Oakland, FL Real Estate

Oakland FL Real Estate Overview




Open Houses


Short Sales







Oakland FL Real Estate Stats

Average Price in Oakland: $414,282  County Average: $571,710

Average Taxes in Oakland: $3,887  County Average: $5,366

Average Cost Per Sqr Ft in Oakland: $145  County Average: $215

Average Walkscore in Oakland: 8  County Average: 28

Average Year Built in Oakland: 2001  County Average: 1993

Average Days on Website in Oakland: 127  County Average: 106

Oakland FL Real Estate Market Health

Neighborhoods in Oakland FL

Johns Landing Oakland Trails

Areas in Oakland FL

Winter Garden-Oakland

Most Popular Listing

Popular Oakland Real Estate

Most Expensive Listing

Expensive Oakland Real Estate

Least Expensive Listing

Cheap Oakland Real Estate

Listings in Oakland

Oakland has it all, still just minutes from disney, universal studios, and orlando. . come fall in love with this home and Oakland…..everyone does!....also, check out more in store for the town of oakand by going to their website!...

bedroom 2 bath altamonte springs home located in Oakland estates and situated on a private cul-de-sac. side entry two car garage wit...

Oakland park is located on the west orange trail between Oakland and winter garden, Oakland park is surrounded by old florida communities and beautiful historic homes. this is florida the way it should be – a blending of water, majestic trees and a classic, small-town feel. it’s hard to image that a place so quaint is just minutes from the charm of winter garden and the excitement of orlando. this home will not last long! under construction call to schedule a personal tour today!!...

rare commercial zoned property in town of Oakland with frontage on Oakland ave & tubb st. add parcel mls (o5545316) and incre...

Great opportunity in desirable rotonda west Oakland hills*** 3 bedroom / 2 bath under $200,000*** caged pool with golf course view...

the 4 bedroom, 3-1/2 bath, green home is located in the Oakland park subdivision, featuring resort style amenities such as pools, parks & beautiful landscaping; all set along the scenic west orange trail & just minutes away from the downtown winter garden city center. interior features of this energy-star rated home include: open floorplan, downstairs master bedroom suite...

huge oak trees just 1 minute from the villages. Oakland hills is nestled away from the hustle and bustle. quiet country living in the city!! 3/2 with carport, ...

a covered lanai is perfect for dining al fresco and the back yard is ample enough for a pool, a gardener's dream, a perfect place for your puppies to romp. Oakland park’s natural environment and picturesque streetscapes entice you to get out and enjoy life, and to connect with neighbors as well as the experiences and activities you desire. the preservation of old-florida’s character and craftsmanship creates a stunning sanctuary you’ll want to call home....

Brand new energy-efficient home ready now! enjoy sitting and relaxing on the front porch or back lanai of this well-appointed 2-story whitaker plan...

close proximity to the west orange trail. the town of Oakland is a growing community with great amenities and a sense of community....

this lot has east/west exposure on boundary blvd. in the Oakland hills area....

sliding glass doors welcome you onto a patio with gorgeous views of lake apopka and backs up to Oakland park trails. drift off to sleep each night with the tranquil sounds of nature in a truly private master bedroom. both bathrooms have access to the back yard area that would be perfect for that future pool or the outdoor retreat you dream of. this home is situated in the friendly gated community of lakeview reserve with super quick access to the turnpike, just 25 minutes to disney and universal, 30 minutes to orlando airport. home warranty included with accepted offer! why are you still reading this?? houses in this neighborhood sell quickly. call now!...

huge price reduction! welcome to this lovely house in the Oakland hills section of rotonda west, just minutes from the golf course and a view of hole #9 from your backyard. walking up to ...

Vacant lot ready for your wildest dreams....

enjoy biking, hiking and canoeing in wekiva state park and kelly park just 5 minutes away or jump on the west orange trail that extends 22 miles, from apopka to winter garden to downtown Oakland....

One of a kind view for central florida! must see to believe...

mid-century modern 3/2 home in centrally located Oakland shores. the new gray custom kitchen with q...

just across the street from the popular west orange trail and minutes from downtown Oakland, you will love the location of this home. it features 3-bedrooms and 1 bathroom and a fenced ba...

"under construction" brand new energy-efficient home ready november 2017...

Portunity to purchase an empty lot in the town of Oakland. perfe...

Property Search

Saved Properties

This is a list of your favorite properties. We will email you if a property is reduced or leaves the market.

Click 'Save' to add a property to this list.

Register / Login

New & returning visitors please enter your information to login.

By clicking 'register' you are agreeing to our terms of use & giving us expressed written consent to contact you.

Questions? Comments? Complaints?

This message will go directly to the head of our team.

Location & Address

Donald Maycott
4830 W. Kennedy Blvd. Suite 600
Tampa, FL