Middletown Homes with Parking Lot Parking features

Welcome to Middletown, NY – a vibrant city nestled in the heart of Orange County, where community spirit meets educational excellence. The Middletown School District is renowned for its commitment to fostering a nurturing and stimulating environment for students of all ages. With a diverse range of academic programs, dedicated educators, and a variety of extracurricular activities, the district ensures that every child has the opportunity to thrive. Parents can feel confident knowing their children are receiving a top-notch education, with access to advanced placement courses, arts programs, and a focus on STEM learning.

Living in Middletown means being part of a community that values education and growth. The neighborhood is characterized by beautiful homes, many of which feature convenient parking lot parking. This is a significant advantage for families and professionals alike, providing ample space for vehicles and ensuring ease of access to your residence. Whether you’re hosting a gathering or simply coming home after a long day, the hassle-free parking options make life in Middletown even more enjoyable.

As you explore the housing market in this charming city, you’ll find a variety of homes that cater to different lifestyles and budgets. From cozy single-family homes to spacious townhouses, each property offers unique features and the comfort of a welcoming community. Experience the perfect blend of suburban tranquility and urban convenience in Middletown, where quality education and comfortable living come together seamlessly. Discover your dream home today and join a community that truly cares!

Newest Middletown Homes with Parking Lot Parking features

$390,000

3 Beds ⋅ 3 Baths ⋅ 1049937 MLS

The flooring on both floors of the house was replaced, and the central air conditioning, hot water boiler, dryer, dishwasher, stove, and Robam range hood were all replaced. Property Highlights Peaceful Cul-de-Sac Setting: Situated on Deer Court Drive, offering minimal drive-through traffic, enhanced privacy, and a safe, quiet street environment. Functional Living Space: Features a comfortable, well-proportioned layout designed for modern family living, entertaining, and work-from-home flexibility. Spacious Outdoor Area: Ample yard space ideal for outdoor gatherings, gardening, play areas, or relaxing in a serene natural setting. Turnkey Appeal: A welcoming entryway and curb appeal with well-maintained structural elements and grounds. Neighborhood & Community Advantages Prime Commuter Location: Convenient access to major regional transit corridors, including Route 17 (Future I-86), Interstate 84, and the Middletown-Town of Wallkill Metro-North station for hassle-free travel across Orange County and into New York City. Proximity to Everyday Conveniences: Minutes away from the Route 211 commercial corridor, Galleria at Crystal Run, major retail hubs, supermarkets, medical facilities (including Garnet Health Medical Center), and dining options. Hudson Valley Lifestyle: Close to local parks, hiking trails, golf courses, and farm-to-table markets, offering an ideal blend of suburban convenience and scenic countryside. Strong Community Atmosphere: Established, family-friendly residential neighborhood characterized by well-kept properties, mature trees, and high pride of ownership.

45 Deer Ct Drive, Middletown

$337,000

2 Beds ⋅ 3 Baths ⋅ 1047370 MLS

Modern Comfort & Lake Access – The Best of Waters Edge! Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Waters Edge community. Offering the perfect blend of peaceful lakeside living and modern convenience, this home features a bright, open floor plan designed for easy living. Most of the windows have been replaced, enhancing energy efficiency and bringing in abundant natural light. The main level offers a spacious eat-in kitchen, formal dining area, and a sun-filled living room with sliding glass doors leading to a private rear patio—ideal for relaxing or entertaining. A convenient half bath completes the first floor. Upstairs, soaring vaulted ceilings create an open, airy atmosphere. The primary suite features a large walk-in closet and a private ensuite bath, while the second bedroom and an additional full bath provide an ideal setup for guests, family, or a home office. Enjoy all that Waters Edge has to offer, including scenic lake access, beautifully maintained grounds, and a convenient location close to shopping, restaurants, schools, and major commuter routes.

5 Kendal Lane, Middletown

$1,900,000

1035967 MLS

**Exceptional Mixed-Use Investment & Redevelopment Asset in Downtown Middletown!** Tailored specifically for vision-driven developers, value-add real estate investors, and expanding commercial operators, this versatile multi-level property offers the rare combination of immediate cash flow and substantial long-term growth potential. The project pairs an established ground-floor restaurant tenant—delivering steady, in-place revenue from Day 1—with expansive multi-floor operational space including a main-level industrial production zone, a full basement, and dedicated lift access ideal for food manufacturing, warehousing, or light distribution. For residential developers, the clear value proposition lies overhead: convert the underutilized upper stories into high-demand residential units or urban lofts within a hungry rental market. Adjacent to a high-capacity municipal lot for effortless parking and loading, the building sits prime in Middletown’s Downtown Mixed-Use (DMU) Zone. Investors benefit from a highly business-supportive municipality featuring streamlined approval channels, local Industrial Development Agency (IDA) tax incentives, and active Business Improvement District (BID) support. A truly dynamic asset offering built-in income, operational scale, and premier development upside in Orange County. Qualified buyers are encouraged to reach out to arrange a private viewing and review complete property details. Note: This was the former home of Equilibrium Brewery they outgrew this location and moved to 2 South St, Middletown, NY.

28 Henry Street Unit #22, Middletown

$424,999

4 Beds ⋅ 2 Baths ⋅ 1035711 MLS

Calling all investors and future house hackers! This versatile duplex is the perfect opportunity to grow your rental portfolio or offset your mortgage by living in one unit while renting the other. Each apartment offers 2 bedrooms and 1 full bathroom, featuring spacious living areas, an open-concept layout, and generously sized bedrooms. One of the units also includes a dedicated office space, making it ideal for remote work or added flexibility. The home also features a partially finished basement, providing additional storage or usable space. Conveniently located in the heart of town, you’ll enjoy easy access to shopping, restaurants, schools, and major commuter routes. Whether you’re searching for your next income-producing property or a smart owner-occupied investment, this duplex checks all the boxes. Don’t miss your chance to add this fantastic property to your portfolio!

