Features & Amenities

Interior

  • Other Interior Features

    High Ceilings, Open Floorplan, Walk-In Closet(s)

  • Total Bedrooms

    3

  • Bathrooms

    3

  • Cooling YN

    YES

  • Cooling

    Central Air, Zoned

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central, Electric, Zoned

  • Pet friendly

    Cats OK, Dogs OK

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Frame, Wood Siding

  • Other Exterior Features

    Garden, Lighting, Rain Gutters

  • Parking

    Driveway, Garage Door Opener, Off Street, Basement, Attached

  • Patio and Porch Features

    Deck, Enclosed, Front Porch, Rear Porch

  • Pool

    No

  • Waterfront YN

    YES

  • View

    Water

Area & Lot

  • Lot Features

    Landscaped, Paved, Private, Waterfront

  • Lot Size(acres)

    0.31

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Elevated, Florida, Key West

Price

  • Sales Price

    $4,495,000

  • Tax Amount

    20165.0

  • Sq. Footage

    3, 006

  • Price/SqFt

    $1,495

HOA

  • Association

    Yes

  • Association Fee 2

    $1,743

  • Association Fee

    $757

  • Association Fee Frequency

    Quarterly

  • Association Fee 2 Frequency

    Quarterly

  • Association Fee Includes

    N/A

School District

  • Elementary School

    The Island School

  • Middle School

    L.A. Ainger Middle

  • High School

    Lemon Bay High

Property Features

  • Stories

    4

  • Association Amenities

    Clubhouse

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    133

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


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

Lee

Elementary School

The Island School

Middle School

L.A. Ainger Middle

High School

Lemon Bay High

Listing Courtesy of Jamie Curry , GULF TO BAY SOTHEBY'S INTERNAT

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 DanielleUrtnowski

FOUNDER

DanielleUrtnowski

Call Danielle today to schedule a private showing.


* 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.
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.

521 BUTTONWOOD BAY DRIVE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

New on site 1 day ago
One or more photo(s) has been virtually staged. Newly Constructed Beach Front 3-Bedroom, 3-Bath Gulf-View Townhome
Experience luxury coastal living in this brand-new, custom-built townhome! Beginning with engineer-approved original pilings, the home was rebuilt in 2025 with 6-inch exterior framing, ½” sheathing, cement plank siding, foam insulation, Marvin Signature Coastline windows and doors, and a standing seam metal roof—ensuring superior strength, energy efficiency, and durability. Step inside to an open-concept living, dining, and kitchen area, all showcasing stunning Gulf views. Enjoy your morning coffee and spectacular sunsets from your private waterfront open lanai. The interior features tile and wide plank engineered hardwood floors and rift-sawn oak custom cabinetry. The chef’s kitchen boasts quartz countertops, matte white GE Café appliances with brushed bronze accents, and a dedicated bar area with beverage refrigerator—perfect for entertaining. The main-level bedroom includes custom built-ins and access to a full guest bath. Upstairs, the Gulf-front primary suite offers custom cabinetry, and a luxurious ensuite bath with dual sinks accented with bronze fixtures. A spacious third bedroom, also with custom built-ins, and features its own private ensuite bathroom. Other features include solid core doors and a whole house carbon and sediment dual water filtration system and tankless water heater.  Over 1,000 additional square feet of covered parking for your car, golf cart and bikes. Every detail has been thoughtfully designed to create a refined coastal retreat just minutes from town, offering quick access to island shops, dining, and community events!
#D6144412

BOCA GRANDE

290 GULF BOULEVARD 18

3 Beds

3 Baths

2,532 Sq.Ft.

