1655 S HIGHLAND AVENUE UNIT I379, CLEARWATER, FL, 33756
Active22 days on marketListed Aug 29, 2026MLS #TB8542313
Come see it
Upcoming open houses
Sun, Sep 20
10:30 AM – 12:30 PM
Broker
Looking for a low maintenance, 55+ condo that doesn't feel like a 55+ condo? Check out this spacious 1600sf 3/2 top floor privacy condo at Penthouse Groves. Fully updated, open concept, 2 tone, great flow kitchen that overlooks the main area. Pond view and so much more. NO EVACUATION OR FLOOD ZONE. Can't make the open house, call or text for a private viewing.
Sun, Sep 20
10:30 AM – 12:30 PM
Looking for a low maintenance, 55+ condo that doesn't feel like a 55+ condo? Check out this spacious 1600sf 3/2 top floor privacy condo at Penthouse Groves. Fully updated, open concept, 2 tone, great flow kitchen that overlooks the main area. Pond view and so much more. NO EVACUATION OR FLOOD ZONE. Can't make the open house, call or text for a private viewing.
About this home
1655 S HIGHLAND AVENUE UNIT I379
RARE 1,600 SF PENTHOUSE CONDO WITH POND VIEW! Discover the most spacious and beautifully updated 3 bedroom, 2 bath condo in Penthouse Groves, a desirable 55+ community. This top floor, west end unit residence offers incredible south, west and north facing windows, providing tons of natural light, yet super private with no one above you, and a peaceful pond view. The freshly, fully remodeled and updated kitchen is a showstopper, featuring an open concept design, two tone cabinetry with soft close drawers, glass front display cabinets, expansive marble styled quartz countertops, a deep farmhouse sink, stainless steel appliances, and abundant recessed LED lighting. New windows, beautiful LVP flooring, updated bathrooms and updated ceilings complete the modern feel. The oversized 12' x 18' primary suite offers plenty of room for a king bed, dressers, lounger or even a desk, plus a massive 10' x 8' walk-in closet. The primary bath features a dual sink vanity with marble top, while the spacious guest bedrooms provide plenty of flexibility for guests, hobby rooms, or even an office. The guest bath includes a walk-in shower. A convenient laundry room is centrally located just off the kitchen, with additional pantry/storage space with the HVAC and water heater. The HVAC was replaced in 2017 and the water heater in 2012. Why you'll love this place. Top floor, elevator, assigned parking, no upstairs neighbors, gorgeous pond view, abundant natural light, approximately 1,600 SF of living space, low monthly condo fees, and not located in a flood zone. Penthouse Groves has a community pool, exercise, billiard, library and recreation center. The building "I" building has completed its Milestone and SIRS engineering requirements, with reports available in the attachments. These large 3-bedroom, 2-bath units rarely come available. Fully furnished is an option for buyers who want a truly move in ready, winter home. Penthouse Groves is centrally located high and dry in the heart of Pinellas County. The world famous sugar sand beaches, vibrant downtown St Pete, international airport, VA and regional hospitals are all within 25 minutes drive. Come see why this exceptional Penthouse Groves condo is one of the best values in the community! All measurements are to the nearest foot and not guaranteed. No known special assessments.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,600
Sqft
0 ac
Lot size
1972
Year built
One
Levels
$187
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.
$2,925 /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
$2,925/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
+63.2%
$/sqft vs Clearwater actives
$187 vs $224
Days on market
22 vs 53 typical
Where $187/sqft sits among the 400 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 Penthouse Groves
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Clearwater. See the full Clearwater guide →
Penthouse Groves — neighborhood snapshot
Population
329
Median age
57
Median income
$50,190
Median home value
$290,500
Avg household
2
Households w/ children
48%
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)
250 of 400
Clearwater actives have cut their price
Median sold price, Clearwater, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 17% below the CLEARWATER 33756 median. See the full Clearwater market guide →
Paper trail
This home's history
Reality check
What actually sold near 1655 S HIGHLAND AVENUE UNIT I379
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Sep ’25$249,900
1655 S HIGHLAND AVENUE UNIT I286 · same community
3 bd · 2 ba · 1,600 sqft · $156/sqft · 105 DOM
Sold · Oct ’25$180,000
1655 S HIGHLAND AVENUE UNIT F126 · same community
2 bd · 2 ba · 1,270 sqft · $142/sqft · 106 DOM
Sold · Jan ’26$120,000
1655 S HIGHLAND AVENUE UNIT J390 · same community
2 bd · 2 ba · 1,270 sqft · $94/sqft · 6 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
Shawn Headley
Realtor · CENTURY 21 Edge
Tours, negotiation, and every question about 1655 S HIGHLAND AVENUE UNIT I379 — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1655 S HIGHLAND AVENUE UNIT I379 — before you fall in love.
See it in person
Schedule a tour
Live availability from Shawn's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1655 S HIGHLAND AVENUE UNIT I379 FAQs
What would the monthly payment be for 1655 S HIGHLAND AVENUE UNIT I379?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,925/mo — principal and interest, the actual property-tax bill, the $642/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 1655 S HIGHLAND AVENUE UNIT I379?+
The association fee works out to $642 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1655 S HIGHLAND AVENUE UNIT I379?+
The most recent tax bill on record (2025) was $2,688. 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 1655 S HIGHLAND AVENUE UNIT I379?+
The listing reports pets: No. 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 $299,995, this home is listed about 8% above the Clearwater median of $279,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1655 S HIGHLAND AVENUE UNIT I379?+
Ponce De Leon Elementary School (elementary), Largo High School (high), Largo Middle School (middle) — Pinellas County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Under the CLEARWATER 33756 market on paper
$299,995 is 17% below the CLEARWATER 33756 median of $359,900, and at $187/sqft it sits under the Clearwater average of $279.
02Water views
The water view is part of what you're buying — views hold value independently of the structure.
03Know the monthly fee
The association fee is $642/mo. That usually buys real services — verify what's covered before comparing this home against fee-free alternatives.
04Strong assigned schools
Ponce De Leon Elementary School, Largo High School, Largo Middle School — Ponce De Leon Elementary School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of CHARLES RUTENBERG REALTY INC · Curtis Rudolph. MLS #TB8542313.
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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