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Active
    • $1,169,000

    1444 E Winchester Ave, Labelle, FL 33935

    6beds
    5,176sqft
    : 
    $8,197/mo
    Get pre-qualified
    Single Family Residence
    Built in 2001
    3.02 Acres Lot
    $1,072,900 Zestimate®
    $226/sqft
    $5/mo HOA

    What's special

    Two-story main homeTriple waterfallCathedral ceilingsGated estateStainless steel appliances
    *Recently reduced by $20,000. Seller is motivated and will consider all offers from qualified buyers.* Luxury meets country charm within this Exceptional 3.02-Acre gated estate in LaBelle, Florida! Welcome to this rare multi-residence property offering over 5000 Sq ft of living space across the main home, guest house, and garage apartment. The two-story main home features cathedral ceilings, a beautiful eat in kitchen with stainless steel appliances and a stunning floor to ceiling fireplace. Eating dinner in the formal dining room with the beautiful views from the surrounding windows will make family dinners unforgettable. Step into a breathtaking master suite designed for both comfort and style. This spacious retreat features a private bathroom with a separate soaking tub and shower, custom-designed closet with ample storage, built-ins, and useful finishes to keep your wardrobe organized and accessible. The suite also boasts a dual-sided fireplace, thoughtfully engineered to open to both the bedroom and the living room, creating a warm, inviting atmosphere and a seamless flow between spaces. The 2 story Guest house features a full kitchen, large family room, 2 bedrooms and downstairs bath. The extra apartment provides 1 bedroom, 1 bath, and a full kitchen above a 3-car garage with workshop/gym. Enjoy resort-style outdoor living with a saltwater pool, triple waterfall, and screened lanai connecting to the main house with a paver walk way. Nestled on the property is a charming shed-style building, perfect as a home office, creative studio, or “she shed.” Its cozy yet functional layout offers a private retreat, ideal for focused work, hobbies, or quiet relaxation. With its quaint design and versatile space, it adds both character and utility to the property, providing a peaceful escape right in your backyard. The property is fully fenced with dual electric gates, surrounded by beautiful mature oak trees, and includes a 3 bay pole barn with separate areas for different animals near by. The large fenced in side yard is suitable for horses. Perfect for multi-generational living, entertaining, or income potential, this estate combines privacy, luxury, and versatility in one of LaBelle’s most desirable Communities "The Ranchettes"!
    379 days
    377
    29

    Zillow last checked:

    Listing updated:

    Listed by:

    Maureen Creagh 863-233-1847,

    Weatherford Realty Group LLC

    Source: Florida Gulf Coast MLS,MLS#: 2025009608MLS LogoOriginating MLS: Florida Gulf Coast

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bathroom, Den, Family Room, Guest Quarters, Loft, Office, Screened Porch, Workshop, Great Room
      Heating
      • Central, Electric, Wall Furnace
      Cooling
      • Central Air, Ceiling Fan(s), Electric, Wall Unit(s)
      Appliances
      • Included: Dishwasher, Freezer, Microwave, Range, Refrigerator, Self Cleaning Oven, Tankless Water Heater, Warming Drawer, Water Softener, Water Purifier
      • Laundry: Washer Hookup, Dryer Hookup, Inside, In Garage, Laundry Tub
      Features
      • Attic, Built-in Features, Bedroom on Main Level, Bathtub, Closet Cabinetry, Cathedral Ceiling(s), Separate/Formal Dining Room, Dual Sinks, Entrance Foyer, Eat-in Kitchen, Family/Dining Room, French Door(s)/Atrium Door(s), Fireplace, Kitchen Island, Living/Dining Room, Main Level Primary, Pantry, Pull Down Attic Stairs, Sitting Area in Primary, Separate Shower, Vaulted Ceiling(s), Bathroom, Den, Family Room, Guest Quarters, Loft, Office, Screened Porch, Workshop, Great Room
      • Flooring: Carpet, Tile, Wood
      • Doors: French Doors
      • Windows: Impact Glass, Shutters, Window Coverings
      • Attic: Pull Down Stairs
      • Has fireplace: Yes
      Interior area
      • Total structure area: 7,197
      • Total interior livable area: 5,176 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached, Circular Driveway, Driveway, Garage, Guest, Paved, RV Access/Parking, Two Spaces, Garage Door Opener
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Lanai, Open, Patio, Porch, Screened
      • Exterior features: Fence, Fruit Trees, Security/High Impact Doors, Sprinkler/Irrigation, Patio, Storage
      • Has private pool: Yes
      • Pool features: Concrete, Electric Heat, Heated, Pool Equipment, Pool Sweep, Screen Enclosure, Salt Water
      • Has view: Yes
      • View description: Landscaped, Pool, Trees/Woods
      • Waterfront features: None
      Lot
      • Size: 3.02 Acres
      • Dimensions: 299 x 348 x 394 x 425
      • Features: Oversized Lot, Sprinklers Automatic
      Details
      • Additional structures: Apartment, Barn(s), Outbuilding
      • Parcel number: S25422900100060150
      • Lease amount: $0
      • Other equipment: Satellite Dish
      • Horses can be raised: Yes
      • Horse amenities: Horses Allowed

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Two Story
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding, Wood Frame
      • Roof: Metal
      Condition
      • Resale
      • Year built: 2001

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Cable Not Available, High Speed Internet Available, Underground Utilities

