744 LAKE BRIM DRIVE, Winter Garden, FL 34787

• 4 beds |
• 4 baths |
• 2,667 sqft

Property 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!

Listing Status:

Active

Date Added:

March 10, 2026

Data Last Updated:

March 11, 2026 at 7:24AM

Listing Office:

BHHS FLORIDA REALTY : 407-876-2090

Listing Agent:

Ashley Boyd : 321-209-5540

MLS ID:

O6388775

Interior

• General: Ceiling Fans(s)Eat-in KitchenOpen FloorplanPrimary Bedroom Main FloorStone CountersWalk-In Closet(s)
• Rooms: Den/Library/OfficeInside UtilityLoftStorage Rooms
• Appliances: DishwasherDryerMicrowaveRangeRefrigeratorWasher
• Laundry: Inside
• Flooring: CarpetTileWood
• A/C: Central Air
• Heating: CentralElectric

Exterior

• General: Fire PitFrench DoorsOutdoor GrillOutdoor Kitchen
• Other Structures: Outdoor KitchenFront PorchWrap AroundRear PorchScreenedCovered
• Parking: Alley AccessDrivewayGarage Faces Rear

Construction

• Roofing: Shingle
• Windows: Blinds
• General: BlockCement SidingFrameTwoSlab

Location

• Road/Access: Concrete
• HOA Amenities: ClubhouseParkPlaygroundPoolTrail(s)Pool608.0Quarterly
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: PUDOAKLAND PARK UNIT 4A 87/105 LOT 28221-22-27-6098-02-820
• View: Park/GreenbeltTrees/Woods
• Fencing: Vinyl

Utilities

• Utilities: Cable ConnectedNatural Gas ConnectedPublic
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple