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

$539,000

3 Beds ⋅ 2 Baths ⋅ 1049619 MLS

Welcome to 10 Field Street, a beautifully renovated 3 bedroom, 2 full baths Victorian Farmhouse in the heart of Peekskill. Originally built in 1900, this charming home blends timeless character with thoughtful modern updates and is truly move-in ready. Step inside to a welcoming foyer that opens to a bright living room, spacious kitchen with eat-in dining area, a full renovated bath, and convenient first-floor laundry, with newer washer and dryer, 2 cooling units and freshly painted throughout. Upstairs, a nice hallway leads to three comfortable bedrooms and a fully renovated full bath with double vanity sink. Enjoy a newer roof for peace of mind and a private backyard, perfect for relaxing, entertaining, gardening, or your morning coffee. Ideally located just a short walk to downtown Peekskill's restaurants, cafes, shops, arts, Paramount Theater and waterfront. Peekskill Metro-North is only 1.4 miles away, about a 5-minute drive, with approx. 1 hour to NYC on the Hudson Line. A wonderful opportunity to own a fully updated home in one of the Hudson Valley's most vibrant and walkable communities.

10 Field Street, Peekskill

$650,000

3 Beds ⋅ 2 Baths ⋅ 1047884 MLS

Step into a piece of Peekskill history with this beautifully restored 1928 Classic Craftsman Bungalow, thoughtfully preserved to showcase its original character and craftsmanship. Recognized with a Peekskill Historic Preservation Award, the home features original restored windows, cedar shakes, preserved American Chestnut woodwork, restored plaster, and a charming beadboard porch ceiling. The inviting interior offers 3 bedrooms, 1.5 baths, a kitchen nook, formal dining room, mudroom, bonus office/spare room, and partially finished basement. Come spring and summer, the property truly comes alive with gorgeous established gardens filled with hydrangeas, bleeding hearts, and colorful flowering trees and perennials. Enjoy the deck with park views, driveway, and detached one-car garage—all just minutes from the Metro-North train, Hudson River, and downtown Peekskill. A rare opportunity to own a truly special home where historic character, beautiful gardens, and modern convenience come together.

1118 Hudson Avenue, Peekskill

$549,000

3 Beds ⋅ 2 Baths ⋅ 1036738 MLS

Welcome to this charming early-1900s Colonial with an inviting front porch, located in Peekskill’s desirable Depew Park neighborhood. Filled with character, this home features three bedrooms, one-and-a-half baths, beautiful hardwood floors, a comfortable living room with a fireplace, a dining room, a home office, and a separate sitting room. A lovely family room just off the kitchen overlooks the backyard, and a convenient side entrance provides direct outdoor access. The unfinished basement houses the utilities and also offers access to the backyard. Additional highlights include a new roof. AN EXCELLENT WALK SCORE OF 94! Enjoy being within walking distance of Depew Park, the public pool, and the Metro-North train station. This sweet and quaint home offers classic charm, generous living space, and an easy commute to New York City.

428 Union Avenue, Peekskill

$485,000

2 Beds ⋅ 2 Baths ⋅ 975134 MLS

Fall in love with this charming 2-bedroom, 2-bath Colonial in Peekskill! This inviting home offers a comfortable and functional layout featuring a welcoming living room, dining room, and kitchen with easy access to a fenced-in patio—perfect for entertaining, outdoor dining, or relaxing and enjoying your own private outdoor space. The first-floor hardwood floors have been beautifully refinished, and the entire interior has been freshly painted, creating a bright, refreshed feel throughout. Upstairs, the primary bedroom is complimented by a sun-filled adjoining sitting area, creating a lovely sense of openness and offering flexible space for a reading nook, dressing area, home workspace. A second bedroom and full bath complete the level. Enjoy the best of both worlds with the convenience of city living and easy access to the Hudson Valley’s scenic parks, trails, and outdoor recreation. Ideally located near schools, transportation, shopping, dining, and entertainment, (Paramount Center), this home offers comfort, convenience, and a wonderful opportunity to make it your own. A walk-up attic with easy access adds extra storage.

1133 Orchard Street, Peekskill

$449,000

3 Beds ⋅ 1 Baths ⋅ 1042506 MLS

Welcome to 524 Simpson Place, a great opportunity to own a home in Peekskill and make it your own. This property offers a solid foundation for someone looking to add their personal touch and create a home that fits their vision. The home does require some work and is being sold as-is. Enjoy the convenience of Peekskill's vibrant downtown, restaurants, shops, parks, waterfront, and Metro-North station, all within easy reach. Bring your ideas and make this property your own!

524 Simpson Place, Peekskill

$648,000

3 Beds ⋅ 3 Baths ⋅ 1044893 MLS

Welcome to 103 S Broad Street, a beautifully fully renovated home offering modern updates, comfortable living, and an excellent Peekskill location. Thoughtfully renovated throughout, this property is move-in ready and combines colonial style with everyday functionality. The inviting layout provides comfortable living spaces, while the updated finishes create a fresh and modern feel throughout the home. Enjoy the convenience of being close to downtown Peekskill, with its popular restaurants, cafe's, shops, parks, entertainment, and Hudson River waterfront. Commuters will appreciate easy access to Metro-North and major roadways. Whether you're a first-time buyer, looking for a move-in-ready home, or seeking a property in a vibrant Westchester community, 103 S Broad Street is a wonderful opportunity to enjoy the best of Peekskill living. NEW: KITCHEN, APPLIANCE, BATHROOMS, FLOORS, INSULATION, WINDOWS, SIDING, ROOF, and DRIVEWAY.

