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Peekskill, New York Homes for Sale

Peekskill is about 50 miles north of New York City. New Amsterdam resident Jan Peeck made the first recorded contact with the native tribal people of this area, identified at that time as the "Sachoes". The date is not certain (possibly early 1640s), but agreements and merchant transactions took place, which were formalized into the Ryck's Patent Deed of 1684. Peeck's Kil (meaning "stream" in Dutch) thus became the recognized name for this locale.

European-style settlement took place slowly in the early 1700s. By the time of the American Revolution, the tiny community was an important manufacturing center from its various mills along the several creeks and streams. These industrial activities were attractive to the Continental Army in establishing its headquarters here in 1776. Though Peekskill's terrain and mills were beneficial to the Patriot cause, they also made tempting targets for British raids. The most damaging attack took place in early spring of 1777, when an invasion force of a dozen vessels led by a warship and supported by infantry overwhelmed the American defenders. Another British operation in October 1777 led to further destruction of industrial apparatus. As a result, the Hudson Valley command for the Continental Army moved from Peekskill to West Point, where it stayed for remainder of that war.

Hawley Green, a resident of Peekskill during the Civil War era, was an African American citizen who voted, ran a downtown barber business, and owned several properties with his wife Harriet. Mr. Green was credited before and during the war with "helping many a slave brother on his way to Canada." Active assistance given by AME Zion Church members, Reverend Beecher, local Quakers and the Greens was part of the famous "underground railroad" of freedom in Peekskill during the 1800s.

Peekskill's first legal incorporation of 1816 was reactivated in 1826 when Village elections took place. The Village was further incorporated within the Town of Cortlandt in 1849 and remained so until separating as a city in 1940.

In the early 1990s, the population was dwindling and the downtown area was becoming more vacant. The Common Council decided to make artist studios and galleries an important part of the City’s revitalization strategy.

The city wanted to turn its unused downtown spaces into something useful. Similar to Lowell, MA’s strategy, in order to have a vibrant downtown area one must have a population living there, so that the activity does not only happen from nine to five. In creating spaces where artists both live and work, the city created a situation in which there would always be people downtown, 24 hours a day.

At the same time the Common Council wanted to get people into downtown Peekskill, rising real estate prices in New York City were driving artists to move further away from even the outer boroughs. Peekskill took an active role in pursuing displaced artists by taking out advertisements in So Ho art magazines and offering them low interest rates. This helped artists buy buildings and convert them into useful spaces. Once a few artists had moved to Peekskill, a buzz was created and more artists made the move north.

Today, the City of Peekskill has 80 artist/live work lofts. This includes the Peekskill Art Lofts opened in 2002. The Peekskill Art Lofts are an affordable 28-unit limited equity cooperative apartment complex built for qualified artists.As an economic development incentive, landlords can be offered tax incentives, grants, facade improvements, and loans to renovate buildings that can be used as live-work spaces by artists. To lease one of these artist lofts for living and working, the City’s Artist Certification Committee must certify an individual as an artist. The City of Peekskill Department of Planning, Development and Code Assistance currently manages the developmental process to maintain and grow live-work spaces for artists on the upper floors of commercial buildings.

The city of Peekskill is serviced by two separate school districts, Hendrick Hudson School District and the Peekskill City School District. The Hendrick Hudson District includes Buchanan, Crugers, Montrose, Verplanck, and parts of Cortlandt Manor, Croton, and the City of Peekskill. The Peekskill City School district has three elementary schools, one middle school and one high school. The mission of the Peekskill City School District is to educate students in a caring, inspiring environment characterized by a spirit of excellence and high expectations. They also prepare graduates to meet or exceed state standards and to prepare students to pursue adult lives as contributing citizens of our local and global community. 

Peekskill City School District: www.peekskillcsd.org
Field Library: www.peekskill.org

 

Peekskill Homes for Sale

$1,500,000
995934 MLS
Prime Income-Producing Opportunity New ten year lease NNN. Presenting 364 Washington St, Peekskill, NY 10566—a well-maintained investment property featuring 9,500 square feet of rentable space. This asset is fully occupied with tenants in place, offering immediate rental income and stability. With an 9% cap rate, this property delivers strong returns and is ideal for investors seeking a reliable addition to their portfolio. Located in a vibrant area of Peekskill, this property boasts convenient access to local amenities and transportation. Don't miss out on this exceptional opportunity to acquire a turnkey investment with proven cash flow. Three Commercial units at this one location. Retail storefront on Washington Street 4000 SF, lower leave warehouse and office 4500 SF, storage garage 1000 SF. Contact agent for all showings and additional information.

