585 Buttonwood Bay Drive, FL585 Buttonwood Bay Drive, FL585 Buttonwood Bay Drive, FL
Stellar MLS
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$5,600,000

585 Buttonwood Bay Drive

Boca Grande, FL 33921

Listing updated: August 1, 2026 at 6:51 AM ET

Active
Stellar MLSListing courtesy of Boca Grande Real Estate, Inc. · Ralph DiLena, Jr. · MLS #D6148254 · Active · 941-964-0338
3
Beds
4
Baths
2,714
Sq Ft
0.3
Acres
1995
Built
Water viewWater access$2,063/sqft
Single Family Residence

Property type

1995

Year built

13,242 sqft

Lot size

$2,063

Price / sq ft

$228/mo

HOA dues

1

Day on market

2

Garage spaces

AE

Flood zone

About this home

Experience refined coastal living in this beautifully remodeled 3-bedroom, 3.5-bath waterfront residence with bonus space in the highly sought-after Boca Bay Buttonwood community. Perfectly positioned on large open water with private dockage, this exceptional home blends timeless design with comprehensive 2025 upgrades for true peace of mind. The exterior has been completely transformed with a new metal roof (2025), all-new Hardie siding and trim, hurricane-rated windows and sliding glass doors, and a hurricane-rated side garage door. Exterior lighting has been fully replaced, and the third-floor balcony was rebuilt following Hurricane Ian. The private dock has been significantly enhanced in 2025 with an additional 159 square feet, raised walk path (permitted), and electrical modifications to accommodate boat lifts—creating a premier waterfront setup. Inside, the home showcases new hardwood flooring throughout staircases, third-floor loft, and bedrooms, along with freshly painted walls and trim. Plantation shutters and four new motorized shades elevate both style and comfort. The main living area features a custom-built entertainment center designed to accommodate a 70-inch TV. The 2025 chef’s kitchen is a showpiece, offering new stainless-steel Thermador appliances including a 36” gas cooktop, refrigerator, and dishwasher, along with a 24” drawer microwave, wine cooler, Cortez countertops, tile backsplash, new faucets, and updated disposal. Both garages feature new epoxy floors and LED lighting, with a new mop sink in the north garage. Additional highlights include a Grundfos booster pump, certified backflow preventer, new Electrolux washer and dryer, and fully renovated bathrooms with Cortez countertops, new tile, updated fixtures, and dual vanities in the third-floor primary suite. An extraordinary opportunity to own a move-in-ready waterfront home in Boca Bay.

Estimated monthly payment

Principal & interest$28,317
Property taxes$3,922
Home insurance (est.)$2,567
HOA dues$228

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history1 days on market

  1. Status: Active
    Jul 31, 2026
  2. Listed$5,600,000
    Jul 31, 2026
  3. Price increased$5,600,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
1
Subdivision
South Bay Sub
County
Lee
Year built
1995
Living area
2,714 sq ft
Price/sq ft
$2,063
Lot size
13,242 sq ft
Lot category
1/4 to less than 1/2
Flood zone
AE (12071C0182G)
Garage
2 spaces
Annual taxes
$47,065 (2025)
Parcel #
26-43-20-22-00000.1480
Zoning
PUD
MLS #
D6148254

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Interior Details

Bedrooms
3
Full bathrooms
3
Half bathrooms
1
Flooring
Ceramic Tile, Epoxy
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range Hood, Refrigerator, Washer
Interior features
Built-in Features, Ceiling Fans(s), High Ceilings, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry
Laundry Room
Stories / Levels
Two
Direction faces
East

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$685 / Quarterly
Monthly HOA
$228/mo
Total monthly fees
$809/mo
Total annual fees
$9,712
HOA name
Boca Bay Association
CDD
No
Min lease term
1 Month
Listing terms
Cash
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
No unit may be leased for a term of less than 30 consecutive days to any one tenant. No trade, business, profession, or commercial activity or any other nonresident use shall be conducted upon any portion of the subject property or within any unit.

Exterior & Construction

Exterior features
Lighting, Outdoor Shower, Private Entrance, Rain Gutters, Sliding Doors, Storage
Construction materials
HardiPlank Type
Roof
Metal
Foundation
Block
Water access
Yes
Water view
Yes
Road surface
Asphalt, Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Water Connected

Community

Pets allowed
Cats OK, Dogs OK

Schools

ElementaryVineland ElementaryGreatSchools ↗
MiddleL.A. Ainger MiddleGreatSchools ↗
High SchoolLemon Bay HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Living RoomSecond15x15
Dining RoomSecond16x12
KitchenSecond17x14
LaundrySecond6x8
Primary BedroomSecond12x14
Primary BathroomSecond9x14
Family RoomThird17x15
Bedroom 2Third
Bathroom 2Third6x13
Primary BedroomThird14x18
Primary BathroomThird17x13
Bonus RoomFirst14x16

Listing Details

Listing date
2026-07-30
On market date
2026-07-31
Original list price
$5,600,000
Occupant type
Vacant
MLS area
33921 - Boca Grande (PO BOX)
Listing AOR
Englewood
Status changed
2026-07-31
Tax legal description
SOUTH BAY S/D PB 51 PG 3 LOT 148

Flood risk

High riskFEMA Zone AEPanel 12071C0182G

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Cross Boca Grande Causeway ($6.00 toll) and follow Gasparilla Road to stop sign at 5th Street. Take a right on 5th street and sharp left on Gilchrist Avenue which becomes Gulf Blvd after stop sign. Follow to North Boca Bay entrance on left (security guard) and follow road to Buttonwood Bay on right.

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Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of August 1, 2026 at 6:51 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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