Peekskill Homes with Driveway Parking features

Welcome to Peekskill, New York—a hidden gem nestled in the heart of Westchester County, just a stone’s throw from the bustling streets of New York City. This charming city, perched along the banks of the majestic Hudson River, boasts a rich history, vibrant arts scene, and an inviting community atmosphere that makes it a perfect place to call home. With its picturesque views, historic architecture, and diverse recreational opportunities, Peekskill offers a unique blend of suburban charm and urban convenience.

One of the standout features of homes in Peekskill is the availability of driveway parking. Imagine coming home after a long day, pulling into your very own driveway, and stepping into your sanctuary. Driveway parking not only adds convenience but also enhances the overall appeal of your property. No more circling the block or worrying about finding a parking spot! This feature is especially valuable in a city known for its quaint streets and bustling downtown area.

Whether you’re a first-time homebuyer or looking to upgrade, Peekskill’s homes with driveway parking cater to a variety of lifestyles. Enjoy the ease of access to local parks, art galleries, and waterfront dining, all while having the comfort of your own designated parking space. With a thriving community spirit and a plethora of amenities, Peekskill is not just a place to live; it’s a place to thrive. Explore the possibilities of making this enchanting city your home today!

Newest Peekskill Homes with Driveway Parking features

$699,000

3 Beds ⋅ 3 Baths ⋅ 1032338 MLS

This meticulously maintained 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of comfort, convenience, and resort-style living. Step inside to discover bright, spacious interiors and a seamless layout ideal for both daily living and entertaining. The upper level features a generous primary bedroom complete with a walk-in closet, alongside two additional bedrooms and a full bath. A versatile loft space provides the perfect spot for a home office or a quiet reading nook. Downstairs, the finished lower level adds valuable extra living space ideal for a workout area or entertaining and leads directly out to your private patio for summer BBQs. Located in a sought-after community, you can ditch the gym membership and enjoy top-notch amenities, including a pool, tennis and basketball courts, a clubhouse, and a fitness center. Conveniently situated near the Hudson River, Metro-North trains, local dining, and the historic Paramount Theater, this home truly offers an unbeatable lifestyle.

165 Underhill Lane, 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

$849,000

1031923 MLS

RARE Downtown Peekskill Investor Gem — Just steps from vibrant Downtown, this high-performing, well-maintained 3-unit mixed-use building offers TWO oversized, sun-drenched 3-bedroom apartments with huge rental demand PLUS a prime high-visibility commercial storefront delivering powerful triple income and outstanding cash flow, perfectly situated in a walk-everywhere location minutes to Metro-North (1 hr to NYC), top restaurants, breweries, galleries, shops, and the stunning Peekskill Waterfront & Riverfront Green Park — ideal for savvy investors or as the ultimate house-hack where you live in one unit while the other two pay your mortgage, this unbeatable unit mix in booming Hudson Valley's hottest market will not last!

629 South Street, 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

$379,999

2 Beds ⋅ 2 Baths ⋅ 1028318 MLS

Welcome to your dream home at 1630 Park Street in Peekskill, NY! This beautifully maintained single-family townhouse presents a fantastic opportunity for first-time homebuyers seeking a vibrant community to settle in. Spanning three levels, this spacious home features two comfortable bedrooms on the second level, with a full hall bath. The inviting main level boasts a bright kitchen and a seamless living and dining area that opens up to a large deck—perfect for entertaining or enjoying quiet outdoor moments. The lower level offers a versatile recreation room, half bath, utilities, and an in-unit washer/dryer, with direct access to the parking lot and carport for ease of use. Recent updates include fresh paint throughout, new wall-to-wall carpeting in the bedrooms, and newly refinished hardwood floors on the main level. With baseboard heating, a gas boiler, and a standalone gas hot water heater for efficiency, this home combines comfort and practicality. Located conveniently near highways, shopping, and public transportation, you'll also have easy access to the amenities of downtown Peekskill, including parks, the riverfront, restaurants, and cultural attractions such as the Historic Paramount Theater. Schedule your appointment today!

1630 Park Street, Peekskill

$539,999

3 Beds ⋅ 2 Baths ⋅ 1030739 MLS

Welcome to 1217 Jackson St., a beautifully updated home offering a spacious, open layout filled with abundant natural light. Featuring a modern kitchen, generous living areas, and a private backyard perfect for entertaining, this move-in-ready home has been thoughtfully updated and includes the added peace of mind of a brand-new roof. Located in the highly desirable Hendrick Hudson School District, this home is just minutes from the Metro-North train station, as well as shopping, dining, parks, and other local amenities, providing the perfect blend of comfort, convenience, and accessibility. Full of charm and modern updates, 1217 Jackson St. is ready to welcome its next owner and presents an exceptional opportunity to enjoy everything this sought-after community has to offer.

1217 Jackson Street, Peekskill

$595,000

2 Beds ⋅ 2 Baths ⋅ 1014697 MLS

Welcome to this charming two-bedroom, one-and-a-half-bath Colonial nestled in Peekskill's highly sought-after Buena Vista neighborhood. Designed with convenience in mind, this home offers the ease of first-floor living, making it an excellent option for those looking to downsize without sacrificing comfort. Warm and inviting, the home features beautiful hardwood floors, a cozy fireplace, and a layout filled with potential. Outside, you'll find extensive perennial gardens that create a peaceful, picturesque setting for relaxing or entertaining. A standout feature is the expansive walk-out lower level with two sets of French doors leading to the backyard. This impressive space is ready to be finished, offering endless possibilities for additional living space, a family room, home office, gym, or whatever best suits your lifestyle. Bring your ideas and personal touches to transform this home into your own. Additional highlights include an attached garage and an easy commute to New York City via nearby Metro-North and major highways. Don't miss this wonderful opportunity to own a home in one of Peekskill's most desirable neighborhoods.

