Cross Pointe
Homes for Sale in Oldsmar, FL

Cross Pointe market snapshot (as of September 12, 2026): the median sale price is about $770K ($295 per sq ft over the trailing 12 months of closed sales), a median 38 days on market for closed sales, and 8.0 months of supply, a buyer-leaning market. The trailing-12-month median is down 3% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).

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.

Built out mostly in the 1990s with a median construction year of 1993, Cross Pointe Oldsmar pairs larger-format homes - a median of 2,937 square feet - with a guard-gated, golf-adjacent setting that has kept turnover low and current inventory essentially nonexistent.

• Pinellas County Schools (verify by address) · Public
• Confirm zoned elementary, middle, and high · By address
• Magnet and choice options may apply · Choice

Zoned schools reflect the assignments reported on recent Cross Pointe 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 Cross Pointe address.

The homes here were built between 1991 and 2003, putting the community solidly in its third-plus decade, with a median build year of 1993. Living space runs large for the area at a median of 2,937 square feet, which points toward multi-generational floor plans and homes built for extended living rather than starter-size footprints.

An 88.1% homestead share tells you this is a community of owner-occupied homes rather than a rental-heavy or investor-driven pocket, which lines up with the deed restrictions, buyer-approval requirement, and guard-gated access. The amenity set - golf, tennis, a fitness center, clubhouse, pool, and an on-site restaurant - is substantial for a 159-home footprint, and the special community restrictions and secured garage/parking add another layer of structure buyers should understand before writing an offer. As always, confirm current amenities and access rules directly with the HOA, since MLS-reported amenities can lag real-world changes.

With zero active listings and only one closing in the recent window, finding out about a Cross Pointe listing before it hits wide circulation is the whole game. We track this community closely enough to flag movement early, and we know the HOA's buyer-approval process and deed restrictions well enough to help you move through them without losing time on a scarce listing.

Listings in this community report association dues of about $142 per month ($1,704 a year) - the median AssociationFee across 10 MLS records, normalised to a monthly figure; most are billed twice a year. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.