$995,000
Active

744 LAKE BRIM DRIVE

WINTER GARDEN, FL 34787 — OAKLAND PARK
4 Beds
4 Baths
2,667 sqft
0.15 acres
Built 2016
2-Car Garage

About This Property

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 Details

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6388775
Days on Market
15
Year Built
2016
Levels
Two
Additional Rooms
Den/Library/Office,Inside Utility,Loft,Storage Rooms
Direction Faces
East
Occupant Type
Owner

Size & Structure

Living Area
2,667 sqft
Total Area
3,948 sqft
Lot Size
0.15 acres
Lot Sq Ft
6,492 sqft
Bedrooms
4
Full Baths
3
Half Baths
1
Garage Spaces
2
Stories
2

Interior

Flooring
Carpet, Tile, Wood
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Interior Features
Ceiling Fans(s), Eat-in Kitchen, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
Laundry
Inside
Windows
Blinds
Furnished
Unfurnished
A/C
Central Air
Heating
Central, Electric

Exterior & Lot

Exterior Features
Fire Pit, French Doors, Outdoor Grill, Outdoor Kitchen
Construction
Block, Cement Siding, Frame
Roof
Shingle
Foundation
Slab
Patio/Porch
Covered, Front Porch, Rear Porch, Screened, Wrap Around
Other Structures
Outdoor Kitchen
Fencing
Vinyl
Lot Features
Sidewalk, Paved
View
Park/Greenbelt, Trees/Woods

Water & Pool

Community & HOA

HOA
Yes
HOA Fee
$608/Quarterly
HOA Amenities
Clubhouse, Park, Playground, Pool, Trail(s)
Community Features
Dog Park, Golf Carts OK, Park, Playground, Pool
Pets Allowed
Yes
Homestead
Yes

Utilities & Systems

Water
Public
Sewer
Public Sewer
Utilities
Cable Connected, Natural Gas Connected, Public
Cooling
Central Air
Heating
Central, Electric
Flood Zone
X
Parking
Alley Access, Driveway, Garage Faces Rear

Financial

List Price
$995,000
Annual Taxes
$9,275
Tax Year
2025
Listing Terms
Cash, Conventional, FHA, VA Loan
Special Conditions
None

Schools

Elementary
Tildenville Elem
Middle School
Lakeview Middle
High School
West Orange High

Location