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$369,900
3 Beds ⋅ 3 Baths ⋅ 1012400 MLS
Welcome to Buttonwood Hills! This spacious 3-bedroom, 2.5-bath townhouse offers comfortable, low-maintenance living in one of Middletown's most convenient locations. Featuring a bright and functional layout, the main level includes a generous living room, dining area, updated kitchen, convenient half bath, and in-unit laundry. Upstairs, you'll find a spacious primary bedroom along with two additional bedrooms and full baths, providing plenty of room and versatility. With renovated kitchen and updated bathrooms, this home is truly move in ready. Community amenities include an unground outdoor pool, clubhouse and recreational areas. Ideally situated just minutes from shopping, restaurants, schools, parks, Garnet Health Medical Center, Touro College, SUNY Orange and all major commuter routes including I-84 and Route 17, this home combines convenience, affordability, and easy condominium living. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this Buttonwood Hills townhouse is ready to welcome you home.

202 Concord Lane, Middletown
$225,000
2 Beds ⋅ 1 Baths ⋅ 1011268 MLS
Opportunity awaits! 2-bedroom, 1-bath one-family home with 2-car garage. Includes a large patio above the garage. Eat in kitchen with refrigerator and gas stove. The seller gutted and renovated the house in 1989. Property requires complete renovation and is being sold as-is. Ideal for investors, contractors, or buyers looking to build equity. Convenient location close to shopping, schools, and commuter routes. Cash or renovation financing preferred. Bring your vision and unlock this property's potential! The electric is on, heat and hot water, municipal water & sewer are hooked up and on. Possible to expand the house above the garage.

45 John Street, Middletown
$499,900
3 Beds ⋅ 3 Baths ⋅ 1009972 MLS
Magnificent 470 Ingrassia Rd is a Sprawling Ranch with Stunning views. This beautiful home features an Open Inviting Sundrenched floor plan that offers vaulted ceilings, Oversized Skylights, beautiful Hardwood floors, and recessed lighting. Large Living Room with Wood burning Fireplace with a Blower, and custom Mantel, and a Bay window. Dining room, Open Custom Kitchen with solid wood cabinetry, lots of countertop space, Breakfast Bar, and custom tiling. Spacious Primary Suite with a Primary Bathroom, and lots of closet space. 2 Additional generous size bedrooms and a wonderful main bathroom. Lower-Level incudes a Large Family room, Full Bathroom, and an Office with a Separate Entrance. Lots of Storage in the other portion of the Basement. Heat and Air Conditioning unit on the Main level. Huge 2 Car Garage. *** Gorgeous Views of the HUDSON VALLEY *** from Inside the Home or outside on the Deck. 2.5 Acres of Privacy Spacious Detach Metal Garage. Huge Shed Lots of parking Must See Great Value

470 Ingrassia Road, Middletown
$394,999
3 Beds ⋅ 3 Baths ⋅ 1011457 MLS
Welcome to 21 Evan Court, a beautifully maintained 3-bedroom, 2.5-bath home offering approximately 1,500 square feet of comfortable living space, plus additional finished basement space and a one-car garage. Situated on a quiet cul-de-sac in a desirable Middletown neighborhood, this home delivers the perfect blend of space, functionality, and convenience. Step inside to discover bright and inviting living areas filled with natural light, creating a warm and welcoming atmosphere throughout. The thoughtfully designed floor plan provides a seamless flow between the living room, dining area, and kitchen, making both everyday living and entertaining effortless. Upstairs, the spacious primary suite serves as a private retreat with its own full bathroom, while two additional bedrooms and another full bath provide plenty of room for family, guests, or a home office. The additional basement level offers valuable bonus space that can be utilized as a recreation room, fitness area, media room, playroom, or additional storage to suit your lifestyle needs. Outside, enjoy a low-maintenance setting with the added convenience of a one-car garage and driveway parking. Ideally located near shopping, dining, schools, parks, and major commuter routes, this home offers easy access to everything Middletown and the surrounding Hudson Valley have to offer. Whether you're a first-time homebuyer, growing household, or investor, 21 Evan Court presents an exceptional opportunity to own a move-in-ready home with flexible living space in a highly convenient location.

