Bayside Meadows
Homes for Sale in Oldsmar, FL

All 172 homes for sale in Oldsmar, FL · median $342,450 · 131 homes for sale in 34677 · Pinellas County homes for sale

Community in Oldsmar · Pinellas County · ZIP 34677
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Built fromLive Stellar MLS data21 years of closingsUpdated twice daily

As of September 2026, the MLS records 7 closed sales in Bayside Meadows Sec in Oldsmar, FL since 2005, the most recent in November 2023. 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).

Part of the Bayside Meadows Ph Ii master-planned community in Oldsmar, FL — see all Bayside Meadows Ph Ii homes for sale (4 listings across 6 villages and sections in the MLS).

Part of Bayside Meadows Ph Ii, Oldsmar, FL — see all Bayside Meadows Ph Ii homes for sale (4 listings across 4 sections in the MLS).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Bayside Meadows Sec is an older Oldsmar pocket, with a median year built of 1983 inside a broader 1980 to 2017 range, so most of what trades here is original-era construction with a handful of newer or heavily renovated homes mixed in. That spread is what drives value more than anything else: two houses of similar size can land in very different condition and price simply based on how much of the original systems and finishes remain versus what's been updated.

With a median living size of 1,263 square feet, this is a community of modest, efficient floor plans rather than larger-format homes, and roughly two-thirds of owners carry a homestead exemption, pointing to longer hold periods rather than frequent turnover. For a buyer, that means fewer listings to choose from at any given time and a real premium on homes that have already had the major updates done. For a seller, documented renovation work is what separates a quick, clean sale from a property that lingers while buyers price in deferred maintenance.

Nearby homes for sale

No active listings inside Bayside Meadows Sec 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.

2005 HUDSON CT
$300K · 0.0 mi away
2 bd · 1 ba · 1,170 sqft
2005 HUDSON CT
Listed by FUTURE HOME REALTY INC
2013 DOVER COURT
$291K · 0.1 mi away
2 bd · 2 ba · 1,251 sqft
2013 DOVER COURT
Listed by RE/MAX ELITE REALTY
2034 MONTEGO COURT
$215K · 0.1 mi away
1 bd · 1 ba · 1,024 sqft
2034 MONTEGO COURT
Listed by RE/MAX ELITE REALTY
2009 PEPPERTREE COURT
$355K · 0.1 mi away
3 bd · 2 ba · 1,233 sqft
2009 PEPPERTREE COURT
Listed by CFRP REALTY LLC
56 PELICAN DRIVE
$190K · 0.2 mi away
2 bd · 2 ba · 1,196 sqft
56 PELICAN DRIVE
Listed by MAYNARD PROPERTY GROUP LLC
442 EVERGREEN DRIVE
$350K · 0.2 mi away
3 bd · 2 ba · 1,190 sqft
442 EVERGREEN DRIVE
Listed by EXP REALTY LLC

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

The 60-Second Overview

Bayside Meadows Sec is a compact, established section of Oldsmar in Pinellas County with 166 homes, most built in the early-to-mid 1980s on a mix of original and later floor plans.

Stellar MLS sales records identify 174 homes in Bayside Meadows that have changed hands since 2004, built between 1979 and 2017 (median 1981), with a median living area of about 1,216 sq ft and a typical 2-bedroom, 2-bath layout; 67% 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 wanting a smaller, easier-to-maintain home rather than a large footprint
  • Buyers comfortable evaluating renovation history and system age on an older-vintage home
  • Buyers who value an established Oldsmar location over on-site community amenities

Probably not for

  • Buyers who want guaranteed access to community amenities as part of the purchase
  • Buyers seeking a larger floor plan well above the neighborhood's typical size
  • Buyers who want a single consistent construction era with minimal condition variance

The market around Bayside Meadows

Bayside Meadows 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 Bayside Meadows specifically. Momentum Research analysis of MLS records.

If we were buying in Bayside Meadows 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 Bayside Meadows.

Best Buy
Buyers looking for a smaller, established Oldsmar home rather than a large-format or new-build floor plan.
Biggest Risk
Condition variance is wide, given a build range stretching from 1980 to 2017, so age and updates must be verified home by home.
Sweet Spot
A well-maintained or updated home near the median size and vintage, priced to reflect its actual renovation history.
Avoid If
You need on-site community amenities, since none are currently identified from MLS listings here.

Condition Does the Talking

With a median year built of 1983 and a range that stretches out to 2017, this community isn't uniform in age the way a single-phase subdivision would be. That matters for anyone comparing listings side by side: age alone won't tell you what you're getting, and two homes a few doors apart can be at very different points in their renovation cycle. Buyers should expect to do real diligence on roof, HVAC, and plumbing age rather than assume the neighborhood sets a single standard.

The median living area of 1,263 square feet puts this squarely in the smaller-footprint category for the area, which tends to appeal to buyers prioritizing a manageable home over maximum square footage. No community amenities have been identified from current MLS listings, so this is a location built around the home itself and its setting in Oldsmar rather than shared recreational infrastructure — worth confirming directly if amenities are a deciding factor for you.

The location and the amenities are priced into every listing in Bayside Meadows. 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 community where two similarly sized homes can differ sharply based on what's been updated and when, we walk every comparable with an eye on condition, not just square footage and year built, so you're not overpaying for a home that looks fine in photos but needs the big-ticket items redone soon after closing.

Bayside Meadows in 15 seconds.

Best forBuyers looking for a smaller, established Oldsmar home rather than a large-format or new-build floor plan.
Biggest advantageEstablished location with a long track record of ownership stability, evidenced by a high homestead share.
Biggest riskCondition variance is wide, given a build range stretching from 1980 to 2017, so age and updates must be verified home by home.
Sweet spotA well-maintained or updated home near the median size and vintage, priced to reflect its actual renovation history.
Avoid ifYou need on-site community amenities, since none are currently identified from MLS listings here.

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 Bayside Meadows sales matched to your home.

What is your Bayside Meadows home worth?

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Real comps, not an automated estimate.
Buyers wanting a smaller, easier-to-maintain home rather than a large footprintExcellent fit
Buyers comfortable evaluating renovation history and system age on an older-vintage homeExcellent fit
Buyers who value an established Oldsmar location over on-site community amenitiesExcellent fit
Buyers who want guaranteed access to community amenities as part of the purchaseProbably not
Buyers seeking a larger floor plan well above the neighborhood's typical sizeProbably not
Buyers who want a single consistent construction era with minimal condition varianceProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2005 (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.

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.

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Common questions about Bayside Meadows

Where is Bayside Meadows?

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

Are there homes for sale in Bayside Meadows right now?

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

Does Bayside Meadows have an HOA or CDD?

No HOA is on record for Bayside Meadows 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 Bayside Meadows with Momentum Realty’s local guides.

Bayside Meadows0.0 mi away · median $260K, 4 sales/12 moSVSheffield Village At Bayside Meadows0.1 mi away · median $226K, 6 sales/12 moSVSheffield Village0.2 mi awayGAGull Aire Village0.3 mi awayGull Aire Village0.3 mi away · 419 homes, built 1972–18, 16 for sale

Browse all neighborhood guides →

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