364 Washington Street, Peekskill
$1,375,222
1018002 MLS
Welcome to 911 South Street, a rare mixed-use commercial multiple building complex offering exceptional income in one of historic downtown Peekskill's most vibrant and sought-after locations. Net profit EXCEEDS $100,000 per year and a Cap Rate of 7.8% (excluding a management fee and minor repairs). This unique asset features five fully independent units, each with its own separate utility meter, providing maximum flexibility for investors, owner-users, and entrepreneurs alike. The property is currently fully leased and generating strong rental income, making it an attractive turnkey investment. However, an owner-user is a possibility in a commercial space. The unit mix includes an established restaurant with capacity for 74 people, an ice cream parlor with an additional lounge, one professional office space, and two New York—Soho style artist lofts, creating a diverse and stable income stream. Situated in a high-visibility location within Peekskill's thriving Artist District, the property benefits from excellent pedestrian and vehicle traffic, surrounded by local businesses, dining, arts, and cultural attractions, including the Paramount Theater. The independently operating units allow for multiple ownership strategies, including continued investment income, live/work opportunities, or future tenant repositioning. Whether you're looking to expand your portfolio or acquire a cash-flowing commercial asset in a dynamic growth market, 911 South Street presents an exceptional opportunity. Don't miss your chance to own a performing asset in one of Westchester County's emerging commercial corridors.

911 South Street, 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
$975,000
994399 MLS
Mixed-Use property now available on Main Street in the heart of Downtown Peekskill! Brand new roof as of December 2024!! This building consists of 2 retail stores, 1 Office Space and 1 residential apartment (1 bedroom). Tenant's pay all their own utilities! Excellent income! Contact your agent today for a tour!

1014 Main Street, Peekskill
$784,222
4 Beds ⋅ 3 Baths ⋅ 924200 MLS
To Be Built – Your Dream Home Awaits! Imagine moving into a brand new home with all the bells and whistles, perfectly situated on a beautiful parcel of land abutting Depew Park! This is your chance to personalize your future home by selecting colors and finishes before construction is complete. The open floor plan is ideal for entertaining. The main level is comprised of a state of the art kitchen with stylish stainless steel appliances, spacious walk in pantry, center island with seating and quartz or granite counters. There is also a family room with cozy fireplace, a dedicated office/den for remote work or play time, a dining area, and a powder room. Hardwood floors or flooring of your choice, as well as LED and recessed lighting will complete the decor. The second floor has a primary suite with two walk in closets, a luxurious bathroom featuring a soaking tub, cultured marble countertops, and a walk-in shower. There are also three generously sized bedrooms, and a hall bathroom with double sinks and bathtub with shower for added comfort. Additional perks include a pull-down stair attic, partial basement, and a rear paver patio—perfect for outdoor relaxation and entertaining. Conveniently located near Metro North, the Hudson River waterfront, and all the shops, restaurants, and schools that vibrant Peekskill has to offer. Enjoy the best of suburban life with modern amenities and timeless style! There are no audio recording devices inside this property.

527 Union Avenue, Peekskill
$769,000
5 Beds ⋅ 2 Baths ⋅ 1014641 MLS
Where timeless character meets modern comfort in the heart of Peekskill's Historic District. Built in 1880 and located in one of Peekskill's most charming and established neighborhoods, this beautifully maintained Second Empire Victorian home with a mansard roof featuring scalloped shingles offers expansive living across three finished levels with five bedrooms, two updated bathrooms, and exceptional flexibility for today's lifestyle. A classic brick driveway enhances the home's architectural presence, curb appeal, and provides the convenience of private off-street parking. Rich in architectural character, the home showcases soaring ceilings, original details like hardwood floors, restored Victorian cast-iron radiators, and a welcoming wraparound porch that invites you to slow down and appreciate the timeless charm of this historic setting. Thoughtful updates blend seamlessly with the home's classic design. The main level offers a spacious living room, a library with dramatic tall windows and direct access to the wraparound porch, a glorious formal dining room, a full bathroom, and a stunningly updated kitchen. Renovated in 2025 it features quartzite countertops, a marble slab backsplash, stainless steel appliances, pantry storage, and a functional layout, this space is designed for both everyday living and memorable entertaining. The mudroom provides a seamless transition from the home to the glorious backyard oasis. The second floor features a spacious primary bedroom with a private dressing room/walk-in closet, offering exceptional functionality and the flexibility to serve as a bonus space adaptable to a variety of lifestyles. A second bedroom and renovated bathroom complete this level. The finished third level offers three additional bedrooms filled with character, including charming dormer windows that capture neighborhood views and create inviting spaces for guests, hobbies, work, creativity, or simply additional room to spread out. Multiple ductless mini-split systems, WiFi-enabled smart thermostats, updated windows, a whole-house water filtration system, natural gas, and municipal services provide the comfort, efficiency, and convenience expected by today's homeowners. Step outside into your own private nirvana, where thoughtfully designed gardens, mature landscaping, and inviting patio spaces create a peaceful outdoor sanctuary. Designed to be enjoyed in countless ways, this exceptional outdoor retreat is perfect for peaceful moments of reflection, working al fresco, hosting guests, or simply taking in the beauty of the surroundings. The carefully curated gardens create a setting that feels worlds away while remaining just moments from the energy of downtown Peekskill. Ideally situated near Peekskill's vibrant downtown, residents enjoy quick and convenient access to restaurants, cafes, art galleries, boutique shopping, waterfront attractions, less than 5 minutes to entertainment at The Paramount Hudson Valley Theater, and Metro-North service, offering a convenient commute to New York City. Experience the very best of Hudson Valley living with culture, recreation, and everyday conveniences all close to home. Combining the craftsmanship and character of a bygone era with the updates and functionality desired today, 200 Nelson Avenue presents a rare opportunity to own a distinctive Victorian home in one of Westchester County's most dynamic and sought-after riverfront communities.