11 Sunnyside Avenue, Middletown

$1,750,000

1021149 MLS

Rare Investment Opportunity: Fully Occupied 12-Unit Brick Building in Middletown, NY. Massive Income – Fully Updated – Separate Utilities – Low Inventory Market. Don’t miss this exceptionally rare turnkey investment in the high-demand Middletown market. Brick buildings of this scale and caliber rarely hit the market. This massive 12-unit mixed-use property is fully occupied, generating immediate, stable income from day one. Features 10 residential units and 2 prime commercial storefronts.Tenant-Paid Utilities: Tenants pay their own electric and gas. : Features a brand-new, building-wide structural back porch and extensive capital improvements throughout the exterior and common areas. A lot of Renovated Units: Most units are updated, making them highly attractive to tenants and supporting premium rental rates.100% Occupied:, reliable cash flow for the savvy investor. Location & Market Advantage Situated in a bustling, high-traffic area of Middletown, NY, this property benefits from excellent visibility for the commercial spaces and peak convenience for residential tenants. Big parking in the back. With inventory at an all-time low for multi-family and mixed-use assets in Orange County, this building represents a premier addition to the portfolio with strong appreciation potential. Schedule your private showing today before this rare gem is gone!

30-32 E Main Street, Middletown

$349,000

2 Beds ⋅ 3 Baths ⋅ 1018987 MLS

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!

15 Kendal Lane, Middletown

$146,900

1 Beds ⋅ 1 Baths ⋅ 1015893 MLS

A fantastic opportunity for first time home buyers, downsizers or investors. Step into this freshly painted, well maintained 1 bedroom condo and experience easy living, low maintenance and community perks including pool and clubhouse. Stainless steel stove and dishwasher are only 3 years old, heating unit 7-8 years old. This complex is conveniently located near major highways and shopping. Enjoy parking only a few steps from your front door.This condo is ready for its new owner. Why rent? Don't miss the chance to secure a living space that's truly your own.

394 Concord Lane, Middletown

$345,000

1013153 MLS

Beautiful Brick Mixed Use Building located in a very desirable area of Middletown. This wonderful building features 3 Units. First unit is Office Space That is great for an accountant, attorney, Real Estate office. Etc. Second Level offers a Spacious 1 Bedroom apartment 3 rd level offers another large 1 bedroom Apartment. Separate Electric and Hot water heaters. Large Parking Lot Second means of egress concrete staircase. Close to all the great restaurants, shops and pubs. Close to All Major highways train station and Bus terminal. Building is in good condition. Great investment opportunity. Must see !!

13 Benton Avenue, Middletown

$349,000

3 Beds ⋅ 3 Baths ⋅ 1012400 MLS

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

202 Concord Lane, Middletown

$160,000

1 Beds ⋅ 1 Baths ⋅ 1010316 MLS

Renovated in 2021 is this first floor 1 bedroom condo in Buttonwood conveniently located close to Rte 17 and 84 for those of you commuting a distance to work. Just turn the key and move in, no work is needed. Kitchen has newer cabinets with crown molding and stainless LG appliances with a convection/air fry oven that can be controlled by your phone along with granite counters. Kitchen counter has pass through for more of an open floor plan, plus dining area. Bathroom was updated with new tub, vanity, flooring and tile as well. Large bedroom with dual closets and nice sized windows for lots of natural light. Beautiful new vinyl low maintenance flooring throughout. Navien energy efficient ON DEMAND heat and hot water system in place. Utility room to house the washer and dryer in kitchen.

226 Concord Lane, Middletown

$345,000

998257 MLS

Beautiful Brick Mixed Use Building located in a very desirable area of Middletown. This wonderful building features 3 Units. First unit is Office Space That is great for an accountant, attorney, Real Estate office. Etc. Second Level offers a Spacious 1 Bedroom apartment 3 rd level offers another large 1 bedroom Apartment. Separate Electric and Hotwater heaters. Large Parking Lot Second means of egress concrete staircase. Close to all the great restaurants, shops and pubs. Close to All Major highways train station and Bus terminal. Building is in good condition. Great investment opportunity. Must see !!

13 Benton Avenue, Middletown

$399,900

3 Beds ⋅ 3 Baths ⋅ 994032 MLS

Beautifully renovated 3-bedroom, 2.5-bathroom, 1-car garage, two-story townhouse located in the highly desirable Deer Run complex. This move-in-ready home features laminate flooring throughout, with tile flooring in the kitchen and bathrooms. The kitchen was tastefully updated in 2020, along with the heating and cooling system, which is electronically controlled and offers a high-efficiency SEER 16 rating. The living room boasts a fireplace with a high-end pellet stove insert, creating a warm and inviting atmosphere while helping to reduce heating costs. Deer Run offers great amenities, including a clubhouse available for special events, an inground pool, tennis courts, and more. Conveniently located just minutes from supermarkets, shops, and restaurants, with only a 5-minute drive to I-84 connecting to I-86. Close to Garnet Health Medical Center and the Galleria Mall. Approximately 10 minutes to LEGOLAND and under 20 minutes to Resorts World Catskills Casino Hotel. The HOA covers landscaping, snow removal, trash, and additional amenities for easy, low-maintenance living. This townhouse won’t last—schedule your showing today! Sale is subject to sellers securing suitable housing; they are actively looking.

83 Deer Ct Drive, Middletown

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