Whispering Oaks Second Additio
Homes for Sale in Tampa, FL

This is a small, cohesive early-2000s community in unincorporated-feeling Hillsborough Tampa where the homes read as a set — similar age, similar footprint — and the real variable between listings is how much updating each owner has done.

Stellar MLS sales records identify 32 homes in Whispering Oaks Second Additio that have changed hands since 2005, built between 2001 and 2002 (median 2002), with a median living area of about 2,039 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.

Whispering Oaks Second Additio is too small for its own price trend, so here is the market around it.

In ZIP 33614, 170 homes are on the market and 22% are under contract — a steady corner of Tampa.

Across Hillsborough County, 6,274 homes are active and 1,939 pending (24% under contract).

In ZIP 33614 (Tampa), 340 homes closed in the last 12 months at a median of $410K ($268/sq ft), down 0.6% year over year, with a median 34 days on market. Right now 53 active and 16 pending listings put supply at about 5.2 months — a balanced market. See the live ZIP 33614 housing market and the Hillsborough County market.

ZIP and county figures describe the wider market, not Whispering Oaks Second Additio specifically. Momentum Research analysis of MLS records.

• Crestwood-HB · Elementary
• Pierce-HB · Middle
• Leto-HB · High

Zoned schools reflect the assignments reported on recent Whispering Oaks Second Additio listings and can change; always confirm with Hillsborough County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Whispering Oaks Second Additio address.

With every home built between 1999 and 2003, Whispering Oaks Second Addition ages as one unit. That has practical consequences: roofs, HVAC systems, and water heaters across the community are reaching similar service milestones, so the smart move — buying or selling — is to know exactly where a given home sits on those replacement cycles. A home with recent major-system work and a refreshed interior can command a real premium here precisely because the surrounding stock is so comparable.

The high homestead share reinforces the character of the place as a hold-and-live community rather than a trading floor. That supports condition over time — owner-occupants tend to maintain — but it also thins out available inventory. Expect a spread in pricing that reflects condition rather than any wide range in size, and be prepared to move decisively when a home that matches your update expectations comes to market.

In a community this uniform, the edge is in reading condition, not chasing square footage. We help sellers price against the specific updates that separate their home from a near-identical neighbor's, and we help buyers judge where a home sits on its major-system replacement clock before they commit — because in an early-2000s build set, that timing is the whole negotiation.

Listings in this community report association dues of about $90 per month ($1,080 a year) — the median AssociationFee across 8 MLS records, normalised to a monthly figure; most are billed monthly. 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.