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$995,000
4 Days On Site

744 LAKE BRIM DRIVE
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,667
SqFt
$373
/SqFt
2016
Built
Subdivision:
OAKLAND PARK
County:
Orange
Call Now: 407-495-2546
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407-495-2546
744 LAKE BRIM DRIVE744 LAKE BRIM DRIVE744 LAKE BRIM DRIVE744 LAKE BRIM DRIVE
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Monthly Payment (Est.)

$4,540
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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!

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Listing Snapshot
Price 
$995,000
Days On Site 
4 Days
Bedrooms 
4
Inside Area (SqFt) 
2,667 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.15 Acres
Year Built 
2016
MLS® Number 
O6388775
Status 
Active
Property Tax 
$9,275
HOA/Condo/Coop Fees 
$202.67 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
4 days agoListing updated with changes from the MLS®
5 days agoListing first seen on site
General Features
Acres 
0.15
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
2
Parking 
Alley AccessDrivewayGarage Faces RearAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3948
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedNatural Gas Connected
Water Source 
Public
Zoning 
PUD
Interior Features
Appliances 
DishwasherDryerMicrowaveRangeRefrigeratorWasher
Cooling 
Central Air
Flooring 
CarpetTileWood
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Eat-in KitchenOpen FloorplanStone CountersWalk-In Closet(s)
Laundry Features 
Inside
Window Features 
Blinds
Balcony/Porch/Lanai 
Dimensions - 10x24Level - First
Bedroom 2 
Dimensions - 16x13Level - Second
Bedroom 3 
Dimensions - 13x14Level - Second
Den 
Dimensions - 11x13Level - First
Dining Room 
Dimensions - 19x10Level - First
Kitchen 
Dimensions - 15x16Level - First
Living Room 
Dimensions - 15x16Level - First
Loft 
Dimensions - 16x17Level - Second
Master Bedroom 
Dimensions - 13x14Level - First
Utility Room 
Dimensions - 8x6Level - First
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Exterior Features
Construction Details 
BlockCement SidingFrame
Exterior 
Fire PitOutdoor GrillOutdoor Kitchen
Fencing 
Vinyl
Lot Features 
Paved
Other Structures 
Outdoor Kitchen
Patio And Porch 
CoveredFront PorchRear PorchScreenedWrap Around
Roof 
Shingle
View 
Park/GreenbeltTrees/Woods
Waterview 
Park/GreenbeltTrees/Woods
Windows/Doors 
Blinds
Community Features
Association Amenities 
ClubhouseParkPlaygroundPoolTrail(s)
Association Dues 
608
Community Features 
ParkPlaygroundPool
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Quarterly
MLS Area 
34787 - Winter Garden/Oakland
Roads 
Concrete
Township 
22
Schools
School District
Unknown
Elementary School
Tildenville Elem
Middle School
Lakeview Middle
High School
West Orange High
Listing courtesy of BHHS FLORIDA REALTY (321) 209-5540



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-03-15 10:31 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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