Middletown Homes with Clubhouse Amenities

Welcome to Middletown, New York—a vibrant city nestled in the heart of Orange County. Known for its charming blend of suburban tranquility and urban convenience, Middletown offers a delightful living experience with a rich history, diverse community, and a wealth of recreational opportunities. Just a short drive from the bustling streets of New York City, Middletown is an ideal location for those seeking a peaceful retreat without sacrificing access to metropolitan amenities.

One of the standout features of living in Middletown is the availability of homes with clubhouse amenities. Imagine coming home to a community where relaxation and recreation are right at your fingertips. These residences often boast access to beautifully designed clubhouses, complete with fitness centers, swimming pools, and entertaining spaces. Whether you’re looking to unwind after a long day or host a gathering with friends, these amenities elevate your living experience.

In addition to the luxurious clubhouse facilities, Middletown is surrounded by stunning parks and outdoor spaces, perfect for hiking, biking, and enjoying nature. The city hosts a variety of events throughout the year, fostering a strong sense of community and offering residents the chance to connect with their neighbors.

With its beautiful homes, exceptional amenities, and a welcoming atmosphere, Middletown is more than just a place to live—it’s a place to thrive. Explore the possibilities that await you in this charming city, where your dream home with clubhouse amenities is just around the corner!

Newest Middletown Homes with Clubhouse Amenities

$380,000

3 Beds ⋅ 3 Baths ⋅ 1048889 MLS

Welcome to 13 Old Anvil Lane, a conveniently located Middletown home offering comfort, flexibility, and easy access to everything the area has to offer. With several updates already completed, the home feels fresh and move-in ready while still leaving room to add your own personal touch. Inside, you’ll find a comfortable and functional layout designed for everyday living. Plenty of bedrooms and bathrooms for the whole family. One of the home’s standout features is the full walk-out basement, offering excellent potential for additional living space, a recreation room, home office, gym, workshop, or extra storage. A private fenced-in yard is easy to maintain but offers additional gathering space for friends, family, and pets. Located just minutes from shopping like the Galleria Mall and Route 211, dining, Garnet Hospital, schools, major highways (I-84, 17/ I-86), gyms, and train transportation, this property makes commuting and daily errands exceptionally convenient. Whether you're looking for your first home, additional space, or a property in a highly accessible location, 13 Old Anvil Lane offers a great combination of value, versatility, and convenience in the heart of the Middletown area.

13 Old Anvil Lane, Middletown

$545,000

3 Beds ⋅ 3 Baths ⋅ 1037842 MLS

A rare opportunity in The Meadows! This expanded three-bedroom, 2 ½-bath raised ranch offers approximately 2,508 sq. ft. on more than half an acre. A 12-foot addition spanning both levels provides substantially more living space than many homes in the development. Set on a desirable corner lot facing woods, it offers a peaceful, secluded feel while remaining just five minutes from major shopping, Galleria Mall, dining, highways, and Garnet Medical Center. The open-concept main level features a chef-inspired kitchen with abundant wood cabinetry, hardwood flooring, a generous 8' x 3' peninsula, a newer induction convection range, and a second convection wall oven. Recessed lighting throughout creates a bright, modern environment. The fully finished walk-out lower level offers 1 ½ baths, multiple living areas, baseboard heat, luxury vinyl plank flooring, laundry alcove, and generous storage. A mirrored home gym is ideal for fitness, yoga, dance, or an art studio. The finished addition offers space for a playroom or family room, plus two flex rooms with exterior access-perfect for office, guest room, and/or mudroom. The fully fenced, level backyard is a private retreat with dramatic natural boulders, impressive multilevel stone patios, an electrified 6-foot granite outdoor island, and an included 8-foot Master Spa hot tub. Additional highlights include owned solar panels, two EV chargers, premium cedar-shake-style vinyl siding, updated windows and doors, and a roof with 50-year shingles. Enjoy The Meadows pool, clubhouse, tennis/pickleball, and playgrounds. This distinctive home must be seen to be fully appreciated.

