Oldsmar Country
Homes for Sale in Oldsmar, FL

Community in Oldsmar · Pinellas County · ZIP 34677
Free · No obligation
Talk to a Oldsmar Country Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data22 years of closingsUpdated twice daily

As of September 2026, the MLS records 5 closed sales in Oldsmar Country in Oldsmar, FL since 2004, the most recent in August 2010. Across Oldsmar as a whole, 293 homes closed in the last 12 months at a median of $364,750, 63 median days on market, with 87 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $7,070 ($6,260 with the full homestead exemption).

Live · Oldsmar Country Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Oldsmar Country is an older, established pocket of Oldsmar — the median home here was built in 1960, but the range runs all the way from 1925 to 2023, which means condition and updating do most of the work on price, not square footage or lot size. With 329 homes in the inventory and a median living area of 1,775 square feet, this reads as a fairly consistent mid-sized housing stock, but a 1960s-era home that has been fully redone will not compete on the same terms as one still carrying original systems.

Just under two-thirds of homes here are homesteaded, a sign that this is a base of owner-occupied housing rather than a rotating rental or investor pool. That matters for a buyer or seller: turnover tends to be driven by life events rather than speculation, so pricing a listing or making an offer here means paying close attention to the specific home's age-related updates rather than leaning on neighborhood-wide comps alone.

Nearby homes for sale

No active listings inside Oldsmar Country right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

343 SHORE DRIVE
$399K · 0.1 mi away
3 bd · 2 ba · 1,169 sqft
343 SHORE DRIVE
Listed by MURRAY BELL REAL ESTATE LLC
347 COUNTRY CLUB DRIVE
$419K · 0.1 mi away
3 bd · 2 ba · 1,280 sqft
347 COUNTRY CLUB DRIVE
Listed by PEOPLE'S CHOICE REALTY SVC LLC
331 SHORE DRIVE
$445K · 0.1 mi away
3 bd · 2 ba · 2,064 sqft
331 SHORE DRIVE
Listed by THREE PALACES REALTY CORP
324 COUNTRY CLUB DRIVE
$395K · 0.1 mi away
4 bd · 2 ba · 1,288 sqft
324 COUNTRY CLUB DRIVE
Listed by FRIENDS REALTY LLC
317 SHORE DRIVE
$485K · 0.2 mi away
3 bd · 2 ba · 1,660 sqft
317 SHORE DRIVE
Listed by ADAMS, CAMERON & CO., REALTORS
311 COUNTRY CLUB DRIVE
$489K · 0.2 mi away
4 bd · 2 ba · 1,732 sqft
311 COUNTRY CLUB DRIVE
Listed by ELIMAR REALTY INC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Oldsmar Country is a long-established residential area in Oldsmar, Pinellas County, where home vintages span nearly a century and the current MLS listings show no identified community amenities — this is a housing stock story, not an amenity-package one.

Stellar MLS sales records identify 6 homes in Oldsmar Country that have changed hands since 2004, built between 1958 and 1967 (median 1960), with a median living area of about 1,318 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.

Best for

  • Buyers focused on an established Oldsmar location who are comfortable vetting individual home age and renovation history
  • Buyers seeking a mid-sized home footprint without paying for amenity infrastructure they won't use
  • Sellers with a well-updated older home who want it distinguished from unrenovated stock nearby

Probably not for

  • Buyers who want new-construction consistency across an entire neighborhood
  • Buyers who prioritize a community clubhouse, pool, or organized recreation amenities
  • Buyers unwilling to budget for inspection contingencies on a pre-1960s home

The market around Oldsmar Country

Oldsmar Country is too small for its own price trend, so here is the market around it.

In ZIP 34677, 184 homes are on the market and 21% are under contract — a steady corner of Oldsmar.

Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).

In ZIP 34677 (Oldsmar), 440 homes closed in the last 12 months at a median of $365K ($238/sq ft), down 4.1% year over year, with a median 62 days on market. Right now 88 active and 19 pending listings put supply at about 4.8 months — a buyer's market. See the live ZIP 34677 housing market and the Pinellas County market.

