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$745,000
New Listing

408 HOLT AVENUE
WINTER PARK, FL 32789

For Sale|Triplex|Active
2
Beds
3
Total Baths
1,440
SqFt
$517
/SqFt
1942
Built
Subdivision:
TROTTERS REP
County:
Orange
Call Now: (727) 360-6969
Is this the listing for you? We can help make it yours.
(727) 360-6969
408 HOLT AVENUE408 HOLT AVENUE408 HOLT AVENUE408 HOLT AVENUE
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Monthly Payment (Est.)

$3,399
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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.

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Listing Snapshot
Price 
$745,000
Days On Site 
0 Days
Bedrooms 
2
Inside Area (SqFt) 
1,440 sqft
Total Baths 
3
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
0.11 Acres
Year Built 
1942
MLS® Number 
O6405857
Status 
Active
Property Tax 
$5,764.82
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
an hour agoListing updated with changes from the MLS®
2 hours agoListing first seen on site
General Features
Acres 
0.11
Carport 
1
Foundation 
Slab
Levels 
One
Parking 
CommonDrivewayOff Street
Pets 
Yes
Property Sub Type 
Triplex
Sewer 
Public Sewer
SqFt Total 
1686
Utilities 
Cable AvailableElectricity Connected
Water Source 
Public
Zoning 
R-2
Interior Features
Appliances 
DishwasherDryerRangeRefrigeratorWasher
Cooling 
Wall/Window Unit(s)
Fireplace 
Yes
Fireplace Features 
OtherWood Burning
Flooring 
Ceramic Tile
Heating 
Ductless
Laundry Features 
Common AreaInsideOutside
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Exterior Features
Construction Details 
Block
Exterior 
Storage
Other Structures 
Storage
Roof 
Shingle
Community Features
Financing Terms Available 
CashConventional
MLS Area 
32789 - Winter Park
Township 
22
Schools
School District
Unknown
Elementary School
Audubon Park K8
Middle School
Audubon Park K-8
High School
Winter Park High
Listing courtesy of THE REAL ESTATE PRINCIPLE, INC (407) 739-7209



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-05-08 02:15 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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