Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
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Ex.Miami OR Coral Springs OR Boca Raton 33319 OR 33321 OR 33467
BEACH CHALET BLD G - D6146747 - 5000 GASPARILLA RD #BC306, BOCA GRANDE, FL 33921 5 Days on yellowkey
$1,150,000 | Condo 1 bedrooms, 2.0 bathroom
Experience effortless coastal living in this beautifully appointed one bedroom, two bath condo, perfectly positioned on the desirable 3rd floor with sweeping Gulf of Mexico views. Offered fully furnished, including a built in queen Murphy bed for guest, and ready for immediate enjoyment or rental income potential. Located within the exclusive Boca Grande Club, residents enjoy an array of resort style amenities, including three sparkling pools, a gulf front private restaurant, a lively tiki bar, a state-of-the-art fitness center, and eight Har-Tru tennis courts. A premier tennis program with professional instruction, along with on site rental management and housekeeping services, ensures both convenience and exceptional lifestyle appeal. Just a short golf cart ride away, you’ll find the charming Village of Boca Grande, offering boutique shopping, dining, and Old Florida charm. Whether you’re seeking a serene getaway or a smart investment opportunity, this exceptional beachfront condominium delivers the best of both worlds. Membership fees apply for ownership. Please inquire for cost.
This listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT
BOCA GRANDE ISLES - D6146862 - 1671 JOSE GASPAR DR, BOCA GRANDE, FL 33921 11 Days on yellowkey
$4,500,000 | Single Family Home 4 bedrooms, 4.0 bathroom
Experience waterfront living in this recently updated Boca Grande residence, ideally positioned along the serene shores of Gasparilla Sound. This four-bedroom, four-bath pool home blends timeless coastal charm with thoughtful modern upgrades, starting with its inviting curb appeal and welcoming entry. Inside, elegant shiplap detailing enhances the interior walls, adding warmth and character throughout. The home features an updated kitchen and breakfast room with stunning water views. The second-floor primary suite serves as a private retreat, complete with a updated bath and its own waterfront deck. Three additional bedrooms, two en suite, offer private entrances off the pool, creating a perfect setup for guests or extended family. Storm-resistant doors and windows flood the home with natural light while providing peace of mind and added protection. Step outside to embrace the ultimate waterfront lifestyle. The expansive pool area overlooks the water, complemented by a private boardwalk and dock—ideal for kayaks, paddleboards, fishing, or simply enjoying breathtaking sunsets. This exceptional property is a perfect opportunity to own an island home in Boca Grande —where comfort, and coastal beauty come together seamlessly.
This listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA
SEAWATCH BOCA GRANDE - D6146719 - 43 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921 12 Days on yellowkey
$2,500,000 | Single Family Home 3 bedrooms, 3.0 bathroom, 2 car garage
Nestled in the exclusive gated community of Seawatch, this thoughtfully updated single-family Seawatch presents a rare lakefront sanctuary offering unparalleled privacy, serene water views, and refined coastal living. It boasts approximately 3,092 square feet of bright, open living space with three bedrooms and three bathrooms. Vaulted bead board ceilings and an abundance of natural light create an airy, inviting atmosphere throughout the open floor plan—ideal for both relaxed everyday living and sophisticated entertaining. The upper-level primary suite is a true retreat, featuring a private terrace with sweeping views over Lake Gasparilla, an upgraded bathroom and office. Multiple expansive outdoor living areas, including a screened lanai and open porches, invite al fresco dining, sunset gatherings, or simply unwinding amid the tranquil surroundings. At the heart of the home is the tastefully renovated eat-in kitchen, showcasing premium appliances including a paneled Sub-Zero refrigerator, double ovens, induction cooktop, and warming drawer, along with abundant storage and elegant finishes. Recent renovations by renowned local firm McHugh Porter Builders have elevated the property with refreshed kitchen and baths, new engineered hardwood flooring, and impeccable interior finishes throughout. Additional highlights include a convenient elevator, hurricane-impact windows and sliders for peace of mind, a 2011 roof, an air-conditioned storage room just off the garage, and ample parking. Seawatch is a prestigious waterfront enclave of just 49 residences, thoughtfully positioned between the Gulf of Mexico and Lake Gasparilla. Residents enjoy exclusive amenities including to the pristine Gulf shoreline, two community pools, and two tennis courts. This rare setting delivers a true barrier-island lifestyle—minutes from the charming village of Boca Grande for boutique shopping, fine dining, and world-class fishing and shelling.
SEAWATCH BOCA GRANDE - D6146794 - 12 SEAWATCH DR, BOCA GRANDE, FL 33921 13 Days on yellowkey
$3,250,000 | Single Family Home 3 bedrooms, 3.0 bathroom , 2 car carport
Peaceful and private, this spacious Gulf-view single-family home offers nearly 4,000 total square feet and an excellent opportunity to make this property your own. Featuring three bedrooms, three full baths, a versatile loft, charming cupola, and a convenient three-stop elevator, the layout provides both flexibility and functionality. Set just back from the direct beachfront, the home still enjoys a pleasant Gulf view along with added privacy. The large glass-enclosed porch and open sundeck create inviting spaces to relax, entertain, and take in the coastal setting. Located in the gated Seawatch community at the north end of Boca Grande, this property is just a short walk to the beach, known for the island’s best shelling. Community amenities include two heated pools, tennis courts, walking paths, and boardwalk access to the beach—ideal for enjoying the laid-back island lifestyle and beautiful sunsets.
This listing is courtesy of: BOCA GRANDE REAL ESTATE, INC.
BOCA GRANDE NORTH PH C - D6146748 - 6010 BOCA GRANDE CSWY #C32, BOCA GRANDE, FL 33921 18 Days on yellowkey
$1,129,000 | Condo 2 bedrooms, 2.0 bathroom
Perched on the top floor of Boca Grande North, Residence 32 captures sweeping views of the Intracoastal Waterway and delivers the relaxed elegance that defines island living. This beautifully updated two-bedroom, two-bathroom condominium blends contemporary design with coastal charm, highlighted by striking ceiling beams, engineered hardwood floors, and thoughtfully upgraded finishes throughout. Natural light pours through impact-rated windows and sliding glass doors, enhancing the open living spaces and framing tranquil water views. The well-appointed layout offers both comfort and functionality, ideal for everyday living or as a refined island retreat. Offered unfurnished, the residence presents a blank canvas to create your own coastal vision. Boca Grande North is a gated waterfront community known for its exceptional amenities and boating lifestyle. Residents enjoy a heated community pool overlooking the water, tennis and pickleball courts, a fully equipped clubhouse with card room and fitness center, and beautifully maintained grounds. Community propane grills provide the perfect setting for outdoor entertaining, while dedicated golf cart parking and charging stations add convenience for exploring the island. Whether you are seeking a personal getaway or a strong investment opportunity, this residence offers excellent rental potential in one of Boca Grande’s most desirable communities. With close proximity to the Village, pristine Gulf beaches, world-class tarpon fishing, and renowned island dining, Boca Grande North 32 is a rare opportunity to experience the very best of Southwest Florida coastal living.
VILLAGE BOCA GRANDE CLUB - D6146616 - 5000 GASPARILLA RD #19, BOCA GRANDE, FL 33921 23 Days on yellowkey
$2,100,000 | Condo 3 bedrooms, 3.0 bathroom
This renovated Village home is well positioned, offering a sense of openness that is uncommon in this setting, with Gulf views from each level that quietly anchor it to its surroundings. The enclosed entry corner extends the living space in a way that feels integrated rather than additive, adding meaningful interior square footage and enhancing the home’s overall livability. A second enclosed corner off the guest bedroom provides additional interior space, offering flexibility for guests or quiet separation when needed. An outdoor patio provides further usable space and a natural extension of the main living areas. The interior renovation is clean and current, with a layout that feels intuitive and easy to live in. Plantation shutters throughout add both architectural detail and light control, complementing a décor that is coastal and considered, with a beach-inspired palette that reads as both relaxed and refined. The exterior has been carefully maintained, with a 2022 standing seam metal roof, Trex stairs and decking, and predominantly impact-rated glass and sliders, offering durability well suited to the coastal environment. A dedicated golf cart entrance adds a practical layer to daily life, allowing for easy movement to and from the garage and throughout the community. Mature landscaping frames the property, lending a sense of privacy and permanence. Furnishings are available, offering a seamless transition for those seeking a more immediate move-in. Ownership within the Boca Grande Club includes access to one of the island’s most expansive private beaches, multiple pools, eight Har-Tru tennis courts, a well-regarded tennis program, a fitness center, and waterfront dining, all within a gated, professionally managed community designed for a relaxed coastal lifestyle.
BOCA GRANDE CLUB PH 01 - D6146553 - 5000 GASPARILLA RD #12B, BOCA GRANDE, FL 33921 31 Days on yellowkey
$1,945,000 | Condo 2 bedrooms, 2.0 bathroom
Under contract-accepting backup offers. Welcome to luxury living at the prestigious Boca Grande Club! This top-floor condominium offers an unparalleled coastal lifestyle with breathtaking Gulf front views. Meticulously remodeled, this residence boasts 2 bedrooms, 2 bathrooms, and an inviting upstairs loft for added flexibility. Upon entering, the allure of this residence is immediately evident with the abundance of natural light due to its southern end-unit location. The impact glass windows and doors seamlessly connect the interior to the captivating Gulf panorama. The entire space has been expertly curated by an interior designer, ensuring a harmonious blend of sophistication and comfort. No detail has been overlooked in the customization of this condo. Elegant moldings and a stunning expansive white oak ceiling contribute to an ambiance of refined opulence. The custom window treatments, as well as designer wallpaper and lighting fixtures add an extra layer of style, creating a unique visual in every room. The kitchen features quartzite countertops, a large island with barstool seating, and custom cabinetry that blends style with functionality. The bathrooms are equally impressive, showcasing elegant finishes and fixtures. The master suite, with its Gulf views, provides a serene retreat for relaxation. Residents enjoy access to the exclusive host of amenities of the Boca Grande Club. Several pools, private beach access, a members-only Gulf-front restaurant, a fitness center, tennis courts, and a tiki bar provide a wealth of leisure options. This condo's location in close proximity to the main pool and Gulf-front restaurant adds an extra layer of convenience, ensuring you can fully embrace the unparalleled lifestyle offered by the Boca Grande Club.
