Peekskill Homes with Assigned Parking features

Welcome to Peekskill, New York – a hidden gem nestled in the heart of Westchester County. This charming city, located along the picturesque Hudson River, is known for its vibrant arts scene, rich history, and a strong sense of community. With its stunning waterfront views, lush parks, and a variety of recreational activities, Peekskill offers an idyllic setting for families, young professionals, and retirees alike.

One of the standout features of homes in Peekskill is the availability of assigned parking. In a city where convenience meets comfort, having a designated parking space can make all the difference. Imagine returning home after a long day, knowing exactly where to park without the hassle of searching for a spot. This added benefit enhances the overall living experience, allowing you to fully enjoy the charm and character of your new neighborhood.

Peekskill is not only about beautiful homes; it also boasts a thriving downtown area filled with eclectic shops, delightful cafes, and a range of dining options. The city hosts various cultural events throughout the year, from art festivals to farmers' markets, ensuring there's always something to engage with. Plus, with easy access to the Metro-North train service, commuting to New York City is a breeze, making Peekskill an ideal choice for those who want the best of both worlds.

Discover the perfect home in Peekskill, where assigned parking meets a vibrant lifestyle, and experience the warmth of a community that truly feels like home. Whether you’re looking for a quaint bungalow or a modern townhouse, Peekskill has something for everyone. Welcome to your new beginning!

Newest Peekskill Homes with Assigned Parking features

$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

$264,900

1 Beds ⋅ 1 Baths ⋅ 1026958 MLS

This one bedroom, one bath Condo is designed for easy living and comfort. The refinished hardwood floors add warmth and character. This unit offers a new bath, updated kitchen featuring new stove, refrigerator and microwave. The monthly common charge include heat, hot water and use of a common laundry area. Includes one assigned parking space and plenty of guest parking. Enjoy the brand new community pool. Ideally located a short distance from Metro North, the beautiful Hudson River waterfront, Peekskill art district, and many restaurants.

2 Woods End Circle Unit #L, Peekskill

$309,900

2 Beds ⋅ 1 Baths ⋅ 980007 MLS

Move right into this beautifully updated 2 bedroom Condo in desirable Hillcrest Park! Fresh, bright, and truly turn-key, this home offers an inviting open layout, an updated kitchen with modern finishes, spacious bedrooms, and a private balcony perfect for your morning coffee or unwinding at the end of the day. Enjoy hardwood floors, abundant natural light, generous closet space, and assigned parking. On-site laundry adds everyday convenience, and residents enjoy access to the community swimming pool right on the grounds. Conveniently located just minutes from downtown Peekskill's restaurants, shops, Metro-North, major highways, and the scenic Hudson River waterfront. Why rent when you can own?

2 Woods End Circle Unit #E, 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

$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

$425,000

2 Beds ⋅ 2 Baths ⋅ 1022012 MLS

Experience the radiant charm of this sunlit two-bedroom, two-bathroom condo featuring a formal dining room, spacious walk-in closets, convenient private laundry, a relaxing balcony overlooking lush surroundings and assigned parking Comes with access to Society Hill II's clubhouse where residents can indulge in a plethora of amenities including an inviting indoor pool, playground, rejuvenating sauna, state-of-the-art fitness center, and indoor basketball & racquetball courts. The clubhouse hosts an array of enriching classes, lessons, and events such as Zumba, Pilates, Yoga, swimming, and Bingo, ensuring there's something for everyone. Impeccably maintained and move-in ready, this breathtaking home offers an unparalleled living experience. Take advantage of the serene green areas for leisurely strolls and peaceful moments. Don't let this opportunity pass you by – seize the chance to call this remarkable condo your new home. Pictures have been virtually decluttered

10 Edinburgh Drive Unit #10, Peekskill

$255,000

1 Baths ⋅ 1021248 MLS

Renovated Unit with an expert eye for detail. Brand New Bath, fixtures are from Anthropology home, Beautiful Kitchen with Granite Counters. Enormous windows that let in lots of natural light and warmth. Condo is brick and mortar construction, 12 foot ceilings, loft, cedar closet upstairs, California closets downstairs, Low Taxes. HOA includes Heat, Water, AC, Snow Plowing, Landscaping. 1 parking spot is included. Open Floor Plan w. Great flow for entertaining. On site laundry rooms, elevators throughout the complex. Well maintained, safe, quite w. Views. Minutes driving to New York Presbyterian Hospital, Hudson River Front, West Point, Train Station- Hudson Line - 1 hour to Grand Central Station several restaurants, coffee shops, fun downtown area, Paramount center for the arts, weekly farmer’s markets and tons of shopping. Close to the riverfront. Beautifully landscaped property, immaculately maintained building. Virtual tour available.

2409 Villa At The Woods, 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

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