Skycrest in Clearwater

Skycrest Homes for Sale in Clearwater, FL

Established 1988 · Clearwater · Pinellas County

An established, no-HOA 1950s neighborhood in central Clearwater, with reasonably priced ranch homes, quiet streets, and easy US-19 access.

Established 1950s ranch homesNo HOACentral Clearwater near US-19
Live Market Pulse
81/100
Momentum
Seller's Market (limited data)
Tight supply keeps sellers in control, but dated interiors still trade at a discount, so condition is where buyers win.
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Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive Stellar MLS data14 years of closingsLocal renovation analysisUpdated twice daily
LiveMarket PulseStellar MLS
$380K
Median Price
1.8mo
Supply
21days
Avg DOM
Strong
Seller Leverage
$270/sf
Median $/Sqft
n/a
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
Jon's Current Read

"Skycrest is an established, no-HOA neighborhood in central Clearwater (Pinellas County, ZIP 33755), built mainly in the 1950s, with reasonably priced ranch homes on quiet streets near US-19. The read is an affordable, convenient Clearwater address with no association overhead, where value is home-and-condition specific given the mid-century stock. Homes range widely in size and updates, with select properties offering waterfront views, pools, and screened lanais. Because these are 1950s homes, confirm the roof, HVAC, plumbing, and any updates, the flood zone given parts of Pinellas, and comp by home and condition rather than against a neighborhood average. The central location and the no-HOA freedom are the draw; the home and its systems are where the value is won."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Skycrest market snapshot (as of June 25, 2026): the median sale price is about $380K ($270 per sq ft), with homes averaging 21 days on market and 1.8 months of supply, a seller's market (limited data). Based on 20 recent closings in live Stellar MLS data.

Skycrest is an established neighborhood in central Clearwater (Pinellas County, ZIP 33755), built mainly in the 1950s, with ranch-style homes on quiet, well-kept streets (Clearwater real estate guides, neighborhoods.com). It is known as a reasonably priced, convenient area with no HOA.

Homes are mid-century ranches, reported roughly 893 to 2,844 square feet with two to four bedrooms, varying widely in size and updates. Select homes offer waterfront views, pools, and screened lanais. Because the stock is older and updated unevenly, read each home on its own.

There is no HOA, which keeps carrying costs down and gives owners flexibility, but it also means no association maintaining anything, so the home and the systems do the work of holding value. Confirm the roof, HVAC, and plumbing on a 1950s home.

Location is the structural strength: central Clearwater near US-19, an easy drive to shopping, dining, the Gulf beaches, and downtown Clearwater, with Skycrest Elementary in the neighborhood. Confirm the flood zone and the home's condition, and comp by home and condition.

Best for

  • Buyers who want an affordable, no-HOA home in central Clearwater
  • Buyers comfortable with a 1950s ranch and budgeting for updates
  • Buyers who value quiet streets and easy US-19 and beach access

Probably not for

  • Buyers who want new construction or a uniform master plan
  • Buyers who want HOA-maintained amenities or upkeep
  • Buyers unwilling to vet older systems and the flood zone by address

How Skycrest is performing right now

81/100
momentum
Seller's Market (limited data)
Seller's marketBalancedBuyer's market
1.8Months of supplytight
21Median days on marketdays
2 : 3Under contract vs for salestrong demand
20Sold in last 12 monthsliquidity
+2%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from Stellar MLS, as of June 25, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Skycrest listings and the trailing twelve months of closed sales.

8.6A- score
Momentum intelligence
Momentum buy score

Our proprietary read on how a home in Skycrest buys, holds, and resells. See the five factors.

Homes For Sale Right Now in Skycrest

Live MLS inventory for Skycrest. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending Skycrest listings as of 2026-06-25, priced high to low. Listings courtesy of Stellar MLS as distributed by MLS GRID.. Tap any home to ask about it.

Listing locations from Stellar MLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

The takeaway

The location is the everyday-convenience case: shopping, schools, and the major roads are all a manageable drive.

US-19 corridor~3 to 5 min · approximate
Downtown Clearwater~5 to 10 min · approximate
Clearwater Beach~15 to 20 min · approximate
Dunedin and the Pinellas Trail~10 min · approximate
St. Pete-Clearwater Airport (PIE)~15 min · approximate
Tampa International Airport (TPA)~30 to 40 min · approximate

Distances and drive times are approximate and vary with traffic. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near Skycrest with Momentum Realty’s local guides.

