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844 Oakland Park BoulevardWinter Garden, FL, 34787

5beds
4baths
3,525sqft
Single Family Residence
Built in 2012
$625 Quarterly HOA Fee
$1,195,000
For sale
$1,225,000−$30,000 (2%)Reduced Jul 31, 2026
Price per sqft
$339
Days on market
99
Listed Jul 1, 2026
MLS #O6419976Updated Oct 5, 2026

About this property

Virtually Staged. 35k DESIGN AND UPGRADE SELLER CREDIT! More than a home, this is a lifestyle. Perfectly positioned in the highly sought-after Oakland Park community, this exceptional residence combines timeless design, generous living spaces, and effortless indoor-outdoor living just a golf cart ride from the heart of downtown Winter Garden. With 5 large bedrooms plus a den spread across over 3,500 square feet, the home provides ample space for everyday living and entertaining. Upon arrival, a welcoming front porch sets the tone, offering the perfect place to enjoy a quiet morning coffee or unwind with a glass of wine at sunset. Inside, elegant French doors open to a private home office, while engineered hardwood flooring flows throughout the main living areas. The open-concept floor plan is filled with natural light, creating an inviting space for both everyday living and entertaining. At the heart of the home, the spacious kitchen overlooks the living area and seamlessly connects to the expansive screened lanai through double French doors. The first-floor primary suite is a private retreat, highlighted by a tray ceiling and a spa-inspired bath featuring dual vanities, a soaking tub, a separate walk-in shower, and an oversized walk-in closet. A secondary bedroom and full bath on the main level provide ideal accommodations for guests or multigenerational living. Upstairs, a spacious loft offers endless possibilities as a media room, game room, or additional gathering space. Three generously sized secondary bedrooms—each with its own walk-in closet—along with two full bathrooms provide comfort and privacy for family and guests alike. Step outside to one of the home's most impressive features: an expansive screened lanai overlooking a fully fenced backyard with ample room to design the pool of your dreams. Completing the property is a coveted three-car garage, offering abundant space for vehicles, storage, and recreation. Residents of Oakland Park enjoy a picturesque, tree-lined community known for its welcoming atmosphere, resort-style amenities, seasonal community events and unmatched location. Just minutes from the award-winning shops, restaurants, farmers market, and West Orange Trail in historic downtown Winter Garden, this home offers the perfect balance of luxury, convenience, and the quintessential Central Florida lifestyle.

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Property details

Property type
Single Family Residence
Street address
844 Oakland Park Boulevard
City
Winter Garden
State
FL
ZIP code
34787
Year built
2012
New construction
No
Faces
East
Rooms
5
Building stories
2
Living area
3,525 sqft
Total building area
4,843 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 4:01 AM EDT

Price & sale history

Asking price reduced by $30,000 (2.4%) since first listed.

EventPrice
Price reducedMLS #O6419976$1,195,000Change: −2.4%−$30,000
Listed for saleMLS #O6419976$1,225,000
SoldMLS #O5726209$635,000
Price reducedMLS #O5726209$640,000Change: −2.3%−$15,000
History may be incomplete.
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