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$745,000 Just Listed

  • For Sale
  • Active
  • Triplex
  • 2 Beds
  • 3 Total Baths
  • 1,440 Sq. Ft.
  • Updated 3 hours ago
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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.

Full Property Details for 408 Holt Ave

General

  • Price: $745,000
  • Taxes: $5,764 (2025)
  • Status: Active
  • Type: Triplex
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6405857
  • Updated: Today (5/8/2026)
  • Added to Site: Today

Interior

  • Interior Features: Ceiling Fan(s)
  • Fireplace: Yes
  • Fireplace(s): Other Room, Wood Burning
  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Flooring: Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 3

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Common Area, Inside, Outside

Exterior

  • Exterior Features: Fenced, Sidewalk, Storage

Parking

  • Carports: Yes
  • Carport: 1
  • Carport Spaces: 1
  • Covered Spaces: 1
  • Parking Features: Common, Driveway, Off Street

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: TROTTERS REP
  • Driving Directions: Pennsylvania to East on Holt. Parking available on the street, do not park in driveway please.

School Information

  • Elementary School: Audubon Park K8
  • Middle School: Audubon Park K-8
  • High School: Winter Park High

Community

  • Community Name: 32789 - Winter Park

Heating & Cooling

  • Cooling Type: Wall/Window Unit(s)
  • Heating Type: Wall Units / Window Unit

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected

Structural Information

  • # Buildings: 1
  • Exterior Const.: Block
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,440
  • Sq. Ft. Source: Public Records
  • Year Built: 1942

Additional Structures

  • Other Structures: Storage

Lot Features

  • Lot Size (Acres): 0.11
  • Lot Size (Sq. Ft.): 4,898
  • Lot Size: 4898
  • Frontage: Street Brick
  • Street/Road Desc.: Brick

Financial Considerations

  • Tax Amount: $5,764.82
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: TROTTERS REPLAT J/58 THE N 122 FT OF E 40 FT OF LOT 1
  • Flood Zone Info: X
  • APN: 72230876000011
  • Property ID: 72230876000011
  • Block/Lot/Section: 00/00

Listed by The Real Estate Principle, Inc

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— 408 Holt Ave —

  • The Real Estate Principle, Inc

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 408 Holt Ave

School District:Orange County School District
NameGradesDistance
Audubon Park School
1500 Falcon Drive, Orlando, FL 32803
PK-81.8 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-122 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 408 Holt Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/08/2026
Listed
$745,000
156.9%
MLS
10/16/2019
Sold
$290,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 408 Holt Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,765
7%
$372,850
3%
2024
$5,386
7%
$360,914
3%
2023
$5,026
17%
$350,873
20%
2022
$4,292
12%
$292,606
21%
2021
$3,826
-3%
$242,179
—
2019
$3,958
3%
$242,179
5%
2018
$3,831
5%
$230,955
3%
2017
$3,649
-5%
$223,957
—
2016
$3,845
2%
$222,905
28%
2015
$3,784
14%
$174,760
10%
2014
$3,321
14%
$158,873
10%
2013
$2,908
—
$144,430
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by The Real Estate Principle, Inc

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408 Holt Avenue, Winter Park, FL 32789 (MLS# O6405857) is a Triplex property with 2 bedrooms and 0 full bathrooms. 408 Holt Avenue is currently listed for $745,000 and was received on May 08, 2026. Want to learn more about 408 Holt Avenue? Do you have questions about finding other Triplex real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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