Homes for Sale in Oakland, FL
38 homes are for sale in Oakland, FL as of 2026-09-25, with 5 more under contract. The median list price is $812,500 ($305/sq ft), most homes list between $455K to $2.55M, and the median listing has been on the market 37 days. That is 37 houses, 0 condos and 1 townhouses. 15 homes came on the market this week and 50 sold in the last 12 months at a median of $560,000.
| Location | Orange County, FL |
|---|---|
| ZIP codes with their own page | 1 |
| For sale right now | 38 active, 5 under contract |
| Asking prices | $812,500 median · $305 per sq ft · most homes $455K–$2.55M |
| Median days on market (active listings) | 37 |
| Property types for sale | 37 houses, 0 condos, 1 townhouses |
| New listings this week | 15 |
| Homes sold, last 12 months | 50 at a median of $560,000 |
Listing counts and prices as of 2026-09-25; MLS data, refreshed nightly; sold figures are trailing 12 months of closed sales. Market figures describe homes, not residents. Cite as: Momentum Realty, “Oakland, FL key facts,” movewithmomentum.com/homes-for-sale/oakland-fl/, data as of 2026-09-25.
Newest homes for sale in Oakland
The most recently listed homes in Oakland, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.
Oakland homes for sale by price
Every active listing in Oakland grouped by price, with the newest listings in each band. The median is $812,500; the busiest band is $1M and up.
Under $200K: 1 home
$300K – $400K: 1 home
$400K – $500K: 4 homes
- $499,900 · 3 bd / 2.5 ba / 1,811 sq ft · 1184 BOBCAT CHASE BOULEVARD (Longleaf/Oakland Rep)
- $479,900 · 3 bd / 2.5 ba / 2,082 sq ft · 2273 STANDING ROCK CIRCLE
- $415,000 · 3 bd / 2 ba / 1,170 sq ft · 521 W HERRIOTT AVENUE
- $454,900 · 3 bd / 2.5 ba / 1,838 sq ft · 2247 WHITE FEATHER LOOP
$500K – $750K: 10 homes
- $600,000 · 3 bd / 2 ba / 1,571 sq ft · 100 MATHER SMITH DRIVE (Oakland Shores)
- $515,000 · 3 bd / 2.5 ba / 1,811 sq ft · 2696 BOBCAT CHASE BOULEVARD (Longleaf/Oakland Rep)
- $540,000 · 4 bd / 2.5 ba / 2,486 sq ft · 223 LARGOVISTA DR. (Johns Landing Ph 1)
- $559,000 · 4 bd / 2.5 ba / 2,854 sq ft · 2471 SKY STONE COURT
$750K – $1M: 8 homes
- $890,000 · 4 bd / 3 ba / 2,246 sq ft · 150 HAMMOCK PRESERVE LOOP (Oakland Park)
- $825,000 · 4 bd / 3.5 ba / 3,085 sq ft · 1016 CATORI ROAD
- $889,900 · 4 bd / 3 ba / 2,239 sq ft · 226 HAMMOCK PRESERVE LOOP
- $795,000 · 6 bd / 4 ba / 4,001 sq ft · 1603 JOHNS COVE LN
$1M and up: 14 homes
- $3.29M · 6 bd / 6.5 ba / 5,144 sq ft · 312 BRILEY AVENUE (Briley Farm)
- $1.40M · 4 bd / 3.5 ba / 3,562 sq ft · 1112 HULL ISLAND DRIVE (Hull Island At Oakland)
- $1.27M · 3 bd / 3 ba / 3,887 sq ft · 81 MILLHOLLAND STREET (Southern Oaks At Oakland Shores)
- $1.50M · 4 bd / 3.5 ba / 3,620 sq ft · 137 PETRIS AVENUE
Every home for sale in Oakland right now (38)
All 38 active Oakland listings with a detail page, newest first, refreshed twice a day from the MLS.