ZIP and county figures describe the wider market, not Oldsmar Country specifically. Momentum Research analysis of MLS records.

Recent Developments in Oldsmar Country

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

Dev Momentum74/100 · High
  1. July 2026
    Development

    Mercy Oaks II affordable apartments open on North Florida Avenue

    Catholic Charities, with the City of Tampa and Hillsborough County, completed Mercy Oaks II, a 17-unit affordable apartment building on North Florida Avenue in East Tampa built on the site of a former strip mall. The project includes 15 one-bedroom and two two-bedroom units, with seven units serving households up to 80 percent of area median income and ten up to 50 percent. It was supported by 1.25 million dollars in state SHIP funds from the city and sits next to the 20-unit Mercy Oaks I completed in 2022.

    What it may mean for the marketAdds 17 income restricted apartments on a former strip mall site, expanding the affordable rental supply and converting vacant commercial land to housing. The site is less than a mile northeast of Oldsmar Country.

    Source: City of Tampa
  2. July 2026
    Infrastructure

    St. Pete approves temporary downtown dock for Tampa Bay ferry

    The St. Petersburg City Council approved a temporary ferry dock on Bayshore Boulevard near the Vinoy in downtown St. Petersburg under a three-year contract costing about 324,200 dollars. Hubbard's Marina will operate cross bay service between downtown St. Petersburg and the Tampa Convention Center, with two vessels running year round. Service is expected to begin in October or November.

    What it may mean for the marketEstablishes a temporary downtown dock and cross bay ferry connection, adding a new transit option and waterfront infrastructure serving the downtown St. Petersburg market. The project is about 19 miles southwest of Oldsmar Country, elsewhere in Pinellas County.

    Source: FOX 13 Tampa Bay
  3. July 2026
    Development

    St. Pete advances housing plan for nine vacant city lots

    The St. Petersburg City Council unanimously approved a first reading of an ordinance to place a measure on the November 3 ballot that would remove nine vacant city lots in Methodist Town from the city's Charter Park and Waterfront Map. The change would allow up to 41 units of affordable or workforce housing, with four lots planned for single family homes and five larger parcels for multifamily housing. The lots have held park designations since 1984 but have remained vacant.

    What it may mean for the marketAdvances a plan to convert nine vacant city lots into new single family and multifamily housing, adding to local housing inventory. Placing the parcels on the ballot could open long dormant land for residential construction. The project is about 20 miles southwest of Oldsmar Country, elsewhere in Pinellas County.

    Source: St Pete Catalyst
  4. July 2026
    Development

    Blake-Related team selected to redevelop 86-acre Historic Gas Plant District

    St. Petersburg selected a bid led by Blake Investment Partners, with the Related Group as co-developer, to redevelop the 86-acre Historic Gas Plant District at the Tropicana Field site. The roughly 8.1 billion dollar mixed use plan calls for more than 3,600 income-restricted residential units, a 13-acre central park, and office, retail, hotel and civic space over an estimated 20-year buildout. The developers plan to purchase about 58 acres while the city retains roughly one third.

    What it may mean for the marketAdds a large mixed use district with thousands of new residential units, a central park, and office, retail, hotel and civic space to the downtown St. Petersburg market. Redevelopment of the Tropicana Field site reshapes the surrounding property landscape and expands housing supply. The project is about 21 miles southwest of Oldsmar Country, elsewhere in Pinellas County.

    Source: Florida YIMBY

Development alerts for Oldsmar CountryGet a short monthly email when something new is approved, funded, or opens near Oldsmar Country.

A monthly email from Momentum Realty. Unsubscribe anytime. See our privacy and disclosures.

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 Oldsmar Country 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 Oldsmar Country.