$3,795,000

MLS#: D6144412

New on site 1 day ago
Welcome to “The Pink House,” a signature bayfront residence quietly tucked along the shoreline of the South Bay neighborhood within Boca Bay. Offering 3 bedrooms and 3.5 bathrooms, this home was thoughtfully re-designed and extensively renovated in 2014 to provide an elevated coastal living experience defined by sweeping water views, relaxed indoor–outdoor flow, and uncompromising attention to detail.
Set on one of the larger parcels within the neighborhood, the property enjoys substantially more water frontage than most South Bay homes—enhancing both privacy and the immersive connection to the bay. Equally rare, the fully fenced front and side yard areas create generous outdoor living, garden, and play spaces while maintaining a natural harmony with the surrounding coastal landscape.
The home’s preferred waterfront orientation captures panoramic views across the bay from nearly every living space—framing shifting tides, morning light, and unforgettable evening color. A standing seam metal roof (2013), impact-rated windows and doors, HardiePlank siding, Ipe decking, and Chicago brick pavers together form a refined exterior aesthetic that marries beauty with long-lasting durability.
Inside, the atmosphere is warm, bright, and intentionally curated. The kitchen is outfitted with Sub-Zero refrigeration (including a full Sub-Zero wine column), a Wolf 6-burner range, and handcrafted cabinetry—creating a space equally suited for relaxed coastal evenings and gracious entertaining. Haiku fans and custom lighting elevate the home’s understated sophistication.
A private expanded dock, complete with two boat lifts and an appealing seating area invites effortless access to the surrounding water, renowned for world-class fishing, scenic cruising, and limitless saltwater exploration.
As a resident of Boca Bay, you’ll enjoy exclusive access to the Pass Club, where waterfront dining, Har-Tru tennis courts, fitness facilities, and beach access extend the experience of island living. Additional community amenities include multiple swimming pools, pickleball courts, short-term boat dockage, a private fishing pier, and a Gulf-front Beach Club.
“The Pink House” is more than a residence, it is a rare opportunity to experience Boca Grande’s most cherished coastal lifestyle, where thoughtful design, natural beauty, and a sense of ease come beautifully together.
#D6144583

BOCA GRANDE

589 BUTTONWOOD BAY DRIVE

3 Beds

3 Baths

4,836 Sq.Ft.

$5,275,000

MLS#: D6144583

New on site 4 days ago
Remodeled and walk-in ready! Come explore the exceptional panoramic sparkling water views from this well-maintained residence nestled on the shores of Charlotte Harbor in the “North Bay” neighborhood of Boca Bay. The home is beautifully updated with new furniture and is being offered Turn-Key for immediate use. Featuring stunning wood floors and coastal contemporary updates to the bathrooms and kitchen—including new cabinets, lighting, and more. Offering four bedrooms (including a bunk room) and four full bathrooms, all clean and inviting, with excellent bonus space throughout. The metal roof, clapboard siding, and spectacular rooftop deck (that never misses a sunset) all contribute to that timeless Old Florida charm. All impact glass windows and sliding glass doors are already in place for added peace of mind. Mother Nature at her best with exceptional views from every level! For the fisherman, paddle boarder, or kayaker, you can walk out and wade the nearby grass flats and sand bars, which offer some of the best fishing in and around Boca Grande. As part of the Boca Bay community, this property enjoys access to community pools, the exclusive Pass Club, and available boat dockage—offering a complete coastal lifestyle. This residence represents a terrific value for an open bay view / bayfront home. Come and explore this enchanting opportunity.
#TB8439658

BOCA GRANDE

319 PILOT POINT LANE

4 Beds

4 Baths

5,215 Sq.Ft.

$4,950,000

MLS#: TB8439658

Perfectly located only steps to the beach and a quick bike ride to the village of Boca Grande!  This thoughtfully renovated 3 bedroom, 3 1/2 bath pool home is completely updated inside and out and offered turnkey furnished! The large and inviting front porch has plenty of room for outdoor living with seating to enjoy a meal or the colorful sunsets! Built with hardi plank siding, all impact resistant windows and doors, and a newer (2002) metal roof! Enter and you will find wood floors throughout, a living room detailed with built-ins, and a large dining area. The kitchen features an island with seating for 4, gas stove, quartz countertops, tile backsplash, stainless steel appliances and a wine refrigerator.  To enjoy the outdoors, there is a fenced and heated swimming pool area with an oversized pool deck offering open or covered seating areas. There is also plenty of open parking plus space under the house, as well as an enclosed golf cart garage! For the dog lover, this home is conveniently located near Lee County Park offering fenced dog parks. You can also enjoy the seasonal Boca Grande Famer’s Market, community tennis courts, and just a short walk to watch the spectacular sunsets on the Gulf waters beyond the Boca Grande range light built in 1927!
#D6143946

BOCA GRANDE

250 WHEELER ROAD

3 Beds

3 Baths

2,552 Sq.Ft.