- $890,000 · 4 bd / 3 ba / 2,246 sq ft · 150 HAMMOCK PRESERVE LOOP (Oakland Park)
- $600,000 · 3 bd / 2 ba / 1,571 sq ft · 100 MATHER SMITH DRIVE (Oakland Shores)
- $3.29M · 6 bd / 6.5 ba / 5,144 sq ft · 312 BRILEY AVENUE (Briley Farm)
- $625,000 · 3 bd / 2 ba / 1,916 sq ft · 2107 BAY LINE ROAD
- $559,000 · 4 bd / 2.5 ba / 2,854 sq ft · 2471 SKY STONE COURT
- $540,000 · 4 bd / 2.5 ba / 2,486 sq ft · 223 LARGOVISTA DR. (Johns Landing Ph 1)
- $515,000 · 3 bd / 2.5 ba / 1,811 sq ft · 2696 BOBCAT CHASE BOULEVARD (Longleaf/Oakland Rep)
- $499,900 · 3 bd / 2.5 ba / 1,811 sq ft · 1184 BOBCAT CHASE BOULEVARD (Longleaf/Oakland Rep)
- $730,000 · 5 bd / 3 ba / 3,430 sq ft · 2470 STANDING ROCK CIRCLE (Oakland Trails)
- $1.40M · 4 bd / 3.5 ba / 3,562 sq ft · 1112 HULL ISLAND DRIVE (Hull Island At Oakland)
- $825,000 · 4 bd / 3.5 ba / 3,085 sq ft · 1016 CATORI ROAD
- $1.27M · 3 bd / 3 ba / 3,887 sq ft · 81 MILLHOLLAND STREET (Southern Oaks At Oakland Shores)
- $889,900 · 4 bd / 3 ba / 2,239 sq ft · 226 HAMMOCK PRESERVE LOOP
- $675,900 · 4 bd / 2.5 ba / 3,652 sq ft · 239 LARGOVISTA DRIVE (Johns Landing Ph 1)
- $479,900 · 3 bd / 2.5 ba / 2,082 sq ft · 2273 STANDING ROCK CIRCLE
- $1.50M · 4 bd / 3.5 ba / 3,620 sq ft · 137 PETRIS AVENUE
- $199,000 · 2 bd / 1 ba / 722 sq ft · 320 W SADLER AVENUE (Oakland Town)
- $355,000 · 3 bd / 2.5 ba / 1,620 sq ft · 1511 SWEET APPLE STREET (Longleaf/Oakland Rep)
- $2.62M · 6 bd / 6.5 ba / 4,658 sq ft · 1152 PRADO LANE (Grove/Oakland)
- $415,000 · 3 bd / 2 ba / 1,170 sq ft · 521 W HERRIOTT AVENUE
- $2.58M · 5 bd / 6 ba / 4,210 sq ft · 1155 PRADO LANE (Grove/Oakland)
- $2.50M · 5 bd / 6.5 ba / 4,433 sq ft · 1134 PRADO LANE (Grove/Oakland)
- $454,900 · 3 bd / 2.5 ba / 1,838 sq ft · 2247 WHITE FEATHER LOOP
- $795,000 · 6 bd / 4 ba / 4,001 sq ft · 1603 JOHNS COVE LN
- $825,000 · 5 bd / 4 ba / 4,240 sq ft · 14001 RUGBY STREET
- $799,999 · 5 bd / 3 ba / 3,413 sq ft · 16 OAKLAND POINTE CIRCLE (Oakland Pointe)
- $2.10M · 4 bd / 4 ba / 4,557 sq ft · 1258 RIDGE LAKE WAY (Oakland Park)
- $510,000 · 3 bd / 2.5 ba / 2,152 sq ft · 2241 WHITE FEATHER LOOP
- $2.55M · 5 bd / 6 ba / 4,373 sq ft · 812 JOHNS POINT DRIVE (Johns Cove 43/104)
- $995,900 · 5 bd / 4 ba / 3,951 sq ft · 219 LARGOVISTA DRIVE (Johns Landing Ph 1)
- $679,900 · 4 bd / 4 ba / 2,852 sq ft · 2017 BOSS HEWETT STREET
- $1.05M · 4 bd / 2.5 ba / 2,469 sq ft · 250 N WALKER STREET (Oakland Town)
- $619,000 · 4 bd / 2.5 ba / 1,872 sq ft · 38 S POLLARD STREET
- $1.98M · 5 bd / 5.5 ba / 3,596 sq ft · 1106 SARAH MATHEWS DRIVE (Grove At The Harvest District)
- $2.31M · 5 bd / 5.5 ba / 3,992 sq ft · 1146 PRADO LANE (Grove At The Harvest District)
- $2.38M · 5 bd / 5.5 ba / 4,204 sq ft · 1173 PRADO LANE (Grove At The Harvest District)
- $796,000 · 5 bd / 3 ba / 3,528 sq ft · 1970 STANDING ROCK CIRCLE
- $1.25M · 6 bd / 7.5 ba / 5,614 sq ft · 620 N TUBB STREET
Homes for sale in Oakland by ZIP code
Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.
