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WINTER GARDEN, FL 34787 744 LAKE BRIM DRIVE

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Presented By: BHHS FLORIDA REALTY with 407-876-2090. - 407-876-2090
  • MLS# O6388775
  • 03/10/2026
  • Request Tour
  • Request Info
  • Beds • 4
  • Full/Half Baths • 3 / 1
  • SQFT • 2,667
  • Garage • 2

Home Details

Under contract-accepting backup offers. 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!
Presented By: BHHS FLORIDA REALTY with 407-876-2090. - 407-876-2090

Interior Features for 744 LAKE BRIM DRIVE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths4

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace Y/NNo
FlooringCarpet, Tile, Hardwood
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCeiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
Laundry FeaturesInside
Total Stories2
Window FeaturesBlinds

General for 744 LAKE BRIM DRIVE

Additional Parcels Y/NNo
Additional RoomsDen/Library/Office, Inside Utility, Loft, Storage Rooms
AppliancesDishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Assoc Fee Paid PerQuarterly
Association AmenitiesClubhouse, Park, Playground, Pool, Trail(s)
Association Fee IncludesCommunity Pool
Association NameLeLand Management/Erin Lewis
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER GARDEN
Community FeaturesWaterfront, Dog Park, Golf Carts OK, Park, Playground, Pool
Construction MaterialsBlock, Cement Siding, Wood Frame
CoolingCentral Air
CountyOrange
DirectionsFrom Windermere, head west on Highway 50. Turn right onto Avalon Road, left onto Oakland Ave. The community is on the right-turn right onto Oakland Park Blvd, then left onto Lake Brim Dr. Pass over the West Orange Trail. The home is on your left facing the park.
Elementary SchoolTildenville Elem
Facing DirectionEast
Flood Zone CodeX
Flood Zone Code XY
Full Baths3
Garage Spaces2
Garage Y/NYes
HOA Fee$608
HeatingCentral, Electric
High SchoolWest Orange High
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionOAKLAND PARK UNIT 4A 87/105 LOT 282
LevelsTwo
Listing TermsCash, Conventional, FHA, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet6492
Lot Size UnitsSquare Feet
MLS Area34787 - Winter Garden/Oakland
Middle/Junior High SchoolLakeview Middle
Minimum Lease8-12 Months
Monthly HOA Amount202.67
New ConstructionNo
Occupancy TypeOwner
Other StructuresOutdoor Kitchen
OwnershipFee Simple
Patio/Porch FeaturesCovered, Front Porch, Rear Porch, Screened, Wrap Around
Pets AllowedYes
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusPending
StatusPending
Subdivision NameOAKLAND PARK
Tax Annual Amount9275
Tax Lot282
Tax Year2025
Total Rooms11
UtilitiesCable Connected, Natural Gas Connected, Public
ViewPark/Greenbelt, Trees/Woods
Water Access Y/NNo
Water View Y/NNo
Waterfront FeaturesWaterfront
Year Built2016
ZoningPUD

Exterior for 744 LAKE BRIM DRIVE

Building Area Total3948
Covered Spaces2
Exterior AmenitiesFire Pit, French Doors, Irrigation System, Outdoor Grill, Outdoor Kitchen
FencingVinyl
Foundation DetailsSlab
Lot FeaturesSidewalk
Lot Size Acres0.15
Lot Size Area6492
Parking FeaturesAlley Access, Driveway, Garage Faces Rear
Private PoolNo
Road Frontage TypeStreet Paved
Road Surface TypePaved, Concrete
VegetationTrees/Landscaped
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Steven Silcock

Broker Owner
Price $995,000
MLS#O6388775
List Date 03/10/2026
Property Type Single Family
Phone 407.574.0218
Request Tour
Request Info
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