Oak Grove in Clearwater

Oak Grove Homes for Sale in Clearwater, FL

Late-1960s subdivision · Clearwater, Pinellas County · ZIP 33764

An established central Clearwater pocket, mid-century single-family living inland of the Gulf, where condition and the parcel set the number.

Established single-familyCentral Clearwater locationCondition-driven value
Live Market Pulse
50/100
Momentum
Buyer-Leaning Market (limited data)
Oak Grove is a small established subdivision, so the honest read is by the specific home and parcel, the roof and systems, and the FEMA flood zone, not by one neighborhood average.
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Unlock Off-Market Oak Grove

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
n/a
Median Price
0mo
Supply
n/a
Avg DOM
Soft
Seller Leverage
n/a
Median $/Sqft
n/a
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
Jon's Current Read

"Oak Grove is an established central Clearwater subdivision rather than a master plan, so the read is different from a gated community: it is a pocket of late-1960s and early-1970s single-family homes on and around Oak Grove Drive, where condition, roof age, and insurability drive the number far more than the Oak Grove name. The location is inland of the Gulf, south of Gulf-to-Bay Boulevard and west of Belcher Road, which is a different flood and insurance picture from the coastal Pinellas barrier islands, but flood zone still has to be confirmed parcel by parcel. Your leverage here is buying condition right and reading the renovation and insurance math on an older home honestly."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Oak Grove is an established single-family subdivision in central Clearwater, Pinellas County, built out largely in the late 1960s and early 1970s. Homes on Oak Grove Drive include single-family houses dating to 1969, on a quiet inland street south of Gulf-to-Bay Boulevard and west of Belcher Road (county parcel and listing records, 2025 to 2026).

This is mature, condition-driven housing stock, not new construction. The money is made or lost on an honest read of an older home's roof, systems, and insurability, plus the specific parcel's FEMA flood zone, rather than on the headline price. Many established Pinellas subdivisions like this carry no mandatory HOA, but that should be confirmed for the exact parcel.

The location is the draw: central Clearwater puts the Gulf beaches, downtown Clearwater, and the US 19 and Gulf-to-Bay corridors within a short drive, while the inland position keeps the home off the immediate coast. The neighborhood sits near Oak Grove Middle School and Plumb Elementary, both within the central Clearwater school cluster.

The pitch is established central-Pinellas value with beach and city access. The work is sorting condition, verifying any HOA and the parcel's flood zone, and reading the roof, systems, and insurance math before you fall for a price.

Best for

  • Buyers who want an established central Clearwater address near the Gulf
  • Buyers comfortable budgeting renovation and insurance on an older home
  • Buyers who value a quiet inland single-family street over an amenity master plan
  • Commuters who will use Gulf-to-Bay and US 19 to reach Clearwater and Tampa

Probably not for

  • Buyers who want a gated, amenity-dense master plan with a clubhouse
  • Anyone unwilling to verify HOA and the FEMA flood zone parcel by parcel
  • New-construction buyers who want a builder warranty and modern systems
  • Buyers expecting uniform, turnkey housing stock across the subdivision

How Oak Grove is performing right now

50/100
momentum
Buyer-Leaning Market (limited data)
Seller's marketBalancedBuyer's market
0Months of supplytight
56Median days on marketdays
0 : 0Under contract vs for salestrong demand
0Sold in last 12 monthsliquidity
+0%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 24, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Oak Grove 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 Oak Grove buys, holds, and resells. See the five factors.

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

Oak Grove trades amenities for a central Clearwater location, with Gulf-to-Bay Boulevard and US 19 carrying you to the beaches, downtown Clearwater, and Tampa.

Gulf-to-Bay Boulevard corridor~5 min · shopping and services
US 19 corridor~5 to 10 min · north-south access
Downtown Clearwater~10 to 15 min · city center
Clearwater Beach~20 to 30 min · Gulf beach, west via Gulf-to-Bay
Tampa International Airport~30 to 40 min · via Courtney Campbell
Downtown Tampa~35 to 45 min · via Courtney Campbell or I-275
Morton Plant Hospital~10 min · Clearwater hospital

