Peekskill Homes with Maintenance Grounds Amenities

Welcome to Peekskill, New York, a charming city nestled in the picturesque Hudson Valley and renowned for its rich history, vibrant arts scene, and exceptional quality of life. One of the standout features of this community is its highly regarded school district, which is committed to providing an engaging and supportive environment for students of all ages. The Peekskill City School District boasts a diverse curriculum that emphasizes academic excellence, creativity, and character development. With dedicated educators and a variety of extracurricular programs, students are encouraged to thrive both in and out of the classroom. Families will appreciate the district's focus on fostering a sense of community and collaboration, ensuring that every child has the opportunity to succeed.

In addition to its educational offerings, Peekskill is home to a variety of beautiful homes that come with maintenance grounds amenities, making it an ideal choice for those seeking a low-maintenance lifestyle. These properties offer the perfect blend of comfort and convenience, with professional landscaping services taking care of the outdoor upkeep, allowing homeowners to enjoy their surroundings without the hassle of yard work. Imagine coming home to a beautifully manicured lawn and vibrant gardens, all while having more time to spend with family, explore the local parks, or indulge in the area's thriving dining and shopping scene.

Discover the perfect balance of education, community, and convenience in Peekskill, where your dream home awaits! Whether you're a first-time buyer or looking to upgrade, this city offers a welcoming atmosphere that makes it easy to feel at home.

Newest Peekskill Homes with Maintenance Grounds Amenities

$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

$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

$599,000

2 Beds ⋅ 3 Baths ⋅ 1026457 MLS

Welcome to this beautifully updated 2-bedroom, 2.5-bath Single Family townhome in the highly desirable Chapel Hill community! Move right into this freshly painted home featuring updated flooring, a renovated kitchen with modern cabinetry and newer appliances, and tastefully updated bathrooms throughout. The spacious layout includes a finished 500+ sq. ft. basement, perfect for a family room, home office, gym, or recreation space. Step outside to an oversized 16' x 16' deck complete with an electric awning, creating the ideal setting for outdoor dining, entertaining, or simply relaxing. Enjoy a low-maintenance lifestyle with Chapel Hill's outstanding amenities, including a community pool, fitness center, basketball court, pickleball courts, bocce ball, and a putting green. Conveniently located near shopping, restaurants, parks, and major commuter routes, this turnkey home offers the perfect combination of comfort, style, and community living. Don't miss this exceptional opportunity!

3902 Hickory Court, Peekskill

$599,000

2 Beds ⋅ 2 Baths ⋅ 1025735 MLS

Privately set and beautifully maintained three-level end-unit townhouse in the highly desirable Chapel Hill community, offering comfort, functionality, and a private wooded setting. The main level features an entry foyer, a dining area, and a beautiful living room highlighted by a fireplace, two remote-controlled skylights that fill the space with natural light, and sliding glass doors leading to a private 18' x 20' Trex deck overlooking the peaceful open space. The first floor also offers a spacious bedroom and a beautifully remodeled full bathroom (2022) with dual access from both the bedroom and hallway. Upstairs, you'll find a second bedroom with its own full bath, a walk-in closet, and a spacious loft area that provides excellent flexibility for a home office, den, guest space, or additional living area. The lower level offers even more usable space, additional storage opportunities, and access to the oversized one-car garage equipped with automatic door openers and built-in storage cabinets. A newer roof provides and freshly paved roads and driveway added peace of mind for the next owner. Wonderful Location! Residents of Chapel Hill enjoy access to exceptional community amenities, including a clubhouse, two swimming pools, tennis courts, pickleball courts, and a basketball court, making it one of the area's most sought-after neighborhoods. Combining a versatile layout, private setting, and outstanding community features, this home offers the perfect blend of comfort and convenience.

3501 Homestead Court, Peekskill

$646,000

2 Beds ⋅ 2 Baths ⋅ 995522 MLS

Welcome to Chapel Hill, one of Peekskill's most sought-after communities. This spacious 2-bedroom, 2-bath end-unit townhouse offers a bright and functional floor plan designed for comfortable everyday living. 4205 Finch Court is located in The Meadows section of Chapel Hill. The Meadows were completed in 2003 and is considered a PUD. The community pairs the privacy of a wooded, low-traffic setting with resort-style shared amenities and one of the shortest commutes to New York City in northern Westchester. The Meadows is part of the master association. The other phases are condominium This home features generously sized bedrooms, one of which is on the first floor, both with bathroom and walk-in closets; a large loft area (second floor) with a skylight; an in-unit laundry (first floor) closet; an eat-in kitchen with stainless steel appliances and gas range; and sliding glass doors to a deck that overlooks a wooded vista. The inviting living room is anchored by a beautiful stone wood-burning fireplace, creating a warm and welcoming focal point for relaxing or entertaining. The freshly painted fully finished lower level opens up to a private patio and scenic backyard. Enjoy the convenience of low-maintenance living in a community known for its outstanding amenities and beautifully maintained parklike grounds. Chapel Hill residents enjoy access to swimming pools, a fitness center, tennis courts, pickleball courts, basketball courts, clubhouse, playgrounds, and scenic walking paths. Ideally located near shopping, dining, major highways, and Metro-North, this home offers the perfect combination of comfort, convenience, and an active lifestyle.

