Middletown NY Real Estate & Homes for Sale

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Beds:
4
Baths:
3.00
Sq.Ft.:
2,354
Status:
Active
MLS#:
1026479
Type:
Single Family
Lot size:
1.8 Acres
Year built:
2008
A broker reciprocity listing Courtesy: I Realty LLC 845-744-3365
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ADDITIONAL INFORMATION

Tucked at the end of a long, paved drive on a quiet country road, this secluded 4-bedroom, 2.5 bath retreat feels worlds away — while still being minutes from everything you need. Five minutes away from major highways and less than ten minutes away from shopping and restaurants. Located in the desirable Pine Bush School District. Step inside to a light-filled first floor featuring maple cabinetry, granite countertops, and a spacious kitchen island — perfect for everyday living and effortless entertaining. Crown molding runs throughout the main level, complemented by a convenient first-floor lavatory and generous living spaces designed for gathering. Upstairs, the primary suite impresses with vaulted ceilings and a private en-suite bath, joined by additional large bedrooms and the everyday ease of second-floor laundry. Outside, an oversized, maintenance-free deck overlooks a large fenced backyard — offering privacy in every direction and space to relax, host, or simply enjoy the quiet. A full basement adds flexible storage or the man cave, gym, or studio you’ve been dreaming of. The attached 2-car garage rounds out the package. With this much privacy, space, and turnkey finishes, this house wont last long. Schedule your private showing before it’s gone!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,054
Status:
Active
MLS#:
1035070
Type:
Single Family
Lot size:
12.3 Acres
Year built:
1900
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group 845-341-0004
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ADDITIONAL INFORMATION

Timeless Character. Endless Possibilities. Nestled on over 12 private, wooded acres along a quiet country road, this stately brick Colonial offers the rare opportunity to own a home where history, craftsmanship, and natural beauty come together. Built circa 1900 and encompassing more than 3,000 square feet, this remarkable residence is filled with the warmth and architectural character that only a historic home can provide. The classic brick facade, welcoming front porch, and mature landscape create an unforgettable first impression. Inside, oversized windows bathe each room in natural light while preserving peaceful views of the surrounding property. Original details throughout the home—including wide-plank wood floors, handsome millwork, multiple fireplaces, and gracious proportions—reflect the quality and charm of a bygone era. Offering four to five bedrooms and three full baths, the home provides an abundance of living space for everyday comfort and entertaining. The country kitchen captures the home's historic appeal, while formal living areas and generously sized rooms offer flexibility for today's lifestyle. One of the home's most captivating spaces is the stunning four-season family room, where soaring wood ceilings, walls of windows, and a dramatic wood-burning brick fireplace create an inviting retreat in every season. Whether enjoying a quiet morning coffee or gathering with family and friends, this spectacular room is certain to become the heart of the home. Outside, the property continues to impress. Over 12 wooded acres provide exceptional privacy and a peaceful setting without sacrificing convenience. A tremendous bonus is the attached heated three-bay garage with an expansive walk-up loft. Whether you're a car enthusiast, contractor, hobbyist, collector, or simply need room for recreational vehicles, equipment, or a workshop, this versatile space offers endless possibilities rarely found on residential properties. This home presents an exceptional opportunity for the next owner to enhance and personalize a property already rich in history and character. For those who appreciate timeless architecture, generous acreage, and the enduring craftsmanship of a historic home, this is truly a place unlike any other. This home is centrally located just minutes to Middletown, Matamoras, PA and the Otisville Station on the Metro-North Port Jervis Line.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,832
Status:
Active
MLS#:
1035791
Type:
Single Family
Lot size:
2.8 Acres
Year built:
1990
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Situated on 2.8 private acres in Mount Hope, NY, within the highly regarded Minisink Valley School District, this 4-bedroom, 2.5-bath Colonial offers 2,832 square feet of living space designed for light, space, and ultimate flexibility. Intentionally selected and custom-sited using Frank Lloyd Wright design principles, the modular home is strategically oriented on the land to maximize natural daylight in every room throughout the day. Hardwood floors throughout the home add warmth, character, and timeless appeal. The main level features bright living spaces anchored by a wood-burning fireplace. The kitchen combines convenience and potential, complete with pull-out cabinet drawers, extra peninsula storage, and a clean wall space ready for your custom backsplash design. A standout feature of the property is the large, finished room above the garage. Equipped with both interior access and a private exterior entrance adjacent to the main front door, this adaptable space is ideal for a dedicated home office, creative studio, fitness room, or potential conversion to a private guest suite. Upstairs, you will find four comfortable bedrooms, including a primary suite, and two full bathrooms. Below, a full basement with an integrated two-car garage provides extensive storage, workspace options, or room for future expansion. Outdoors, the 2.8-acre grounds offer open lawn space, mature shade trees, an open porch and deck overlooking the property, and an included pool conveyed as-is. Featuring private well and septic systems alongside oil-fired hot water baseboard heat, this Orange County residence delivers country privacy while remaining conveniently located just minutes from Middletown shopping, dining, major commuter routes, and the Middletown–Town of Wallkill Metro-North station, offering access to the Port Jervis Line.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,862
Status:
Active
MLS#:
1036357
Type:
Single Family
Lot size:
3.31 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-294-3100
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ADDITIONAL INFORMATION

