Peekskill Real Estate

Welcome to Peekskill, New York—a hidden gem nestled in the heart of Westchester County. With its picturesque views of the Hudson River and a rich tapestry of history, Peekskill offers a unique blend of small-town charm and urban convenience. Just an hour north of New York City, this vibrant city is the perfect retreat for those seeking a serene lifestyle without sacrificing access to metropolitan amenities.

Peekskill boasts a thriving arts scene, with galleries and studios that showcase local talent, and a lively calendar of events that brings the community together throughout the year. The beautifully restored Paramount Hudson Valley Theater is a cultural hub, offering a diverse range of performances from concerts to theatrical productions. Nature enthusiasts will appreciate the scenic trails and parks, including the stunning Riverfront Green Park, where you can enjoy leisurely strolls, picnics, and breathtaking sunsets over the water.

The city is also home to a variety of dining options, from cozy cafes to upscale restaurants, ensuring that there’s something to satisfy every palate. The bustling downtown area features a mix of boutique shops and local markets, making it easy to support small businesses while enjoying a vibrant shopping experience.

Families will find that Peekskill is a welcoming community with excellent schools and recreational programs, fostering a nurturing environment for children to thrive. With its rich history, artistic spirit, and strong community ties, Peekskill is not just a place to live—it's a place to call home. Whether you're looking for a charming house or a modern apartment, Peekskill has a diverse range of real estate options waiting for you. Come discover the beauty and warmth of this extraordinary city!

Newest Listings in Peekskill

$529,000

2 Beds ⋅ 3 Baths ⋅ 1033542 MLS

This immaculate & elegant Peekskill residence offers refined two-bedroom, two-and-a-half-bath condominium living, featuring an attached garage, porch with partial view of Hudson River & a private backyard patio. The home's main level features a powder room, spacious chef's kitchen featuring stainless steel appliances, & abundant cabinetry & counter space. Kitchen flows seamlessly into the homes dining & living spaces. Large windows flood the home with natural light throughout. Living room features beautiful hardwood flooring, a gas fireplace & walk out porch (with partial views of Hudson River to the left). Lower level features two bedrooms & two full bathrooms. The spacious primary bedroom features an en suite bath complete with a shower and jacuzzi tub, and a huge walk-in closet. New premium carpeting was just installed throughout lower level. The 2nd bedroom on lower level could also be used as a home office, gym, studio, etc. Laundry room with washer & dryer on lower level. This freshly painted, newly carpeted home with a conveniently attached 1-car garage at Riverbend provides effortless transit access. For the urban professional, this location is ideal—just a short walk to the Peekskill Metro-North station, making for a seamless Hudson Line commute to NYC. Riverbend residents enjoy exceptional amenities including an inground pool, and a clubhouse featuring a spacious entertainment room that can be used for private parties & gatherings, a library, state-of-the-art fitness center, pool hall, bar, and a kitchen. In addition to the home's beautiful views, enjoy the vibrant downtown Peekskill arts scene, waterfront parks, restaurants, breweries and cafes - all just minutes away.

414 Highridge Court, Peekskill

$475,000

2 Beds ⋅ 2 Baths ⋅ 1031330 MLS

What a beautiful location in the desired Chapel Hill community! This sun-drenched, second-floor home features easy-to-maintain oak hardwood flooring in the main living area and hall, along with a generous space for entertaining that extends through sliding glass doors onto a private, serene deck. The corner wood-burning fireplace creates a cozy focal point in the living room. The spacious primary ensuite bedroom is a true sanctuary, featuring surround windows with scenic views and ample closet space, including a deep walk-in closet with built-in shelving. The generous secondary bedroom also offers plenty of space and storage. A full hall bath and dedicated laundry area complete this home. Enjoy top-tier amenities at the community lifestyle center—play a card game, work out, play basketball, or relax in the sauna after a swim in the pool! Take advantage of the scenic walking paths meandering throughout the landscaped grounds. All this, just minutes to the Peekskill Metro-North station and major roadways!

