Peekskill Homes with Playground Amenities

Welcome to Peekskill, New York – a charming city nestled in the heart of Westchester County, where the Hudson River meets picturesque landscapes and vibrant community life. Known for its rich history, Peekskill boasts a delightful blend of small-town charm and modern amenities, making it an ideal place for families, young professionals, and retirees alike. With its stunning riverfront parks, art galleries, and a thriving dining scene, Peekskill offers something for everyone.

When it comes to finding the perfect home, Peekskill stands out with its family-friendly neighborhoods that feature homes equipped with playground amenities. Imagine living in a community where children can laugh and play just steps from your front door. These homes not only provide spacious backyards but also access to well-maintained playgrounds designed for safe and enjoyable outdoor experiences. Whether your kids are climbing, swinging, or simply enjoying the fresh air, you can have peace of mind knowing they’re just a stone's throw away.

In addition to the playgrounds, Peekskill's neighborhoods are adorned with tree-lined streets, friendly neighbors, and a sense of community that’s hard to find elsewhere. Plus, with convenient access to public transportation and major highways, you can easily explore the surrounding areas or commute to New York City for work or leisure.

Embrace the opportunity to create lifelong memories in Peekskill, where homes with playground amenities are just waiting for you to discover. Your dream home in this vibrant city is not just a place to live; it’s a place to thrive!

Newest Peekskill Homes with Playground Amenities

$620,000

2 Beds ⋅ 3 Baths ⋅ 1030195 MLS

WELCOME HOME To luxury living at its best in a suburban setting in this perfectly updated townhome that shows like a model home. The finishings and features and floor plan provide that spacious and special feeling of a majestic interior. The Kitchen has new decorator custom cabinetry and all newer stainless appliances. New neutral light colored luxury vinyl hardwood look flooring with complimentary designer backsplash. Large window for ventilation with a light and airy feeling and so much natural light. Bonus space adjacent to the kitchen is an area for a very large table or a table and a comfy cozy seating area, your choice. Dining area and Living room with an open floor plan complete the main level. The Living room with a most convenient gas fired fireplace, just turn the switch on for ambience and warmth. The sliding glass doors to the patio has the most current designer custom verticals. Recessed lighting throughout. TV can be mounted easily for every vantage point of the room. The primary bedroom en-suite is spacious and has two ample sized closets The second bedroom is also extremely spacious with a walk in closet. The Oversized Loft with vaulted ceiling and skylights can serve as an office, playroom, gym, guest quarters...your choice! This townhouse can easily live like a three bedroom for your daily living and for your guests. The front exterior entryway with a covered overhang and space for seating and an all new cement walkway. The rear yard has a brand new patio from the living room sliders for your serenity, privacy and a lush green space atmosphere. Convenient Parking in this townhouse with its attached one car garage, driveway and extra parking directly across the street just a few steps from the front door. Chapel Hill majestically sits on a 100 acre parcel with mature plantings and lush greenery. 138 Underhill lane is in the sought after Hillside section of Chapel Hill and is located at the border of Cortlandt Manor/Peekskill with a quick trip to route 202 & route 6 shopping and the vibrant Peekskill downtown areas and riverfront. Choose from so many outstanding restaurants by the river or downtown. Chapel Hills long list of amenities include, Clubhouse with fitness center includes state of the art equipment and scheduled classes daily, Sauna, Pool, Tennis, Bocce court, Playground, Green space with walking trails, Indoor basketball & more. *Minutes to Metro North; less than an hour commute into NYC. Owners have meticulously maintained this townhouse. A/C 2025, Kitchen appliances 2022-2024, Washer/Dryer 2022-23, Water heater 2019, All New Blinds throughout 2021.

