Triplex at 408 HOLT AVE, WINTER PARK
Triplex at 408 HOLT AVE, WINTER PARK, photo 2 of 34
Triplex at 408 HOLT AVE, WINTER PARK, photo 3 of 34
Triplex at 408 HOLT AVE, WINTER PARK, photo 4 of 34
Triplex at 408 HOLT AVE, WINTER PARK, photo 5 of 34
Triplex at 408 HOLT AVE, WINTER PARK, photo 6 of 34
Triplex at 408 HOLT AVE, WINTER PARK, photo 7 of 34
Rear unit - 408 HOLT AVE, WINTER PARK
Rear unit - 408 HOLT AVE, WINTER PARK
Rear unit - 408 HOLT AVE, WINTER PARK
Rear unit - 408 HOLT AVE, WINTER PARK
Rear unit - 408 HOLT AVE, WINTER PARK
Rear unit - 408 HOLT AVE, WINTER PARK
Rear unit - 408 HOLT AVE, WINTER PARK
Rear unit - 408 HOLT AVE, WINTER PARK
Rear unit - 408 HOLT AVE, WINTER PARK
Rear unit - 408 HOLT AVE, WINTER PARK
Rear unit - 408 HOLT AVE, WINTER PARK
Rear unit - 408 HOLT AVE, WINTER PARK
Middle unit (1/1) - 408 HOLT AVE, WINTER PARK
MIddle unit (1/1) - 408 HOLT AVE, WINTER PARK
Middle unit (1/1) - 408 HOLT AVE, WINTER PARK
Middle unit (1/1) - 408 HOLT AVE, WINTER PARK
Middle unit (1/1) - 408 HOLT AVE, WINTER PARK
Middle unit (1/1) - 408 HOLT AVE, WINTER PARK
Middle unit (1/1) - 408 HOLT AVE, WINTER PARK
Middle unit (1/1) - 408 HOLT AVE, WINTER PARK
Middle unit (1/1) - 408 HOLT AVE, WINTER PARK
Middle unit (1/1) - 408 HOLT AVE, WINTER PARK
Middle unit (1/1) - 408 HOLT AVE, WINTER PARK
Middle unit (1/1) - 408 HOLT AVE, WINTER PARK
Front unit - 408 HOLT AVE, WINTER PARK
Front unit - 408 HOLT AVE, WINTER PARK
Front unit - 408 HOLT AVE, WINTER PARK
34 photos

$745,000

408 HOLT AVE
WINTER PARK, FL 32789
Bedrooms
2
Bathrooms
N/A
Living area
1,440 sqft
Year built
1942

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.

Highlights

Fireplace

Property details

MLS #
MFRO6405857
Property type
Triplex
Subdivision
TROTTERS REP
Status
Active
Days on market
147
On market date
May 8, 2026
Stories
N/A
Total bathrooms
N/A
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.11 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
KILLARNEY ELEMENTARY
1.75 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
366
Student:teacher ratio
13.6:1
District
ORANGE
Middle
GLENRIDGE MIDDLE
1.48 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,110
Student:teacher ratio
18.8:1
District
ORANGE
High
WINTER PARK HIGH
2.01 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
3,354
Student:teacher ratio
20.3:1
District
ORANGE

Walkability

Blended score for WINTER PARK's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

76
Walkable
out of 100
EPA National Walkability Index
11.8 / 20 -- Above average walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores5
Parks20
Schools20
Transit stops20
Pharmacies5

Mortgage calculator

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Est. monthly payment
$4,636/mo
$149,000 down
$596,000 loan
Principal & interest$3,866
Property tax (est.)$621
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 7 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.