Skip main navigation
Pending
    • $349,000

    158 Rolling Way, Peekskill, NY 10566

    3beds
    1,300sqft
    Loading
    Condominium, Residential
    Built in 1968
    -- sqft lot
    $-- Zestimate®
    $268/sqft
    $133/mo HOA

    What's special

    Two additional bedroomsSpacious and inviting condoPrivate deckAbundant closet space throughoutGenerously sized primary bedroomConvenient powder roomBright eat-in kitchen
    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!.
    96 days
    |
    78
    |
    1
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    RE/MAX Prestige Properties 914-831-3090,

    Maria O'Connor 914-980-4274,

    Rachel F. Chason 914-260-9896,

    RE/MAX Prestige Properties

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 996096MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Other
      • Description: Entry, Kitchen, Dining Room, Living Room, Half Bathroom
      • Level: First
      Other
      • Description: Recreation, Storage, Laundry
      • Level: Basement
      Other
      • Description: Bedroom, Bedroom, Bedroom, Full Bathroom
      • Level: Second
      Heating
      • Baseboard, Electric
      Cooling
      • Wall/Window Unit(s)
      Appliances
      • Included: Dishwasher, Dryer, Electric Oven, Electric Range, Refrigerator, Washer
      • Laundry: In Basement
      Features
      • First Floor Bedroom, First Floor Full Bath
      • Basement: Full,Storage Space
      • Attic: None
      • Has fireplace: No
      • Common walls with other units/homes: 2+ Common Walls
      Interior area
      • Total structure area: 1,300
      • Total interior livable area: 1,300 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Assigned
      Accessibility
      • Accessibility features: Accessible Hallway(s), Accessible Stairway, Stair Lift
      Features
      • Levels: Three Or More
      Lot
      • Size: 2,812 Square Feet
      Details
      • Parcel number: 1200023018000010000008
      • Special conditions: None

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Garden
      • Property subtype: Condominium, Residential
      • Attached to another structure: Yes
      Materials
      • Brick, Wood Siding
      Condition
      • Year built: 1968

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Connected, Sewer Connected

      Community & HOA

      Community
      • Subdivision: Hillcrest Park
      HOA
      • Has HOA: Yes
      • Amenities included: Maintenance Grounds, Snow Removal, Trash
      • Services included: Common Area Maintenance, Snow Removal, Trash
      • HOA fee: $400 quarterly
      • HOA name: Self Managed
      Location
      • Region: Peekskill

      Financial & listing details

      • Price per square foot: $268/sqft
      • Tax assessed value: $5,385
      • Annual tax amount: $6,724
      • Date on market: 5/8/2026
      • Cumulative days on market: 96 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/19/2026Pending sale$349,000$268/sqft
        Source: OneKey® MLS as distributed by MLS GRID #996096 Report a problem
        5/8/2026Listed for sale$349,000+29.3%$268/sqft
        Source: OneKey® MLS as distributed by MLS GRID #996096 Report a problem
        4/14/2005Sold$270,000$208/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $5,385
        2024-- $5,385
        2023-- $5,385
        2022-- $5,385
        2021-- $5,385
        2020-- $5,385
        2019-- $5,385
        2018-- $5,385
        2017-- $5,385
        2016-- $5,385
        2015$2,116 $5,385
        2014$2,116 $5,385
        2013$2,116 $5,385 -21%
        2012-- $6,817
        2011-- $6,817
        2010-- $6,817
        2009-- $6,817
        2008-- $6,817
        2007-- $6,817
        2006-- $6,817
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 10566

        Getting around

        42 / 100
        Car-Dependent
        28 / 100
        Some Transit
        21 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Hillcrest
        • Middle: Peekskill Middle School
        • High: Peekskill High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

            Nearby cities

            Nearby zip codes

            Other Peekskill Topics

              Search
              Updates
              Favorites
              Plan
              Inbox