Whispering Oaks Second Additio
Homes for Sale in Tampa, FL
All 3,753 homes for sale in Tampa, FL · median $435,520 · 136 homes for sale in 33614 · Hillsborough County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of October 2026, Whispering Oaks Second Additio in Tampa, FL has 2 homes for sale. Homes listed or recently sold were built 2002–2002; 4 of 4 report an HOA (median $90/mo); none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 36 ft).
Whispering Oaks Second Addition is a tight, single-vintage pocket in Tampa — 161 homes built inside a narrow 1999 to 2003 window, with a median build year of 2001. When a community moves this uniformly, price is driven far less by floorplan or square footage than by condition and updates. The bones are broadly the same across the street; what separates one closing from the next is whether the kitchen, systems, and roof have been touched since the original build. Median living space sits around 2,263 square feet, so you are shopping a fairly consistent envelope and paying for what has been done inside it.
The other structural fact worth reading is the 80.1% homestead share — the large majority of these homes are owner-occupied primary residences, not rentals or short-term holds. That tends to mean tightly held inventory and turnover that comes from life changes rather than investor churn. For a seller, a well-updated home stands out in a uniform field. For a buyer, patience matters: with few homes trading at any given moment, you are waiting for the right condition to surface rather than choosing from a deep menu.
Figures in this note are as of July 14, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Whispering Oaks Second Additio right now
🟢 Buyer-leaning market. 24.0 months of supply and 33% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 20, 2026. Confidence: Low (3 active and pending listings, 0 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 20, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
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.
County records show 4 qualified sales in Whispering Oaks Second Additio across 2024–2025 (3 in 2024, 1 in 2025), median $490,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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.
The setting & the homes.
Aerial and on-site photos of Whispering Oaks Second Additio. Swipe to explore the community.
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Whispering Oaks Second Additio
Whispering Oaks Second Additio
Whispering Oaks Second Additio
Whispering Oaks Second AdditioPhotos from Stellar MLS listings in Whispering Oaks Second Additio; content deemed reliable but not guaranteed.
Who Whispering Oaks Second Additio is best for.
Best for
- Buyers seeking a primary residence around 2,263 square feet who value a settled, owner-occupied setting
- Buyers who will do the diligence on roof and system age and are comfortable pricing accordingly
- Long-hold buyers, not short-term flippers, given the low-turnover character of the community
Probably not for
- Buyers who need a broad menu of listings to choose from at any given moment
- Investors chasing high rental turnover, given the heavily owner-occupied makeup
- Buyers wanting new construction or a floorplan much larger than the community's consistent envelope
The market around Whispering Oaks Second Additio
Whispering Oaks Second Additio is too small for its own price trend, so here is the market around it.
In ZIP 33614, 161 homes are on the market and 22% are under contract — a steady corner of Tampa.
Across Hillsborough County, 6,324 homes are active and 1,810 pending (22% under contract).
In ZIP 33614 (Tampa), 349 homes closed in the last 12 months at a median of $410K ($270/sq ft), down 0.6% year over year, with a median 34 days on market. Right now 55 active and 16 pending listings put supply at about 4.8 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.
Homes For Sale Right Now in Whispering Oaks Second Additio
Live MLS inventory for Whispering Oaks Second Additio. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Whispering Oaks Second Additio listings as of 2026-10-19, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2025. Tap any home to ask about it.
Whispering Oaks Second Additio on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Schools
- Hillsborough County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- 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.
Shop the zone: Homes zoned for Leto-Hb High School
The Whispering Oaks Second Additio buying strategy.
If we were buying in Whispering Oaks Second Additio today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Whispering Oaks Second Additio.
A single-vintage enclave where updates set the price
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.
The location and the amenities are priced into every listing in Whispering Oaks Second Additio. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
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.
Whispering Oaks Second Additio in 15 seconds.
What it really costs to own in Whispering Oaks Second Additio
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $90/month across 3 MLS listings (most billed monthly; 2026-10-20). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Hillsborough County is $1,816/yr (6,518 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 2002 across 3 listings. An original roof here would be about 24 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Whispering Oaks Second Additio
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Whispering Oaks Second Additio
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Whispering Oaks Second Additio will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $90/month (about $1,080/yr) · median of 3 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $90 per month ($1,080 a year) — the median AssociationFee across 3 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, 2026-10.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Whispering Oaks Second Additio buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Whispering Oaks Second Additio sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Whispering Oaks Second Additio, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Whispering Oaks Second Additio home worth?
Get a no-obligation home value based on real comparable sales in Whispering Oaks Second Additio, 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 Tampa →
| Location | Tampa, Hillsborough County, FL · ZIP 33614 |
|---|---|
| Homes in the community | 120 (FL DOR 2025 assessment roll) |
| Years built | 2001–2003 (median 2002) |
| Typical living area | 2,272 sq ft (median) |
| Amenities listed by sellers | Gated |
| For sale right now | 2 active, 1 pending · median asking $515,000 · 24.0 months of supply |
| Owner-occupied (homestead) share | 78% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Whispering Oaks Second Additio key facts,” movewithmomentum.com/neighborhoods/whispering-oaks-second-additio, data as of September 20, 2026.
Housing distress & ownership in Whispering Oaks Second Additio, Tampa
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period October 2026 through October 2026. Deemed reliable but not guaranteed.
Just listed in Whispering Oaks Second Additio
The newest homes for sale in Whispering Oaks Second Additio right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 4756 Whispering Wind Avenue $520,000 · 4 bd · 2 ba · 2,083 sq ft · 89 days on market Courtesy of 54 REALTY LLC
- 4789 Whispering Wind Avenue $499,900 · 3 bd · 2 ba · 2,122 sq ft · 182 days on market Courtesy of EZ CHOICE REALTY
Checked against the MLS Oct 20, 2026. All new listings in this market.
Every Home for Sale in Whispering Oaks Second Additio Right Now (3)
All 3 active and pending Whispering Oaks Second Additio listings with a detail page, newest first, refreshed twice a day from the MLS.
- 4756 Whispering Wind Avenue · $520,000 · 4 bd / 2 ba · listed Jul 23, 2026 · listed by 54 Realty Llc
- 4789 Whispering Wind Avenue · $499,900 · 3 bd / 2 ba · listed Jul 22, 2026 · listed by Ez Choice Realty
- 4761 Whispering Wind Avenue · $499,900 · 3 bd / 2 ba · pending · listed Jul 22, 2026 · listed by Redfin Corporation
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Whispering Wind Avenue (28 homes on record)
21% of homes for sale in ZIP 33614 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-20).
Frequently Asked Questions
Is Whispering Oaks Second Additio a buyer's or seller's market right now?
How many homes are in Whispering Oaks Second Additio?
What share of Whispering Oaks Second Additio is owner-occupied?
When were the homes in Whispering Oaks Second Additio built?
Who is the best real estate agent for Whispering Oaks Second Additio?
How do I find a top Tampa real estate agent who knows Whispering Oaks Second Additio?
Can Momentum Realty connect me with an agent for Whispering Oaks Second Additio?
Where is Whispering Oaks Second Additio, and what county is it in?
Should you buy in Whispering Oaks Second Additio?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 19, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 33614)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2006 (15 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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