BEACH CHALET BLD G - D6146490 - 5000 GASPARILLA RD #BC205, BOCA GRANDE, FL 33921 37 Days on yellowkey
$1,075,000 | Condo 1 bedrooms, 1.0 bathroom
Experience effortless island living at Beach Chalet Unit 205. This charming, turnkey-furnished one-bedroom coastal retreat is nestled within the highly sought-after gated Boca Grande Club. Offering endless, breathtaking views of the Gulf from every room in this second floor unit! Plus, just moments from the beach, this inviting residence captures the essence of relaxed luxury and the laid-back elegance that defines life on Gasparilla Island. The kitchen features stainless steel appliances and modern finishes, while the bright, open living spaces flow seamlessly into the Florida room—every room is an ideal setting to enjoy morning coffee, a quiet afternoon with a book, or the gentle Gulf breezes. Beyond the residence itself, owners enjoy access to the exceptional resort-style amenities that make the Boca Grande Club so desirable. Spend your days lounging on the club’s uncrowded private beach, relaxing by one of the Gulf-front swimming pools, dining at the beachfront restaurant, or taking advantage of the premier tennis facilities and fitness center. With beautifully maintained grounds and a vibrant yet tranquil coastal atmosphere, this is a place where every day feels like a vacation. Whether you're seeking a serene personal getaway, seasonal escape, or investment opportunity, this charming island residence offers the perfect blend of comfort, convenience, and the unmatched lifestyle of Boca Grande. Additionally, this unit is rental-ready and can continue to offer investment income if desired. Contact us to arrange your private tour and discover the luxury Florida lifestyle. Initiation fees and yearly Club dues apply. Please inquire for cost.
This listing is courtesy of: PARSLEY BALDWIN REAL ESTATE
HARBOR DRIVE WATERWAYS - D6146498 - 252 WATERWAYS AVE, BOCA GRANDE, FL 33921 37 Days on yellowkey
$5,495,000 | Single Family Home 4 bedrooms, 4.0 bathroom
Experience the Boca Grande lifestyle in this highly desirable ground floor residence nestled in the heart of the Village on deep protected water. This one of a kind home is located in an "X flood zone" and it experienced no water intrusion during the storms. As you step into this lovely 4 bedroom and 4 bath classic Boca Grande style home, you will appreciate the sun filled great room which includes a beautiful coral stone fireplace and French doors that open to a stone patio, and heated pool. The unique residence is designed around the lush outdoor space which includes a fenced yard, and a dock for your large vessel. You will appreciate the convenience of single story living both indoors and out. In addition to the impressive great room, this Florida Style plan boasts a kitchen with stone counters and breakfast nook, a large primary suite and bathroom and a fantastic executive office, which can also serve as a den, and finally 3 ensuite guest rooms. This distinctive home has a new standing seam roof, tankless hot water, and beautiful mature landscaping. Outdoor activities are endless, as you take advantage of day trips to neighboring islands, world class fishing, paddleboarding and kayaking, or you can choose to bike the length of the island on the “bike path”, or golf cart to the beach for a walk on the beach or swim in the Gulf of Mexico. Boca Grande is famous for so much more than its Tarpon. Retreat to an idyllic lifestyle, where bicycles and golf carts are the preferred mode of transport, and old Florida charm abounds, where no street lights, traffic or high rises exist. There is no place quite like it!
BOCA GRANDE CLUB PH 04 - D6146406 - 5000 GASPARILLA RD #56A, BOCA GRANDE, FL 33921 38 Days on yellowkey
$1,795,000 | Condo 2 bedrooms, 2.0 bathroom
Experience refined coastal living in this beautifully renovated 2 bedroom, 2 bath Gulf front condominium offering 1,327 square feet of light filled elegance. Perfectly positioned with sweeping Gulf views and direct beach access, this private retreat captures the essence of relaxed luxury. Recently remodeled with high end finishes throughout, the residence features a stunning new kitchen with premium cabinetry, sleek countertops, and quality appliances—ideal for both everyday living and entertaining. Both newly redesigned baths showcase sophisticated fixtures and spa inspired details. The open layout is sunny, bright, and filled with natural light, creating a space that feels clean, fresh, and effortlessly welcoming. Located within the exclusive Boca Grande Club, residents enjoy an unparalleled lifestyle with exceptional amenities, including, 24 hour guarded gate entrance, three swimming pools, private Gulf front restaurant and tiki bar, state of the art fitness center, 8 Har-Tru tennis courts with an active tennis program and on site Tennis professional, and Front desk with Bell stand services. This is more than a condominium—it’s a private Gulf front sanctuary within one of Boca Grande’s most sought after communities. Offered furnished with exclusions. Please inquire for Membership Initiation fees.
VILLAGE BOCA GRANDE CLUB - D6146472 - 5000 GASPARILLA RD #VH20, BOCA GRANDE, FL 33921 39 Days on yellowkey
$2,450,000 | Condo 3 bedrooms, 3.0 bathroom, 1 car garage
Fully renovated Village Home in the gated Boca Grande Club, offering 3 bedrooms, 3 baths plus a fourth kids’ room and over 1,600 square feet of living space, including approximately 400 square feet of thoughtfully added living area. Designed with a coastal-contemporary aesthetic, the home features an open-concept layout with vaulted ceilings, abundant natural light, enclosed sunrooms, and a striking new fireplace that anchors the main living space. The gourmet kitchen showcases premium LG appliances, quartz countertops, and designer fixtures, seamlessly blending style and functionality. The reimagined primary suite offers a spacious walk-in closet and a spa-inspired bath with dual vanities and a large walk-in shower. The loft level has been expertly transformed to include a private bedroom and full bath, creating an ideal retreat for guests or family. Throughout the home you’ll find designer tile, new hardwood flooring, updated doors, trim, and hardware, along with modern conveniences including a full-size in-home washer and dryer and outdoor elevator lift. Significant upgrades include impact windows, Hardie siding, Trex decking, a newer roof, open-air lift, and a 2017 HVAC system, ensuring both durability and peace of mind. Enjoy west-facing outdoor living with beautiful sunset views and glimpses of the Bay and Gulf, along with a garage and private garden area. Located just steps from the secluded beach, this home offers the perfect blend of privacy and coastal lifestyle. Residents of the Boca Grande Club enjoy an exceptional amenity package including Gulf-front dining, three pools, tiki bar, fitness center, yoga and water aerobics, eight tennis courts, and gated security.
GOLDEN BEACH - D6146411 - 320 GASPARILLA ST, BOCA GRANDE, FL 33921 41 Days on yellowkey
$2,775,000 | Single Family Home 3 bedrooms, 2.0 bathroom
Discover 320 Gasparilla Street located just south of the village in Golden Beach. This 3-bedroom, 2-bathroom pool home offers comfortable living with a desirable one-level layout, situated on a large, south facing lot. The main living areas feature a living and dining room combination, complemented by a glassed-in Florida room that fills the home with natural light. The kitchen is clean and functional, and the bedrooms are generously sized. The fully fenced backyard includes a freshwater pool and a tiki-style bungalow, creating a private outdoor haven. Conveniently located near a beach access, the property offers the laid-back coastal lifestyle Boca Grande is known for. Whether as a primary residence, seasonal getaway, or investment property, this presents a wonderful opportunity to own on Gasparilla Island.
ACREAGE & UNREC - D6146286 - 2021 20TH ST W, BOCA GRANDE, FL 33921 49 Days on yellowkey
$7,950,000 | Single Family Home 8 bedrooms, 7.0 bathroom
Welcome to 2021 20th Street, Boca Grande, FL! A Family Compound close to the Village on a Private Street with deeded Beach access! Nestled on over half an acre on a Private street in the heart of Boca Grande, 2021 20th Street offers the perfect setting for family gatherings where memories are made. This one of a kind property boasts a large 5 bedroom main home and a charming 3 bedroom guest cottage. The tropical setting provides an ideal backdrop for family gatherings, vacations, and creating cherished moments for generations to come. The spacious main home features an open and airy floor plan with high ceilings, a European designed kitchen,large windows, and lots natural light, offering a seamless flow between indoor and outdoor living. Whether you’re hosting family dinners, relaxing by the pool, or gathering for sunset cocktails on the patio, the home's inviting atmosphere fosters connection and togetherness. Surrounded by tropical landscaping, the property ensures privacy while offering plenty of room for outdoor activities and relaxation. For guests or extended family, the delightful 3-bedroom guest cottage provides a perfect retreat with its own kitchen, living area, and comfortable, coastal-inspired design. This separate dwelling allows for privacy and comfort, while keeping everyone close together on the same property. The cottage is also perfect for use as a rental for those owners desiring income to offset the expenses of Island home ownership. One of the standout features of this compound is its deeded beach access, granting direct entry to Boca Grande's beaches. Imagine waking up to the sound of waves, walking down to the beach with loved ones, or enjoying a sunset stroll along the shore—this property gives you the luxury of beach living just steps from your door. The expansive lot provides ample space for family activities, outdoor games, or simply enjoying the tropical surroundings. Whether you're hosting a holiday gathering, a summer barbecue, or a quiet evening with family, this home is designed for lasting memories. With its prime location in Boca Grande, this property offers the perfect balance of seclusion and convenience, just a short distance from the island's charming shops, restaurants, community center, and bike path.