2 Harvest Hill Lane, Middletown

$485,000

3 Beds ⋅ 3 Baths ⋅ 1043873 MLS

Wow! Move right into this beautiful corner unit in Maple Fields offering plenty of living space, 3 bedrooms, 2.5 baths, a finished basement, and a 2-car garage. Features hardwood floors on the main level, a spacious kitchen with granite counters and ample cabinetry, and comfortable bedrooms with large closets and carpeted floors. The laundry is conveniently located upstairs. The finished basement offers a large family room with plenty of additional space. Enjoy all the amenities Maple Fields has to offer, including a pool, clubhouse, playground, tennis, and more! Conveniently located near shopping and transportation with easy access to major highways.

34 Field Stone Drive, Middletown

$305,000

2 Beds ⋅ 2 Baths ⋅ 1044653 MLS

Welcome to 18 Deer Court Dr, located in the desirable Deer Run community. This well-appointed second floor end unit offers approximately 1,291sqft, with 2 bedrooms, and 2 full bathrooms. This spacious condo combines comfort, style, and convenience in a wonderful Hudson Valley setting. Step inside to an open and inviting living and dining area featuring beautiful hardwood floors, creating a warm and seamless space for both everyday living and entertaining. The kitchen is thoughtfully designed with stainless steel appliances and a granite pass-through window, opening the space to the living and dining areas while making entertaining and conversation effortless. The bathrooms are enhanced with granite countertops, adding a touch of elegance and durability. Other updates include a new water heater (2025), new washer and dryer (2025), and a well-maintained HVAC system (2019), providing modern convenience and peace of mind. As an end unit, this condo offers an added sense of privacy, while the large, deep attached garage (53’) provides exceptional storage and parking space. Residents of Deer Run can enjoy an array of community amenities, including a clubhouse, seasonal swimming pool, tennis courts, and pickleball courts. Garbage pickup is also included. Conveniently located near Rt. 17 and I-84, this home offers easy access to shopping, dining, recreation, commuting routes, and all that Middletown and the surrounding Hudson Valley have to offer. Come see everything this Deer Run condo has to offer. Schedule your private showing today!

18 Deer Court Drive, Middletown

$475,000

3 Beds ⋅ 3 Baths ⋅ 1042482 MLS

Welcome to 4 Woodrose Court, located in the peaceful Highrose Ridge community! Built in 2019, this modern townhome offers a bright, open layout with high ceilings, oversized windows and plenty of natural light. Step inside to hardwood floors throughout the main level and an open-concept kitchen featuring granite countertops, stainless steel appliances, a center island and plenty of space for everyday dining. Convenient access to the one-car garage is located just off the kitchen, along with a main-level half bath. The kitchen opens to the living room, where floor-to-ceiling windows create a bright, airy feel and access to the back deck extends the living space outdoors. Upstairs, the primary suite features a private bathroom and walk-in closet. Two additional bedrooms and another full bathroom complete this level. Second-floor laundry adds everyday convenience, keeping the washer and dryer right where you need them. Luxury vinyl plank flooring, installed in 2025, throughout the second level provides a clean, updated finish. The full finished walkout lower level adds even more flexible living space and is currently set up as a guest suite. Use it as a second living room, home office, playroom, gym or whatever best fits your needs. Sliding glass doors provide direct access to the backyard, while rough-in plumbing for an additional full bathroom offers the opportunity to add even more functionality in the future. Luxury vinyl plank flooring was also installed throughout the lower level. There is little left to do but move in and enjoy everything Highrose Ridge has to offer. Just down the street, community amenities include a clubhouse with fitness center, swimming pool and playground. Enjoy a peaceful setting surrounded by trees while remaining conveniently located near shopping, dining and the heart of Middletown. Schedule your private appointment today!

4 Woodrose Court, Middletown

$329,900

2 Beds ⋅ 2 Baths ⋅ 1043166 MLS

Welcome to Clemson Park! Discover this beautifully updated and well-maintained townhouse in the desirable Clemson Park community. Featuring 2 bedrooms and 1.5 bathrooms, this home offers a spacious open floor plan perfect for both everyday living and entertaining. The bright living and dining area includes plush, well-maintained carpeted floors and sliding glass doors that open to a charming balcony—perfect for enjoying sunny days in comfort. The kitchen boasts ample cabinetry, countertops, electric cooktop, and a newly installed refrigerator and microwave. A large closet under the stairs provides convenient storage, while the updated half bath on the main level adds both modern style and convenience. Upstairs, the primary bedroom features wall-to-wall closets and direct access to the full bath. The main bathroom includes a whirlpool tub, two linen closets, and an in-unit laundry closet. The second bedroom offers generous space, soft carpeting, and versatility. Also included are one indoor parking spot in the shared garage, an additional parking space directly in front of the garage, and a dedicated storage unit located on the ground floor. Enjoy carefree living with all the amenities this sought-after community provides—just minutes from supermarkets, restaurants, the Galleria Mall, I-86, I-84, and more. Don’t miss your chance—this one won’t last!

50 Sycamore Drive Unit #50, Middletown

$579,000

4 Beds ⋅ 3 Baths ⋅ 1038040 MLS

Welcome to Wildflower at Wallkill, Orange County's premier 55+ community! Something Special! This 4 BR, 3 bath beauty is open and sun filled with vaulted ceilings and lovely detailed chair railings! 10 ft. ceilings and new wood floors throughout 1 st floor! Large LR opens to DR! Kitchen with island and undercounter lighting opens to vaulted family room with gas fireplace! Primary suite is on first floor and has 2 large walk in closets. There's another BR and full bath on first floor! 2nd floor has a loft and 2 BRs and a full bath! Water heater is 2 years old! There's a whole house surge protector!

34 Hawthorne Drive, Middletown

$359,000

3 Beds ⋅ 2 Baths ⋅ 1037400 MLS

Welcome to inviting, freshly painted, updated 3-bedroom, 1.5-bathroom home in The Meadows community~Main floor offers kitchen-with brand new cabinets, new stainless steel appliances, granite countertops, roomy dining area, bright and expansive living room with large bay window and half bathroom~Door from the kitchen leads to the large deck perfect for relaxing and entertaining your guests outside~The second floor features 3 good size bedrooms-all freshly painted with brand new carpet and recently updated 1 full bathroom~The finished walk out basement has large extra space that could be an office, arts & crafts room or additional living space~There are sliders leading to the spacious fenced in backyard with endless possibilities, laundry and utility room with extra storage space~This home is truly commuters dream located just minutes from shopping, schools, dining, parks, major highways, transportation, Garnet Health Medical Center and other medical facilities~Low HOA fee with plenty amenities to offer-tennis, basketball, pool, clubhouse, playground~Call today to see this beautiful home~

21 Black Stallion Court, 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

$469,000

3 Beds ⋅ 3 Baths ⋅ 1014031 MLS

Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’s lifestyle. Step inside to find a bright and inviting layout featuring spacious bedrooms each with generous closet space, along with 2.5 well appointed bathrooms. The flow of the home is both functional and comfortable, ideal for everyday living and entertaining alike. The finished basement expands your living space even further, offering incredible flexibility for a home gym, media room, office, or guest accommodations. A large attached two car garage adds convenience along with additional storage, making organization effortless. Enjoy peaceful mornings and relaxing evenings on your private patio, the perfect setting for coffee, unwinding, or hosting friends. As an end unit, you benefit from added privacy and natural light throughout the home. Located just minutes from I 84 and Route 17, this home offers easy access for commuting while being close to Garnet Health Medical Center, shopping, dining, and local amenities. For those who enjoy an active lifestyle, a beautiful golf course is just a short walk away. Residents of this community enjoy resort style amenities including a swimming pool, fitness center, clubhouse, and playground, creating an elevated living experience without the maintenance. Even better, the HOA covers common area maintenance, exterior maintenance, sewer, and snow removal, allowing for truly effortless living year round. This is more than just a home, it is a lifestyle of ease, comfort, and convenience all in one. Schedule your private showing today and experience it for yourself.

1 High Ridge Lane, 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

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