Roosevelt Highlands
Homes for Sale in Clearwater, FL
All 1,314 homes for sale in Clearwater, FL · median $317,900 · 164 homes for sale in 33764 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of November 2026, the MLS records 7 closed sales in Roosevelt Highlands in Clearwater, FL since 2006, the most recent in October 2024. Across Clearwater as a whole, 2,252 homes closed in the last 12 months at a median of $320,000, 46 median days on market, with 1,141 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,200 ($5,390 with the full homestead exemption).
Last 30 days in Roosevelt Highlands: 1 new listing (median asking $595,000). As of November 7, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Roosevelt Highlands doesn't come with a packaged amenity list, and that's worth noting upfront rather than glossing over. Current MLS activity shows no clubhouse, pool, or community-specific feature tied to listings here, which means the value proposition rests almost entirely on the individual home and its lot, not on a shared amenity package.
For a buyer, that shifts the diligence toward the property itself: condition, layout, lot, and proximity to what you actually use day to day. For a seller, it means your listing has to do more work on the home's own merits since there's no community brand or feature set to lean on in the marketing.
Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.
The 60-Second Overview
Roosevelt Highlands sits within Clearwater, Pinellas County, and reads as a straightforward residential pocket rather than a planned or amenity-branded community.
Stellar MLS sales records identify 10 homes in Roosevelt Highlands that have changed hands since 2006, built between 1925 and 2026 (median 1968), with a median living area of about 1,560 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Roosevelt Highlands is best for.
Best for
- Buyers who want to evaluate a home purely on its own condition and lot, not on shared amenities
- Buyers comfortable doing property-level diligence rather than leaning on a community feature list
- Anyone prioritizing a Clearwater, Pinellas County location without amenity fees factored into the purchase
Probably not for
- Buyers set on a clubhouse, pool, or other shared recreational amenity as part of the deal
- Buyers who want a tightly standardized product across the community for easier comparison shopping
- Anyone expecting an HOA-run amenity package as part of the purchase
The market around Roosevelt Highlands
Roosevelt Highlands is too small for its own price trend, so here is the market around it.
In ZIP 33764, 175 homes are on the market and 21% are under contract — a steady corner of Clearwater.
Across Pinellas County, 6,539 homes are active and 1,627 pending (20% under contract).
In ZIP 33764 (Clearwater), 101 homes closed in the last 12 months at a median of $399K ($256/sq ft), down 10.4% year over year, with a median 47 days on market. Right now 41 active and 7 pending listings put supply at about 4.9 months — a buyer's market. See the live ZIP 33764 housing market and the Pinellas County market.
ZIP and county figures describe the wider market, not Roosevelt Highlands specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Roosevelt Highlands
Live MLS inventory for Roosevelt Highlands. 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 Roosevelt Highlands listings as of 2026-11-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2024. Tap any home to ask about it.
Schools
- Pinellas County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Frontier Elementary-PN · Elementary
- Fitzgerald Middle-PN · Middle
- Pinellas Park High-PN · High
Zoned schools reflect the assignments reported on recent Roosevelt Highlands listings and can change; always confirm with Pinellas County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Roosevelt Highlands address.
Shop the zone: Homes zoned for Pinellas Park High-Pn High School
The Roosevelt Highlands buying strategy.
If we were buying in Roosevelt Highlands today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Roosevelt Highlands.
A community defined by the house, not the package
When current listings show no identified community amenities, it tells you something real: this is a neighborhood where buyers are evaluating homes on their own terms, not paying a premium for a gate, a pool, or a maintained common area. That can be an advantage for anyone who wants square footage and land use decisions without an association layer attached to them.
It also means comparisons across Roosevelt Highlands listings should stay grounded in the specific home, its lot, and its condition, since there's no shared feature set pulling values toward a common baseline. Anyone shopping here should expect a wider spread in what one address offers versus the next.
The location and the amenities are priced into every listing in Roosevelt Highlands. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with no packaged amenities to lean on, the read comes down to the individual property and how it's priced against what's actually moving in Clearwater right now. We walk that comparison line by line rather than pointing to a brand name or a feature list that doesn't exist here.
Roosevelt Highlands in 15 seconds.
Tools for a Roosevelt Highlands buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Roosevelt Highlands sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Roosevelt Highlands, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Roosevelt Highlands home worth?
Get a no-obligation home value based on real comparable sales in Roosevelt Highlands, 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 all homes for sale in Clearwater →
| Location | Clearwater, Pinellas County, FL · ZIP 33764 |
|---|---|
| Homes in the community | 28 (FL DOR 2025 assessment roll) |
| Years built | 1925–1994 (median 1972.0) |
| Typical living area | 1,567 sq ft (median) |
| For sale right now | 0 active, 1 pending |
| Owner-occupied (homestead) share | 50% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2024; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Roosevelt Highlands key facts,” movewithmomentum.com/neighborhoods/roosevelt-highlands, data as of September 20, 2026.
Housing distress & ownership in Roosevelt Highlands, Clearwater
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.
Every Home for Sale in Roosevelt Highlands Right Now (2)
All 2 active and pending Roosevelt Highlands listings with a detail page, newest first, refreshed twice a day from the MLS.
- 365 69th Street · $595,000 · 3 bd / 2 ba · listed Oct 17, 2026 · listed by Century 21 Coast To Coast
- 381 69th Street · $357,900 · 3 bd / 2 ba · listed Aug 18, 2026 · listed by Tampa Bay Premier Realty
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Clearwater guides & data
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- Property taxes (Pinellas County)
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Florida buyer guides
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- Florida flood insurance calculator
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- 69Th Street N (6 homes on record)
- 69Th Street N (3 homes on record)
- 69Th Street (1 homes on record)
Email me new listings in Roosevelt Highlands
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Roosevelt Highlands
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Roosevelt Highlands will answer, and the answer is published on this page for the next buyer.
16% of homes for sale in ZIP 33764 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 (2026-11-12).
Frequently Asked Questions
How many homes are in Roosevelt Highlands?
What share of Roosevelt Highlands is owner-occupied?
When were the homes in Roosevelt Highlands built?
Who is the best real estate agent for Roosevelt Highlands?
How do I find a top Clearwater real estate agent who knows Roosevelt Highlands?
Can Momentum Realty connect me with an agent for Roosevelt Highlands?
Where is Roosevelt Highlands, and what county is it in?
Should you buy in Roosevelt Highlands?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 12, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 33764)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2006 (7 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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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. A Momentum agent can price yours against live local comps.
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See how Roosevelt Highlands fits the bigger picture — live prices, inventory, and Momentum Scores: