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$465,000
3 Beds ⋅ 2 Baths ⋅ 1024368 MLS
Discover the perfect blend of historic charm, modern comfort, and peaceful country living in this utterly delightful home, beautifully situated on 2.3 wooded acres. Rich in character, the residence showcases timeless architectural details while benefiting from a comprehensive renovation. Prior to renovation, the home was thoroughly gutted and fully foam insulated, with all-new plumbing and electrical systems, as well as energy-efficient mini-split units providing both heating and air conditioning. Enter through the welcoming mudroom into a spacious kitchen featuring stainless steel appliances, a charming dining alcove and a door out to the deck. The large, inviting living room is filled with tons of natural light. Upstairs, three comfortable bedrooms and a full bathroom complete the main residence. The property also features a separate cottage with a bathroom, offering excellent potential for guest accommodations, a home office, studio, or other flexible use. Located behind the cottage is an additional freestanding, one-room structure that may offer the possibility of being connected to the cottage to create a one-bedroom guest house or potential rental property, subject to all applicable municipal approvals. Surrounded by natural beauty, the property is located across the road from a picturesque pond creating a peaceful setting with abundant opportunities to enjoy the outdoors. Commuters will appreciate the home's proximity to the Train Station, providing service to Hoboken with easy PATH access into Manhattan. The property is also approximately one hour by car to Manhattan. Shopping, dining, and everyday conveniences are within easy reach, including the renowned Woodbury Common Premium Outlets.

168 Shawangunk Road, Middletown
$850,000
4 Beds ⋅ 5 Baths ⋅ 1032582 MLS
A Rare Country Estate Rich in History, Character & Timeless Beauty. Nestled off the road and surrounded by approximately 17 private, wooded acres, this remarkable circa 1820 estate offers an extraordinary opportunity to own a piece of Hudson Valley history. Lovingly expanded over generations while preserving its original character, this one of a kind residence encompasses over 4,500 square feet of thoughtfully designed living space where historic craftsmanship and modern comfort exist in perfect harmony. From the moment you arrive, the setting is unforgettable. Mature trees, rolling lawns, handcrafted stone walls, beautifully landscaped gardens, and multiple patios create a peaceful retreat where nature becomes part of everyday life. Inside, authentic architectural details celebrate the home's rich heritage. Original woodwork, custom built-ins, exposed beams, hardwood floors, handcrafted moldings, and three fireplaces create warmth and character throughout. Every room offers a unique glimpse into the home's remarkable history while providing comfortable spaces for today's lifestyle. The stunning great room is truly the heart of the home, showcasing reclaimed hand-hewn beams salvaged from a local barn and an impressive floor to ceiling stone fireplace crafted from stone found right on the property. Nearby, an incredible sunroom with soaring wood ceilings, skylights, walls of glass, and beautiful terracotta style flooring invites you to relax while enjoying panoramic views of the surrounding landscape in every season. A thoughtfully designed private wing introduces a distinctive Southwestern-inspired aesthetic, creating an exceptional primary suite complete with a fireplace, spacious ensuite bath, private balcony, and adjoining first-floor living area. Whether used as a luxurious owner's retreat, guest quarters, or a comfortable multi-generational living space, this flexible wing offers endless possibilities while adding a unique architectural dimension to the home. Outside, the property continues to impress. A classic original barn featuring horse stalls, electric service, and an expansive loft provides incredible versatility for equestrian enthusiasts, hobby farmers, livestock, workshops, storage, or future creative pursuits. With acres of wooded privacy and open areas for horses, chickens, goats, gardening, or simply enjoying the outdoors, the possibilities are limited only by your imagination. As an added opportunity, an adjoining 16.7-acre parcel is also available for purchase, allowing the next owner to create an even more extraordinary private estate. Steeped in nearly two centuries of history yet thoughtfully adapted for modern living, this is more than a home it's a legacy property waiting for its next chapter.