200 Nelson Avenue, Peekskill
$750,000
3 Beds ⋅ 3 Baths ⋅ 961539 MLS
To Be Built -- Brand new 3-bedroom, 2.5-bath Colonial offering modern comfort in a convenient location close to everything Peekskill has to offer. This beautifully designed home features an open and functional layout perfect for today’s lifestyle, with spacious living areas and quality finishes throughout. Located just minutes from downtown Peekskill’s vibrant restaurants, shops, and waterfront, the home also offers easy access to the Metro-North Railroad at the Peekskill station, providing a scenic ride to New York City in under an hour—ideal for commuters. Enjoy the best of Hudson Valley living with modern construction, nearby dining, arts, and convenient transportation.

1763 Park Street, Peekskill
$750,000
3 Beds ⋅ 3 Baths ⋅ 962390 MLS
To Be Built -- Brand new 3-bedroom, 2.5-bath Colonial offering modern comfort in a convenient location close to everything Peekskill has to offer. This beautifully designed home features an open and functional layout perfect for today’s lifestyle, with spacious living areas and quality finishes throughout. Located just minutes from downtown Peekskill’s vibrant restaurants, shops, and waterfront, the home also offers easy access to the Metro-North Railroad at the Peekskill station, providing a scenic ride to New York City in under an hour—ideal for commuters. Enjoy the best of Hudson Valley living with modern construction, nearby dining, arts, and convenient transportation.

1767 Park Street, Peekskill
$705,000
4 Beds ⋅ 3 Baths ⋅ 996012 MLS
Welcome to this sophisticated 4-bedroom, 2.5-bathroom Peekskill residence, where timeless elegance meets modern ease. The main level is bathed in an abundance of natural light, showcasing an expansive living room centered around a genuine wood-burning fireplace—ideal for quiet, cozy evenings or gatherings with friends. Daily life flows effortlessly into the formal dining room and a beautifully updated chef’s kitchen equipped with premium appliances, balancing everyday convenience with seamless hosting. Outside, the professionally landscaped backyard serves as a private oasis, featuring a tranquil gazebo and a dedicated area for a fire pit, complemented by a spacious front driveway that ensures stress-free parking for residents and guests alike. Upstairs, the primary suite offers a luxurious retreat complete with a spa-inspired bath and jacuzzi soaking tub, while three additional bright bedrooms provide excellent versatility for a dedicated home office or guest accommodations. Positioned just minutes from Peekskill's vibrant downtown arts district, exceptional dining, and the Metro-North station for an effortless commute, this home is further elevated by scenic neighborhood walks offering breathtaking views of the Hudson River.

36 Scofield Court, Peekskill
$689,000
3 Beds ⋅ 3 Baths ⋅ 1019268 MLS
Beautifully renovated home in the heart of Peekskill! This move-in ready property features a new roof, new siding, and a newly paved driveway. Major mechanical upgrades include a brand-new 200-amp electrical panel and an upgraded Weil-McLain boiler, providing peace of mind for years to come. The home offers 3 spacious bedrooms, 2.5 bathrooms, plus a versatile bonus room in the finished basement complete with a full bathroom and closet, ideal for guests, a home office, or additional living space. Step inside to a stunning brand new kitchen featuring new appliances, complemented by a spacious formal dining room and a bright, inviting living room, perfect for everyday living and entertaining. Relax and unwind on the fully enclosed front porch/sunroom, the perfect spot to enjoy your morning coffee or entertain year round, in addition to spacious back patio and backyard. Don't miss this opportunity to make this beautifully updated home your own!

103 S Broad Street, Peekskill
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.