5750 Oak Hollow Lane, Oviedo, FL, 32765

Views - Lease to Own

Address

5750 Oak Hollow Lane, OVIEDO, FL

Listing Type

Active

Price

$ 2,999,000

Property Attributes

MLS#O6406954
TypeSingle Family
Listing Status Active
CountySeminole
CityOVIEDO
AreaOviedo
NeighborhoodN/A
Zip32765
StyleCustom Ranch
Year Built1985
Taxes$ 12315
Price$ 2,999,000
Bedrooms8
Full Bathrooms4
Half Bathrooms1
Sqr Footage5737
Lot Size19.65 Acres

Data Source:

Stellar MLS

Property 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.

Elementary School	Middle School	High School
Evans Elementary Elementary School	Tuskawilla Middle Middle School	Lake Howell High High School

Price History
5/31/2026	Listed $3,250,000
6/15/2026	3$3,150,000
7/22/2026	5$2,999,000

General Features

Sewer	Septic Tank
Heating	Central
Cooling	Central Air
Utilities	BB/HS Internet Available,Cable Available,Electricity Connected,Phone Available,Water Connected
Possession	Close Of Escrow
Roof	Shingle
Appliances	Built-In Oven,Cooktop,Dishwasher,Range Hood,Refrigerator,Water Filtration System
Zoning	A-1
Garage Spaces	3
Patio/Porch Features	Front Porch
Architectural Style	Custom,Ranch
Pool Features	Deck,Gunite,In Ground,Lighting
Construction Materials	Brick
Pets Allowed	Yes
Year Built	1985
View	Trees/Woods
Levels	Two
Property Subtype	Single Family Residence
Tax Year	2024
Current Use	Cattle,Poultry,Crops,Horses,Livestock
Ownership	Fee Simple
Community Features	Horses Allowed
County	Seminole
New Construction	false
Property Type	Residential
Attached Garage	true
Subdivision Name	N/A
Facing Direction	South
Garage Y/N	true
Other Structures	Barn(s),Outhouse,Shed(s),Storage
Total Rooms	15
Full Baths	4
Status	Active
Directions	From Trinity Prep, head East on 426 and turn Right on Dean Rd and then make a quick left on Oak Hollow Ln. Oak Hollow is a private road so please drive respectfully. The property will be on the left, after you pass a large pond, with the address posted right outside the gate.
High School	Lake Howell High
City	OVIEDO
Senior Community Y/N	false
MLS Area	32765 - Oviedo
Lot Size Units	Acres
Lot Size Square Feet	856061
Carport Y/N	false
Listing Terms	Cash,Conventional,Lease Purchase,VA Loan
Elementary School	Evans Elementary
Land Lease Y/N	false
Tax Annual Amount	12315.87
Middle/Junior High School	Tuskawilla Middle
Property Condition	Completed
Additional Parcels Y/N	false
Lease Considered Y/N	true
Virtual Tour	https://www.zillow.com/view-imx/55c8f7cf-5f1d-4388-87b6-1e10fc036a0c?wl=true&setAttribution=mls&initialViewType=pano
Building Area Units	Square Feet
Living Area Units	Square Feet
Standard Status	Active
Occupancy Type	Owner
Virtual Tour	https://vo.aryeo.com/sites/edvxpopb/unbranded
Legal Description	SEC 32 TWP 21S RGE 31E E 1/2 OF SE 1/4 OF NW 1/4
Minimum Lease	No Minimum
Water Access Y/N	false
Additional Rooms	Formal Dining Room Separate
Water View Y/N	false
Flood Zone Code	X
In Law Suite YN	false
Flood Zone Code X	Yes

Interior Features

Interior Amenities	Eating Space In Kitchen,High Ceilings
Flooring	Luxury Vinyl,Tile
Furnished Y/N	Furnished
Fireplace Features	Family Room,Wood Burning
Total Stories	2
Air Conditioning Y/N	true
Heating Y/N	true
Window Features	Window Treatments
Fireplace Y/N	true
Half Baths	1
Laundry Features	Laundry Room
Total Bedrooms	8
LivingAreaSource	Public Records
Total Baths	5

Exterior Features

Exterior Amenities	Fire Pit,Irrigation System,Lighting,Private Entrance,Private Mailbox,Private Yard
Vegetation	Fruit Trees,Trees/Landscaped
Fencing	Chain Link,Fenced,Wood
Parking Features	Boat,Common,Driveway,Garage Faces Side,Open,Oversized,RV Parking
Lot Features	Farm,In County,Landscaped,Level,Oversized Lot,Pasture,Private,Zoned for Horses
Water Source	Well
Lot Size Area	19.6525
Foundation Details	Slab
Spa	false
Building Area Total	9286
Lot Dimensions	637 x 1364 x 627 x 1355
Lot Size Acres	19.65
Road Surface Type	Unimproved,Dirt
Private Pool	true
Waterfront Y/N	false
Covered Spaces	3
Road Frontage Type	Street Unpaved
Road Responsibility	Private Maintained Road