Oakland, MD Apartments For Rent
483 rentals
Use arrow keys to navigateSPECIAL OFFERPET FRIENDLYTotal price$1,441 - $1,791/mo
1-2 Beds
1-2 BathsProse Cypress Pointe | 3110 Gowan Dr,
Winter Haven, FL 33884
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Use arrow keys to navigateNEW - 1 DAY AGOSPECIAL OFFERPET FRIENDLY$1,258 - $1,708/mo1-3 Beds1-2 BathsMagnolia at Lake Hamilton | 2850 W Lake Hamilton Dr,
Winter Haven, FL 33881
Use arrow keys to navigateNEW - 1 DAY AGOSPECIAL OFFERPET FRIENDLYTotal price$1,149 - $1,710/mo1-3 Beds1-2 BathsBriarcrest at Winter Haven | 200 Avenue K SE,
Winter Haven, FL 33880
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Use arrow keys to navigateSPECIAL OFFERPET FRIENDLY$1,334 - $1,673/mo1-3 Beds1-2 BathsVista Lake Ned | 4025 Lake Ned Village Cir,
Winter Haven, FL 33884
Use arrow keys to navigateSPECIAL OFFERPET FRIENDLY$749 - $1,385/mo1-2 Beds1-2 BathsThe Landings Apartment Homes | 102 Landings Way,
Winter Haven, FL 33880
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PET FRIENDLY$1,795 - $1,995/mo3 Beds3 BathsThe Townhomes of Evergreen on Lake Idylwild | 2402 Willow Way,
Winter Haven, FL 33881
SPECIAL OFFERPET FRIENDLY$1,499 - $2,300/mo1-3 Beds1-2 BathsThe Waverly at Winter Haven | 1015 Lake Forest Blvd,
Winter Haven, FL 33884
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PET FRIENDLY$1,219 - $1,948/mo1-3 Beds1-3 BathsThe Carlton at Lake Dexter | 1015 Mahaffey Rd,
Winter Haven, FL 33884
SPECIAL OFFERPET FRIENDLY$859 - $1,833/moStudio-3 Beds1-3 BathsCarlton Arms of Winter Haven | 7676 Carlton Arms Blvd,
Winter Haven, FL 33884
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What Locals Say about Oakland
Average Rent Trends in Oakland, MD
Rent in Oakland, MD varies by number of bedrooms and home type. Use these charts to quickly see how rent changes.
Average rent increased in Sep 2026 compared to the previous month. Rent previously peaked in Nov 2025.
| Month | Average rent |
|---|---|
| Oct 2025 | $800 |
| Nov 2025 | $1,550 |
| Dec 2025 | $925 |
| Jan 2026 | $1,650 |
| Feb 2026 | $950 |
| Mar 2026 | $1,550 |
| Apr 2026 | $1,550 |
| May 2026 | $950 |
| Jun 2026 | $1,575 |
| Jul 2026 | $1,850 |
| Aug 2026 | $1,550 |
| Sep 2026 | $1,600 |
Average Rent By Bedroom and Home Type
In September 2026, Apartments and Condos were the most affordable home type to rent compared with Houses.
| 1 bed | 2 beds | 3 beds | 4 beds | All | |
|---|---|---|---|---|---|
| All home types | — | $825 | $1,600 | $1,800 | $1,550 |
| Apartments and Condos | — | — | $1,550 | — | $1,550 |
| Houses | — | $825 | $1,990 | $1,800 | $1,800 |
Frequently Asked Questions about Rentals in Oakland, MD
- What is the average rent of an apartment in Oakland, MD?The average rent of an apartment in Oakland, MD is $1,188 per month. This is about 39% lower than the national average.
- When is the average rent cheapest in Oakland, MD?In the last year, the average rent in Oakland, MD was lowest in Sep 2025 when it was $775 per month.
- When is the average rent most expensive in Oakland, MD?In the last year, the average rent in Oakland, MD was highest in Nov 2025 when it was $1,550 per month.
- How many available rental listings are in Oakland, MD?There are 6 available rental listings in Oakland, MD.
- What are some zip codes in Oakland, MD?Oakland, MD includes zip codes such as: 21550.
- What are some cities near Oakland, MD?Some nearby cities include: Crellin, Hutton, Deer Park, Terra Alta, Gormania. These cities may have more rental options to explore.
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