ACREAGE & UNREC - D6146257 - 150 1ST ST E, BOCA GRANDE, FL 33921 52 Days on yellowkey
$6,995,000 | Single Family Home 6 bedrooms, 6.0 bathroom, 1 car garage
Under contract-accepting backup offers. Located in the heart of the Village within the historic charm of Boca Grande, this exceptional 6-bedroom, 6-bath coastal retreat artfully blends timeless architecture with modern craftsmanship. Designed by Stofft Cooney Architects and built in 2020 by the island’s premier builder, Safety Harbor Construction, the residence offers over 3,800 square feet under air, including two beautifully appointed sunrooms, and was thoughtfully conceived for refined entertaining and seamless indoor–outdoor living. A custom mahogany front door opens to a classic “Gasparilla Inn” inspired sun porch with green high-gloss painted wood floors, introducing interiors rich with antique wormy chestnut reclaimed flooring, tongue-and-groove ceilings with decorative beams, and a striking Isokern Magnum wood-burning fireplace. The open-concept kitchen is a chef’s showpiece, appointed with leathered Taj Mahal quartzite countertops, dual dishwashers, WOLF and Monogram appliances, and a fully equipped butler’s pantry with ice maker, beverage drawers, wine refrigerator, and generous storage. A beautifully integrated dry bar in the living area features a copper countertop, additional beverage drawers, and an ice maker. British-inspired Origin bi-fold aluminum doors fully recess to transform the living space into an open-air sanctuary, complemented by a remote-controlled screen at the touch of a button. The outdoor kitchen is anchored by a custom built-in Kalamazoo Gourmet Fire Grill, designed to cook with wood, charcoal, or gas, with additional space for preferred appliances. The main-level primary suite captures serene outdoor views and features a private, spa-like bath with dual vanities, walk-in closet, and a full-size laundry room. Two additional guest suites complete the main level, including one reimagined as a den inspired by BZ’s Lounge at the iconic Gasparilla Inn. Upstairs, a cozy TV room provides an inviting setting for movie nights and game time. Three additional guest suites include one transformed into a bright craft room with charming views of Palm Avenue, along with a convenient second-floor laundry closet. Set on 81 feet of deepwater canal frontage with direct, no-bridge access to the Harbor and Gulf, the property is a boater’s dream. The private dock features over 600 square feet of Azek decking, a 20,000-pound boat lift (2020), and a 10,000-pound lift added in 2023. The main living level is elevated over 11 feet and constructed on a solid concrete base for peace of mind. A residential elevator services all floors from the extended one-car garage with golf cart side entry and additional storage. Andersen impact windows, Boral exterior siding, a corrugated metal roof, solid wood soffits, and a whole-home Reme Halo air purifier complete this impeccably built residence, offering the rare union of Village character, architectural integrity, and exceptional boating and beach access.
SEABREEZE - D6146199 - 281 SEABREEZE CT, BOCA GRANDE, FL 33921 55 Days on yellowkey
$2,400,000 | Single Family Home 3 bedrooms, 2.0 bathroom
REDUCED PRICE - Welcome to your private tropical retreat offering relaxed coastal living just minutes from convenient beach access. This residence captures the charm and style of Boca Grande without the premium price. Surrounded by lush palms and mature landscaping, the home features expansive outdoor living areas designed for year-round enjoyment. An oversized upper deck provides a serene setting for entertaining or unwinding, while the beautifully paved lower-level pool and spa area creates an additional private gathering space. Multiple outdoor options make this home ideal for hosting and embracing the Florida lifestyle. Inside, natural light fills the thoughtfully designed interior. Warm wood floors upstairs add character and comfort. The bathrooms have been tastefully updated with spa-inspired finishes, including frameless glass showers, stone accents, and a freestanding soaking tub. A spacious laundry area with cabinetry adds everyday convenience. This home appeals to buyers seeking the charm and style of Boca Grande without the premium price — offering comfort, flexibility, and exceptional outdoor living in a highly desirable location near the beach.
HARBOR DRIVE WATERWAYS - D6146117 - 204 WATERWAYS AVE, BOCA GRANDE, FL 33921 59 Days on yellowkey
$6,450,000 | Single Family Home 4 bedrooms, 3.5 bathroom , 1 car carport
Elegantly remodeled and ideally located, this waterfront retreat in Boca Grande offers 127 feet of private canal frontage with dockage and boat lift—perfect for boaters seeking easy Gulf access. Situated on a quiet cul-de-sac, the home is just a short walk or golf cart ride from the village’s shops, restaurants, and beaches. Inside, you'll find elevated finishes, open living spaces, and private guest accommodations, offering both comfort and flexibility. This rare in-town offering combines effortless island living with premium dockage—an exceptional opportunity in one of Boca Grande’s most sought-after neighborhoods. 4 bedrooms/ 3.5 bath.
BOCA GRANDE - D6146072 - 260 GILCHRIST AVE, BOCA GRANDE, FL 33921 59 Days on yellowkey
$5,750,000 | Single Family Home 7 bedrooms, 4.0 bathroom
Offered for the first time since 1962, 260 Gilchrist Avenue presents a rare opportunity to acquire a true Boca Grande legacy estate, defined by provenance, architectural presence, and the enduring romance of Old Florida. Built in 1925 and thoughtfully stewarded for generations, this storied residence reflects a time when homes were crafted with intention, scale, and permanence. Sited on an exceptional 100' x 150' in-town parcel, the property is ideally positioned in downtown Boca Grande, just moments from the Village, beaches, dining, and boutiques, yet remarkably private, with a sense of prominence befitting its lineage. The home spans over 3,900 square feet under air, offering seven bedrooms and four bathrooms, with gracious proportions designed for multigenerational living and extended coastal stays. Vaulted ceilings lend volume and elegance, while two original fireplaces anchor the interiors with warmth and authenticity. Original wood floors remain intact, and the home’s cypress walls speak to the craftsmanship and character of an earlier era. A newly completed kitchen introduces a refined modern counterpoint, thoughtfully executed to meet today’s standards for daily living and entertaining while remaining respectful of the home’s historic architectural character. Recent improvements include new HVAC, electrical, and plumbing systems, delivering modern reliability while preserving the home’s timeless soul. A driveway permit is already in place, and the estate is accompanied by a current certified survey. A dedicated local historic specialist has also been engaged to outline the full architectural potential of this exceptional property. Rarely does a Gilchrist Avenue residence of this scale, significance, and authenticity come to market. 260 Gilchrist Avenue is a once-in-a-generation offering rich in history, exceptional in presence, and ideally positioned for thoughtful restoration or inspired reimagination. A true Boca Grande heritage estate, ready for its next distinguished chapter.
BEACH VIEW AT BOCA BAY - D6146077 - 760 BEACH VIEW DR, BOCA GRANDE, FL 33921 63 Days on yellowkey
$2,225,000 | Townhouse 3 bedrooms, 3.0 bathroom
Located along one of Boca Bay’s most desirable front-row settings, 760 Beach View Drive presents a rare opportunity to own a Kentia townhome with direct Gulf views and an outdoor feature found at only 2 townhomes in the community—a private, fenced and walled backyard, ideal for dog owners or those seeking secure outdoor space. Thoughtfully positioned adjacent to a picturesque royal palm-lined sidewalk, the residence enjoys a sense of arrival and openness while maintaining privacy. Inside, warm wood flooring throughout the main living room and stairways sets a welcoming coastal tone. The enclosed main-floor lanai expands the living space, offering a versatile area for relaxing, dining, or entertaining while remaining protected from the elements. The kitchen has been tastefully refreshed with quartz countertops and stainless-steel appliances, blending modern functionality with timeless appeal. A fully updated main-floor bathroom adds both convenience and style for guests and daily living. Storm protection is well addressed with a combination of impact-rated glass and electric roll-down shutters, providing peace of mind without compromising light or views. One of the home’s most compelling features awaits above: a top-floor sundeck with composite decking and railings, perfectly positioned to capture Gulf views, coastal breezes, and unforgettable sunsets. Additional exterior improvements include a 5V-crimp metal roof installed in 2019, ensuring durability and long-term value. At ground level, the residence offers a three-car garage with an additional storage room, ideal for vehicles, golf carts, beach gear, and owner storage, an increasingly valuable amenity on Boca Grande. Just steps from the beach and moments from Boca Bay’s full suite of resort-style amenities including the Pass Club, Beach Club, fitness facilities, dining, tennis, pickleball, pools, boat dockage, and private fishing pier. 760 Beach View Drive combines location, views, upgrades, and a truly rare outdoor offering into one exceptional coastal lifestyle opportunity.
