Sarasota's Premier Homes

4307 GULF DRIVE 103

HOLMES BEACH , FL 34217

MLS#: A4631337

$569,900

Status: Active
Listing number: A4631337
Listing provided by: WAGNER REALTY
Listing agent phone: None
Last update: 8 days ago
On site: 7 months ago
Browse Properties
CAYMAN CAY VILLAS - Residential

Property

Beds

2

Full Baths

2

1/2 Baths

None

Year Built

1974

Sq.Footage

1,027

HUGE PRICE DROP - MOTIVATED SELLER - Welcome to Cayman Cay located in Holmes Beach on Beautiful Anna Maria Island! This unit stood firm during the 2024 Hurricane Season.  Unit 103 is a first-floor unit, but was never damaged as the three hurricanes passed through Anna Maria Island.  The condo is a GOOD INVESTMENT as well as an EXCELLENT VACATION HOME. 2025 has already generated $40k in rentals. Upon entering the unit you will see a COMPLETELY UPDATED condominium, redone from the studs with Hurricane windows and doors, easy care tile floors and finished with a COASTAL DECOR.  The kitchen has beautiful quartz countertops and a beachy backsplash. Two bedrooms and bathrooms give you room to invite family and friends.  The ensuite master bedroom is large and has plenty of closet space.  Enjoy a cup of coffee on the Lanai, or a glass of wine in the evening as you breathe in the salty air. Offered TURNKEY with all the kitchen necessities that you will ever need.  All you will have to do is unpack and enjoy the island.  Cayman Cay is located only steps to the sugary sand, and a block to Publix grocery and liquor store, along with other convenient shops, and wonderful restaurants.  There is a sparkling heated pool, a grill area, and a shuffleboard court for your entertainment.  MANATEE BEACH IS ACROSS THE STREET (about 400 steps away) where there is a restaurant, bar, gift shop, restrooms, showers, changing rooms, volleyball nets, playground, and it is where the Island Free Trolley stops.  To complete the Island experience there are beach essentials in the conveniently located storage unit next to the parking place. It is stocked with beach chairs, sand toys, a beach cart, and a beach umbrella for warm sunny days. All the items a real beach lover will appreciate. Just pack your suitcase and come on down to your Beach Paradise!

Features & Amenities

Interior

  • Other Interior Features

    Crown Molding, Open Floorplan, Stone Counters, Walk-In Closet(s)

  • Total Bedrooms

    2

  • Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    N/A

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central, Heat Pump

Exterior

  • Garage

    No

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Outdoor Grill, Storage

  • Pool

    Yes

  • Pool Features

    Gunite, Heated, In Ground

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    1.14

  • Property Type

    Residential

  • Property Sub Type

    Condominium

Price

  • Sales Price

    $569,900

  • Tax Amount

    7527.86

  • Sq. Footage

    1, 027

  • Price/SqFt

    $554

HOA

  • Association

    YES

  • Association Fee Frequency

    Quarterly

  • Association Fee Includes

    N/A

School District

  • Elementary School

    Anna Maria Elementary

  • Middle School

    Martha B. King Middle

  • High School

    Manatee High

Property Features

  • Stories

    2

  • Foundation Details

    Slab

  • Ownership

    Condominium

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Manatee

Elementary School

Anna Maria Elementary

Middle School

Martha B. King Middle

High School

Manatee High

Listing Courtesy of Ed Taaffe , WAGNER REALTY

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent MichaelGraf

Business Coach | Executive Sales Associate | Realtor®

MichaelGraf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
HUGE PRICE DROP - MOTIVATED SELLER - Welcome to Cayman Cay located in Holmes Beach on Beautiful Anna Maria Island! This unit stood firm during the 2024 Hurricane Season.  Unit 103 is a first-floor unit, but was never damaged as the three hurricanes passed through Anna Maria Island.  The condo is a GOOD INVESTMENT as well as an EXCELLENT VACATION HOME. 2025 has already generated $40k in rentals. Upon entering the unit you will see a COMPLETELY UPDATED condominium, redone from the studs with Hurricane windows and doors, easy care tile floors and finished with a COASTAL DECOR.  The kitchen has beautiful quartz countertops and a beachy backsplash. Two bedrooms and bathrooms give you room to invite family and friends.  The ensuite master bedroom is large and has plenty of closet space.  Enjoy a cup of coffee on the Lanai, or a glass of wine in the evening as you breathe in the salty air. Offered TURNKEY with all the kitchen necessities that you will ever need.  All you will have to do is unpack and enjoy the island.  Cayman Cay is located only steps to the sugary sand, and a block to Publix grocery and liquor store, along with other convenient shops, and wonderful restaurants.  There is a sparkling heated pool, a grill area, and a shuffleboard court for your entertainment.  MANATEE BEACH IS ACROSS THE STREET (about 400 steps away) where there is a restaurant, bar, gift shop, restrooms, showers, changing rooms, volleyball nets, playground, and it is where the Island Free Trolley stops.  To complete the Island experience there are beach essentials in the conveniently located storage unit next to the parking place. It is stocked with beach chairs, sand toys, a beach cart, and a beach umbrella for warm sunny days. All the items a real beach lover will appreciate. Just pack your suitcase and come on down to your Beach Paradise!

