Boca Grande Homes with Two Story Property Description

Boca Grande Homes with Two Story Property Description

Welcome to Boca Grande, Florida—a hidden gem on the Gulf Coast, renowned for its pristine beaches, charming historic district, and a laid-back lifestyle that beckons both residents and visitors alike. Nestled on Gasparilla Island, this picturesque town offers a perfect blend of natural beauty and rich history, making it an ideal destination for those seeking tranquility and adventure. With its stunning sunsets, crystal-clear waters, and abundant outdoor activities, Boca Grande is a haven for beach lovers, fishermen, and nature enthusiasts.

In this idyllic setting, you'll find an array of beautiful homes, particularly those with two-story designs that perfectly capture the essence of coastal living. These spacious properties often feature open floor plans, large windows that invite natural light, and expansive balconies that provide breathtaking views of the surrounding landscape. Imagine waking up to the sound of waves crashing and sipping your morning coffee as the sun rises over the Gulf.

Two-story homes in Boca Grande are designed for both comfort and elegance, offering ample space for families and entertaining guests. Whether you’re looking for a cozy retreat or a luxurious estate, these homes often come with modern amenities, lush gardens, and easy access to nearby beaches and recreational activities.

Experience the charm of Boca Grande and discover the perfect two-story home that suits your lifestyle. With its welcoming community and stunning surroundings, you’ll find that life here is nothing short of extraordinary. Come explore the beauty of Boca Grande—where your dream home awaits!

Newest Boca Grande Homes with Two Story Property Description

144 Carrick Bend Lane, Boca Grande
$3,485,000
3 Beds ⋅ 3 Baths ⋅ North Village Sub SubDv. ⋅ 33921 Zip Code
Situated in one of North Village’s most desirable waterfront settings, this “Dracena” model residence offers a rare combination of southern exposure, tranquil water views, and lush tropical surroundings. One of only a handful of single-family homes in North Village enjoying direct waterfront views with ideal southern exposure, the property overlooks peaceful waters with protected state preserve land beyond, providing an unspoiled natural backdrop and exceptional privacy. Mature tropical landscaping further enhances the secluded setting, creating a picturesque Old Florida retreat just blocks from the heart of historic Boca Grande. Offering 2,531 square feet of air-conditioned living space, the residence features three bedrooms, three full bathrooms, and a thoughtfully designed floor plan that embraces its beautiful natural surroundings. The kitchen is appointed with Corian countertops, a 36-inch Sub-Zero refrigerator, double wall ovens, and an induction cooktop. Generous outdoor living areas provide multiple opportunities to enjoy the island's year-round climate, including expansive decking and a private backyard with a waterside paver patio, an ideal setting for outdoor dining, or simply relaxing while taking in the peaceful lake views and gentle coastal breezes. A paver driveway complements the home’s tropical landscape and leads to a side-entry two-car garage featuring epoxy flooring. Ideally located within Boca Bay’s charming North Village, the property offers the unique opportunity to enjoy the character and walkability of Boca Grande’s historic district, with the island’s beautiful Gulf beaches, boutique shops, and restaurants all just a short distance away. Residents also enjoy access to Boca Bay’s exceptional collection of amenities, including multiple swimming pools, tennis and croquet facilities, a fishing pier, a Gulf-front beach clubhouse, and waterfront dining at the renowned Pass Club. With its rare southern-facing waterfront setting, protected natural views, and exceptional proximity to the heart of Boca Grande, this distinctive North Village residence presents a wonderful opportunity to experience the very best of the island lifestyle.

144 Carrick Bend Lane, Boca Grande
45 Seawatch Lake Drive, Boca Grande
$2,100,000
3 Beds ⋅ 4 Baths ⋅ Seawatch Of Boca Grande SubDv. ⋅ 33921 Zip Code
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.

