After you review the initial setup, please call or email with feedback so that we may provide final refinements to best focus the filtering on exactly what you are looking for.
We will also update you on our “Home Hunter” service, where we find off market properties, not listed or on the internet in specific areas – we’ll talk more about that!
Keith & Yamil 727.460.2687 keithwinn@winnteamrealtors.com yamilwinn@winnteamrealtors.com
Let’s continually adjust the below “Must’s” and “Nice to Have’s” as you learn more about our area and options!
Your Exclusive Search: Two PathsWe Love to help save you time and energy by providing custom, focused searches that will evolve with you as you further refine your “Must’s” and “Nice to Have” lists. We understand that finding the right home is as much about location and lifestyle as it is about the property itself.
Our search strategy is laser-focused on matching your desire for an upgrade with your needs, especially those of Kai (48 lbs. and a certified therapy dog!).
Primary Focus: Condominiums (Most Likely Path)You are looking for a condo that offers a significant upgrade from your current 775 sq. ft. Regatta Beach Club unit.
Property Specs: **2 Bedrooms, 2 Bathrooms, 1,000–1,500 sq. ft.**
Key Consideration: The **48 lb. weight of Kai** will heavily influence which condo buildings we target, as many beachfront and Island Estates buildings have strict weight restrictions (e.g., 20 lbs. or 25 lbs.). We will focus intensely on properties with a 50 lb. minimum limit.
Secondary Focus: Single Family HomesYour interest here is in exploring “what is out there and is anything a low maintenance house that checks our boxes?”
Strategy: We will prioritize listings within **”maintenance-Free”** homes, which typically require less lawn care, landscaping, and exterior upkeep. This allows you to enjoy the benefits of a single-family home (yard for Kai, privacy) without the constant chore of property maintenance.
Target Search Areas| Category | Primary Focus Areas | Secondary/Inland Options |
|---|---|---|
| **Beachfront/Island** | Pinellas Beaches (General) | Island Estates (Clearwater), Clearwater near the Causeway |
| **Coastal/Mainland** | Sand Key (Clearwater), Honeymoon Island Causeway | Dunedin, Safety Harbor |
| **Suburban/Inland** | Palm Harbor, East Lake Woodlands |
**Next Step: Prioritize and Execute**We compiled below a personalized “Hot List” of properties, organized by area and type that meet your criteria. After you review this information, it will be important for us to listen to your feedback so we can further fine tune the searches. As we learn your tastes, we will invest the leg work to reach out to those communities and personally obtain direct confirmation of their dog policies.
Kai's Status: YES - Max 50 lbs.
Size/Sq Ft: Floor plans exist from **950 to 1,500 sq. ft.**.
Current Listings: **High Probability.** Several 2/2 units are actively listed in your range, including a **1,500 sq. ft.** unit for **$499,000** and a **1,150 sq. ft.** unit for **$479,000**.
Note: Located on Island Estates with resort amenities and slips available.
Kai's Status: YES - Max 100 lbs.
Size/Sq Ft: Floor plans generally start **above 1,500 sq. ft.**, up to 2,800 sq. ft.
Current Listings: Units available, but may be slightly larger/higher-end than 1,500 sq. ft. A **1,653 sq. ft.** unit was recently pending for **$669,000**.
Note: One of the few Island Estates condos allowing two large pets, ideal for Kai. Offers a higher-end experience.
Kai's Status: YES - 2 Pets up to **50 lbs TOTAL**.
Size/Sq Ft: **Floor plans are generally larger** (starting around 2,300 sq. ft.).
Current Listings: Units are listed in the **$2M+ range**, but the allowance for Kai confirms it as a rare pet-friendly beach option.
Note: A newer (2005) beachfront luxury tower. We are monitoring for a rare smaller floor plan or potential new inventory.
Kai's Status: BORDERLINE - Max 40 lbs. TOTAL.
Strategy: Kai is **8 lbs over** the 40 lb. limit. Because he is a **certified Therapy Dog**, **Your Home Sold Guaranteed - Winn Team** is initiating a direct inquiry with the association/management to explore a possible exception, as his training is a strong mitigating factor.
Listings: Will search immediately upon confirmation of policy status.
While the condo hunt is focused on the very specific, pet-friendly coastal buildings above, our next phase will shift to **Single Family Homes** in the **Dunedin, Safety Harbor, Palm Harbor, and East Lake Woodlands** areas. This ensures we cover your "lower maintenance" request and have backup plans that are more flexible for a larger dog.
Sunset Park Summary.
South Tampa is a very special area. There are many families who have owned their homes for generations and an amazing influx of new people from around the world.
The bayshore drive is a unique bayfront 4.5 mile walkway, there is close proximity to downtown Tampa – the sports, plays, restaurants.
There is family fun in South Tampa, yet with greater congestion, smaller parks and an hour to the Gulf Coast beaches.
Our friends and clients that live in South Tampa, gladly accept the trade-offs.
Adjacent to Sunset Park – is the larger area of “South Tampa” – the below search extends the search to include all of South Tampa.
There are many small neighborhoods worth a look !
Our “Top Tips on Where to Look for Relocating Families”:
To be convenient to the Beach, within a 30 minute drive – means Pinellas County.
This is the peninsula, just west of Tampa. Safety Harbor, Palm Harbor, Dunedin, St. Petersburg, Countryside and many others comprise Pinellas County.
