408 Holt Ave, Winter Park, FL, 32789
About This Home
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.
Getting Around
Walker's Paradise
Some Transit
Very BikeableSchools
Construction
Condition
- Year built: 1942
Materials
- Foundation: Slab
- Roof: Shingle
- Construction materials: Block
Type & Style
- Home type: MultiFamily
- Property subType: Triplex,Multi Family
Interior
Appliances
- Appliances included: Dishwasher,Dryer,Range,Refrigerator,Washer
- Laundry features: Common Area,Inside,Outside
Bedrooms & Bathrooms
- Bedrooms: 2
- Bathrooms: 3
Features
- Ceiling Fan(s)
- Flooring: Ceramic Tile
- Fireplace features: Other Room,Wood Burning
- Fireplace: Yes
Heating & Cooling
- Heating features: Wall Units / Window Unit
- Cooling features: Wall/Window Unit(s)
Interior Area
- Total structure area: 1,686
- Total interior livable area: 1,440 sqft
Property
Details
- Parcel number: 072230876000011
- Zoning: R-2
- Special condition: None
Features
- Levels: One
- Stories: 1
- Exterior features: Sidewalk,Storage
- Fencing: Fenced
Lot
- Lot size: 4,898 sqft
- Features: City Lot
Parking
- Total spaces: 1
- Parking features: Common,Driveway,Off Street
- Covered spaces: 1
- Has uncovered spaces: Yes
- Carport: Yes
- Carport spaces: 1
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Cold Wave
- Inland Flooding
- Strong Wind
- Tornado
- Hail
- Hurricane
- Lightning
How This Home’s Risks Compare
FEMA Declared Disasters in Orange County and Florida
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $3,767 | $45,204 |
| Home Insurance * | $509 | $6,108 |
| Property Taxes | $1,030 | $12,360 |
| Electricity | $197 | $2,366 |
| Total | $5,503 | $66,036 |
Income You'd Need if You Spent...
Florida FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-05-08 | Listed for sale | $745,000 |
| 2021-06-28 | Listing removed | -- |
| 2021-04-21 | Listed for sale | $629,000 |
| 2020-02-19 | Sold | $217,200 |
| 2019-10-17 | Sold | $290,000 |
| 2019-09-06 | Pending sale | $409,000 |
| 2019-09-02 | Listed for sale | $409,000 |
| 2015-02-03 | Listing removed | $334,900 |
| 2015-01-24 | Price change | $334,900 |
| 2015-01-21 | Price change | $335,000 |
| 2015-01-11 | Listed for sale | $339,000 |
| 2002-01-10 | Sold | $189,000 |
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