Peekskill Homes with Pool Amenities

Welcome to Peekskill, New York—a vibrant city nestled in the heart of Westchester County, where scenic beauty meets a rich cultural heritage. Known for its stunning views of the Hudson River and a dynamic community spirit, Peekskill is not just a place to live; it's a lifestyle. One of the standout features of this charming city is its commitment to education, represented by the highly regarded Peekskill City School District.

The Peekskill School District is dedicated to fostering a nurturing and innovative learning environment for students of all ages. With a range of educational programs and extracurricular activities, parents can rest assured that their children are receiving a quality education that prepares them for future success. The district boasts a team of passionate educators and a supportive community, ensuring that every child has the opportunity to thrive academically and socially.

For families looking to enjoy the quintessential Peekskill lifestyle, consider homes with pool amenities. Imagine spending warm summer days lounging by your private pool, hosting barbecues, or simply unwinding after a long day. These residences not only offer a refreshing escape right in your backyard but also provide a perfect setting for family gatherings and entertaining friends.

With its blend of excellent schools, beautiful homes, and a welcoming community, Peekskill is an ideal place to call home. Whether you're diving into the local culture or relaxing by the pool, Peekskill has something for everyone. Come discover your dream home in this picturesque city!

Newest Peekskill Homes with Pool Amenities

$529,000

2 Beds ⋅ 3 Baths ⋅ 1033542 MLS

This immaculate & elegant Peekskill residence offers refined two-bedroom, two-and-a-half-bath condominium living, featuring an attached garage, porch with partial view of Hudson River & a private backyard patio. The home's main level features a powder room, spacious chef's kitchen featuring stainless steel appliances, & abundant cabinetry & counter space. Kitchen flows seamlessly into the homes dining & living spaces. Large windows flood the home with natural light throughout. Living room features beautiful hardwood flooring, a gas fireplace & walk out porch (with partial views of Hudson River to the left). Lower level features two bedrooms & two full bathrooms. The spacious primary bedroom features an en suite bath complete with a shower and jacuzzi tub, and a huge walk-in closet. New premium carpeting was just installed throughout lower level. The 2nd bedroom on lower level could also be used as a home office, gym, studio, etc. Laundry room with washer & dryer on lower level. This freshly painted, newly carpeted home with a conveniently attached 1-car garage at Riverbend provides effortless transit access. For the urban professional, this location is ideal—just a short walk to the Peekskill Metro-North station, making for a seamless Hudson Line commute to NYC. Riverbend residents enjoy exceptional amenities including an inground pool, and a clubhouse featuring a spacious entertainment room that can be used for private parties & gatherings, a library, state-of-the-art fitness center, pool hall, bar, and a kitchen. In addition to the home's beautiful views, enjoy the vibrant downtown Peekskill arts scene, waterfront parks, restaurants, breweries and cafes - all just minutes away.

414 Highridge Court, Peekskill

$475,000

2 Beds ⋅ 2 Baths ⋅ 1031330 MLS

What a beautiful location in the desired Chapel Hill community! This sun-drenched, second-floor home features easy-to-maintain oak hardwood flooring in the main living area and hall, along with a generous space for entertaining that extends through sliding glass doors onto a private, serene deck. The corner wood-burning fireplace creates a cozy focal point in the living room. The spacious primary ensuite bedroom is a true sanctuary, featuring surround windows with scenic views and ample closet space, including a deep walk-in closet with built-in shelving. The generous secondary bedroom also offers plenty of space and storage. A full hall bath and dedicated laundry area complete this home. Enjoy top-tier amenities at the community lifestyle center—play a card game, work out, play basketball, or relax in the sauna after a swim in the pool! Take advantage of the scenic walking paths meandering throughout the landscaped grounds. All this, just minutes to the Peekskill Metro-North station and major roadways!

23 Bayberry Drive, Peekskill

$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

$175,000

1 Beds ⋅ 1 Baths ⋅ 1026343 MLS

Welcome to Stonegate, where comfort, convenience, and style come together in this beautifully updated second-floor, street-level entry one-bedroom, one-bath co-op. Sun-filled and inviting, the spacious living and dining room features a sliding glass door that opens to a private balcony, creating the perfect space for everyday living. The custom kitchen features granite countertops, custom cabinetry, a coffee bar, stainless steel appliances, a private pantry, and a large window that fills the room with natural light. The oversized bedroom fits a king-size bed and offers a generous walk-in closet. The updated bathroom features tile flooring and great storage. Additional features include assigned parking next to the unit, a locked private storage cage, laundry in the basement, and guest parking. Enjoy Stonegate's community amenities, including a pool and picnic area. Ideally located within walking distance to downtown Peekskill's vibrant restaurants, shops, entertainment, the shopping center, and bus service near to the complex. Just 2.9 miles to Metro North for an easy commute to New York City. Enjoy nearby Depew Park with pool, tennis, pickleball, picnic areas, playground, and walking track. Enjoy nearby Hudson River activities at Peekskill’s Riverfront Green, offering scenic walking paths, waterfront recreation, seasonal events, and festivals throughout the year.

