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$4,295,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 3,006 Sq. Ft.
  • Updated 12 days ago
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Under contract-accepting backup offers. Welcome to 521 Buttonwood Bay Drive, a beautifully reimagined 3 BR / 3 BA coastal retreat with over 3,000 square feet in the exclusive, gated community of South Bay, Boca Bay, on Gasparilla Island. This exceptional single-family residence offers the kind of views, privacy, space, and elegance rarely found at this price point, making it one of the most compelling waterfront values on the Island. Beyond the private, guarded entrance of North Village in Boca Bay, ideally located just south of town in the heart of the Village of Boca Grande, a sense of serenity takes hold. As Boca Bay Drive winds past the pickleball courts and croquet lawn, manicured grounds, and beneath the canopy of mature banyan trees, the island reveals a hidden enclave few even know exist. This private and exclusive east island corridor offers a secluded tropical ambiance, quiet waterscapes, nearby lap pool, and a private beach perfect for sunbathing, picnics, or to launch your kayak or paddle board. Mornings bring a rhythm of joggers, cyclists, and dog walkers; evenings offer peaceful golf cart rides to the fishing pier or the Pass Club. Open your doors, and all you hear is the gentle lapping of the water and the breeze, pure island tranquility....worlds away from the everyday. Thoughtfully designed with timeless coastal sophistication, this elevated award winning floor plan called the "Licuala" blends classic old Florida charm with modern luxury. An expanded, sun-drenched floor plan invites you to relax or entertain in style, with an open concept living area that includes two waterfront sitting rooms and dining area, perfect for enjoying the spectacular water views. Prepare your meals overlooking the sparkling blue waters of the Harbor in your chef's kitchen featuring high-end Sub-Zero and Thermador appliances, custom cabinetry, and a layout that flows effortlessly into the heart of the home. Outside, an oversized waterside Ipe deck creates the perfect backdrop for alfresco dining, sunset cocktails, or simply soaking in the coastal breeze. Rich hardwood floors in the main living area add warmth and character, while impact-rated sliding glass doors and electric exterior shutters provide enhanced security and peace of mind. Behind the main living space there are two spacious guest suites with private views of the State Preserve. The top floor is dedicated to the primary suite, a true sanctuary with its own private exterior deck, panoramic water views, and a private loft ideal for your home office, reading nook, or studio space. The ground floor features a two-car garage with golf cart space, ample storage, and a secluded screened porch surrounded by an orchid-filled garden. A nearby path provides easy access to the water's edge. From your doorstep, enjoy effortless access to the very best of Boca Bay's resort-style amenities including deep-water boat dockage, exclusive Pass Club membership, Gulf front dining, four sparkling pools, seven Har-Tru tennis courts, state-of-the-art fitness center, private fishing pier, and an elegant Gulf-front beach house for special gatherings. Whether you're seeking a full-time residence or seasonal escape, 521 Buttonwood Bay Drive offers the rare opportunity to own a luxurious single-family home with breathtaking views in one of Florida's most desirable and private waterfront communities at a fantastic price point.

Full Property Details for 521 Buttonwood Bay Dr

General

  • Price: $4,295,000
  • HOA FEE: $252/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $20,165 (2025)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: D6144328
  • Updated: 1/4/2026
  • Added to Site: 76 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), High Ceilings, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Clubhouse
  • Security/Safety: Gated Community, Smoke Detector(s)

Exterior

  • Exterior Features: Garden, Hurricane Shutters, Irrigation System, Lighting, Rain Gutters, Sliding Doors
  • Deck/Patio: Deck, Enclosed, Front Porch, Rear Porch
  • Porch/Patio/Deck: Deck, Enclosed, Front Porch, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener, Ground Level, Off Street, Under Building

Location

  • Area: 33921 - Boca Grande (PO BOX)
  • County: Lee
  • Development Name: 33921 - Boca Grande (PO BOX)
  • Subdivision: SOUTH BAY SUB
  • Driving Directions: Placida or Gasparilla Rd. South to Boca Grande Cswy ($ toll), continue South on Gasparilla Rd. to stop sign at 5th Street. Turn right, then follow road (hard left) and continue down Gilchrist which then becomes Gulf Blvd. Turn left on Boca Bay Drive (guard gate-appointment required) and follow South. Once you go through the round-about and continue on Boca Bay drive, you'll make your first right, then another hard right onto Buttonwood Bay Drive. The house is nine down on the right hand side.
  • Direction Faces: West