232 Tally Ho Road, Middletown
$339,000
2 Beds ⋅ 2 Baths ⋅ 1033088 MLS
Welcome to your new ranch home situated on a quiet dead end street yet still close to all major amenities. Arriving you will notice the peaceful surroundings, well manicured and level yard space, convenient garage and ample parking. Step inside your new home to find sun drenched living spaces, gleaming hardwood floors and the ease of one level living. The main level provides you with a cozy living room, two bedrooms, renovated full bath, updated kitchen and a formal dining room which provides flexibility for a potential den/office. Your eat-in kitchen provides ample storage space, gas cooktop, wall oven, Bosch dishwasher and easy access to the rear deck. The lower level of the home allows for additional expansion with it's own entrance, large family room, full bath with stall shower, laundry area and garage space. Enjoy relaxing out back on the mult-tiered deck space or find it the perfect place for entertaining and summer gatherings. All of this in a serene location yet minutes to shops, restaurants, schools, gyms, nature trails and much more.

11 5th Street, Middletown
$450,000
4 Beds ⋅ 2 Baths ⋅ 1032844 MLS
Welcome to 41 Houston Avenue—an exceptional multi-family property offering incredible potential for both seasoned investors and first-time buyers! Whether you're looking to add a high-performing property to your rental portfolio or "house-hack" by living in one unit and letting the tenant income pay down your mortgage, this property delivers. ?Each spacious apartment boasts a well-designed layout featuring 2 comfortable bedrooms plus a versatile bonus room or den—perfect for a home office, nursery, or secondary living space. Landlord management is made easy with fully separated utilities, allowing tenants to pay their own gas and electric, keeping your overhead low and maximizing your net return.?Centrally located in Middletown with easy access to local shops, dining, public transit, and major commuter routes. Opportunities like this don't last long—schedule your showing today and tap into this turnkey revenue generator and a 2-car detached garage as an added bonus for more revenue!

41 Houston Avenue, Middletown
$333,000
3 Beds ⋅ 1 Baths ⋅ 1032936 MLS
Come see this well maintained 2 story colonial style home. Centrally located in the City of Middletown which allows you to be minutes away to all the great eateries and to all major shopping and public transportation. The home has taken a few updates over the years. Home has a spacious living room that leads into a formal dining room. Kitchen has plenty of cabinet space as well. The central a.c has been updated. Basement allows for storage and large laundry area. Don't miss out on this!

23 Harrison Street, Middletown
$419,900
4 Beds ⋅ 1 Baths ⋅ 1031475 MLS
Welcome to this charming and well-maintained 4-bedroom home offering a practical layout and timeless character. The main level features a bright living room, formal dining room, eat-in kitchen, two bedrooms, and a full bath, while the upper level provides two additional bedrooms with flexible living space. Recent improvements include a new roof (2024), vinyl double-pane windows installed in 2018, and a resurfaced driveway completed in 2023. A bright enclosed front porch adds additional living space and a welcoming place to relax. Outside, enjoy a generous backyard, a detached two-car garage, and ample off-street parking. Conveniently located near schools, shopping, restaurants, parks, and major highways, this home offers comfort, convenience, and everyday functionality in an established neighborhood. Some photos have been enhanced for presentation purposes. 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
$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
$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, Double Oven 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
$449,900
3 Beds ⋅ 1 Baths ⋅ 1028580 MLS
STOP THE SEARCH!!!! THIS ONE IS A SHOWSTOPPER!!! Welcome home to 30 Murray Road in the Town of Walkill, an immaculately maintained, completely turn key ranch! Spotless from top to bottom and lovingly cared for, this exceptional home offers the perfect combination of comfort, style, and convenience. Simply unpack and start enjoying everything this beautiful property has to offer. Step inside to discover gorgeous hardwood floors flowing throughout the main living areas, complemented by beautiful tile flooring in the kitchen. The heart of the home features a stunning eat in kitchen with upgraded cabinetry, beautiful appliances, and ample workspace, making it as functional as it is beautiful. The thoughtfully designed layout includes a spacious family room, 3 generously sized bedrooms and a beautiful full bathroom! The immaculate full basement offers endless possibilities, whether you envision additional living space, a home gym, workshop, or simply appreciate the incredible amount of clean storage. A large two car garage provides even more room for vehicles, tools, and recreational equipment. Outside, you'll find your own private retreat. The incredible ground-level patio creates the perfect setting for relaxing, dining outdoors, or entertaining guests while overlooking the peaceful backyard surrounded by nature for exceptional privacy. A large turnaround driveway makes coming and going effortless, while the home's custom landscaping, enhances the curb appeal. Ideally situated in an outstanding Middletown location, you'll enjoy the tranquility of a quiet setting without sacrificing convenience. Shopping, restaurants, parks, schools, and major commuter routes are all just minutes away, making this the perfect place to call home. With its impeccable condition, tasteful updates, and unbeatable location, this move in ready ranch is a rare opportunity you won't want to miss. Call today to schedule your private showing. This immaculate home is an absolute must-see!