1840 Crompond Road Unit #6C3, 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

$174,999

1 Beds ⋅ 1 Baths ⋅ 1022399 MLS

Be the first to call this stunning, top-tier residence and call it home! Every detail was considered while redesigning the space. Beautiful modern luxury vinyl plank flooring, freshly painted walls, new plush carpeting in the sun drenched living area with access to the balcony and beautiful view of the wooded vista of Fort Hill, and in the evening, gaze west to watch the serene, colorful sunsets skies as twilight enters. Fall in love with the shaker style, soft white cabinets with a modern waterfall style quartz counter/backsplash with sleek design details, premium stainless appliances and you realize this is exactly how you would have designed it, but it has been done for you!! No contractors, scheduling deliveries- it is complete! Unpack with ease thanks to the wall of closets with the new interior doors will hold all of your essentials and keep them hidden away. The large bedroom (and more floor to ceiling closets) is sure to fit all of your furnishings. The bath was not forgotten, new tile, fixtures, recessed mirror and the clean cut tub is amazing for ultimate relaxation. Enjoy what Peekskill Towers has to offer: Pool, work out room, easy access to bring groceries home, laundry on each floor and this unit offer the most private location on the balcony PLUS enjoy the pool and the fitness center! So close to Peekskill Metro North Station, eateries and major highways!

1 Lakeview Drive Unit #6S, Peekskill

$239,000

1 Beds ⋅ 1 Baths ⋅ 1026565 MLS

RARE OPPORTUNITY: Welcome home to this beautifully designed one-bedroom, one-bath ground-floor condo offering 659 square feet of bright, open-concept living. Enjoy the convenience of your own private entrance and a spacious patio—perfect for relaxing with your morning coffee or entertaining guests with a truly 4 season view. Inside, soaring ceilings and oversized windows create an airy, light-filled atmosphere that makes the space feel even larger. The open layout seamlessly connects the living, dining, and kitchen areas, providing both comfort and functionality. Ideally situated directly across from the laundry room, this home offers everyday convenience without sacrificing privacy. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance investment, this inviting condo combines style, comfort, and practicality in one exceptional package. Perfectly positioned just minutes from the heart of downtown Peekskill, this exceptional location offers a seamless blend of peaceful suburban living and sophisticated convenience. The nearby Metro-North station provides a scenic, direct commute to Grand Central Terminal in approximately one hour, making travel to Manhattan both effortless and enjoyable. Experience Peekskill's vibrant waterfront lifestyle, featuring the acclaimed Paramount Theater, an array of acclaimed restaurants and charming cafés, boutique shopping, a seasonal farmers market, and beautifully landscaped parks overlooking the Hudson River. With easy access to major highways, premier healthcare(hospital) within 1 1/2 miles, highly regarded schools, fitness centers, and an abundance of shopping and everyday conveniences, this coveted location offers an elevated lifestyle in one of the Hudson Valley's most desirable riverfront communities.

1403 Villa At The Woods Unit #1403, Peekskill

$599,000

2 Beds ⋅ 3 Baths ⋅ 1026457 MLS

Welcome to this beautifully updated 2-bedroom, 2.5-bath Single Family townhome in the highly desirable Chapel Hill community! Move right into this freshly painted home featuring updated flooring, a renovated kitchen with modern cabinetry and newer appliances, and tastefully updated bathrooms throughout. The spacious layout includes a finished 500+ sq. ft. basement, perfect for a family room, home office, gym, or recreation space. Step outside to an oversized 16' x 16' deck complete with an electric awning, creating the ideal setting for outdoor dining, entertaining, or simply relaxing. Enjoy a low-maintenance lifestyle with Chapel Hill's outstanding amenities, including a community pool, fitness center, basketball court, pickleball courts, bocce ball, and a putting green. Conveniently located near shopping, restaurants, parks, and major commuter routes, this turnkey home offers the perfect combination of comfort, style, and community living. Don't miss this exceptional opportunity!

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

$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

$514,000

3 Beds ⋅ 3 Baths ⋅ 1014865 MLS

Spacious 3 bedroom 2.5 bath townhouse in Desirable Society Hill! NEEDS NO UPDATES. Bright and beautifully maintained recently updated, TRI-Level townhouse. Walkout finished bottom floor, big enough for family room and office and guest space, Main floor has living/family room, main floor bathroom, dining room, laundry room, kitchen and balcony. Top floor has 3 spacious bedrooms, plenty of closet space and two full bathrooms. Primary suite has its own bathroom and huge walk in closet. Two private outdoor terraces, with storage and scenic views. Walkable, near everything you need, grocery, Pharmacy, gym, diner, and more, no car no problem. Club house and pool across the street. Minutes from Metro north gets you to NYC in one hour. Beautiful Hudson riverfront and vibrant community minutes away. TWO parking spots directly in front of door, with plenty of guest parking spots available as well. Connected to public water and sewer. Pets allowed.

35 Poplar Circle, Peekskill

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