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$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

$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

$499,000
2 Beds 4 Baths 1044830 MLS
Welcome to Greenacres! This beautifully maintained end unit townhouse-style home offers comfortable living, flexible space, and a convenient Peekskill location. Featuring 2 bedrooms and 3.5 baths, this home is designed with an open and functional floor plan. The main level features a eat-in kitchen with updated cabinetry, granite countertops, stainless steel appliances, and a wonderful bay window that fills the space with natural light. The dining and living room areas create a spacious open-concept setting perfect for everyday living and entertaining. Step outside from the living area onto a beautiful private deck, ideal for relaxing or enjoying your morning coffee. Upstairs, you’ll find two spacious bedrooms, including a primary suite with plenty of closet space. The second bedroom offers a private bath. The basement lower level area provides even more living space and versatility. It includes a laundry room, utilities, full bathroom, and a generous family room that can easily function as a home office, gym, recreation room, or additional living area. The space can be customized and divided to suit your individual needs. You’ll also have access to the yard area. Additional conveniences include two assigned parking spaces (#15 and #16) plus plenty of visitor parking. The community is conveniently located near shopping, everyday amenities, public transportation, and the Peekskill Metro-North Train Station, approximately 2.3 miles away by car. Bee-line bus service is also available along the main road on Route 6. Pet policy: One cat and one dog permitted per unit. Please note that there is a Turner House assessment currently in place through the end of January 2033 of $100. Monthly HOA is $455. Star Savings is $,439.00 per year A wonderful opportunity to enjoy townhouse-style living with multiple levels of flexible space in a convenient Peekskill location!

601 Mallard Way, 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

$725,000
5 Beds 3 Baths 1037277 MLS
Enchanting, updated Victorian with character on a deep, private double lot nestled behind hedges and trees. Enjoy town & country living in historic Peekskill, across from an expansive park. Walk to shops, cafes, or train, 1 hour to Grand Central. Quintessential wraparound porch as well as back patio overlooking mature gardens & lawn with space for a future pool or garage. Inside features antique details, hardwood floors, high ceilings across 3 comfortable levels. The main floor boasts an ideal layout: entry, living & dining areas, full bath, laundry, walk-in pantry, new kitchen with quartz counters opening to a back patio, and a versatile office/guest bedroom. The basement offers updated systems, workshop space, & walk out bulkhead access. Upstairs, find 4 bright bedrooms, including a spacious primary with a custom closet, a spa-like bath with deep soaking tub, & a remodeled powder room. Heated, finished third floor has 3 bright bonus rooms with closets as well as attic storage.

304 Union Avenue, Peekskill

$515,000
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 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 easy access to public transportation. 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

$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

$619,000
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

$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

$589,000
2 Beds 3 Baths 1026457 MLS
Enjoy resort style living year-round in Chapel Hill, a sought after community privately nestled amongst 100 meticulously landscaped acres, offering in-ground pools, tennis, miles of hiking trails, and an award-winning Lifestyle Center. Some of the many amenities include a state-of-the-art fitness center, men/women locker rooms with saunas, basketball courts & bocce ball, a billiard table and exciting ongoing activities. This freshly painted, tri-level single family home offers 2 large bedrooms, and 2 and one half renovated baths with a custom tiled shower in the primary ensuite, a brand new kitchen, new flooring and over 500 square feet in a full finished basement perfect for a home office, guest quarters or family room- complete with an abundance of storage. The main level features an open-plan living/dining area with an electric fireplace and sliding glass doors that open to an oversized deck with electric awning overlooking the lush grounds. The roof was replaced in 2023, new HVAC in 2025, new kitchen in 2022. Minutes to the train, parks, the art and restaurant districts, the Paramount Theatre as well as the Peekskill waterfront known for its summer concerts and holiday fireworks, and there is also a marina for all you boat enthusiasts!. Perhaps this is one of the nicest places to live in Westchester given its super easy commute to NYC via Metro-North's Peekskill station, and close proximity to hiking trails, major highways, shopping, dining, and entertainment. This truly is worry free living as all landscaping and snow removal is done for you by the HOA. Move-in ready!

3902 Hickory Court, Peekskill

$609,900
3 Beds 2 Baths 1018933 MLS
BACK ON THE MARKET ! BUYER WAIVED INSPECTION AND APPRAISAL THEN WALKED AWAY Beautifully maintained 3-bedroom, 2-bath Craftsman offering approximately 1,750 square feet of living space plus a heated walk-out lower level which adds extra useable room and space totaling 2587square feet!!! and 3 small storage rooms as well and a pull down attic . . This home blends timeless character with everyday comfort, featuring hardwood floors, a masonry fireplace, a three-season porch, and flexible bonus space perfect for today’s lifestyle. The corner building lot adds mor charm along with the black aluminum fencing. The garage is extra long and has electric to it for power tools and battery chargers ect. The inviting living room serves as the heart of the home, featuring a beautiful masonry brick fireplace and cypress wood walls that create a cozy, timeless atmosphere, White pine wood walls in adjoining rooms. The main level includes a formal dining room with oak floors with wood pegs adding charm and character, an eat-in kitchen, and classic hardwood flooring. The upper level hosts the three bedrooms, a full bath, and a versatile bonus room ideal for an office or flex space. Located in a prime Northern Westchester community, this home offers unparalleled convenience. You are just minutes away from Peekskill’s vibrant downtown, featuring an array of restaurants, taverns, and local shops. Nature and recreation are at your fingertips with the Hudson River and the scenic Riverfront Green Park nearby, which offers year-round events. Depew Park, known for its summer music events and swimming pool, is also within easy reach. Commuters will appreciate the convenient access to both Metro-North and Amtrak train stations. Schedule your private showing today to experience this gem for yourself.

119 Husted Avenue, Peekskill

$499,999
3 Beds 1 Baths 978967 MLS
Welcome to this charming and well-loved three-bedroom home, ideally situated on a quiet street just moments from the vibrant north side of Peekskill’s downtown. Blending warmth, character, and practical living space, this home offers a wonderful opportunity for comfortable everyday living with room to make it your own. Step inside to find a spacious main level featuring a bright and inviting living room—perfect for relaxing or gathering with friends and family. The formal dining room provides a dedicated space for meals and entertaining, with easy access to the kitchen for convenience. The kitchen offers ample workspace and storage, with a functional layout that flows naturally into the rest of the home. One bedroom is conveniently located on the first floor, offering flexibility for guests, a home office, or single-level living. Upstairs, you’ll find two additional bedrooms with classic charm and cozy appeal. Throughout the home, you’ll notice abundant storage options, including a full basement and a walk-up attic—ideal for keeping seasonal items organized or exploring future expansion possibilities. Outside, enjoy a generous backyard with plenty of room for outdoor dining, gardening, play, or relaxation. A two-story shed offers additional storage space and presents exciting potential for conversion into a workshop, studio, or finished bonus area. The welcoming three-season front porch is the perfect spot to unwind with your morning coffee or enjoy a quiet evening. With its desirable location close to downtown Peekskill’s shops, restaurants, and amenities, combined with its comfortable layout and inviting character, this home is a fantastic opportunity to settle into a peaceful neighborhood while staying connected to everything the area has to offer.

540 N James Street, Peekskill

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.