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!
744 Lake Brim Dr, Winter Garden, FL 34787
- Price:
- $995,000.00
- Original List Price:
- $995,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $373.08
- 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
- Bedrooms:
- 4
- Bathrooms Total:
- 4
- Full Bath:
- 3
- Half Bath:
- 1
- Additional Rooms:
- Den/library/office, Inside Utility, Loft, Storage Rooms
- 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
- 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
- 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
- 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
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Parking Features:
- Driveway, Garage Faces Rear, Alley Access
- Garage Dimensions:
- 24X20
- Sewer:
- Public Sewer
- Utilities Available:
- Natural Gas Connected, Public, Cable Connected
- Water Source:
- Public
- 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
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- 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
- Elementary School:
- Lake Whitney Elem
- High School:
- West Orange High
- Middle Or Junior School:
- Lakeview Middle
- 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
- Courtesy of:
- BHHS FLORIDA REALTY
- Attribution:
- 407-876-2090
- Road Surface Type:
- Concrete
- 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''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
Air Quality
Source: AirNow.gov · Lake County

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