MARINA MANOR BOCA GRANDE - D6145966 - 5858 GASPARILLA RD #39, BOCA GRANDE, FL 33921 66 Days on yellowkey
$1,975,000 | Condo 3 bedrooms, 3.0 bathroom
One or more photo(s) has been virtually staged. Marina Manor #39 REPRESENTS ONE OF THE VERY BEST WATERFRONT REAL ESTATE VALUES ON GASPARILLA ISLAND! This is a rare opportunity for refined, one-level condominium living within the Boca Grande Club, offering tranquil marina and bay views from a coveted waterside, first-floor location. Spanning 2,779 square feet, this spacious three-bedroom, three-bath residence combines generous proportions with thoughtful design and water views with the added convenience of a walkout directly to the waterfront. Elevator access delivers you directly into the unit, where the open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating an inviting space for both everyday living and entertaining. The kitchen is thoughtfully appointed with quartz countertops, stainless steel appliances, and ample cabinetry. The main living area is framed by expansive impact glass sliders that can be fully opened to welcome coastal breezes and enhance the indoor-outdoor living experience. Three generously sized bedrooms and three full bathrooms provide comfortable accommodations for owners and guests alike. Recent improvements include brand new flooring, new drywall, paint, and lighting. The residence also features full impact glass windows and doors throughout, and a detached private garage—recently upgraded with a new roof and new garage door, offering space for a car, golf cart, and additional storage, a rare and highly desirable feature on Boca Grande. The Marina Manor buildings are completely updated with new roofs, railings, concrete work, exterior paint, and refreshed landscaping, reflecting ongoing attention to overall building condition and long-term ownership confidence. The Marina-side neighborhood of the Boca Grande Club offers the added luxury of its own dedicated swimming pool, located just steps from the residence. Owners enjoy full access to the Boca Grande Club’s renowned amenities, including Gulf-front beach access, multiple swimming pools, tennis courts, a fitness center, and on-site dining. Marina Manor #39 delivers a compelling blend of privacy, convenience, and waterfront living within one of Boca Grande’s most desirable communities.
BEACH VIEW AT BOCA BAY PH 02 - D6145917 - 791 BEACH VIEW DR, BOCA GRANDE, FL 33921 73 Days on yellowkey
$2,200,000 | Townhouse 3 bedrooms, 3.0 bathroom
Under contract-accepting backup offers. Located in Boca Bay’s sought-after South Village, 791 Beach View Drive presents an inviting waterfront residence that blends generous space, quality improvements, and an exceptional lifestyle setting just moments from the community’s premier amenities. Thoughtfully positioned to capture tranquil water views, privacy, and abundant natural light, the home enjoys a favored eastern exposure, filling the living spaces with morning and afternoon sun and creating a bright, welcoming atmosphere throughout. The residence offers three bedrooms and three full bathrooms, all of which have been tastefully updated with high-quality finishes that provide a clean, timeless aesthetic. Hurricane impact rated windows and doors are installed throughout, delivering peace of mind, enhanced energy efficiency, and storm protection. Living areas flow naturally toward the water, where an enclosed waterside porch creates valuable additional living space and allows for year-round enjoyment of the serene lake and wildlife setting. Above, a private top-floor waterside sundeck updated with Trex decking offers a peaceful retreat to take in calming water views, coastal breezes, and changing skies—perfect for morning coffee or quiet evenings. At the ground level, a lakeside patio provides an inviting outdoor setting, ideal for grilling and relaxed gatherings, and is complemented by a convenient outdoor shower area. A spacious 3+ car dehumidified garage offers abundant room for vehicles, golf carts, bikes, beach gear, and additional storage, an increasingly valuable feature in Boca Grande. Just a short walk from the beach and Boca Bay’s renowned amenities, residents enjoy convenient access to the Pass Club, Beach Club, fitness facilities, dining, tennis, pickleball, community pools, short-term boat dockage, and the private fishing pier. With its desirable South Village location, solid upgrades, and excellent light, 791 Beach View Drive represents a wonderful opportunity to enjoy the relaxed elegance and coastal lifestyle that define Boca Bay.
HARBORSIDE/BOCA BAY - D6145879 - 729 S HARBOR DRIVE #1, BOCA GRANDE, FL 33921 75 Days on yellowkey
$1,985,000 | Condo 3 bedrooms, 2.0 bathroom
Enjoy serene bayside living in this beautifully appointed 3-bedroom, 2-bath Harborside condominium in Boca Bay. Framed by lush natural surroundings, the spacious screened lanai offers a front-row seat to tranquil water views and coastal wildlife, an ideal setting for morning coffee or sunset unwinding. The interior blends classic elegance with thoughtful craftsmanship, featuring generous ceiling heights, custom millwork, and charming glass transoms above interior doors. Plantation shutters adorn the windows, complementing the impact glass windows and doors throughout the residence. Designed for ease and comfort, revel in the convenience of single-level living, complemented by the inclusion of a private garage, a separate storage room, and effortless elevator access—offering the epitome of a 'lock the door and leave' bayside retreat. Just outside your door, Boca Bay’s resort-style amenities invite you to relax and recharge. Enjoy multiple community pools, a bayside beach, and a fishing pier only steps away. The private Gulf-front Boca Bay Pass Club offers beachfront dining in an exceptional setting, while seven Har-Tru tennis courts and a fully equipped fitness center support an active island lifestyle.
BOCA GRANDE NORTH PH F - A4678882 - 6011 BOCA GRANDE CSWY #F68, BOCA GRANDE, FL 33921 82 Days on yellowkey
$1,275,000 | Condo 2 bedrooms, 2.0 bathroom
Wake up to open water views, coastal light, and the quiet rhythm of island living in this second-floor residence within the gated Boca Grande North community on Boca Grande—one of Florida’s most exclusive barrier islands, accessed by a privately owned swing bridge. Elevated above the water, the home captures expansive views across Gasparilla Sound toward the Gulf of Mexico, offering some of the finest Gulf views in Southwest Florida at any price, along with enhanced privacy, steady coastal breezes, and unforgettable daily sunsets. The residence has been totally updated and meticulously maintained, having never been used as a rental property. Natural light fills the open living and dining areas, which flow seamlessly to a private screened lanai overlooking the water—an ideal setting for morning coffee or evening sunsets. Boca Grande North offers a refined, resort-style environment with a renovated clubhouse, fitness and social spaces, fishing dock, heated waterfront pool, tennis and pickleball courts, and beautifully maintained tropical grounds. The community is pet-friendly and allows short-term rentals, offering flexibility while preserving a quiet, residential atmosphere. Golf cart access makes it easy to reach the village, beaches, and historic district. Recent community-wide upgrades include new roofs, impact windows and doors, and exterior improvements that support low-maintenance ownership. With convenient on-and-off island access, proximity to world-class fishing and boating, and a setting that prioritizes privacy and views, this residence is well suited for full-time living or a refined seasonal retreat. To fully appreciate the setting, views, and level of finish, click the virtual tour link to explore the residence in 3D.
This listing is courtesy of: COLDWELL BANKER REALTY
SEABREEZE - D6145605 - 261 SEABREEZE CT, BOCA GRANDE, FL 33921 87 Days on yellowkey
$4,250,000 | Single Family Home 4 bedrooms, 3.0 bathroom, 2 car garage
Experience relaxed coastal living in this beautifully decorated McHugh-Porter custom home, offered turnkey and thoughtfully designed for comfort and ease. This one-level residence centers around a light-filled great room and a well-appointed chef’s kitchen with Caesarstone countertops, ideal for both entertaining and everyday living. Clean, modern lines extend seamlessly through impact-glass sliders to a private outdoor retreat. The outdoor space is intentionally scaled for low-maintenance enjoyment, featuring a heated pool nestled among mature trees and a fenced yard that provides rare privacy. Whether it’s a quiet morning swim or an evening unwind, the setting feels peaceful and secluded. The home offers four bedrooms, a private office, and inviting porches that capture the gentle Florida breezes. Located on a quiet cul-de-sac south of the village, you’re just moments from direct beach access, tennis, pickleball, and the dog park. A whole-house generator and dehumidified 2.5-car garage complete this meticulously maintained home—where thoughtful design meets easy coastal living. This is a must see!
SUNDOWN COLONY - D6145526 - 420 GULF BLVD #4, BOCA GRANDE, FL 33921 91 Days on yellowkey
$2,499,500 | Townhouse 2 bedrooms, 2.5 bathroom
Experience the ultimate costal lifestyle at Sundown #4, a beautifully updated 2-bedroom, 2.5-bathroom end-unit townhome offering 1,276 square feet of stylish living in the Sundown Colony community. This direct beachfront retreat offers breathtaking panoramic Gulf views, a preferred southern exposure, and a prime end-unit location that enhances privacy and natural light. Inside, you'll find wood-look flooring, a sleek, modernized kitchen, and updated bathrooms—all thoughtfully designed to blend comfort with coastal elegance. The spacious screened lanai and private sundeck off the master suite provide the perfect setting to enjoy the Gulf’s stunning sunsets and serene breezes. As an end-unit, this townhome benefits from the thoughtful addition of large exterior windows along the dining and living areas, enhancing the bright and airy feel throughout. Additional features include plantation shutter window treatments, impact glass sliders, clear panel shutters for full storm protection, and a durable standing seam metal roof. Enjoy sunny days at the heated community pool or step directly onto the pristine beach just outside your door. Ideally situated just a mile from the heart of Boca Grande’s historic village and two miles from the southern tip of the island, Sundown #4 puts you only a short golf cart ride from charming shops, acclaimed restaurants, and scenic island trails and state parks. Meticulously maintained and move-in ready, this is a rare opportunity to own a premier beachfront retreat in the heart of one of Florida’s most desirable island destinations.
