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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

$1,750,000
1041015 MLS
Beautifully restored Victorian seven-family income-producing property in the heart of Peekskill. This impressive three-story multifamily home combines timeless architectural character with extensive modern updates. The interior was fully renovated in 2019, with the exterior also refreshed, offering an attractive, well-maintained investment opportunity. The three-story building features two apartments on each floor, plus an additional basement-level unit with windows, providing a total of seven units. Tenants pay their own utilities, helping maximize the property's income potential. All units are currently on a month-to-month basis, providing flexibility for an investor or owner looking to manage the property strategically. All apartments are equipped with a video intercom system, and additional storage is available in the basement. Ample off-street parking behind the property is shared by the tenants—an important amenity in a multifamily setting. There is also potential to add laundry facilities, creating an additional opportunity for income and tenant convenience.Conveniently located in Peekskill with easy access to Metro-North, shopping, dining, entertainment, parks, and the vibrant downtown area. An excellent opportunity for investors seeking a turnkey multifamily property with additional upside potential.

218 N James Street, Peekskill
$1,400,000
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
$1,325,222
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 7.9% (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
$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
$999,999
7 Beds ⋅ 3 Baths ⋅ 1023637 MLS
Highest and best offers by Monday, August 24 at 6 PM. 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
$999,000
1041450 MLS
This is a fully operational auto collision, repair, and sales facility on Park Street in Peekskill, one of Northern Westchester's busiest automotive corridors . The business has been running at this location for over 20 years and comes with everything you need to walk in and start working on day one. Real estate and business are available together or separately. Business for sale for $600,000 The building sits on just over half an acre with 100 feet of frontage on Park Street and on-site parking, giving you serious visibility and room to operate . Town water and sewer are connected. -12 foot ceilings with 2 overhead doors -New paint booth -2 Car lifts -Very good condition throughout -Fully approved expansion plans included in sale

1561 Park Street, Peekskill
$999,000
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
$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
$949,000
5 Beds ⋅ 3 Baths ⋅ 940338 MLS
Legal three-family property in a convenient Peekskill location near downtown, restaurants, shopping, bus service and Metro-North. The property includes a spacious 3-bedroom apartment and two 1-bedroom apartments, currently generating $7,500 per month in rental income. A great opportunity for an owner-occupant looking to offset housing costs or an investor seeking immediate income. Additional features include a legal 3-car garage with rental potential, additional off-street parking and a recently replaced roof. Property will be conveyed with its current certificate of occupancy.

147 Union Avenue, 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
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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.