30 Murray Road, Middletown
$539,900
4 Beds ⋅ 3 Baths ⋅ 1031777 MLS
Welcome to this beautifully maintained Center Hall Colonial offering the perfect blend of classic design and comfortable everyday living. The heart of the home is the spacious kitchen, which opens seamlessly to the inviting family room, creating an ideal space for gathering with family and friends. The family room is highlighted by custom built-in shelving and a cozy wood-burning fireplace, adding warmth and character. This home features four generously sized bedrooms and three bathrooms, providing plenty of space for family, guests, or a home office. The basement offers additional flexible living space perfect for a recreation room, fitness area, media room, or playroom. Outside, the newly paved walkway creates an attractive first impression and welcomes you home. Situated across from the Shawangunk Fish & Game Association, the property enjoys a unique setting with convenient access to outdoor recreation and open space. Combining timeless Colonial charm with functional living spaces and thoughtful updates, this home is ready to welcome its next owners.

31 Denman Road, Middletown
$498,000
4 Beds ⋅ 3 Baths ⋅ 1030876 MLS
Welcome to this well-maintained 4-bedroom, 3-full-bath home offering a functional layout and comfortable living spaces. The welcoming entry features an elegant chandelier and a large arched window that fills the home with natural light. The main level offers hardwood floors, vaulted ceilings, recessed lighting, a comfortable living room, and a separate dining area overlooking the backyard. The kitchen features stainless steel appliances, well-maintained wood cabinetry, and a tile backsplash. The primary bedroom includes a private en-suite bathroom, while two additional bedrooms and another full bathroom complete the main level. The finished walkout lower level provides additional living space with a family room, a fourth bedroom, a full bathroom, a dedicated home office with built-in shelving, and a laundry area. Enjoy the fully fenced backyard featuring a multi-level Trex deck, gazebo, and open green views, creating a comfortable space for relaxing or entertaining. Outdoor patio furniture is available to the buyer at no additional cost if desired. Additional features include an attached one-car garage, electronic keyless entry, and an existing solar panel system. Conveniently located near shopping, restaurants, schools, parks, and major commuter routes.

9 Ashland Avenue, 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
$495,500
3 Beds ⋅ 3 Baths ⋅ 1028819 MLS
Beautiful and well maintained , single family , townhouse located in the desirable community of Woodside Knolls This modern and spacious residence offers comfortable and spacious living across three floors & 2500 sq.ft! The 3 Bedroom, 3.5 Baths floor plan includes a luxurious primary bedroom with oversized walk in closets , en suite bathroom with full stand up shower and soaker tub. An additional two bedrooms , laundry room and full bath completes the upper floor. Downstairs you will discover a well equipped kitchen complete with stainless steel appliances, bonus office space , dining area and living room with a gas fireplace. A walkout door leads to your paved patio where you can enjoy outdoor entertaining. The finished basement with rough in for an additional bathroom is the icing on the cake and adds to endless configurations and possibilities to fit your lifestyle. All of this in a private community that includes a clubhouse, pool , basketball and tennis courts. This location is a commuters dream. Only minutes from major highways, trains and busses to NYC and the Galleria at Crystal Run, tons of shopping, wineries , historic trails and access to the heart of everything the Hudson Valley has to offer!