Oakland communities with the most homes for sale
The Oakland neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Grove At The Harvest District | 3 | $2.31M | — | — |
| Grove/Oakland | 3 | $2.58M | — | — |
| Longleaf/Oakland Rep | 3 | $499,900 | — | — |
| Oakland Park | 2 | $1.49M | — | — |
| Oakland Town | 2 | $624,000 | — | — |
| Hull Island At Oakland | 1 | $1.40M | — | — |
| Johns Cove 43/104 | 1 | $2.55M | — | — |
| Oakland Pointe | 1 | $799,999 | — | — |
| Oakland Shores | 1 | $600,000 | — | — |
| Oakland Trails | 1 | $730,000 | — | — |
| Southern Oaks At Oakland Shores | 1 | $1.27M | — | — |
| Briley Farm | 1 | $3.29M | — | — |
| Johns Landing Ph 1 | 3 | $675,900 | — | — |
What is for sale in Oakland: property types
- Single-family houses: 37
- Townhouses: 1
The Oakland real estate market right now
Over the last 12 months 50 homes sold in Oakland at a median of $560,000 (+4.9% year over year), $250 per square foot. Sellers received 95% of list price and homes took a median 52 days to go under contract. With 38 homes for sale against that sales pace, months of supply is 9.1, a buyer’s market by the six-month rule. Cash buyers accounted for 19% of sales. New construction was 20% of sales.
Oakland home prices by year
Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.
| Year | Median sold price | Homes sold | Days on market | Sale-to-list |
|---|---|---|---|---|
| 2017 | $289,782 | 23 | 49 | 95% |
| 2021 | $512,563 | 13 | 23 | 103% |
| 2022 | $471,938 | 80 | 7 | 100% |
| 2023 | $550,526 | 31 | 20 | 98% |
| 2024 | $504,117 | 88 | 32 | 96% |
| 2025 | $619,362 | 61 | 45 | 95% |
| 2026 | $994,713 | 79 | 63 | 95% |
What a home in Oakland costs to own
Take the median $812,500 listing with 20% down at today’s 6.95% 30-year rate: principal and interest run about $4,303/month. Orange County’s typical millage of 16.67 puts property tax near $12,714/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Orange County is about $1,409/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $5,480/month plus any HOA or CDD assessment.
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Recently off market in Oakland
Homes in Oakland that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.
- 2117 Gopher Tortoise Terrace · last listed $350,000 · off market Sep 23, 2026
- 710 Regina Circle · last listed $659,900 · off market Sep 17, 2026
- 1808 Western Trailway Drive · last listed $559,000 · off market Sep 15, 2026
- 1750 Standing Rock Circle · last listed $640,000 · off market Sep 14, 2026
- 409 E Gulley Avenue · off market Sep 10, 2026
- 2065 White Feather Loop · off market Sep 10, 2026
- 1937 Standing Rock Circle · off market Sep 10, 2026
- 1412 Johns Cove Lane · off market Sep 10, 2026
- 1270 Stationside Drive Drive · off market Sep 10, 2026
- 1137 Prado Lane · off market Sep 10, 2026
Common questions
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Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Oakland as of 2026-09-25 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.