Peekskill Homes with Tennis Court(s) Amenities

Welcome to Peekskill, New York—a vibrant city nestled in the heart of Westchester County. Known for its rich history, stunning views of the Hudson River, and a close-knit community feel, Peekskill offers an exceptional quality of life for families, professionals, and retirees alike. One of the standout features of this area is its highly regarded school district, which is dedicated to providing a well-rounded education for students of all ages. The Peekskill City School District boasts a diverse curriculum, innovative programs, and a strong emphasis on the arts and athletics, ensuring that every child has the opportunity to thrive academically and socially.

For those seeking a home that combines luxury with recreational amenities, Peekskill offers a selection of stunning properties complete with tennis courts. Imagine stepping out of your beautifully appointed home and onto your private court, where you can enjoy a friendly match or practice your serve amidst the serene backdrop of the Hudson Valley. These homes not only cater to tennis enthusiasts but also provide an idyllic setting for entertaining family and friends, creating unforgettable memories in your own backyard.

Living in Peekskill means embracing a lifestyle filled with outdoor activities, cultural experiences, and a strong sense of community. Whether you're drawn to the area's picturesque parks, charming downtown shops, or the rich tapestry of local art, you'll find that Peekskill is more than just a place to live—it's a place to call home. Discover the perfect blend of comfort and recreation with homes featuring tennis court amenities in this delightful city.

Newest Peekskill Homes with Tennis Court(s) Amenities

$161,000

1 Beds ⋅ 1 Baths ⋅ 1050866 MLS

Attention all buyers. Welcome to this ground floor, 1 bedroom unit waiting for you to put your final touch on it. This well proportioned unit features a comfortable layout with great potential and is ready for your creative vision. Whether you are a 1st time home buyer, looking to downsize, or just looking for a great affordable place to live, this is your opportunity. Income restrictions apply along with an application process.

150 Overlook Avenue Unit #1P, Peekskill

$379,999

2 Beds ⋅ 2 Baths ⋅ 1050130 MLS

Welcome to 3 Waterview Estate in Peekskill! This fully renovated, move-in-ready condo offers a bright and modern interior with updates throughout. The brand-new kitchen features white shaker cabinetry, quartz countertops, subway tile backsplash, stainless steel appliances and modern black fixtures. The spacious living area offers new flooring, fresh paint, updated lighting and sliding glass doors leading to a private outdoor patio. Both bathrooms have been beautifully updated with contemporary finishes, and the unit also features in-unit laundry, generously sized bedrooms and excellent closet space, including a walk-in closet. Waterview Estates offers community amenities including an outdoor pool and tennis courts, all while being conveniently located near shopping, dining, transportation and major commuter routes. Nothing to do but move in and enjoy!

3 Waterview Estate, Peekskill

$475,000

1 Beds ⋅ 2 Baths ⋅ 1048039 MLS

Beautifully updated, thoughtfully designed, and truly move-in ready. This spacious garden-level condo in Woods III offers easy one-level living with a flexible floor plan that lives like a two-bedroom. The versatile den provides the perfect space for overnight guests, a home office, or whatever suits your lifestyle. At the heart of the home is a newly renovated kitchen featuring granite countertops, a custom granite backsplash, stainless steel appliances, and a passthrough to the dining area. Hardwood floors, custom-built closets, and abundant storage add both style and function. The oversized primary suite offers two closets, a private dressing area, and a beautifully renovated ensuite bath. A renovated second bath, in-unit laundry, brand-new central AC, ultra-quiet on-demand boiler, and private deck complete the package. All this in a convenient location just minutes from Downtown Peekskill, the waterfront, shopping, dining, and transportation.

