744 LAKE BRIM DRIVE
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    This home sold for $935,000

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    Single Family Residence

    744 LAKE BRIM DRIVE

    WINTER GARDEN, FL, 34787·OAKLAND PARK

    MLS# O6388775

    $935,000

    Listed at $949,000

    4

    Beds

    3.5

    Baths

    2,667

    Sq Ft

    Description

    Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

    Property Overview

    StatusClosed
    TypeSingle Family Residence
    Year Built2016
    CityWINTER GARDEN
    Area34787 - WINTER GARDEN
    SubdivisionOAKLAND PARK
    StateFL
    CountyOrange
    List Date03/10/2026
    MLS#O6388775
    List Price$949,000
    Sold Price$935,000

    Bedrooms & Bathrooms

    Bedrooms4
    Bathrooms3.5
    Full Bathrooms3
    Half Bathrooms1

    Structure

    Garage Capacity2
    ParkingAlley Access, Driveway, Garage Faces Rear
    Construction MaterialsBlock, Cement Siding, Frame
    RoofShingle
    Foundation DetailsSlab
    FlooringCarpet, Tile, Wood
    Private PoolNo
    Patio & PorchCovered, Front Porch, Rear Porch, Screened, Wrap Around

    Size & Lot

    Living Area2,667 sqft
    Lot Size6,492 sqft
    Acres0.15
    Lot DescriptionSidewalk, Paved
    Water FrontNo

    Utilities

    HeatingCentral, Electric
    CoolingCentral Air
    WaterPublic
    SewerPublic Sewer

    Additional Features

    Interior FeaturesCeiling Fans(s), Eat-in Kitchen, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
    Exterior FeaturesFire Pit, French Doors, Outdoor Grill, Outdoor Kitchen
    AppliancesDishwasher, Dryer, Microwave, Range, Refrigerator, Washer

    Contact Agent

    Holiday Realty LLC

    Central Florida Real Estate Experts

    (800) 936-1754

    Our team typically responds within 1 hour during business hours.

    Neighborhood

    About OAKLAND PARK

    744 LAKE BRIM DRIVE is located in the OAKLAND PARK community in WINTER GARDEN, FL. Part of Orange County.

    The OAKLAND PARK neighborhood offers convenient access to local schools, shopping, dining, parks, and major commute routes.

    HOA & Tax Information

    Annual Property Tax$9,275 (2025)

    HOA, Community & Pets

    HOA & Recurring Fees

    HOA Fee$625 / quarterly

    Ask About This Property

    Ask a question about this home and get quick, listing-based help from Holiday Realty.

    Answers are generated from listing data and may be incomplete — please verify details with a Holiday Realty agent.

    Listing courtesy of BHHS FLORIDA REALTY · Ashley Boyd

    Properties displayed may be listed or sold by various participants in the MLS.

    Frequently Asked Questions

    What is the asking price for 744 LAKE BRIM DRIVE?

    The listing price for 744 LAKE BRIM DRIVE is $949,000.

    How many bedrooms and bathrooms does 744 LAKE BRIM DRIVE have?

    This property features 4 bedrooms and 3 full bathrooms plus 1 half bath(s).

    What is the square footage of 744 LAKE BRIM DRIVE?

    The living area is approximately 2,667 square feet.

    What community is 744 LAKE BRIM DRIVE located in?

    This property is located in the OAKLAND PARK community in WINTER GARDEN, FL. The neighborhood offers convenient access to local schools, shopping, dining, and parks.

    When was 744 LAKE BRIM DRIVE built?

    This property was built in 2016.

    What schools are near 744 LAKE BRIM DRIVE?

    WINTER GARDEN is served by the Orange County Public Schools district. Contact us for details on nearby elementary, middle, and high schools, including ratings and enrollment information.

    How do I schedule a showing for 744 LAKE BRIM DRIVE?

    You can schedule a private showing by clicking "Schedule a Showing" on this page or calling us at (800) 936-1754.

    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 2026-07-01. All data is obtained from various sources and may not have been verified by broker or MLS GRID.

    IDX information is provided exclusively for consumers' personal noncommercial use.

    © 2026 Stellar MLS. All rights reserved.