23 Bayberry Drive, 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

$620,000

2 Beds ⋅ 3 Baths ⋅ 1030195 MLS

WELCOME HOME To luxury living at its best in a suburban setting in this perfectly updated townhome that shows like a model home. The finishings and features and floor plan provide that spacious and special feeling of a majestic interior. The Kitchen has new decorator custom cabinetry and all newer stainless appliances. New neutral light colored luxury vinyl hardwood look flooring with complimentary designer backsplash. Large window for ventilation with a light and airy feeling and so much natural light. Bonus space adjacent to the kitchen is an area for a very large table or a table and a comfy cozy seating area, your choice. Dining area and Living room with an open floor plan complete the main level. The Living room with a most convenient gas fired fireplace, just turn the switch on for ambience and warmth. The sliding glass doors to the patio has the most current designer custom verticals. Recessed lighting throughout. TV can be mounted easily for every vantage point of the room. The primary bedroom en-suite is spacious and has two ample sized closets The second bedroom is also extremely spacious with a walk in closet. The Oversized Loft with vaulted ceiling and skylights can serve as an office, playroom, gym, guest quarters...your choice! This townhouse can easily live like a three bedroom for your daily living and for your guests. The front exterior entryway with a covered overhang and space for seating and an all new cement walkway. The rear yard has a brand new patio from the living room sliders for your serenity, privacy and a lush green space atmosphere. Convenient Parking in this townhouse with its attached one car garage, driveway and extra parking directly across the street just a few steps from the front door. Chapel Hill majestically sits on a 100 acre parcel with mature plantings and lush greenery. 138 Underhill lane is in the sought after Hillside section of Chapel Hill and is located at the border of Cortlandt Manor/Peekskill with a quick trip to route 202 & route 6 shopping and the vibrant Peekskill downtown areas and riverfront. Choose from so many outstanding restaurants by the river or downtown. Chapel Hills long list of amenities include, Clubhouse with fitness center includes state of the art equipment and scheduled classes daily, Sauna, Pool, Tennis, Bocce court, Playground, Green space with walking trails, Indoor basketball & more. *Minutes to Metro North; less than an hour commute into NYC. Owners have meticulously maintained this townhouse. A/C 2025, Kitchen appliances 2022-2024, Washer/Dryer 2022-23, Water heater 2019, All New Blinds throughout 2021.

138 Underhill Lane, Peekskill

$228,000

1030615 MLS

This attractive parcel features a level front with a gentle slope toward the rear, offering excellent potential for creative landscaping and outdoor living space. The natural grade lends itself perfectly to progressive light filled architectural designs, easily accommodating a walk-out lower level or terraced foundation. Conveniently located less than 0.7 miles from the Metro-North Peekskill Train Station, the property is just minutes from local shopping, dining, bakery, and the historic Paramount Theater. Enjoy seamless access to the scenic Peekskill Riverfront and nearby Depew Park, which offers a wide variety of recreational amenities. This exceptional property is ready to bring your dream home plans to life.

806 Bay Street, Peekskill

$849,000

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

$175,000

1 Beds ⋅ 1 Baths ⋅ 1026343 MLS

Welcome to Stonegate, where comfort, convenience, and style come together in this beautifully updated second-floor, street-level entry one-bedroom, one-bath co-op. Sun-filled and inviting, the spacious living and dining room features a sliding glass door that opens to a private balcony, creating the perfect space for everyday living. The custom kitchen features granite countertops, custom cabinetry, a coffee bar, stainless steel appliances, a private pantry, and a large window that fills the room with natural light. The oversized bedroom fits a king-size bed and offers a generous walk-in closet. The updated bathroom features tile flooring and great storage. Additional features include assigned parking next to the unit, a locked private storage cage, laundry in the basement, and guest parking. Enjoy Stonegate's community amenities, including a pool and picnic area. Ideally located within walking distance to downtown Peekskill's vibrant restaurants, shops, entertainment, the shopping center, and bus service near to the complex. Just 2.9 miles to Metro North for an easy commute to New York City. Enjoy nearby Depew Park with pool, tennis, pickleball, picnic areas, playground, and walking track. Enjoy nearby Hudson River activities at Peekskill’s Riverfront Green, offering scenic walking paths, waterfront recreation, seasonal events, and festivals throughout the year.

1840 Crompond Road Unit #6C3, Peekskill

$780,000

4 Beds ⋅ 4 Baths ⋅ 1031347 MLS

Welcome to this beautifully maintained home that offers comfort, functionality, and incredible versatility. Thoughtfully updated with new flooring and equipped with central heating and air conditioning, this home is move-in ready and designed to accommodate a variety of lifestyles. You get two bonus rooms in the basement along with an additional office, providing endless possibilities for a home office, gym, hobby room, guest accommodations, or playroom. The main kitchen is enhanced with a Culligan drinking water dispenser, offering fresh, purified water right at your fingertips. Convenience continues with two washer and dryer hookups—one located in the utility room and another in the basement. For electric vehicle owners, the attached garage includes a 240V Tesla charging outlet, making charging at home simple and efficient. The home is also equipped with solar panels, helping reduce energy costs (buyer to take over solar lease contract) Additional comfort features include wall heaters upstairs and in the basement. Best of all, there is no HOA, giving you greater freedom and fewer restrictions. This home is truly a rare opportunity that is ready for its next owner.

