Hannah Hillyard

08/09/2026

NEW PRICE on the BEACHFRONT
Now offered at $5,000,000
915 N Shore Drive, Anna Maria

This isn’t just an investment… it’s an experience. And it’s already producing nearly $500,000 a year in income.

https://hannahhillyard.com/properties/915-n-shore-dr-anna-maria-fl-us-34216-mfra4674863

Turn your legacy into something profitable the kids will thank you for and want to grow.

Smart money. Strong returns. A legacy that lasts. Ready to invest in something worth passing down?

🌊DIRECT BEACHFRONT
915 N. Shore Drive Anna Maria, FL

This stunning 4 bed / 4.5 bath coastal retreat delivers the ultimate BEACHFRONT lifestyle plus incredible investment potential

✨ Fully turnkey furnished and beautifully upgraded, this luxury home features:
🏖️ Floor-to-ceiling glass framing unbeatable views of Tampa Bay & the Skyway Bridge
🍽️ Chef’s kitchen with quartz countertops, shaker cabinets & new premium stainless appliances including a gas range
🛌 Four private en-suite bedrooms, each with its own tropical-view balcony
💎 Freshly painted inside & out, new sliders in upstairs bedrooms, landscape lighting, outdoor furnishings & more!

Step outside to your covered poolside lounge or walk just a few steps to the sand. In the evenings, relax with the twinkle of Skyway Bridge lights as your backdrop. 🌅

Call for full rental history, 2025-2027 booking info, or to schedule your private showing of this exceptional beachfront gem.

Hannah Hillyard Group
941-744-7358

07/26/2026

✨ Own the Island Lifestyle ✨
Dreaming of life on Anna Maria Island? This July, we're featuring 4 exceptional properties that showcase the very best of island living.

🏝️ 2 Short-Term Rental Investment Properties – Turn your island dream into an income-producing reality with beautiful homes designed for unforgettable vacations and strong rental potential.

🌊DIRECT BEACHFRONT
915 N. Shore Drive Anna Maria, FL
https://p-9e617ec2-e1b2-427b-9abe-939a8e3ac528.presencepreview.site/properties/915-n-shore-dr-anna-maria-fl-us-34216-mfra4674863

🌊Anna Maria | 4 Plex
107 Pine Avenue Anna Maria, FL

⚓ 2 Stunning Key Royale Waterfront Homes – Experience luxury coastal living with deep-water access, breathtaking views, and the exclusive lifestyle that makes Key Royale one of Anna Maria Island's most sought-after communities.

📍 607 N Point Dr., Holmes Beach Waterfront in Key Royale
https://p-9e617ec2-e1b2-427b-9abe-939a8e3ac528.presencepreview.site/properties/607-north-point-dr-holmes-beach-fl-us-34217-mfra4682874

📍 616 Foxworth Lane , Holmes Beach Waterfront in Key Royale
https://p-9e617ec2-e1b2-427b-9abe-939a8e3ac528.presencepreview.site/properties/616-foxworth-ln-holmes-beach-fl-us-34217-mfra4677576

Whether you're searching for a smart investment, a waterfront retreat, or both, these properties offer a rare opportunity to own a piece of paradise.

📩 Ready to explore these featured homes? Contact us today to schedule a private showing.

📞 Call Hannah Hillyard to schedule your private showing: (941) 744-7358

07/15/2026

🌴Open House Thursday
🚨7/16 from 1PM – 3 PM 🚨
📍 4255 Gulf Dr. #116 | Holmes Beach
💰 PRICE $589,000

https://hannahhillyard.com/properties/4255-gulf-dr-116-holmes-beach-fl-us-34217-mfra4657522

Just ONE block to the beach 🌊✨
This 2️⃣ bed / 2️⃣ bath condo with a flex room at Island Village Community comes with:

🏊‍♂️ 2 pools
🎾 2 tennis courts
🚗 2 under building parking spots
🏠 Newer roof
💸 HOA
Beach life starts here 😎

📞 Call me for a showing today!
Hannah Hillyard
941-744-7358

06/30/2026

🌊OPEN HOUSE on the BEACHFRONT | WEDNESDAY 7/1 | 1-3pm
✨NEW PRICE $5,150,000
915 N Shore Drive, Anna Maria

https://hannahhillyard.com/properties/915-n-shore-dr-anna-maria-fl-us-34216-mfra4674863

This isn’t just an investment… it’s an experience. And it’s already producing nearly $500,000 a year in income.