NEW CONSTRUCTION! Set against a peaceful backdrop, this Colonial pairs timeless curb appeal with a practical, beautifully planned interior. This home offers a modern living space with four bedrooms, two and a half baths, a dedicated den, a generous kitchen with island, formal dining and living rooms, second-floor laundry, and a spacious bonus room that doubles as the fourth bedroom. A welcoming covered front porch creates the perfect first impression, while crisp trim, shutters and a soft green exterior give the home an elegant, enduring character. Inside, the layout balances gracious gathering spaces with everyday functionality, including a mudroom right off the two-car garage and a private master suite with walk-in closet and bath. Set on approximately 3.31 acres, with a full, basement and thoughtfully planned homesite, 241 Midland Lake Rd offers the opportunity to enjoy new construction, classic architecture and a tranquil setting close to shopping, Major highways, MTA train station, Garnet hospital, Legoland, Resorts World Casino, and all the other major area attractions.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,987
Status:
Active
MLS#:
1035870
Type:
Single Family
Lot size:
0.93 Acres
Year built:
1979
A broker reciprocity listing Courtesy: eRealty Advisors, Inc 914-712-6330
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ADDITIONAL INFORMATION

Rare Development & Investment Opportunity A truly one-of-a-kind opportunity to acquire three adjoining properties together: 234 Prospect Road 236 Prospect Road 242 Prospect Road Together, these properties offer over 3 acres in one of the area's fastest-growing locations. The true value lies in the opportunity to combine all three parcels and pursue a potential 14 side-by-side homes, with the potential to create a 35-home development (subject to all required approvals). Opportunities of this size, location, and flexibility rarely become available. Ideally situated between rapidly expanding residential communities and major shopping destinations, this property offers exceptional long-term growth potential. While planning for future development, the existing three homes provide immediate income in virtually any way you choose—continue with the current tenants, lease to long-term tenants, accommodate large groups for weekend or seasonal rentals, create a private compound, or customize the properties to fit your own investment strategy. Whether you're a developer, investor, or end user, the possibilities are truly endless. See the attached development concept, subdivision plans, and location maps to fully appreciate this exceptional opportunity.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,761
Status:
Active
MLS#:
1035879
Type:
Single Family
Lot size:
1.3 Acres
Year built:
1977
A broker reciprocity listing Courtesy: eRealty Advisors, Inc 914-712-6330
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ADDITIONAL INFORMATION

**A Rare Development & Investment Opportunity** This is far more than three homes—it's a unique opportunity to acquire **three adjoining properties totaling over 3 acres** in one of the area's fastest-growing locations: **234 Prospect Road • 236 Prospect Road • 242 Prospect Road** Being sold together, these three properties create a rare opportunity for **larger land, greater development potential, and multiple income possibilities.** The true value lies in the potential to **combine the parcels and pursue a potential multi-lot subdivision**, with the possibility of constructing multiple homes (subject to all municipal approvals). Strategically positioned **right at the boundaries of major new residential construction and rapidly expanding communities**, this property sits directly in the path of growth while remaining conveniently close to major shopping and surrounding areas. While pursuing future development, the **three existing homes provide immediate income-producing opportunities**, including long-term rentals, large-group or short-term rentals, or personal use while preserving the property's future potential. Whether you're a **developer, investor, or visionary buyer**, this is an exceptionally rare opportunity to acquire multiple adjoining properties with **existing income, substantial land, and significant long-term upside.** surrounding new construction, and remarkable potential of this one-of-a-kind opportunity.**