BOCA GRANDE - D6145524 - 847 BELCHER RD, BOCA GRANDE, FL 33921 92 Days on yellowkey
$4,499,999 | Single Family Home 5 bedrooms, 4.5 bathroom, 4 car garage
Custom new construction coastal cottage located on the southernmost point of sought-after Boca Grande — just steps from the pristine beaches and emerald-green waters of Gasparilla Island State Park. This thoughtfully designed residence features 5 bedrooms, 4.5 bathrooms, and over 3,000 square feet of living space, highlighted by 13-foot vaulted tongue-and-groove ceilings throughout the main living areas. Built with exceptional quality and efficiency, the home includes spray foam insulation, Andersen impact windows and front door, durable Hardie board siding, and Azek trim for long-lasting coastal performance and peace of mind. The gourmet kitchen is beautifully appointed with a gas Thermador range, panel-ready appliances, and cabinetry offering abundant storage — ideal for both everyday living and entertaining. Each bedroom on the main living level features vaulted tongue-and-groove ceilings, walk-in closets, and private en suites, creating a true retreat for family and guests alike. The 13-foot board-and-batten vaulted hallway serves as a stunning architectural focal point and a statement of craftsmanship. The first floor offers a full-over-full bunk room, a guest bedroom, and a spacious family room, providing flexible living and gathering spaces. Step outside to your shellstone pool deck, where you’ll enjoy a resort-style pool with a waterfall and linear fire feature, all overlooking the outdoor living area complete with a custom stone kitchen — perfect for sunset dinners and coastal entertaining. This tastefully designed coastal cottage blends refined luxury with relaxed island living — just steps from the beach and breathtaking sunsets. Request your private showing today
BOCA GRANDE - D6145442 - 1660 16TH ST E, BOCA GRANDE, FL 33921 96 Days on yellowkey
$6,500,000 | Single Family Home 4 bedrooms, 4.5 bathroom
Positioned in a secluded and private corner of Boca Grande, this exceptional estate boasts prime deep-water dockage, with direct access to Charlotte Harbor and no bridges to the Gulf of Mexico. Expansive canal frontage and outstanding boat dockage with an 8,000 lb boat lift provides ample space for a large yacht and multiple smaller vessels. Immerse yourself in magnificent views of the bay, bayou, and Gulf from numerous rooms, porches, and balconies. With over 4,500 sq.ft. of living space, the home features 4 bedrooms, 4.5 baths, and a variety of sitting and study rooms. The grand living areas include soaring ceilings, formal dining, family, and breakfast rooms, and a master suite that is nothing short of enormous. Upstairs, you'll find an additional family room perfect for relaxation. The Victorian-style design is filled with intricate architectural details such as columns, corbels, large coral stone wood burning fire place, Venetian glass chandeliers, and stained-glass windows and doors. Restored cypress cabinetry and built-in loft beds in one of the guest bedrooms add unique custom touches to the interior. Just a short stroll or golf cart ride to the legendary Gasparilla Inn, the village of Boca Grande, renowned restaurants, and shops, or across the street to miles of pristine sandy beach. This paramount boating location is a dream for both anglers and pleasure cruisers, with world-class backwater and tarpon fishing right at your fingertips. Charming island destinations, including Don Pedro and Cabbage Key, are also just a short pleasure cruise away. The property includes the submerged land behind the home, which allows for tremendous flexibility if redesigning the dock.
EAST SHORE ACRES - D6145351 - 5010 GROUPER HOLE CT, BOCA GRANDE, FL 33921 97 Days on yellowkey
$4,500,000 | Single Family Home 4 bedrooms, 2.5 bathroom
Tucked away on a quiet cul-de-sac and set well back on a private shelled driveway, this elevated two-story residence offers a rare blend of acreage, privacy, and timeless Florida craftsmanship. The home’s welcoming entry is framed by two stately columns, creating an elegant sense of arrival. Situated on 1.7 acres private estate the property enjoys tranquil water views through the mangroves with partial views of Gasparilla Sound, offering a serene Old Florida setting. The location also provides close proximity to the Boca Grande Club, combining privacy with convenient access to island amenities. Built in 1986 by respected builder Dick Yusk, this four-bedroom, two-and-a-half-bath single-family home features a thoughtfully designed floor plan, including two primary bedrooms, ideal for multigenerational living or hosting guests. The great room is a standout, showcasing vaulted ceilings, tongue-and-groove oak hardwood flooring, beadboard detailing, and chair rail accents that create warmth and architectural character. Bedrooms are comfortably carpeted, while the bathrooms are finished with tile. The open kitchen is dramatic and light-filled, highlighted by a vaulted ceiling with atrium windows, tile flooring, and a breakfast bar that opens to the dining area—perfect for everyday living and entertaining. A versatile den provides additional flexibility and may be used as a home office, library, or sitting room. The outdoor setting embraces the property’s natural surroundings with mature landscaping, an irrigation system, and a peaceful, private atmosphere that complements the creekside location. An outdoor shower adds coastal practicality, while the expansive grounds offer ample opportunity to enjoy the outdoors or further customize the property to suit your lifestyle. The home is constructed with a HardiPlank Cement Siding, topped with a metal roof, and equipped with 175mph rated PGT hurricane windows for durability and peace of mind. Additional features include zoned 2.5-ton central air conditioning, an indoor laundry room, French door entry, and an inviting front porch. Completing the property is an oversized 24’ x 28’ detached two-car garage with workshop, ideal for storage, hobbies, or recreational equipment. The home is serviced by a private pre-treatment effluent pump. Public water and sewer is onsite. Furnishings are negotiable, offering a potential turnkey opportunity. This is a rare offering for those seeking privacy, acreage, and waterfront tranquility—where classic Florida architecture, natural beauty, and thoughtful design come together in a peaceful and sought-after setting.
SEAWATCH BOCA GRANDE - D6145319 - 45 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921 108 Days on yellowkey
$2,100,000 | Villa 3 bedrooms, 3.5 bathroom
Newly renovated with luxury wide plank hardwood floors throughout, impact windows and doors throughout, composite decking and fresh interior paint. The paver driveway into the gated community of Seawatch that introduces a charming lakefront spacious 3 bedroom, 3 and one-half bath Villa graced by Lake Gasparilla. The solarium entry with a circular staircase comes complete with an open floor living/dining area, wood cathedral ceilings, and a screened lanai with excellent lake views. The kitchen showcases wood cabinets, wainscot backsplash and plenty of counter space. Other features include plantation shutters throughout, turret style guest bedroom with beadboard vaulted ceiling, one car garage, and ample storage. The spacious master suite offers a vaulted ceiling, and open balcony with easterly lake views. Seawatch is a waterfront gated community of 49 residence featuring 4 beach accesses, 2 tennis courts and 2 pools and located between Lake Gasparilla and the Gulf of Mexico.
ACREAGE & UNREC - D6145289 - 160 1ST ST E, BOCA GRANDE, FL 33921 112 Days on yellowkey
$4,500,000 | Single Family Home 4 bedrooms, 4.5 bathroom
Custom-built by McHugh Porter Builders and designed by historic preservation architect Henry Browne, this 4BR/4.5BA waterfront home offers timeless architecture within the historic district of Boca Grande. Located on a no-bridge boating canal, this property features yellow pine floors, cathedral ceilings with beams, a first-floor primary suite and guest suite, open kitchen, and spacious waterfront porch. Two additional bedrooms and a family room loft with full bath were added in 2011. Xeriscape landscaping, Hardiplank siding, 2022 Metal roof, and a private dock with a 10,000-lb lift complete this exceptional coastal property.
BOCA GRANDE NORTH PH G - D6145262 - 6021 BOCA GRANDE CSWY #G79, BOCA GRANDE, FL 33921 112 Days on yellowkey
$1,150,000 | Condo 2 bedrooms, 2.0 bathroom
Luxury resort-style living awaits in this beautifully reimagined top-floor, Gulf-side end residence at Boca Grande North. Ideally positioned on the south end of the building, this two-bedroom, two-bath condominium captures sweeping, panoramic views of the Gulf of Mexico from the living area, primary suite, and private balcony, offering some of the most compelling sunset vistas on the island. The open floor plan is designed to maximize light, water views, and coastal breezes, while the interior is finished in a refined modern coastal aesthetic that feels both elegant and relaxed. Boca Grande North is a secure, gated, dog-friendly community set amid lush landscaping and known for its extensive amenities, including a heated pool and spa, tennis and pickleball courts, outdoor grilling areas, clubhouse, fitness center, on-site management and rental office, private beach access, and dockage available for lease or purchase. Recent community-wide improvements include new roofs, sliders, impact windows, spray insulation, and other significant infrastructure upgrades. This residence offers an exceptional opportunity as a full-time island home, seasonal retreat, or investment property. A rare combination of top-floor privacy, end-unit exposure, and expansive Gulf views in one of Boca Grande’s most desirable communities.
