Peekskill Real Estate

Peekskill: The Hidden Gem of Westchester County, NY

Nestled in the beautiful Westchester County of New York, Peekskill is a vibrant city that offers a unique blend of small-town charm and urban amenities. With its rich history, stunning natural beauty, and thriving arts scene, Peekskill has become a sought-after destination for those looking to settle down in the Hudson Valley region.

One of the greatest advantages of living in Peekskill is its convenient location. Situated just an hour's drive from New York City, residents can easily commute to the bustling metropolis for work or leisure. However, Peekskill itself has plenty to offer. The city boasts a diverse range of restaurants, cafes, and shops, ensuring that residents have easy access to all their daily needs.

Nature enthusiasts will find themselves in paradise in Peekskill. The city is surrounded by picturesque landscapes, including the stunning Hudson River and the majestic Bear Mountain State Park. Outdoor activities such as hiking, boating, and fishing are popular among residents, providing endless opportunities for adventure and relaxation.

Peekskill is also known for its vibrant arts and culture scene. The city is home to numerous art galleries, theaters, and music venues, showcasing the talents of local artists and performers. Throughout the year, Peekskill hosts various festivals and events that celebrate the arts, bringing the community together in a spirit of creativity and appreciation.

For families, Peekskill offers excellent educational opportunities. The city is served by top-rated schools that prioritize academic excellence and provide a nurturing environment for students to thrive.

In conclusion, Peekskill is a hidden gem in Westchester County, NY, offering residents a high quality of life, proximity to nature, and a thriving arts and culture scene. Whether you're looking for a peaceful retreat or an active community, Peekskill has something for everyone.

Newest Listings in Peekskill

$379,999

2 Beds ⋅ 2 Baths ⋅ 1050130 MLS

Welcome to 3 Waterview Estate in Peekskill! This fully renovated, move-in-ready condo offers a bright and modern interior with updates throughout. The brand-new kitchen features white shaker cabinetry, quartz countertops, subway tile backsplash, stainless steel appliances and modern black fixtures. The spacious living area offers new flooring, fresh paint, updated lighting and sliding glass doors leading to a private outdoor patio. Both bathrooms have been beautifully updated with contemporary finishes, and the unit also features in-unit laundry, generously sized bedrooms and excellent closet space, including a walk-in closet. Waterview Estates offers community amenities including an outdoor pool and tennis courts, all while being conveniently located near shopping, dining, transportation and major commuter routes. Nothing to do but move in and enjoy!

3 Waterview Estate

$625,000

1050119 MLS

Incredible location just a third of a mile to the Peekskill Metro-North station, the Peekskill Riverfront Green Park, and the beautiful walking trails along the Hudson River!Catch the train in a flash and enjoy everything this vibrant city has to offer. The second-floor unit was completely renovated in 2021 with new flooring, a modern kitchen, and an updated bath. Each apartment features its own dedicated washer and dryer, alongside high-efficiency, wall-mounted heating systems (ENERGY STAR Qualified Equipment) that provide instant hot water. An enclosed front porch currently serves as a functional mudroom and storage space. The level backyard offers abundant parking accessed via a wide driveway, easily accommodating up to 6 cars. A convenient exterior basement entrance opens directly to the yard, perfect for outdoor projects. The full basement also provides excellent potential for future finished living space (subject to proper city permits).Enjoy city sewer, town water, and low taxes in a thriving community known for its outstanding dining, theaters, live concerts, and local arts scene. Fully rented with fantastic income and a survey is readily available. Both units are occupied and require advance notice for all showings—please plan accordingly!The City of Peekskill, New York, is widely celebrated as one of the Hudson Valley's most dynamic and accessible cultural hubs. Perfectly positioning a mix of scenic natural beauty and a bustling urban center, it provides an exceptional quality of life for residents and a magnetic destination for visitors. $625,000 price is for fully occupied.

