Date
Details
Price
Change
Source
9/15/2026
Listed
$9,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$9,000 Just Listed
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Property Description
RARE LATE-FALL OPPORTUNITY: NOVEMBER & DECEMBER 2026 AVAILABLE FOR A TWO-MONTH MINIMUM STAY AT $10,000, OFFERING A $8,000 SAVINGS. START EVERY DAY ON VACATION WITH A SUNRISE AND END IT WITH A SUNSET. From the first light of sunrise dancing across Sarasota Bay to the breathtaking sunsets over the Gulf of Mexico, this penthouse offers the best of both worlds, and the very essence of Longboat Key living. Bay views grace the eastern side of the residence, while the large kitchen window and entry door offer views west toward the Gulf. Gather each evening along the Gulf-view catwalk to watch spectacular sunsets paint the sky over the water. It's a daily tradition cherished by owners, neighbors, and guests alike, often enjoyed from a beach chair with a favorite beverage in hand. Designed for comfort and relaxation, this two bedrooms and two bath coastal retreat features a newly remodeled open kitchen with island seating, two newly renovated bathrooms, and an inviting open living and dining area. The bright Florida Room is filled with natural light, creating the perfect spot for morning coffee, reading, or simply taking in the peaceful surroundings. Arrive with ease and park directly in your private under-building garage parking space, complete with a dedicated storage closet for all your beach gear. Perched on the top floor, this penthouse residence offers an added sense of tranquility with no unit above. The beautifully updated kitchen is fully equipped for everything from casual breakfasts to gourmet dinners. Pick up fresh ingredients from local farmer's markets or explore the many outstanding dining destinations located just minutes away. Nestled within the 26-acre waterfront community of Windward Bay, guests enjoy access to an impressive collection of resort-style amenities. Highlights include two heated swimming pools, tennis and pickleball courts, two marinas, kayak storage, shuffleboard, a clubhouse with kitchen, library, fitness center, saunas, multiple fire pits, and barbecue areas throughout the grounds. Nature lovers will appreciate the abundance of wildlife, scenic walking paths, and more than a half mile of waterfront trails. Whether your days are spent boating, fishing, kayaking, beachcombing, or simply relaxing in the Florida sunshine, the location places you close to everything. Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez Fishing Village, championship golf courses, shopping, dining, and renowned arts and cultural attractions are all nearby. Guests return year after year for the exceptional combination of comfort, location, and coastal charm. In fact, one couple has made this their January through March home away from home for many seasons. More than just a place to stay, this is the kind of vacation retreat where cherished memories are made and lasting traditions begin. Your perfect Longboat Key vacation begins here.
Full Property Details
Full Property Details for 4540 Gulf of Mexico Dr #PH2
General
- Rent: $9,000
- Status: Active
- Type: Condo
- Source: MidFloridaRegionalMLS
- MLS ID: A4706064
- Updated: 9/15/2026
- Added to Site: 3 day(s) ago
Rental Information
- Lease/Rent Term: Short Term Lease
- Min. Lease: 2 Months
Interior
- Number of Rooms: 4
- Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
- Furnishings: Turnkey
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: Inside
Additional Information
- Shared Amenities: Cable TV, Clubhouse, Elevator(s), Fitness Center, Laundry, Pickleball Court(s), Pool, Recreation Facilities, Sauna, Shuffleboard Court, Tennis Court(s), Trail(s), Wheelchair Access
Exterior
- Exterior Features: Lighting, Outdoor Grill, Private Mailbox, Storage, Tennis Court(s)
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Covered Spaces: 1
- Parking Features: Assigned, Covered, Ground Level, Guest, Under Building
Location
- Area: 34228 - Longboat Key
- County: Manatee
- Development Name: 34228 - Longboat Key
- Subdivision: WINDWARD BAY AMD
- Driving Directions: From St. Armands Circle head north on FL-789/Gulf of Mexico Drive. Turn right/east into Windward Bay Community. Make immediate right, continue South to destination which is the first building on the left, "F" building, 4540 Gulf of Mexico Drive. Park in guest parking on right. Take elevator or stairs to Floor 4, Penthouse 2.
