5750 OAK HOLLOW LN
5750 OAK HOLLOW LN photo 2
5750 OAK HOLLOW LN photo 3
5750 OAK HOLLOW LN photo 4
5750 OAK HOLLOW LN photo 5
5750 OAK HOLLOW LN photo 6
5750 OAK HOLLOW LN photo 7
5750 OAK HOLLOW LN photo 8
5750 OAK HOLLOW LN photo 9
5750 OAK HOLLOW LN photo 10
5750 OAK HOLLOW LN photo 11
5750 OAK HOLLOW LN photo 12
5750 OAK HOLLOW LN photo 13
5750 OAK HOLLOW LN photo 14
5750 OAK HOLLOW LN photo 15
5750 OAK HOLLOW LN photo 16
5750 OAK HOLLOW LN photo 17
5750 OAK HOLLOW LN photo 18
5750 OAK HOLLOW LN photo 19
5750 OAK HOLLOW LN photo 20
5750 OAK HOLLOW LN photo 21
5750 OAK HOLLOW LN photo 22
5750 OAK HOLLOW LN photo 23
5750 OAK HOLLOW LN photo 24
5750 OAK HOLLOW LN photo 25
5750 OAK HOLLOW LN photo 26
5750 OAK HOLLOW LN photo 27
5750 OAK HOLLOW LN photo 28
5750 OAK HOLLOW LN photo 29
5750 OAK HOLLOW LN photo 30
5750 OAK HOLLOW LN photo 31
5750 OAK HOLLOW LN photo 32
5750 OAK HOLLOW LN photo 33
5750 OAK HOLLOW LN photo 34
5750 OAK HOLLOW LN photo 35
5750 OAK HOLLOW LN photo 36
5750 OAK HOLLOW LN photo 37
5750 OAK HOLLOW LN photo 38
5750 OAK HOLLOW LN photo 39
5750 OAK HOLLOW LN photo 40
5750 OAK HOLLOW LN photo 41
5750 OAK HOLLOW LN photo 42
5750 OAK HOLLOW LN photo 43
5750 OAK HOLLOW LN photo 44
5750 OAK HOLLOW LN photo 45
5750 OAK HOLLOW LN photo 46
5750 OAK HOLLOW LN photo 47
5750 OAK HOLLOW LN photo 48
5750 OAK HOLLOW LN photo 49
5750 OAK HOLLOW LN photo 50
5750 OAK HOLLOW LN photo 51
5750 OAK HOLLOW LN photo 52
5750 OAK HOLLOW LN photo 53
5750 OAK HOLLOW LN photo 54
5750 OAK HOLLOW LN photo 55
5750 OAK HOLLOW LN photo 56
5750 OAK HOLLOW LN photo 57
5750 OAK HOLLOW LN photo 58
5750 OAK HOLLOW LN photo 59
5750 OAK HOLLOW LN photo 60
5750 OAK HOLLOW LN photo 61
5750 OAK HOLLOW LN photo 62
5750 OAK HOLLOW LN photo 63
5750 OAK HOLLOW LN photo 64
5750 OAK HOLLOW LN photo 65
5750 OAK HOLLOW LN photo 66
5750 OAK HOLLOW LN photo 67
5750 OAK HOLLOW LN photo 68
5750 OAK HOLLOW LN photo 69
5750 OAK HOLLOW LN photo 70
5750 OAK HOLLOW LN photo 71
5750 OAK HOLLOW LN photo 72
5750 OAK HOLLOW LN photo 73
5750 OAK HOLLOW LN photo 74
5750 OAK HOLLOW LN photo 75
5750 OAK HOLLOW LN photo 76
5750 OAK HOLLOW LN photo 77
5750 OAK HOLLOW LN photo 78
5750 OAK HOLLOW LN photo 79
5750 OAK HOLLOW LN photo 80
5750 OAK HOLLOW LN photo 81
5750 OAK HOLLOW LN photo 82
5750 OAK HOLLOW LN photo 83
5750 OAK HOLLOW LN photo 84
5750 OAK HOLLOW LN photo 85
5750 OAK HOLLOW LN photo 86
5750 OAK HOLLOW LN photo 87
5750 OAK HOLLOW LN photo 88
5750 OAK HOLLOW LN photo 89
5750 OAK HOLLOW LN photo 90
AI Rendering of an Equestrian Center and Training/Riding area added
AI Rendering of a Football Field built on the Land
AI Rendering of a Soccer Field built on the Land
AI Rendering of a Baseball Park built on the Land
AI Rendering of a business with a fleet of trucks on the land
5750 OAK HOLLOW LN photo 96
96 photos