BOCA GRANDE - D6145234 - 1000 E RAILROAD AVE, BOCA GRANDE, FL 33921 114 Days on yellowkey
$9,995,000 | Single Family Home 5 bedrooms, 6.0 bathroom
Extraordinary legacy estate in the heart of Boca Grande’s Historic District is a true West Indies–inspired sanctuary where timeless architecture, artisan craftsmanship, and tropical elegance converge. Expansive estate lot, 6,417-sq ft residence offers complete privacy and an undeniable sense of discovery—with enchanting architectural moments revealed around every corner. Natural stone, rich woods, and refined detailing of understated luxury. Custom mahogany and cypress accents, intricate ceiling designs, sculpted wood columns, and expansive French doors define the home’s open, flowing footprint. Impact-rated windows and doors flood each room with natural light, while it is notable that none of the living areas experienced water intrusion during past hurricanes. Dominican coral stone extends across both exterior and interior surfaces, architectural continuity reinforces the home’s island character. Designed for effortless gatherings of any size, offers an exceptional array of indoor and outdoor entertaining spaces. Expansive living and dining areas flow seamlessly to beautifully appointed patios, covered lounges, and inviting courtyard retreats. Multiple conversation areas and a well-equipped kitchen make hosting intimate dinners and large celebrations easy. Outdoors, resort-style amenities create a private backdrop for poolside afternoons, evening cocktails, and unforgettable events—an entertainer’s dream. Over 4,000 sq ft of space that opens to a breathtaking courtyard oasis, where cascading waterfalls, lush landscaping and ambient lighting transform the grounds into a private retreat. Stunning heated pool & spa, glass-tile sunshelf complemented by an outdoor kitchen, mosquito-misting system, and whole-property landscape lighting for effortless living year-round. The chef’s kitchen boasts river granite countertops, island, custom cabinetry, premium appliances, and multiple bar areas. Modern technology integrates discreetly with the whole-home Sonos sound system and automated Lutron lighting control. Curated living and entertaining spaces include a gracious dining room, expansive living areas, a dedicated home office, and an upper-level media/entertainment room. The private owner’s wing is an intimate sanctuary with a vast bedroom offering tranquil views across the pool and gardens. The spa-inspired bath offers a luxurious retreat with an oversized walk-in shower, oversized jacuzzi tub, exotic stonework, dual vanities, and elegant lighting. Dual walk-in closets provide generous storage and customization. This 5-bedroom, 6-bath estate offers four additional guest suites, each beautifully appointed with its own ensuite bath, spacious closets, and custom finishes. For boating enthusiasts, the property’s location is second to none—moments from premier local marinas, effortless access to Gasparilla Sound and the Gulf. Enjoy a day of island hopping, world-class fishing, or a sunset cruise, and every adventure begins with ease. Privately enclosed and secured by dual power-operated gates and a paver driveway with decorative turf inlays and a fully gated perimeter for exceptional security and privacy. For pet lovers, dedicated spaces, conveniences, and secure landscaped outdoor areas provide room to roam. Perfectly equipped for pets to enjoy the luxury lifestyle right alongside their owners. The estate is just a golf cart ride from Boca Grande’s world-renowned beaches, shopping, dining, and historic village center—yet feels worlds away.
EAST SHORE ACRES - N6141937 - 14 GROUPER HOLE DR, BOCA GRANDE, FL 33921 115 Days on yellowkey
$10,825,000 | Single Family Home 5 bedrooms, 5.5 bathroom, 4 car garage
2 DEEP-WATER DOCKS AND A COVERED 7,000 LB LIFT. 5 BEDROOMS AND 5.5 BATHROOMS. MYRTHA POOL. INDOOR GUN RANGE. NO FIXED BRIDGES TO GULF WATERS. ROOF 2017. Welcome to a true Sportsman’s Paradise at 14 Grouper Hole Drive on Gasparilla Island in Boca Grande, Florida. This exceptional waterfront estate offers an unparalleled lifestyle, where breathtaking views of the Gasparilla Sound greet you the moment you step through the grand double doors. Designed for both adventure and relaxation, this residence seamlessly blends refined elegance with world-class amenities. The main living area is on the second floor, accessible by a three-stop elevator. A bright foyer leads into the expansive living room, which is open to the third floor, creating an impressive sense of space with soaring ceilings. The dining area flows effortlessly into the kitchen, where a beautiful bay window breakfast nook offers the perfect setting to enjoy morning coffee with stunning water views. The kitchen features a WOLF gas stove, a Sub-Zero paneled refrigerator, a spacious pantry, and a breakfast bar. French doors from the living room open onto a large screened deck—ideal for entertaining or unwinding as boats pass by. The second floor hosts three guest bedrooms, each with nearly floor-to-ceiling windows and en-suite bathrooms. A half bath and a well-appointed laundry room are also on this level. A striking catwalk on the third floor, adorned with a sculptural iron railing, overlooks the living space below while offering sweeping views of the Sound. The luxurious primary suite is a serene retreat, with private access to an open-air deck to enjoy the waterfront breeze. The en-suite bath features dual vanities, a walk-in shower, and a separate soaking tub. A generous walk-in closet with custom shelving provides ample storage. An additional sitting area with a bay window offers yet another breathtaking vantage point. A well-appointed fifth bedroom, also with mesmerizing water views and an en-suite bath, is located opposite the primary suite. The estate’s crown jewel is the extraordinary sports pavilion, seamlessly connected to the main home. Designed for ultimate recreation, it features an indoor/outdoor sitting and dining area with a retractable mosquito screen and fire pit. Inside, a stylish living space and fully equipped kitchen boast Viking appliances, Kendall Cambria Quartz countertops, a built-in bar refrigerator, and an ice machine. At its heart is the Myrtha Ozone Pool—one of Florida’s most advanced residential pools. Competition-length, with stainless steel bolted technology for durability, it features a European lighting system, the only one of its kind in North America. Exceptionally pure, the water is free of chlorine and salt, making it pristine enough to drink. The pool is both heated and cooled for year-round enjoyment, with a standalone hot tub nearby. Remote controlled hurricane shutters add to piece of mind. The sports pavilion also includes a private, air-conditioned Pilates studio and areas for ping pong and pool. For shooting enthusiasts, the state-of-the-art gun range features two dedicated lanes—one for archery and one for firearms. Equipped with a high-tech camera system for precision accuracy, a retractable target retrievals, advanced bullet entrapment, and sound suppression, this range ensures top tier performance.
This listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE
GULF SHORES NORTH - D6145187 - 5820 GASPARILLA RD #Slip 29, BOCA GRANDE, FL 33921 122 Days on yellowkey
$179,000 | Dock-Rackominium
Located at the North End of Gasparilla Island, this 17' x 42' boat slip at Uncle Henry's marina is conveniently located on the Intercoastal waterway and minutes to the Gulf. Full service amenities and fueling station offer the boater an exceptional spot to accommodate a sizeable boat with the ability to install a no profile "cradle" lift. "Please give us a call and cruise pristine waters just minutes from your dock - ideal location for effortless boating adventures and world-class fishing." Ownership is not fee simple but a subleasehold estate.
GRANDE BAY AT BOCA BAY - D6145154 - 641 BOCA BAY DR, BOCA GRANDE, FL 33921 122 Days on yellowkey
$12,830,000 | Single Family Home 4 bedrooms, 3.5 bathroom
Welcome to one of Boca Bay’s most extraordinary residences—an architecturally stunning home in the exclusive, gated enclave of Grande Bay. Designed by acclaimed Sarasota firm, Seibert Architects, to capture the expansive views of Charlotte Harbor and the natural environment, it is perfectly positioned on the neighborhood’s most private homesite - the only site without a neighboring home to the North, being directly bordered by Boca Bay preservation land. Spanning 4,982 square feet, this one-of-a-kind residence is a masterclass in light, space, and elegance. Towering ceiling volumes on the main level create a grand, airy ambiance, while floor-to-ceiling windows along the entire North side frame uninterrupted vistas of Charlotte Harbor and Boca Grande’s bayside coastline. Internal spaces are organized around the central volume flowing freely from area to area. Nearly every room enjoys a water view, and the top living level offers a rare, sweeping panorama that stretches from the radiant sunrises of Charlotte Harbor to breathtaking sunsets over the Gulf to the west. French doors along the waterfront façade blur the boundary between indoors and out, drawing in the beauty of the harbor at every turn. A private deep-water dock extends into the harbor, offering an exceptional vantage point to take in wide-open bay views and direct access to boating, fishing, and waterborne adventures right from your backyard. The reimagined chef’s kitchen is both functional and sophisticated, outfitted with Sub-Zero refrigeration, Wolf double ovens, a Viking induction cooktop, and a custom-designed coffee bar, all set against bespoke cabinetry and refined finishes. Every detail reflects craftsmanship and intention: level 5 smooth-finish walls, impact-rated windows and doors, a Control4 whole-home automation system with integrated LED scene lighting, a private elevator servicing all three levels, and hurricane-rated roll-down Magnatrack screens. A powerful whole home Kohler generator ensures uninterrupted comfort and security. As part of Boca Bay, residents enjoy access to resort-style amenities including four pools, the newly renovated Pass Club, a private beach club, a bayside fishing pier, a fitness center, Har-Tru tennis courts, pickleball courts, and a vibrant social calendar. Impeccably maintained and thoughtfully updated throughout, this exceptional Grande Bay estate is a rare offering—an exquisite blend of privacy, design, and waterfront splendor in one of Boca Grande’s most coveted communities.
BEACH VIEW AT BOCA BAY PH 06A - D6145050 - 815 S HARBOR DR, BOCA GRANDE, FL 33921 131 Days on yellowkey
$1,875,000 | Townhouse 3 bedrooms, 3.0 bathroom
Welcome to your serene lakeside retreat in Boca Bay’s South Village neighborhood. This 3-bedroom, 3-bathroom townhome offers stunning lake views, and an east-facing location that welcomes the warmth of the morning light. Step inside to discover a spacious design enhanced by vaulted ceilings, creating an airy and inviting living area. The enclosed main-floor porch extends your living space, offering a comfortable setting to enjoy peaceful lake views year-round. A flexible office area offers the perfect space for working remote. Upstairs, a private lakefront sundeck provides a quiet retreat to unwind and soak in the natural beauty of your surroundings. Designed for both comfort and resilience, this townhome features a combination of impact glass windows and hurricane panels for sliding glass doors, ensuring storm protection. The 2-car garage boasts a sleek epoxy floor, while an outdoor shower adds a touch of coastal charm—ideal for rinsing off after a day at the beach. As part of the esteemed Boca Bay community, you'll have access to a wealth of amenities, including a private beach club, fishing pier, multiple swimming pools, tennis and pickleball courts, a fitness center, and the world-class Boca Bay Pass Club—all just moments away.