25 Villa Drive, Peekskill

$499,222

2 Beds ⋅ 2 Baths ⋅ 1037042 MLS

Welcome to this beautifully updated end-unit townhouse at The Fields at Chapel Hill offering comfort, convenience, and an exceptional lifestyle. This spacious home features a first-floor bedroom with a walk-in closet and full bath, making it ideal for guests or one-level living. Upstairs, the private primary suite overlooks the dramatic two story living room and boasts separate his-and-hers closets and an accessible step-in Jacuzzi tub. The sun-filled living room features a cozy fireplace, and sliding glass doors leading to a private rear patio with a privacy fence—perfect for relaxing or entertaining. The updated kitchen showcases quartz countertops, new cabinetry, and modern finishes. Hardwood floors throughout the first floor, new blinds, and convenient first-floor laundry closet with updated front loaders add to the home's appeal. An assigned parking space is located directly in front of the unit for added convenience. Enjoy resort-style amenities that make every day feel like a vacation, including a swimming pool, tennis and pickleball courts, bocce, putting green, racquetball and basketball courts, fitness center, sauna, recreation room, and a beautiful clubhouse. An active social calendar offers movie nights, card games, yoga, chess, and many other activities, creating a vibrant community atmosphere. Ideally located just minutes from scenic hiking trails, the Hudson River, shopping, medical facilities, public transportation, and major highways, this home combines peaceful living with easy access to everything you need. There are no audio recording devices inside this property.

137 Fields Lane, Peekskill

$675,000

2 Beds ⋅ 2 Baths ⋅ 1032590 MLS

Two steps! That's it! Just 2 steps into your Chapel Hill home. Sometimes its the simplest features that make the biggest difference - this home welcomes you with just two steps to the main living area. Perfectly designed for those seeking a home with little or no steps. With easy access and versatile possibilities put this home on your "must see" list. The floor plan includes a spacious main floor bedroom and beautifully remodeled full bath, making it ideal for guests, multi-generational living, or buyers seeking the convenience of first-floor living. The livingroom and dining room showcase hardwood floors and are graciously sized. The heart of the home is the beautifully appointed eat-in kitchen, thoughtfully designed with gleaming granite countertops, abundant cabinetry, generous workspace, and room to gather over morning coffee. Upstairs, an additional oversized bedroom and second fully renovated bath create a luxurious private retreat, allowing you the flexibility to choose which level best suits your lifestyle as the primary suite. Both remodeled bathrooms showcase timeless finishes, clean architectural lines, and a spa-inspired ambiance that brings a sense of calm and sophistication to everyday living. In the lowest level, the expansive finished walk-out basement offers remarkable flexibility—perfect as a family room, media room, home office, fitness area, or guest space—with direct access to the private patio for effortless indoor-outdoor enjoyment. A cedar closet provides ideal storage for seasonal wardrobes and treasured belongings. Outside, there is a 4 zone lawn irrigation system. Life at Chapel Hill is about more than just the home—it's about embracing an active, lifestyle surrounded by beautifully landscaped grounds. Residents enjoy an impressive collection of resort-style amenities, including multiple swimming pools (childrens and adults,) tennis and pickleball courts, a fitness center, putting green, indoor basketball court, clubhouse, tot-lot, bocce court, walking trails, and over 100 acres of scenic open space. Residents enjoy organized winery trips, cooking clubs, yoga classes, golf outings, seasonal parties ( even a dog costume party) and the highly touted Chapel Hill Day. Conveniently located just minutes from Metro-North, the vibrant downtown Peekskill waterfront, acclaimed restaurants, entertainment, and the Hudson River. Chapel Hill offers the perfect balance of tranquility, recreation, and commuter convenience.

4001 Hickory Court, Peekskill

$589,000

2 Beds ⋅ 3 Baths ⋅ 1026457 MLS

Enjoy resort style living year-round in Chapel Hill, a sought after community privately nestled amongst 100 meticulously landscaped acres, offering in-ground pools, tennis, miles of hiking trails, and an award-winning Lifestyle Center. Some of the many amenities include a state-of-the-art fitness center, men/women locker rooms with saunas, basketball courts & bocce ball, a billiard table and exciting ongoing activities. This freshly painted, tri-level single family home offers 2 large bedrooms, and 2 and one half renovated baths with a custom tiled shower in the primary ensuite, a brand new kitchen, new flooring and over 500 square feet in a full finished basement perfect for a home office, guest quarters or family room- complete with an abundance of storage. The main level features an open-plan living/dining area with an electric fireplace and sliding glass doors that open to an oversized deck with electric awning overlooking the lush grounds. The roof was replaced in 2023, new HVAC in 2025, new kitchen in 2022. Minutes to the train, parks, the art and restaurant districts, the Paramount Theatre as well as the Peekskill waterfront known for its summer concerts and holiday fireworks, and there is also a marina for all you boat enthusiasts!. Perhaps this is one of the nicest places to live in Westchester given its super easy commute to NYC via Metro-North's Peekskill station, and close proximity to hiking trails, major highways, shopping, dining, and entertainment. This truly is worry free living as all landscaping and snow removal is done for you by the HOA. Move-in ready!

3902 Hickory Court, Peekskill

$599,000

2 Beds ⋅ 2 Baths ⋅ 1025735 MLS

Privately set and beautifully maintained three-level end-unit townhouse in the highly desirable Chapel Hill community, offering comfort, functionality, and a private wooded setting. The main level features an entry foyer, a dining area, and a beautiful living room highlighted by a fireplace, two remote-controlled skylights that fill the space with natural light, and sliding glass doors leading to a private 18' x 20' Trex deck overlooking the peaceful open space. The first floor also offers a spacious bedroom and a beautifully remodeled full bathroom (2022) with dual access from both the bedroom and hallway. Upstairs, you'll find a second bedroom with its own full bath, a walk-in closet, and a spacious loft area that provides excellent flexibility for a home office, den, guest space, or additional living area. The lower level offers even more usable space, additional storage opportunities, and access to the oversized one-car garage equipped with automatic door openers and built-in storage cabinets. A newer roof provides and freshly paved roads and driveway added peace of mind for the next owner. Wonderful Location! Residents of Chapel Hill enjoy access to exceptional community amenities, including a clubhouse, two swimming pools, tennis courts, pickleball courts, and a basketball court, making it one of the area's most sought-after neighborhoods. Combining a versatile layout, private setting, and outstanding community features, this home offers the perfect blend of comfort and convenience.

3501 Homestead Court, Peekskill

$155,000

1 Beds ⋅ 1 Baths ⋅ 1010912 MLS

Welcome to the River House! This well sought after neighborhood is exactly what you have been waiting for! Perfection is what you will find here. From the moment you step onto the manicured grounds with its picturesque landscaping you will be enchanted. Sited upon fourteen rolling acres with meandering sidewalks, an inground pool, playground, tennis courts, a nature trail, and picnic area make this place idyllic. Nestled on a beautiful hilltop with gorgeous panorama vistas and delightful breezes. This resort-like complex has many beautiful plantings, gorgeous trees all entwined by meandering sidewalks. Convenience is king here! Upon entering a beautiful entry foyer and interior lobby you will ascend to your fifth floor home on a luxury elevator. Each floor has its own laundry room for optimum laundry care! Enter through your door into a hallway with ample closets on your right and a brand new lighting fixture to illuminate the hallway. This entry makes a nice privacy barrier prior to getting into the living area while simultaneously providing ample storage area! The living room is gorgeous with its huge wall of windows with over-sized sliders leading you out to the beautiful balcony with panorama views. Plenty of room for your oversized furniture! This is such a versatile room ready for many design styles. Freshly painted and great sized room makes this home the perfect pallet for your own design. Set up your home office too! Full bath has brand new vanity. The bedroom can accommodate king-sized furniture and can be designed in numerous ways. Storage available for residence makes it so very convenient. Please be advised that there is a minimum downpayment of 20%. Minimum credit score of 725. Minimum income of $52,000 cash purchase and $70,000 with a mortgage. Maintenance reserves after closing of 12 months of maintenance and a debt to gross income ratio of 34 percent.

150 Overlook Unit #5F, Peekskill

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