Homes for sale in
Oakland, Florida
Small-town West Orange living near Lake Apopka
32
Homes for sale
$796,000
Median list price
$339
Avg price / sqft
43
Median days on market
Oakland is a small historic town on the southern shore of Lake Apopka in West Orange County, the kind of place where the West Orange Trail runs through the middle of daily life and downtown Orlando is still only about 24 minutes away. The housing here leans toward larger, well-built single-family homes — the median home runs about 3,479 square feet — with a handful of waterfront homes and established communities like Johns Landing and The Harbor. It's a corner of Orange County that trades theme-park bustle for shade trees and lake breezes.
For buyers, this is a move-up market: the median list price is $812,500 and 13 of the 32 active listings ask $1M or more, so budget accordingly. Homes move quickly — a median of 12.5 days on market and sellers pulling 98% of asking — but there's still range, from around $199,000 up to $3.295M, and eight new construction options are currently active. If your ceiling is lower, it pays to watch for just reduced listings and be ready to act.
Oakland is in Orange County, Florida.
Quick facts
$339,900 – $3.3M price range
3,422 sqft median home
$2,865/mo median rent
Leans seller right now
Drive times
Fresh on the market
Newest homes in Oakland
View all 32 homes →
$379,900
2224 GOPHER TORTOISE TERRACE, OAKLAND
2 bd · 2.5 ba · 1,652 sqft
$364,900
2107 GOPHER TORTOISE TERRACE, OAKLAND
2 bd · 2.5 ba · 1,472 sqft
$1,050,000
1316 SOUTHERN SUN DRIVE, OAKLAND
5 bd · 4 ba · 3,658 sqft
$565,000
2561 SKY STONE COURT, OAKLAND
4 bd · 2.5 ba · 2,576 sqft
$879,000$890,000
150 HAMMOCK PRESERVE LOOP, OAKLAND
4 bd · 3 ba · 2,246 sqft
$625,000
2107 BAY LINE ROAD, OAKLAND
3 bd · 2 ba · 1,916 sqft
$515,000
2696 BOBCAT CHASE BOULEVARD, OAKLAND
3 bd · 2.5 ba · 1,811 sqft
$600,000
100 MATHER SMITH DRIVE, OAKLAND
3 bd · 2 ba · 1,571 sqft
$1,275,000
81 MILLHOLLAND STREET, OAKLAND
3 bd · 3 ba · 3,887 sqft
$479,900
2273 STANDING ROCK CIRCLE, OAKLAND
3 bd · 2.5 ba · 2,082 sqft
$730,000
2470 STANDING ROCK CIRCLE, OAKLAND
5 bd · 3 ba · 3,430 sqft
$1,445,000$1,495,000
137 PETRIS AVENUE, OAKLAND
4 bd · 3.5 ba · 3,620 sqft
32 of 32 active listings shown
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Property features
The numbers that matter
The Oakland market
Leans seller
3.7 months of inventory
Demand still outpaces supply, but buyers have a little more room.
88
Sold, last 12 months
$658,158
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
32 days
Median time to sell
Oakland vs Orange County
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 12.4% yr/yr
Homes on the market
▼ 17.8% yr/yr
Homes sold per month
Live Stellar MLS data — listings and closed sales in Oakland, FL. Rolling medians smooth single-month swings in thin markets.
Where to look
Oakland neighborhoods
Johns Landing
3 homes · $676K median
Johns Cove
2 homes · $1.7M median
The Harbor
1 home · $579K median
Oakland Pointe
1 home · $796K median
Southern Oaks At Oakland Shores
1 home · $1.3M median
Show all 13 Oakland neighborhoods A–ZHide the full neighborhood list+
Neighborhood boundaries by edgeAI — listings matched to the actual polygon, not agent-entered subdivision names.
For the school run
School zones with homes for sale
Assigned schools as reported on active MLS listings — always verify zoning with the district.
Beyond the listings
Living in Oakland
On Lake Apopka's shore
Oakland sits on the south side of Lake Apopka, with a small share of waterfront and water-view homes among the active listings.
Space to spread out
The typical home here is about 3,479 square feet, so floor plans tend to be generous compared with tighter Orlando-area suburbs.
Established lake communities
Neighborhoods like Johns Landing, Johns Cove, The Harbor, and Southern Oaks at Oakland Shores anchor the local market.
Commute-friendly location
Downtown Orlando is roughly 24 minutes away, with Universal at about 26 and MCO airport around 33.
Pools are common
Twelve of the current 32 listings include a private pool — a practical feature for Florida summers.
Population
3,566
Median age
40.2
Median income
$142,917
Median home value
$487,900
What people here are into
Hobbies & Interests
Top 2% in the U.S.Green Thumb
From tiny sprouts and window plants, to flower arrangements and designing a landscape, this population has an affinity for all things green.
Active
Top 7% in the U.S.Yoga Advocates
Improving flexibility, strength, and overall well-being is the yogi's aim. This population is looking for the right community, instruction, and accessories.
Hobbies & Interests
Top 7% in the U.S.Handcrafted
The only thing more beautiful than handmade decor? The hands that made it. This population appreciates the time and care put into one-of-a-kind pieces.
Hobbies & Interests
Top 8% in the U.S.Animal Advocates
Passionate about animal welfare, this population wants to know how best to care for their own pets (with toys and training) and help other animals find their fur-ever home.
Beliefs
Top 10% in the U.S.Local Engagement
These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.
Beliefs
Top 11% in the U.S.Mindfulness & Spirituality
Seeking peace and well-being through meditation, gratitude and spirituality.
What it really costs
Owning here
Owning the median Oakland home
≈ $5,095/mo
$796,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
3%
In a FEMA flood zone
Most homes here sit outside high-risk zones
$2,865/mo
Median rent
1 homes for rent right now
Straight answers
Oakland real estate FAQs
Is Oakland, FL a good place to live?+
Oakland is a small West Orange town on Lake Apopka that keeps a quiet, historic feel while staying close to the metro — downtown Orlando is about 24 minutes away and Walt Disney World roughly 38. Assigned schools are typically Tildenville Elementary, Lakeview Middle, and West Orange High, and communities like Johns Cove give it an established residential character.
Is Oakland expensive?+
It's a move-up market: the median list price is $812,500 and 13 of the 32 active listings are priced at $1M or more. That said, listings currently range all the way from $199,000 to $3.295M, so there's more spread than the median suggests — you can browse by price to find the lower end.
What do homes cost in Oakland?+
Active listings run a median of $812,500 at about $360 per square foot, and the median home is roughly 3,479 square feet. Over the last 12 months 87 homes sold at a median of $649,000, so recent closings have landed below current asking prices.
How is the Oakland housing market?+
It's brisk — homes go under contract in a median of 12.5 days and sellers are getting about 98% of asking on average. With 87 sales in the past year and only 32 homes active now, well-priced listings don't sit long, though new construction adds eight more options.
What about HOA fees and property taxes?+
The median HOA runs about $150 per month, which is modest for the area's larger homes and lake communities. The median annual property tax is around $6,059, in line with the higher price points across Oakland's single-family homes.
Keep exploring
Nearby areas
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS. Market statistics are computed from listing and sold data and change as the market moves.
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