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For sale
    • Price cut: $5K (6/12)
    $63,000

    500 NEWELL HILL ROAD #101A, LEESBURG, FL 34748

    2beds
    1,134sqft
    : 
    $1,309/mo
    Get pre-qualified
    Condominium
    Built in 1975
    -- sqft lot
    $-- Zestimate®
    $56/sqft
    $870/mo HOA

    What's special

    Refreshing community poolInviting open floor plan
    NEW LOW PRICE!!!! — a quiet, well-kept 55+ community just minutes from downtown Leesburg, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile in the kitchen, baths and living areas for added durability and style. As an end-unit you will enjoy extra privacy and a peaceful setting. The enclosed patio provides the perfect spot to unwind on warm afternoons — a cozy indoor-outdoor retreat you can enjoy year-round. Parking is just steps from your front door, making daily living effortless. RETIRE YOUR LAWN MOWER Chesterbrook residents enjoy a friendly, active community with amenities that include: A refreshing community pool A welcoming clubhouse A convenient bathhouse Shuffleboard courts for leisurely afternoons You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.
    178 days
    |
    159
    |
    2
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    James Donovan 352-552-8195,

    RE/MAX PREMIER REALTY 352-735-4060

    Source: Stellar MLS,MLS#: G5108494MLS LogoOriginating MLS: Lake and Sumter

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 195.5 Square Feet
      • Dimensions: 17x11.5
      Primary bathroom
      • Level: First
      • Area: 130 Square Feet
      • Dimensions: 13x10
      Bathroom 1
      • Level: First
      • Area: 40 Square Feet
      • Dimensions: 8x5
      Bathroom 1
      • Features: Built-in Closet
      • Level: First
      • Area: 130 Square Feet
      • Dimensions: 13x10
      Balcony porch lanai
      • Level: First
      • Area: 77 Square Feet
      • Dimensions: 11x7
      Dining room
      • Level: First
      • Area: 99 Square Feet
      • Dimensions: 11x9
      Foyer
      • Features: Built-in Closet
      • Level: First
      • Area: 20 Square Feet
      • Dimensions: 4x5
      Kitchen
      • Level: First
      • Area: 88 Square Feet
      • Dimensions: 11x8
      Living room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 234 Square Feet
      • Dimensions: 18x13
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
      • Laundry: Electric Dryer Hookup, Inside, Washer Hookup
      Features
      • Ceiling Fan(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat
      • Flooring: Carpet, Ceramic Tile
      • Has fireplace: No
      • Common walls with other units/homes: Corner Unit
      Interior area
      • Total structure area: 1,389
      • Total interior livable area: 1,134 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Assigned, Common
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Enclosed, Patio
      • Exterior features: Sidewalk
      Lot
      • Size: 1,389 Square Feet
      • Features: City Lot, Near Public Transit, Sidewalk
      Details
      • Parcel number: 241924010010100A00
      • Zoning: R-2
      • Special conditions: None

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium
      Materials
      • Block
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1975

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Clubhouse, Community Mailbox, Deed Restrictions, Pool, Sidewalks
      • Pet fee: $0 monthly
      • Senior community: Yes
      • Subdivision: LEESBURG CHESTERBROOK CONDO
      HOA
      • Has HOA: Yes
      • Amenities included: Pool, Shuffleboard Court
      • Services included: Community Pool, Maintenance Grounds, Private Road, Recreational Facilities, Sewer, Trash, Water
      • HOA fee: $870 monthly
      • HOA name: Mosaic Property Management/ Jennifer Cain
      • HOA phone: 352-617-7606
      Location
      • Region: Leesburg

      Financial & listing details

      • Price per square foot: $56/sqft
      • Annual tax amount: $1,041
      • Date on market: 2/25/2026
      • Cumulative days on market: 179 days
      • Listing terms: Cash,Conventional
      • Ownership: Condominium
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/12/2026Price change$63,000-7.4%$56/sqft
        Source: Stellar MLS #G5108494 Report a problem
        2/25/2026Listed for sale$68,000-37%$60/sqft
        Source: Stellar MLS #G5108494 Report a problem
        8/16/2023Listing removed--
        Source: Stellar MLS #G5071566 Report a problem
        8/11/2023Pending sale$108,000$95/sqft
        Source: Stellar MLS #G5071566 Report a problem
        7/28/2023Listed for sale$108,000$95/sqft
        Source: Stellar MLS #G5071566 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
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        Climate risks

        Neighborhood: 34748

        Getting around

        17 / 100
        Car-Dependent
        32 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Beverly Shores Elem
        • Middle: Oak Park Middle
        • High: Leesburg High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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