades are done and awaiting their new owner! All that’s left to do is move in and start the new school year! Offering the best of both worlds, this home is located within the Pine Bush School District and just minutes from Middletown Route 211, major shopping centers, highways, restaurants, gyms, and everything you could need. This location is optimal! Schedule your showing today and see all this beautiful home has to offer!

3 Sharon Drive, Middletown

$549,000

4 Beds ⋅ 3 Baths ⋅ 1021180 MLS

Looking for a spacious Colonial in Middletown, NY, with room to grow and an easy NYC commute? Welcome to 25 Georges Road, a 4-bedroom, 2 full baths, and a half bath home offering 2,680 square feet of living space on a quiet residential street. Built in 1985, this home features a classic center hall layout, generous living areas, a brick fireplace, a large eat-in kitchen with abundant cabinetry, a separate wall oven and gas cooktop, and a rear deck perfect for relaxing or entertaining. Large windows fill the home with natural light throughout the day. The full basement provides excellent storage and future potential, while the attached garage adds everyday convenience. Ideally located just minutes from the train station, shopping, dining, schools, parks, and major commuter routes including I-84 and Route 17/I-86, this home is an excellent option for NYC commuters seeking more space and value than nearby Rockland and Westchester. Being sold as is, it's a great opportunity to personalize a spacious home in a convenient Hudson Valley location.

25 Georges Road, Middletown

$310,000

3 Beds ⋅ 2 Baths ⋅ 1019958 MLS

This beautifully maintained 3-bedroom, 1.5-bath townhouse-style single-family home is move-in ready and available for immediate occupancy. The home features stainless steel appliances and a combination of ceramic tile, laminate, and hardwood flooring throughout, creating an attractive, low-maintenance, and allergy-friendly living environment. Both bathrooms have been tastefully updated, and a versatile bonus room at the rear of the home offers the perfect space for a home office, study, playroom, or hobby area. Conveniently located with easy access to I-84 and I-86, this home is just minutes from supermarkets, the Galleria at Crystal Run, Garnet Health Medical Center, and an abundance of restaurants and shopping. Whether you're a first-time homebuyer or an investor looking to expand your portfolio, this property is an outstanding opportunity. Easy to show—schedule your private tour today!

66 Patio Road, Middletown

$175,000

1018238 MLS

Welcome to 385 Midland Lakes Road—an exceptional opportunity to bring your dream home to life. This beautiful 3-acre fully engineered parcel is ideally situated within the Pine Bush School District, offering the perfect balance of peaceful surroundings and everyday convenience. Commuters will appreciate the close proximity to I-84, I-86, and the ShortLine bus station, while the City of Middletown is just minutes away for shopping, dining, and local amenities. Enjoy easy access to popular destinations including Woodbury Common Premium Outlets and Resorts World Catskills. With its desirable location, generous acreage, and engineering already in place, this property is ready for your vision. Do not miss the chance to create the home you have always imagined.

385 Midland Lake Road, Middletown

$310,000

3 Beds ⋅ 2 Baths ⋅ 1017919 MLS

Beautifully renovated townhouse offering easy, two-level living. This desirable middle-unit home features 3 bedrooms and 1 full bathroom and 1 half bathroom with a bright, open layout designed for comfort and convenience. The spacious living areas flow seamlessly together, highlighted by brand-new flooring, the updated kitchen was recently completed and includes new cabinetry and appliances. All three bedrooms are well-sized and recently updated with new flooring. The fully remodeled bathrooms showcase contemporary finishes, including a new vanity, toilet, and bathtub. Ideally located just minutes from Route 211 and I-84, this home offers excellent commuter access while being close to shopping, dining, and local amenities. Move-in ready, updated throughout, and located in a convenient community—this townhouse is ready to welcome its next owner.

722 Silver Lake Scotchtown Road, Middletown

$499,999

4 Beds ⋅ 2 Baths ⋅ 1015915 MLS

Welcome to 678 Prosperous Valley Road, a beautifully renovated Colonial nestled on 0.80 acres in the desirable Town of Middletown. Combining timeless character with modern upgrades, this move-in-ready home offers 4 spacious bedrooms, 2 full bathrooms, and approximately 1,861 square feet of thoughtfully updated living space. Recent improvements include a stunning remodeled kitchen, fully renovated bathrooms, new siding, updated flooring, rebuilt structural flooring supports, new decks, and numerous additional upgrades throughout. The home also features a cozy fireplace, full basement with ample storage potential, detached garage, and a private wooded backdrop that creates a peaceful retreat while remaining conveniently located near shopping, schools, restaurants, and major commuter routes. Enjoy the charm of country living with the confidence of extensive recent renovations already completed. Whether you're looking for a full-time residence, weekend retreat, or investment opportunity, this property offers exceptional value, privacy, and modern comfort.

678 Prosperous Valley Road, Middletown

$215,000

1013540 MLS

Engineered lot pending approvals. Over 1 acre of land in the Town of Wallkill with Pine Bush Schools. This lot is "shovel ready", building docs have been submitted to the town and it's pending approvals. The lot is lovely, already cleared with the driveway conveniently cut in. There used to be a structure and it has been properly removed with permits, creating a perfect site to start building something beautiful! Floor plans for a 4 bed 3 bath Colonial are available upon request.

429 Van Burenville Road, Middletown

$169,900

1005907 MLS

Tucked away with exceptional privacy, yet just minutes from everything you need — this lot places you within 15 minutes of Middletown's vibrant dining, grocery, and shopping destinations. The location is truly unmatched: Garnet Health Medical Center, Middletown Medical Center, and Orange County Community College are all within easy reach, making this an ideal home base for those who require both a peaceful sanctuary and a strategic location. The groundwork has already been done. This parcel was previously approved for a single-family residence, complete with building permits through the town and has been engineered for private well and septic systems — a meaningful head start on your path to building. Please note that prior approvals have since expired and will require updating.

Dosen Road, Middletown

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