138 Underhill Lane, Peekskill

$629,000

2 Beds ⋅ 2 Baths ⋅ 1027781 MLS

Welcome to this exceptional two-bedroom, two-bath single-family attached home in the sought-after Chapel Hill community. Beautifully situated in a serene setting, this townhouse has been thoughtfully updated with a new roof, new siding, new hardwood floors, new recessed lighting, a completely renovated first-floor bathroom, fresh interior paint, and Andersen sliding and storm doors. An oversized one-car garage provides additional convenience and storage. The open loft area is perfect for a family room, while the finished lower level offers ideal space for a home office. Chapel Hill offers an impressive array of amenities, including a beautiful clubhouse, swimming pool, fitness center, tennis and pickleball courts, and a bocce court. Enjoy the scenic walkways along the Hudson River at Peekskill’s Riverfront Green, visit nearby Depew Park—one of Peekskill’s hidden treasures—or attend a performance at the Paramount Hudson Valley Theater. Convenient access to Metro-North makes commuting to New York City easy. Move right in and experience all that this exceptional home and community have to offer.

3302 Homestead 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

$646,000

2 Beds ⋅ 2 Baths ⋅ 995522 MLS

Welcome to Chapel Hill, one of Peekskill's most sought-after communities. This spacious 2-bedroom, 2-bath end-unit townhouse offers a bright and functional floor plan designed for comfortable everyday living. 4205 Finch Court is located in The Meadows section of Chapel Hill. The Meadows were completed in 2003 and is considered a PUD. The community pairs the privacy of a wooded, low-traffic setting with resort-style shared amenities and one of the shortest commutes to New York City in northern Westchester. The Meadows is part of the master association. The other phases are condominium This home features generously sized bedrooms, one of which is on the first floor, both with bathroom and walk-in closets; a large loft area (second floor) with a skylight; an in-unit laundry (first floor) closet; an eat-in kitchen with stainless steel appliances and gas range; and sliding glass doors to a deck that overlooks a wooded vista. The inviting living room is anchored by a beautiful stone wood-burning fireplace, creating a warm and welcoming focal point for relaxing or entertaining. The freshly painted fully finished lower level opens up to a private patio and scenic backyard. Enjoy the convenience of low-maintenance living in a community known for its outstanding amenities and beautifully maintained parklike grounds. Chapel Hill residents enjoy access to swimming pools, a fitness center, tennis courts, pickleball courts, basketball courts, clubhouse, playgrounds, and scenic walking paths. Ideally located near shopping, dining, major highways, and Metro-North, this home offers the perfect combination of comfort, convenience, and an active lifestyle.

4205 Finch Court, Peekskill

$249,999

2 Beds ⋅ 1 Baths ⋅ 1018044 MLS

Well-maintained 2-bedroom, 1-bath condominium located in the desirable Hillcrest community of Peekskill. This bright and spacious unit offers a functional layout with generously sized bedrooms and a covered private balcony, providing the perfect space to relax or entertain. Community amenities include a swimming pool, assigned parking, and on-site laundry facilities for added convenience. Ideally situated near shopping, restaurants, parks, and the vibrant downtown Peekskill waterfront. It's a commuter's dream with easy access to major highways, public transportation, and the Metro-North Railroad, offering a convenient commute to New York City. Low property taxes and low-maintenance living make this an excellent opportunity for first-time buyers, downsizers, or anyone seeking an affordable home in Westchester County.

8 North James Street Unit #I, Peekskill

$165,000

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

$247,000

1 Beds ⋅ 1 Baths ⋅ 981371 MLS

Updated ground floor one-bedroom unit located in the heart of Peekskill. This inviting home offers a refreshed interior with modern touches, providing both comfort and convenience. Ideally situated near the train station, it’s perfect for commuters, while also being just moments from a variety of local restaurants, shops, and amenities. Residents can also enjoy access to a community pool, adding to the appeal of this desirable property. Enjoy the ease of ground floor living in a vibrant and accessible neighborhood—an excellent opportunity for comfortable, low-maintenance living.

6 Rolling Way Unit #6D, Peekskill

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