Homes for Sale in Oakland
Homes in Oakland offer buyers an amazing lifestyle, active trailside and easy access to the shopping and dining of Downtown Winter Garden. The Oakland Realtors of the Erica Diaz Team offer home buyers a quick and easy transaction in most cases closing faster and less money than your average agent. We’ll help you find your next historic Oakland home with shade trees and mature neighborhoods. Take some time to browse the homes below or reach out to the Erica Diaz Team and let us find the dream home for you.
$629,990
1800 STANDING ROCK CIRCLE
OAKLAND, Florida
4Bedroom(s)
3Bathroom(s)
48Picture(s)
3,107Sqft
Fall in love with this beautiful and modern 4 bedroom home in the highly sought-after Meritage community, boasting a host of luxury features and designer touches that cater to a lifestyle of comfort and convenience.
$495,999
1150 TRAILSIDE COURT
OAKLAND, Florida
3Bedroom(s)
2Bathroom(s)
48Picture(s)
2,284Sqft
This is a beautiful and spacious home built custom for the current and original owners. In this 3 bedroom 2 bath home you will find a great room, formal living room, formal dining room, and an office/den. Off the open kitchen that over looks the great room, you have a spacious breakfast nook.
$1,250,000
1152 HULL ISLAND DRIVE
OAKLAND, Florida
5Bedroom(s)
4Bathroom(s)
56Picture(s)
4,009Sqft
Check Virtual Tour 1. This immaculate, LAKEFRONT home in Oakland is waiting to take your breath away! Nestled on Hull Island with gorgeous views of Lake Apopka, this home exemplifies the tranquility and peace that Central Florida has to offer. Approaching the property, you’ll immediately notice the beautifully manicured lawn and a spacious driveway, leading up to a 3 car garage.
$645,000
2505 STONE CREEK COURT
OAKLAND, Florida
3Bedroom(s)
2Bathroom(s)
65Picture(s)
2,834Sqft
Are you looking for direct access to nature without going too far? This practically brand-new home sits on a corner lot in the small historical town of Oakland. The location is prime with only 3 miles to the famous downtown Winter Garden to enjoy the weekly farmers market, the brewery, and plenty of great dining and shopping.
$428,500
2230 GOPHER TORTOISE TERRACE
OAKLAND, Florida
3Bedroom(s)
3Bathroom(s)
17Picture(s)
1,809Sqft
!!! Move in Ready !!! Beautiful Townhome now available in the sought after community of Longleaf at Oakland. This lovely, like new 3 bedroom, 3 bathroom townhome features an en suite on the first floor. The kitchen boasts 42” cabinets, beautiful white back splash, stainless steel appliances and granite countertops. You’ll love the open floor plan, overlooking the courtyard.
$710,000
2500 STANDING ROCK CIRCLE
OAKLAND, Florida
5Bedroom(s)
3Bathroom(s)
50Picture(s)
3,465Sqft
Welcome home to this beautiful 5-bedroom, 3-bathroom pool home located in the Westside Village community! At the front of the home is a great flex space that could be used as a work from home office or a great playroom for the little ones! As you continue in you’ll find the formal dining room in the middle and the open concept kitchen and living room at the back of the home.
$769,900
2451 SKY STONE COURT
OAKLAND, Florida
5Bedroom(s)
3Bathroom(s)
33Picture(s)
3,007Sqft
Welcome to Oakland Trails a Beautiful neighborhood located in the small but homey city of Oakland! rnThis home is a spacious 5 Bedroom and 3.5 Bathroom home ready to be your forever home. rnStarting from the moment you step in you will be greeted by a cozy Great Room and a Dining Room, passing along you'll find yourself in a beautiful rnKitchen and Living Room, the perfect spot to entertain.
$520,000
2195 STANDING ROCK CIRCLE
OAKLAND, Florida
4Bedroom(s)
2Bathroom(s)
39Picture(s)
2,204Sqft
Welcome to this beautiful home, located in Oakland Trails in Winter Garden. Right as you walk in, you’re greeted with a stunning view of the upgraded kitchen. This two year old home features 4 bedrooms, 2 and a half baths, and a gorgeous living area perfect for entertaining! Downstairs there is waterproof luxury vinyl throughout.
$349,000
524 OAKLAND AVENUE
OAKLAND, Florida
3Bedroom(s)
1Bathroom(s)
11Picture(s)
1,325Sqft
Located in the Town of Oakland a short drive from historic downtown Winter Garden. Great single-family home with NO HOA across from all new construction homes. Sits on a large double corner lot on a tree lined street, perfect for a first time home buyer or investor. There is also a detached shed. Park your boat, RV, etc and not worry about a HOA.
$319,900
1622 OAKLAND DRIVE
DELTONA, Florida
3Bedroom(s)
2Bathroom(s)
39Picture(s)
1,760Sqft
Check out this well-maintained 3 bedroom 2 bath home in the heart of Deltona Lakes. This spacious home features a split floor plan with the master bedroom on the left side of the home and the other two bedroom and one bathroom are on the right side of the home. There is plenty of living space with a family room, living room and dining room, as well as the screened lanai.
$820,000
341 LARGOVISTA DRIVE
OAKLAND, Florida
5Bedroom(s)
4Bathroom(s)
93Picture(s)
4,475Sqft
LEASE PURCHASE OPTION AVAILABLE. No qualifying & No credit check! Minimal paperwork & quick closing!rnrnLOCATION, LOCATION, LOCATION...right in the center of Florida, North, South, East, & West, close to everything. It's only 2 minutes to get onto the Florida Turnpike.
$1,599,000
15198 OAKLAND AVENUE
WINTER GARDEN, Florida
4Bedroom(s)
4Bathroom(s)
20Picture(s)
3,405Sqft
Under Construction. Fall in love with this modern farmhouse masterpiece within Winter Garden’s premier luxury new home community, Oakland Hills! Unlike anything else in Central Florida, this enclave of only 17 over-sized home sites is nestled among grand oak trees reminiscent of old Florida rural estates.
$799,900
10 W OAKLAND AVE
OCOEE, Florida
4Bedroom(s)
3Bathroom(s)
43Picture(s)
1,720Sqft
Location, Location, Location !!! This will be your only opportunity to purchase this Prime Corner Lot and be part of the Ocoee Master Plan, The City of Ocoee has stated that this could be Rezoned Commercial. This Corner lot is directly across from the New City Hall but will still have a view of Starke Lake. Great opportunity to have it rezoned and be in the middle of Downtown Ocoee Center.
Who’s Your Oakland Buyer’s Agent?
Every home buyer should have a buyer’s agent negotiating on their behalf. It’s completely free to the buyer and the Erica Diaz Team can help you close quicker and for less money than the average Oakland realtor. Tell our team of buyers about the perfect Oakland home for you and we’ll find it!