$3,250,000

5750 OAK HOLLOW LN
OVIEDO, FL 32765
Listed by Chris Creegan · CREEGAN GROUP
Bedrooms
N/A
Bathrooms
N/A
Living area
N/A
Year built
N/A

About this home

One or more photo(s) has been virtually staged. Welcome to Oak Hollow Manor, a rare 20-acre gated equestrian estate and private family compound tucked into one of Oviedo’s most desirable acreage corridors. Set deep within the property and surrounded by mature trees, open pasture, and high-and-dry usable land, this Southern ranch-style estate offers a unique combination of privacy, flexibility, and lifestyle opportunity just minutes from Oviedo, Winter Park, UCF, and Central Florida’s major conveniences. Built in 1985, the main residence features 6 large traditional bedrooms, 4.5 bathrooms, two large bonus rooms (that can be bedrooms as well), and approximately 5,737 square feet of living space designed for comfortable estate living, multigenerational households, entertaining, working from home, or simply enjoying room to spread out. The downstairs primary suite includes a spacious bedroom, sitting area, and his-and-her closets, while the flexible floor plan also allows for a potential second downstairs primary-style suite with direct access to a full bathroom. Warm and inviting living spaces, generous room sizes, and timeless Southern estate character create a welcoming atmosphere while still offering the next owner opportunities to personalize and modernize to their taste. The land itself is one of the property’s most exceptional features. With approximately 5 fully fenced acres currently dedicated to horse grazing, A-1 zoning, and wide-open usable acreage, the property is ideally suited for equestrian enthusiasts, boutique farm operations, hobby farmers, bonfire gatherings, agricultural use, or buyers seeking long-term land value, privacy, and lifestyle flexibility in a highly sought-after Central Florida location. Major recent improvements provide additional value and peace of mind, including a new roof installed in 2022, a permitted 2,500+ square-foot metal barn with electric completed in 2022, and a newly constructed resort-style saltwater in-ground pool completed in 2026 and luxury vinyl plank flooring installed in 2025. Other recent improvements completed between 2022 - 2024 are kitchen updates, bathroom updates, interior and exterior paint, lighting and fixtures. The barn offers exceptional flexibility as an equestrian barn, workshop, hobby space, equipment storage building, or future entertainment pavilion. Two additional storage buildings provide even more utility and functionality. Out back, the newly completed pool creates a peaceful private retreat overlooking scenic acreage and mature natural surroundings, offering the feel of a secluded countryside estate while remaining close to everyday conveniences. Despite its private setting, the property is surrounded by established and desirable communities, including neighboring Aloma Woods. Additional features include three HVAC systems, with two replaced in 2021, no HOA, and zoning for top-rated Seminole County schools including Evans Elementary, Tuskawilla Middle, and Lake Howell High School. Trinity Prep is located just minutes away. With 20 acres and A-1 zoning, the property may also offer future flexibility for additional accessory structures or a potential accessory dwelling unit up to approximately 1,000 square feet, subject to Seminole County approval, permitting requirements, setbacks, and buyer verification.

Property details

MLS #
MFRO6411860
Property type
Land
Subdivision
N/A
Status
Active
Days on market
N/A
On market date
June 2, 2026
Stories
N/A
Garage spaces
N/A
Lot size
19.65 acres
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

ElementaryCharter
UCP BAILES COMMUNITY ACADEMY
1.52 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
424
Student:teacher ratio
10.9:1
District
ORANGE
Middle
TUSKAWILLA MIDDLE SCHOOL
1.85 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,103
Student:teacher ratio
25.1:1
District
SEMINOLE
High
LAKE HOWELL HIGH SCHOOL
2.46 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,244
Student:teacher ratio
24.7:1
District
SEMINOLE

Mortgage calculator

Estimate only — actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$19,722/mo
$650,000 down
$2,600,000 loan
Principal & interest$16,864
Property tax (est.)$2,708
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated June 2, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.