708 Kossuth Place, Peekskill

$450,000

3 Beds ⋅ 1 Baths ⋅ 1013037 MLS

Located in Westchester Countys Beautiful Hudson Valley! This home sits nicely on a cul-de-sac, with no drive through traffic. Offering three bedrooms, and an additional bonus room provides flexibility and has been used as a home office. The Central air-conditioning makes this home very comfortable throught out. The living room flows nicely into a spacious eat in kitchen overlooking your private level backyard, a great place for barbecues and entertaining. The backyard is already set up with a vegetable garden waiting for you to plant your favorite things. This home offers its own private driveway with several spots available, in addition there is convenient street parking. Priced to sell, this home can truly be beautifully updated or renovated with your own vision and style. Another nice feature, the side entrance leads to an unfinished mudroom, or you can use and finish the extra space to suits your needs. This home is conveniently located to Peekskills downtown cafes, shops, many restaurants & Peekskills Historic Paramount Theater, featuring live entertainment. Also enjoy the beautiful water front parks along the Hudson River with boat launch for jet ski's, boating and amazing views, gazebos' & playgrounds! Close to schools, shopping and Peekskills Metro North Train Station to Grand Central NYC. (This home is being sold as is).

56 Cayuga Drive, Peekskill

$635,000

4 Beds ⋅ 2 Baths ⋅ 1025737 MLS

Welcome to 211 Pomeroy Street, a spacious 4-bedroom, 2-bath home situated on a quiet, one-block street just steps from Depew Park. From the moment you step inside, you'll appreciate the home's solid feel and spacious layout. This versatile home features elegant French doors leading into a formal living room with a cozy fireplace and a beautifully updated modern kitchen complete with granite countertops, soft-close cabinetry, stainless steel appliances, abundant storage, generous counter space, and direct access to the patio—creating the perfect layout for both everyday living and entertaining. The ground floor includes a private suite with a bedroom, full bath, and additional room—ideal for extended family, guests, or a home office. Upstairs offers generously sized bedrooms, a spacious full bath, and additional rear access for added convenience. Step outside to a large patio and private backyard, creating the perfect setting for barbecues, gatherings, and relaxing outdoors. Additional highlights include solar panels for improved energy efficiency and a prime location just minutes from downtown Peekskill, Metro-North, shopping, dining, and major commuter routes. An absolute gem that offers space, versatility, comfort, and convenience—don't miss this exceptional opportunity!

211 Pomeroy Street, Peekskill

$650,000

3 Beds ⋅ 2 Baths ⋅ 1022179 MLS

A home where classic Colonial style meets modern-day living. A bluestone walkway leads to the inviting front porch, the perfect place to enjoy your morning coffee or relax at the end of the day. Inside, hardwood floors run throughout the main living areas. The living room features built-in shelving and a wood-burning fireplace with an electric insert, creating a cozy space for gatherings. The formal dining room opens to the kitchen, making it easy to entertain or enjoy everyday meals. The kitchen offers granite countertops, a peninsula with seating, stainless steel appliances, tile flooring, and direct access to the backyard. The first floor also includes a flexible office or den and a full bathroom. Upstairs, the spacious primary bedroom features a large closet and connects to an adjoining room that can serve as a nursery, home office, dressing room, or private sitting area. Two additional bedrooms, a full bathroom and a laundry area with a washer and dryer. A walk-up attic provides plenty of storage. The basement houses the utility area and more stage space. Outside, you'll find a spacious backyard with a bluestone patio, offering plenty of room for outdoor dining, entertaining, gardening, or simply enjoying the outdoors. A storage shed adds even more space for your tools and seasonal items. Located just minutes from downtown Peekskill, you'll be close to local restaurants, coffee shops, boutiques, and the historic Paramount Hudson Valley Theater. Enjoy weekends along the Hudson River waterfront, nearby parks, the farmers market, and the many festivals and community events held throughout the year. For those commuting to New York City, the Peekskill Metro-North station provides direct service to Grand Central Terminal, making it easy to enjoy everything the Hudson Valley has to offer while staying connected to the city.

609 Washington Street, 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

$999,999

7 Beds ⋅ 3 Baths ⋅ 1023637 MLS

Introducing a lucrative triplex at 106 Leila Street in Peekskill, NY, ideally located about a mile and a half from the Peekskill Metro-North train station and just minutes from the downtown town center. Commuters will appreciate easy access to the Hudson Line, offering a direct ride to Grand Central Terminal in about an hour. This property features three well-configured units — a mix of 1, 2, and 4-bedroom layouts — appealing to a broad range of tenants. Each unit is separately metered, with tenants covering their own heat and electric, keeping operating costs low and predictable for ownership. Ample parking is available, with both driveway and street options, plus a garage generating an additional $250/month in rental income. Whether expanding your portfolio or acquiring your first income property, this triplex delivers a strong rental mix, low tenant-side costs, and extra income from the garage.

106 Leila Street, Peekskill

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