Beds:
4
Baths:
4.00
Sq.Ft.:
2,298
Status:
Active
MLS#:
1020924
Type:
Single Family
Lot size:
0.47 Acres
Year built:
1987
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Welcome to 19 Davidge Road, where luxury, comfort, and functionality come together in one exceptional home. Nestled in the highly sought-after Presidential Heights neighborhood, this impressive 4-bedroom, 4-bathroom residence offers the perfect blend of elegant living spaces and incredible amenities designed for today's lifestyle. From the moment you enter, you'll be captivated by the soaring vaulted ceilings and spacious open-concept design. The inviting living room features a cozy gas fireplace, creating the perfect atmosphere for relaxing evenings or entertaining guests. The chef-inspired kitchen is a true showpiece, complete with a commercial-grade stove, oversized commercial refrigerator, beautiful cabinetry, and abundant workspace that's ready to impress everyone from the home cook to the culinary enthusiast. Retreat to generously sized bedrooms and beautifully updated bathrooms, while hardwood flooring throughout much of the home adds warmth and timeless elegance. Car enthusiasts and hobbyists will appreciate the attached 2-car garage equipped with two professional vehicle lifts, allowing for indoor parking for up to four vehicles—a rare and highly desirable feature. "Basement, Garage, and 2 Yard photos has been digitally declutterred to show clear space."

Beds:
3
Baths:
3.00
Sq.Ft.:
1,660
Status:
Active
MLS#:
1033977
Type:
Single Family
Lot size:
0.16 Acres
Year built:
1926
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates 845-547-0005
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,650
Status:
Active
MLS#:
1029852
Type:
Single Family
Subdivision:
Canterbury Knolls
Lot size:
0.08 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Century 21 Full Service Realty 845-639-1234
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ADDITIONAL INFORMATION

Welcome to the community of Canterbury Knolls! Lovely townhouses on flat land with well kept landscaping. This home is at the end of a dead end street for extra privacy. With three-bedrooms, 1 1/2 baths, dining area, living room and a bonus room you have all the space you need. The sunroom and attached patio gives you lots of room to relax or entertain. Second floor bedrooms with big windows makes for lovely views and natural light. Chair lift for those having trouble navigating the stairs or to help carry laundry up stairs. Fireplace in living room. Minutes from all the shopping and food choices that Middletown has to offer. Just a short drive to Legoland and only about an hour to New York City!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,097
Status:
Active
MLS#:
1033242
Type:
Single Family
Lot size:
0.07 Acres
Year built:
2016
A broker reciprocity listing Courtesy: YourHomeSold Guaranteed Realty 718-684-2400
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ADDITIONAL INFORMATION

Welcome to Maple Fields! This well-maintained 3-bedroom, 2.5-bath townhouse with a versatile finished loft offers a functional layout designed for today's lifestyle. The main level features an open-concept living area, a dedicated dining space, and a bright kitchen with stainless steel appliances, a pantry, tile backsplash, and ample counter space. Sliding glass doors open to a private backyard patio, providing space for outdoor dining, grilling, or relaxing. Upstairs, the spacious primary suite includes a walk-in closet and an en-suite bathroom with double vanities and a tiled walk-in shower. Two additional bedrooms and the finished loft provide flexible space for a home office, media room, reading area, hobby space, or additional living area. Additional features include an attached one-car garage, generous storage, and a thoughtfully designed floor plan with bright, open living spaces throughout. Residents of Maple Fields enjoy access to community amenities including a clubhouse, swimming pool, fitness center, basketball courts, and playground. Conveniently located near Garnet Health Medical Center, major highways, shopping, restaurants, and public transportation, this home offers comfort and convenience in a desirable location. Some photographs have been virtually staged to illustrate the property's potential. Furniture and décor shown in virtually staged images are for illustrative purposes only.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,176
Status:
Active
MLS#:
1031777
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1993
A broker reciprocity listing Courtesy: R2M Realty Inc 845-358-2000
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ADDITIONAL INFORMATION

