408 HOLT AVENUE
Winter Park, FL 32789
$745,000
Rare investment opportunity in the heart of Winter Park/Rollins College area. This turnkey, fully renovated triplex is located within one of Winter Park’s highest-demand rental corridors, just steps from Rollins College, Park Avenue, and Lake Virginia.
The property features three separate 1-bedroom, 1-bath units, each with its own private outdoor patio area, positioned on a charming brick street in one of Winter Park’s most walkable and desirable neighborhoods. The asset is being delivered with strong in-place cash flow. Current rents provide additional value-add potential, with at least one unit currently operating below market rental rates, creating an opportunity for future income growth and increased returns.
The block construction property has undergone significant capital improvements, including updated electrical panels (2019), new hot water heater (2019), new windows (2017), and a new roof (2015). Two of the three units were completely renovated in 2019, offering updated interiors while maintaining the charm and character of the surrounding neighborhood.
The front unit includes washer/dryer hookups, while the middle and rear units share a common exterior-access washer/dryer area. Utilities are currently included in the rent and have been factored into annual operating expenses.
This is a rare opportunity to acquire a stabilized multifamily asset with strong rental demand driven by proximity to Rollins College, downtown Park Avenue, dining, shopping, and employment centers throughout Winter Park.
Listing Courtesy of: THE REAL ESTATE PRINCIPLE, INC
407-739-7209
| Listing Id: | O6405857 |
|---|---|
| List Price: | $745,000 |
| Property Type: | Residential Income |
| Property Sub Type: | Triplex |
| Status: | Active |
| Bedrooms Total: | 2 |
| Bathrooms Full: | 3 |
| Living Area: | 1,440 |
| Tax Annual Amount: | $5,765 |
| Lot Size Square Feet: | 4,898 |
| Lot Size Acres: | 0.11 |
| Waterfront?: | No |
| City: | Winter Park |
| County Or Parish: | Orange |
| Subdivision Name: | Trotters Rep |
| Postal Code: | 32789 |
| Year Built: | 1942 |
| Appliances: | Dishwasher, Dryer, Range, Refrigerator, Washer |
| Bathrooms Total Integer: | 3 |
| Building Area Source: | Public Records |
| Building Area Total: | 1686 |
| Building Area Units: | Square Feet |
| Carport Spaces: | 1 |
| Carport?: | Yes |
| Foundation Details: | Slab |
| Construction Materials: | Block |
| Cooling: | Wall/Window Unit(s) |
| Fireplace Features: | Other, Wood Burning |
| Directions: | Pennsylvania to East on Holt. Parking available on the street, do not park in driveway please. |
| Elementary School: | Audubon Park K8 |
| Exterior Features: | Fence, Sidewalk, Storage |
| Flooring: | Ceramic Tile |
| Gross Income: | $47,700 |
| Heating: | Ductless |
| High School: | Winter Park High |
| Interior Features: | Ceiling Fans(s) |
| Laundry Features: | Common Area, Inside, Outside |
| Levels: | One |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Features: | City Limits, Street Brick |
| Lot Size Acres: | 0.11 |
| Postal Code Plus4: | 5083 |
| Middle Or Junior School: | Audubon Park K-8 |
| MLS Area Major: | 32789 - Winter Park |
| MLS Area Major: | 32789 - Winter Park |
| Other Structures: | Storage |
| Original List Price: | $745,000 |
| Parcel Number: | 07-22-30-8760-00-011 |
| Parking Features: | Common, Driveway, Off Street |
| Pets Allowed: | Yes |
| Township: | 22 |
| Road Surface Type: | Brick |
| Roof: | Shingle |
| Listing Terms: | Cash, Conventional |
| Tax Year: | 2025 |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Total Actual Rent: | $3,975 |
| Financial Data Source: | Owner |
| Utilities: | BB/HS Internet Available, Cable Available, Electricity Connected |
| Water Source: | Public |
| Public Survey Range: | 30 |
| Public Survey Section: | 07 |
| Zoning: | R-2 |
| Additional Lease Restrictions: | Buyer to verify any lease restrictions with city of Winter Park |
| Additional Rooms: | Attic |
| Alternate Key Folio Num: | 302207876000011 |
| Annual Expenses: | 14764 |
| Annual Net Income: | 32936.00 |
| Available For Lease Yn: | Yes |
| Building Area Total Srch Sq M: | 156.63 |
| Calculated List Price By Calcula: | 517.36 |
| Cddyn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6405857?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6405857?w=Customer |
| Dpryn: | Yes |
| Est Annual Market Income: | 53400.00 |
| Flood Zone Code: | X |
| Flood Zone Date: | 2009-09-25 |
| Flood Zone Panel: | 12095C0255F |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 133.78 |
| Lot Size Square Meters: | 455 |
| Realtor Info: | As-Is, No Sign, Owner Motivated |
| Sdeo yn: | No |
| Terms Of Lease: | Other |
| Total Acreage: | 0 to less than 1/4 |
| Total Monthly Expenses: | 1230 |
| Total Num Buildings: | 1 |
| Unit Count: | 3 |
| Unit Number Yn: | No |
| Water Access Yn: | No |
| Water Extras Yn: | No |
| Water View: | No |
| Association 2 Yn: | 0 |
| Attribution Contact: | 407-739-7209 |
| Originating System Name : | Stellar MLS |
| Dock Yn: | No |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-05-08 |
| Fireplace?: | Yes |
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Property Last Updated: October 21, 2026 02:31 AM - ET

