NORTH VILLAGE SUB - D6144789 - 182 CARRICK BEND LN, BOCA GRANDE, FL 33921 148 Days on yellowkey
$2,745,000 | Half Duplex 2 bedrooms, 2.5 bathroom
Located in one of Boca Bay’s most desirable waterfront settings within the North Village neighborhood, this rare “Buttonwood” residence enjoys a timeless backdrop of glistening waters, an iconic Old Florida gazebo, and a stately century-old banyan tree. One of only three homes of its plan in the neighborhood, the residence offers just over 2,000 square feet of refined living space, including two bedrooms, a generous bonus room, and two-and-one-half bathrooms. Recent improvements add both quality and peace of mind, including a 2023 standing seam metal roof, electric roll-down shutters for door openings, and a motorized stair lift from the 2-car garage to the main living level. The interiors feature refinished oak flooring throughout the primary living spaces, centered around a completely remodeled kitchen with gas range, double wall ovens, updated cabinetry, and stone counters. The primary bathroom and powder room have also been thoughtfully updated, blending comfort with refined coastal design. An expanded waterside screened lanai extends the living area outdoors, featuring a dedicated bump-out for a gas grill with integrated gas line—ideal for relaxed waterfront dining and entertaining. Ideally positioned, the home offers quick access to Boca Bay’s exceptional amenities—including the nearby Boca Bay Beach Club, multiple pools, North Village tennis and pickleball courts, community boat docks, and all of the offerings at the Pass Club, with its dining, fitness center, and Har-Tru tennis complex. Direct Gulf beach access is also just a short walk away, along with easy proximity to Boca Grande’s historic village and shops. A rare opportunity to enjoy one of Boca Bay’s most charming and classically beautiful waterfront settings.
BOCA GRANDE ADD - D6143951 - 208 HARBOR DR, BOCA GRANDE, FL 33921 154 Days on yellowkey
$7,295,000 | Single Family Home 4 bedrooms, 4.5 bathroom
RARE OPPORTUNITY OF PURCHASING A CUSTOM WATERFRONT HOME WITH PRIVATE “MARINA” WHICH INCLUDES 3 DEEPWATER SLIPS, 2 OF WHICH ARE UP TO 100 FEET IN LENGTH, IN THE HEART OF BOCA GRANDE! Located with easy access to the ICW from the Millers Marina Channel this is a one of a kind property. Offering deepwater, long slip lengths and housing for the owner and/or the crew! Of the two covered slips, one is 60ft x 18 1/2ft and the other slip is 100ft x 18 1/2ft. Both boat covers are a work of art and engineered with concrete 45 ft long driven pilings, metal roof detailed with a yellow pine underside and galvanized aluminum. The center slip is 100ft x 20ft and is equipped with a lift. A tackle room is conveniently located adjacent to the dock for easy access. Designed by architect George Palermo and built by Pat Ball of Ball Construction originally on a 50 ft wide lot in 1994 then added on in 1999 when a 25ft adjacent lot was purchased for a combined 75ft of prime waterfront. The home consists of 4 bedrooms, 4.5 baths, a comfortable kitchen and living area, loft, large screened deck overlooking the water and boat docks plus a roof top deck. The house can be used as a primary or vacation home as well as staff for crew and team members. The main house has a kitchen and living area with sliders and a screened lanai overlooking the water and docks. The master bedroom has a queen bed and an en suite bathroom with a stall shower. There is also a guest bedroom with a queen-sized bed, both bedrooms have sliders to enjoy the view, with electric hurricane shutters for extra protection. A loft area overlooks the living area and water with a trundle bed but is also perfect for an office! The “Lighthouse” is accessed via a rear entrance to a bedroom with an en suite full bath, then up a set of stairs to a loft with built-in bunk beds and a full bath. There is a special rooftop deck with a custom copper topped light with access via pull down stairs. Call now for a private showing of this special piece of Boca Grande, Florida.
This listing is courtesy of: THE BRC GROUP, LLC
BEACH CHALET BLD G - D6144569 - 5000 GASPARILLA RD #BC204, BOCA GRANDE, FL 33921 159 Days on yellowkey
$1,097,000 | Condo 1 bedrooms, 2.0 bathroom
Under contract-accepting backup offers. Admire the gorgeous Gulf of Mexico views from this desirable beachfront, one bedroom two bathroom condo in the Boca Grande Club, a private, gated beachfront community. This beautifully renovated second floor condo with elevator access features a redesigned kitchen featuring white cabinetry, a stunning granite countertop and stainless steel appliances. The owner suite has fabulous gulf views and enlarged bathroom featuring double sinks and additional storage cabinets. The glass enclosed lanai provides extended living space with large impact sliders and a living room picture window enhances the stunning sunset views. Offered fully furnished with a coastal ambiance, it is the perfect retreat for relaxing and peaceful island living. Located close to all the luxurious amenities of the Boca Grande Club including: a recently renovated gulf front restaurant and Tiki bar, three swimming pools, state of the art fitness center, fitness classes, 8 tennis courts and player clinics. Please inquire for membership details and cost.
GASPARILLA ISLAND - D6144543 - 3547 GASPARILLA RD, BOCA GRANDE, FL 33921 160 Days on yellowkey
$2,750,000 | Single Family Home 3 bedrooms, 2.0 bathroom
SIGNIFICANT PRICE REDUCTION — DEEDED BEACH ACCESS — Attractively priced 3-bedroom, 2-bath home offering easy island living with strong value. Sold turnkey furnished (inventory available), this property is move-in or rental ready. The open floor plan features high ceilings, great natural light, and a spacious living area with a wood-burning fireplace. A bright sunroom provides flexible space, and the separate dining area flows well for everyday use or entertaining. The kitchen includes new appliances, highlighted by a Wolf dual fuel gas range with griddle, plus ample cabinet and counter space. Additional updates include newer AC and impact-rated hurricane doors and windows. Outdoor features include a large Timberline deck, heated pool and spa (resurfaced in 2023), new pool pump and heater, and an authentic chickee hut for outdoor living. A 2023 metal roof adds long-term value. Strong rental history adds to the appeal. Boat Slip #5 at Boca Grande North is available separately, featuring a 10,000 lb lift with a new motor (MLS ID #D6143184). A well-maintained property with deeded beach access and a recent price improvement—ready for immediate enjoyment or income.
LIGHTHOUSE RESIDENCE 18 - D6144412 - 290 GULF BLVD #18, BOCA GRANDE, FL 33921 160 Days on yellowkey
$3,595,000 | Townhouse 3 bedrooms, 3.0 bathroom
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!
SEA OATS BLDG B - D6144565 - 5700 GULF SHORES DR #B133, BOCA GRANDE, FL 33921 161 Days on yellowkey
$998,500 | Condo 2 bedrooms, 2.0 bathroom
Set along one of Boca Grande’s most inviting stretches of shoreline, this beautifully updated first-floor residence offers an effortless blend of coastal charm, comfort, and island ease. Ideally located in the center of Building 3, the two-bedroom, two-bathroom condominium enjoys tranquil views of the lush tropical courtyard, the resort-style pool, and the shimmering Gulf beyond. Inside, natural light and a soft coastal palette create a calm, welcoming atmosphere. The open layout connects the tastefully updated kitchen with the living and dining areas, making the home equally suited for relaxing evenings or casual gatherings. Just off the kitchen, a flexible bonus nook provides room for an additional sleeping space or a comfortable home office. Impact-rated sliding glass doors lead to a generous screened lanai—perfect for enjoying Gulf breezes, morning coffee, and sunset skies. The primary suite is a peaceful retreat with direct lanai access and a thoughtfully refreshed bath. A well-appointed guest suite offers comfort and privacy for visiting family and friends. Additional conveniences include under-building parking, elevator access, and a private storage closet ideal for beach gear, bikes, and fishing rods. Sea Oats is a gated beachfront community known for its quiet setting, beautifully maintained grounds, and resort-style amenities, including a heated pool and spa, outdoor grilling areas, tennis courts, and direct beach access. Recent community enhancements—including new roofs, updated exterior finishes, and completed milestone structural inspections—provide both confidence and peace of mind.
SEA OATS BLDG C - D6144570 - 5700 GULF SHORES DR #C143, BOCA GRANDE, FL 33921 161 Days on yellowkey
Now's your chance to own a piece of paradise! Breathtaking, pool and GULF views from the extra large enclosed lanai! Renovated down to the studs in 2017 this 2 bed, 2 bath has a completely new layout! Kitchen has new appliances and elegant quartz countertops. Custom Starmark cabinetry with hidden hinges and flush inset doors along with Kohler and Brizo hardware are found both in the kitchen and baths. Primary has large walk-in shower. New light fixtures and recessed ceiling lights. Tile floor throughout looks like wood but durable and easy to clean! Plantation shutters and impact glass on windows and lanai doors. New electric, plumbing and HVAC. Not a detail was missed in this must see condominium! Unit includes a parking space, storage closet and use of golf cart lot. Resort - like amenities include a large heated swimming pool, lighted tennis courts, patios for BBQ's and elevators for easy access. Enjoy walks on Boca Grande's coveted white sandy shoreline, take a golf cart ( included in sale) to the nearby bike path and head downtown to enjoy the many restaurants and shopping or simply relax and watch the sunset from your lanai.
