1799 N HIGHLAND AVENUE UNIT 53, CLEARWATER, FL, 33755
Active158 days on marketListed Mar 10, 2026MLS #W7883714
About this home
1799 N HIGHLAND AVENUE UNIT 53
Virtually Staged. This 3-bedroom, 2.5-bath townhouse located in Fountain Square Condo in Clearwater, Florida offers 1,179 square feet of comfortable living space with a practical two-story floor plan. The main living area on the first floor features a living room and dining room combination along with a convenient half bathroom for guests, while all three bedrooms and two full bathrooms are located upstairs. French doors from the living area open to a private gated courtyard directly behind the unit, creating a great space to enjoy morning coffee, relax outdoors, or grill dinner in a more secluded setting. Several important updates have already been completed, including HVAC replaced in March 2023, updated flooring installed in 2020 in the main living area, water heater replaced in 2018, and a new roof completed by the condominium association in 2025, providing added peace of mind for the next owner. Fountain Square Condo offers maintenance-free living in a convenient Clearwater location, with easy access to shopping, dining, major roadways, Clearwater Beach, and nearby downtown Dunedin. Whether you are looking for a primary residence, seasonal home, or investment opportunity, this property offers comfort and convenience in Clearwater. Schedule your private showing today to see everything this property has to provide.
Facts & features
The home at a glance
3
Bedrooms
2.5
Bathrooms
1,179
Sqft
9.45 ac
Lot size
1971
Year built
Two
Levels
$148
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$2,090 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$2,090/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
−10.4%
$/sqft vs Clearwater actives
$148 vs $224
Days on market
158 vs 54 typical
Where $148/sqft sits among the 399 Clearwater actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Clearwater
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Clearwater. See the full Clearwater guide →
CLEARWATER 33755 — neighborhood snapshot
Population
28,057
Median age
41.3
Median income
$59,613
Median home value
$300,200
Avg household
2.46
Households w/ children
2,788
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Clearwater market
$328K → $336K
Clearwater median sold, yr/yr
95.8%
Sale-to-list ratio (12 mo)
230 of 399
Clearwater actives have cut their price
Median sold price, Clearwater, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 50% below the CLEARWATER 33755 median. See the full Clearwater market guide →
Paper trail
This home's history
Reality check
What actually sold near 1799 N HIGHLAND AVENUE UNIT 53
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$199,900
1799 N HIGHLAND AVENUE UNIT 133 · same community
3 bd · 2.5 ba · 1,179 sqft · $170/sqft · 15 DOM
Sold · Mar ’26$134,000
55 VINING COURT UNIT 1040 · same community
2 bd · 1 ba · 992 sqft · $135/sqft · 26 DOM
Sold · Nov ’25$106,000
1799 N HIGHLAND AVENUE UNIT 31 · same community
2 bd · 1.5 ba · 813 sqft · $130/sqft · 48 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Krystina Allen
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1799 N HIGHLAND AVENUE UNIT 53 — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1799 N HIGHLAND AVENUE UNIT 53 — before you fall in love.
See it in person
Schedule a tour
Live availability from Krystina's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1799 N HIGHLAND AVENUE UNIT 53 FAQs
What would the monthly payment be for 1799 N HIGHLAND AVENUE UNIT 53?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,090/mo — principal and interest, the actual property-tax bill, the $702/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 1799 N HIGHLAND AVENUE UNIT 53?+
The association fee works out to $702 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1799 N HIGHLAND AVENUE UNIT 53?+
The most recent tax bill on record (2025) was $1,447. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 1799 N HIGHLAND AVENUE UNIT 53?+
The listing reports pets: Number Limit. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Clearwater?+
At $175,000, this home is listed about 36% below the Clearwater median of $275,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1799 N HIGHLAND AVENUE UNIT 53?+
Skycrest Elementary School (elementary), Clearwater High School (high), Dunedin Highland Middle School (middle) — Pinellas County School District. Always verify school assignments with the district before relying on them.
The brief
Five things that matter here
01Under the CLEARWATER 33755 market on paper
$175,000 is 50% below the CLEARWATER 33755 median of $350,000, and at $148/sqft it sits under the Clearwater average of $275.
02Know the monthly fee
The association fee is $702/mo. That usually buys real services — verify what's covered before comparing this home against fee-free alternatives.
03Time on market is leverage
158 days on market against a Clearwater median of 54 — sellers in this position are usually ready to negotiate.
04Strong assigned schools
Skycrest Elementary School, Clearwater High School, Dunedin Highland Middle School — Dunedin Highland Middle School rates 4 of 5. Always verify assignments with the district.
05The price has already moved
Listed at $185,000, now $175,000 — a $10K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of RE/MAX CHAMPIONS · Alan Alcuaz. MLS #W7883714.
IDX information is provided exclusively 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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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