Peekskill Homes with On Street Parking features

Welcome to Peekskill, New York – a vibrant city nestled in the heart of Westchester County, where community spirit meets picturesque landscapes. With a rich history and a bright future, Peekskill is not just a place to live; it's a place to thrive. One of the standout features of this charming city is its excellent school district, which is known for its commitment to providing a high-quality education. The Peekskill City School District offers a diverse range of programs and resources, catering to students from all walks of life. With dedicated educators and innovative curricula, families can rest assured that their children will receive a well-rounded education that prepares them for future success.

In addition to its educational offerings, Peekskill boasts a variety of homes that cater to the needs of modern families. Many properties in the area come equipped with convenient on-street parking, making it easy for residents and guests alike. This feature not only enhances the accessibility of your home but also adds to the overall charm of the neighborhood, allowing you to enjoy the vibrant community atmosphere without the hassle of parking issues.

Whether you are drawn to Peekskill for its strong sense of community, its beautiful parks, or its thriving arts scene, you will find that this city truly has something for everyone. Explore the homes available in Peekskill and discover the perfect place to call home, where education, convenience, and community come together in perfect harmony.

Newest Peekskill Homes with On Street Parking features

$1,100,000

1043378 MLS

Prime Corner-Lot Commercial Opportunity in Peekskill What was once upon a time "Bill's Food Market" can now be your new desired destination. This building is an exceptional commercial warehouse and office opportunity located on the prominent corner of North Broad Street and Howard Street in Peekskill, NY. Currently tenant occupied by an HVAC company, the property offers a highly functional layout with two separate warehouse spaces and centrally located office space. The property features 2 garage accesses, one from both North Broad Street and one on Howard Street, providing excellent accessibility for deliveries, vehicles, equipment, and daily business operations. The warehouses have extremely high ceilings, creating significant flexibility for a variety of commercial uses. The expansive space also presents opportunities to potentially add a second level on one side of the building or install lifts and other equipment depending on the needs of the incoming business.

122 N Broad Street, Peekskill

$380,000

2 Beds ⋅ 1 Baths ⋅ 1043234 MLS

Completely renovated in 2025, this turnkey 2-bedroom ranch offers true single-level living with incredible extra space and updates throughout. The home features a bright, spacious living room, formal dining room, and a brand-new kitchen equipped with stainless steel appliances, including a new refrigerator. Outstanding mechanical upgrades include a brand-new boiler and hot water heater. A major highlight is the 898 sq. ft. finished walk-out basement with two separate entries—ideal for additional storage or versatile use (sq. footage not included in the total home square footage). Freshly painted and move-in ready. Ideally situated close to downtown Peekskill shops, public transit, and easy access to the Bear Mountain State Parkway. Commuter’s dream—approximately 50 minutes to Grand Central via Metro-North! (Taxes listed do not reflect basic STAR exemption savings).

669 N Division Street, 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

$659,000

3 Beds ⋅ 3 Baths ⋅ 1044183 MLS

Welcome to one of downtown Peekskill's hidden gems, 629 Belden Street, boasting 2,200 square feet of finished, spacious and well-designed living space. This 3-level, 3-bedroom, 3-full-bathroom home impresses with high ceilings, hardwood and stone floors, limitless multi-purpose rooms, and a full bathroom on every floor; perfect to be comfortably at home, with bonus spaces for a gym, office, den, mudroom, laundry room, coffee nook, and guest suite. This beautiful turnkey home is move-in-ready, expansive in size allowing limitless possibilities, perfect for everyday living, convenient commuting and downtown living with close proximity to parks, bars, cafes, and the famous Hudson Valley Waterfront. The downtown home's possibilities do not stop with its layout; from the living room, you have a breathtaking view of Peekskill's city skyline and surrounding mountains. The elevated ceilings amplify the natural light, bringing in abundant sunlight and natural views into every room. The recently renovated kitchen features a cozy breakfast nook, ample cabinets, and space for a coffee closet. The master bedroom is a true retreat, complete with its own extended walk-in closet, cornered by a full-bathroom that could be converted into an ensuite bathroom, and additional space well-suited for a private gym, office, or den. The living room boasts impressive views of Peekskill, adding a scenic backdrop to everyday living. The three full bathrooms, one on each floor, making busy mornings a breeze. The basement offers its own private entryway, making it an excellent option for an extended family member, guests, or a potential in-law suite. The layout also offers the possibility of a first-floor bedroom, conveniently situated next to a full bathroom — a great option for guests, one-level living -as the door frames are large and wheelchair accessible. As if this was not enough, each room (including the attic) has been insulated; each level has its own independent thermostat to easily control the temperature for everyone’s comfort, the backyard has ample space for a multi-level deck in the backyard; the attic is tall and spacious enough to be converted into a recreational space or bonus room, the basement has a concrete foundation with fireproof doors that enclose the HVAC room, and the laundry room is spacious enough to include a pet station, cabinets, folding tables, and a small workstation. This home is a commuter's dream, nestled 45-minutes to NJ, PA, and CT; 35-minutes to SWF and HPN Airport; 15-minutes to the Taconic Highway, 5-minutes to the Metro North, waterfront, and Depew Hiking Park; 6-train stops to NYC's Grand Central Station; 5-minutes to the Paramount Theater, Peekskill Coffeehouse, and Westchester College; 2-minutes to bars, cafes, and restaurants; 2-blocks to Fort Hill Hiking Park, Route 9, and Route 202, and 1-block to Main St. Making this the perfect home for wanting space, flexibility, small-town charm, and big-city access.

629 Belden Street, 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

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