21 Evan Court, Middletown
$369,900
3 Beds ⋅ 2 Baths ⋅ 1009905 MLS
Nestled in one of Middletown’s most convenient residential neighborhoods. This property blends classic character with practical living, offering a warm and inviting atmosphere from the moment you arrive. Step inside to find a bright, comfortable layout with spacious living areas perfect for everyday living or entertaining. Large windows fill the home with natural light, while the thoughtful floor plan provides an easy flow from room to room. The kitchen offers plenty of workspace and storage, making meal prep simple and enjoyable. The bedrooms are generously sized, providing peaceful retreats with ample closet space. The home’s bathroom(s) are clean, functional, and ready for your personal touch. Outside, the property features a level yard ideal for gardening, play, or relaxing outdoors. Whether you envision weekend barbecues, a quiet morning coffee spot, or space for pets, the yard offers endless possibilities. A driveway and additional off-street parking add to the home’s convenience. Located just minutes from shopping, restaurants, parks, schools, and major highways, this home offers easy access to everything Middletown has to offer while still providing a sense of neighborhood comfort.

145 Wawayanda Avenue, Middletown
$393,000
3 Beds ⋅ 1 Baths ⋅ 1009319 MLS
Beautifully renovated 3 bedroom 1 bathroom, everything is brand new, electrical, plumbing and heating, plus with a big corner lot. Plenty of space, beautiful kitchen - come see it today.

1 Chestnut Street, 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
$449,999
3 Beds ⋅ 3 Baths ⋅ 1008293 MLS
Escape to your own private lakeside retreat at 13 S Shore Drive in Middletown. This beautiful high-end modern renovation large home. home offers direct lake access and breathtaking waterfront views, creating the perfect setting for relaxation and recreation. Whether you're enjoying morning coffee overlooking the water, kayaking from your backyard, or entertaining family and friends, this property delivers the ultimate getaway experience. Featuring modern updates throughout, comfortable living spaces, and a peaceful natural setting, this home is ideal as a year-round residence, weekend escape, or investment property. Experience the tranquility of lakefront living while remaining conveniently close to shopping, dining, and local attractions.

13 S Shore Drive, Middletown
$599,900
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
$435,000
3 Beds ⋅ 4 Baths ⋅ 1004718 MLS
Welcome to Swan Village Estates conveniently located just minutes from Highways, stores and shopping. If space is what you need, this three-level , corner lot townhome offers that and more inside and out! The main level features a bright living room with plenty of natural window light followed by a dining area and a spacious eat-in kitchen with stainless steel appliances with plenty of cabinet and counter space. Slider glass doors off dining area lead to a deck where you can enjoy morning coffee from a canopy that’s overlooking an oversized backyard with a playground in place. Plenty of yard space for summer enjoyment and entertaining as this is a corner lot! A half guest bathroom completes the main level. The second level features the Primary Suite with a private bath with a tub and walk-in closet! Two additional well-sized bedrooms and a full hallway bathroom completes the second floor that is all carpeted. The finished walk-out basement provides additional space suitable for an office space for those that work remote, an exercise room or play area for the little ones. If storage is needed, it’s found in this level as well as the outdoor shed ideal for o outdoor furniture or tools. The lower level also includes the 3rd full bath for your convenience and a laundry area with a washer and dryer to avoid trips to the laundromat. New ductless units for your heating and AC needs! Conveniently located within short distance to Garnet Health, Touro Medical, shopping, major highways, and a variety of dining options. Call and book your tour today as this one will not last!