Turn your legacy into something profitable the kids will thank you for and want to grow.

Smart money. Strong returns. A legacy that lasts. Ready to invest in something worth passing down?

🌊DIRECT BEACHFRONT
915 N. Shore Drive Anna Maria, FL

This stunning 4 bed / 4.5 bath coastal retreat delivers the ultimate BEACHFRONT lifestyle plus incredible investment potential

✨ Fully turnkey furnished and beautifully upgraded, this luxury home features:

🏖️ Floor-to-ceiling glass framing unbeatable views of Tampa Bay & the Skyway Bridge

🍽️ Chef’s kitchen with quartz countertops, shaker cabinets & new premium stainless appliances including a gas range

🛌 Four private en-suite bedrooms, each with its own tropical-view balcony

💎 Freshly painted inside & out, new sliders in upstairs bedrooms, landscape lighting, outdoor furnishings & more!

Step outside to your covered poolside lounge or walk just a few steps to the sand. In the evenings, relax with the twinkle of Skyway Bridge lights as your backdrop. 🌅

Call for full rental history, 2025-2027 booking info, or to schedule your private showing of this exceptional beachfront gem.

Hannah Hillyard Group
941-744-7358

06/29/2026

🌴Open House Today | Monday
🚨6/29 from 1PM – 3 PM 🚨
📍 4255 Gulf Dr. #116 | Holmes Beach
💰 NEW PRICE $589,000

https://hannahhillyard.com/properties/4255-gulf-dr-116-holmes-beach-fl-us-34217-mfra4657522

Just ONE block to the beach 🌊✨
This 2️⃣ bed / 2️⃣ bath condo with an air-conditioned flex room at Island Village Community comes with:

🏊‍♂️ 2 pools
🎾 2 tennis courts
🚗 2 under building parking spots
🏠 Newer roof
💸 HOA $1,040 month

Beach life starts here 😎

📞 Call me for a showing today!
Hannah Hillyard
941-744-7358

06/27/2026

🌴Open House on the waterfront in Key Royale!
SUNDAY 6/28 from 1-4 pm
🌴 616 Foxworth Lane | Key Royale
3 bed | 3.5 baths | Canal front home
NEW PRICE $2,095,000

https://hannahhillyard.com/properties/616-foxworth-ln-holmes-beach-fl-us-34217-mfra4677576

Waterfront Living at Its Finest!

Why you’ll love it:
• Newly remodeled canal-front home in the coveted Key Royale community
• Oversized 11,543 sq ft lot — room to relax, entertain, and soak up island life
• 3 bedrooms + 3.5 baths, including a dreamy and spacious primary suite

🍽️ Kitchen goals:
• Chef-inspired design with wood cabinetry & quartz countertops
• Gas range, wall oven & oversized island
• Wet bar + wine fridge = effortless entertaining

🌞 Indoor–outdoor vibes:
• Walls of sliders flood the home with natural light
• Seamless flow to your private outdoor oasis
• Screened lanai for lounging in sun or shade

🏝️ Resort-style living:
• Sparkling pool
• Lush tropical landscaping + peaceful canal views
• Primary suite with soaking tub, walk-in shower and outdoor shower
🚿
🚤 Boater’s dream:
• Private dock with electric & water
• 10,000 lb Boat lift
• Quick access to Tampa Bay & open water

🚲 Island lifestyle perks:
• Short stroll or bike ride to sugar-sand beaches
• Close to island dining, shopping & local favorites
• Key Royale clubhouse + 9-hole golf course ⛳

Bring your boat, fishing poles, golf clubs, and flip-flops — this is the island life you’ve been waiting for 🌊✨

A rare opportunity to own a true slice of waterfront paradise.

Call for a private showing today!
HannahHillyard.com
941-744-7358

Estate agent

06/27/2026

🏝 OPEN HOUSE | SUNDAY | JUNE 28 | 1pm–4pm
📍 607 N Point Dr., Holmes Beach Waterfront in Key Royale
💰 Offered at $1,795,000
https://hannahhillyard.com/properties/607-north-point-dr-holmes-beach-fl-us-34217-mfra4682874

Experience waterfront island living in the beautiful Key Royale community on Holmes Beach, located on stunning Anna Maria Island.