BOCA GRANDE ISLES - D6144295 - 1644 TREASURE LN, BOCA GRANDE, FL 33921 178 Days on yellowkey
$10,650,000 | Single Family Home 4 bedrooms, 5.5 bathroom, 2 car garage
Welcome to your island paradise on Boca Grande Isles. With 100 feet of waterfront and direct access to the Intracoastal Waterway, this stunning modern take on West Indies architecture residence has been completely renovated and offers an island sanctuary. Key features to this four bedroom, five and one-half bath residence spans 4,900+ square feet of meticulously updated living with unparalleled sophistication. The spectacular great-room is a masterpiece, boasting a wood beam ceiling, porcelain tile and wood flooring, crown molding with intricate detailing, built-in bar area with wine cooler, a decorative fire-place, and an expansive wall of glass overlooking Gasparilla sound offering an abundance of natural light. This cozy serene space connects by a wall of expansive sliding glass doors to an open-air porch with breathtaking water views. This home is crafted with the finest materials and finishes, seamlessly blending modern elegance with durability. The open-concept kitchen and breakfast area create a versatile floor plan perfect for daily living. The gourmet kitchen features quartz countertops, soft-close cabinets and drawers, Bosch appliances, 6-burner gas range located on the center island, and a Sub-Zero cabinet-faced refrigerator. The expansive primary suite, on the main living level, serves as a luxurious escape, featuring a sprawling walk-in closet and a spa-like bathroom with high-end finishes, dual vanities, a soaking tub, and an oversized shower. The upper level offers three additional bedrooms, each offering its own unique charm and character. Outside, embraces the epitome of island living. Beautiful mature landscaping, a two-car garage, a captivating pool, and a cozy fire pit create an idyllic haven for relaxation under starlit skies. With deep sailboat water access, and a 16k lb boat lift, nest in this beautiful island waterside home.
ACREAGE & UNREC - D6143946 - 250 WHEELER RD, BOCA GRANDE, FL 33921 178 Days on yellowkey
$3,795,000 | Single Family Home 3 bedrooms, 3.5 bathroom
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 (2022) 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!
BEACH CHALET - D6144258 - 5000 GASPARILLA RD #BC201, BOCA GRANDE, FL 33921 180 Days on yellowkey
$825,000 | Condo 1 bedrooms, 1.0 bathroom
Absolutely amazing Gulf of Mexico views from this 2nd floor, one bedroom, one bath coveted corner unit. Located in the private Boca Grande Club, this beachfront oasis is tastefully done with impact windows and doors, newer appliances, A/C and hot water heater. There are Porcelain tile floors throughout, along with granite countertops. This unit also contains a screened lanai which is perfect to enjoy gulf breezes and endless sunsets. This unit is offered fully furnished for its new owner. Membership required $50K initiation, 15k capital improvement contribution.
GULF SHORES NORTH 04 - D6144126 - 10009 GASPARILLA PASS BLVD, BOCA GRANDE, FL 33921 189 Days on yellowkey
$4,850,000 | Single Family Home 4 bedrooms, 4.5 bathroom, 2 car garage
Luxury New Construction Home on Boca Grande Island | 2025 Custom Residence Welcome to island luxury redefined on Boca Grande, one of Florida’s most exclusive barrier islands, where timeless elegance meets relaxed coastal living. Completed in 2025, this brand-new custom home on Boca Grande Island showcases exceptional craftsmanship, designer finishes, and modern coastal architecture—offering the ultimate private retreat in this highly sought-after Gulf Coast destination. Built to the latest Florida storm codes, the home features impact-rated windows and doors, providing peace of mind and long-term durability. The thoughtfully designed floor plan includes 3 spacious bedrooms plus a private office (or optional 4th bedroom) and 4.5 luxury baths, offering flexibility, comfort, and privacy for owners and guests alike. At the heart of the home, the gourmet chef’s kitchen is equipped with top-of-the-line Thermador appliances, custom cabinetry, and premium countertops, ideal for entertaining or intimate island gatherings. Additional highlights include a private elevator, resort-style pool and spa, and expansive outdoor living areas surrounded by lush tropical landscaping, creating a true Boca Grande island oasis. Every detail reflects refined coastal living, from rich architectural elements to high-end finishes throughout. Enjoy the Boca Grande lifestyle, where golf carts and bicycles are the preferred mode of transportation. Cruise to pristine Gulf beaches, historic Boca Grande Village, boutique shopping, and renowned waterfront dining just moments away. This exceptional property offers a rare opportunity to own a new construction luxury home on Boca Grande, perfect as a primary residence, seasonal retreat, or legacy island home. More than a residence, this is an invitation to experience the unmatched charm, sophistication, and serenity of Boca Grande island living.
ACREAGE & UNREC - D6143872 - 164 1ST ST E, BOCA GRANDE, FL 33921 189 Days on yellowkey
$4,995,000 | Single Family Home 5 bedrooms, 5.0 bathroom, 2 car garage
Under contract-accepting backup offers. Welcome to an extraordinary coastal residence in the historic village of Boca Grande. This meticulously crafted home has an impressive 5,036 square feet, five bedrooms (the first-floor bedroom could be a den or office with direct access to a screened porch), and five bathrooms. This sturdy and elevated home on the natural “crown” of the island has not suffered any hurricane damage from wind or water. The home and the setting epitomize small island living. This remarkable home features an open floor plan, custom woodwork and oak flooring. The gourmet kitchen features professional-grade appliances including a Subzero refrigerator, a 4 burner Wolf stove with griddle, Miele wall steam oven, and an Asko dishwasher. A custom-designed breakfast bar, walk-in pantry, and an innovative Miele coffee bar cater to both daily living and elegant entertaining. This home features an 11’ curved “live edge” tiger maple bar with a bar sink, refrigerator, ice machine and custom cabinetry. Wine connoisseurs will appreciate the 100+ bottle custom chilled wine closet. The bar and adjoining lounge areas have LED “star constellation” lighting for a clean and enchanting ambiance. The bar and lounge look out through large disappearing sliding-glass doors to the coral stone patio, outdoor wood fireplace and canal, inviting seamless indoor-outdoor living with highly desirable southern exposure. Practical luxury abounds with an elevator, impact glass windows and doors, Hardi Plank siding, and a metal roof ensuring both comfort and security. The oversized garage accommodates both vehicles and a golf cart, perfect for exploring the charming village surroundings. The private den/office/bedroom, separate formal dining room, library, and bonus room offer versatile spaces for work and leisure. The home features a formal dining room that could be used alternatively as a music conservatory or a large, sunny office. There is a “bonus” room on the midlevel that has a full laundry with folding table and drying closet, a number of cleverly hidden spaces for storage, and a vaulted ceiling central space for work or leisure. The second floor features a gallery hallway and library with access to an outdoor balcony. For sailing or powerboat enthusiasts, the property's 80’ dock and 10,000-pound boat lift provide direct, deep-water access to Florida's pristine waters, without height-restrictive bridges. The home's location on the nearest canal to the center of town, offers boaters optimal convenience and privacy. The dock itself has a swim ladder and a custom-designed pivoting platform for safely launching small crafts like paddle boats, kayaks and SUP boards. Snook and other game fish can be caught right off the sunny dock, and the dock has a fish-cleaning station. Thoughtful additions include electric screens, a hidden wall safe nook, custom closet wooden built-ins, pocket doors, Plantation shutters, motion detection lighting, and innovative storage solutions demonstrate the meticulous attention to detail throughout this exceptional property. This residence stands as a testament to luxurious coastal living, where every element has been carefully considered to create an unparalleled living experience.
BOCA GRANDE - D6143965 - 291 PALM AVE, BOCA GRANDE, FL 33921 189 Days on yellowkey
$4,750,000 | Single Family Home 3 bedrooms, 3.5 bathroom, 1 car garage
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!
NORTH VILLAGE SUB - D6144009 - 158 CARRICK BEND LN, BOCA GRANDE, FL 33921 194 Days on yellowkey
$4,595,000 Reduced | Single Family Home 3 bedrooms, 3.0 bathroom, 2 car garage
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!
370 EAST RAILROAD - D6143365 - 370 E RAILROAD AVE #1, BOCA GRANDE, FL 33921 244 Days on yellowkey
$890,000 | Condo 2 bedrooms, 1.0 bathroom
Discover the perfect blend of Old Florida charm and modern comfort in this beautifully remodeled condominium, ideally located in the heart of Boca Grande. Just steps away from boutique shops, acclaimed restaurants, and the laid- back island lifestyle, this inviting retreat offers both convenience and timeless appeal. This charming condo has been thoughtfully renovated and tastefully redecorated, creating a light airy space with a warm cottage feel. Offered turnkey, it's ready to enjoy from day one, whether as your private getaway or a desirable rental investment. Minutes from one of the Gulf Coast's most beloved beaches, known for its powdery white sand, abundant seashells and dog friendly atmosphere. Spend your days shelling, enjoying the shoreline, or simply soaking in the tranquil beauty of Boca Grande. Hot water tank is 2024, and AC is 2025. 2021 manufactured; rebuilt 2024 golf cart included! Whether you're seeking a serene escape or a charming income producing property, this coastal gem delivers the best of island living.