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$499,900
3 Beds 3 Baths 1051258 MLS
THIS IS YOUR CHANCE!!! MINISINK VALLEY SCHOOL DISTRICT!!! ROBINN MEADOWS!!!! Welcome to the perfect place to purchase your home in the highly sought after Minisink Valley School District! Perfectly situated in the desirable Robinn Meadows community, this lovingly maintained raised ranch offers the ideal balance of comfort, style, and everyday convenience, all set within a peaceful, friendly neighborhood. Step inside to discover gleaming hardwood floors that flow effortlessly throughout the main living spaces. The bright sun-filled family room provides a warm and inviting atmosphere, perfect for both relaxing evenings and lively gatherings. Just beyond, the formal dining room with custom built in cabinetry offers an elegant setting for entertaining or enjoying everyday meals. The beautifully crafted custom kitchen serves as the heart of the home, expertly designed to inspire any home chef with its high-end cabinetry and elegant granite countertops. The main level also features three generously sized bedrooms and a beautifully updated full bathroom, offering comfort and ease for guests alike. Downstairs, we have a ton more space! This lower level expands your living space with a second spacious living space currently serving as a primary suite with full bath and walk in closet this space is also ideal for entertaining, movie nights, or casual relaxation. This level also includes versatile flex space ready to adapt to your needs—whether it be a home office, gym, or guest suite and a mudroom/laundry room that could also serve many needs. Step outside and experience your own private backyard oasis. A large multi leveled composite deck overlooks the fenced in backyard and your beautiful private pool, creating the perfect setting for summer fun, outdoor dining, or peaceful relaxation. Additional highlights include central air conditioning, a large driveway, a detached two-car garage, and the added peace of mind of public water and sewer services. Conveniently located just minutes from schools, shopping, dining, and all major commuting routes, this home offers the perfect blend of suburban tranquility and accessibility. This incredible property truly checks all the boxes and is priced for a fast sale, don’t miss your opportunity to make it yours! Schedule today for a private viewing.

65 Maureen Drive, Middletown

$245,000
4 Beds 2 Baths 1050322 MLS
Calling All Investors & Visionaries! If you’ve been searching for an investment opportunity in a great location, look no further than 191 Wickham Ave. in Middletown! This property offers tons of potential for the right buyer and is ready for someone with the vision and creativity to bring it back to life. Featuring 4 bedrooms, 1.5 bathrooms, a full basement, a detached garage, and a spacious backyard, this home offers plenty of room to create something truly special. The property does require TLC and renovations, but that’s exactly where the opportunity lies. Bring your equipment, your ideas, and your contractor, and transform this house into a beautiful residence or a potentially profitable investment. Centrally located in Middletown, this property provides convenient access to local shopping, dining, schools, transportation, and everything the area has to offer. Low taxes add even more appeal for investors and buyers looking to maximize the potential of their purchase. Whether your goal is to flip the property, renovate it as a rental, or create your own ideal home, the possibilities are worth exploring. With a detached garage, backyard space, and full basement, there’s plenty of opportunity to add value and make this property your own. And let’s talk about the price! Opportunities like this don’t come around every day. If you’re looking for a property where your investment and vision can truly make a difference, this one deserves a closer look. Bring your tools. Bring your ideas. Bring your vision. Don’t miss this opportunity—submit your offer today and bring 191 Wickham Ave. back to life!

191 Wickham Avenue, Middletown

$380,000
3 Beds 3 Baths 1050843 MLS
Welcome to this beautifully updated and well-maintained single-family home, featuring original hardwood floors, updated kitchen and bathrooms, and a spacious layout. The first floor offers a large living room with a fireplace, formal dining room, eat-in kitchen with access to the backyard, and a full bathroom. Upstairs, you’ll find three generously sized bedrooms and a full hallway bathroom. The finished walk-up attic provides additional flexible living space, while the finished basement includes a laundry area, half bathroom, utility room, and workshop/storage space. Enjoy a detached garage, enclosed backyard, and inviting front and back porches. Conveniently located near schools, shopping, and major highways, this home offers comfort, character, and convenience.