- Direction Faces: West
School Information
- Elementary School: Anna Maria Elementary
- Middle School: Martha B. King Middle
- High School: Bayshore High
Community
- Community Name: 34228 - Longboat Key
- Community Features: Boat Slip, Dock, Fishing, Marina, Water Access, Waterfront, Association Recreation - Owned, Clubhouse, Fitness Center, No Truck/RV/Motorcycle Parking, Pool, Tennis Court(s)
- Optional Amenities: Cable TV, Clubhouse, Elevator(s), Fitness Center, Laundry, Pickleball Court(s), Pool, Recreation Facilities
- Association: Yes
- Assoc. Name: Meryem Billaouadil
- Number of Pets: 1
- Pet Restrictions: 75lbs.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric
Utilities
- Sewer: Public Sewer
- Water District: SARASOTA BAY, ICW
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Fire Hydrant, Sewer Connected, Underground Utilities, Water Connected
Structural Information
- Windows: Shades
- Stories/Levels: One
- Square Feet: 1,325
- Sq. Ft. Source: Builder
- Year Built: 1975
Lot Features
- Property View: Trees/Woods, Water
- Lot Size (Acres): 26.67
- Lot Size (Sq. Ft.): 1,161,752
- Lot Size: 26.6702
- Frontage: Street Dead-End, Street Paved, Private Road
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Bay/Harbor, Beach, Beach - Access Deeded, Gulf/Ocean to Bay, Intracoastal Waterway, Marina
- Water Extras: Yes
- Water Front Name: SARASOTA BAY, ICW
- Water Front Desc.: Waterfront, Bay/Harbor
Green Features
- Sustainability: Conserving Methods, Onsite Recycling Center
- Water Conservation: Irrigation-Reclaimed Water
Financial Considerations
- Lease Price: $9,000
- Assoc Fee Desc.: None
- Application Fee: $50
- Security Deposit: $2,000
Disclosures and Reports
- Flood Zone Info: AE
- APN: 8007915302
- Property ID: 8007915302
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.
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Schools
Schools serving 4540 Gulf of Mexico Dr #PH2
School District:Manatee County School District
| Name | Grades | Distance |
|---|---|---|
Anna Maria Elementary School 4700 Gulf Drive, Holmes Beach, FL 34217 | PK-5 | 8.2 mi |
Martha B. King Middle School 600 75th Street Northwest, Bradenton, FL 34209 | 6-8 | 7.3 mi |
Bayshore High School 5401 34th Street West, Bradenton, FL 34210 | 9-12 | 4.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 4540 Gulf of Mexico Dr #PH2
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- Condo
- Active
- 2Beds
- 2Total Baths
- 1,601Sq. Ft.
Listed by Keller Williams Suburban Tampa
- Condo
- Active
- 2Beds
- 2Total Baths
- 1,470Sq. Ft.
Listed by Jennette Properties Inc
- Condo
- Active
- 2Beds
- 2Total Baths
- 1,461Sq. Ft.
Listed by Keller Williams On The Water S
- Condo
- Active
- 2Beds
- 2Total Baths
- 1,370Sq. Ft.
Listed by Premier Sotheby's International
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- Condo
- Active
- Updated 16 hours ago
- 3Beds
- 3Total Baths
- 2,664Sq. Ft.
Listed by Duncan Real Estate, Inc.
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 3Total Baths
- 2,825Sq. Ft.
Listed by Andrea Cohen (786) 773-0370
- Condo
- Active
- Updated 2 days ago
- 1Bed
- 2Total Baths
- 1,092Sq. Ft.
Listed by Priority Real Estate Mgmt.
- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,415Sq. Ft.
Listed by Deluca Realty Inc
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- Condo
- Active
- Updated 18 hours ago
- 3Beds
- 2Total Baths
- 1,942Sq. Ft.
Listed by Jennette Properties Inc
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 2,298Sq. Ft.
Listed by Michael Graf (941) 315-6980
![[Address not provided], Sarasota, FL 34237 - Photo 1](https://m.cbhomes.com/p/646/A4703706/11e1A6CC19F447E/s23cc.webp)
- Condo
- Active
- Updated 1 day ago
- 1Bed
- 1Total Bath
- 558Sq. Ft.
Listed by Pmi Southwest Florida
- Condo
- Active
- Updated 23 hours ago
- 2Beds
- 2Total Baths
- 964Sq. Ft.
Listed by Preferred Shore Llc
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- Single Family
- Closed
- 4Beds
- 5Total Baths
- 3,867Sq. Ft.
Listed and Sold by Michael Saunders & Company
- Single Family
- Closed
- 4Beds
- 5Total Baths
- 3,867Sq. Ft.
Listed and Sold by Michael Saunders & Company
- Commercial Lease
- Closed
Listed by Network Real Estate Group
Sold by Paradisus Realty Group Co
Sold by Paradisus Realty Group Co
- Condo
- Closed
- 3Beds
- 3Total Baths
- 1,825Sq. Ft.
Listed and Sold by Ryan Heers
4540 Gulf Of Mexico Drive #PH2, Longboat Key, FL 34228 (MLS# A4706064) is a Condo property with 2 bedrooms and 2 full bathrooms. 4540 Gulf Of Mexico Drive #PH2 is currently listed for rent at $9,000 and was received on September 15, 2026. This property is listed by Debby McCaig from our Sarasota Downtown Office.Want to learn more about 4540 Gulf Of Mexico Drive #PH2? Do you have questions about finding other real estate for sale or rent in Longboat Key? You can browse all Longboat Key rentals or contact a Coldwell Banker agent to request more information.