November 30, 2025

Boca Grande Waterfront Homes

Jim & Sue Reske – (941) 276-4219

521 BUTTONWOOD BAY DRIVE BOCA GRANDE FL 33921 MLS #D6144328

521 BUTTONWOOD BAY DRIVE
BOCA GRANDE, FL, 33921
$4,495,000
3 Beds
3 Baths
3,006 SqFt
0.31 Acres
Add
MLS #D6144328 image #0MLS #D6144328 image #1MLS #D6144328 image #2MLS #D6144328 image #3MLS #D6144328 image #4MLS #D6144328 image #5MLS #D6144328 image #6MLS #D6144328 image #7MLS #D6144328 image #8MLS #D6144328 image #9MLS #D6144328 image #10MLS #D6144328 image #11MLS #D6144328 image #12MLS #D6144328 image #13MLS #D6144328 image #14MLS #D6144328 image #15MLS #D6144328 image #16MLS #D6144328 image #17MLS #D6144328 image #18MLS #D6144328 image #19MLS #D6144328 image #20MLS #D6144328 image #21MLS #D6144328 image #22MLS #D6144328 image #23MLS #D6144328 image #24MLS #D6144328 image #25MLS #D6144328 image #26MLS #D6144328 image #27MLS #D6144328 image #28MLS #D6144328 image #29MLS #D6144328 image #30MLS #D6144328 image #31MLS #D6144328 image #32MLS #D6144328 image #33MLS #D6144328 image #34MLS #D6144328 image #35MLS #D6144328 image #36MLS #D6144328 image #37MLS #D6144328 image #38MLS #D6144328 image #39MLS #D6144328 image #40MLS #D6144328 image #41MLS #D6144328 image #42MLS #D6144328 image #43MLS #D6144328 image #44MLS #D6144328 image #45MLS #D6144328 image #46MLS #D6144328 image #47MLS #D6144328 image #48MLS #D6144328 image #49MLS #D6144328 image #50MLS #D6144328 image #51MLS #D6144328 image #52MLS #D6144328 image #53MLS #D6144328 image #54MLS #D6144328 image #55MLS #D6144328 image #56MLS #D6144328 image #57MLS #D6144328 image #58MLS #D6144328 image #59MLS #D6144328 image #60MLS #D6144328 image #61MLS #D6144328 image #62MLS #D6144328 image #63MLS #D6144328 image #64MLS #D6144328 image #65MLS #D6144328 image #66MLS #D6144328 image #67MLS #D6144328 image #68MLS #D6144328 image #69MLS #D6144328 image #70MLS #D6144328 image #71MLS #D6144328 image #72MLS #D6144328 image #73MLS #D6144328 image #74MLS #D6144328 image #75MLS #D6144328 image #76MLS #D6144328 image #77MLS #D6144328 image #78MLS #D6144328 image #79MLS #D6144328 image #80MLS #D6144328 image #81MLS #D6144328 image #82MLS #D6144328 image #83MLS #D6144328 image #84MLS #D6144328 image #85
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.

Property Details

Price:
$4,495,000
MLS #:
D6144328
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SOUTH BAY SUB
Neighborhood:
33921bocagrandepobox
Listed Date:
Nov 2, 2025
Finished Sq Ft:
3,006
Total Sq Ft:
5,198
Lot Size:
13,329 sqft / 0.31 acres (approx)
Year Built:
1997
WaterfrontPoolTennisCommunity GatedCommunity Club House33921 – Boca Grande (po Box)33921bocagrandepoboxSouth Bay SubThe Island SchoolL.a. Ainger MiddleLemon Bay HighCharlotte HarborWaterNo Property May Be Leased For A Term Less Than 30 Consecutive Days To Any One Tenant.1 Month

Ask a Question

See this Listing

Send
  

Schools

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

Interior

Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air, Zoned
Flooring
Carpet, Tile, Hardwood
Heating
Central, Electric, Zoned
Laundry Features
Laundry Room

Exterior

Architectural Style
Elevated, Florida, Key West
Association Amenities
Clubhouse
Community Features
Association Recreation – Owned, Clubhouse, Deed Restrictions, Fitness Center, Gated Community – Guard, Golf Carts OK, Pool, Restaurant, Special Community Restrictions, Tennis Court(s)
Construction Materials
Wood Frame, Wood Siding
Exterior Features
Garden, Hurricane Shutters, Irrigation System, Lighting, Rain Gutters, Sliding Doors
Parking Features
Driveway, Garage Door Opener, Ground Level, Off Street, Under Building
Roof
Metal
Security Features
Gated Community, Smoke Detector(s)

Financial

HOA Fee
$757
HOA Fee 2
$1,743
HOA Frequency
Quarterly
HOA Name
Emma Doras, General Manager
Tax Year
2025
Taxes
$20,165

Map

Community

Market Summary

Current real estate data for Single Family in BOCA GRANDE as of Nov 30, 2025
51
Single Family Listed
160
Avg DOM
1,735
Avg $ / SqFt
$4,928,690
Avg List Price

Property Summary

    Located in the SOUTH BAY SUB subdivision, 521 BUTTONWOOD BAY DRIVE BOCA GRANDE FL is a Single Family for sale in BOCA GRANDE, FL, 33921. It is listed for $4,495,000 and features 3 beds, 3 baths, and has approximately 3,006 square feet of living space, and was originally constructed in 1997. The current price per square foot is $1,495. The average price per square foot for Single Family listings in BOCA GRANDE is $1,735. The average listing price for Single Family in BOCA GRANDE is $4,928,690. To schedule a showing of MLS#d6144328 at 521 BUTTONWOOD BAY DRIVE in BOCA GRANDE, FL, contact your Parsley-Baldwin Realty agent at 941-276-4219.

Similar Listings Nearby

broker reciprocity
MLS# TB8392464broker reciprocity
350 GILCHRIST AVENUE
BOCA GRANDE, FL

$4,995,000

1.2 miles away

broker reciprocity
MLS# D6140022broker reciprocity
367 NIGHT HERON DRIVE
BOCA GRANDE, FL

$4,950,000

0.4 miles away

broker reciprocity
MLS# D6144009broker reciprocity
158 CARRICK BEND LANE
BOCA GRANDE, FL

$4,895,000

0.9 miles away

broker reciprocity
MLS# TB8375836broker reciprocity
319 PILOT POINT LANE
BOCA GRANDE, FL

$4,875,000

0.5 miles away

broker reciprocity
MLS# D6143965broker reciprocity
291 PALM AVENUE
BOCA GRANDE, FL

$4,750,000

1.1 miles away

broker reciprocity
MLS# D6143949broker reciprocity
372 BAILY STREET
BOCA GRANDE, FL

$3,995,000

0.3 miles away

broker reciprocity
MLS# D6143946broker reciprocity
250 WHEELER ROAD
BOCA GRANDE, FL

$3,795,000

0.7 miles away

broker reciprocity
MLS# D6144543broker reciprocity
3547 GASPARILLA ROAD
BOCA GRANDE, FL

$3,250,000

3.3 miles away

521 BUTTONWOOD BAY DRIVE
BOCA GRANDE, FL