4307 GULF DRIVE 103

Message successfully sent.

What would you like to know?

Related Properties

We are thrilled to share an exciting new listing with you: a nicely remodeled villa in the highly sought-after Seaside Gardens community. This property has undergone a complete interior transformation, presenting a fresh and modern living space that's ready for its new owner to personalize with their unique style. One of the standout features of this villa is its brand-new interior, meticulously updated with a keen eye for modern aesthetics. The entire living area boasts sleek and durable epoxy flooring, offering both a contemporary look and easy maintenance. Additionally, the villa includes a convenient carport for parking and a generously sized storage room, perfect for housing bikes, beach gear, and any other items you might need to tuck away. We believe this villa presents a fantastic opportunity for anyone looking for a move-in ready home in a desirable location that is close to the beach, boat ramp, dog park and plenty of great shops and restaurants. Weekly rentals are allowed! New AC 2025. New roof 2023. We’re confident this villa will be a perfect fit for a variety of lifestyles, and we'd love to discuss it with you further.
#A4658666

HOLMES BEACH

440 62ND STREET

2 Beds

2 Baths

1,762 Sq.Ft.

$549,000

MLS#: A4658666

Welcome to this beautifully updated and fully furnished coastal retreat, ideal as a short-term rental, vacation home, or primary residence. Renovated from top to bottom in 2025, no detail has been overlooked—from the brand-new roof, water heater, and appliances to the newer HVAC, washer/dryer, and upgraded garage door. Step outside to your private backyard oasis, featuring a spacious screened lanai, low-maintenance artificial turf, composite decking, and a fully fenced, professionally landscaped yard—perfect for entertaining or quiet relaxation. The oversized one-car garage offers generous storage space for owners or guests. Located just a short walk or golf cart ride from award-winning restaurants, boutique shops, and the crystal-clear waters of the Gulf beaches, this home is ideally situated to enjoy the very best of Anna Maria Island. At the end of the street, enjoy access to pickleball and tennis courts, a dog park, and a public boat ramp and dock. This is a rare opportunity to own a fully renovated, turnkey property on one of Florida’s most desirable islands—complete with short-term rental approval and beautiful furnishings included. Don’t miss your chance to own a piece of paradise!
#TB8407354

HOLMES BEACH

423 62ND STREET

2 Beds

1 Baths

1,438 Sq.Ft.

$574,900

MLS#: TB8407354

Shell Point offers a relaxed Florida lifestyle, with this ground-floor, 2-bedroom condo featuring a peaceful garden & pool view. You’ll have access to tennis courts, shuffleboard, and a putting green. There's space for your kayak or canoe with access to Anna Maria Sound. Parking is easy with a covered carport and attached storage. Inside, the unit has a warm, coastal vibe, having been fully renovated with new Vevo Oak vinyl flooring, new trim, and painted in Alabaster. Underneath all of that, there is all new electrical, plumbing, and air conditioning! The kitchen and bathrooms have been completely updated from cabinets to appliances to tile, making the entire space bright and welcoming. The laundry is right in the unit, and the pool is just steps away. There’s also a clubhouse and property management on site. You’re close to everything—beaches, restaurants, the library, the free trolley, and shopping on Anna Maria Island.
#A4658639

HOLMES BEACH

6300 FLOTILLA DRIVE 71

2 Beds

2 Baths

1,151 Sq.Ft.

$499,000

MLS#: A4658639

Welcome to this freshly remodeled, elevated two-bedroom, two-bathroom end-unit condo at Island Village in Holmes Beach—perfectly located just one block from the pristine sands of Anna Maria Island. This bright and airy second-floor condo has been thoughtfully updated and sustained no damage in the recent storms. It includes two dedicated parking spaces and a storage area, offering both comfort and convenience. Inside, the home has been freshly painted with new tile floors in the kitchen and lanai featuring a clean, modern aesthetic. One of the standout upgrades is the enclosed lanai, now fully under air with the recent extension of the A/C system. This sun-filled retreat is enhanced with a wall of sliding glass doors and Phifer weave sunscreen shades, offering serene views of the lush, park-like surroundings. The kitchen is designed with both style and functionality in mind, featuring durable Corian countertops, a breakfast bar, a Whirlpool full-size stainless-steel refrigerator and freezer, and custom Kitchen Craftmade Cabinetry with a pull-out pantry for organized storage. The spacious primary bedroom includes sliding glass doors that open to the lanai, a large walk-in closet, and an en-suite bathroom. The second bedroom offers its own private bath, making it ideal for guests or family members. A dedicated laundry room with a full-size washer and dryer adds everyday convenience to this well-appointed home. Recent updates include a new roof in 2025, an upgraded electric meter in 2024, a newer A/C system that now extends to the lanai, and a refreshed exterior paint job also completed in 2021. The home also includes an osmosis water filtration system. This condo is part of Island Village, a well-maintained, maintenance-free community where the HOA covers cable TV, internet, water, sewer, trash, insurance, and upkeep of the grounds, exterior, community pools, and tennis courts. Residents enjoy access to two heated pools and two tennis/pickleball courts, offering ample recreational opportunities year-round. Located just across from St. Bernard’s and only two blocks to beach access, this home is ideally positioned within easy access to over 20 public beach access points, 12 parks, popular restaurants, and local shops. The FREE Holmes Beach Trolley stops right in front of the community, making it easy to explore the island without the hassle of driving. Don’t miss this rare opportunity to own a beautifully updated condo in one of Anna Maria Island’s most desirable communities. Schedule your tour today and experience the relaxed, tropical lifestyle of Island Village.
#A4657522

HOLMES BEACH

4255 GULF DRIVE 116

2 Beds

2 Baths

1,430 Sq.Ft.

$629,000

MLS#: A4657522

Waterfront Dream Awaits in Holmes Beach! Imagine waking up to the serene views of the canal and the promise of a day on the water, all from your own backyard! This charming 2-bedroom, 2-bathroom villa in the heart of Holmes Beach presents a rare blank canvas, ready for your personal touch and design vision. Create the island retreat you've always dreamed of in this perfectly positioned property. Step inside and be greeted by a unique nautical wood ceiling that adds character and coastal flair to the main living area and kitchen. The layout offers comfortable living spaces, just waiting for your updates and personal style to shine. Enjoy the quintessential island lifestyle with exceptional outdoor living. A welcoming covered front porch, complete with a large storage closet for all your beach essentials, offers a shady spot to relax and watch the island life go by. The expansive covered back porch is where you'll truly unwind, offering breathtaking open water views – the perfect backdrop for morning coffee or evening cocktails. Step off the covered porch onto a spacious open patio, ideal for soaking up the Florida sunshine and achieving that perfect island glow. Boating enthusiasts will be thrilled with the brand new seawall and dock, completed in 2021 with durable Trex decking. Imagine the ease of stepping right out of your back door and onto your boat, ready to explore the stunning waterways and coastline of Anna Maria Island. Practicality meets paradise with a newly paved driveway installed in 2023, providing ample parking for you and your guests – a true convenience on the island. Beyond the incredible waterfront access and potential, this villa offers the added benefit of allowing weekly rentals. This makes it not only a fantastic personal residence but also a compelling investment opportunity to generate income when you're not enjoying your island escape. Located in desirable Holmes Beach, you'll enjoy easy access to the island's pristine beaches, local shops, and delicious restaurants. This canal-front villa offers the perfect blend of tranquility and convenience. Don't miss this incredible opportunity to create your own waterfront paradise on Anna Maria Island! Schedule your showing today.
#A4649024

HOLMES BEACH

444 63RD STREET

2 Beds

2 Baths

1,350 Sq.Ft.