182 Benefield Boulevard, Peekskill

$629,000

2 Beds ⋅ 2 Baths ⋅ 1027781 MLS

Welcome to this exceptional two-bedroom, two-bath single-family attached home in the sought-after Chapel Hill community. Beautifully situated in a serene setting, this townhouse has been thoughtfully updated with a new roof, new siding, new hardwood floors, new recessed lighting, a completely renovated first-floor bathroom, fresh interior paint, and Andersen sliding and storm doors. An oversized one-car garage provides additional convenience and storage. The open loft area is perfect for a family room, while the finished lower level offers ideal space for a home office. Chapel Hill offers an impressive array of amenities, including a beautiful clubhouse, swimming pool, fitness center, tennis and pickleball courts, and a bocce court. Enjoy the scenic walkways along the Hudson River at Peekskill’s Riverfront Green, visit nearby Depew Park—one of Peekskill’s hidden treasures—or attend a performance at the Paramount Hudson Valley Theater. Convenient access to Metro-North makes commuting to New York City easy. Move right in and experience all that this exceptional home and community have to offer.

3302 Homestead Court, Peekskill

$379,999

2 Beds ⋅ 2 Baths ⋅ 1028318 MLS

Welcome to your dream home at 1630 Park Street in Peekskill, NY! This beautifully maintained single-family townhouse presents a fantastic opportunity for first-time homebuyers seeking a vibrant community to settle in. Spanning three levels, this spacious home features two comfortable bedrooms on the second level, with a full hall bath. The inviting main level boasts a bright kitchen and a seamless living and dining area that opens up to a large deck—perfect for entertaining or enjoying quiet outdoor moments. The lower level offers a versatile recreation room, half bath, utilities, and an in-unit washer/dryer, with direct access to the parking lot and carport for ease of use. Recent updates include fresh paint throughout, new wall-to-wall carpeting in the bedrooms, and newly refinished hardwood floors on the main level. With baseboard heating, a gas boiler, and a standalone gas hot water heater for efficiency, this home combines comfort and practicality. Located conveniently near highways, shopping, and public transportation, you'll also have easy access to the amenities of downtown Peekskill, including parks, the riverfront, restaurants, and cultural attractions such as the Historic Paramount Theater. Schedule your appointment today!

1630 Park Street, Peekskill

$1,100,000

9 Beds ⋅ 4 Baths ⋅ 1027358 MLS

Exceptional investment opportunity in one of Peekskill's most desirable neighborhoods! This well-maintained 4-unit property features spacious apartments with generous layouts, making it an attractive option for both tenants and investors. Ideally located just minutes from downtown Peekskill's restaurants, shops, and entertainment, with easy access to the Metro-North train for a convenient commute to New York City. Close to Route 9, parks, and local amenities, this property offers the perfect combination of location, convenience, and strong rental appeal. Don't miss this opportunity to own a multi-family property in a prime location.

145 Fremont St, Peekskill

$535,000

3 Beds ⋅ 1 Baths ⋅ 1030869 MLS

Welcome to this beautifully fully renovated 3-bedroom, 1-bathroom home in the heart of Peekskill. Thoughtfully redesigned from top to bottom, this move-in ready residence offers modern finishes while maintaining a warm and inviting feel. The home features a bright, open layout, an updated kitchen with contemporary finishes, a stylish full bathroom, new flooring, updated fixtures, and quality craftsmanship throughout. Outside, enjoy a open backyard, providing ample space for entertaining, gardening, pets, or simply relaxing in your own outdoor retreat. Conveniently located just minutes from downtown Peekskill, you'll have easy access to a vibrant selection of restaurants, cafés, shops, parks, and the scenic Hudson River waterfront. Commuters will appreciate the proximity to the Peekskill Metro-North Hudson Line Station, offering service to Grand Central Terminal, as well as nearby Bee-Line bus routes, US-9, Route 9A, Route 35, and the Taconic State Parkway, making travel throughout Westchester and beyond convenient. The neighborhood also offers easy access to shopping centers, grocery stores, schools, medical facilities, recreation, and local entertainment. A wonderful opportunity to own a turnkey home in a convenient location with modern updates and excellent commuter access. Schedule your private showing today!

5 Grant Avenue, Peekskill

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