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Sold for $935,000
  • $935,000

    744 LAKE BRIM DRIVE, WINTER GARDEN, FL 34787

    4beds
    2,667sqft
    Single Family Residence
    Built in 2016
    6,492 Square Feet Lot
    $935,100 Zestimate®
    $351/sqft
    $3,585 Estimated rent

    Home value

    $935,100

    $860,000 - $1.01M

    $3,585/mo

    Zestimate® history
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    What's special

    Fenced yardSpacious loftInviting wraparound front porchOversized garagePaver patioExpansive kitchenTimeless architecture
    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!

    Zillow last checked:

    Listing updated:

    Listed by:

    Ashley Boyd 321-209-5540,

    BHHS FLORIDA REALTY 407-876-2090

    Bought with:

    Lisa Shear, 676656

    FANNIE HILLMAN & ASSOCIATES

    Source: Stellar MLS,MLS#: O6388775MLS LogoOriginating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Rooms
    • Room types: Den/Library/Office, Utility Room, Loft, Storage Rooms
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: First
    • Area: 182 Square Feet
    • Dimensions: 13x14
    Bedroom 2
    • Features: Built-in Closet
    • Level: Second
    • Area: 208 Square Feet
    • Dimensions: 16x13
    Bedroom 3
    • Features: Walk-In Closet(s)
    • Level: Second
    • Area: 120 Square Feet
    • Dimensions: 12x10
    Bedroom 3
    • Features: Walk-In Closet(s)
    • Level: Second
    • Area: 182 Square Feet
    • Dimensions: 13x14
    Balcony porch lanai
    • Level: First
    • Area: 240 Square Feet
    • Dimensions: 10x24
    Den
    • Level: First
    • Area: 143 Square Feet
    • Dimensions: 11x13
    Dining room
    • Level: First
    • Area: 190 Square Feet
    • Dimensions: 19x10
    Kitchen
    • Level: First
    • Area: 240 Square Feet
    • Dimensions: 15x16
    Living room
    • Level: First
    • Area: 240 Square Feet
    • Dimensions: 15x16
    Loft
    • Level: Second
    • Area: 272 Square Feet
    • Dimensions: 16x17
    Utility room
    • Level: First
    • Area: 48 Square Feet
    • Dimensions: 8x6
    Heating
    • Central, Electric
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
    • Laundry: Inside
    Features
    • Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
    • Flooring: Carpet, Tile, Hardwood
    • Doors: French Doors, Outdoor Grill, Outdoor Kitchen
    • Windows: Blinds
    • Has fireplace: No
    Interior area
    • Total structure area: 3,948
    • Total interior livable area: 2,667 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Alley Access, Driveway, Garage Faces Rear
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    • Details: Garage Dimensions: 24X20
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Covered, Front Porch, Rear Porch, Screened, Wrap Around
    • Exterior features: Fire Pit, Irrigation System, Outdoor Grill, Outdoor Kitchen
    • Fencing: Vinyl
    • Has view: Yes
    • View description: Park/Greenbelt, Trees/Woods
    • Waterfront features: Waterfront
    Lot
    • Size: 6,492 Square Feet
    • Features: Sidewalk
    • Residential vegetation: Trees/Landscaped
    Details
    • Additional structures: Outdoor Kitchen
    • Parcel number: 212227609802820
    • Zoning: PUD
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Block, Cement Siding, Wood Frame
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 2016

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Connected, Natural Gas Connected, Public

    Community & HOA

    Community
    • Features: Waterfront, Dog Park, Golf Carts OK, Park, Playground, Pool
    • Pet fee: $0 monthly
    • Subdivision: OAKLAND PARK
    HOA
    • Has HOA: Yes
    • Amenities included: Clubhouse, Park, Playground, Pool, Trail(s)
    • Services included: Community Pool
    • HOA fee: $208 monthly
    • HOA name: LeLand Management/Erin Lewis
    • HOA phone: 407-409-8594
    Location
    • Region: Winter Garden

    Financial & listing details

    • Price per square foot: $351/sqft
    • Tax assessed value: $763,294
    • Annual tax amount: $9,275
    • Date on market: 3/10/2026
    • Cumulative days on market: 68 days
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Road surface type: Paved, Concrete

    Price history

    DateEventPrice
    6/30/2026Sold$935,000-1.5%$351/sqft
    Source: Stellar MLS #O6388775 Report a problem
    5/26/2026Pending sale$949,000$356/sqft
    Source: Stellar MLS #O6388775 Report a problem
    5/23/2026Price change$949,000-2.1%$356/sqft
    Source: Stellar MLS #O6388775 Report a problem
    4/25/2026Price change$969,000-2.6%$363/sqft
    Source: Stellar MLS #O6388775 Report a problem
    4/2/2026Listed for sale$995,000$373/sqft
    Source: Stellar MLS #O6388775 Report a problem
    3/25/2026Pending sale$995,000$373/sqft
    Source: Stellar MLS #O6388775 Report a problem
    3/10/2026Listed for sale$995,000+103.1%$373/sqft
    Source: Stellar MLS #O6388775 Report a problem
    12/28/2016Sold$489,800$184/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$8,811 -1.5%$625,197 +3%
    2023$8,943 +127%$606,987 +111.8%
    2022$3,939 +1.5%$286,531 +3%
    2021$3,880 +0.8%$278,185 +1.4%
    2020$3,850 +1%$274,344 +2.3%
    2019$3,813 +6%$268,176 +6.3%
    2018$3,596 $252,381 -31.7%
    2017$3,596 +2.7%$369,612 +572%
    2016$3,500 $55,000
    Find assessor info on the county website

    Neighborhood: 34787

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Tildenville Elem
    • Middle: Lakeview Middle
    • High: West Orange High

    Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $935,100
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $935,100