
2 Bedroom Apartments for Rent in the Oakwood Neighborhood of Winter Haven, FL (105 Rentals)


Dream Winter Haven

The Jade

Haven at Lake Deer

Lakeshore Club

Barrington Place At Winter Haven

Briarcrest at Winter Haven

Central Haven Apartments

Raingarden Apartments
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

The Landings Apartment Homes

3076 St Paul Dr

Total Monthly Price
1630 17th St NW, Unit SI ID1545923P

1935 Ave O SW, Unit 201

3062 St Paul Dr

311 Ave Y NE, Unit 311 Avenue Y NE B

513 Ave J SE

151 Avenue C SE

117 5th St NE

332 Ave D SE
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

140 Ave W NW

521 20th St SW

514 Ave C NE

3025 St Paul Dr

136 Ave C NE

3039 St Paul Dr

235 Palmetto Ave NW

2371 Edwin St NE

200 Ave K SE

730 26th St NW
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

2366 Lake Dr NW

1515 32nd St NW

1246 31st St NW

242 Winter Ridge Blvd

104 Mayfair Pl SW

3008 St Paul Dr

2405 Ave C SW

638 W Central Ave

333 N Lake Howard Dr

209 Ave B SE
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

1335 34th St NW

106 Ave D SW

308 Ave P NW

700 Mirror Terrace NW

1756 2nd St NE

455 E Lake Howard Dr

151 Avenue C SE

45 Deena Way

316 Palmetto Ave NW

1800 3rd Ct SE
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
Oakwood, Winter Haven, FL Local Guide

How much does it cost to rent an apartment in Oakwood?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Oakwood Studio Apartments | $1,212 | $1,000 | $1,435 |
| Oakwood 1 Bedroom Apartments | $1,337 | $899 | $1,760 |
Oakwood 2 Bedroom Apartments | $1,632 | $1,100 | $3,250 |
| Oakwood 3 Bedroom Apartments | $1,627 | $1,395 | $2,200 |
Browse Apartments in this Neighborhood
There are currently 105 rentals with your search options within a 3 mile radius of the Oakwood Neighborhood of Winter Haven, FL.
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Oakwood, Winter Haven, FL Local Guide
- Nearby Winter Haven neighborhoods
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Largest Available Oakwood 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Oakwood area of Lakeland, FL is found at Raingarden Apartments and is listed at 2,000 square feet priced from $3,250. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Raingarden Apartments | Raingarden | 2,000 Sq Ft | $3,250 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 1,400 Sq Ft | $2,050 |
| Elio at Lake Lena | B1 | 1,318 Sq Ft | $1,785 |
| Briarcrest at Winter Haven | The Hamilton II | 1,236 Sq Ft | $1,185 |
| The Breeze | CPH1 | 1,086 Sq Ft | $2,225 |
| Dream Winter Haven | B3 | 1,077 Sq Ft | $1,799 |
| Raindance | C-1 | 1,077 Sq Ft | $1,895 |
| Barrington Place At Winter Haven | B1 | 990 Sq Ft | $1,275 |
| Haven at Lake Deer | 2 Bedroom | 871 Sq Ft | $1,299 |
| The Landings Apartment Homes | 2 Bedroom - LANDINGS | 864 Sq Ft | $1,285 |
Cheapest Available Oakwood 2 Bedroom Apartments
Currently the lowest priced 2 Bedroom apartment unit Oakwood of Lakeland, FL is the The Hamilton Model starting from $1,160 at Briarcrest at Winter Haven. The average price for all 2 Bedroom apartments in Oakwood is currently $1,632. Here is today’s list of the cheapest available 2 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Briarcrest at Winter Haven | The Hamilton | $1,160 |
| Barrington Place At Winter Haven | B1 | $1,275 |
| Central Haven Apartments | 2 Beds, 1 bath | $1,275 |
| The Landings Apartment Homes | 2 Bedroom - LANDINGS | $1,285 |
| Haven at Lake Deer | 2 Bedroom | $1,299 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | $1,489 |
| Dream Winter Haven | B2 | $1,542 |
| The Jade | 2 Comfy | $1,675 |
| Elio at Lake Lena | B1 | $1,785 |
| The Breeze | C2 | $1,795 |
Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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Pet Friendly LifestyleOakwood, Winter Haven, FL
Ranked #17
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Best Local Schools in Oakwood, Winter Haven, FL
School data provided by Great Schools
Lifestyle Ratings
Our team works hard to bring you comprehensive Lifestyle Ratings of rentals in areas across the United States including Oakwood, Winter Haven, and the greater Lakeland area. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including rankings of the best places for the best outdoor access, luxury amenities, kid and pet-friendly communities, availability of transit options, and other valuable search options. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!
Frequently Asked Questions about 2 Bedroom Oakwood Apartments
How much is the average rent for a 2 Bedroom Oakwood Apartment?
The average rent for a 2 Bedroom Apartment in Oakwood is $1,632.
What is the largest available 2 Bedroom Oakwood Apartment for rent?
Today's apartment with the most square footage in Oakwood is a 2,000 square feet unit starting from $3,250 at Raingarden Apartments.
What is the average size for Oakwood 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Oakwood is currently 1,079 sq ft.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Articles, How-To's, and Tips

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.
