Home in 744 Lake Brim Dr Winter Garden for sale with MLS# O6388775

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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744 Lake Brim Dr, Winter Garden, FL 34787

Price
Price:
$995,000.00
Original List Price:
$995,000.00
List Price per Sq Ft (Calculated, Approx.):
$373.08
Property Status and Type
Listing Type:
For Sale
Status:
Active
Contract Status:
Inspections
Previous Status:
Pending (An offer has been accepted)
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6388775
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
4
Full Bath:
3
Half Bath:
1
Additional Rooms:
Den/library/office, Inside Utility, Loft, Storage Rooms
Measures
Living Area:
2,667 Sqft
Built-Up Area:
3,948 Sqft
Lot Area:
6,492 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Paved, Sidewalk
Lot Size Acres:
0.15
Property Features
View from the Property:
Park/greenbelt, Trees/woods
Waterfront:
No
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range
Interior:
Eat-in Kitchen, Walk-In Closet(s), Ceiling Fans(s), Open Floorplan, Stone Counters, Primary Bedroom Main Floor
Exterior:
Outdoor Grill, French Doors, Outdoor Kitchen, Fire Pit
Patio and Porch:
Screened, Wrap Around, Covered, Front Porch, Rear Porch
Windows:
Blinds
Other Structures:
Outdoor Kitchen
Laundry:
Inside
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Fence:
Vinyl
Vegetation and Trees:
Trees/landscaped
Property Entrance Faces:
East
Other Equipment:
Irrigation Equipment, Fire Pit
Construction
Year Built:
2016
Roof:
Shingle
Levels:
Two
Construction Materials:
Block, Frame, Cement Siding
Flooring:
Carpet, Tile, Wood
Number of stories:
2
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$9,275.00
Tax Year:
2025
Association Fee:
$608.00
Association Fee Frequency:
Quarterly
Total Annual Fees:
$2,432.00
Total Monthly Fees:
$202.67
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway, Garage Faces Rear, Alley Access
Garage Dimensions:
24X20
Utilities
Sewer:
Public Sewer
Utilities Available:
Natural Gas Connected, Public, Cable Connected
Water Source:
Public
Community
Association
Minimum Lease Term:
8-12 Months
Pets Allowed?
Amenities Provided by the Homeowner's Association (HOA):
Pool, Clubhouse, Playground, Trail(s), Park
Subdivision Name:
OAKLAND PARK
Community Features:
Park, Pool, Playground, Dog Park, Golf Carts Ok
Association Fee Includes:
Pool
Senior Community:
No
Association Fee Required:
Required
Association Management:
LeLand Management/Erin Lewis
Association Phone:
407-409-8594
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
OAKLAND PARK UNIT 4A 87/105 LOT 282
Real Estate Folio Number (Parcel Number):
21-22-27-6098-02-820
Zoning:
PUD
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Lake Whitney Elem
High School:
West Orange High
Middle Or Junior School:
Lakeview Middle
Listing History
Originally published on:
March 10, 2026 8:55 pm
Active on the market since:
March 10, 2026
Listing Agreement executed on:
March 10, 2026
Purchase Contract Date:
March 25, 2026
Listing Status Last Changed On:
April 2, 2026 8:29 pm
Photos updated on:
March 30, 2026 5:11 pm
Last Modified:
April 11, 2026 7:50 pm
Additional Information
Courtesy of:
BHHS FLORIDA REALTY
Attribution:
407-876-2090
Road Surface Type:
Concrete
Location
Street Name:
LAKE BRIM
Street Number:
744
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 33' 40''
Longitude:
W82° 23' 15.5''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064

Air Quality

Source: AirNow.gov · Lake County

🌬️ Air Quality Index (AQI) 31 Good
☀️ O3 31 Good

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Association of REALTORS®
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