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For sale
  • Price cut: $20.1K (8/6)
    $499,900

    2766 BOBCAT CHASE BOULEVARD, WINTER GARDEN, FL 34787

    3beds
    1,811sqft
    : 
    $3,595/mo
    Get pre-qualified
    Single Family Residence
    Built in 2020
    4,800 Square Feet Lot
    $-- Zestimate®
    $276/sqft
    $286/mo HOA

    What's special

    Beautifully updated move-in-ready homeFresh interior paintQuartz countertopsCommunity poolStainless steel appliancesBeautifully maintained green spaces
    Welcome to Longleaf at Oakland by Pulte! Built in 2020, this move-in-ready three-bedroom, 2.5-bath home offers 1,811 square feet of stylish living space featuring brand-new luxury vinyl plank flooring throughout, fresh interior paint, quartz countertops, stainless steel appliances and an open-concept layout designed for comfortable everyday living and effortless entertaining. Located less than five minutes from the new Oakland Town Center, you’ll be close to an exciting new lifestyle destination featuring chef-driven restaurants, boutique shopping, fitness and wellness concepts, medical services, outdoor gathering spaces and everyday conveniences. Historic Downtown Winter Garden, the West Orange Trail and major highways are also just minutes away. Residents of Longleaf at Oakland enjoy a community pool, playground and beautifully maintained green spaces, all within one of West Orange County’s most desirable communities. Don’t miss the opportunity to own this beautifully updated, move-in-ready home in one of Oakland’s most sought-after neighborhoods. Schedule your private showing today!
    25 days
    |
    826
    |
    70
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Andrea Endlein 407-923-5874,

    PREMIER SOTHEBYS INT'L REALTY 407-480-5014

    Source: Stellar MLS,MLS#: O6427751MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 208 Square Feet
      • Dimensions: 13x16
      Bedroom 2
      • Features: Built-in Closet
      • Level: Second
      • Area: 120 Square Feet
      • Dimensions: 10x12
      Bedroom 3
      • Features: Built-in Closet
      • Level: Second
      • Area: 108 Square Feet
      • Dimensions: 9x12
      Primary bathroom
      • Features: Linen Closet
      • Level: Second
      • Area: 81 Square Feet
      • Dimensions: 9x9
      Bathroom 2
      • Level: Second
      • Area: 42 Square Feet
      • Dimensions: 6x7
      Dining room
      • Level: First
      • Area: 108 Square Feet
      • Dimensions: 12x9
      Kitchen
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Laundry
      • Level: Basement
      • Area: 25 Square Feet
      • Dimensions: 5x5
      Living room
      • Level: First
      • Area: 320 Square Feet
      • Dimensions: 16x20
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Washer
      • Laundry: Laundry Room
      Features
      • High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Carpet, Luxury Vinyl, Tile
      • Doors: Sliding Doors
      • Has fireplace: No
      Interior area
      • Total structure area: 2,677
      • Total interior livable area: 1,811 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered
      • Exterior features: Garden
      • Has view: Yes
      • View description: Garden, Park/Greenbelt, Trees/Woods
      Lot
      • Size: 4,800 Square Feet
      Details
      • Parcel number: 202227510100550
      • Zoning: PUD
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2020

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Association Recreation - Owned, Community Mailbox, Playground, Pool, Sidewalks
      • Pet fee: $0 monthly
      • Subdivision: LONGLEAF AT OAKLAND
      HOA
      • Has HOA: Yes
      • Services included: Community Pool, Maintenance Grounds, Recreational Facilities
      • HOA fee: $286 monthly
      • HOA name: Triad Association Mgmt
      • HOA phone: 352-602-4803
      Location
      • Region: Oakland

      Financial & listing details

      • Price per square foot: $276/sqft
      • Tax assessed value: $393,618
      • Annual tax amount: $5,482
      • Date on market: 7/24/2026
      • Cumulative days on market: 26 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/6/2026Price change$499,900-3.9%$276/sqft
        Source: Stellar MLS #O6427751 Report a problem
        8/4/2026Listed for sale$520,000$287/sqft
        Source: Stellar MLS #O6427751 Report a problem
        8/4/2026Contingent$520,000$287/sqft
        Source: Stellar MLS #O6427751 Report a problem
        7/24/2026Listed for sale$520,000+54.3%$287/sqft
        Source: Stellar MLS #O6427751 Report a problem
        1/8/2021Sold$337,100-4.3%$186/sqft
        Source: Public Record Report a problem
        7/1/2020Listing removed$352,190$194/sqft
        Source: Pulte Homes Report a problem
        6/26/2020Price change$352,190$194/sqft
        Source: Pulte Homes Report a problem
        6/15/2020Listed for sale--
        Source: Pulte Homes Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$5,319 +6%$334,128 +3%
        2023$5,020 +3.1%$324,396 +3%
        2022$4,869 -6.8%$314,948 +9.5%
        2021$5,225 +278.7%$287,608 +283.5%
        2020$1,380 +64.3%$75,000 +66.7%
        2019$840 $45,000
        Find assessor info on the county website

        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 34787

        Getting around

        8 / 100
        Car-Dependent
        38 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Tildenville Elem
        • Middle: Lakeview Middle
        • High: West Orange 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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