St James Crossing

St James Crossing is a community of single family homes in Winter Haven, Florida, with a range of options priced between $187,000 and $375,000. The smallest St James Crossing home in the community is a three bedroom two bathroom residence that is 1,776 square feet (1,251SF Under Air living space), and the largest of the St James Crossing homes has three beds and two baths and is a 2,646 square foot (2,099SF Under Air) residence.

Property management fees in Polk County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in St James Crossing are $450. Please check the individual listing pages for the exact homeowners association fees for a particular St James Crossing home.

The St James Crossing HOA rules do allow homeowners to have pets. Dogs and cats are allowed.

There are four commercial airports that serve St James Crossing - Lakeland Linder International (LAL), which is sixteen miles away; Kissimmee Gateway (ISM), which is twenty five miles away; Orlando International (MCO), which is 37 miles away, and Orlando Executive (ORL), which is 42 miles away from St James Crossing.

St James Crossing real estate activity on the Winter Haven MLS during the past year (as of April 2026) reflects seven homes changing hands, with an average asking price of $284,100 and an average selling price of $274,929. This represents a healthy list-to-sell price ratio of 97% and $114 per square foot. During this period, St James Crossing homes for sale have taken an average of 151 days to sell.

In addition, there are numerous other communities in Winter Haven to choose from, or you may browse all available Winter Haven Real Estate, including some new construction opportunities. Homes for sale in St James Crossing are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in St James Crossing hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.

St James Crossing Homes For Sale

SOLD 07/19/22

$329,000

MLS#MFRO6032061

4690 Osprey Way
Winter Haven, FL 33881

3

2

2

1,621 SqFt

0.19 Acres

SOLD 09/02/22

$318,868

MLS#MFRO6042736

4849 St James Ct
Winter Haven, FL 33881

4

2

2

2,007 SqFt

0.16 Acres

SOLD 10/11/22

$299,900

MLS#MFRL4931639

4848 Osprey Way
Winter Haven, FL 33881

3

2

2

1,251 SqFt

0.17 Acres

SOLD 04/11/23

$333,000

$405,000

MLS#MFRO6046629

4750 Osprey Way
Winter Haven, FL 33881

4

2

2

1,986 SqFt

0.17 Acres

SOLD 03/23/23

$286,000

$313,000

MLS#MFRO6083548

4923 St James St
Winter Haven, FL 33881

3

2

2

2,018 SqFt

0.16 Acres

SOLD 10/26/21

$245,000

MLS#MFRL4925451

4876 Osprey Way
Winter Haven, FL 33881

3

2

2

2,237 SqFt

0.17 Acres

SOLD 07/12/23

$299,000

MLS#MFRO6104269

4726 Osprey Way
Winter Haven, FL 33881

3

2

2

2,018 SqFt

0.17 Acres

SOLD 08/07/23

$295,900

MLS#MFRO6109408

4926 St James Dr
Winter Haven, FL 33881

4

2

2

1,776 SqFt

0.22 Acres

SOLD 06/26/23

$305,000

$320,000

MLS#MFRL4937041

4919 St James Dr
Winter Haven, FL 33881

3

2

2

2,180 SqFt

Water Front

0.16 Acres

SOLD 07/28/23

$298,900

MLS#MFRL4937687

4895 St James St Fl
Winter Haven, FL 33881

3

2

2

2,018 SqFt

0.16 Acres

SOLD 09/07/23

$310,000

$327,000

MLS#MFRS5087152

4891 Saint James St
Winter Haven, FL 33881

3

2

2

2,018 SqFt

0.18 Acres

SOLD 09/18/23

$299,900

$320,000

MLS#MFRP4926564

4729 Osprey Way
Winter Haven, FL 33881

3

2

2

2,018 SqFt

0.16 Acres

SOLD 04/24/24

$318,000

$346,900

MLS#MFRL4939801

4749 Osprey Way
Winter Haven, FL 33881

4

2

2

2,401 SqFt

0.16 Acres

SOLD 12/18/23

$289,900

$300,000

MLS#MFRP4927797

4685 Osprey Way
Winter Haven, FL 33881

3

2

2

2,018 SqFt

0.16 Acres

SOLD 07/17/24

$289,000

$300,000

MLS#MFRP4928648

4916 St James St
Winter Haven, FL 33881

3

2

2

1,662 SqFt

Water Front

0.16 Acres

SOLD 05/08/18

$187,000

$190,000

MLS#MFRW7635947

4729 Osprey Way
Winter Haven, FL 33881

3

2

2

1,567 SqFt

0.16 Acres

SOLD 01/12/22

$279,900

MLS#MFRT3341679

4786 Osprey Way
Winter Haven, FL 33881

3

2

2

1,576 SqFt

0.17 Acres

SOLD 01/31/22

$269,000

MLS#MFRP4918693

4734 Osprey Way
Winter Haven, FL 33881

3

2

2

1,701 SqFt

0.17 Acres

SOLD 02/14/22

$280,000

MLS#MFRU8145784

4706 Osprey Way
Winter Haven, FL 33881

3

2

2

1,576 SqFt

0.16 Acres

SOLD 04/20/22

$355,000

MLS#MFRO5999707

4935 St James St
Winter Haven, FL 33881

4

2

2

1,929 SqFt

0.16 Acres

SOLD 04/22/22

$365,000

MLS#MFRO6013635

4753 Osprey Way
Winter Haven, FL 33881

4

2

2

2,646 SqFt

0.16 Acres

SOLD 04/22/22

$375,000

MLS#MFRL4928685

4874 St James Ct
Winter Haven, FL 33881

4

3

2

2,122 SqFt

0.24 Acres

SOLD 05/04/22

$290,000

MLS#MFRP4920032

4693 Osprey Way
Winter Haven, FL 33881

3

2

2

2,063 SqFt

0.16 Acres

SOLD 05/25/22

$349,999

MLS#MFRP4920342

4922 St James Dr
Winter Haven, FL 33881

3

2

2

1,949 SqFt

Pool

0.22 Acres

---

We do not have any properties available for sale in St James Crossing.

0 Active Listings in St James Crossing