MAMarymontClearwater, FL · 0.3 miFTFeather TreeClearwaterClearwater, FL · 0.4 miDRDrewManorClearwater, FL · 0.5 miKMKeystone Manor Homes for Sale in Clearwater, FLClearwater, FL · 1.0 miWTWaterford TownhomesClearwater Homes for SaleClearwater, FL · 1.0 miHTHighland Terrace ManorClearwater, FL · 1.2 miGKGates KnollClearwaterClearwater, FL · 1.3 miHPHighland Pines,ClearwaterClearwater, FL · 1.3 miPBPine Brook Highlands Homes for Sale in Clearwater, FLClearwater, FL · 1.4 mi

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr
Skycrest (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take
  • Pinellas County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Confirm current ratings before relying on them
  • Private and parochial options nearby

Skycrest is served by Pinellas County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Buying with schools in mind? We can confirm the exact zoned schools for any Skycrest address.

The takeaway

What actually shapes value in and around Skycrest, sourced and dated. We do not publish rumor.

Recent Developments in Skycrest

Our read on what is being built around Skycrest, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishThe structural story is an established, no-HOA central Clearwater neighborhood with durable location value. The watch items are the individual home and its systems, the flood zone, and the steady demand for affordable Pinellas housing.

Affordable, no-HOA central Clearwater

BullishReasonably priced ranch homes with no HOA in a central location near US-19 and the beaches support steady demand from value buyers, families, and retirees. impact
SignificanceRadius: Neighborhood

Affordable, no-HOA central Clearwater

1950s stock, updated unevenly

NeutralMid-century homes carry age-related maintenance, so the roof, HVAC, plumbing, and any updates drive value; comp by home and condition, not by an average. impact
SignificanceRadius: Neighborhood

1950s stock, updated unevenly

Confirm the flood zone by address

NeutralParts of Pinellas carry flood and insurance considerations, so confirm the FEMA flood zone and elevation for the specific home. impact
SignificanceRadius: Parcel

Confirm the flood zone by address

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Skycrest, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

  1. February 2026
    Coastline

    Roughly $126 million Pinellas beach renourishment completed

    Crews placed more than two million cubic yards of sand on beaches from Clearwater to St. Pete Beach in a roughly $126 million renourishment finished ahead of the spring season (WUSF, FOX 13). Why it matters: Wider Clearwater-area beaches a short drive away add to the lifestyle appeal that supports central Clearwater neighborhoods like Skycrest. Source

  2. June 2026
    Coastline

    Army Corps funding restored for Pinellas beach renourishment

    After a decade-long standoff resolved in late May 2026, the U.S. Army Corps of Engineers will again fund renourishment for Pinellas beaches including the Clearwater area, with the next project planned around 2030 (WUSF). Why it matters: Restored funding for the Clearwater coastline supports the regional beach access near Skycrest. Source

Development alerts for SkycrestGet a short monthly email when something new is approved, funded, or opens near Skycrest.

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

If we were buying in Skycrest, this is the order of operations we would run, and the one we run for our clients.

1

Read the 1950s home, the roof, HVAC, plumbing, and any updates, and budget for their age.

2

Check the flood zone and elevation by address, and get an insurance quote, since parts of Pinellas flood.

3

Confirm there is no HOA for the parcel, and any deed restrictions, since the area is largely HOA-free.

4

Weigh the lot and any waterfront or pool, since select homes carry views and pools that add value.

5

Comp by home and condition, not against a neighborhood average that mixes original and updated homes.

Best Buy
A sound, updated ranch on a good lot in a confirmed manageable flood position, priced to its condition.
Biggest Risk
Underbudgeting the roof, systems, or a flood and insurance surprise on a 1950s home.
Best Lot
The lot, any waterfront or pool, and the flood position separate homes more than square footage.
Smart Timing
Confirm the systems, the flood zone, and the condition before you write.
The takeaway

On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

Community Details at a Glance

Skycrest is an established neighborhood in central Clearwater (Pinellas County, ZIP 33755), built mainly in the 1950s, with ranch-style homes reported roughly 893 to 2,844 square feet and no HOA. Select homes offer waterfront views, pools, and screened lanais. It is convenient to US-19 in the heart of Clearwater, an easy drive to shopping, dining, downtown, and the Gulf beaches, with Skycrest Elementary in the neighborhood. Because the stock is mid-century and updated unevenly, confirm the roof, systems, and the flood zone for the specific home. Homes are zoned to Pinellas County Schools by address; verify zoning with the district.

