$2,999,000
 $16,099 est/mo Sourced by Back At You

5750 Oak Hollow Ln,OVIEDO, FL 32765

OVIEDO, FL 32765

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Description

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 large bedrooms as well), comes fully furnished and has 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.

Details

MLS #O6406954
Listing TypeFor Sale
StyleHouse
Sub-TypeFor-sale
StatusActive
Year1985
Days On Site97
Listing Provided ByCREEGAN GROUP | Daniel Prior LLC

Features

Bed(s)8
Bath(s) 5 Total
SQ Feet5,737
Garage3
PoolYes
Story(s)2
ZoningA-1
Acreage19.65
Property ViewTrees, Woods

Taxes

Property12315

Area Information

StateFL
CountySeminole
CityOVIEDO
Zip Code32765
Area32765 Oviedo
Community NameN/A
School DistrictLake Howell High
Elementary SchoolEvans Elementary
High SchoolLake Howell High
Listing VS Median (in N/A)
Price:
$2,999,000
low | high
Med:
$495,000
100% of Average
sqft:
5,737
low | high
Med:
1,525
100% of Average
$ / sqft:
$523
low | high
Med:
$325
87.906843264695% of Average
On site:
97
low | high
Med:
59
100% of Average
Sourced by Back At You

Market Activity 32765

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of September 4, 2026 at 10:35:56 AM PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountySeminole
CityOVIEDO
Zip Code32765
Area32765 Oviedo
Community NameN/A
School DistrictLake Howell High
Elementary SchoolEvans Elementary
High SchoolLake Howell High
Listing VS Median (in N/A)
Price:
$2,999,000
low | high
Med:
$495,000
100% of Average
sqft:
5,737
low | high
Med:
1,525
100% of Average
$ / sqft:
$523
low | high
Med:
$325
87.906843264695% of Average
On site:
97
low | high
Med:
59
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $2.249M - $3.748M
sqft: 4,000 - 7,000
Nearby Listings Property ImageNearby Listings Details
5750 OAK HOLLOW LN Property Photo 1
$2,999,000
5750 Oak Hollow Ln
Oviedo, FL 32765
5750 OAK HOLLOW LN Property Photo 1
$18,000
5750 Oak Hollow Ln
Oviedo, FL 32765
Listing Updated: September 3, 2026 at 9:41:31 PM PDT