$3,795,000

MLS#: D6143946

Welcome to island luxury redefined on beautiful Boca Grande — where timeless elegance meets relaxed coastal living. Completed in 2025, this brand-new custom home blends impeccable craftsmanship with the finest finishes, offering the ultimate retreat in one of Florida’s most sought-after locations.

Built to the latest storm codes, this residence features impact-rated storm windows and doors, ensuring peace of mind and enduring quality. The thoughtfully designed floor plan includes 3 spacious bedrooms plus an office (or optional 4th bedroom) and 4.5 designer baths, providing both privacy and flexibility for guests or family.

At the heart of the home, a gourmet chef’s kitchen showcases top-of-the-line Thermador appliances, custom cabinetry, and countertops — perfect for entertaining or intimate gatherings. Enjoy seamless living with an elevator, sparkling pool and spa, and expansive outdoor spaces surrounded by lush tropical landscaping that creates your own private paradise.

Every detail has been considered, from the rich architectural elements to the luxury finishes throughout.

Experience the best of Boca Grande island living, where time seems to stand still. Cruise by bike or golf cart to charming boutiques, quaint shoppes and restaurants, and pristine beaches just moments away. This is more than a home — it’s a lifestyle of sophistication and serenity in one of Florida’s most enchanting coastal communities.
#D6144126

BOCA GRANDE

10009 GASPARILLA PASS BOULEVARD

4 Beds

4 Baths

5,977 Sq.Ft.

$4,850,000

MLS#: D6144126

Historic 3 bedroom, 3 ½ bath completely renovated home with garage, located just steps away from shopping, restaurants and the beach! In 2019, this historic and contributing Boca Grande cottage underwent a full renovation and addition which included an interior staircase and second living floor with a third bedroom suite and bathroom as well as a full-size garage with space for a car and golf cart. All work was completed by Safety Harbor Builders boasting incredible custom carpentry including cabinets, built-ins, closets, crown molding, 8-inch baseboards, solid wood custom doors and beautifully crafted ceilings. Wide plank white oak wood flooring runs throughout main living areas, kitchen and all bedrooms. A chef’s dream kitchen includes a 6 burner Wolf range with pot filler, plus an additional Wolf wall oven, Wolf built-in microwave / convection oven, Bosch dishwasher and Sub-Zero refrigerator. Other features include a large island with a farmhouse sink, Quartz countertops, and a built-in wall pantry with easy access drawers.   Three bedrooms, all with private full baths include custom glass enclosures, and showers detailed with Carrara marble and / or hammered subway tiles, one with a cast iron tub. For guests, there is a powder room off the living area. The laundry room includes a second custom pantry for additional storage and Whirlpool washer and dryer. Finished with all impact rated windows and doors plus with a new metal roof in 2025, with a new tankless water heater and all appliances in 2025. The propane tank provides for the range, tankless water heater and fireplace. The house is also generator ready. Lush landscaping, irrigation and lighting are all installed for privacy and beauty. Use the welcoming front porch to enjoy and gather with friends and family in a truly historic custom architecturally designed Boca Grande cottage built to today’s standards!
#D6143965

BOCA GRANDE

291 PALM AVENUE

3 Beds

3 Baths

2,089 Sq.Ft.

