Middletown Homes with Driveway Parking features

Welcome to Middletown, New York—a charming city nestled in the heart of Orange County, where small-town warmth meets modern convenience. With its rich history, vibrant community, and stunning natural surroundings, Middletown offers an exceptional quality of life for residents and newcomers alike. Conveniently located just a short drive from the bustling cities of New York and New Jersey, Middletown provides an ideal balance of suburban tranquility and urban accessibility.

One of the standout features of homes in this delightful city is the availability of driveway parking. Imagine returning home after a long day to find your vehicle safely parked just steps from your front door. Driveway parking not only adds convenience but also enhances the overall appeal of your property. Whether you have a growing family, enjoy hosting friends, or simply value the ease of access, homes with driveway parking in Middletown cater to your lifestyle needs.

Middletown boasts a diverse array of real estate options, from charming single-family homes to modern townhouses, many of which feature spacious driveways. This added benefit allows for ample parking space, making it easy to accommodate guests or store recreational vehicles.

As you explore the neighborhoods of Middletown, you’ll discover a welcoming community filled with parks, shops, and local eateries, all while enjoying the beautiful landscapes that Orange County has to offer. Experience the charm of Middletown, where your dream home with driveway parking awaits!

Newest Middletown Homes with Driveway Parking features

$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 current, 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, 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

Welcome to a beautifully updated home where thoughtful design and quality finishes shine throughout. The interior features hardwood floors, custom kitchen cabinetry, Carrera Gold Silestone countertops, Bosch appliances and a built-in food disposal. Premium designer lighting, a modernized staircase with updated balusters, central air conditioning and a family-room fireplace add comfort and style. The spacious primary suite offers two built-in closets plus a custom walk-in closet. The luxurious primary bathroom features heated marble floors, marble tile, a premium Kohler bidet toilet and a Fleurco Opus Collection freestanding soaking tub. Additional upgrades include new siding, new garage doors and a new deck- creating a move-in-ready home designed for both everyday living and entertaining.

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

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