$18,000/month
5750 Oak Hollow Lane Oviedo, FL 32765
For Rent MLS# O6413093
8 beds 5 baths 5,737 sq ft Single Family
Details for 5750 Oak Hollow Lane
MLS# O6413093
Description for 5750 Oak Hollow Lane, Oviedo, FL, 32765
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), 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.
Listing Information
Property Type: Rental, Single Family Residence
Status: Active
Bedrooms: 8
Bathrooms: 5
Lot Size: 19.65 Acres
Square Feet: 5,737 sq ft
Year Built: 1985
Garage: Yes
Stories: 2 Story
Date Available: 6/15/2026
Construction Display: New Construction
Subdivision: N/A
County: Seminole
Construction Status: New Construction
School Information
Elementary: Evans Elementary
Middle: Tuskawilla Middle
High: Lake Howell High
Room Information
Main Floor
Kitchen: 16x22
Office: 12x22
Primary Bedroom: 13x15
Primary Bedroom: 18x21
Living Room: 17x28
Laundry: 8x12
Florida Room: 18x49
Living Room: 13x13
Dining Room: 13x17
Upper Floor
Bedroom: 17x17
Bedroom 3: 13x16
Bedroom: 17x22
Bedroom: 19x19
Bedroom 5: 20x23
Bedroom 4: 19x26
Bathrooms
Full Baths: 4
1/2 Baths: 1
Additonal Room Information
Laundry: Laundry Room
Interior Features
Appliances: Water Purifier, Built-In Oven, Range Hood, Refrigerator, Cooktop, Dishwasher
Flooring: Luxury Vinyl,Tile
Doors/Windows: Window Treatments
Fireplaces: Wood Burning, Family Room
Additional Interior Features: High Ceilings, Separate/Formal Dining Room, Eat-In Kitchen
Utilities
Water: Well
Sewer: Septic Tank
Other Utilities: Cable Available,Electricity Connected,High Speed Internet Available,Phone Available,Water Connected
Cooling: Central Air
Heating: Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Parking Description: Open, Common, driveway, Boat, Oversized, RV Access/Parking, Garage Faces Side
Pool: In Ground, Gunite
Lot View: Trees/Woods
Lot Dimensions: 637x1364x627x1355
Fencing: fenced
Additional Exterior/Lot Features: Lighting, Sprinkler/Irrigation, Private Yard, Fire Pit, Private Entrance, Front Porch, Flat, Level, Landscaped, Pasture, Oversized Lot, Outside City Limits, Private
Out Buildings: Shed(s), Outhouse, Storage, Barn(s)
Driving 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.
Financial Considerations
Owner Pays: None,Taxes
Tax/Property ID: 32-21-31-300-005A-0000
A broker reciprocity listing courtesy: CREEGAN GROUP
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Copyright 2026 Stellar MLS as distributed by the MLS GRID. All Rights Reserved.
Sales History & Tax Summary for 5750 Oak Hollow Lane
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 5750 Oak Hollow Lane
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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