11 Gardner Avenue, Middletown

$465,000
3 Beds 1 Baths 1020678 MLS
Welcome to this charming Middletown home offering classic character, comfortable living, and great curb appeal. The inviting covered front porch sets the tone as you enter a home filled with warmth and natural light. The spacious kitchen features an abundance of cabinetry, ample counter space, and stainless-steel appliances, providing plenty of room for everyday cooking and entertaining. Outside, enjoy a generous front lawn and private driveway with convenient off-street parking. Ideally located in Middletown with easy access to shopping, dining, schools, parks, and major roadways. Whether you're looking for a place to call home or an opportunity to make it your own, this property is ready to welcome its next owner. Schedule your showing today!

13 Columbia Avenue, Middletown

$396,000
4 Beds 2 Baths 1046390 MLS
Investment Highlights & Key Advantages: 30 Crescent Place, Middletown, NY 10940 Exceptional Cash Flow & High Rental ROI: Configured as a legal, high-demand multi-family property, it commands strong aggregate market rents that deliver an outstanding capitalization rate and cash-on-cash return well above regional single-family averages. 100% Expense Coverage ("Free Living" or Positive Cash Flow): The dual-unit income easily covers the full PITI (principal, interest, property taxes, and insurance) alongside standard maintenance and utility reserves. For an investor, it generates immediate net passive income; for an owner-occupant (house-hacking), the secondary unit subsidizes the mortgage completely, allowing for virtually cost-free living. Strategic, Commuter-Friendly Location: Centrally situated in the heart of Middletown, offering immediate access to Route 17, Interstate 84, Garnet Health Medical Center, SUNY Orange, and Touro College of Osteopathic Medicine. It is also just minutes from the Metro-North commuter rail station and Coach USA bus routes to NYC. Low Vacancy Risk & Sustained Tenant Demand: Orange County’s expanding healthcare, logistics, and higher education sectors drive continuous, year-round rental demand, ensuring fast turnover and reliable occupancy. Built-in Long-Term Appreciation & Value-Add Potential: Multi-family properties in established Hudson Valley submarkets benefit from consistent capital appreciation, inflation-hedging rent growth, and attractive depreciation tax benefits.

30 Crescent Place, Middletown

$399,900
4 Beds 1 Baths 1031475 MLS
More space than meets the eye! This well-maintained 4-bedroom home features two first-floor bedrooms, a first-floor full bath, an enclosed sunroom, a full basement, a detached two-car garage, and a deep, level backyard. Notable improvements include a new roof, gutters, electrical panel, and exterior painting (2024); a new driveway (2023); whole-home updates in 2018 including new flooring throughout, all new double-pane windows, and interior painting throughout; and a replacement boiler (2016). The main level offers a bright living room, formal dining room, and kitchen with an adjacent breakfast area. The enclosed sunroom brings in abundant natural light and provides an inviting additional space to relax and unwind. Two additional finished bedrooms upstairs provide flexibility for sleeping, working from home, hobbies, or other needs. The full basement provides substantial storage and utility space, with a workshop area ideal for projects and hobbies. Outside, enjoy the deep, level backyard with plenty of room for outdoor activities, a private deck, and a detached two-car garage offering valuable parking and storage. Conveniently located near Downtown Middletown, shopping, dining, parks, and major routes. Come see in person the space, outdoor features, and versatility this well-maintained home has to offer. Some interior photos have been virtually staged for illustrative purposes only to demonstrate potential furniture placement. The property is being sold in its actual unfurnished/as-is condition.

