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Leighton G. Ashley
Licensed RE Associate Broker
REALTOR®, RSPS - Resort & Second Home Property Specialist; SRS - Seller Representative Specialist
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158 Rolling Way , Peekskill, NY 10566

New - 26 Hours Ago

26 Total Photos [Click to View All]

Property Description

Welcome to 158 Rolling Way--a spacious and inviting condo that offers comfort and the feel of a single-family home with the ease of low-maintenance living. Enter into a bright eat-in kitchen, convenient powder room and a spacious open concept living and dining area. Sliding glass doors lead to a private deck, creating the perfect setting for morning coffee, outdoor dining, or relaxing at the end of the day. The lower level offers valuable additional space ideal for a home office, fitness area, recreation room, storage, or hobby space. Laundry is conveniently located on this level, along with direct access to a private backyard area. Upstairs, the generously sized primary bedroom is complemented by two additional bedrooms, a full bathroom and abundant closet space throughout. Conveniently located near transportation, shopping, restaurants, parks and everyday amenities, 158 Rolling Way offers comfort, versatility and convenience in one desirable package. Whether you are looking for extra space, functional living areas, or a home that can adapt to your needs, this property is ready to welcome its next owner. Schedule your private showing today!.

158 Rolling Way | MLS# 996096

This condo located at 158 Rolling Way , Peekskill, NY 10566 is currently listed for sale with an asking price of $349,000. This property was built in 1968 and has 3 bedrooms and 1 full and 1 partial baths with 1300 sq. ft. Rolling Way is located in the Hillcrest Park subdivision within the Peekskill school district. Search Hillcrest Park real estate on leighton-ashley.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Condominium
Basement: Full, Storage Space
Basement: Yes
Cooling: Wall/Window Unit(s)
Heating: Baseboard, Electric
Home Style: Garden
Lot Size: 0.06 Acres
Taxes: $6,724
Year Built: 1968

Amenities

First Floor Bedroom
First Floor Full Bath

Feature Descriptions

Accessibility: Accessible Hallway(s), Accessible Stairway, Stair Lift
Appliances: Dishwasher, Dryer, Electric Oven, Electric Range, Refrigerator, Washer
Association Amenities: Maintenance Grounds, Pool, Snow Removal, Trash
Association Fee: $1500/Monthly
Association Fee Includes: Common Area Maintenance, Snow Removal, Trash
Common Walls: 2+ Common Walls
Days on Site: 1
Exterior: Brick, Vinyl Siding
Heating Zones: 1
Included In Taxes: Sewer, Trash
Laundry: In Basement
On Market Date: 2026-05-08
Parcel Number: 1200-023-018-00001-000-0008
Parking Features: Assigned
Parking Total: 2
Pets Allowed: Yes
Property Attached Y/N: 1
Rental Term: Monthly
Road Responsibility: Private Maintained Road
Rooms Total: 5
Sewer: Public Sewer
Utilities: Electricity Connected, Sewer Connected
Water: Public

Local Schools

High School: Peekskill High School
Middle School: Peekskill Middle School
Elementary School: Hillcrest
School District: Peekskill

Estimate Your Payment

Estimated Payment

$ 1,438.85 per month $776.72 Principal & Interest $560.33 Property Tax $101.79 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: RE/MAX Prestige Properties
Agency Contact: 914-831-3090

Shown By

Agent Name: Leighton G. Ashley
Agent Phone: Cell: (917) 796-3351
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 05/09/2026. The listing information on this page last changed on 05/09/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 05/09/2026 12:00:11 AM EST) or Global MLS (last updated Fri 05/08/2026 11:52:14 PM EST) or New York State Alliance MLS (last updated Fri 05/08/2026 11:58:47 PM EST) or Hudson Valley Catskill Region MLS (last updated Fri 05/08/2026 11:53:46 PM EST) or OneKey MLS (last updated Fri 05/08/2026 11:53:16 PM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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