6 Avoncroft Lane, Middletown
$740,000
3 Beds ⋅ 3 Baths ⋅ 1029697 MLS
Nestled on 2 peaceful acres, this colonial-style home has been lovingly cared for by the same owner since it was built in 2006. The dramatic cathedral ceiling foyer welcomes you with a sense of grandeur, opening to a spacious interior filled with natural light. Hardwood floors flow throughout, enhanced by a refreshed staircase with updated balusters and designer lighting. The custom kitchen is a standout, offering Carrera Gold Silestone countertops, Bosch appliances, custom cabinetry, and a farmhouse sink featuring a built in food disposal. The living room’s cozy setting with fireplace creates the perfect gathering space, and central air ensures comfort all year long. The primary suite is generously sized, featuring two built in closets and a custom walk in closet. A luxurious, spa-inspired primary bathroom featuring floor-to-ceiling marble tile, heated marble flooring and an oversized walk-in shower enclosed in frameless glass. The shower includes a rainfall showerhead, handheld sprayer, multiple body jets, a built-in bench and sleek black fixtures. A Fleurco Opus Collection freestanding soaking tub, premium Kohler bidet toilet, recessed lighting and a large window overlooking the greenery complete this elegant retreat. With new siding, new garage doors, and a new deck, the home blends thoughtful updates with long term care. A truly special property, ready to be treasured by its next owner.

210 Howells Turnpike, Middletown
$370,000
3 Beds ⋅ 3 Baths ⋅ 1029917 MLS
Welcome to 15 Old Anvil Ln, Middletown, a lovingly cared for end unit townhouse in the sought after "The Meadows" community. This unit has been lived in and cared for by the same owners for approximately 40 years. The owner is a builder so he has not skipped on his own improvements and care. The unit offers 3 bedrooms and 2.5 bathrooms, a kitchen and formal dining room with a slider to a beautiful deck which overlooks the backyard and a beautiful koi-pond. There is also a covered screened in side deck and a patio. The living room has a propane fireplace. The primary suite offers 2 closets, bathroom with marble flooring and an electric fireplace. The main bathroom is also lovely and has a whirlpool tub. The walk out lower level features a family room or den plus the laundry room and access to the 1 car garage. Save on utility bills with the solar panels and enjoy the community pool, clubhouse and the tennis, basketball and handball courts. Short drive to all amenities and highways including Galleria Mall, Garnet Health Center, and Metro North Train Station. These units are hard to come on the market, so don't delay and schedule your appointment for a showing!

15 Old Anvil Lane, Middletown
$339,000
2 Beds ⋅ 1 Baths ⋅ 1027980 MLS
Welcome to 17 State St, a fully updated, energy-efficient detached home offering modern smart-home features and exceptional flexibility. The bright main level features central air, smart climate control, a beautifully tiled bathroom, custom window blinds with a transferable lifetime warranty, and an updated kitchen with premium stainless-steel appliances, including a brand-new smart refrigerator. The finished lower level provides expansive heated-and-cooled bonus space with dual mini-split systems and baseboard heat, making it ideal for a recreation room, home office, gym, guest space, or other flexible uses. Additional upgrades include solar panels, a built-in security system hookup, and an upgraded 240V electrical panel that's EV-ready. Outside, enjoy an extended driveway with ample off-street parking and a fully fenced backyard featuring a concrete patio, fire pit, and a brand-new storage shed. Completely move-in ready, this home combines modern efficiency with versatile living spaces in a convenient Middletown location.

