Middletown Homes with Minisink Valley School district

Welcome to Middletown, New York, a charming city nestled in the heart of Orange County. Known for its rich history and vibrant community, Middletown offers a unique blend of suburban comfort and urban convenience. With a population that values both tradition and progress, this city is a fantastic place to call home.

Middletown boasts a variety of housing options, making it an ideal destination for families, young professionals, and retirees alike. The real estate market here features everything from cozy single-family homes to modern townhouses, ensuring there’s something for everyone. For those looking to settle down in a family-friendly environment, the homes within the Minisink Valley School District are particularly appealing. This district is renowned for its commitment to educational excellence, providing a nurturing environment for children to thrive academically and socially.

Residents of Middletown enjoy access to an array of amenities, including parks, shopping centers, and recreational facilities. The city’s vibrant downtown area is a hub of activity, offering a mix of quaint cafes, restaurants, and local shops. Outdoor enthusiasts will appreciate the nearby hiking trails and beautiful landscapes that Orange County is known for, making it easy to embrace nature right at your doorstep.

With its welcoming atmosphere, excellent schools, and diverse housing options, Middletown is more than just a place to live; it’s a community where memories are made and dreams are nurtured. Come discover the charm of Middletown and see why so many are proud to call it home!

Newest Middletown Homes with Minisink Valley School district

$469,000

5 Beds ⋅ 3 Baths ⋅ 1031210 MLS

Welcome home to this breathtaking Farmhouse-style retreat, perfectly set back from the main road amidst mature hydrangeas and Rose of Sharon. Step onto the sprawling, large rocking chair front porch—part of an expansive covered porch that wraps around three sides of the home—and experience true rustic charm before you even step inside. Upon entry, you’ll be in awe of the soaring vaulted ceilings, stunning wide plank wood floors running throughout, and a magnificent floor-to-ceiling stone fireplace. At the heart of the home is a gourmet country-style kitchen designed for entertaining. It features a spacious eat-in island, prep bar sink, and a high-end gas cooktop complete with interchangeable wok burner and griddle attachments. Dual sets of sliding glass doors seamlessly connect the kitchen to the rear deck for effortless outdoor dining. The main level features 2 light-filled bedrooms (one with private slider access to the deck) and a full bathroom. The upper level has additional bedrooms, a full bath, and a charming loft area overlooking the main living room. The basement has a cozy family room, a wet bar, 3rd full bath, and dedicated laundry room. Multi-level outdoor living including open and covered rear decks, plus a unique enclosed porch featuring a dog door leading directly to a secure 20 x 30 enclosed dog pen. A rare blend of rustic elegance, modern amenities, and peaceful seclusion—schedule your tour today!

495 Guymard Turnpike, Middletown

$599,000

3 Beds ⋅ 3 Baths ⋅ 1021680 MLS

Home sweet home! This beautiful custom built three bedroom, two and a half bathroom 2086sqft ranch is located on a gorgeous landscaped 5 acres in the Minisink Valley School District. You'll feel right at home from the moment you enter this park-like property. You have many choices of places to enjoy this home, both inside and outside. The 1900sqft main floor is open and spacious. The central great room features 17 foot cathedral ceilings, mini-split AC and heat, ceiling fan, large windows letting the sunlight in, and two separate doorways to the large back deck. Enjoy peace and quiet on a beautiful day on your oversized back deck. Have a campfire with some friends and family by the fire pit. The recently renovated kitchen features new appliances, quartz countertops and tile backsplash. The primary bedroom suite is on one side of the house with two large closets and a large beautiful en-suite bathroom. Bedrooms two and three are on the other side of the house along with another full bathroom. Walk up to the spacious loft on the second level, which could have many uses. Renovated within the past 3 years with a new roof, new deck and deck stairs, sidewalk deck to driveway. Recently painted kitchen, great room, loft and master bedroom. Very well maintained home and property. Whole house generator. Mitsubishi Mini-split AC cooling and heating. The huge full basement is the size of the home providing plenty of storage and workshop space. 2 Car attached garage. Plenty of room for guests with a parking area by the front of the home, and a large parking area in the rear. Wood or oil combination furnace for baseboard heating, mini split for AC and for heat.

