Explore Oldsmar Communities

Oldsmar Neighborhoods & Subdivisions

Use the community directory on this page to narrow your search, then compare ownership costs, location, rules and property condition before deciding which Oldsmar neighborhood fits.

Neighborhood fit

How Oldsmar Communities Differ

Oldsmar is not one uniform market. Established detached-home neighborhoods, gated communities and attached-home developments can differ substantially in maintenance, association responsibilities, parking, lot size and day-to-day feel.

Start With Your Routine

Compare access to work routes, shopping and recreation with the space, privacy and maintenance level you want. A convenient location is only useful when the property type also fits how you plan to live.

Compare The Full Ownership Picture

Look beyond the asking price to association obligations, exterior maintenance, insurance, flood information and the condition of private and shared improvements.

Use The Directory As A Starting Point

The community pages below help narrow the map. Availability changes, so verify current listing status, exact boundaries and property details before relying on any individual page.

What to check

What I Would Verify Before Choosing A Community

For a specific Oldsmar property, I would confirm the items that can materially change cost, usability and resale:

  • Association dues, budgets, available reserve information and approved or discussed assessments, when an association applies.
  • Recorded rules for rentals, pets, parking, vehicles and exterior changes.
  • Flood information, insurance options and property condition for the exact address.
  • Who maintains the roof, exterior, grounds, roads and shared amenities.
  • Recent comparable sales and current listing activity inside the community.

Search Oldsmar by Subdivision

Oldsmar has a slower pace than other cities in Pinellas County, and the residents like it that way. Tree-lined streets from downtown to shoreline of Old Tampa Bay pay homage to the city's original design. Many areas of Oldsmar are upscale, gated communities, including much of East Lake Woodlands, a popular community that spans multiple cities. Enjoy access to shopping and nightlife while still being close to nature in the hidden gem that is Oldsmar.

Below you will find all the subdivisions and condo communities in Oldsmar. Should you have any questions, wish to schedule a showing, or would like us to list your Oldsmar property for sale, please use one of the contact forms on the website, call (727) 858-7882 or email Adi [email protected]. We look forward to working with you in this beautiful city.

Questions About Oldsmar Neighborhoods?


Subdivisions & Condo Communities in Oldsmar


  • Bay Arbor

    Bay Arbor is a gated Oldsmar neighborhood of detached homes developed around 1999–2001. Many houses offer three or more bedrooms, and the community includes a shared...

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    • MED. selling price

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  • Bayside Terrace

    Bayside Terrace is an Oldsmar townhome community near Tampa Bay and State Road 580. Recent listings show larger attached layouts than many older Pinellas condo...

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    • MED. selling price

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    • Active Listings

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  • East Lake Woodlands

    East Lake Woodlands is a large Oldsmar community with several distinct sections, so a condo here can feel quite different from a single-family home a few streets away....

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    • MED. selling price

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    • Active Listings

    • Recent Sales
  • Eastlake Oaks

    Eastlake Oaks is a single-family neighborhood in Oldsmar, with homes dating from the late 1990s into the early 2000s. Recent sales include three- and four-bedroom houses...

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    • MED. selling price

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  • Emerald Bay

    Emerald Bay is a townhome community in Oldsmar with two- and three-bedroom homes. Past sales show homes built from the early 1990s into the early 2000s, many with two full...

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    • MED. selling price

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    • Active Listings

    • Recent Sales
  • Estuary of Mobbly Bay

    Estuary of Mobbly Bay is a small Oldsmar neighborhood of large detached homes, with construction dating mainly from the 2000s into the early 2010s. The setting near Mobbly...

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    • MED. selling price

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  • The Fountains at Cypress Lakes

    The Fountains at Cypress Lakes is a single-family neighborhood in Oldsmar developed mainly from 1995 to 1997. Homes on Fountainview Circle and Lake Cypress Circle include...

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    • MED. selling price

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  • Gull Aire Village

    Gull Aire Village is a deed-restricted 55+ community in Oldsmar. Its association says the neighborhood has 606 residences, including manufactured and site-built homes, so...

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    • MED. selling price

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  • Harbor Palms

    Harbor Palms is an established Oldsmar neighborhood with many detached homes built in the 1970s. Two-, three- and four-bedroom houses appear around Driftwood Circle and...

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    • MED. selling price

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  • The Manors of Forest Lakes

    The Manors of Forest Lakes is a detached-home neighborhood in Oldsmar with several phases. Properties on Lakeview Drive and Jacaranda Drive show the range of homes within...

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    • MED. selling price

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  • The Preserve at Cypress Lakes

    The Preserve at Cypress Lakes is an Oldsmar neighborhood of detached homes developed around the late 1990s. Its single-family layout offers a different feel from nearby...

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  • Seaside Estates

    Seaside Estates is an Oldsmar townhome community built in the early 2000s. Homes around Brent Circle include three-bedroom layouts with attached-home convenience rather...

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  • Shoreview

    Shoreview is an established Oldsmar neighborhood of detached houses, with many homes dating to the 1980s and later construction mixed in. Listings on Timber Bay Circle...

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    • MED. selling price

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  • Sun Ketch Townhomes

    Sun Ketch Townhomes at Cypress Lakes is an Oldsmar attached-home community from the late 1990s. Its townhouses provide a different option from the detached Cypress Lakes...

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  • Tuscany Woods

    Tuscany Woods is a gated Oldsmar townhome community developed in the mid-2010s. Two-story, three-bedroom layouts appear in recent listings on Tuscan Lane, with Cypress...

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  • The Woods at Forest Lakes

    The Woods at Forest Lakes is an Oldsmar single-family neighborhood with larger homes built mainly from the 1990s into the 2000s. Past listings include substantial floor...

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