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

Nearby Communities

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SOSharon Oaks Homes for Sale in Clearwater, FLClearwater, FL · 0.7 miCCCove CayVillage II Homes for Sale in Clearwater, FLClearwater, FL · 0.7 miCCCove CayVillage III Homes for Sale in Clearwater, FLClearwater, FL · 0.7 miTHTropic Hills Homes for Sale in Clearwater, FLClearwater, FL · 0.8 miIPImperial Park,Clearwater Homes for SaleClearwater, FL · 0.9 miEPEastwood Pines Homes for Sale in Clearwater, FLClearwater, FL · 0.9 miBPBayside Pointe Homes for Sale in Clearwater, FLClearwater, FL · 1.1 miWHWhitneyLakes Homes for Sale in Clearwater, FLClearwater, FL · 1.1 miTBTowns at Belleair Grove,Clearwater Homes for SaleClearwater, FL · 1.1 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
Oak Grove (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

Oak Grove 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.

Public

Plumb Elementary (verify by address)

Verifyrating
Public

Oak Grove Middle School (verify by address)

Verifyrating
By address

Confirm zoned high school by address

Verifyrating

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

The takeaway

What is actually shaping value around Oak Grove: central Pinellas as a balanced 2026 market, the post-2024-hurricane assessment and insurance backdrop across Pinellas, and the condition dynamics of established Clearwater stock. Each item is sourced and linked.

Recent Developments in Oak Grove

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

Net OutlookBullishCentral Clearwater's location and established-value position point to steady demand, with the watch items being insurance and roof costs on older homes and how the post-storm assessment and flood picture settles across Pinellas.

Pinellas 2026 market shifts toward balance

2026
NeutralNotable impact
SignificanceRadius: County

More inventory and longer days on market give buyers negotiating room, while sellers must price established homes to condition.

Central Clearwater location near the Gulf

Ongoing
BullishNotable impact
SignificanceRadius: Area

Beach, downtown Clearwater, and Tampa access from an inland street underpin the location case that supports demand.

Older stock means condition and insurance risk

Ongoing
NeutralNotable impact
SignificanceRadius: Community

Late-1960s housing means roof age, systems, and wind-mitigation drive premiums, so the math has to be read per home.

Parcel-level flood exposure across Pinellas

Ongoing
NeutralNotable impact
SignificanceRadius: Area

Even inland, flood zones vary by parcel, making the FEMA check and insurance quote essential diligence.

Post-2024-storm assessment scrutiny in Pinellas

2025
NeutralNotable impact
SignificanceRadius: County

Reporting on flawed post-hurricane damage assessments underscores verifying any storm history and condition per home.

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 Oak Grove, 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. April 2026
    Market

    Clearwater prices edge up as the market cools toward balance

    Over the three months ending April 2026, Clearwater home prices were up modestly year over year while homes took longer to sell than a year earlier, signaling a more balanced, buyer-friendlier market. Why it matters: More time on market gives buyers room to price established homes to true condition rather than a citywide average. Source

  2. April 2025
    Risk

    Pinellas post-hurricane home assessments found rife with flaws

    A Tampa Bay Times investigation reported that a state contractor evaluating hurricane-damaged Pinellas homes made repeated mistakes, flagging damage that did not exist and complicating the rebuilding process for residents across six cities. Why it matters: Verify any storm history and the true condition of an older Clearwater home rather than relying on a single assessment. Source

Development alerts for Oak GroveGet a short monthly email when something new is approved, funded, or opens near Oak Grove.

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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 Oak Grove, this is the order of operations we would run, and the one we run for our clients.

1

Read the condition first. Oak Grove is established late-1960s stock, so roof age, systems, and updates set the floor on value more than the address.

2

Quote the insurance and roof math early. On an older Clearwater home, roof age and wind mitigation drive the premium at this price point, so quote the specific address.

3

Verify the FEMA flood zone for the exact parcel. The location is inland, but flood exposure is parcel specific across Pinellas, so confirm the zone and any insurance requirement.

4

Confirm any HOA for the parcel. Many established Pinellas subdivisions carry no mandatory HOA, but confirm the exact lines before you offer.

5

Use the central-Clearwater context, and cross-shop a peer established subdivision such as Brigadoon of Clearwater if you want to compare condition and price.