103 S Broad Street, Peekskill

$625,000

3 Beds ⋅ 2 Baths ⋅ 1044219 MLS

Welcome to 308 Nelson Avenue, a beautifully restored Queen Anne Victorian in Peekskill’s historic Fort Hill neighborhood. Built in the 1880s, this distinctive home blends period craftsmanship with thoughtful updates. Original details include restored wood inlaid floors, intricate custom millwork, pocket doors, and a hand-stenciled living room ceiling recreated in a period-appropriate design. A restored lemonade porch welcomes you into the home. On the main level, a series of gracious rooms flow effortlessly from one to the next, connected by pocket doors and creating a wonderful layout for entertaining while still preserving the character and intimacy of each space. The updated kitchen combines original hickory floors with maple cabinetry and a French Lacanche gas range. Upstairs, the primary bedroom features a charming adjoining dressing room. Out back, the extra-deep, level yard offers a wonderful blank canvas for gardening and outdoor living, while the backyard pergola creates the perfect setting for summer dining and entertaining. All this historic charm comes with an incredibly convenient location close to Downtown Peekskill’s restaurants, farmers market, shopping, arts, and entertainment, with easy access to the Peekskill waterfront and Metro-North station. Enjoy an approximately one-hour commute to New York City by Metro-North, along with convenient access to major highways.

308 Nelson Avenue, Peekskill

$585,000

3 Beds ⋅ 3 Baths ⋅ 1041629 MLS

The move-in ready, updated home you’ve been waiting for is finally here! Located in the Hendrick Hudson School District, this home offers the updates you want, a functional layout, and a convenient location that makes everyday life feel a little easier. The main level offers a great balance of openness and separation, giving you an easy flow for entertaining while still providing some separation and privacy between living spaces. The updated kitchen features quartz countertops with room for barstool seating, stainless steel appliances, two pantry closets, and a designated dining area. Perfect whether it’s an everyday meal, a house full of guests, grabbing a quick breakfast, or enjoying a quiet night at home, there are plenty of ways to make the space work for you. Also on the main level is the laundry, along with a conveniently located half bath with easy access to the backyard, perfect for summer barbecues and guests without having to come through the rest of the home. Step outside to a fully fenced backyard that offers privacy and plenty of possibilities without being overwhelming to maintain. Create a play area, add a swing set, set up the grill and an outdoor lounge area, start a vegetable garden, there’s even space for your four legged friend to run around. There may also be an opportunity to extend the fenced area into the front yard for even more usable outdoor space. Upstairs you’ll find three bedrooms, all featuring built-in closet shelving. Along with two beautifully updated full bathrooms with heated floors, a small luxury that makes those chilly mornings a little more comfortable. The primary bedroom offers additional comforts with its own ensuite bathroom and walk-in closet. Need a little more room? The finished walkout basement provides flexible bonus space that can change along with your needs. Whether that means a home office, playroom, gym, game room, hobby space, guest space, an additional spot to entertain, or a combination of uses, the space is there to make your own. The location adds another level of convenience. With sidewalks providing access to the train station and into town, getting around doesn’t always have to depend on having multiple cars. An advantage for commuters and households balancing different schedules or anyone who appreciates having more within reach. With the updates already done, flexible living spaces inside and out, and a layout designed for real everyday living, this is a home that can adapt to the way you live today while giving you room for your needs to change over time. All that’s left to do is schedule the moving trucks and move right in!

5 Welcher Avenue, Peekskill

$519,900

3 Beds ⋅ 1 Baths ⋅ 1038340 MLS

Meticulously maintained one-level ranch-style home featuring 3 bedrooms, a charming front porch with slate flooring, rear patio, organic garden, and a spacious yard. The immaculate basement offers endless possibilities for addition living, recreation, gym, storage or workspace plus 2 cedar closets. Recent improvements include a brand new 2026 roof. Ideally located just steps from the trails of Blue Mountain Reservation - a 1750 acre Westchester county preserve with hiking, a lake +more. Minutes from the Peekskill RR station, the Hendrick Hudson schools and the vibrant downtown Peekskill art centers, restaurants & shops. This home offers a wonderful blend of comfort, outdoor enjoyment and convenience.

755 Hoover Avenue, Peekskill

$725,000

5 Beds ⋅ 3 Baths ⋅ 1037277 MLS

Enchanting, updated Victorian with character on a deep, private double lot nestled behind hedges and trees. Enjoy town & country living in historic Peekskill, across from an expansive park. Walk to shops, cafes, or train, 1 hour to Grand Central. Quintessential wraparound porch as well as back patio overlooking mature gardens & lawn with space for a future pool or garage. Inside features antique details, hardwood floors, high ceilings across 3 comfortable levels. The main floor boasts an ideal layout: entry, living & dining areas, full bath, laundry, walk-in pantry, new kitchen with quartz counters opening to a back patio, and a versatile office/guest bedroom. The basement offers updated systems, workshop space, & walk out bulkhead access. Upstairs, find 4 bright bedrooms, including a spacious primary with a custom closet, a spa-like bath with deep soaking tub, & a remodeled powder room. Heated, finished third floor has 3 bright bonus rooms with closets as well as attic storage.

304 Union Avenue, Peekskill

$685,000

5 Beds ⋅ 3 Baths ⋅ 1036746 MLS

Welcome to 312 Bay Street in Peekskill! This beautifully renovated five-bedroom, three-bath single-family home offers generous living space, character, and an unbeatable commuter-friendly location. Renovated just a few years ago, the home features an inviting enclosed front porch, custom woodwork surrounding the doors and windows, and five generously sized bedrooms with plenty of room for today’s lifestyle. Located approximately a five-minute walk from the Peekskill Metro-North Hudson Line station, enjoy convenient access to New York City in about an hour. Close to major highways, shopping, dining, parks, and all that downtown Peekskill has to offer. A rare combination of space, updates, character, and accessibility—move in and make it yours!

312 Bay Street, Peekskill

$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

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