17 State Street, Middletown
$524,900
4 Beds ⋅ 2 Baths ⋅ 1027190 MLS
Set on 8 scenic acres in the award-winning Goshen School District, this updated bi-level offers the perfect combination of privacy, open space, and convenience to amenities. The property features a picturesque pond, a mix of cleared land and woods, two sheds and a large outbuilding with electricity that's ideal for a workshop, hobby space, or extra storage. Inside, the updated kitchen and bathrooms compliment the home's inviting layout. Hardwood floors run throughout the main living areas, while the bedrooms are comfortably carpeted. The main level offers recessed lighting, 3 bedrooms and a beautifully updated hallway bathroom featuring a unique arched accent over the jetted soaking tub, custom tile work, and a separate stall shower with glass door. The finished lower level showcases slate flooring, a cozy fireplace, a 4th bedroom, a full bathroom, and a laundry room, with direct access to the heated attached two-car garage. Enjoy the peace and beauty of country living while remaining just minutes from shopping, dining, schools, and major commuter routes including public transit to NYC. A brand-new central air system is icing on the cake...schedule your showing today!

245 Stony Ford Road, 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
$239,000
3 Beds ⋅ 2 Baths ⋅ 1029110 MLS
Calling all contractors, investors, and homeowners with a vision! Bring your ideas and your toolbox to this 3-bedroom, 1.5-bath split-level home situated on a desirable corner lot within the Enlarged City School District of Middletown. Offering great bones and endless potential, this property is ready for its next owner to restore, renovate, and make it their own. Inside, you'll find a functional split-level layout that's ready for your personal touches and updates. Whether you're looking for your next investment project or the opportunity to create your dream home, this property is full of possibilities. Conveniently located in a peaceful neighborhood just minutes from Orange County Community College (SUNY Orange), Touro College of Osteopathic Medicine, Garnet Health Medical Center, shopping, dining, and major commuter routes. With New York City approximately 70 miles away, you'll enjoy the perfect balance of suburban living with easy access to the city. Don't miss this opportunity to unlock the potential of this hidden gem—schedule your showing today!

26 Willow Place, Middletown
$539,000
3 Beds ⋅ 3 Baths ⋅ 1029150 MLS
Welcome to this beautifully maintained 3-bedroom, 2.5-bath bi-level home, built in 2010 and offering 2,225 square feet of comfortable living space. Designed with an open-concept layout, this impressive residence features a well-appointed kitchen with granite countertops, abundant cabinetry, and a seamless flow into the dining and living areas—ideal for both everyday living and entertaining. The primary suite serves as a private retreat, complete with vaulted ceilings, newer carpeting, a spacious walk-in closet, and a tastefully finished en-suite bathroom. Hardwood flooring adds warmth and sophistication throughout the main level. The finished lower level provides a generous family room with a cozy gas fireplace, an additional electric heating source, a convenient half bath, a laundry room, and access to the attached one-car garage, offering versatile space for relaxation, work, or hosting guests. Set on a desirable corner lot with excellent curb appeal, this home is conveniently located just minutes from major highways, shopping, hospitals, and medical facilities, ensuring easy access to daily necessities and commuting routes. This move-in-ready home combines style, comfort, and an exceptional location. Don’t miss the opportunity to make it yours. More pictures and video to come.

