Skidmore

Skidmore is a gated community of single family homes in Winter Haven, Florida, with a range of options priced between $299,900 and $1,199,000. The smallest Skidmore home in the community is a three bedroom two bathroom residence that is 3,463 square feet (2,470SF Under Air living space), and the largest of the Skidmore homes has four beds and three baths and is a 5,978 square foot (5,028SF 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 Skidmore range from $650 to $1,200. This fee includes maintaining the community roads. Please check the individual listing pages for the exact homeowners association fees for a particular Skidmore home.

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

There are four commercial airports that serve Skidmore - Lakeland Linder International (LAL), which is nineteen miles away; Kissimmee Gateway (ISM), which is twenty seven miles away; Orlando International (MCO), which is 40 miles away, and Orlando Executive (ORL), which is 46 miles away from Skidmore.

Skidmore real estate activity on the Winter Haven MLS during the past year (as of September 2025) reflects two homes changing hands, with an average asking price of $817,000 and an average selling price of $673,000. This represents a list-to-sell price ratio of 82% and $133 per square foot. During this period, Skidmore homes for sale have taken an average of 114 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 Skidmore are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Skidmore 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.

Skidmore Homes For Sale

SOLD 05/31/23

$597,500

MLS#MFRP4924757

29 Skidmore Rd
Winter Haven, FL 33884

4

4

3

4,788 SqFt

Pool

0.54 Acres

SOLD 06/12/23

$875,000

MLS#MFRP4925337

72 Ryann Nicole Ct
Winter Haven, FL 33884

4

3

3

4,841 SqFt

Pool

0.48 Acres

SOLD 04/15/24

$749,900

MLS#MFRL4942440

23 Skidmore Rd
Winter Haven, FL 33884

4

5

2

4,098 SqFt

Pool

0.56 Acres

SOLD 10/18/24

$435,000

$500,000

MLS#MFRP4929968

91 James Scott Ct
Winter Haven, FL 33884

3

3

2

4,164 SqFt

0.55 Acres

SOLD 05/31/24

$909,900

MLS#MFRS5101634

72 Ryann Nicole Ct
Winter Haven, FL 33884

4

3

3

4,841 SqFt

Pool

0.48 Acres

SOLD 09/22/17

$309,000

MLS#MFRP4716867

71 Ryann Nicole Ct
Winter Haven, FL 33884

4

4

3

4,299 SqFt

Pool

0.46 Acres

SOLD 11/27/17

$299,900

MLS#MFRP4717469

6 Skidmore Rd
Winter Haven, FL 33884

3

3

3

3,463 SqFt

Pool

0.65 Acres

SOLD 03/03/22

$650,000

MLS#MFRP4917582

90 James Scott Ct
Winter Haven, FL 33884

4

4

3

4,906 SqFt

Pool

0.47 Acres

SOLD 03/09/22

$599,000

MLS#MFRP4919209

82 Jenni Ashley Ct
Winter Haven, FL 33884

4

3

2

2,801 SqFt

Pool

0.69 Acres

SOLD 03/27/25

$1,199,000

$1,250,000

MLS#MFRP4933073

9 Skidmore Rd
Winter Haven, FL 33884

5

4

2

5,978 SqFt

Pool

Water Front

0.92 Acres

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We do not have any properties available for sale in Skidmore.

0 Active Listings in Skidmore