Oakland Homes for Sale

If you would like more details on any of these Oakland listings, just click the "Ask A Question" button when viewing the details of the property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.  If you'd like to take a tour, click "Schedule A Showing." 

You can also create and save a custom home search by clicking the starred "Save" button to register for a free account. A custom saved search will allow you to receive email alerts when new Oakland listings hit the market.

Oakland Homes For Sale September 26, 2020
12
Listed
67
Avg. DOM
$194.43
Avg. $ / Sq.Ft.
$427,593
Med. List Price
12 Properties
$384,265
Subdivision: Hull Island At Oakland
3
Beds
2
Baths
1,857
Sq.Ft.
2020
Year Built
3
Days on Site
O5894470
MLS
Under Construction. Welcome home to this cozy 1,857 square feet 1-story 3 bedroom, 2 bath, 2-car garage, new home for sale in Oakland, FL that is bursting with character. One of the highlights of...
$399,900
Subdivision: Oakland Trails
4
Beds
3
Baths
2,418
Sq.Ft.
2017
Year Built
11
Days on Site
O5892800
MLS
Winter Garden is the #1 selling location in Orlando! 20 mins from downtown Orlando, 20 mins from Walt Disney world, and this property is 10 mins from Downtown Winter Garden shopping,dining and...
$945,555
Subdivision: Oakland
6
Beds
7F11/2
Baths
5,614
Sq.Ft.
1925
Year Built
24
Days on Site
O5890028
MLS
This exquisite gem has endless opportunities. A wellness center, wedding event venue, Airbnb. Not looking to own a bed and breakfast? This would also make a fantastic stately residential home. Bring...
$349,900
Subdivision: Oakland Trails
4
Beds
2F11/2
Baths
2,069
Sq.Ft.
2018
Year Built
24
Days on Site
O5890186
MLS
LOOK NO MORE, THIS BEAUTIFUL 4 BEDROOM 2.5 BATH HOME IN OAKLAND TRAILS COMMUNITY. THIS HOME WAS BUILT ENERGY EFFICIENT BY MERITAGE BUILDER. THIS HOME WILL HELP YOU LIVE A QUIETER LIFESTYLE WHILE...
$358,920
Subdivision: Oakland Trails
3
Beds
2F11/2
Baths
2,008
Sq.Ft.
2020
Year Built
26
Days on Site
O5889270
MLS
Brand NEW energy-efficient home ready NOW! Enjoy cooking in this Kipling home's open kitchen with upgraded cabinets and countertops. Upstairs game room is perfect for entertaining family. Master...
$624,900
Subdivision: Town Of Oakland #6108
3
Beds
2
Baths
3,086
Sq.Ft.
1935
Year Built
26
Days on Site
O5889373
MLS
BRING YOUR BOAT AND YOUR RV!!~NO HOA!~HISTORIC OAKLAND'S FINEST RESIDENCE.~MAJORLY RENOVATED IN PRESERVING THE INTEGRITY & ORIGINAL BEAUTY.~ PINE FLOORS~ TIN ROOF, BRICK PATIOS,FRONT PORCH, SHADED...
$1,100,000
Subdivision: Johns Landing Ph 01 44/47
4
Beds
3
Baths
4,672
Sq.Ft.
2007
Year Built
55
Days on Site
O5882173
MLS
BEAUTIFUL LAKE FRONT HOME JUST REDUCED FOR QUICK SALE! First Time Offered and Rare Opportunity! LAKEFRONT and LARGE--this Luxurious one owner custom built home on John's lake is located in the Gated...
$286,690
Subdivision: Longleaf At Oakland
2
Beds
2F11/2
Baths
1,497
Sq.Ft.
2021
Year Built
83
Days on Site
O5875912
MLS
Under Construction. BRAND NEW TOWNHOME - COMPLETE EARLY JANUARY! If you are looking for a low maintenance, peaceful place to call home, look no further. This brand-new townhome built by Pulte Homes...
$852,835
Subdivision: Hull Island At Oakland
5
Beds
4F11/2
Baths
4,009
Sq.Ft.
2020
Year Built
89
Days on Site
O5874578
MLS
Under Construction. With 5 beds, 4 baths, a loft, a sunroom, and a 3-car garage, this plan puts the space where you need it without skimping on the style and design. Enjoy beautiful views of Lake...
$284,810
Subdivision: Longleaf At Oakland
2
Beds
2F11/2
Baths
1,497
Sq.Ft.
2020
Year Built
103
Days on Site
O5871548
MLS
Under Construction. UNDER CONSTRUCTION! If you are looking for a low maintenance, peaceful place to call home, look no further. This town home
is located across from Oakland Nature Preserve,...
$455,285
Subdivision: Hull Island At Oakland
4
Beds
3
Baths
2,626
Sq.Ft.
2020
Year Built
138
Days on Site
O5862577
MLS
Under Construction. This 4 bedroom, 3 bath, with loft home offers 2,638 sqft of living space. This home is stately and impressive with a dramatic two-story foyer. Find a bedroom and full bath...
$699,000
Subdivision: Hull Island Estates
5
Beds
3
Baths
2,928
Sq.Ft.
2002
Year Built
232
Days on Site
G5025783
MLS
AMAZING True large 5 bedrooms, 3 full baths split floor plan, w/ large office, formal dining room & vaulted ceilings. open concept kitchen family room with 3 sets of glass sliding doors looking out...