60 Peach Place, Middletown
$305,000
2 Beds ⋅ 1 Baths ⋅ 1003933 MLS
*Welcome Home!* This exceptional *fully furnished and professionally designed* single-family residence is a rare turnkey opportunity, offering the perfect combination of style, comfort, convenience, and value. Beautifully updated and thoughtfully appointed, this approximately *690+/- sq. ft.* home is ready for immediate enjoyment—simply bring your personal belongings and move right in. The bright, open-concept floor plan has been designed to maximize every square foot, creating an inviting space that is both functional and welcoming. The living room features recessed lighting and flows seamlessly into a beautifully appointed kitchen complete with stylish finishes, generous counter space, a center island with seating, and a convenient breakfast area. Elegant tilework, modern fixtures, and tasteful design details create a warm, contemporary atmosphere throughout. The home offers *2 comfortable bedrooms* and *1 beautifully finished full bathroom*, along with central air conditioning, washer and dryer hookups, attractive flooring, stylish interior doors, detailed trim work, and quality moldings that add character and charm throughout. Offered *fully furnished, this home includes designer furniture, living room furnishings, bedroom sets with beds and linens, artwork, décor, and many household essentials, making it a true move-in-ready opportunity. The kitchen is equipped with stainless steel appliances, including a **smart refrigerator* and *smart gas range*, combining style with modern convenience. Step outside to enjoy a spacious side yard and backyard, offering endless possibilities for entertaining, relaxing, gardening, or creating your own private outdoor retreat. The property also features a private driveway with parking for two vehicles and attractive curb appeal. *An incredible bonus:* The sale includes *three separate tax parcels*: * Main residence * *17 Anthony Street (SBL 75-1-7)* – adjoining lot located to the left of the home * *SBL 37-5-6* – additional parcel located behind the home *Three separate parcels are included in the sale*, providing additional space, privacy, flexibility, and outstanding long-term value. Whether you're a first-time homebuyer, looking to downsize, searching for a weekend retreat, or seeking an investment opportunity, this property offers an exceptional combination of *very low property taxes, low-maintenance living, and true turnkey convenience. With total annual property taxes of approximately *$2,400 for all three parcels combined** (before any applicable STAR exemption), opportunities like this are increasingly hard to find. This is more than just a home—it's a complete package. Beautifully furnished, thoughtfully designed, and ready for its next owner, this is a rare opportunity you won't want to miss. Schedule your private showing today and discover everything this exceptional property has to offer.

15 Anthony Street, Middletown
$579,000
3 Beds ⋅ 3 Baths ⋅ 1003482 MLS
Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool is great for entertaining, and a stone patio compliments the space. Upper deck overlooks this oasis. There is a master bedroom w/walk-in closet and master bath as well as 2 more well proportioned bedrooms(hardwood floors under carpet). There's a den/office off the kitchen. Downstairs has a family room/wood burning fireplace and a game room w/walkout sliders to the backyard. Home boasts central air(2020), municipal services, whole house generator, 2 car garage and much more. Close to shopping and good commuter location.

1 Parkview Drive, Middletown
$600,000
3 Beds ⋅ 3 Baths ⋅ 996639 MLS
Experience modern living in this newly built 3-bedroom, 2.5-bath home designed with comfort and style in mind. Featuring an open floor plan with soaring 10-foot ceilings, this home offers spacious living and entertaining areas filled with natural light. The gourmet kitchen boasts granite countertops, stainless steel appliances, and ample cabinetry, all flowing seamlessly into the main living space. Luxury vinyl flooring adds both elegance and durability throughout. The second-floor primary suite serves as a private retreat featuring a spacious walk-in closet and beautifully appointed en-suite bath. A convenient first-floor laundry/mud room adds everyday functionality, while the high-end finishes and thoughtful design make this home truly move-in ready. Ideally located for commuters with easy access to major highways, shopping, restaurants, and medical facilities, this property combines luxury, convenience, and modern appeal.

81 Silver Lake Sctn Road, Middletown
$799,999
4 Beds ⋅ 3 Baths ⋅ 999740 MLS
New Construction LUXURY HOME in Valley Central Schools outside of SCOTCHTOWN! "Choose Your Finishes" on this Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering privacy and natural beauty. Conveniently located 5-10 minutes to Middletown, Pine Bush, and Montgomery. The main level features a spacious open-concept floor plan with 9-foot ceilings, hardwood floors, formal living and family rooms, fireplace, formal dining room, breakfast area, powder room, and access to a large rear deck. The designer kitchen showcases an oversized 8-foot seated island, quartz countertops, under-cabinet lighting, soft-close plywood cabinetry, black stainless steel appliances, tile flooring, and pantry. The upper level offers 4 bedrooms plus a private office. The luxurious primary suite features vaulted ceilings, a spa-inspired bathroom with soaking tub, and a walk-in closet. The full walkout basement provides an additional 1,100 sq. ft. of unfinished space with endless possibilities. Built with superior craftsmanship and energy efficiency in mind, including spray foam insulation, Andersen windows, on-demand hot water, and attached 2-car garage. **EARLY BIRD DISCOUNT PRICE** Qualifying Details to be provided.

