744 Lake Brim Drive, FL

$949,000

744 Lake Brim Drive

Winter Garden, FL 34787

Pending
4
Beds
4
Baths
2,667
Sq Ft
0.15
Acres
2016
Built
$356/sqft
🏠Single Family Residence

Property type

🏗️2016

Year built

📐6,492 sqft

Lot size

📊$356

Price / sq ft

🏘️$208/mo

HOA dues

📅68

Days on market

🚗2

Garage spaces

🌊X

Flood zone

About this home

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!

Estimated monthly payment

Principal & interest$4,799
Property taxes$773
Home insurance (est.)$435
HOA dues$208

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history68 days on market

  1. Status: Pending
    May 26, 2026
  2. Listed$995,000
    Mar 10, 2026
  3. Price reduced$949,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Pending
Days on market
68
Subdivision
Oakland Park
County
Orange
Year built
2016
Living area
2,667 sq ft
Price/sq ft
$356
Building area
3,948 sq ft (Public Records)
Lot size
6,492 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12095C0215H)
Garage
2 spaces
Annual taxes
$9,275 (2025)
Parcel #
21-22-27-6098-02-820
Zoning
PUD
MLS #
O6388775

Interior Details

Bedrooms
4
Full bathrooms
3
Half bathrooms
1
Flooring
Carpet, Tile, Wood
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Interior features
Ceiling Fans(s), Eat-in Kitchen, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
Laundry
Inside
Stories / Levels
Two
Direction faces
East

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Alley Access, Driveway, Garage Faces Rear

HOA & Financial

HOA fee
$625 / Quarterly
Monthly HOA
$208/mo
Total monthly fees
$208/mo
Total annual fees
$2,500
HOA name
LeLand Management/Erin Lewis
CDD
No
Homestead exemption
Yes
Min lease term
8-12 Months
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
Buyer to verify with HOA
Approval process
Buyer to verify with HOA

Exterior & Construction

Exterior features
Fire Pit, French Doors, Outdoor Grill, Outdoor Kitchen
Construction materials
Block, Cement Siding, Frame
Roof
Shingle
Foundation
Slab
Road surface
Concrete

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Natural Gas Connected, Public

Community

Pets allowed
Yes

Schools

ElementaryATildenville ElemGreatSchools ↗
MiddleBLakeview MiddleGreatSchools ↗
High SchoolAWest Orange HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary BedroomFirst13x14
Utility RoomFirst8x6
Balcony/Porch/LanaiFirst10x24
Living RoomFirst15x16
KitchenFirst15x16
Dining RoomFirst19x10
DenFirst11x13
LoftSecond16x17
Bedroom 2Second16x13
Bedroom 3Second12x10
Bedroom 3Second13x14

Listing Details

Listing date
2026-03-10
On market date
2026-03-10
Original list price
$995,000
Occupant type
Owner
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Orlando Regional
Status changed
2026-05-26
Tax legal description
OAKLAND PARK UNIT 4A 87/105 LOT 282

Flood risk

Minimal riskFEMA Zone XPanel 12095C0215H

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 1, 2026 at 10:01 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA