214 S HIGHLAND AVENUE, Clearwater, FL, 33755 | $598,800

Exceptional Investment or Development Opportunity in Prime Clearwater Location

Presenting a rare opportunity to acquire a high-potential triplex nestled on an expansive 15, 033 sq ft corner lot in the highly sought-after Downtown Gateway area of Clearwater. This property offers immense promise for both investors seeking immediate returns or developers with an eye for future growth. Zoned to allow for the development of up to 7-8 additional units, this is an outstanding canvas for expansion or redevelopment.
The Property:

This distinctive triplex features three unique units, each with its own character and considerable income-generating potential.

Unit 214B: A spacious 2-bedroom, 1. 5-bath residence showcasing beautiful hardwood floors throughout, a generous master suite with a walk-in closet, and a charming bonus room with a cozy fireplace—perfect for a game room or home office. This unit rents for $2, 500/month.

Unit 212: A well-designed 1-bedroom, 1-bath unit with separate electric and water meters, offering flexibility for long-term tenants ($1600) or short-term rental opportunities. Ideal for an Airbnb or VRBO investment, with the potential to generate up to $2, 000/month.

Unit 214A: An efficiency/studio unit with a full bath, previously generating up to $2, 200/month on Airbnb/VRBO. or Longterm rental for $1300 (Please note: Clearwater enforces a minimum 30-day rental restriction. )
Also The property has availability for RV and jet ski parking to generate up to $2500 monthly creating a NOI of $82, 600 and Cap rate of 6. 8%

While the property may require some TLC, it is brimming with potential. With shared utilities between Units 214A and 214B and independent meters for Unit 212, the layout is well-suited for various rental models.
Additional Highlights:

Central A/C in the 2-bedroom unit (installed in 2004), complemented by a mix of central and window units throughout.

Roof replaced in 2017, ensuring peace of mind for the next owner.

Detached storage shed/workshop on the vacant portion of the lot—an excellent space for additional storage or project use.

Developer's Dream:

Situated in Clearwater’s Downtown Gateway district, this property is zoned for up to 35 units per acre, which opens the door to potential development for up to 10 residential units (buyer to verify with the city). Whether you envision expanding the multifamily footprint or redeveloping for a larger project, this is a prime opportunity to capitalize on Clearwater's growing demand for residential space.
Don't Miss Out:

This is a rare investment opportunity in a flourishing area with excellent upside potential. Whether you’re looking for strong cash flow from current tenants or a high-potential development project, this property checks all the boxes. Confirm zoning, building codes, and permitting requirements with the City to ensure a seamless transition to your next vision.

Features

  • Bedrooms: 5
  • Units: 3
  • Lot Size: 83 x 110
  • Laundry: None
  • Year Built: 1952
  • Heating: Electric
  • Cooling: Central Air, Wall/Window Unit(s)
  • Approx Sq. Feet: 2,064
  • Acreage: 0.35
  • Lot Size: 83 x 110
  • Est. Taxes: $6,651
  • View: Garden
  • Elem. School: Skycrest Elementary-PN
  • Middle School: Oak Grove Middle-PN
  • High School: Clearwater High-PN
  • Pet Policy: Yes
  • Appliances: Refrigerator
  • MLS#: O6321854
  • Days on Market: 133 days
  • Website: https://www.raveis.com
    /prop/O6321854/214shighlandavenue_clearwater_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. (last updated 3/7/2026 3:33:58 AM)

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Brian SkellyVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 793093

203.415.2989

Brian.Skelly@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
  • Provides a guaranteed closing date that meets your needs
  • Has access to hundreds of loan programs, all at competitive rates
  • Is in constant contact with a full processing, underwriting, and closing staff to ensure an efficient transaction

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214 S HIGHLAND AVENUE, Clearwater, FL, 33755

$598,800

Jennifer Gurnell

Luxury Properties Specialist

William Raveis Real Estate

Phone: 860.227.1212

Jennifer.Gurnell@raveis.com

Kevin DeTullio

VP, Mortgage Banker / Production Manager

William Raveis Mortgage, LLC

Phone: 203.305.5736

Kevin.DeTullio@Raveis.com

NMLS Mortgage Loan Originator ID 1724767

Brian Skelly

VP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 203.415.2989

Brian.Skelly@raveis.com

NMLS Mortgage Loan Originator ID 793093

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $479,040 $479,040 $479,040
Term 360 months 360 months 180 months
Initial Interest Rate** 5.625% 6.125% 5.375%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.258% 6.292% 5.628%
Monthly Tax Payment $554 $554 $554
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $2,758 $2,911 $3,882
Total Monthly Payment $3,404 $3,557 $4,528

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.