TBD Brook 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
$399,900
3 Beds ⋅ 3 Baths ⋅ 1001539 MLS
Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming home offers comfort, space, and convenience throughout. An open foyer leads into the updated kitchen featuring Quartz/Quartzite countertops, crisp white cabinetry, and ample storage. Natural light pours into the spacious dining and living areas, highlighted by beautiful flooring and a large closet ideal for pantry use. A much needed half-bath completes the main level. Step outside onto the updated deck, perfect for summer barbecues and outdoor entertaining. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The primary suite comfortably accommodates a king-size bed and features a walk-in closet with built-in shelving, along with a private ensuite bath. Two additional bedrooms offer oversized closets and share a well-appointed full bath. A conveniently located second-floor washer and dryer add to the home’s functionality, while stylish flooring continues throughout the upper level. The spacious unfinished basement provides excellent storage potential. Additional highlights include a one-car garage and an expansive parking area that can accommodate 10+ vehicles. The monthly HOA fee of $450 includes insurance, exterior maintenance, snow removal, lawn care, and trash service. Located in the highly regarded Minisink Valley Central School District, this home combines privacy, practicality, and low-maintenance living. Schedule your showing today!

568 County Route 49 Unit #2C, Middletown
$599,000
10 Beds ⋅ 4 Baths ⋅ 997729 MLS
Welcome to this beautiful two-family home located on E Main Street! Perfect for owner-occupants, investors, or extended family living, this spacious property offers incredible flexibility and charm. One unit features 6 bedrooms, while the second unit offers 4 bedrooms, providing plenty of spac. Both units have separate front and side entrances for added privacy and convenience. The property sits on a beautifully maintained lot with lush landscaping, mature trees, and exceptional curb appeal. Additional features include two large parking areas, a detached two-car garage, and plenty of outdoor space to enjoy. Conveniently located near shopping, schools, restaurants, and major highways, this home offers both comfort and accessibility. Whether you are looking for an investment opportunity or a place to keep your extended family together, this property is truly a must-see!

317 E Main Street Unit #309, Middletown
$635,000
3 Beds ⋅ 3 Baths ⋅ 999526 MLS
Charming Farmhouse Retreat on 2.9 Acres! Nestled on a quiet country road in the Town of Greenville and located within the desirable Minisink Valley Central School District. This beautiful farmhouse-style home offers the perfect blend of comfort, charm, and country living. Inviting home features 3 bedrooms and 2.5 baths with attractive Pergo wood flooring throughout the downstairs, while upstairs offers comfortable carpeting. Step up onto the welcoming covered wrap-around porch and enter through lovely double front doors into a foyer with an impressive cathedral ceiling. The farmhouse kitchen is both stylish and functional, featuring all stainless-steel appliances, granite countertops, and a large center island perfect for gathering with family and friends. The open floor plan leads to a dining area off the kitchen with a stunning bay window looking out onto the beautiful property and sliding glass doors that open to the wrap-around porch; creating a wonderful indoor-outdoor flow. Relax in the spacious living room featuring a cozy gas fireplace - the perfect spot to unwind. The 20x20 bonus room, also with pergo flooring, located above the attached 18x20 garage hosts its own separate entrance and bright airy windows with plenty of natural light; perfect for a potential mother daughter suite. The home includes plenty of storage with a detached one car garage, 18x20 attached garage, easily accessible full attic and 5ft walkable crawl space that is the length of the house and accessible from the kitchen. Peaceful surroundings, charming details, and plenty of room to enjoy country living make this home one you won't want to miss. A must-see property!

5 Decker Drive, Middletown
$479,000
3 Beds ⋅ 3 Baths ⋅ 977631 MLS
Spacious and charming 3-bedroom, 2.5-bath home featuring a welcoming wraparound porch and an abundance of living space throughout. The main level offers an entry foyer, living room, formal dining room, kitchen, family room, den, powder room, and laundry room. Upstairs features a primary bedroom with private bath, two additional bedrooms, and a full hall bathroom. The walk-up third level offers convenient storage space. Bathrooms and kitchen blend modern convenience with classic character, while hardwood floors run throughout much of the home. Additional features include a 2-car garage with driveway parking and a spacious yard. Convenient commuter location with easy access to the Metro-North Railroad and ShortLine Bus. Enjoy nearby dining, shopping, parks, golf courses, and close proximity to Garnet Health Medical Center, Touro College of Osteopathic Medicine, and SUNY Orange. Perfect for those seeking both living and workspace flexibility, this home offers endless possibilities to fit a variety of lifestyles and needs. Don’t miss this unique opportunity!