Best Buy
An updated established home on a dry, well-kept Oak Grove parcel
Biggest Risk
Underbudgeting roof, systems, and insurance on an older Clearwater home
Best Lot
A higher, drier parcel with a confirmed favorable flood zone
Smart Timing
Confirm the flood zone, any HOA, and the roof age before you offer
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

Oak Grove is an established central Clearwater subdivision rather than a single amenity community, so the lifestyle is quiet inland single-family living with parks, schools, and county services nearby rather than a gated clubhouse package. The neighborhood sits near Oak Grove Middle School and Plumb Elementary, with the Gulf-to-Bay Boulevard and US 19 corridors carrying everyday shopping and services and the Gulf beaches a short drive west. Confirm any specific home's condition, any HOA, and the flood zone before you buy.

The takeaway

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

The Established Entry

Original or lightly updated late-1960s single-family homes where condition and roof age drive value. The affordable way into central Clearwater.

Lowest entry
The Updated Core

Renovated established homes on solid, dry parcels, the heart of the resale market in a pocket like this.

Most inventory
The Top

Fully renovated larger homes on the best-kept parcels, the homes that hold value best in established central Clearwater.

Strongest resale

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

The Established Entry
Original or lightly updated late-1960s single-family homes where condition and roof age drive value. The affordable way into central Clearwater.
The Updated Core
Renovated established homes on solid, dry parcels, the heart of the resale market in a pocket like this.
The Top
Fully renovated larger homes on the best-kept parcels, the homes that hold value best in established central Clearwater.

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.

Roof age and conditionLate-1960s stock, quote per home
Systems (HVAC, electrical, plumbing)Older systems, budget reserves
Flood and insurance exposureInland, but verify per parcel
Location and accessCentral Clearwater near the Gulf
Lot and parcel qualityConfirm dry, favorable flood zone

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 Oak Grove

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.

The Oak Grove address is established central Clearwater. The deal is won or lost on the specific home, the roof and systems, and the flood and insurance math.

Jon Brooks · Founder, Momentum Realty
7.1B · Buy Score
Resale Strength7.2/10
Renovation Risk5.5/10
Location Efficiency7.8/10
Long-Term Defensibility6.8/10
Carrying Cost Advantage8.0/10

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 Oak Grove 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
  • Higher, drier parcels with favorable flood zones hold value
  • Verify the FEMA flood zone for the exact address
  • Inland location is a different flood picture from the coast
  • Established lots likely carry no mandatory HOA, confirm
  • Read the lot and flood picture before the finishes

In an established subdivision like Oak Grove, the parcel is the part of your money the market protects. Higher, drier lots with a favorable flood zone hold value better than low-lying parcels, and the inland central-Clearwater position is a different flood picture from the coastal barrier islands. The house can be renovated; the flood zone and the parcel cannot. Read the parcel and the FEMA flood map first, then price the condition of the home against it.

Oak Grove in 15 seconds.

Best forBuyers who want an established central Clearwater address near the Gulf and the city.
Biggest advantageCentral Pinellas location with beach, downtown Clearwater, and Tampa access from an inland street.
Biggest riskRoof, systems, and insurance on older homes, plus parcel-level flood exposure to confirm.
Sweet spotAn updated established home on a dry, well-kept parcel matched honestly to comps.
Avoid ifYou want a gated, amenity-dense master plan or brand-new construction with a warranty.

HOA, CDD & Fees

15-Second Take
  • Likely no mandatory HOA, confirm per parcel
  • No CDD typical of this established inland stock
  • Flood zone is parcel specific, check FEMA and insurance
  • Budget a roof and systems reserve on older homes
  • Verify the tax bill lines for the specific home

Many established Pinellas subdivisions of this era carry no mandatory HOA, and Oak Grove appears to follow that pattern, but the exact obligation should be confirmed for the specific parcel. There is no CDD typical of this established inland stock; verify the tax bill lines for the home.

Where no HOA applies, there are no community dues or covered amenities, and maintenance and reserves fall entirely to the owner. Confirm whether any voluntary association or deed restriction applies to the exact parcel before you offer.

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 Oak Grove, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Brigadoon of Clearwater, 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 Oak Grove home worth?

Get a no-obligation home value based on real comparable sales in Oak Grove 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 Oak Grove on the map →
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Real comps, not a Zestimate.

Oak Grove Market Scorecard

Strong seller's market

Oak Grove is currently a strong seller's market. About 1.8 months of supply, a median asking price of $1,019,500, and homes go under contract in about 79 days.