$629,900

MLS#: A4649024

Great 2 bedroom 1 1/2 bath Elevated Anna Maria, Island style home located just 6 blocks North of the Manatee Ave bridge so only a short distance from the mainland, just 3 blocks from the 52nd Street Public Beach Access and less than a mile to Publix. The kitchen looks out to a larger living & dining space to a large screened lanai beyond the new Impact Sliders. The front of home has a large deck with plenty of room for dining and entertaining. On the North side of the home is a spacious master bedroom has a large walk-in closet with sliders directly out to the rear Lanai. The split plan has large 2nd bedroom with ample closet space and is currently being utilized as an office. The Holmes Beach R-2 zoning allows for weekly rentals and this small community has no HOA fees so very profitable for Air B&B rentals or a low cost 2nd home. The property is elevated a full story for peace of mind in inclement weather and has a 3 car parking beneath as well as a large storage shed for all your toys. The downstairs has a nice outdoor Chillounge entertaining area for bigger parties. The home is located in AE 7 Flood Zone so no flood insurance required and property did not suffer any water intrusion in last years storms. Schedule your showing today to visit this great affordable beach house before it too late.
#A4648122

HOLMES BEACH

4909 GULF DRIVE 1B

2 Beds

1 Baths

1,734 Sq.Ft.

$560,000

MLS#: A4648122

This delightful first floor END unit has been upgraded at the building process. Many extra features include a 3 x 8 room with four windows that can be used for storage, library, office or sewing room. Also this unit has an extra outdoor space off of the master bedroom with plenty of room for an extra table and chairs. This area also has a private outdoor shower for use after the beach or pool. This coastally furnished unit will provide ample space for your time at the beach whether it is for a vacation of year round living. Outdoor spaces include heated pool with brick pavers, BBQ grilling area, shuffleboard courts and storage for beach chairs and bicycles. Cayman Cay has a progressive monthly rental policy if generating income is on your radar when not occupying the home yourself. The convenience of this location cannot be overstated as it is ideally situated just minutes from popular restaurants for casual and fine dining. Publix grocery store, CVS Pharmacy and Ace hardware and are just minutes away. Bring your suitecase and settle in to the coveted laid-back island lifestyle.
#A4647202

HOLMES BEACH

4307 GULF DRIVE 109

2 Beds

2 Baths

1,123 Sq.Ft.

$529,000

MLS#: A4647202

BEST PRICED UNIT FOR SALE at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!
#A4645975

HOLMES BEACH

5325 MARINA DRIVE 423

2 Beds

2 Baths

1,103 Sq.Ft.

$499,900

MLS#: A4645975

LOCATION LOCATION LOCATION!!! Don't miss out on this great opportunity to start fresh and rebuild to make this home your own! Located on a quiet street and in a monthly rental zone so you don't have busy vacation rentals around you. Right down the street from the trolley stop, making it very convenient to hop on and get around quickly anywhere on Anna Maria Island! Close to restaurants, gas station, shops and more! Ideally situated in between the Gulf beaches and the Bay, short walk to either for complete convenience! Vacant and easy to show, use ShowingTime button! Being sold as-is and for lot value. Owners get first dibs on the boat slip waiting list. Make this your fun project and dream home on Anna Maria Island!
#A4644347

HOLMES BEACH

2714 AVENUE C

2 Beds

1 Baths

1,644 Sq.Ft.

$560,000

MLS#: A4644347

This is your perfect home away from home that is meant to pay for itself through an all-inclusive Condo Hotel Resort offering Full Service Management. Enjoy years of vacations without the stress or hassle in this luxurious turn-key villa. It is perfectly situated between the bay and gulf with bay views from the 3rd floor balcony. This location is as good as it gets with onsite Resort Amenities such as; a beautiful pool, fitness center, bikes, and on-site dining at the gorgeous restaurant, (The Chateau, Anna Maria), with surroundings submerged in Key West Style making it a tropical oasis. It is situated around the Marina which offers complimentary 45' boat slips. Many local charters and boat cruises depart from this Marina making it easy to schedule a day or evening on the water. This is a popular location at Marina and Gulf Drives with many of the best shops and restaurants on the island; as well as; a dog park, skate park, tennis courts, library, and of course the gorgeous beaches all within walking/biking distance. Everything you need for the best vacation experience for yourself AND your guests awaits you at Waterline Villas & Marina! *Property information is considered reliable, but is not guaranteed. All information should be verified by buyers and buyer's agent. No sign on premise.
#A4644154

HOLMES BEACH

5325 MARINA DRIVE 432

2 Beds

2 Baths

1,023 Sq.Ft.

$599,000

MLS#: A4644154

- property

Send a message

Message successfully sent.

Your message

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here