217-219 Highland Avenue, Middletown
$399,900
3 Beds ⋅ 1 Baths ⋅ 997491 MLS
Rare Opportunity to Live and Work under the same roof. Save money and time in buying this beautiful 1800’s Colonial Home in a very sought after area of Middletown. This Timeless Elegant home features Gorgeous wide Plank Flooring, beautiful Staircase and Rocking Chair Porches. This Charming home is Great for a professional I.E Accountant, Attorney, Real Estate Professional ETC This wonderful home features a spacious Private office with a separate entrance to meet with your clients or guests. The open floor plan features a Living Rm, Proposed Kitchen area, and bedroom on the first floor. Second Level offers 2 large Bedrooms and a Full Bathroom. 3 Attic areas. Full Basement. Detach large Garage. Central Air Conditioning. Great Visibility. Corner Lot. Walking Distance to all the wonderful restaurants and shops in downtown Middletown. This Home is a Great Opportunity and Convivence to Work and Live under one Roof. MUST SEE !! ****OWNER FINANCING AVAILABLE****

47 Wickham Avenue Unit #45, Middletown
$980,000
6 Beds ⋅ 6 Baths ⋅ 997547 MLS
Brand new construction duplex in heart of Middletown. Each spacious unit features 3 bedrooms, 2.5 baths, garage, central A/C and a bright, sun-filled open floor plan thoughtfully designed for today's lifestyle. Beautiful kitchens with expansive windows create an abundance of natural light, with one unit showcasing elegant dove white cabinetry while the other offers rich espresso cabinetry, both paired with modern finishes including quartz countertops, stainless steel appliances and a spacious center island with overhang for stools - perfect for everyday dining and entertaining. Stylish LVP floorings spans the main level while the stairs and hallway are hardwood flooring and bedrooms offer your choice of wall-to-wall carpeting for added comfort. Convenient second floor laundry, one-car attached garage door openers, and modern board and batten siding with stone accents complete the package. Each unit has a patio with privacy fence. Perfect for owner-occupants, investors, or multi-generational living, this property offers flexibility and long-term value. Located near the revitalized downtown Middletown and the Route 211 corridor offering casual and fine dining, shopping and entertainment. Close to SUNY Orange, Touro College, Garnet Health Medical Center, and major commuter routes including 1-84 and Route 17.

5-7 Blanchard Street, Middletown
$399,900
3 Beds ⋅ 2 Baths ⋅ 997368 MLS
Conveniently located in Pine Bush schools and close to ammenities is the 3 bedroom two bath split level on a cul-de-sac

12 Todd Drive, Middletown
$1,750,000
3 Beds ⋅ 4 Baths ⋅ 997421 MLS
At 1,070 feet atop the Shawangunk Ridge, the view is the first thing that gets you. A sweeping panorama of valleys, ridgelines, and endless sky that shifts by the hour and somehow never stops feeling dramatic. It’s the kind of setting that instantly slows your pulse. The approach sets the tone: steep dark gables, a gated entry, and a herringbone brick courtyard leading to double doors tucked beneath a soaring archway. Equal parts mountain retreat and architectural statement. Inside, the home opens fully to the landscape. Cathedral ceilings, whitewashed oak floors, and a wood-burning fireplace anchor the main living space, while oversized windows and wide sliders frame the valley beyond like living artwork. The kitchen pairs deep navy cabinetry with quartz counters, a farmhouse sink, skylights overhead, and direct access to the deck for seamless indoor-outdoor living. The first-floor primary suite feels intentionally tucked away, complete with its own private deck, generous walk-in closet, and spa-like bath featuring a soaking tub, double oak vanity, and walk-in rain shower. Upstairs, a glass-lined catwalk connects two guest bedrooms and a shared full bath. The lower level is designed for gathering and unwinding after a day outside, with polished concrete floors, a wet bar, full bath, and flexible bonus spaces that open directly to the pool area — equally suited for summer weekends or year-round hosting. Outside, the heated saltwater infinity pool and spa sit right at the mountain’s edge, alongside an outdoor shower, fire pit, playground, and surprisingly usable yard space — a rare combination of dramatic setting and everyday livability. Just minutes from outdoor destinations like Bashakill Wildlife Preserve, Sam’s Point, and Middletown conveniences like NJ Transit, and roughly 75 minutes from the George Washington Bridge, this gem is a true escape without sacrificing accessibility. Move-in ready with proven rental history and undeniable presence. A one-of-one ridge-top retreat.

