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$745,000
Monthly Est:$3,708
2 Beds
3 Baths
1,440sqft
408 Holt Ave, Winter Park, FL 32789
$745,000
$3,708/moEst:
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Triplex
Built in 1942
$-- HOA
4,898 sqft lot
$517/sq.ft
Description
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.
- Houzeo last checked: 12 hours ago
- Listing updated: October 2, 2026 at 1:48 pm
- Listing Provided by: Brian Opre (407) 739-7209 | THE REAL ESTATE PRINCIPLE, INC (407) 739-7209
- Source: Stellar MLS-FL | MLS#: O6405857
Part of
Property Details
Status
Active
Type
Multi Family
No. of Stories
-
County
City
Neighborhood
--
Year Built
1942
HOA Fees
-
Finished Area
1,440 sqft
Lot Size
4,898 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
O6405857
MLS Status
Active
Days on Market
154
Cumulative Days on Market
147
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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 2
Bathrooms: 3
Interior
Cooling
Wall/window Unit(s)
Appliances
Dishwasher, Dryer, Range, Refrigerator, Washer
Interior Features
Ceiling Fans(s)
Flooring
Ceramic Tile
Exterior Features
Fence, Sidewalk, Storage
Sewer
Public Sewer
Heating
Ductless
Construction
Year Built
Year Built: 1942
Home type
Triplex
Foundation Details
Slab
Construction Materials
Block
Roof
Shingle
Utilities & Energy
Laundry Features
Common Area, Inside, Outside
Utilities
Bb/hs Internet Available, Cable Available, Electricity Connected
Fireplace Features
Other, Wood Burning
Parking Features
Common, Driveway, Off Street
Water Source
Public
Other Features
Lot Features
City Limits, Street Brick
Subdivision Name
Trotters Rep
Price History
| Date | Event | Price |
|---|---|---|
05/08/2026 Source: | Listed for Sale | $745,000 +18.44% $517/sqft |
06/28/2021 Source: | Listing Removed | $629,000 +116.90% $437/sqft |
10/15/2019 Source: | Price Decreased | $290,000 -29.10% $201/sqft |
10/15/2019 Source: | Sold | $409,000 $284/sqft |
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Based on information from Stellar MLS® through Oct 09, 2026, 02:30PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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