744 LAKE BRIM DRIVE Winter Garden, FL $ 969,000
744 LAKE BRIM DRIVE
$ 969,000
Open House 5/2 10am - 12pm
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744 LAKE BRIM DRIVE

Winter Garden, FL, 34787
$ 969,000
Bedrooms4 Baths3.1 Sq 2,667

Monthly Estimate*

$ 5,966

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Single Family Home for sale in Winter Garden, FL

for $969,000 with 4 bedrooms and 3 full baths, 1 half bath. This 2,667 square foot home was built in 2016 on a lot size of 0.15.

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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Open House

5/2/2026 10:00 AM - 12:00 PM
744 LAKE BRIM DRIVE Winter Garden, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 969,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 9,275

Style

Single Family Residence

Lot Size

0.15

Year Built

2016

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6388775

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Connected Natural Gas Connected Public
Roof Shingle
Appliances Dishwasher Dryer Microwave Range Refrigerator Washer
Zoning PUD
HOA Fee 608
Garage Spaces 2
Association Fee Includes Community Pool
Patio/Porch Features Covered Front Porch Rear Porch Screened Wrap Around
Construction Materials Block Cement Siding Wood Frame
Pets Allowed Yes
Year Built 2016
View Park/Greenbelt Trees/Woods
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Waterfront
Community Features Waterfront Dog Park Golf Carts OK Park Playground Pool
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
Association Amenities Clubhouse Park Playground Pool Trail(s)
Attached Garage true
Subdivision Name OAKLAND PARK
Facing Direction East
Garage Y/N true
Other Structures Outdoor Kitchen
Total Rooms 11
Full Baths 3
Status Active
Directions From 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.
High School West Orange High
City WINTER GARDEN
Association Name LeLand Management/Erin Lewis
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 6492
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Tildenville Elem
Land Lease Y/N false
Tax Annual Amount 9275
Middle/Junior High School Lakeview Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 282
Legal Description OAKLAND PARK UNIT 4A 87/105 LOT 282
Minimum Lease 8-12 Months
Water Access Y/N false
Monthly HOA Amount 202.67
Additional Rooms Den/Library/Office Inside Utility Loft Storage Rooms
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Ceiling Fan(s) Eating Space In Kitchen Open Floorplan Primary Bedroom Main Floor Stone Counters Walk-In Closet(s)
Flooring Carpet Tile Hardwood
Furnished Y/N Unfurnished
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N false
Half Baths 1
Laundry Features Inside
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Fire Pit French Doors Irrigation System Outdoor Grill Outdoor Kitchen
Vegetation Trees/Landscaped
Fencing Vinyl
Parking Features Alley Access Driveway Garage Faces Rear
Lot Features Sidewalk
Water Source Public
Lot Size Area 6492
Foundation Details Slab
Building Area Total 3948
Lot Size Acres 0.15
Road Surface Type Paved Concrete
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
Bhhs Florida Realty

Broker

AshleyBoyd@BHHSFloridaRealty.net

Email

Affordability Calculator

$6,739
Per Month
89%
11%
0%
Monthly Principal & Interest
$5,966
Monthly Property Taxes
$773
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
West Orange High High School High School
Pricing History
DatePricePrice ChangeDescription
4/25/2026$969,000 -2.61% Price Down
3/10/2026$995,000 Listed Price

Map


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744 LAKE BRIM DRIVE, Winter Garden, FL, 34787 is a Single Family Home for sale at $969,000 with 2,667 sqft and a lot size of 0.15. 744 LAKE BRIM DRIVE has 4 bedrooms, 3.1 baths, and was built in 2016. The property's zip code is 34787 which is in Winter Garden, FL