704 Mountain Road, Middletown
$239,000
3 Beds ⋅ 1 Baths ⋅ 997655 MLS
Welcome home to this very nice three bedroom seasonal ranch located in the Minisink Valley School District in a quiet neighborhood! This private property is surrounded by nature with a large open yard to play and have fun in the sun. The large deck overlooks the private back yard and surrounding woods. The roof has been recently replaced. Sale includes an additional lot of 0.11 acres to bring the total property to 0.28 acres. Look at the Low Taxes! Enjoy peace and quiet on your beautiful property surrounded by woods and a creek..

16 Woodland Road, Middletown
$555,000
5 Beds ⋅ 3 Baths ⋅ 994440 MLS
3 PRIVATE ACRES + ULTIMATE VERSATILITY + POSSIBLE INCOME POTENTIAL = A RARE MIDDLETOWN OPPORTUNITY Set on 3 serene, wooded acres, this beautifully maintained raised ranch offers an expansive 2,202 sq. ft. of living space designed with a unique, highly adaptable layout that can help with your financial goals or adapt to your lifestyle. The main level features a bright open-concept main floor with gorgeous hardwood flooring and a seamless flow. The updated kitchen is a home chef's dream, appointed with granite countertops and stainless steel appliances. This level hosts three comfortably sized bedrooms, including a primary suite complete with a walk-in closet and ensuite bathroom. The lower level is a legal 2-bedroom apartment with endless options. The fully finished lower level expands your options immensely. Featuring a seperate entrance, kitchen, 2-additional bedrooms, living room, and bathroom - this legally compliant space offers incredible flexibility. It's perfectly set-up for you to earn an income to offset your mortgage or for a variety of other uses such as multi-generational living, the ultimate entertainment area, guest wing, massive home office, studio, gym space, or whatever fits your needs and imagination. TURN-KEY AND HIGH VALUE- the sellers have already taken care of the major expenses so you don't have to. Enjoy peace of mind with the newer roof, addition of a new Rehem water system, and a redone driveway. Rounding out the property is a large heated 2-car garage - perfect for a personal workshop or storage area. Combining total privacy, recent updates, and an adaptable footprint that can earn you some money or scales with your family, this property is a must-see. Schedule your private tour today.

29 Murray Road, Middletown
$899,000
3 Beds ⋅ 3 Baths ⋅ 990617 MLS
Distinctive 11-Acre Country Retreat - More than a home, this property delivers a lifestyle defined by space, privacy, and ease. Set across two parcels totaling 11.1 acres, this distinctive Cape Cod combines thoughtful design and easy, everyday living. From the expansive covered front porch to the farmhouse-style entry, the home immediately feels airy and inviting. Inside, the home balances warmth and function with sunlit living spaces, well-defined rooms, and classic materials and details throughout. Meticulously maintained and thoughtfully updated, the main level features original oak floors and an open, functional kitchen with premium stainless appliances, quartz countertops, and a large seated butcher block island. Upstairs, Brazilian cherry floors lead to a serene, light filled primary suite overlooking the landscaped grounds, pool, and barn. The en suite bath offers a spa-like retreat with skylights, exposed beams, and high quality finishes. Outdoors, the pool area is quite impressive, featuring a 20' x 40' Grecian pool surrounded by an expansive bluestone patio, stone walls, and established perennial beds and grasses, creating a private setting perfect for entertaining or quiet summer evenings under the stars. The property is centered around an exceptionally built, easy to manage 3 stall center aisle horse barn with wash/tack stall designed with a large hayloft and flexible paddock rotation. The barn sits on a 9.7-acre parcel with separate driveway access, electric, and water. A 60' x 100' stone dust riding arena and three-board fenced paddocks create a turnkey equestrian setting. Enjoy 3,000+ acres of Highland Lakes State Park just steps away, providing immediate access to miles of trails - ride out directly from the property (no trailering required!) - a rare advantage few properties can match. For those with a different vision, the barn and separate parcel present opportunities for a workshop, studio, a space to pursue your hobbies or building another home for investment. Tucked away on a quiet country road just six miles from NJ Transit, the property offers privacy without sacrificing convenience. Nearby destinations include Minnewaska State Park Preserve and Mohonk Mountain House, along with local wineries, breweries and charming Main Street shopping and dining. 65 miles to GWB puts this home in commutable distance to the city, or it could be a fabulous country home for those clients who are looking for some space on the weekends. Valley Central School District. Town of Crawford.