Welcome to The Murphy & Walton Colonial, where timeless charm meets the comfort and versatility of modern living. This beautifully maintained Center Hall Colonial offers an inviting layout designed for both everyday living and effortless entertaining. At the heart of the home, a spacious kitchen flows naturally into the welcoming family room, creating a comfortable gathering space. Custom built-in shelving adds character and functionality, while a wood-burning fireplace provides the perfect backdrop for cozy evenings at home. With four generously sized bedrooms and three bathrooms, the home offers plenty of room to spread out, unwind, and make the space your own. The basement adds another layer of versatility, with flexible space ideal for a home gym, media room, recreation area, or creative retreat. Outside, a newly paved walkway enhances the home's curb appeal and creates a warm first impression. Located across from the Shawangunk Fish & Game Association, the property enjoys a distinctive setting with nearby opportunities for outdoor recreation. Thoughtfully maintained and filled with inviting spaces, 31 Denman Road offers the character of a classic Colonial with the flexibility to complement today's lifestyle. A wonderful place to call home. Make your appointment to view this home today.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,646
Status:
Active
MLS#:
1041345
Type:
Single Family
Lot size:
8 Acres
Year built:
1952
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-232-3700
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ADDITIONAL INFORMATION

Mid-century modern haven: Shapes inspired by Frank Lloyd Wright and his organic architectural style. Enjoy one level living with an indoor–outdoor flow that connects the home seamlessly to nature. Clean lines and expansive windows throughout. Sprawling across 8 acres, this property offers endless possibilities for a lively household — space for a swimming pool, tennis court, or other recreational pursuits your heart desires. Design and plant your secret garden, or even experiment with horticulture. Nestled on a peaceful, quiet street with perfect privacy, it’s a true retreat from the city’s energy (Just outside of the city of Middletown). The ranch also welcomes multi-generational living with an additional en-suite bedroom. Lifestyle add and landmarks nearby: Orange Heritage Trail (Middletown), Orange County Arboretum, Legoland, Storm King State Sculpture Park, Hawk’s Nest, Washington’s Headquarters State Historic Site, New Windsor Cantonment, Brotherhood Winery — recognized as America’s oldest winery, and Angry Orchard. (10 minutes to Metro North train station and buses. 58 miles to the George Washington Bridge. Low taxes.)

Beds:
4
Baths:
1.00
Sq.Ft.:
1,204
Status:
Active
MLS#:
1031475
Type:
Single Family
Lot size:
0.28 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Dalton Wade Real Estate Group 888-668-8283
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,531
Status:
Active
MLS#:
1028819
Type:
Single Family
Lot size:
0.11 Acres
Year built:
2009
A broker reciprocity listing Courtesy: R New York 212-688-1000
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ADDITIONAL INFORMATION

Deal fell, Back on Market, their loss is your gain! Here is your chance again to own this fabulous home. 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, 2.5 Bathroom 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 legal 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!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,500
Status:
Active
MLS#:
1027934
Type:
Single Family
Lot size:
0.06 Acres
Year built:
2010
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-562-0050
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ADDITIONAL INFORMATION

Welcome to Woodside Knolls, where space, comfort, and convenience come together. This beautifully maintained approximately 2,500 sq. ft. townhouse offers the room to spread out without giving up the ease of community living. Featuring 3 spacious bedrooms, each with its own walk-in closet, and 2.5 bathrooms, the home provides a flexible layout for today's lifestyle. The open-concept main living area flows seamlessly into the modern kitchen, creating an inviting setting for everyday living, entertaining, or simply relaxing at home. A two-car attached garage provides additional convenience and storage. Enjoy the amenities of the Woodside Knolls community, including a clubhouse, swimming pool, basketball court, and tennis courts. The location puts shopping, dining, parks, schools, and everyday necessities within easy reach, while convenient access to major roadways makes commuting and exploring the Hudson Valley simple. Whether you're looking for more space, a comfortable place to call home, or the convenience of townhouse living with desirable community amenities, this Woodside Knolls home offers an appealing combination of location, lifestyle, and space..