45 Seawatch Lake Drive, Boca Grande
1678 Jose Gaspar Drive, Boca Grande
$5,350,000
4 Beds ⋅ 4 Baths ⋅ Boca Grande Isles SubDv. ⋅ 33921 Zip Code
Welcome to 1678 Jose Gaspar Drive, a serene waterfront retreat tucked along the tranquil shores of “Hole in the Wall” Bay in the coveted Boca Grande Isles. This property boasts 96” of water frontage and offers an intimate, natural setting where mangroves, shorebirds, and calm waters create a true Old Florida backdrop.The protected bay is ideal for kayaking and paddle boarding, offering quiet waters to explore at your own pace while enjoying abundant native wildlife. It’s a nature lover’s paradise—private, picturesque, and beautifully unspoiled. The 3494 sq foot home 4 bedroom, 3.5 bath home is filled with natural light and designed to capture water views from the living areas. An open layout with cathedral ceilings and a cozy stone fireplace creates an effortless flow for entertaining or relaxing, while large hurricane glass doors invite the outdoors in. The screened lanai offers views of the water and the living space that Florida is known for. The gourmet kitchen serves as the heart of the home, boasting quartz countertops, eat in dining, generous workspaces, and a breakfast bar. This Island retreat offers plenty of gathering areas which are perfect for hosting family and friends. The primary suite on the main level provides a peaceful sanctuary with an elegant Master bath which includes, quartz countertops, dual sinks a walk in shower and soaking tub. Perfect for relaxing after a day filled with outdoor activities. The lower level contains an additional living room, three additional guest rooms, two baths and easy access to the beautiful pool, spa and patio. Perfect to entertain family and friends. Located in a gated community just minutes from the village of Boca Grande, with its charming shops, dining, and Gulf beaches, this property offers a rare opportunity to embrace quiet waterfront living in one of Florida’s most treasured island communities.

1678 Jose Gaspar Drive, Boca Grande
16776 Grande Quay Drive, Boca Grande
$3,575,000
3 Beds ⋅ 3 Baths ⋅ Grande Quay Ii SubDv. ⋅ 33921 Zip Code
Experience exceptional waterfront living at 16776 Grande Quay Drive, Boca Grande, FL 33921, nestled within a quiet, gated waterfront community with 24-hour surveillance. Situated on one of the largest homesite in the community, this residence captures breathtaking 180-degree views of the Gasparilla Sound. With direct boating access to the Gulf, this elegant coastal residence blends luxury, comfort, and the ultimate island lifestyle. Designed with both everyday living and entertaining in mind, the home features soaring ceilings that fill the interior with natural light, an updated chef's kitchen showcasing quartz countertops and premium Bosch appliances. A cozy fireplace adds warmth and character to the spacious living area, while pre-wiring throughout the home provides a seamless foundation for a whole-home audio & video system. Recent improvements include a 2023 adobe tile roof, partial impact-rated windows, and hardiplank siding waiting for your choice of color (and association approval). A private elevator services all levels, and the home is outfitted with a fire suppression system and central vacuum. Outdoor living is equally impressive, featuring a spa pool, an outdoor kitchen, and spaces designed to capture the spectacular waterfront views. The oversized four car garage includes a mini-split air conditioning system, making it ideal for climate-controlled storage, hobbies, or a workshop. For boating enthusiasts, the property includes a deep water privately gated boat slip (Slip M) complete with a lift, providing effortless access to world-class fishing, cruising, and the pristine waters of Gasparilla Sound and the Gulf. This remarkable waterfront residence offers an exceptional combination of refined finishes, thoughtful updates, and unparalleled boating amenities in one of Boca Grande's most desirable waterfront communities.

16776 Grande Quay Drive, Boca Grande
760 E Railroad Avenue, Boca Grande
$4,900,000
3 Beds ⋅ 5 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code
Nestled in the heart of Boca Grande's charming historic district, just steps from downtown amenities, this impeccable custom-built home offers the epitome of luxury island living. Constructed in 2012, architecture by T.A. Krebs with unparalleled craftsmanship and attention to detail, this move-in-ready home exudes timeless elegance and modern sophistication. Upon entering, you are immediately captivated by the soaring 24-foot cupola and exquisite 6-inchtongue-and-groove board ceilings, setting a grand tone for the open and inviting interior. The home features three spacious bedrooms and four and a half well-appointed bathrooms, providing ample space for family and guests. Cozy up by one of two stunning brick fireplaces—one gracing the living room and the other in the serene primary bedroom.Throughout, luxurious travertine and wood flooring flows seamlessly, complemented by granite countertops in the gourmet kitchen. Equipped with top-of-the-line Wolf and sub-zero appliances, a convenient garden sink, gas stove, gas oven, and generous pantry, this kitchen is a chef's dream. French doors seamlessly connect the interior to the outdoor oasis: a brick-paved patio overlooking a heated pool and spa and a dedicated pool bathroom for ultimate convenience.Additional highlights include a large upper-level bonus room ideal for extra sleeping or living area or relaxation, durable Hardy board siding, all impact-resistant glass windows and doors for peace of mind, a 2+ car garage, and lush, mature landscaping that envelops the property in privacy and natural beauty. Truly a rare gem in the heart of Boca Grande, this exceptional home blends historic charm with contemporary luxury—ready for you to call it your own.