189 School House Road, Middletown

$610,000

4 Beds ⋅ 3 Baths ⋅ 1026687 MLS

Discover the perfect blend of peaceful country living and modern comfort at this turnkey Colonial, privately nestled on 5.8 picturesque acres in the Town of Mount Hope within the highly sought after Minisink Valley School District. Welcome to 320 White Bridge Road, where privacy, natural beauty, and comfort come together to create an exceptional place to call home. A dramatic two story foyer filled with natural light welcomes you inside, where gleaming hardwood floors flow throughout the home's thoughtfully designed living spaces. At the heart of the home is a spectacular custom kitchen, beautifully updated less than two years ago with striking quartz countertops, an oversized extra long center island, premium cabinetry featuring double stacked upper cabinets, and exceptional craftsmanship that is sure to impress both everyday chefs and avid entertainers alike. The kitchen seamlessly connects to the inviting family room, highlighted by a cozy gas fireplace, while the elegant formal dining room and spacious formal living room provide refined spaces for entertaining and special occasions. Upstairs, four generously sized bedrooms offer comfort and privacy for family and guests, including a luxurious primary suite complete with a walk in closet and a spacious en suite bath designed for relaxation. Beyond its beautiful finishes, the home has been meticulously maintained with central air conditioning, dual oil storage tanks, well cared for mechanical systems, a spacious unfinished basement offering endless possibilities for future expansion, recreation, or storage, and a large two car garage. Step outside and experience your own private sanctuary. A newly reskinned rear deck overlooks the private backyard while the expansive grounds offer a peaceful setting where mature trees create a sense of serenity and seclusion, making every day feel like a getaway. Perfectly positioned approximately one mile from the New Jersey Otisville Transit station, this remarkable property offers exceptional convenience for commuters while remaining close to local schools, shopping, restaurants, and major highways. Enjoy everything the Hudson Valley lifestyle has to offer, including renowned wineries, charming farmers markets, scenic hiking trails, orchards, and countless opportunities for outdoor recreation. Offering the rare combination of luxury, privacy, and accessibility, this exceptional home is truly move in ready and presents an extraordinary opportunity to experience one of the Hudson Valley's most desirable lifestyles. Welcome home.

320 White Bridge Road, Middletown

$899,000

5 Beds ⋅ 5 Baths ⋅ 1026134 MLS

Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas complete the setting. The original 1821 Colonial estate serves as the main house, blending historic character with thoughtfully updated features throughout. The expansive grounds provide abundant opportunities for recreation, including horseback riding, farming, snowmobiling, four-wheeling, fishing, and more. With numerous updates and an array of versatile structures, this exceptional property offers a rare combination of privacy, history, and functionality. The land is also subdivisible, providing potential for future development. Amenities: Storage, multiple barns, natural pond, extensive acreage.

255 Howells Road, Middletown

$165,000

1 Beds ⋅ 1 Baths ⋅ 1024578 MLS

A charming 1940 bungalow located in the highly desirable Minisink Valley School District, this home sits on a quiet 0.23-acre lot and makes an excellent starter home with low taxes. The front door opens into a spacious living area filled with natural light. The main level offers one bedroom plus an office that can serve as a second bedroom if needed. The full basement—not included in the listed square footage—provides additional space ideal for a recreation area, storage, or a bonus room. Outside, enjoy the fenced-in backyard complete with a patio and tree house. Previously rented for $2,000 per month, this property also presents a strong investment opportunity.

488 Tally Ho Road, Middletown

$339,000

3 Beds ⋅ 1 Baths ⋅ 1021833 MLS

Set on approximately 2 acres, this 1920’s unique multi-level home provides plenty of room to enjoy the outdoors. A standout feature is the property's unique location, offering road frontage on two separate roads, Castle High Road and Eatontown Road and both Agricultural and Residential zoning. Whether you've dreamed of creating your own homestead, raising chickens or other livestock, planting extensive gardens, or simply enjoying the flexibility that comes with agricultural zoning, this property offers endless possibilities while still being convenient to local amenities. The house has benefited from some renovations, but there is still scope for further updates to restore it to its full potential. As you enter, you'll find the kitchen on the lower level featuring a new butcher block countertop and newer appliances. Just beyond is a versatile finished bonus room that can easily serve as a dining room, home office or sitting area with French doors leading to the patio and outdoor space. The main level features a spacious living room along with the primary bedroom. The updated full bathroom showcases shiplap accents and vinyl flooring, while the upper level offers two additional bedrooms, providing separation and privacy. With fresh paint and updated flooring, these rooms can easily be transformed into comfortable, move-in-ready living spaces. Within the last five years the following updates were completed: the roof, siding, windows, boiler, and hot water heater, giving buyers added peace of mind. With these major investments already in place, the home offers a great opportunity for its next owner to update and customize the interior to suit their personal style. Conveniently located just minutes from shopping, restaurants, schools, and major commuter routes, you'll enjoy easy access to Middletown, Goshen, Warwick, and the surrounding Hudson Valley. Outdoor enthusiasts will appreciate nearby Highland Lakes State Park, the Heritage Trail, local wineries, breweries, golf courses, and farmers' markets. Popular destinations such as LEGOLAND New York Resort, Resorts World Catskills, and The Kartrite Resort & Indoor Waterpark are all within easy driving distance, making this location ideal for both everyday living and weekend adventures. If you've been searching for a property with acreage, and the opportunity to add value through cosmetic improvements, 122 Castle High Road is a great opportunity to create a space that reflects your own style while enjoying everything Orange County has to offer. Minisink School District