18 Hickory Place, Middletown
$420,500
3 Beds ⋅ 2 Baths ⋅ 1025550 MLS
Welcome to this charming 3-bedroom, 1.5-bath Colonial nestled on a level, fenced lot in the heart of Middletown. Built in 1941, this well-maintained home beautifully blends timeless character with everyday functionality, showcasing original hardwood floors, classic woodwork, detailed moldings, and elegant arched doorways throughout. The inviting first floor features a spacious living room, formal dining room, and a bright, versatile flex room perfect for a home office, playroom, or library. The kitchen offers an abundance of original wood cabinetry, Formica countertops, stainless steel appliances, a gas cooktop with wall oven, pantry storage, and convenient access to the driveway and backyard. Upstairs, you'll find three generously sized bedrooms with hardwood flooring and original architectural details, along with a bright, oversized full bath. A walk-up attic provides excellent storage or future expansion possibilities, while the full unfinished basement offers even more storage space and endless potential. Outside, enjoy a level backyard enclosed with vinyl fencing, a spacious deck for entertaining, and a charming gazebo that is included with the sale. Additional features include a detached one-car garage, private driveway, natural gas heat, public water and sewer, and low-maintenance vinyl siding. Garage is in need of repair being sold as is for garage. Hot tub has not been used in two years no guarantees made. Was working two years ago. Ideally located close to shopping, restaurants, schools, parks, major highways, and public transportation, this home offers convenience, character, and opportunity in one package. Whether you're looking for your first home or simply appreciate classic craftsmanship, this Middletown gem is ready to welcome its next owner.

34 Adams Avenue, Middletown
$450,000
3 Beds ⋅ 2 Baths ⋅ 1029090 MLS
**Opportunities on Manhattan Avenue are few and far between. If you've been waiting for a home in this desirable neighborhood, your wait is over! ** Situated on a beautiful .25-acre lot, this inviting split-level offers the perfect combination of comfort, space, and style with **3 bedrooms, 1.5 baths, a one-car garage, and central air**. From the moment you walk through the door, you'll appreciate how bright, clean, and welcoming this home feels. Sunlight pours through oversized windows, highlighting the gleaming hardwood floors and creating a warm, inviting atmosphere throughout. The thoughtfully designed floor plan offers generous living space with an easy flow that's perfect for everyday living, entertaining, or simply relaxing at home. A beautiful fireplace creates a cozy focal point, adding warmth and character to the main living area. Step outside and discover one of this home's standout features—an expansive deck overlooking a beautiful, flat, quarter-acre backyard. Whether you're hosting summer barbecues, enjoying your morning coffee, or unwinding after a long day, this outdoor space is sure to become a favorite place to gather. The level backyard offers plenty of room for gardening, outdoor activities, pets, or simply enjoying your own private outdoor retreat. Beautifully cared for inside and out, this home offers the perfect blend of comfort, convenience, and outdoor living in a location that's hard to beat. Conveniently located near shopping, restaurants, schools, and major commuter routes, with Maple Hill Park just minutes away, you'll enjoy easy access to tennis courts, a dog park, walking paths, picnic areas, and open green space. **Homes on Manhattan Avenue don't become available often. Don't miss this exceptional opportunity to make this beautiful property your next home!**

21 Manhattan Avenue Unit #19, Middletown
$1,680,000
5 Beds ⋅ 9 Baths ⋅ 1027724 MLS
Welcome to 3 Bristol Drive, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 Sqft of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment. Built in 2002, this 6-bedroom suits, 8.55-bathroom residence features expansive, light-filled interiors and estate-scale proportions ideal for both entertaining and everyday living. Each bedroom includes a private en-suite bathroom, providing comfort and privacy throughout the home. The layout flows seamlessly between formal entertaining spaces and casual living areas, accommodating gatherings of any size. The indoor pool pavilion is the centerpiece of the property, featuring a heated swimming pool, surrounding lounge areas, and a 10-person jacuzzi—creating a private, spa-like retreat rarely found in residential homes. This resort-style amenity allows for year-round relaxation and entertaining regardless of season. Outside, a circular roundabout driveway offers impressive curb appeal and convenience, while a private courtyard and manicured grounds enhance the estate-like setting. The classic brick facade and colonial architecture deliver timeless elegance with the durability of quality construction. Offering exceptional privacy while remaining conveniently located near major roadways, shopping, and dining, 3 Bristol Drive presents a unique opportunity to own a luxury estate with true resort amenities in the Hudson Valley. Schedule your private showing and experience this one-of-a-kind property

3 Bristol Drive, 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
$450,000
3 Beds ⋅ 2 Baths ⋅ 1026883 MLS
Welcome to 153 Ridgewood Avenue, a beautifully maintained 2021 built ranch offering the ease and comfort of modern single level living. Vaulted ceilings, an open concept layout, stylish finishes, and abundant natural light create a warm and inviting feel from the moment you enter. With more than 1,500 square feet, the home features a spacious kitchen with stone countertops, generous prep space, newer appliances, and plenty of room to gather. Central air and a convenient laundry mudroom add comfort and practicality. The primary suite includes a tray ceiling, spacious closet, and private full bathroom. Two additional bedrooms and a second full bathroom provide flexible space for guests, a home office, or hobbies. Outside, the fenced backyard and recently upgraded paver patio offer the perfect setting for relaxing, entertaining, and enjoying time outdoors. Shopping, dining, parks, commuter routes, and everyday conveniences are all nearby, including local favorites such as Cosimo's Brick Oven and Fancher Davidge Park. Young construction, modern finishes, a functional one level layout, and a private outdoor space make this home an excellent alternative to the maintenance and expense of older properties. Move right in and enjoy everything 153 Ridgewood Avenue has to offer.

153 Ridgewood Avenue, Middletown
$409,000
3 Beds ⋅ 2 Baths ⋅ 1025851 MLS
Welcome to 48-50 Mountain Avenue, where timeless Cape Cod charm meets modern comfort in one of Middletown's most convenient locations. Beautifully updated and meticulously maintained, this inviting 3-bedroom, 1.5-bath home offers approximately 1,928 square feet of warm, light-filled living space on a beautifully landscaped 0.36-acre lot tucked away on a quiet cul-de-sac. From the moment you arrive, the stunning stone exterior, mature landscaping, covered front porch, and exceptional curb appeal make you feel right at home. Step inside and discover a home filled with character, warmth, and natural light. Oversized windows and a beautiful bay window flood the interior with sunshine while highlighting the gleaming hardwood floors, natural woodwork, original architectural details, and thoughtful updates throughout. The spacious living room is the heart of the home, featuring a striking stone fireplace with a cozy wood-burning stove that creates the perfect atmosphere for relaxing evenings or gathering with family and friends. The flowing floor plan offers comfortable everyday living and effortless entertaining. The bright eat-in kitchen features abundant cabinetry, generous counter space, pantry storage, and convenient access to the backyard, making indoor and outdoor entertaining seamless. Whether hosting holiday dinners or enjoying a quiet morning coffee, every space has been designed with comfort and functionality in mind. The home's three spacious bedrooms offer peaceful retreats with generous closet space and abundant natural light. A full bath and convenient half bath provide functionality for both daily living and guests. The partially finished walk-out basement adds tremendous versatility, providing the perfect opportunity for a family room, recreation area, home office, gym, workshop, hobby space, or additional storage. The attached one-car garage and expansive basement storage ensure there is room for everything. Outdoor living is equally impressive. Enjoy peaceful mornings from the covered front porch, entertain on the beautiful flagstone patio, or relax in the private backyard surrounded by mature trees and established landscaping. The yard offers plenty of room for gardening, outdoor recreation, pets, or simply enjoying the beauty of every season. A storage shed provides additional space for lawn equipment and outdoor tools. Quality construction shines throughout with durable stone and shake siding, block construction, and a solid block foundation. Additional features include central air conditioning, forced-air natural gas heating, municipal water and sewer, hardwood and tile flooring, built-in storage, ceiling fans, entrance foyer, open floor plan, pantry, walk-through kitchen, washer and dryer hookups, high-speed internet availability, natural gas, cable, and public utilities for easy, comfortable living. Located on a municipally maintained road in an established neighborhood, this home offers outstanding convenience to everyday amenities. Shopping, restaurants, parks, schools, medical facilities, and local services are all just minutes away. Commuters will appreciate quick access to Route 17/I-86, Interstate 84, and Metro-North rail service, providing an easy commute throughout the Hudson Valley and into New York City. Blending classic craftsmanship, tasteful updates, flexible living space, beautiful outdoor areas, and an ideal location, this move-in-ready home offers the perfect balance of character and convenience. Whether you're looking for additional space, a home that's ideal for entertaining, or simply a property filled with warmth and timeless appeal, 48-50 Mountain Avenue is ready to welcome you home.

