Sleepy Hollow Port Orange

Sleepy Hollow is a community of single family homes in Port Orange, Florida, with a range of options priced between $161,900 and $425,000. The smallest Sleepy Hollow home in the community is a three bedroom two bathroom residence that is 1,929 square feet (1,760SF Under Air living space), and the largest of the Sleepy Hollow homes has four beds and two baths and is a 3,664 square foot (2,419SF Under Air) residence.

Property management fees in Volusia County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Sleepy Hollow range from $150 to $275. This fee includes the community pool, real estate taxes for common areas, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Sleepy Hollow home.

Sleepy Hollow amenities include a swimming pool, and a state-of-the-art fitness center. Sports facilities include tennis courts.

The Sleepy Hollow HOA rules do allow homeowners to have pets. There is a limit of how many pets you may have. Dogs and cats are allowed.

There are four commercial airports that serve Sleepy Hollow - Daytona Beach International (DAB), which is five miles away; New Smyrna Beach Municipal (EVB), which is six miles away; Orlando Sanford International (SFB), which is twenty eight miles away, and Orlando Executive (ORL), which is 45 miles away from Sleepy Hollow.

Sleepy Hollow real estate activity on the Port Orange MLS during the past year (as of June 2026) reflects six homes changing hands, with an average asking price of $373,933 and an average selling price of $362,500. This represents a healthy list-to-sell price ratio of 97% and $117 per square foot. During this period, Sleepy Hollow homes for sale have taken an average of 44 days to sell.

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

Sleepy Hollow Homes For Sale

SOLD 03/04/24

$414,000

$429,000

MLS#MFRW7858832

717 Tarry Town Trl
Port Orange, FL 32127

4

2

2

1,929 SqFt

Pool

0.23 Acres

SOLD 09/07/18

$244,900

MLS#MFRNS1037476

701 Tarry Towntrl
Port Orange, FL 32127

4

2

2,686 SqFt

Pool

0.28 Acres

SOLD 05/06/22

$265,000

MLS#MFRO6019822

702 Sleepy Hollow Dr
Port Orange, FL 32127

3

2

2

2,250 SqFt

0.21 Acres

SOLD 11/12/25

$399,000

MLS#MFRV4945286

701 Priscilla Ct
Port Orange, FL 32127

4

2

2

3,190 SqFt

Pool

0.23 Acres

SOLD 11/13/15

$234,900

MLS#MFRNS1025956

731 Tarry Towntrl
Port Orange, FL 32127

4

2

3,100 SqFt

Pool

0.29 Acres

SOLD 11/13/15

$234,900

MLS#MFRO5393546

731 Tarry Town Trl
Port Orange, FL 32127

4

3

2

2,715 SqFt

Pool

0.28 Acres

SOLD 06/14/24

$299,900

$309,000

MLS#MFRV4934601

711 Sleepy Hollow Dr
Port Orange, FL 32127

3

2

1

2,120 SqFt

0.19 Acres

SOLD 03/29/23

$359,000

MLS#MFRNS1073791

719 Raven Rockct
Port Orange, FL 32127

3

2

2,748 SqFt

0.24 Acres

SOLD 11/27/19

$278,000

$289,000

MLS#MFRNS1051392

739 Tarry Towntrl
Port Orange, FL 32127

3

2

2,984 SqFt

Pool

0.24 Acres

SOLD 12/21/21

$345,000

MLS#MFRO5981831

715 Kristina Ct
Port Orange, FL 32127

3

2

2

2,337 SqFt

Pool

0.22 Acres

SOLD 04/28/25

$278,500

$292,500

MLS#MFRO6274253

711 Kristina Ct
Port Orange, FL 32127

2

2

2

2,192 SqFt

0.22 Acres

SOLD 04/10/26

$359,999

$374,334

MLS#MFRFC313499

707 Kristina Ct
Port Orange, FL 32127

4

2

2

3,060 SqFt

0.27 Acres

SOLD 04/10/26

$425,000

MLS#1068944

714 Kristina Court
Port Orange, FL 32127

4

3

2

2,295 SqFt

Pool

0.21 Acres

SOLD 04/10/26

$425,000

MLS#MFRO6372553

714 Kristina Ct
Port Orange, FL 32127

4

3

2

3,213 SqFt

Pool

0.21 Acres

SOLD 06/05/26

$375,000

MLS#MFRFC317417

712 Kristina Ct
Port Orange, FL 32127

3

2

2

2,878 SqFt

Pool

0.22 Acres

SOLD 03/07/25

$420,000

MLS#MFRNS1083849

701 Kristina Ct
Port Orange, FL 32127

4

2

2

2,584 SqFt

Pool

0.24 Acres

SOLD 07/16/25

$295,000

MLS#MFRV4942752

718 Sleepy Hollow Dr
Port Orange, FL 32127

3

2

2

2,944 SqFt

0.28 Acres

SOLD 09/08/15

$161,900

$169,900

MLS#MFRNS1024419

701 Kristinact
Port Orange, FL 32127

3

2

2,815 SqFt

0.25 Acres

SOLD 02/22/23

$320,000

MLS#MFRFC287998

710 Kristina Ct
Port Orange, FL 32127

4

3

2

3,213 SqFt

0.2 Acres

SOLD 05/17/23

$420,000

MLS#MFRO6100639

710 Kristina Ct
Port Orange, FL 32127

4

3

2

3,213 SqFt

0.2 Acres

SOLD 06/15/23

$359,900

MLS#MFRO6104510

721 Horseman Dr
Port Orange, FL 32127

4

2

2

3,664 SqFt

0.26 Acres

SOLD 06/15/23

$359,900

MLS#MFRNS1074378

721 Horsemandr
Port Orange, FL 32127

4

2

2

3,664 SqFt

0.26 Acres

SOLD 06/27/16

$238,900

MLS#MFRNS1028484

723 Cranect
Port Orange, FL 32127

4

2

2,644 SqFt

Pool

0.23 Acres

SOLD 06/27/16

$238,900

MLS#MFRV4712149

723 Crane Ct
Port Orange, FL 32127

4

2

2

2,416 SqFt

Pool

0.23 Acres

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We do not have any properties available for sale in Sleepy Hollow.

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0 Active Listings in Sleepy Hollow