Beds:
3
Baths:
3.00
Sq.Ft.:
2,086
Status:
Active
MLS#:
1021680
Type:
Single Family
Lot size:
5 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-294-3100
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ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
9.00
Sq.Ft.:
7,794
Status:
Active
MLS#:
1027724
Type:
Single Family
Subdivision:
WINDSOR ESTATES
Lot size:
1.4 Acres
Year built:
2001
A broker reciprocity listing Courtesy: All American Realty Management 646-296-0666
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ADDITIONAL INFORMATION

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

Beds:
1
Baths:
1.00
Sq.Ft.:
748
Status:
Active
MLS#:
1024578
Type:
Single Family
Lot size:
0.23 Acres
Year built:
1940
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
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ADDITIONAL INFORMATION

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

Beds:
3
Baths:
1.00
Sq.Ft.:
1,830
Status:
Active
MLS#:
1021833
Type:
Single Family
Lot size:
2.09 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Curasi Realty, Inc. 845-457-9174
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ADDITIONAL INFORMATION

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

Beds:
1
Baths:
1.00
Sq.Ft.:
8,000
Status:
Active
MLS#:
1024004
Type:
Co-Op
Year built:
1968
A broker reciprocity listing Courtesy: Century 21 Full Service Realty 845-639-1234
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ADDITIONAL INFORMATION

This Beautiful completely renovated unit is move in ready 1bd 1th large bedroom walk in closet lots of storage open space stainless steel appliances dining area sliding door off the living room to the balcony that overlooks the pool recessed lighting with remote controls top of the line lighting fixtures laundry on site close to all won't last call today!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,770
Status:
Active
MLS#:
970803
Type:
Single Family
Lot size:
0.09 Acres
Year built:
1913
A broker reciprocity listing Courtesy: Mount Realty 845-456-6868
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ADDITIONAL INFORMATION

Beautifully renovated single-family home offering a clean, comfortable layout with thoughtful updates throughout. This residence features 4 spacious bedrooms filled with natural light and a brand-new kitchen equipped with appliances and ample cabinetry. Fresh finishes throughout the home create a bright, move-in-ready feel. Enjoy additional storage space in both the attic and basement, providing plenty of room for seasonal items and organization. An enclosed entry porch adds extra living space. A well-maintained property that blends comfort, function, and recent updates in one inviting home.

Beds:
4
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1021551
Type:
Single Family
Lot size:
0.15 Acres
Year built:
1948
A broker reciprocity listing Courtesy: Panorama Realty 347-979-5087
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ADDITIONAL INFORMATION

