To schedule a showing of 844 Oakland Park Boulevard, Winter Garden, Florida, Call David Shippey at 863-521-4517 TODAY!

$1,225,000 No Recent Price Change
844 Oakland Park Boulevard
Winter Garden, FL 34787
  • 5Beds
  • 4.00Total Baths
  • 4 Full, 0 HalfBaths
  • 3,525SqFt
  • 2012Year Built
  • 0.21Acres
  • MLS# O6419976
  • Residential
  • SingleFamilyResidence
  • Active


Overview

Virtually Staged. 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.



Agriculture / Farm

Association Fees / Info

Community Features:  BoatFacilities, Clubhouse, GolfCartsOk, Playground, Pool

Pets Allowed:  CatsOk, DogsOk

Hoa Frequency Rate:  625

Association:  Yes

Hoa Fees Frequency:  Quarterly

Bathroom Info

Total Baths:  4.00

Fullbaths:  4

Building Info

Window Features:  Blinds, Drapes

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  Community

Patio:  FrontPorch, Patio, Screened

Exterior Features:  FrenchPatioDoors

Fees / Restrictions

Financial

Original Price:  $1,225,000

Fencing:  Fenced

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Carpet, EngineeredHardwood

Levels:  Two

Laundry Features:  Inside, LaundryRoom

Interior Features:  MainLevelPrimary

Appliances:  Dryer, Dishwasher, GasWaterHeater, Range, Refrigerator, Washer

Lot Info

Direction Remarks:  Head down Avalon. Turn left onto E Oakland Ave. Turn right onto Oakland Park Blvd. House is on the left.

Lot Size Units:  Acres

Lot Size Acres:  0.21

Lot Sqft:  9,095

Lot Desc:  CornerLot

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  21

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  VinylSiding

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  5

Sqft Info

Sqft:  3,525

Bulding Area Sqft:  4,843

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  94

Tax Legal Description:  OAKLAND PARK UNIT 1B-1B 76/11 LOT 94

Tax Block:  00

Tax Annual Amount:  14087.07

Tax Book Number:  76

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, NaturalGasConnected, WaterConnected

Waterfront / Water

Directions

Head down Avalon. Turn left onto E Oakland Ave. Turn right onto Oakland Park Blvd. House is on the left.

This listing courtesy of Coldwell Banker Realty 

Mortgage Calculator

%
$
%
Dollars per $1000
$
Approximate Monthly Payment 0.0
On davidshippey.com since Wed, Jul 1st 2026
No Property History recorded for this listing.

Broker Reciprocity The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 07-21-2026 8:46 AM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

If you have any questions on 844 Oakland Park Boulevard, Winter Garden, Florida, please call David Shippey at 863-521-4517.


MLS# O6419976 located at 844 Oakland Park Boulevard, Winter Garden, Florida is brought to you by David Shippey REALTOR®

844 Oakland Park Boulevard, Winter Garden, Florida has 5 Beds, 4 Full Bath, and 0 Half Bath.
The MLS Number for 844 Oakland Park Boulevard, Winter Garden, Florida is O6419976.
The price for 844 Oakland Park Boulevard, Winter Garden, Florida is $1,225,000.
The status of 844 Oakland Park Boulevard, Winter Garden, Florida is Active.
The subdivision of 844 Oakland Park Boulevard, Winter Garden, Florida is Oakland Park Unit 1b-1b.
The home located at 844 Oakland Park Boulevard, Winter Garden, Florida was built in 2026.