Homes for Sale in Oakland, FL
35 homes are for sale in Oakland, FL as of 2026-11-06, with 4 more under contract. The median list price is $849,000 ($276/sq ft), most homes list between $368K to $2.55M, and the median listing has been on the market 52 days. That is 32 houses, 0 condos and 3 townhouses. 1 homes came on the market this week and 74 sold in the last 12 months at a median of $672,000.
| Location | Orange County, FL |
|---|---|
| ZIP codes with their own page | 1 |
| For sale right now | 35 active, 4 under contract |
| Asking prices | $849,000 median · $276 per sq ft · most homes $368K–$2.55M |
| Median days on market (active listings) | 52 |
| Property types for sale | 32 houses, 0 condos, 3 townhouses |
| New listings this week | 1 |
| Homes sold, last 12 months | 74 at a median of $672,000 (++9.3% year over year) · $238 per sq ft |
| Sale-to-list price | 92% · median 60 days to go under contract |
| Months of supply | 5.7 (balanced market) |
| Share of sales | cash buyers 17%, new construction 25% |
Listing counts and prices as of 2026-11-06; 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 2026-11-06.
Browse all 39 homes for sale in Oakland, FL — the complete list, newest first.
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 $849,000; the busiest band is $1M and up.
Under $200K: 1 home
$300K – $400K: 3 homes
- $364,900 · 2 bd / 2.5 ba / 1,472 sq ft · 2107 GOPHER TORTOISE TERRACE (Longleaf/Oakland Rep)
- $367,500 · 2 bd / 2.5 ba / 1,652 sq ft · 2224 GOPHER TORTOISE TERRACE (Longleaf At Oakland)
- $329,950 · 3 bd / 2.5 ba / 1,620 sq ft · 1511 SWEET APPLE STREET (Longleaf/Oakland Rep)
$400K – $500K: 2 homes
- $489,900 · 3 bd / 2.5 ba / 1,909 sq ft · 2199 WHITE FEATHER LOOP (Oakland Trails)
- $479,900 · 3 bd / 2.5 ba / 2,082 sq ft · 2273 STANDING ROCK CIRCLE
$500K – $750K: 8 homes
- $695,000 · 5 bd / 4 ba / 3,641 sq ft · 726 REGINA CIRCLE (Johns Landing Ph 01 44/47)
- $615,000 · 3 bd / 2 ba / 1,916 sq ft · 2107 BAY LINE ROAD
- $565,000 · 4 bd / 2.5 ba / 2,576 sq ft · 2561 SKY STONE COURT
- $600,000 · 3 bd / 2 ba / 1,571 sq ft · 100 MATHER SMITH DRIVE (Oakland Shores)
$750K – $1M: 6 homes
- $849,000 · 4 bd / 3.5 ba / 3,184 sq ft · 1213 FOLTZ LOOP
- $800,000 · 4 bd / 3.5 ba / 3,085 sq ft · 1016 CATORI ROAD
- $779,000 · 6 bd / 4 ba / 4,001 sq ft · 1603 JOHNS COVE LN
- $795,999 · 5 bd / 3 ba / 3,413 sq ft · 16 OAKLAND POINTE CIRCLE
$1M and up: 15 homes
- $1.45M · 5 bd / 4 ba / 3,781 sq ft · 2010 BOSS HEWETT STREET
- $1.63M · 4 bd / 3.5 ba / 3,128 sq ft · 20 W VICK AVENUE #2 (Oakland Town)
- $1.65M · 4 bd / 3.5 ba / 3,207 sq ft · 20 W VICK AVENUE #1 (Oakland Town)
- $1.80M · 4 bd / 4.5 ba / 3,615 sq ft · 900 ALLENDALE LANE
Every home for sale in Oakland right now (35)
All 35 active Oakland listings with a detail page, newest first, refreshed twice a day from the MLS.
- $1.45M · 5 bd / 4 ba / 3,781 sq ft · 2010 BOSS HEWETT STREET
- $1.65M · 4 bd / 3.5 ba / 3,207 sq ft · 20 W VICK AVENUE #1 (Oakland Town)
- $1.63M · 4 bd / 3.5 ba / 3,128 sq ft · 20 W VICK AVENUE #2 (Oakland Town)
- $695,000 · 5 bd / 4 ba / 3,641 sq ft · 726 REGINA CIRCLE (Johns Landing Ph 01 44/47)
- $1.80M · 4 bd / 4.5 ba / 3,615 sq ft · 900 ALLENDALE LANE
- $849,000 · 4 bd / 3.5 ba / 3,184 sq ft · 1213 FOLTZ LOOP
- $489,900 · 3 bd / 2.5 ba / 1,909 sq ft · 2199 WHITE FEATHER LOOP (Oakland Trails)
- $364,900 · 2 bd / 2.5 ba / 1,472 sq ft · 2107 GOPHER TORTOISE TERRACE (Longleaf/Oakland Rep)
- $1.05M · 5 bd / 4 ba / 3,658 sq ft · 1316 SOUTHERN SUN DRIVE (Hull Island)
- $367,500 · 2 bd / 2.5 ba / 1,652 sq ft · 2224 GOPHER TORTOISE TERRACE (Longleaf At Oakland)
- $199,000 · 2 bd / 1 ba / 722 sq ft · 320 W SADLER AVENUE
- $615,000 · 3 bd / 2 ba / 1,916 sq ft · 2107 BAY LINE ROAD
- $565,000 · 4 bd / 2.5 ba / 2,576 sq ft · 2561 SKY STONE COURT
- $600,000 · 3 bd / 2 ba / 1,571 sq ft · 100 MATHER SMITH DRIVE (Oakland Shores)
- $730,000 · 5 bd / 3 ba / 3,430 sq ft · 2470 STANDING ROCK CIRCLE (Oakland Trails)
- $479,900 · 3 bd / 2.5 ba / 2,082 sq ft · 2273 STANDING ROCK CIRCLE
- $1.45M · 4 bd / 3.5 ba / 3,620 sq ft · 137 PETRIS AVENUE
- $800,000 · 4 bd / 3.5 ba / 3,085 sq ft · 1016 CATORI ROAD
- $329,950 · 3 bd / 2.5 ba / 1,620 sq ft · 1511 SWEET APPLE STREET (Longleaf/Oakland Rep)
- $559,000 · 4 bd / 2.5 ba / 2,854 sq ft · 2471 SKY STONE COURT
- $1.40M · 4 bd / 3.5 ba / 3,562 sq ft · 1112 HULL ISLAND DRIVE (Hull Island At Oakland)
- $3.29M · 6 bd / 6.5 ba / 5,144 sq ft · 312 BRILEY AVENUE (Briley Farm)
- $540,000 · 4 bd / 2.5 ba / 2,486 sq ft · 223 LARGOVISTA DR. (Johns Landing Oakland)
- $2.50M · 5 bd / 6.5 ba / 4,433 sq ft · 1134 PRADO LANE (Grove/Oakland)
- $779,000 · 6 bd / 4 ba / 4,001 sq ft · 1603 JOHNS COVE LN
- $2.67M · 6 bd / 6.5 ba / 4,658 sq ft · 1152 PRADO LANE (Grove/Oakland)
- $795,999 · 5 bd / 3 ba / 3,413 sq ft · 16 OAKLAND POINTE CIRCLE
- $2.58M · 5 bd / 6 ba / 4,210 sq ft · 1155 PRADO LANE (Grove/Oakland)
- $949,900 · 5 bd / 4 ba / 3,951 sq ft · 219 LARGOVISTA DRIVE (Johns Landing Oakland)
- $639,000 · 4 bd / 4 ba / 2,852 sq ft · 2017 BOSS HEWETT STREET
- $999,000 · 4 bd / 2.5 ba / 2,469 sq ft · 250 N WALKER STREET (Oakland Town)
- $2.55M · 5 bd / 6 ba / 4,373 sq ft · 812 JOHNS POINT DRIVE (Johns Cove 43/104)
- $1.98M · 5 bd / 5.5 ba / 3,596 sq ft · 1106 SARAH MATHEWS DRIVE (Grove At The Harvest District)
- $1.25M · 6 bd / 7.5 ba / 5,614 sq ft · 620 N TUBB STREET
- $2.36M · 5 bd / 5.5 ba / 3,992 sq ft · 1146 PRADO LANE (Grove At The Harvest District)
Pending and under contract in Oakland (4)
Oakland homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.