122 Castle High Road, Middletown

$825,000

4 Beds ⋅ 3 Baths ⋅ 1017645 MLS

This stunning four-bedroom Colonial is nestled on 1.3 acres at the end of a peaceful cul-de-sac, backing up to the scenic Hunter Nature Preserve. Enjoy relaxing evenings on the spacious rocking chair front porch. The updated kitchen features beautiful granite countertops and a custom backsplash, perfect for culinary enthusiasts. The expansive Great Room is ideal for celebrations, entertaining guests and marking life's special milestones. A formal dining room provides the perfect setting for holiday dinners, while both the family room and living room offer quiet retreats at the end of the day. The primary bedroom includes a private bathroom plus a plentiful walk in closet. You'll find three more generously sized bedrooms and a full second bathroom. A strategically placed home office at the top of the stairs is perfect for remote work or tackling paperwork. Step outside to a back deck with an awning for shaded relaxation, overlooking a spacious yard. Enjoy the heated inground pool, perfect for lap swimming and relax in the heated jacuzzi. Host gatherings on the backyard deck or paver patio designed for outdoor entertaining. The attached two car garage comes equipped with a charger for your electric vehicle. Solar panels owned, utility bills less than $25/month. Located in the desirable Minisink Valley School District, this gorgeous home truly offers something for everyone. Don't miss your chance to experience all this property has to offer. Schedule a visit today!

34 Stapleton Court, Middletown

$749,900

4 Beds ⋅ 3 Baths ⋅ 1014571 MLS

Welcome to this stunning, meticulously maintained Chesterfield Colonial offering breathtaking views, exceptional updates, and true move-in-ready condition. From the moment you enter the impressive two-story foyer, you'll appreciate the bright, open-concept design and abundance of natural light streaming through every window. The spacious main living areas are perfect for both everyday living and entertaining, while the front porch and rear deck provide beautiful outdoor spaces to enjoy the surrounding scenery. Located in a highly desirable neighborhood with fantastic schools, this home is conveniently close to shopping, public transportation, and major highways. Pride of ownership is evident throughout. Recent improvements include fresh interior paint, stainless steel appliances, modern light fixtures, and a new water purification system. The exterior features a newly paved blacktop driveway lined with mature 10-foot evergreen trees, creating an attractive and private approach to the home. Offering 4 spacious bedrooms with elegant crown molding, plus a versatile bonus room that can serve as a home office, playroom, guest room, or potential 5th bedroom, this home provides flexibility to meet your needs. The 3 updated bathrooms feature stylish vanities, vessel sinks, and a relaxing jetted tub. Step outside to enjoy the low-maintenance TREX deck, custom-built fire pit patio, and beautifully maintained grounds. A matching storage shed provides ample space for lawn and garden equipment or can easily be converted into a workshop or hobby space. Additional features include oil heat, an attached 2-car garage, smoke-free and pet-free ownership, and countless thoughtful upgrades throughout. A truly exceptional home that combines comfort, style, and convenience in one outstanding package.

512 County Route 49, Middletown

$499,000

4 Beds ⋅ 3 Baths ⋅ 1008642 MLS

GORGEOUS turn-key home located in the outskirts of Middletown with Minisink schools. Do NOT let the outside fool you as this home is much larger than expected... Step inside this Raised Ranch that is in mint condition with the upgrades it offers. Open floor layout from Living room to dining area & kitchen. New hardwood floors in upper level, vinyl floors in lower level and recessed lighting throughout. Modern eat-in kitchen with new cabinets, granite countertops, backsplash & gorgeous fresh out the box stainless steel appliances! 3 bedrooms are located on the main level, one which is a Suite with its own private bath and gorgeous tiled shower. A 2nd full tiled bathroom with a tub completes the upper floor. A finished lower level offers the 4th additional bedroom, along with a family room and office for those that work remotely. The 3rd full tiled bath with all new accessories and laundry area with NEW washer & dryer completes the lower level. Grill and enjoy morning coffee right out outside your deck and grill on your lower level patio! For those that love the outdoors, enjoy this oversized fenced-in backyard ideal for you to enjoy & entertain in. Among some of the upgrades this home offers are the new roof, siding, plumbing with new ductless heating and cooling systems, modern lighting, new hardwood & vinyl floors and more! Close proximity to Colleges, Touro Medical, Garnet Health, and shopping centers. Minutes to Public transportation and major highways for those that commute. Look no further & make this lovely home yours today!