      Community & HOA

      Community
      • Features: Non-Gated, Street Lights
      • Security: Fenced, Secured Garage/Parking, Security System, Smoke Detector(s)
      • Condo and coop fee: $0
      • Membership fee: $0
      • Subdivision: RANCHETTES
      HOA
      • Has HOA: Yes
      • Amenities included: Guest Suites, Hobby Room
      • Services included: None
      • HOA phone: 863-675-3903
      • Second HOA fee: $60 annually
      Location
      • Region: Labelle

      Financial & listing details

      • Price per square foot: $226/sqft
      • Tax assessed value: $753,232
      • Annual tax amount: $11,828
      • Date on market: 9/19/2025
      • Cumulative days on market: 379 days
      • Listing terms: All Financing Considered,Cash
      • Ownership: Single Family
      • Road surface type: Paved

        Estimated market value

        $1,072,900

        $1.02M - $1.13M

        $4,995/mo

        Price history

        DateEventPrice
        4/1/2026Listed for sale$1,169,000-1.7%$226/sqft
        Source: Florida Gulf Coast MLS #2025009608 Report a problem
        9/19/2025Listed for sale$1,189,000-20.7%$230/sqft
        Source: Florida Gulf Coast MLS #2025009608 Report a problem
        10/27/2023Listing removed--
        Source: Florida Gulf Coast MLS #223019677 Report a problem
        8/1/2023Price change$1,499,900-3.2%$290/sqft
        Source: BeachesMLS #RX-10872329 Report a problem
        7/18/2023Listed for sale$1,549,900$299/sqft
        Source: BeachesMLS #RX-10872329 Report a problem
        7/18/2023Contingent$1,549,900$299/sqft
        Source: BeachesMLS #RX-10872329 Report a problem
        3/9/2023Listed for sale$1,549,900+135.2%$299/sqft
        Source: BeachesMLS #RX-10872329 Report a problem
        9/15/2020Listing removed$659,000+3%$127/sqft
        Source: Southern Heritage Real Estate #219047169 Report a problem
        9/14/2020Sold$640,000-2.9%$124/sqft
        Source: MIAMI #A10598434 Report a problem
        12/27/2019Pending sale$659,000$127/sqft
        Source: Southern Heritage Real Estate #A10598434 Report a problem
        11/18/2019Price change$659,000-4.8%$127/sqft
        Source: Southern Heritage Real Estate #A10598434 Report a problem
        9/13/2019Listed for sale$692,500$134/sqft
        Source: Southern Heritage Real Estate #A10598434 Report a problem
        8/16/2019Pending sale$692,500$134/sqft
        Source: Southern Heritage Real Estate #A10598434 Report a problem
        7/10/2019Price change$692,500-0.4%$134/sqft
        Source: Southern Heritage Real Estate #A10598434 Report a problem
        4/1/2019Price change$695,000-4.1%$134/sqft
        Source: Southern Heritage Real Estate #219000315 Report a problem
        3/14/2019Price change$724,900-3.3%$140/sqft
        Source: Southern Heritage Real Estate #219000315 Report a problem
        1/2/2019Listed for sale$749,900+30.4%$145/sqft
        Source: Southern Heritage Real Estate #219000315 Report a problem
        5/15/2018Sold$575,000-3.4%$111/sqft
        Source: Florida Gulf Coast MLS #218000708 Report a problem
        2/28/2018Pending sale$595,000$115/sqft
        Source: Southern Heritage Real Estate #218000708 Report a problem
        2/13/2018Price change$595,000-15%$115/sqft
        Source: Southern Heritage Real Estate #218000708 Report a problem
        1/3/2018Listed for sale$699,900-6.7%$135/sqft
        Source: Southern Heritage Real Estate #218000708 Report a problem
        8/24/2016Listed for sale$749,900-16.2%$145/sqft
        Source: Southern Heritage Real Estate #215052279 Report a problem
        10/12/2015Listed for sale$895,000+15.5%$173/sqft
        Source: Southern Heritage Real Estate #215052279 Report a problem
        11/10/2005Sold$775,000$150/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$11,924 +0.8%$603,076 +2.9%
        2024$11,829 +3.8%$586,080 +3%
        2023$11,391 -0.6%$569,010 +3%
        2022$11,455 +2.5%$552,437 +3%
        2021$11,172 +14.2%$536,347 +31.3%
        2020$9,786 $408,532 -0.8%
        2019$9,786 +2.8%$411,819 +6%
        2018$9,522 $388,417
        2017-- $388,417 +1.4%
        2016-- $383,227 +0.7%
        2015-- $380,563 -1.2%
        2014-- $385,084 -1%
        2013-- $389,076 -1.4%
        2012-- $394,576 +0.7%
        2011-- $391,845 -4.6%
        2010-- $410,750 -24.3%
        2009-- $542,349 -10.9%
        2008-- $609,015 -0.4%
        2007-- $611,736 +31.5%
        2006-- $465,177 +112%
        2005-- $219,466 +3.1%
        2004-- $212,842 +2%
        2003-- $208,737 +214%
        2002-- $66,469 +118.4%
        2001-- $30,441 +44%
        2000-- $21,140
        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.
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        Climate risks

        Neighborhood: 33935

        Getting around

        0 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: West Glades
        • Middle: Labelle Middle School
        • High: Labelle High School

        Source: Florida Gulf Coast 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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