Skyline Of Madeira Condo
Homes for Sale in St Petersburg, FL

Community in St Petersburg · Pinellas County
285 homesBuilt 1958–2018
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Built fromLive Stellar MLS data13 years of closingsFL DOR public recordsUpdated twice daily
Live · Skyline Of Madeira Condo Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
17%
Owner-occupied · Skyline Of Madeira Condo
48 of 285 parcels homesteaded (FL DOR 2025)
83%
Non-owner-occupied · Skyline Of Madeira Condo
incl. 22% trust or LLC-held · 44% out-of-state
75%
Cash buyers · Skyline Of Madeira Condo
3 of 4 sales, 12 mo ending June 2023
285
Homes in the community
285 residential parcels (FL DOR 2025)
Track record · 13 years of records
Est. 1958
Community established
homes built 1958-2018, median 1981 (FL DOR 2025)
3
Failed listings · 2026
peaked at 5 in 2013
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price here is driven by condition and location, not by any single vintage. The buildings span construction from 1958 to 2018, with a median build year of 1981, so you are shopping across several eras of condo stock at once — original mid-century units, later mid-rise product, and a handful of newer additions. What separates two similar-sized units is almost always renovation status, floor, exposure, and building health, not square footage alone. The median unit sits around 1,225 square feet, which is a workable footprint but tells you little on its own about price.

The homestead share is low at roughly 17%, which tells you a large portion of these units are not owner-occupied primary residences. That is common for a St Petersburg condo community near the water and it shapes the market: expect a mix of seasonal owners and rentals, and expect building financials, insurance, and reserve questions to matter as much as the unit itself. For a buyer, that means underwriting the association is part of underwriting the purchase. For a seller, it means a clean, well-documented unit in a stable building stands out.

Best for

  • Buyers seeking a lock-and-leave condo who value low-maintenance ownership over land
  • Value-focused buyers willing to renovate an older unit to build in their own equity through the work
  • Buyers with cash or condo-friendly financing who can move without owner-occupancy financing constraints

Probably not for

  • Buyers who need a detached home with private yard and outdoor space
  • Buyers who want no association fees, assessments, or shared-building decision-making
  • Buyers relying on financing that requires a high owner-occupancy ratio without verifying the building qualifies

The market around Skyline Of Madeira Condo

Skyline Of Madeira Condo is a small community — 23 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.

Across Pinellas County, 6,909 homes are active and 1,852 pending (21% under contract).

The housing mix here is 88% condo - hotel, 12% condominium.

ZIP and county figures describe the wider market, not Skyline Of Madeira Condo specifically. Momentum Research analysis of MLS records.

If we were buying in Skyline Of Madeira Condo today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Skyline Of Madeira Condo.

Best Buy
Buyers comfortable owning in a condo association and doing the building due diligence that comes with it.
Biggest Risk
Low owner-occupancy can complicate financing and insurance, so the association's health matters as much as the unit.
Sweet Spot
An updated unit near the median footprint in a building with clean reserves and documented insurance.
Avoid If
You want a single-family yard, full control over your structure, or zero association overhead.

Reading a multi-era condo community

With a build range from 1958 to 2018 and a median year built of 1981, this is not one product — it is several. Older units may carry charm and lower entry pricing but demand closer scrutiny of systems, windows, and reserves. Newer units generally cost more per foot but front-load fewer near-term capital questions. The median living area of about 1,225 square feet gives you a sense of the typical layout, though price spread within that footprint is wide and condition-driven.

Because owner-occupancy runs low here, lending and insurance realities deserve early attention. Some units may face financing constraints tied to owner-occupancy ratios or building certifications, so getting ahead of association documents, reserve studies, and special-assessment history is the difference between a smooth close and a surprise. This is a community where the paperwork earns its keep.

The location and the amenities are priced into every listing in Skyline Of Madeira Condo. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

We treat a condo purchase here as two transactions: the unit and the building behind it. We read the association financials, the reserve posture, and the insurance picture before you fall for a floor plan, and we price units against their true comparables — same era, same condition, same exposure — rather than lumping a 1958 unit in with a 2018 one. That discipline protects buyers from blind spots and helps sellers position an updated unit for what it actually is.

Skyline Of Madeira Condo in 15 seconds.

Best forBuyers comfortable owning in a condo association and doing the building due diligence that comes with it.
Biggest advantageA wide range of eras and conditions means genuine selection at different price points within one community.
Biggest riskLow owner-occupancy can complicate financing and insurance, so the association's health matters as much as the unit.
Sweet spotAn updated unit near the median footprint in a building with clean reserves and documented insurance.
Avoid ifYou want a single-family yard, full control over your structure, or zero association overhead.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Skyline Of Madeira Condo sales matched to your home.

What is your Skyline Of Madeira Condo home worth?

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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Skyline Of Madeira Condo?
The Florida DOR 2025 assessment roll shows 285 homes in Skyline Of Madeira Condo (public records).
What share of Skyline Of Madeira Condo is owner-occupied?
17% of Skyline Of Madeira Condo parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Skyline Of Madeira Condo built?
Homes in Skyline Of Madeira Condo were built between 1958 and 2018, with a median year built of 1981 (FL DOR 2025 roll).
Do cash buyers compete in Skyline Of Madeira Condo?
Cash buyers took 75% of Skyline Of Madeira Condo sales in the 12 months ending June 2023 (3 of 4 closings, Stellar MLS).
Who is the best real estate agent for Skyline Of Madeira Condo?
The best agent for Skyline Of Madeira Condo is one who actively works St Petersburg and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Skyline Of Madeira Condo.
How do I find a top St Petersburg real estate agent who knows Skyline Of Madeira Condo?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Skyline Of Madeira Condo and the wider St Petersburg area.
Can Momentum Realty connect me with an agent for Skyline Of Madeira Condo?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Skyline Of Madeira Condo purchase or sale - no call center and no pressure.
Buyers seeking a lock-and-leave condo who value low-maintenance ownership over landExcellent fit
Value-focused buyers willing to renovate an older unit to build in their own equity through the workExcellent fit
Buyers with cash or condo-friendly financing who can move without owner-occupancy financing constraintsExcellent fit
Buyers who need a detached home with private yard and outdoor spaceProbably not
Buyers who want no association fees, assessments, or shared-building decision-makingProbably not
Buyers relying on financing that requires a high owner-occupancy ratio without verifying the building qualifiesProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (7 streets, ZIP 33708))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2013 (12 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

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