114 Last Road, Middletown
$370,000
3 Beds ⋅ 2 Baths ⋅ 990169 MLS
New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor, New refrigerator, new washing machine, new dryer, garage renovation Beautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home has a new hot water heater and central air conditioning. 2 full bathrooms have been recently updated. New roof installed 2015 Additional Information: ParkingFeatures:1 Car Attached,

6 Charlotte Mews, Middletown
$699,000
4 Beds ⋅ 4 Baths ⋅ 984442 MLS
Steeped in character and timeless appeal, this 1930 Colonial invites you in with its striking stone facade and a graceful partial wrap-around porch—an ideal spot to enjoy quiet mornings or unwind at the end of the day. Inside, the home blends classic craftsmanship with modern comfort, featuring rich wooden floors that flow seamlessly throughout the main level. The first floor offers a warm and welcoming layout: a bright living room, an elegant dining room, and an eat-in kitchen equipped with stainless-steel appliances. A convenient half bath adds practicality, while the expansive family room becomes the heart of the home, complete with abundant natural light and a cozy wood-burning fireplace perfect for gatherings. Upstairs, the spacious primary suite feels like a retreat, offering an en-suite bathroom and a generous walk-in closet. Three additional large bedrooms and two more full bathrooms ensure everyone has room to spread out comfortably. A full stand-up attic provides exceptional potential—imagine a game room, additional bedrooms, a studio, or a private office. The possibilities truly are endless. Outside, an outbuilding with electricity opens the door to even more creativity—workshop, hobby space, storage, or a future guest cottage. The long driveway provides ample parking and leads to a two-car garage for added convenience. Located just minutes from shopping and dining, and a short drive to beloved destinations like Bethel Woods, Legoland, and more, this home offers the perfect blend of charm, space, and accessibility with possibilities of investment opportunities being so close to the college or Air B&B. A rare opportunity to own a property with history, character, and room to grow.

571 Route 17M, Middletown
$470,000
3 Beds ⋅ 3 Baths ⋅ 987116 MLS
Coming Soon! Beautiful 3 BR, 2.5 baths.

22 Atwood Drive, Middletown
$329,000
2 Beds ⋅ 2 Baths ⋅ 982545 MLS
NO HOA FEES! LOW TAXES!! Welcome to easy, effortless living in this turnkey, move-in ready 2-bedroom home, thoughtfully updated with modern finishes and designed for today’s lifestyle. From the moment you step inside, you’re greeted by a bright and inviting interior that feels both stylish and comfortable. The updated kitchen shines with sleek countertops, crisp cabinetry, and modern appliances, making it as functional as it is beautiful. The living and dining spaces flow seamlessly together, creating the perfect setting for both everyday living and entertaining. The bedrooms are generously sized, offering comfort, versatility, and ample closet space, while the updated bath adds a fresh, contemporary touch. Every detail has been carefully considered to create a home that is truly move-in ready, allowing you to settle in and start enjoying it right away. With its stylish upgrades, low taxes, and low-maintenance lifestyle, this home is the perfect blend of function, comfort, and charm. Whether you’re a first-time buyer, looking to downsize, or searching for a smart investment opportunity, this beautifully updated home offers the perfect blend of style, convenience, and low-maintenance living. With its turnkey condition and modern appeal, this is a home that truly stands out. Ideally located near I-84, Route 17/I-86, shopping, dining, medical facilities, and everything Middletown has to offer, this home combines everyday convenience with Hudson Valley appeal. Whether you’re a first-time buyer, downsizing, or searching for a smart investment, this turnkey property checks all the boxes. Homes like this don’t last long, schedule your private showing today!

15 N Aspen Road, Middletown
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