$4,750,000

MLS#: D6143965

3 bedroom 2 ½ bath home in the Golden Beach section of Boca Grande on an oversized and fenced in 15,000 sq ft lot! Offered furnished with all new designer furniture! Thoughtfully built to enjoy the Florida lifestyle year-round, with open indoor space and expansive outdoor areas.  Walk into the main room with a cathedral ceiling and a wall of sliders allowing in lots of natural light! The open floor plan includes a custom kitchen with a breakfast nook, a 6 burner Thermador gas stove with double ovens, and a large island! The living room has a gas fireplace, and the dining area overlooks the private lot with a bonus den area. The new pool has a hot tub, and the fire pit is the perfect spot for night entertainment! Constructed with impact windows, engineered hardwood floors and a metal roof, with details that include plantation shutters, electric screens on the rear doors, and complimented with furniture perfectly placed by an interior decorator! Beach access is a short walk away and the biking/golf cart path leads you to town in minutes to enjoy the restaurants, shopping, and community events!
#D6143949

BOCA GRANDE

372 BAILY STREET

3 Beds

2 Baths

2,760 Sq.Ft.

$3,995,000

MLS#: D6143949

Nestled in the exclusive gated community of Boca Bay's North Village, this stunning 3-bedroom, 3-bathroom home offers over 3,200 square feet of beautifully updated living space with breathtaking lake views. Thoughtfully designed with high-end finishes and modern upgrades, this home is perfect for those seeking both luxury and comfort. The renovated chef’s kitchen is a showpiece, featuring quartz countertops, a shiplap ceiling, Thermador appliances (oven, microwave, and gas stove), a WiFi-enabled Monogram refrigerator, and a built-in ice machine. An eat-in dining area provides a warm and inviting space. The living room impresses with vaulted ceilings, an eye-catching fireplace, and a built-in bar, all enhanced by Sonos surround sound throughout, creating an ideal setting for entertaining or unwinding. Hurricane-impact windows and doors, a newer standing seam metal roof, and plantation shutters throughout provide both elegance and peace of mind. The primary suite is a private retreat, featuring French oak engineered wood flooring, a spacious loft/living area with a private office, and a spa-inspired bathroom with a copper tub and sophisticated accents. Each bathroom has been beautifully updated, adding to the home’s refined feel. Designed for seamless indoor-outdoor living, the expansive lanai offers breathtaking lake views, making it the perfect place to enjoy your morning coffee or entertain guests. A private outdoor shower adds a touch of island charm, while a Zen garden off the dining room enhances the home’s peaceful ambiance. As a resident of Boca Bay, you’ll have access to exclusive world-class amenities, including a private boat basin with slips, a croquet sports field, Har-Tru tennis courts, and four swimming pools, including a lap pool. The Gulf-front Beach Club offers a premier venue for private events, while the community fishing pier provides a serene waterfront escape. Additionally, members have access to the prestigious Pass Club, featuring exceptional dining and social opportunities in an unparalleled waterfront setting. This is a rare opportunity to own a luxurious lakefront home in one of Boca Grande’s most coveted communities. Schedule your private showing today!
#D6144009

BOCA GRANDE

158 CARRICK BEND LANE

3 Beds

3 Baths

3,858 Sq.Ft.

$4,895,000

MLS#: D6144009

Price reduced
LOCATION LOCATION LOCATION-Walk to everything from this truly exquisite 3 bedroom, 2 ½ bathroom Gilchrist Cottage in the heart of the “Historic District”. Loaded with mid-century charm, updated professionally with modern coastal contemporary influence throughout, all nestled onto a deep 50’ by 150’ lot. The property is being beautifully remodeled nearly new and will be delivered Designer furnished for immediate use! This delightful home offers a very private swimming pool area tucked behind privacy fencing covered with fragrant Jasmine, among just planted new lush and additional landscaping. A standing seam metal roof protects the Cottage along with back-alley access to a large, covered carport. The main living area provides a Great Room concept with Philippine Shellstone flooring throughout and a comfortably spacious 10’ by 28’ old fashioned front porch facing the Gulf of Mexico! Estate Wall, extensive pavers, and luminous night lighting offers a very special ambiance at this superb location. A rare opportunity to own in this very limited heart of the Village
#TB8392464

BOCA GRANDE

350 GILCHRIST AVENUE

3 Beds

2 Baths

2,049 Sq.Ft.

$4,995,000

MLS#: TB8392464

 - property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

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