The takeaway

Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

Entry: original or dated ranches
$308K to $369K

The most attainable product is original or dated 1950s ranches needing updates. Budget the roof, systems, and cosmetics and confirm the flood zone before assuming a value.

Lowest entry
Mid: updated ranches
$369K to $475K

The core is updated ranch homes on solid lots. Condition, the systems, and the lot separate these more than square footage.

Most inventory
High: updated homes with waterfront or pool
$475K to $651K

The top end is well-updated homes with a waterfront view or pool. These trade on condition, the lot, and the water or pool.

Strongest resale

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

$308K to $369K
Entry: original or dated ranches
The most attainable product is original or dated 1950s ranches needing updates. Budget the roof, systems, and cosmetics and confirm the flood zone before assuming a value.
$369K to $475K
Mid: updated ranches
The core is updated ranch homes on solid lots. Condition, the systems, and the lot separate these more than square footage.
$475K to $651K
High: updated homes with waterfront or pool
The top end is well-updated homes with a waterfront view or pool. These trade on condition, the lot, and the water or pool.

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

15-Second Take
  • Renovation math decides the deal
  • Better lots and views resell strongest
  • Roof and HVAC age drive the insurance quote
  • Interior lots are where buyers overpay
Jon Brooks, Momentum Realty
Operator Note

Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

No CDD on the tax billStrong
Central Clearwater locationStrong
Scarce, established homesitesStrong
Established, in-demand locationPositive
All-resale 1990s conditionManage it

Momentum analysis based on the community's structure, location, lot scarcity, and housing stock. Not a guarantee of future value.

Jon Brooks, Momentum Realty
Operator Note

The strongest value pocket is usually a renovated home on a good lot priced just under the next tier up. Buyers chasing the single biggest house often pay top prices for what is really a renovation project.

5 Mistakes Buyers Make in Skycrest

15-Second Take
  • Calling the listing agent (who works for the seller)
  • Misjudging the renovation budget
  • Overpaying for an interior lot
  • Underbudgeting the carrying costs
  • Skipping the roof, HVAC, and systems check

The same five mistakes cost buyers the most in any market. Every one is avoidable with the right preparation before you tour.

Skycrest is affordable, no-HOA central Clearwater. The deal is won on the home, the systems, the flood zone, and the lot, not the sticker.

Jon Brooks · Founder, Momentum Realty
7.6B · Buy Score
Resale Strength7.8/10
Renovation Risk5.8/10
Location Efficiency8.4/10
Long-Term Defensibility7.4/10
Carrying Cost Advantage7.8/10

Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

Why our read on Skycrest is different.

Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live Stellar MLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No Zestimate, no guesswork.

Live Stellar MLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates
Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking at Deutsche Bank and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

Which Lots & Views Hold Value Best

Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

Value ($/sqft)
$261 value$401 premium
Lake / waterPreserveInterior

Fill = price per square foot; ring = lot type, inferred from listing descriptions. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from Stellar MLS; for orientation, not an appraisal.

15-Second Take
  • The lot, any waterfront, and the flood position drive value here.
  • 1950s stock means the systems shape carrying cost.
  • No HOA gives freedom, but you carry everything yourself.

In an established, no-HOA neighborhood like Skycrest, the home, its condition, and the lot set value. A larger or waterfront lot, a pool, and a confirmed manageable flood position carry an edge, while the 1950s systems drive carrying cost. Compare a home against the closest sale in a comparable position and condition, and confirm the roof, systems, and flood zone before the finishes.

Skycrest in 15 seconds.

Best forBuyers who want an affordable, no-HOA home in central Clearwater near US-19 and the beaches.
Strong onAffordability, no HOA, quiet streets, and a central location near US-19, downtown, and Clearwater Beach.
WatchThe 1950s roof and systems, the flood zone, and the condition of the specific home.
Not forBuyers who want new construction, a uniform master plan, or HOA-maintained amenities.
The edgeMid-century stock updated unevenly, so reading the home and the flood zone finds the value.

HOA, CDD & Fees

15-Second Take
  • Established 1950s central Clearwater neighborhood.
  • No HOA; homeowners carry their own systems.
  • Confirm the flood zone and insurance by address.
  • Some homes have waterfront views or pools.
  • Comp by home and condition, not the average.

Skycrest is an established neighborhood with no HOA, so most homes carry no mandatory dues; treat any exception as reported and confirm there is no association or deed restriction for the specific parcel before you offer.

With no HOA, homeowners carry their own home, roof, systems, yard, and flood and wind insurance. Confirm exactly what applies to the specific home and that no association is recorded.