Welcome to this beautifully renovated, move-in-ready 4-bedroom home in one of Middletown’s most desirable neighborhoods! COMPLETE FIRST-FLOOR LIVING! Featuring a convenient first-floor bedroom, full bathroom, kitchen, and living room, this home offers the comfort and flexibility of everyday living on one level. This thoughtfully designed layout is ideal for multigenerational households, hosting guests, or anyone who appreciates the convenience of having essential living spaces on the main floor. EXTENSIVELY RENOVATED & MOVE-IN READY! The home features a brand-new kitchen with modern cabinetry, a new stove, and an additional pantry/storage closet. Recent upgrades also include new flooring throughout, a beautifully renovated bathroom, new second-floor windows that bring in abundant natural light, and a newly installed high-efficiency furnace for year-round comfort. Situated right next to Davidge Park, you’ll enjoy convenient access to a playground, community swimming pool, scenic fishing lake, picnic and BBQ areas, and recreational activities. Experience Middletown’s spectacular Fourth of July fireworks right from your neighborhood! Just minutes from shopping, restaurants, schools, healthcare facilities, and major highways, this home offers an exceptional combination of modern updates, a flexible floor plan, and a convenient location. FOUR BEDROOMS. COMPLETE FIRST-FLOOR LIVING. BEAUTIFULLY RENOVATED. PRIME LOCATION. Don’t miss this wonderful opportunity to own a move-in-ready home in Middletown. Schedule your private showing today!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,241
Status:
Active
MLS#:
1018987
Type:
Single Family
Subdivision:
Water's Edge
Lot size:
0.02 Acres
Year built:
1992
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Beautifully maintained end-unit townhouse in the highly desirable Water's Edge community! This move-in-ready 2-bedroom, 2.5-bath home offers a bright, open layout with a spacious foyer, updated kitchen featuring newer appliances, a large living room with new sliding glass doors leading to a private patio, and a convenient first-floor powder room. Upstairs, the primary suite features cathedral ceilings, a walk-in closet, and a private bath. A spacious second bedroom and full bath complete the second floor. Recent updates include Low-E energy-efficient windows (2023) and a new smart hot water heater. Enjoy assigned parking plus ample guest parking. The HOA covers snow removal, landscaping, exterior maintenance, garbage, and recycling for easy, low-maintenance living. Conveniently located just off Route 211 and minutes from Route 17/I-86 and I-84, you'll be close to shopping, restaurants, the train station, Garnet Health Medical Center, LEGOLAND New York Resort, Resorts World Catskills, and Woodbury Common Premium Outlets. Move right in and enjoy everything this wonderful community has to offer!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,296
Status:
Active
MLS#:
1018190
Type:
Single Family
Lot size:
11.7 Acres
Year built:
2005
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Space, privacy, and thoughtful design come together at this well-maintained 4-bedroom, 2.5-bath Colonial, built in 2005, offers 3,296 sq ft of living space on 11.7 private acres—giving you room to breathe while staying conveniently close to everything Middletown has to offer. Step inside and you'll immediately notice the 9-foot ceilings that elevate every room with an airy, open feel. The main level features a bright living area centered around a cozy fireplace and a spacious custom built kitchen designed with the home chef in mind, complete with a pot filler over the stove, ample cabinetry, and a seamless connection to the formal dining area. Tray ceilings add an extra layer of architectural character throughout. Central air keeps the home comfortable in every season. Upstairs, the primary suite provides a private retreat with a walk-in closet and en-suite bath with Jacuzzi tub while three additional generously sized bedrooms offer flexibility for guests, or a home office. A conveniently located second-floor laundry room makes everyday chores a breeze. The full, unfinished radiant heated basement offers excellent potential for future expansion, storage, or a workshop. Step outside and the property truly shines. An oversized deck overlooks a tranquil pond with a waterfall and natural rock walls, creating a park-like setting perfect for entertaining or unwinding. There is an area to play basketball also. The 2-car attached garage features 10-foot ceilings, providing ample space for vehicles, tools, and storage. With 11.7 acres at your fingertips, the possibilities are endless—gardening, recreation, or simply enjoying your own private sanctuary. Located with easy access to Route 17 and I-84, this home delivers the perfect balance of country living and commuter convenience. Schedule your private tour today. Above standard upgrades are 2X6 exterior walls, 10 Wide Poured Foundation

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
RLS20103430
Type:
Apartment
Subdivision:
Financial District
Year built:
1911
Courtesy: Compass 212-913-9058
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ADDITIONAL INFORMATION