Best Buy
Buyers who want an established Oldsmar location and are prepared to evaluate each home on its own age and condition rather than assume neighborhood-wide consistency.
Biggest Risk
The century-wide construction span means condition variance is high — the same address on paper can mean very different systems, roofs, and layouts.
Sweet Spot
Homes near the median size and vintage, where updates have kept pace with age, tend to offer the most straightforward value comparison.
Avoid If
Skip this one if you're counting on shared amenities — none are identified in current listings, so any recreational draw has to come from elsewhere.

Age Spread Sets the Terms

The single most useful number in this snapshot is the year-built range: 1925 to 2023. A neighborhood with a spread that wide isn't one story, it's several — early- to mid-century homes sitting alongside recent construction or major renovations. The median year built of 1960 tells you where the center of mass sits, but any given listing could fall decades to either side of that, and that gap is exactly where negotiating room and inspection scrutiny both live.

At a median of 1,775 square feet, homes here are neither compact nor sprawling — a workable footprint that keeps the housing stock relatively comparable on size even as construction era varies widely. With no community amenities identified from current listings, whatever appeal a given home carries here is about the house and the lot, not a clubhouse or shared recreation package.

The location and the amenities are priced into every listing in Oldsmar Country. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a market where the same neighborhood contains a 1920s home and a 2020s build, generic comps mislead. We pull the actual permit and renovation history on individual properties in Oldsmar Country before we talk price, so sellers aren't underpricing a fully updated home against older stock, and buyers aren't overpaying for a dated one assuming it's turnkey.

Oldsmar Country in 15 seconds.

Best forBuyers who want an established Oldsmar location and are prepared to evaluate each home on its own age and condition rather than assume neighborhood-wide consistency.
Biggest advantageThe ownership stability implied by a majority-homestead base suggests a market less driven by rapid resale churn.
Biggest riskThe century-wide construction span means condition variance is high — the same address on paper can mean very different systems, roofs, and layouts.
Sweet spotHomes near the median size and vintage, where updates have kept pace with age, tend to offer the most straightforward value comparison.
Avoid ifSkip this one if you're counting on shared amenities — none are identified in current listings, so any recreational draw has to come from elsewhere.

HOA, CDD & Fees

In short
  • HOA status not on record. Verify any dues before you offer
  • 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 Oldsmar Country sales matched to your home.

What is your Oldsmar Country home worth?

Get a no-obligation home value based on real comparable sales in Oldsmar Country, 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 Oldsmar →

Real comps, not an automated estimate.
Buyers focused on an established Oldsmar location who are comfortable vetting individual home age and renovation historyExcellent fit
Buyers seeking a mid-sized home footprint without paying for amenity infrastructure they won't useExcellent fit
Sellers with a well-updated older home who want it distinguished from unrenovated stock nearbyExcellent fit
Buyers who want new-construction consistency across an entire neighborhoodProbably not
Buyers who prioritize a community clubhouse, pool, or organized recreation amenitiesProbably not
Buyers unwilling to budget for inspection contingencies on a pre-1960s homeProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 13, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2004 (5 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.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

Common questions about Oldsmar Country

Where is Oldsmar Country?

Oldsmar Country is a community in Oldsmar, Pinellas County, Florida, ZIP 34677.

Are there homes for sale in Oldsmar Country right now?

No active listings inside Oldsmar Country at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Oldsmar Country have an HOA or CDD?

No HOA is on record for Oldsmar Country in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

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

Oldsmar Country Club Estates0.0 mi away · median $357K, 10 sales/12 moOCOldsmar Country Club Estates S0.4 mi awayEstuary Of Mobbly Bay0.4 mi away · median $1.24M, 4 sales/12 moTHTampashores Hotel Plaza0.4 mi awayTampashores Bay0.5 mi away · median $465K, 5 sales/12 mo

Browse all neighborhood guides →

Talk to a Local Oldsmar Country Expert
Call Get Listings

Oldsmar Country Market Scorecard

No active listings

Oldsmar Country is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$140,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

Typical home value in the 34677 ZIP is $368,055, about 13.6% below the Florida norm (Zillow Home Value Index).

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

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