1.8
Months supply
$1,019,500
Median list
$847,500
Median sold
$313
Per sqft
79
Days on mkt
6/8/41
Active/Pend/Sold

Typical home value in the 32224 ZIP is $456,759, about 13.7% above the Florida norm (Zillow Home Value Index).

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

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

Frequently Asked Questions

Where is Oak Grove in Clearwater?
Oak Grove is an established single-family subdivision in central Clearwater, Pinellas County, on and around Oak Grove Drive, set inland south of Gulf-to-Bay Boulevard and west of Belcher Road in ZIP 33764.
What kind of homes are in Oak Grove?
Oak Grove is established single-family housing, with homes dating to the late 1960s and early 1970s. This is condition-driven, mature stock rather than new construction; confirm the year built and updates for any specific home.
When was Oak Grove built?
The subdivision was built out largely in the late 1960s and early 1970s, with homes on Oak Grove Drive dating to 1969 in county parcel and listing records (2025 to 2026). Confirm the exact year built per parcel.
Does Oak Grove have HOA fees?
Many established Pinellas subdivisions of this era carry no mandatory HOA, and Oak Grove appears to follow that pattern, but you should confirm any HOA or deed restriction for the exact parcel before you offer.
Is there new construction in Oak Grove?
No. Oak Grove is an established, built-out subdivision of older single-family homes. New-construction buyers who want a builder warranty and modern systems should look elsewhere; value here comes from buying condition right.
What schools serve Oak Grove?
Oak Grove is part of Pinellas County Schools and sits near Oak Grove Middle School at 1370 S Belcher Road and Plumb Elementary. Assignment is by address and can change, so confirm the exact zoned schools for any specific home.
How far is Oak Grove from the beach?
Central Clearwater puts the Gulf beaches within a short drive west via Gulf-to-Bay Boulevard, with drive times that vary by destination and traffic. Confirm the route for your specific home.
How is the commute from Oak Grove to Tampa?
Gulf-to-Bay Boulevard, US 19, and the Courtney Campbell Causeway carry you toward Tampa and Tampa International Airport. Drive times depend on your exact start point and the time of day.
Should I worry about flood zones in Oak Grove?
The location is inland of the Gulf, which is a different flood picture from the coastal barrier islands, but flood exposure is still parcel specific across Pinellas. Always run the FEMA flood zone and an insurance quote for the exact address.
Is Oak Grove a good value in Clearwater?
It offers an established central Clearwater address with beach and city access, often without an HOA, which appeals to value buyers. Value comes with older housing stock, so condition, roof, and insurability drive the outcome.
What is the difference between Oak Grove and a master-planned community?
Oak Grove is a small established subdivision of older single-family homes with no clubhouse or amenity package, while a master plan adds dues, amenities, and sometimes a CDD. They are very different buys; match the choice to your priorities.
Is Oak Grove a good investment?
Central Clearwater location and beach access support demand, but this is a condition-driven older-home market. As with any older-home market, roof, systems, and insurability drive the outcome; this is not a guarantee of future value.
Why does pricing vary within Oak Grove?
Because the homes are established stock where condition varies widely, from original to fully renovated, and the parcel and flood zone differ home to home. The condition and the parcel, not the Oak Grove name, set the price.
What is nearby for shopping and services?
The Gulf-to-Bay Boulevard and US 19 corridors carry central Clearwater shopping, dining, and services, with the beaches to the west and downtown Clearwater nearby. Confirm specific drive times for your home.
Buyers who want an established central Clearwater address near the GulfExcellent fit
Buyers comfortable budgeting renovation and insurance on an older homeExcellent fit
Buyers who value a quiet inland single-family street over amenitiesExcellent fit
Buyers who will read condition, any HOA, and the flood zone per parcelExcellent fit
Value buyers who want central-Pinellas location without master-plan duesExcellent fit
Buyers who want a gated, amenity-dense master plan with a clubhouseProbably not
Anyone unwilling to verify HOA and the FEMA flood zone per parcelProbably not
New-construction buyers who want a builder warranty and modern systemsProbably not
Buyers expecting uniform, turnkey housing stock across the subdivisionProbably not
Buyers unwilling to budget roof and systems work on older homesProbably not

Get the inside read on Oak Grove

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Oak Grove 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 Oak Grove specialist will reach out personally, usually the same day.

Thinking about hiring an agent here? How to find the best real estate agent in Oak Grove — 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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