Fernbrook Trails

Fernbrook Trails is a community of single family homes, and townhomes in Winter Park, Florida, with a range of options priced between $60,000 and $625,000. The smallest Fernbrook Trails home in the community is a three bedroom two bathroom residence that is 1,092 square feet, and the largest of the Fernbrook Trails homes has four beds and four baths and is a 4,044 square foot (3,272SF Under Air) residence.

Property management fees in Orange County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Fernbrook Trails range from $125 to $185 and $53 to $99 for a townhome. This fee includes grounds maintenance. Please check the individual listing pages for the exact homeowners association fees for a particular Fernbrook Trails home.

The Fernbrook Trails HOA rules do allow homeowners to have pets. Dogs and cats are allowed.

There are four commercial airports that serve Fernbrook Trails - Orlando Executive (ORL), which is six miles away; Orlando Sanford International (SFB), which is eleven miles away; Orlando International (MCO), which is thirteen miles away, and Kissimmee Gateway (ISM), which is twenty five miles away from Fernbrook Trails.

Fernbrook Trails real estate activity on the Winter Park MLS during the past year (as of December 2025) reflects five homes changing hands, with an average asking price of $313,979 and an average selling price of $304,200. This represents a healthy list-to-sell price ratio of 97% and $202 per square foot. During this period, Fernbrook Trails homes for sale have taken an average of 86 days to sell.

In addition, there are numerous other communities in Winter Park to choose from, or you may browse all available Winter Park Real Estate, including some new construction opportunities. Homes for sale in Fernbrook Trails are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Fernbrook Trails 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.

Fernbrook Trails Homes For Sale

SOLD 03/14/16

$180,000

$185,000

MLS#MFRO5414467

5426 S Bracken Ct
Winter Park, FL 32792

3

2

2

1,819 SqFt

0.16 Acres

SOLD 09/02/15

$237,900

$239,900

MLS#MFRO5363951

3705 Bear Gully Rd
Winter Park, FL 32792

3

2

1,508 SqFt

0.86 Acres

SOLD 09/29/17

$549,900

$565,000

MLS#MFRO5520451

3695 Bear Gully Rd
Winter Park, FL 32792

4

3

4

4,044 SqFt

0.78 Acres

SOLD 11/05/24

$380,000

MLS#MFRO6245268

5422 S Bracken Ct
Winter Park, FL 32792

3

2

2

2,059 SqFt

Pool

0.21 Acres

SOLD 06/21/22

$390,000

MLS#MFRS5066097

5422 S Bracken Ct
Winter Park, FL 32792

3

2

2

1,489 SqFt

Pool

0.21 Acres

SOLD 09/29/23

$625,000

MLS#MFRO6130997

3735 Bear Gully Rd
Winter Park, FL 32792

4

4

3

3,744 SqFt

Pool

1.21 Acres

SOLD 10/11/22

$410,000

MLS#MFRO6046468

5418 S Bracken Ct
Winter Park, FL 32792

3

2

2

1,819 SqFt

Pool

0.13 Acres

SOLD 07/31/25

$400,000

MLS#MFRO6251052

5418 S Bracken Ct
Winter Park, FL 32792

3

2

2

1,819 SqFt

Pool

0.13 Acres

SOLD 11/14/25

$339,000

$370,000

MLS#MFRO6348840

5433 S Bracken Ct
Winter Park, FL 32792

3

2

2

2,059 SqFt

Pool

0.12 Acres

SOLD 04/20/12

$100,000

MLS#MFRO5049630

5435 S Bracken Ct
Winter Park, FL 32792

3

2

2

1,819 SqFt

0.14 Acres

SOLD 01/12/22

$229,000

$235,000

MLS#MFRO5973431

7777 Fernbrook Way
Winter Park, FL 32792

2

2

1,092 SqFt

0.1 Acres

SOLD 09/24/25

$275,000

MLS#MFRO6336988

7777 Fernbrook Way
Winter Park, FL 32792

2

2

1,092 SqFt

0.1 Acres

SOLD 01/01/17

$139,900

MLS#MFRO5479505

5450 Bracken Ct
Winter Park, FL 32792

2

3

1,240 SqFt

0.14 Acres

SOLD 11/20/17

$150,000

MLS#MFRW7634473

5510 Cretan Way
Winter Park, FL 32792

2

2

1,368 SqFt

0.11 Acres

SOLD 12/14/12

$80,000

MLS#MFRO5088903

7712 Fernbrook Way
Winter Park, FL 32792

3

3

1,404 SqFt

0.1 Acres

SOLD 03/02/18

$161,500

MLS#MFRO5559391

7728 Fernbrook Way
Winter Park, FL 32792

2

3

1,248 SqFt

0.1 Acres

SOLD 09/29/17

$175,000

MLS#MFRW7633335

7760 Fernbrook Way
Winter Park, FL 32792

3

2

1,404 SqFt

0.1 Acres

SOLD 04/14/17

$127,500

MLS#MFRO5492106

7736 Fernbrook Way
Winter Park, FL 32792

2

3

1,248 SqFt

0.1 Acres

SOLD 09/15/22

$175,000

MLS#MFRO6053731

7732 Fernbrook Way
Winter Park, FL 32792

3

3

1,332 SqFt

0.1 Acres

SOLD 03/29/23

$323,000

$325,000

MLS#MFRS5077550

7732 Fernbrook Way
Winter Park, FL 32792

3

3

1,332 SqFt

0.1 Acres

SOLD 11/08/21

$230,000

MLS#MFRO5976148

7748 Fernbrook Way
Winter Park, FL 32792

2

2

1,152 SqFt

0.1 Acres

SOLD 12/29/17

$174,900

MLS#MFRW7635529

7756 Fernbrook Way
Winter Park, FL 32792

3

3

1,404 SqFt

0.1 Acres

SOLD 11/08/24

$319,900

$350,000

MLS#MFRO6222633

7744 Fernbrook Way
Winter Park, FL 32792

3

2

1,404 SqFt

0.1 Acres

SOLD 03/07/13

$75,000

MLS#MFRO5124098

5511 Cretan Way
Winter Park, FL 32792

3

2

1,404 SqFt

0.11 Acres

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We do not have any properties available for sale in Fernbrook Trails.

0 Active Listings in Fernbrook Trails