39 California Avenue, Middletown

$550,000
1020113 MLS
Excellent mixed-use investment opportunity! Conveniently located on a high-visibility corner at a traffic light, this property features a 1,919 sq. ft. commercial storefront on the first floor and two newly renovated 2-bedroom apartments on the second floor totaling approximately 1,727 sq. ft. Each residential unit offers 2 bedrooms, a full bath, a kitchen, and a spacious living room. The commercial space is well suited for a hair salon, barbershop, skincare or beauty spa, nail salon, or other personal care and wellness services (subject to municipal approvals). All three units have been updated and are move-in/rent-ready. With strong rental demand in the area, this property presents an excellent opportunity for investors or owner-occupants seeking an income-producing property. Additional features include storage, a detached one-car garage, and driveway parking as well as on-street parking.

36 Wallkill Avenue, Middletown

$485,000
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

$549,900
4 Beds 2 Baths 1006587 MLS
Cherished through generations and lovingly maintained by its owners, this remarkable circa home is ready for its next chapter. Set on 3.6 beautifully level acres in the Valley Central School District, the property offers the perfect blend of historic character, functional space, and country charm. As you approach, the care and pride of ownership are immediately evident. A welcoming front porch invites you inside, where you'll discover timeless architectural details and a warmth that only a well-loved home can provide. Upon entry, take notice of the unique concave wall, setting the tone for the character found throughout. The formal living room features a Franklin stove vented through the repointed chimney, complemented by a faux marble mantel, elegant pocket doors, and built-in bookcases. A spacious formal dining room with oversized windows and wide moldings provides the perfect setting for holidays, celebrations, and everyday gatherings. The kitchen offers abundant storage with two deep pantry closets, an additional utility closet, built-in stove, double sink, and convenient half bath. A main-level home office with its own closet creates an ideal work-from-home space. Upstairs, you'll find four generously sized bedrooms filled with natural light. The spacious primary bedroom includes a walk-in closet and linen closet, with indications of a possible original stove location hidden behind the wallpaper. An oversized full bath features a large window and soaking tub. The finished lower level offers additional living space, including a fabulous craft area, family/TV room, and abundant storage. A walk-up attic provides easy-access storage options rarely found today. One of the home's most beloved features is the sunroom—a peaceful retreat where every season brings a new view. Enjoy your morning coffee while listening to birdsong and taking in the beauty of the surrounding acreage. Outside, the possibilities are endless. The level 3.6-acre property is ideal for horses, small animals, gardening, recreation, or simply enjoying open space and privacy. A detached 1,136-square-foot garage/barn offers tremendous flexibility for vehicles, equipment, a workshop, hobbies, or agricultural use. Organic gardens. Rich in character, filled with history, and surrounded by picturesque grounds, this special property offers a rare opportunity to become the next steward of a truly grand old home.

22 Camp Orange Road, Middletown

$579,000
6 Beds 4 Baths 971962 MLS
Country Escape of 6 spacious bedrooms offers space, privacy, and a serene setting on 3.38 acres. Just about 75 miles from New York City, it’s close enough for convenient weekend escapes yet far enough to feel like a true retreat feels like a private estate—perfect for those seeking a refined escape from city life A grand foyer opens to a bright, airy layout with high ceilings, large windows, and abundant natural light. The chef’s kitchen is ideal for cooking and entertaining, while a double-sided fireplace brings warmth and charm to both the living and dining areas. The inground pool creates a private outdoor getaway perfect for relaxing or hosting. The primary suite offers a peaceful retreat with ample closet space and an ensuite bath. Additional bedrooms provide flexibility for guests, home offices, or creative spaces. A full walk-up attic offers valuable expansion potential for future living area or long-term growth. A 2-car detached garage adds everyday convenience. Blending timeless Colonial elements with modern flair, this home offers a unique setting that may appeal especially to those seeking a weekend haven, creative escape, or a peaceful alternative to everyday living—while still being minutes from Route 17, shopping, dining, and Hudson Valley amenities.

669 Mountain Road, Middletown

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