4205 Finch Court, Peekskill

$249,999

2 Beds ⋅ 1 Baths ⋅ 1018044 MLS

Well-maintained 2-bedroom, 1-bath condominium located in the desirable Hillcrest community of Peekskill. This bright and spacious unit offers a functional layout with generously sized bedrooms and a covered private balcony, providing the perfect space to relax or entertain. Community amenities include a swimming pool, assigned parking, and on-site laundry facilities for added convenience. Ideally situated near shopping, restaurants, parks, and the vibrant downtown Peekskill waterfront. It's a commuter's dream with easy access to major highways, public transportation, and the Metro-North Railroad, offering a convenient commute to New York City. Low property taxes and low-maintenance living make this an excellent opportunity for first-time buyers, downsizers, or anyone seeking an affordable home in Westchester County.

8 North James Street Unit #I, Peekskill

$247,000

1 Beds ⋅ 1 Baths ⋅ 981371 MLS

Updated ground floor one-bedroom unit located in the heart of Peekskill. This inviting home offers a refreshed interior with modern touches, providing both comfort and convenience. Ideally situated near the train station, it’s perfect for commuters, while also being just moments from a variety of local restaurants, shops, and amenities. Residents can also enjoy access to a community pool, adding to the appeal of this desirable property. Enjoy the ease of ground floor living in a vibrant and accessible neighborhood—an excellent opportunity for comfortable, low-maintenance living.

6 Rolling Way Unit #6D, Peekskill

$128,000

1 Beds ⋅ 1 Baths ⋅ 982872 MLS

Welcome to Stonegate—where comfort, convenience, and effortless living come together. This first-floor one-bedroom unit features a spacious layout with a walk-in closet, one full bathroom, and a living room dining room combo. The kitchen is equipped w/ granite countertops and stainless steel appliances, offering both style and functionality. Stonegate’s beautifully landscaped, park-like grounds create a resort-style atmosphere with a pool, picnic areas, and barbecue spaces. Residents also enjoy on-site laundry, assigned storage, easy outdoor access, and dedicated parking. Perfectly positioned near downtown Peekskill, you’re moments from dining, shopping, Metro-North (under an hour to Grand Central), major highways, and the Hudson River waterfront. Monthly maintenance includes taxes, heat, water, basic cable, and internet, plus the STAR allowance for primary residents. Co-op requirements- credit score of 775+ and 20% down at contract signing. Income requirements (no exceptions)- Cash buyer income must be greater than $38,000 for each applicant. If getting a mortgage, income must be greater than $55,000 for each resident. Buyer must have $15,000 in liquid reserves after closing and DTI ratio not to exceed 30%.

1840 Crompond Road Unit #1A4, Peekskill

$135,000

1 Beds ⋅ 1 Baths ⋅ 957085 MLS

Welcome home to this sunny, garden-style 1-bedroom co-op in highly desirable Stonegate, featuring a private entrance to a second-level living space. Priced to sell and move-in ready with fresh paint, carpeting, a newer kitchen with updated appliances, oak cabinets, granite counters, and polished wood flooring in the non-carpeted areas. Enjoy large walk-in closets and a balcony with lovely mountain views. Conveniently located near the pool and barbecue areas. Community amenities include on-site laundry. Unit comes with one assigned parking space and a storage unit. Monthly maintenance includes taxes, heat and hot water, basic cable, and internet. STAR real estate tax discount for primary residence not included in listed HOA. Close to schools, shopping, highways, and the Peekskill waterfront. Metro-North station is nearby—approximately 1 hour to Grand Central Terminal. Board requirements: 775+ credit score; 20% deposit due at contract signing. Income requirements: Cash buyer income must be greater than $38,000 per resident; with mortgage, income must be greater than $55,000 per resident. Must have at least $15,000 in bank after down payment is made; debt-to-income ratio not to exceed 30%.

1840 Crompond Road Unit #9B7, Peekskill

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