$1,225,000
844 Oakland Park Boulevard
Winter Garden, FL 34787
Listing updated: July 1, 2026 at 7:10 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
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 history0 days on market
- Status: ActiveJul 1, 2026
- Listed$1,225,000Jul 1, 2026
- Price increased$1,225,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Oakland Parkb-1b A
- County
- Orange
- Year built
- 2012
- Living area
- 3,525 sq ft
- Price/sq ft
- $348
- Building area
- 4,843 sq ft (Public Records)
- Lot size
- 9,095 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0215H)
- Garage
- 3 spaces
- Annual taxes
- $14,087 (2025)
- Parcel #
- 21-22-27-6092-00-940
- Zoning
- PUD
- MLS #
- O6419976
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 4
- Flooring
- Carpet, Hardwood
- Appliances
- Dishwasher, Dryer, Gas Water Heater, Range, Refrigerator, Washer
- Interior features
- Primary Bedroom Main Floor
- Laundry
- Inside, Laundry Room
- Stories / Levels
- Two
- Direction faces
- East
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 3
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $625 / Quarterly
- Monthly HOA
- $208/mo
- Total monthly fees
- $208/mo
- Total annual fees
- $2,500
- HOA name
- Erin Lewis
- CDD
- No
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer to verify with HOA
Exterior & Construction
- Exterior features
- French Doors
- Construction materials
- Vinyl Siding
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected
Community
- Pets allowed
- Cats OK, Dogs OK
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 17x12 |
| Primary Bedroom | First | 13x17 |
| Living Room | First | 14x14 |
Listing Details
- Listing date
- 2026-06-25
- On market date
- 2026-07-01
- Original list price
- $1,225,000
- Occupant type
- Vacant
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-07-01
- Tax legal description
- OAKLAND PARK UNIT 1B-1B 76/11 LOT 94
Flood risk
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
Head down Avalon. Turn left onto E Oakland Ave. Turn right onto Oakland Park Blvd. House is on the left.
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Based on information submitted to the MLS GRID as of July 1, 2026 at 7:10 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.
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