48-50 Mountain Avenue, Middletown
$625,000
3 Beds ⋅ 3 Baths ⋅ 1025794 MLS
Welcome to this well-maintained 3-level townhome in The Fairways, a gated community conveniently located next to a golf course and just minutes from major highways, Garnet Health Medical Center, shopping, restaurants, and everyday conveniences. This home offers a 2-car garage, a finished lower level with direct garage access, and a functional floor plan designed for comfortable everyday living. The main level features hardwood floors throughout, an open-concept living and dining area with a gas fireplace, and a kitchen with granite countertops, a breakfast bar, pantry, gas range, dishwasher, refrigerator, and microwave. The adjoining breakfast area is surrounded by windows, filling the space with natural light. Sliding glass doors open to a private patio overlooking open green space, providing a peaceful setting for outdoor relaxation. The second level features two bright, generously sized bedrooms, a full hallway bath, and a conveniently located laundry area with a washer and dryer. The primary suite offers abundant natural light, a vaulted ceiling, a ceiling fan, a custom walk-in closet with built-in shelving and drawers, and a private en-suite bath with double vanities, a soaking tub, and a separate walk-in shower. The third-floor loft offers a versatile bonus area with a spacious walk-in storage room, providing flexible space for a home office, media room, gym, hobby space, or additional storage. Residents enjoy a variety of community amenities, including an outdoor pool, fitness center, clubhouse with a kitchen and lounge, billiards room, library, and beautifully maintained grounds. This home offers a functional layout, desirable community amenities, and a convenient location.

8 Green Court, 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
$379,999
2 Beds ⋅ 2 Baths ⋅ 1021532 MLS
Welcome to 8 Forest Ave, Middletown, NY 10940—a charming corner-lot home offering comfort, flexibility, and plenty of outdoor space. This well-maintained property features 2 spacious bedrooms plus a bright sunroom that can easily be converted into a third bedroom, home office, or guest room. The home also offers 2 full bathrooms, a generously sized kitchen, and a separate dining room, providing a functional layout for everyday living and entertaining. The full unfinished walkout basement presents endless possibilities for additional living space, a workshop, or extra storage. Step outside to enjoy the large deck overlooking a spacious backyard, perfect for gatherings, outdoor dining, or relaxing with family and friends. The corner lot also provides ample space for gardening, landscaping, or other outdoor activities. Conveniently located near shopping centers, schools, restaurants, parks, and major commuter routes, this home combines comfort, convenience, and potential in one desirable location. Don’t miss the opportunity to make this versatile property your next home!

8 Forest Avenue Unit #6, Middletown
$389,000
4 Beds ⋅ 2 Baths ⋅ 1024955 MLS
Middletown Central Gem with Lots of Space and Super Low Taxes! Located just minutes from Downtown Middletown, this solid house has a very practical layout with 4 spacious bedrooms and 2 full bathrooms, making it perfect for a growing family or an investor. On top of the great living space, you get a huge attic and a full basement that give you tons of extra room for storage or a workshop. The best part about this property is the incredibly low holding cost—total annual taxes are only $3,750(year 2025), and you can lower them even more if you live here as your primary home by applying for the NY STAR tax relief. A brand-new, energy-efficient Navien tankless wall-mounted combination boiler was installed last year, providing reliable, high-efficiency heating and hot water while saving on utility bills.While the house is in average condition right now and needs some cosmetic updates, it has great bones and a rock-solid foundation. This is a rare chance to buy a big house with low expenses, fix it up your way, and build instant equity in a super convenient location.

4 Harding Street, Middletown
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