This is an established no-HOA neighborhood rather than an amenity community, so nearby US-19 services, downtown Clearwater, the Pinellas Trail, and the Gulf beaches serve the setting. Confirm any features for a specific home.

The takeaway

Selling here is won on condition and view, not the Zestimate. The right number comes from closed comps matched to your renovation level and lot.

Momentum listings (YTD)
97.98%
Sold-to-list ratio across our market for our agents, sellers keeping more of their price.
Market average (YTD)
96.73%
The broader metro average sold-to-list ratio over the same period.
Momentum days on market
64 days
Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.
Market days on market
72 days
The broader metro median over the same period.

Sold-to-list and days-on-market figures reflect Momentum Realty listings versus our market average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Skycrest, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Skycrest, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

What is your Skycrest home worth?

Get a no-obligation home value based on real comparable sales in Skycrest matched to your condition, lot, and view, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See homes for sale in Skycrest on the map →
Or get your Skycrest home value & selling guide →

Real comps, not a Zestimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Pinellas County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,026/mo
Pinellas County typical true cost to own
$159/mo
Pinellas County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

How much local inventory is already under contract

25% of homes for sale in ZIP 33755 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-06-25).

Skycrest Market Scorecard

Strong seller's market

Skycrest is currently a strong seller's market. About 1.8 months of supply, a median asking price of $349,000, and homes go under contract in about 21 days.

1.8
Months supply
$349,000
Median list
$379,500
Median sold
$276
Per sqft
21
Days on mkt
3/2/20
Active/Pend/Sold

Typical home value in the 33765 ZIP is $346,480, about 12.7% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

What is Skycrest?
An established neighborhood in central Clearwater (Pinellas County, ZIP 33755), built mainly in the 1950s, with ranch-style homes and no HOA.
Is there an HOA in Skycrest?
No, the neighborhood is largely HOA-free. Confirm there is no association or deed restriction for the specific parcel before you offer.
What kinds of homes are in Skycrest?
Mid-century ranch homes, reported roughly 893 to 2,844 square feet with two to four bedrooms, some with waterfront views or pools. Confirm the build year and condition for the specific home.
Does Skycrest flood?
Parts of Pinellas carry flood and insurance considerations. Confirm the FEMA flood zone and elevation and get an insurance quote for the specific home.
Where is Skycrest located?
In central Clearwater (ZIP 33755), near US-19, an easy drive to downtown Clearwater, the Pinellas Trail, and the Gulf beaches.
Is Skycrest affordable?
It is known as a reasonably priced central Clearwater neighborhood. Confirm current pricing and the specific home with a comparable-sales analysis.
Is Skycrest a good investment?
The central location and no-HOA freedom support demand, but value is home-specific given the 1950s stock. Confirm the home, the systems, and the flood zone and decide on value.
What should I check before buying in Skycrest?
The roof, HVAC, and plumbing on a 1950s home, the flood zone and elevation, any waterfront or pool, and that there is no association.
What schools serve Skycrest?
Homes are zoned to Pinellas County Schools by address, with Skycrest Elementary in the neighborhood. Assignments change, so verify the exact zoned schools with the district.
Should I use the listing agent to buy in Skycrest?
No. The listing agent works for the seller. Where the systems and the flood zone swing value, having your own representation is the highest-leverage decision you make.
Who is the best real estate agent for Skycrest?
The best agent for Skycrest is one who actively works Clearwater and knows the community's pricing, HOA and CDD details, 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 Skycrest.
How do I find a top Clearwater real estate agent who knows Skycrest?
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 Skycrest and the wider Clearwater area.
Can Momentum Realty connect me with an agent for Skycrest?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Skycrest purchase or sale — no call center and no pressure.
You want an affordable, no-HOA home in central ClearwaterExcellent fit
You are comfortable with a 1950s ranch and budgeting for updatesExcellent fit
You value quiet streets and easy US-19 and beach accessExcellent fit
You want new construction or a uniform master planProbably not
You want HOA-maintained amenities or upkeepProbably not
You are unwilling to vet older systems and the flood zone by addressProbably not

Get the inside read on Skycrest

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Skycrest home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

We respond personally, usually the same day.

You are all set.

A Momentum Realty Skycrest specialist will reach out personally, usually the same day.

Thinking about hiring an agent here? How to find the best real estate agent in Skycrest — what to look for, questions to ask, and your local expert.
Stellar MLS logoMLS GRID logo
Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Listings courtesy of Stellar MLS as distributed by MLS GRID. 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; deemed reliable but not guaranteed by MLS GRID.

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