37 California Drive, Middletown

$89,000

2 Beds ⋅ 1 Baths ⋅ 1008895 MLS

Lake Retreat! Perched high above Claire Lake with breathtaking mountain views, endless vistas, and exceptional privacy, this unique property offers a rare opportunity to create your own Hudson Valley getaway. Located in a quiet area and ready to bring your vision to life, this hidden gem combines natural beauty, character, and potential. The distinctive floor plan features 2 bedrooms, 1 full bath, a spacious living room, kitchen, dining area, and an adorable breakfast nook, all positioned to take advantage of the peaceful natural surroundings. Expansive decking provides the perfect place to enjoy the mountain and lake views, while the private wooded setting offers a tranquil escape from everyday life. Located within a private lake community, residents enjoy access to the lake, nearby hiking trails, and abundant recreational opportunities. The property is also conveniently located close to highways, shopping, dining, and outdoor recreation, offering the perfect balance of seclusion and accessibility. Whether you're looking for a weekend retreat, vacation property, or year-round residence, this property presents an excellent opportunity for buyers seeking a home with character and the ability to customize it to their own style and preferences. With its unique floor plan, mountain and lake views, expansive outdoor decking, private setting, and desirable location, this special property offers tremendous potential in a beautiful Hudson Valley setting. Bring your imagination and discover the possibilities this unique lake cottage retreat has to offer. The Seller is selling this property in "As Is condition.

27 Lake Claire Drive, Middletown

$685,000

3 Beds ⋅ 3 Baths ⋅ 1006639 MLS

Update - priced to sell! Imagine waking up surrounded by three private acres while still being just minutes from shopping and major commuter routes. This newly built colonial offers the peace of country living without sacrificing convenience. The open-concept kitchen, oversized island, fireplace, spacious primary suite and unfinished basement provide room to grow while giving buyers the opportunity to personalize the space. Move right into this home upgraded with premium finishings in the desirable Minisink Valley School District. Set along a quiet road surrounded by sweeping views of green rolling hills, the home offers a rare sense of space, privacy, and peace. Enjoy miles of scenic vistas from the deck, the sprawling lawn, and a serene atmosphere, all just minutes from Middletown's shopping, restaurants, parks, schools, and major commuter routes. This home features 3 bedrooms, 2.5 baths, generous open floor plan, living room fireplace, central air, an attached 2-car garage, and a full unfinished basement ready for future expansion. Inside, thoughtful upgrades selected by the sellers elevate the home well beyond typical new-build standards. These upgrades were paid for separately from the initial home purchase price and include red oak hardwood flooring throughout, upgraded staircase, custom glass kitchen cabinetry, enhanced kitchen island, designer chandelier, Calacatta Montage finishes, upgraded front door and windows, additional recessed and accent lighting, and beautifully enhanced primary and guest bathrooms, and more. The spacious kitchen is designed for both everyday living and entertaining, offering granite countertops, a tile backsplash, and generous island seating. The primary suite provides a private retreat with a walk-in closet and a luxurious bath featuring dual vanities, a soaking tub, and a glass-enclosed tiled shower. Combining the freshness of new construction with premium custom finishes and an exceptional setting, this home offers the perfect blend of comfort, elegance, and countryside charm.

168 Pine Grove Road, Middletown

$1,600,000

4 Beds ⋅ 3 Baths ⋅ 1002004 MLS

PRIVATE ONE OF A KIND RANCH!! 16 Acres! One Level Living! 4 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Master Bedroom Suite with Walk In Closet! Large Kitchen with Breakfast Bar & Ceramic Tiles! Over Sized Living Room with Gleaming Hard Wood Floors and Sliders to Double Deck! Full Basement for Endless Possibilities! Celling Fans! Recessed Lighting! Laundry Room! Wooded Lot! Lots of Parking! Plenty of Storage! Perfect Commuter Location! Close to Major Highways, Buses and Shopping!

430 Kirbytown Road, Middletown

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