- $3.50M · 5 bd / 5.5 ba / 5,001 sq ft · 402 N POLLARD STREET
- $2.80M · 6 bd / 6.5 ba / 4,658 sq ft · 1128 PRADO LANE
- $515,000 · 3 bd / 2.5 ba / 1,811 sq ft · 2696 BOBCAT CHASE BOULEVARD
- $515,000 · 4 bd / 2.5 ba / 2,204 sq ft · 2259 WHITE FEATHER LOOP
Browse every listing on Momentum Realty.
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 |
|---|---|---|---|---|
| Oakland Town | 3 | $1.63M | — | — |
| Grove/Oakland | 3 | $2.58M | — | — |
| Longleaf/Oakland Rep | 2 | $347,425 | — | — |
| Oakland Trails | 2 | $609,950 | — | — |
| Grove At The Harvest District | 2 | $2.17M | — | — |
| Longleaf At Oakland | 1 | $367,500 | — | — |
| Oakland Shores | 1 | $600,000 | — | — |
| Briley Farm | 1 | $3.29M | — | — |
| Hull Island At Oakland | 1 | $1.40M | — | — |
| Hull Island | 1 | $1.05M | — | — |
| Johns Cove 43/104 | 1 | $2.55M | — | — |
| Johns Landing Ph 01 44/47 | 1 | $695,000 | — | — |
| Johns Landing Oakland | 2 | $744,950 | — | — |
What is for sale in Oakland: property types
- Single-family houses: 32
- Townhouses: 3
The Oakland real estate market right now
Over the last 12 months 74 homes sold in Oakland at a median of $672,000 (+9.3% year over year), $238 per square foot. Sellers received 92% of list price and homes took a median 60 days to go under contract. With 35 homes for sale against that sales pace, months of supply is 5.7, a balanced market by the six-month rule. Cash buyers accounted for 17% of sales. New construction was 25% 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 |
|---|---|---|---|---|
| 2022 | $479,000 | 17 | 6 | 100% |
| 2024 | $505,472 | 18 | 39 | 96% |
| 2025 | $540,923 | 13 | 36 | 95% |
| 2026 | $904,500 | 28 | 70 | 94% |
What a home in Oakland costs to own
Take the median $849,000 listing with 20% down at today’s 7.18% 30-year rate: principal and interest run about $4,601/month. Orange County’s typical millage of 16.67 puts property tax near $13,322/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 $5,829/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.
- 906 Allendale Lane · last listed $1,699,900 · off market Nov 6, 2026
- 1970 Standing Rock Circle · last listed $796,000 · off market Nov 1, 2026
- 38 S Pollard Street · last listed $619,000 · off market Oct 30, 2026
- 150 Hammock Preserve Loop · last listed $879,000 · off market Oct 28, 2026
- 81 Millholland Street · last listed $1,275,000 · off market Oct 27, 2026
- 990 Stationside Drive · last listed $525,000 · off market Oct 26, 2026
- 521 W Herriott Avenue · last listed $415,000 · off market Oct 26, 2026
- 1184 Bobcat Chase Boulevard · last listed $499,900 · off market Oct 18, 2026
- 239 Largovista Drive · last listed $675,900 · off market Oct 17, 2026
- 2241 White Feather Loop · last listed $510,000 · off market Oct 16, 2026
- 2100 Gopher Tortoise Terrace · last listed $375,000 · off market Oct 13, 2026
- 1231 Foltz Loop · last listed $874,900 · off market Oct 13, 2026
Oakland guides & data
Everything we publish about Oakland: live listings by type, prices and market data, taxes, insurance and what it costs to live here.
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 2026-11-06 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.