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744 Lake Brim Drive , Winter Garden, FL 34787

$995,000
  • 744 Lake Brim Drive , Winter Garden, FL 34787 Main Photo

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New to the Market Active
BEDS4 BATHS3 full 1 partial SQUARE FEET2,667 MLS#O6388775
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONOAKLAND PARK

Property Description

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 Drive | MLS# O6388775

This single family home located at 744 Lake Brim Drive , Winter Garden, FL 34787 is currently listed for sale with an asking price of $995,000. This property was built in 2016 and has 4 bedrooms and 3 full and 1 partial baths with 2667 sq. ft. Lake Brim Drive is located in the OAKLAND PARK subdivision. Search OAKLAND PARK real estate on toniwright.adamscameron.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Central, Electric
Lot Size: 0.15 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $9,275
Year Built: 2016

Amenities

Ceiling Fans(s)
Eat-in Kitchen
Open Floorplan
Primary Bedroom Main Floor
Stone Counters
Walk-In Closet(s)
Fire Pit
French Doors
Outdoor Grill
Outdoor Kitchen

Feature Descriptions

Additional Rooms: Den/Library/Office, Inside Utility, Loft, Storage Rooms
Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Association Amenities: Clubhouse, Park, Playground, Pool, Trail(s)
Community Features: Dog Park, Golf Carts OK, Park, Playground, Pool
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 th
Exterior: Block, Cement Siding, Frame
Fencing: Vinyl
Flood Zone Code: X
Flooring: Carpet, Tile, Wood
Foundation: Slab
Garage Dimensions: 24X20
HOA Fee: 608/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: Sidewalk, Paved
Lot Dimensions: 0.15
Other Equipment: Fire Pit, Irrigation Equipment
Other Structures: Outdoor Kitchen
Ownership: Fee Simple
Parking: Alley Access, Driveway, Garage Faces Rear
Parking Notes: Alley Access, Driveway, Garage Faces Rear
Patio/Porch: Covered, Front Porch, Rear Porch, Screened, Wrap Around
Pets Allowed: Yes
Pets Restrictions: Buyer to verify with HOA
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box,24 Hour Notice, Appointment Only
Special Sale Provisions: None
Utilities: Cable Connected, Natural Gas Connected, Public
Vegetation: Trees/Landscaped
Water: Public
Water Access Y/N: No
Windows: Blinds
Zoning: PUD

Room Sizes

Primary Bedroom: 13x14
Utility Room: 8x6
Balcony/Porch/Lanai: 10x24
Living Room: 15x16
Kitchen: 15x16
Dining Room: 19x10
Den: 11x13
Loft: 16x17
Bedroom 2: 16x13
Bedroom 3: 12x10
Bedroom 3: 13x14

Local Schools

High School: West Orange High
Middle School: Lakeview Middle
Elementary School: Tildenville Elem

Listed By / Shown By

Listed By

Agency Name: BHHS FLORIDA REALTY
Agency Contact: 407-876-2090

Shown By

Agent Name: Toni Wright
Agent Phone: Cell: (386) 290-5146
Agency Title: Adams Cameron & Co. REALTORS

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Estimated Payment

$ 6,358.93 per month $5,295.81 Principal & Interest $772.92 Property Tax $290.21 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/11/2026. The listing information on this page last changed on 03/11/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 03/11/2026 12:00:25 AM EST) or Miami MLS (last updated Tue 03/10/2026 11:48:58 PM EST) or Stellar MLS (last updated Tue 03/10/2026 11:44:22 PM EST) or Daytona MLS (last updated Tue 03/10/2026 11:36:52 PM EST) or Tallahassee MLS (last updated Tue 03/10/2026 10:48:17 PM EST) or Northeast Florida MLS (last updated Tue 03/10/2026 11:58:50 PM EST) or My State MLS (last updated Tue 03/10/2026 11:30:18 PM EST) or Florida Keys MLS (last updated Tue 03/10/2026 8:29:47 PM EST). Real estate listings held by brokerage firms other than Adams Cameron & Co. REALTORS may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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