Location: Boca Grande
Do Not Show Listings
894 HILL TIDE LN, BOCA GRANDE, FL 33921
$16,850,000790 Days on yellowkey MLS ID: D6134942
Bed: 6 Bath: 7.5 Gar: 3 Liv Area Sq Ft: 8100 Built: 2025Monthly Fee: $1,583 Tax: $41,468 (2023)Community: Hill Tide EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$41,468
Elementary School: Vineland Elementary
High School: Lemon Bay High
Tax Year: 2023
Middle School: L.A. Ainger Middle
Remarks: Brand New Construction Now Complete***Quite possibly the most unique waterfront location ever offered for sale in Southwest Florida! Sunrises and Sunsets will be enjoyed here in the winter months together with 180 degrees of Gulf to Bay cerulean waterscape, pristine beaches, nostalgic lighthouse view, and the Historic Boca Grande Pass – AKA ‘The Tarpon Capital of the World’! This exquisite BCB Homes custom built estate offers 8,100 square feet of living space and nearly 3,000 square feet of additional outdoor & garage accommodations. The generous floor plan headlines two magnificent Master / VIP mega suites which is a must see even for the most selective Buyer along with three additional luxurious bedroom ensuites, and a bonus room with full bath that could serve as the sixth guest quarters. In addition, the home showcases a waterfront club room for entertaining, an elegant dining room with decorative ceiling details, and the captivating Sea Watch lounge on second level overlooking the heart of Boca Grande Pass. The well appointed kitchen and family room combination will certainly be a popular gathering place offering panoramic water views and convenient access to the outdoor lanai, pool / spa, and waterfront garden. There is also a spacious den conveniently located off the main entry with a picturesque window overlooking the front garden. The interior finishes were thoughtfully selected by owner to ensure the highest of quality. Ruffino custom Maple cabinetry will be presented in nearly every room together with walnut engineered flooring, meticulously hand crafted cypress and poplar wood finished 12 foot + ceilings, Pompeii quartz & quartzite countertops, and hand laid Walker Zanger tile & stone flooring. Other interior selections will include Sub Zero & Wolf appliances, Lutron lighting control / audio surround, and a custom elevator cabin servicing all floors. The outdoor space is exceptional offering 184 feet of water fronting beachscape and direct access to the inclusive East Beach and Pier. Enjoy entertaining and cooking out in your well equipped outdoor kitchen poolside with convenient remote control shutters and bug screens for added protection against all elements. Exterior construction is just as impressive with storm security being the focal point. The all concrete block structure is fortified with Anderson 400 hurricane rated windows and doors together with a hand etched concrete stucco finish for superior strength and durability. Other exterior construction upgrades include remote hurricane rated shutters, Englert standing seam metal roof, and Clopay hurricane rated garage doors. Multiple outdoor terraces will enhance the exterior profile combined with custom decorative shutters, and the prominent Cupola representing the Architects vision of elegance. All current selections and finishes will be available upon serious inquiries. Hill Tide Estates is majestically positioned along the shores of Boca Grande Pass, Charlotte Harbor, and the Gulf of Mexico. The Gated Community features a private tiered beach, and a unique private fishing / observation pier exclusive for the 19 homeowners.***The photos containing furniture have been virtually staged for visual demonstration.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Heath Seckel (863-207-2586)
261 SEABREEZE CT, BOCA GRANDE, FL 33921
$4,250,00087 Days on yellowkey MLS ID: D6145605
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2420 Built: 2016 Tax: $45,691 (2025)Community: SeabreezeSingle Family
Taxes:$45,691
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: 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!
Listing Agent: Ralph Dilena, Jr. (941-380-0878)
320 GASPARILLA ST, BOCA GRANDE, FL 33921
$2,775,00041 Days on yellowkey MLS ID: D6146411
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1741 Built: 1959 Tax: $20,479 (2025)Community: Golden BeachSpa: NoSingle Family
Taxes:$20,479
Elementary School: The Island School
Remarks: 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.
Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA (941-964-2000)
Listing Agent: Carol Stewart (941-276-1162)
1671 JOSE GASPAR DR, BOCA GRANDE, FL 33921
$4,500,00011 Days on yellowkey MLS ID: D6146862
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2301 Built: 1988Monthly Fee: $188 Tax: $11,368 (2025)Community: Boca Grande IslesSpa: NoSingle Family
Taxes:$11,368
Remarks: 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.
150 1ST ST E, BOCA GRANDE, FL 33921
$6,995,00052 Days on yellowkey MLS ID: D6146257
0 Days Off yellowkey (back on 4/1/2026)
Bed: 6 Bath: 6.0 Gar: 1 Liv Area Sq Ft: 3848 Built: 2020 Tax: $58,023 (2025)Community: Acreage & UnrecSingle Family
Taxes:$58,023
Remarks: 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.
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)
Listing Agent: Jamie Curry (941-716-1018)
291 PALM AVE, BOCA GRANDE, FL 33921
$4,750,000189 Days on yellowkey MLS ID: D6143965
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2089 Built: 1930 Tax: $18,896 (2024)Community: Boca GrandeSingle Family
Taxes:$18,896
Tax Year: 2024
Remarks: 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!
Listing is courtesy of: THE BRC GROUP, LLC (941-964-8180)
Listing Agent: Brian Corcoran (941-626-3439)
367 NIGHT HERON DR, BOCA GRANDE, FL 33921
$4,600,000452 Days on yellowkey MLS ID: D6140022
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3568 Built: 1991Monthly Fee: $100 Tax: $16,565 (2025)Community: North BaySpa: NoSingle Family
Taxes:$16,565
Remarks: This unique bayfront home offers stunning sunrises and moonscapes over Charlotte Harbor. The spacious open main floor begins with an entry leading into the two-story living room with hand painted coffered ceiling. This space is accented by the hand painted staircase, custom tera cotta tile floors and a fireplace surrounded by a hand carved pecky cypress mantle. The adjoining dining room continues into the heart of the home providing quiet dining and harbor views. Step down into the kitchen and open family room. The kitchen is completely updated with stainless appliances, granite countertops and a spacious island with a second sink. Both rooms feature cherry flooring, custom woodwork and designer cabinetry with storage features. Adjacent to the kitchen and family room, a waterfront sunroom spans the width of the home, leading to a custom, window filled stairwell to the first-floor storerooms, doubled garage spaces and a garden patio. The property finishes with a garden view leading to the mangrove coastline. There are two large main level guest rooms, one en-suite and a second with an adjacent full bath. The upstairs primary suite welcomes you with built-in shelving and desk, vaulted ceiling and expansive windows facing Charlotte Harbor. The open Roman bath, large walk-in closet and laundry room complete the space. Open the large French doors in the primary bedroom to enter a private deck with amazing harbor views. To complete the deck, a circular staircase leads to a widow's walk with a panoramic view of Gasparilla Island and beyond. Additional highlights include a finished elevator to the first floor, impact glass on all windows and doors, a new metal roof installed in 2023 and all interior walls freshly painted. This North Bay gem, in the amenity rich Boca Bay community, is a true sanctuary combining location, style and natural beauty.
260 GILCHRIST AVE, BOCA GRANDE, FL 33921
$5,750,00059 Days on yellowkey MLS ID: D6146072
Bed: 7 Bath: 4.0 Liv Area Sq Ft: 3902 Built: 1925 Tax: $10,992 (2025)Community: Boca GrandeSingle Family
Taxes:$10,992
Remarks: 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.
3547 GASPARILLA RD, BOCA GRANDE, FL 33921
$2,750,000160 Days on yellowkey MLS ID: D6144543
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2260 Built: 1987Monthly Fee: $14 Tax: $27,145 (2025)Community: Gasparilla IslandSingle Family
Taxes:$27,145
Remarks: 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.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)
Listing Agent: Nancy Hyde (941-539-9616)
847 BELCHER RD, BOCA GRANDE, FL 33921
$4,499,99992 Days on yellowkey MLS ID: D6145524
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3063 Built: 2026 Tax: $14,104 (2025)Community: Boca GrandeSingle Family
Taxes:$14,104
Remarks: 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
Listing Agent: Christina Sexton (941-270-2154)
14 GROUPER HOLE DR, BOCA GRANDE, FL 33921
$10,825,000115 Days on yellowkey MLS ID: N6141937
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 6207 Built: 1997 Tax: $56,560 (2025)Community: East Shore AcresSingle Family
Taxes:$56,560
Remarks: 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.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Michelle Hupp (941-773-5464)
204 WATERWAYS AVE, BOCA GRANDE, FL 33921
$6,450,00059 Days on yellowkey MLS ID: D6146117
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3027 Built: 1982 Tax: $62,277 (2025)Community: Harbor Drive WaterwaysSingle Family
Taxes:$62,277
High School: Mariner High School
Middle School: Mariner Middle School
Remarks: 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.
Listing Agent: Heather Wolfe (813-240-6963)
10009 GASPARILLA PASS BLVD, BOCA GRANDE, FL 33921
$4,850,000189 Days on yellowkey MLS ID: D6144126
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2915 Built: 2025Monthly Fee: $52 Tax: $12,042 (2024)Community: Gulf Shores North 04Single Family
Taxes:$12,042
Remarks: 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.
Listing Agent: Olivia Jones (941-456-1281)
158 CARRICK BEND LN, BOCA GRANDE, FL 33921
$4,595,000194 Days on yellowkey MLS ID: D6144009
REDUCED by $100,000 (2.1%) on 04/03/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3210 Built: 1993Monthly Fee: $183 Tax: $22,520 (2024)Community: North Village SubSingle Family
Taxes:$22,520
Remarks: 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!
Listing Agent: Shawna Wagar (941-307-0712)
160 1ST ST E, BOCA GRANDE, FL 33921
$4,500,000112 Days on yellowkey MLS ID: D6145289
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4039 Built: 2003 Tax: $22,368 (2025)Community: Acreage & UnrecSingle Family
Taxes:$22,368
Remarks: 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.
43 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921
$2,500,00012 Days on yellowkey MLS ID: D6146719
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3074 Built: 1990Monthly Fee: $867 Tax: $42,001 (2025)Community: Seawatch Boca GrandeSingle Family
Taxes:$42,001
Remarks: 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.
Listing Agent: Jeff Moore (941-855-0737)
164 1ST ST E, BOCA GRANDE, FL 33921
$4,995,000189 Days on yellowkey MLS ID: D6143872
1 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 5036 Built: 2018 Tax: $33,771 (2024)Community: Acreage & UnrecSingle Family
Taxes:$33,771
Remarks: 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.
Listing Agent: Angela Steffan (941-855-1277)
12 SEAWATCH DR, BOCA GRANDE, FL 33921
$3,250,00013 Days on yellowkey MLS ID: D6146794
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3088 Built: 1989Monthly Fee: $867 Tax: $47,320 (2025)Community: Seawatch Boca GrandeSingle Family
Taxes:$47,320
Middle School: SKY Academy Englewood
Remarks: 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.
1660 16TH ST E, BOCA GRANDE, FL 33921
$6,500,00096 Days on yellowkey MLS ID: D6145442
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4511 Built: 1991 Tax: $19,645 (2024)Community: Boca GrandeSingle Family
Taxes:$19,645
Remarks: 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.
641 BOCA BAY DR, BOCA GRANDE, FL 33921
$12,830,000122 Days on yellowkey MLS ID: D6145154
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 4982 Built: 2000Monthly Fee: $429 Tax: $95,747 (2025)Community: Grande Bay At Boca BaySingle Family
Taxes:$95,747
Remarks: 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.
Listing Agent: Randy Wojcik (941-204-0015)
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