This beautifully remodeled, elevated canal-front home is offered turnkey furnished and features:
✨ 3 Bedrooms | 2 Bathrooms
✨ Nearly 2,000 sq ft of living space
✨ Bright open layout with updated finishes
✨ Waterfront canal views

🚤 Boater’s dream:
• Long private dock
• 12,000-lb boat lift
• Direct access to Tampa Bay and the Gulf of Mexico

Located in the exclusive North Point Harbour section of Key Royale, this well-maintained home is perfect for enjoying the ultimate Florida island lifestyle.

📞 Call Hannah Hillyard to schedule your private showing:
(941) 744-7358

06/24/2026

🌊 A Rare Beachfront Opportunity on Anna Maria's Coveted North End
📍 915 N. Shore Drive | Anna Maria, Florida
💎 Offered at NEW PRICE $5,150,000

Positioned directly on one of Florida's most coveted stretches of beachfront, this exceptional coastal residence presents a rare convergence of lifestyle and investment performance.

📈 Nearly $500,000 in rental income for 2025, with future reservations already secured into 2026-2027, offering immediate income while preserving ownership of an increasingly irreplaceable asset.

🏡 4 Bedrooms | 4.5 Bathrooms | Direct Beach Frontage

The world's most coveted properties aren't valuable simply because of what they earn today. They're valuable because there will never be more of them tomorrow.

This exceptional luxury vacation home offers the rare combination of lifestyle and investment performance—producing nearly $500,000 in annual revenue while providing ownership of a truly irreplaceable asset.

The numbers matter.

But the long-term opportunity matters even more.

Twenty years from now, the families who own the most desirable real estate will be talking about the decision they made to secure a beachfront legacy asset when they had the chance.

The most valuable real estate is rarely defined by today's returns alone.

It is defined by what cannot be replicated:

✨ Unparalleled location
🌴 Limited supply
📊 Enduring demand
🏛️ Tax-efficient ownership opportunities
📈 Long-term appreciation potential

The world's most discerning investors understand that exceptional waterfront real estate serves as both a lifestyle asset and a cornerstone of generational wealth.

🌅 Whether enjoyed as a private retreat or held as a strategic real estate asset, 915 N. Shore Drive offers the privilege of owning a piece of coastline that future generations cannot recreate.

🔑 For confidential details or a private viewing:
Hannah Hillyard
📞 941.744.7358

06/11/2026

✨ OPEN HOUSE Thursday and Friday 6/11 & 6/12
✨1PM - 3PM
6005 Gulf Drive Unit #219
✨Playa Encantada Condominiums
💰NEW PRICE - $695,000

https://hannahhillyard.com/properties/6005-gulf-dr-219-holmes-beach-fl-us-34217-mfra4689996

💼Coastal Luxury. Income Potential
🏝️Turnkey. Profitable. Effortless.

• 🛏️ 2 Bedrooms | 🛁 2 Bathrooms Fully furnished & move-in ready
• 🌊 Prime beachfront community with private beach access just steps away
• 📅 2-week minimum rental policy = exceptional short-term income potential
• ☀️ Southern exposure with serene views over the tennis courts

• 🍽️ Designer kitchen with quartz countertops & stainless-steel appliances (2023)
• 🥂 Spacious double oven + open-concept layout made for entertaining
• 🛋️ Crown molding & tile flooring throughout for a refined finish

• 🛌 Primary suite retreat with walk-in closet & spa-style walk-in shower
• 🌿 Expansive covered lanai with lush tropical views & stunning skies

• 🎾 Resort-style amenities: heated pool & spa, tennis & pickleball courts, shuffleboard
• 🚗 Covered parking + private storage + elevator access
• 🧺 In-unit washer & dryer
🔥 Tankless water heater
❄️ A/C (2021)

💰 Whether you're building your portfolio or securing the perfect vacation getaway, this property delivers luxury + income in one exceptional package.

Call for your private showing today!
Hannah Hillyard
941-744-7358

📍 Experience the best of Florida beachfront living. 🌴✨

06/10/2026

SUCESSFULLY SOLD! Anna Maria Island
4503 Gulf Dr. Holmes Beach
Sold for 100% of list price! $919,000

A huge congratulations to my amazing sellers and the wonderful buyers on this incredible investment property. It’s always an honor to assist buyers and sellers achieve something so special in such a sought-after location.

If you’ve been thinking about creating generational wealth and buying or selling on Anna Maria Island, I’m dedicated to helping you find the perfect island home and making the process seamless from start to finish 🌊🔑

Ready to buy or sell? Let's have a conversation!
Hannah Hillyard
941-744-7358
https://hannahhillyard.com/