
5023 W LEONA STREET, TAMPA, FL, 33629
Active8 days on marketListed Oct 29, 2026MLS #TB8562966
About this home
5023 W LEONA STREET
Set at the end of a quiet dead-end street in Madsen Isles, this 2025 custom home by Modesta Homes offers nearly 7,000 sq ft of living space with 5 bedrooms and 5.5 baths. Highlights include a private pool and spa, a rooftop terrace with open-water views, a 4-stop elevator and a 10-car collector’s garage. The 24-foot great room has wide-plank white oak floors, a 360-degree floating fireplace and 10-foot sliders that open to the outdoor living area, with Level 5 drywall and 8-ft solid-core doors throughout. The kitchen features custom Luxor European cabinetry in high-gloss and walnut, dual islands wrapped in book-matched quartz waterfalls, Sub-Zero and Wolf appliances, a hidden pantry and a walnut butler’s pantry. The main level also includes a temperature-controlled wine room, a bar and lounge, a theater with a 120-inch 4K screen, and a guest suite with a full bath. Upstairs, the 650 sq ft primary suite has a private balcony, nearly 400 sq ft of closet space across two walk-ins, and a spa bath with a 71-inch vessel soaking tub and dual rainfall showers. Each of the three additional bedrooms has its own bath, and this floor also includes an office and a laundry room. Outside, a covered terrace with an outdoor kitchen and fireplace overlooks the pool, floating spa and sun decks. The home was built for Florida with masonry block on pilings, 8-inch core-filled walls, impact-rated windows and doors and spray-foam insulation, and a FEMA elevation certificate places the living floor at 17.6 ft NAVD, 6.6 ft above base flood elevation. Four-zone HVAC, 350-amp electrical, tankless recirculating hot water and pre-wired security complete the systems, and builder and manufacturer warranties transfer at closing. The location puts South Tampa’s best within easy reach while keeping the privacy of a tucked-away enclave. It’s minutes from International Plaza, Westshore dining and shopping, and Tampa International Airport, with Hyde Park Village, Bayshore Boulevard and downtown Tampa a short drive away. The home is also zoned for some of the area’s top-rated public schools.
Facts & features
The home at a glance
5
Bedrooms
5.5
Bathrooms
6,996
Sqft
0.24 ac
Lot size
10
Garage
2025
Year built
Multi/Split
Levels
$713
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 — not generic estimates.
$34,013 /mo · 10% down Conventional, 30-yr fixed at 7.5%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$34,013/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
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
+60.7%
$/sqft vs Tampa actives
$713 vs $277
Days on market
8 vs 55 typical
Where $713/sqft sits among the 400 Tampa 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 Sunset Park
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Tampa. See the full Tampa guide →
Sunset Park — neighborhood snapshot
Population
4,304
Median age
42
Median income
$205,765
Median home value
$1,267,653
Avg household
3
Households w/ children
629
For the school run
Hillsborough County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Tampa market
$410K → $425K
Tampa median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
192 of 400
Tampa actives have cut their price
Median sold price, Tampa, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 455% above the TAMPA 33629 median. See the full Tampa market guide →
Paper trail
This home's history
Reality check
What actually sold near 5023 W LEONA STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Oct ’26$4,475,000
5021 W LEONA STREET · same community
5 bd · 5.5 ba · 6,596 sqft · $678/sqft · 89 DOM
Sold · May ’26$4,600,000
3915 SNAPPER POINTE DRIVE
6 bd · 5 ba · 5,175 sqft · $889/sqft · 32 DOM
Sold · Jun ’26$2,400,000
3626 S BELCHER DRIVE
5 bd · 4.5 ba · 5,072 sqft · $473/sqft · 203 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
Bridget McLennon
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 5023 W LEONA STREET — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5023 W LEONA STREET — before you fall in love.
See it in person
Schedule a tour
Live availability from Bridget's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
5023 W LEONA STREET FAQs
What would the monthly payment be for 5023 W LEONA STREET?+
With 10% down on a 30-year Conventional loan at 7.5%, the all-in payment lands around $34,013/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 5023 W LEONA STREET?+
The most recent tax bill on record (2025) was $6,959. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Tampa?+
At $4,990,000, this home is listed about 1061% above the Tampa median of $429,900. The market section on this page shows how the area is trending.
Which schools are assigned to 5023 W LEONA STREET?+
Coleman Middle School (middle), Mabry Elementary School (elementary), Plant High School (high), Patricia Sullivan Metropolitan Ministries Partnership School (elementary) — Hillsborough County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$4,990,000 runs 455% above the TAMPA 33629 median — but at 6,996 sqft it's also nearly 4 times the size of the typical Tampa listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Strong assigned schools
Coleman Middle School, Mabry Elementary School, Plant High School, Patricia Sullivan Metropolitan Ministries Partnership School — Coleman Middle School rates 5 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS TAMPA CENTRAL · Ally Russell. MLS #TB8562966.
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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