WALL STREET DREAM Welcome to a truly exceptional residence at Liberty Tower, one of the Financial District's most iconic landmarked pre-war cooperatives. This beautifully appointed home seamlessly blends timeless architectural elegance with modern updates, offering an extraordinary opportunity to own a spacious residence in one of Manhattan's most historic buildings. Bathed in natural light from north, south, and eastern exposures, the home enjoys sun-filled interiors and wonderful cross-ventilation throughout the day. At its heart is a newly renovated chef's kitchen, thoughtfully designed with premium finishes, abundant storage, and generous workspace—perfect for both everyday living and effortless entertaining. The expansive 31-foot corner living and dining room provides an impressive setting for hosting guests while maintaining an inviting warmth for quiet evenings at home. Adjacent to the living area is a flexible library or third bedroom, ideal as a home office, den, or guest suite. The bedroom wing is truly remarkable, featuring two massive bedroom suites rarely found in today's market. The luxurious primary suite serves as a private retreat, offering exceptional proportions, generous closet space, and a spa-inspired en-suite bathroom designed for relaxation. The oversized second bedroom easily accommodates a king-size bed, sitting area, and workspace, making it equally impressive for family or guests. Additional features include soaring 10-foot ceilings, a washer and dryer, a gracious powder room, abundant storage, and an intelligent layout that combines elegance with everyday functionality. The Building Originally completed in 1909 as the headquarters of the Sinclair Oil & Refining Corporation, Liberty Tower is one of New York City's architectural treasures. Once among the tallest buildings in the world, this magnificent Gothic Revival skyscraper is distinguished by its ornate limestone façade and its iconic carved stone eagles. Thoughtfully converted into one of the Financial District's first luxury cooperatives by renowned architect Joseph Pell Lombardi in 1980, Liberty Tower offers residents the rare opportunity to experience the grandeur of New York's architectural past with the conveniences of modern city living. Perfectly situated in the heart of the Financial District, residents enjoy easy access to world-class dining, waterfront parks, luxury shopping, multiple subway lines, and the vibrant energy that has transformed Downtown Manhattan into one of the city's most desirable residential neighborhoods.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 Real Estate Board of New York. All rights reserved.



Middletown Real Estate

Middletown is located in New York. Middletown, New York has a population of 30,086. Middletown is less family-centric than the surrounding county with 32.23% of the households containing married families with children. The county average for households married with children is 36.93%.

The median household income in Middletown, New York is $59,755. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Middletown is 37.8 years.

Middletown Weather

The average high temperature in July is 83.6 degrees, with an average low temperature in January of 16.7 degrees. The average rainfall is approximately 44.4 inches per year, with 40.5 inches of snow per year.

Middletown Map

Middletown Real Estate Market Conditions

  • Median sales price

    $407,500
    17.6%
    change since last quarter
  • # Active listings

    276
    30-day change

Middletown Schools and Demographics

Education near Middletown, NY

City County
High School Graduates 85.26 89.92
College Degree - 2 year 10.49 10.52
College Degree - 4 year 19.06 31.44
Graduate Degree 5.21 10.46
Expenditures per Student 27,939 27,939
Students per Teacher 12.3 12.3

Elementary Schools near Middletown, NY

Grades Students P/T Ratio ZIP
Circleville Elementary School PK - 05 569 13.9 10919
Goshen Intermediate School 03 - 05 655 15.2 10924
Maple Hill Elementary School KG - 05 1,162 14.9 10940
Minisink Valley Elementary School KG - 02 440 14.7 10940
Minisink Valley Intermediate School 03 - 05 504 14.4 10940
N A Hamilton Bicentenial School KG - 06 482 12.1 12729
Otisville Elementary School KG - 05 575 13.7 10963
Pakanasink Elementary School PK - 05 461 14.3 10919
Presidential Park Elementary School KG - 05 1,338 15.6 10940
Scotchtown Avenue School KG - 02 591 16 10924
Truman Moon School KG - 05 282 11.8 10940
William A Carter School KG - 05 668 12.8 10940

Middle Schools near Middletown, NY

Grades Students P/T Ratio ZIP
C J Hooker Middle School 06 - 08 720 14.3 10924
Circleville Middle School 06 - 08 553 13.5 10919
Middletown Twin Towers Middle School 06 - 08 841 12.8 10940
Minisink Valley Middle School 06 - 08 953 14.3 10940
Monhagen Middle School 06 - 08 793 12.1 10940

High Schools near Middletown, NY

Grades Students P/T Ratio ZIP
Goshen Central High School 09 - 12 925 13.6 10924
Middletown High School 09 - 12 2,058 14.1 10940
Minisink Valley High School 09 - 12 1,379 15.9 10940

Ungraded Schools near Middletown, NY

Grades Students P/T Ratio ZIP
* Goshen Secure Center 08 - 12 56 10924
Orange-Ulster Boces KG - 12 1,007 26.4 10924

Demographics near Middletown, NY

City County
Neighborhood Type Suburban
Population 30,086 398,277
Population Density 5,927 490
Median Age 37.8 37
People per Household 2.8 2.9
Median Household Income 59,755 85,640
Average Income per Capita 29,449 37,651

Real estate near Middletown