Peekskill Homes with Assigned Parking features

Welcome to Peekskill, New York – a hidden gem nestled in the heart of Westchester County. This charming city, located along the picturesque Hudson River, is known for its vibrant arts scene, rich history, and a strong sense of community. With its stunning waterfront views, lush parks, and a variety of recreational activities, Peekskill offers an idyllic setting for families, young professionals, and retirees alike.

One of the standout features of homes in Peekskill is the availability of assigned parking. In a city where convenience meets comfort, having a designated parking space can make all the difference. Imagine returning home after a long day, knowing exactly where to park without the hassle of searching for a spot. This added benefit enhances the overall living experience, allowing you to fully enjoy the charm and character of your new neighborhood.

Peekskill is not only about beautiful homes; it also boasts a thriving downtown area filled with eclectic shops, delightful cafes, and a range of dining options. The city hosts various cultural events throughout the year, from art festivals to farmers' markets, ensuring there's always something to engage with. Plus, with easy access to the Metro-North train service, commuting to New York City is a breeze, making Peekskill an ideal choice for those who want the best of both worlds.

Discover the perfect home in Peekskill, where assigned parking meets a vibrant lifestyle, and experience the warmth of a community that truly feels like home. Whether you’re looking for a quaint bungalow or a modern townhouse, Peekskill has something for everyone. Welcome to your new beginning!

Newest Peekskill Homes with Assigned Parking features

$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

$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

$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

$224,999

1 Beds ⋅ 1 Baths ⋅ 1044447 MLS

Welcome to 4413 Villa at the Woods, a top-floor condo in Peekskill. This distinctive residence features an open floor plan with high ceilings and a loft-style bedroom, creating an airy, spacious feel throughout. The main level flows from the entry into the living area and walk-through kitchen, complete with a breakfast bar that opens to the living space. Upstairs, the loft-style bedroom offers a private retreat with an en-suite full bath. A brand-new water heater adds to the home's recent updates. Villa at the Woods offers an array of on-site amenities including a swimming pool, tennis courts, playground, laundry facilities and on-site garbage pickup. Conveniently located near shopping, dining, major roadways and approximately 2 miles from the Peekskill Metro-North station.

4413 Villa At The Woods, Peekskill

$160,000

1 Beds ⋅ 1 Baths ⋅ 1037863 MLS

Welcome to the Stonegate Co-op Community in Peekskill, where comfort meets convenience. This first floor NO STEP 1-bedroom, 1-bathroom home with a spacious layout with a large living/dining area that opens directly to a private balcony—perfect for morning coffee or evening relaxation. The large eat-in kitchen provides ample counter space and cabinetry, along with room for a table, making it ideal for everyday meals or casual entertaining. Multiple closets throughout the unit ensure plenty of storage, while the bedroom is generously sized with a walk-in-closet. Stonegate residents enjoy excellent amenities, including a sparkling pool, picnic and BBQ area, on-site laundry (lower level of building), private storage, and one reserved parking spot with additional visitor parking. The community is well-maintained and designed for both comfort and practicality. The location is unbeatable—close to shopping centers, major highways, schools, parks, public transportation, and medical facilities. For commuters, the Peekskill Metro-North station provides a convenient ride to Grand Central Terminal in under an hour. Beyond commuting, residents have easy access to all the Hudson Valley has to offer, from hiking at Bear Mountain to enjoying Peekskill’s vibrant arts scene, waterfront parks, restaurants, and cultural attractions.

1840 Crompond Road Unit #3B4, Peekskill

$499,222

2 Beds ⋅ 2 Baths ⋅ 1037042 MLS

Welcome to this beautifully updated end-unit townhouse at The Fields at Chapel Hill offering comfort, convenience, and an exceptional lifestyle. This spacious home features a first-floor bedroom with a walk-in closet and full bath, making it ideal for guests or one-level living. Upstairs, the private primary suite overlooks the dramatic two story living room and boasts separate his-and-hers closets and an accessible step-in Jacuzzi tub. The sun-filled living room features a cozy fireplace, and sliding glass doors leading to a private rear patio with a privacy fence—perfect for relaxing or entertaining. The updated kitchen showcases quartz countertops, new cabinetry, and modern finishes. Hardwood floors throughout the first floor, new blinds, and convenient first-floor laundry closet with updated front loaders add to the home's appeal. An assigned parking space is located directly in front of the unit for added convenience. Enjoy resort-style amenities that make every day feel like a vacation, including a swimming pool, tennis and pickleball courts, bocce, putting green, racquetball and basketball courts, fitness center, sauna, recreation room, and a beautiful clubhouse. An active social calendar offers movie nights, card games, yoga, chess, and many other activities, creating a vibrant community atmosphere. Ideally located just minutes from scenic hiking trails, the Hudson River, shopping, medical facilities, public transportation, and major highways, this home combines peaceful living with easy access to everything you need. There are no audio recording devices inside this property.

137 Fields Lane, Peekskill

$275,000

2 Beds ⋅ 1 Baths ⋅ 1036133 MLS

Welcome to 9 North James st. in Peekskill NY. This newly renovated two-bedroom, one-bathroom unit is move-in ready and offers a private balcony, assigned parking, and access to excellent amenities such as a pool, storage room, and on-site laundry facilities. Its prime location ensures a convenient commute to New York City and the Hudson Valley, making it an ideal choice for both homeowners and commuters. The unit is pet friendly as Dogs are allowed. The interior boasts gleaming hardwood floors and a spacious, open layout. The generously sized bedrooms are complemented by a beautifully updated kitchen equipped with stainless steel appliances, a bright living room, a dedicated dining area, and ample storage space. The monthly HOA fee covers essential services like heat, hot water, water/sewer, trash collection, grounds maintenance, pool access, and parking. The assigned parking spot is conveniently located immediately in front of the complex entrance, with ample visitor parking available.

9 N James Street Unit #B, Peekskill

$675,000

2 Beds ⋅ 2 Baths ⋅ 1032590 MLS

Two steps! That's it! Just 2 steps into your Chapel Hill home. Sometimes its the simplest features that make the biggest difference - this home welcomes you with just two steps to the main living area. Perfectly designed for those seeking a home with little or no steps. With easy access and versatile possibilities put this home on your "must see" list. The floor plan includes a spacious main floor bedroom and beautifully remodeled full bath, making it ideal for guests, multi-generational living, or buyers seeking the convenience of first-floor living. The livingroom and dining room showcase hardwood floors and are graciously sized. The heart of the home is the beautifully appointed eat-in kitchen, thoughtfully designed with gleaming granite countertops, abundant cabinetry, generous workspace, and room to gather over morning coffee. Upstairs, an additional oversized bedroom and second fully renovated bath create a luxurious private retreat, allowing you the flexibility to choose which level best suits your lifestyle as the primary suite. Both remodeled bathrooms showcase timeless finishes, clean architectural lines, and a spa-inspired ambiance that brings a sense of calm and sophistication to everyday living. In the lowest level, the expansive finished walk-out basement offers remarkable flexibility—perfect as a family room, media room, home office, fitness area, or guest space—with direct access to the private patio for effortless indoor-outdoor enjoyment. A cedar closet provides ideal storage for seasonal wardrobes and treasured belongings. Outside, there is a 4 zone lawn irrigation system. Life at Chapel Hill is about more than just the home—it's about embracing an active, lifestyle surrounded by beautifully landscaped grounds. Residents enjoy an impressive collection of resort-style amenities, including multiple swimming pools (childrens and adults,) tennis and pickleball courts, a fitness center, putting green, indoor basketball court, clubhouse, tot-lot, bocce court, walking trails, and over 100 acres of scenic open space. Residents enjoy organized winery trips, cooking clubs, yoga classes, golf outings, seasonal parties ( even a dog costume party) and the highly touted Chapel Hill Day. Conveniently located just minutes from Metro-North, the vibrant downtown Peekskill waterfront, acclaimed restaurants, entertainment, and the Hudson River. Chapel Hill offers the perfect balance of tranquility, recreation, and commuter convenience.

4001 Hickory Court, Peekskill

$475,000

2 Beds ⋅ 2 Baths ⋅ 1031330 MLS

What a beautiful location in the desired Chapel Hill community! This bright and cheery, second-floor home features easy-to-maintain oak hardwood flooring in the main living area and hall, newer appliances 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

$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

$170,000

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

Start Your Search

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.