113 Old Bay, Peekskill

$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

$450,000

2 Beds ⋅ 3 Baths ⋅ 1048973 MLS

Stylish Townhouse Living in Society Hill II! Beautifully presented 2-bedroom, 2.5-bath townhouse offering a spacious, light-filled layout and a fabulous location. Laminate wood flooring flows throughout, creating a warm and welcoming feel. The first floor features an eat-in kitchen with granite countertops, a large living room with a lovely fireplace, and a dining area with a convenient pass-through to the kitchen. A powder room completes the main level. Upstairs, the spacious primary bedroom offers generous closet space and a private en-suite bath with a walk-in shower. The second bedroom is also en-suite with its own full bath, providing wonderful privacy for family or guests. For added convenience, the laundry with washer and dryer is located on the bedroom level. Step outside to a wonderful oversized private patio—perfect for relaxing, entertaining, or enjoying your morning coffee. Two additional storage closets are conveniently located off the patio. Natural gas heat. Amenities include a clubhouse, pool, fitness center, basketball, and playground. Enjoy all that Society Hill II has to offer in an exceptional location with convenient access to shopping, dining, major roadways, and the Metro-North train station. Spacious, stylish, and ideally located—this townhouse is ready to move in and enjoy!

30 Winchester Avenue, 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

$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

$1,100,000

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

$699,000

5 Beds ⋅ 2 Baths ⋅ 1047324 MLS

931 2nd Street is a two-family property offering flexibility for both owner-occupants and investors. Each unit provides approximately 900 square feet of living space. The first-floor unit is vacant and features 2 bedrooms, 1 full bath, an eat-in kitchen, living room, and access to the yard, giving a new owner the opportunity for immediate occupancy or to select their own tenant. The second-floor unit features 3 bedrooms, 1 full bath, kitchen, and a private balcony, providing additional outdoor space. Located in the heart of Peekskill, the property offers convenient access to downtown shopping, dining, local amenities, and transportation. With two separate units and a vacant first floor, 931 2nd Street presents an opportunity to live in one unit while generating rental income from the other or add a multifamily property to an investment portfolio. Square footage is approximate; buyers and buyers' agents should independently verify all information.

931 2nd Street, Peekskill

$495,000

2 Beds ⋅ 3 Baths ⋅ 1047542 MLS

Set within Society Hill I at Westchester, 9 Redtwig Court offers one of the larger layouts in the community, with the space, flexibility, and convenience buyers look for in a Peekskill townhouse-style condo. This 1,430 sq ft home features 2 bedrooms, 2.5 baths, and a documented den/home office that adds valuable everyday function beyond a traditional two-bedroom layout. The main level offers comfortable living and dining areas with easy access to the expanded rear deck overlooking a wooded stream setting. Upstairs, the den gives the home added flexibility and can work well as a home office, guest space, nursery, fitness area, creative room, or other use based on buyer needs. Additional features include in-unit laundry, attic storage, central air, natural gas heat, one assigned parking space, and additional visitor/unassigned parking within the community. Society Hill offers low-maintenance condominium living in a convenient Peekskill location close to everyday essentials. Shopping, dining, local services, public transportation, Metro-North, Route 6, Bear Mountain Parkway, NewYork-Presbyterian Hudson Valley Hospital, downtown Peekskill, and the Hudson River waterfront are all nearby. Residents may also have access to additional amenities through neighboring Society Hill recreation facilities, subject to current rules, fees, and availability. A strong opportunity to own one of the larger Society Hill I layouts with flexible space, rear deck, wooded stream views, parking, storage, and everyday convenience in Westchester County. Buyer and buyer’s agent to verify all association information. One Assigned Parking, Spot 9 + guest parking.

9 Redtwig Court, Peekskill

$475,000

1 Beds ⋅ 2 Baths ⋅ 1048039 MLS

Beautifully updated, thoughtfully designed, and truly move-in ready. This spacious garden-level condo in Woods III offers easy one-level living with a flexible floor plan that lives like a two-bedroom. The versatile den provides the perfect space for overnight guests, a home office, or whatever suits your lifestyle. At the heart of the home is a newly renovated kitchen featuring granite countertops, a custom granite backsplash, stainless steel appliances, and a passthrough to the dining area. Hardwood floors, custom-built closets, and abundant storage add both style and function. The oversized primary suite offers two closets, a private dressing area, and a beautifully renovated ensuite bath. A renovated second bath, in-unit laundry, brand-new central AC, ultra-quiet on-demand boiler, and private deck complete the package. All this in a convenient location just minutes from Downtown Peekskill, the waterfront, shopping, dining, and transportation.

25 Villa Drive, 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

$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

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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.