School Information

  • Elementary School: The Island School
  • Middle School: L.A. Ainger Middle
  • High School: Lemon Bay High

Community

  • Community Name: 33921 - Boca Grande (PO BOX)
  • Community Features: Association Recreation - Owned, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Pool, Restaurant, Special Community Restrictions, Tennis Court(s)
  • Optional Amenities: Clubhouse
  • Association: Yes
  • Assoc. Name: Emma Doras, General Manager

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Central, Electric, Zoned

Utilities

  • Sewer: Public Sewer
  • Water District: CHARLOTTE HARBOR
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Water Connected

Structural Information

  • Architectural Info: Elevated, Florida, Key West
  • Architectural Style: Elevated, Florida, Key West
  • Exterior Const.: Wood Frame, Wood Siding
  • Roof: Metal
  • Windows: Blinds, Shutters, Storm Window(s), Window Treatments
  • Stories/Levels: Three Or More
  • Square Feet: 3,006
  • Sq. Ft. Source: Public Records
  • Year Built: 1997

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.31
  • Lot Size (Sq. Ft.): 13,329
  • Lot Size: 13329
  • Lot Dimensions: 222' x 61'
  • Frontage: 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
  • Water Front Name: CHARLOTTE HARBOR
  • Water Front Desc.: Bay/Harbor

Financial Considerations

  • Association Fee: $757
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $20,165
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: SOUTH BAY S/D PB 51 PG 2 LOT 133
  • Flood Zone Info: AE/EL7
  • APN: 2343202600000.133
  • Property ID: 2343202600000.133
  • Block/Lot/Section: Plat 51

Listed by Gulf To Bay Sotheby's Internat

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— 521 Buttonwood Bay Dr —

  • Gulf To Bay Sotheby's Internat

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 521 Buttonwood Bay Dr

School District:Lee County School District, Fort Myers, FL
NameGradesDistance
The Island School
135 1st Street West, Boca Grande, FL 33921
K-51 mi
Mariner Middle School
425 Chiquita Boulevard North, Cape Coral, FL 33993
6-816.4 mi
Trafalgar Middle School
2120 Trafalgar Parkway, Cape Coral, FL 33991
6-816.9 mi
Gulf Middle School, Cape Coral, FL
1809 Southwest 36th Terrace, Cape Coral, FL 33914
6-818.3 mi
Mariner High School
701 Chiquita Boulevard North, Cape Coral, FL 33993
9-1216.4 mi
Ida S. Baker High School
3500 Agualinda Boulevard, Cape Coral, FL 33914
9-1218.1 mi
Cape Coral High School
2300 Santa Barbara Boulevard, Cape Coral, FL 33991
9-1219.4 mi
Challenger Middle School, Cape Coral, FL
624 Trafalgar Parkway, Cape Coral, FL 33991
6-818.4 mi
Diplomat Middle School
1039 Northeast 16th Terrace, Cape Coral, FL 33909
6-819.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 521 Buttonwood Bay Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/28/2025
Price Reduced
$4,295,000
-4.45%
MLS
11/02/2025
Listed
$4,495,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 521 Buttonwood Bay Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$20,683
2%
$1,674,953
3%
2024
$20,360
2%
$1,627,748
3%
2023
$19,915
2%
$1,580,338
-33%
2021
$19,485
—
$2,360,282
54%
2022
$19,401
—
$1,534,309
4%
2021
$19,485
—
$1,469,053
2%
2019
$19,445
—
$1,436,024
2%
2018
$19,445
-1%
$1,409,248
2%
2017
$19,559
—
$1,380,262
2%
2016
$19,505
-4%
$1,351,873
-2%
2015
$20,284
-12%
$1,377,223
-10%
2014
$23,166
27%
$1,528,988
22%
2013
$18,248
—
$1,248,571
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Gulf To Bay Sotheby's Internat

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521 Buttonwood Bay Drive, Boca Grande, FL 33921 (MLS# D6144328) is a Single Family property with 3 bedrooms and 3 full bathrooms. 521 Buttonwood Bay Drive is currently listed for $4,295,000 and was received on November 02, 2025. Want to learn more about 521 Buttonwood Bay Drive? Do you have questions about finding other Single Family real estate for sale in Boca Grande? You can browse all Boca Grande real estate or contact a Coldwell Banker agent to request more information.

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