760 E Railroad Avenue, Boca Grande
5000 Gasparilla Road Unit VH25, Boca Grande
$1,995,000
3 Beds ⋅ 4 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code
This 3-bedroom, 3 1/2-bath single-family residence is only steps from the pristine sands of the Gulf, offering the quintessential Boca Grande lifestyle. This redesigned floor plan features a renovated kitchen, updated baths, flooring and impact-resistant windows and sliders throughout. Uniquely offering 3 ensuite bathrooms PLUS an additional guest half bath along with a dedicated laundry room! The 1 car garage offers extra storage with built-in shelves and an outside shower. Sold furnished, this home is ready for immediate enjoyment. Whether you are watching the sunset over the Gulf from your balcony or walking the uncrowded private beach, this is island living at its finest. Purchasing this property provides immediate membership to the Boca Grande Club and all the amenities it is known for such as a fabulous gulf-front restaurant with new pool spa and tiki bar, private beach access with umbrella, lounge chair and towel service. The newly renovated fitness center is world class, and the 8 tennis courts offer a pro-shop with instruction with a very active tennis community.

5000 Gasparilla Road Unit VH25, Boca Grande
161 1st Street E, Boca Grande
$4,995,000
4 Beds ⋅ 3 Baths ⋅ Harbor Drive Waterways SubDv. ⋅ 33921 Zip Code
Discover the perfect blend of historic charm, modern comfort, and waterfront living in this beautifully renovated cottage in the heart of Boca Grande’s Historic Village. Offering 4 bedrooms, 3 bathrooms, and 2,548 square feet of thoughtfully designed living space, this exceptional residence captures the timeless character of Old Florida while offering the conveniences of modern island living. Thoughtfully improved over the years, the home features a durable metal roof, Hardie plank siding, an updated kitchen and bathrooms, and beautiful wide-plank wood flooring. The inviting main living area showcases custom wood ceilings, a gas fireplace, and a charming cupola that fills the space with natural light. An open, flowing floor plan leads to an expansive 335-square-foot screened porch overlooking the Harbor Drive Waterways canal, creating a wonderful extension of the living space and an ideal setting for entertaining, dining, or simply enjoying the peaceful waterfront surroundings. The home's comfortable and well-appointed bedrooms provide inviting accommodations for family and guests, while a separate lower-level in-law suite with kitchenette offers additional privacy and flexibility. Outdoor living is equally appealing, with a spacious covered porch overlooking a custom heated swimming pool and spa, surrounded by lush tropical landscaping that creates a private and inviting retreat. For boating enthusiasts, the property offers 80 feet of canal frontage, complemented by a covered 20,000-pound boat lift and convenient access to Charlotte Harbor and the surrounding waterways. Additional amenities include two garages with electric vehicle charging stations, a dedicated golf cart charging station, a laundry room, and a circular driveway finished with classic Chicago brick pavers. Mature tropical landscaping and fencing further enhance the property's privacy and enduring Old Florida charm. Ideally located in Boca Grande's Historic Village, the property offers easy access to everything that makes island living so special. Spend your mornings exploring the waters of Charlotte Harbor, afternoons enjoying the island's beautiful Gulf beaches, and evenings strolling through the Village's charming shops and restaurants, all just a short golf cart ride away. The renowned Gasparilla Inn, world-class golf courses, local marinas, and Coral Creek Airport are also conveniently accessible. A wonderful opportunity to own a distinctive waterfront residence that combines the charm and character of historic Boca Grande with modern amenities, exceptional outdoor living spaces, and the convenience of boating from your own backyard. This is island living at its finest.

161 1st Street E, Boca Grande
420 Gulf Boulevard Unit 20, Boca Grande
$2,350,000
2 Beds ⋅ 3 Baths ⋅ Sundown Colony SubDv. ⋅ 33921 Zip Code
DIRECT GULF FRONT | PICTURE PERFECT GULF VIEWS | BEAUTIFULLY UPDATED | 2 BEDROOMS | 2.5 BATHROOMS | OUTDOOR LIVING SPACES | COMMUNITY POOL | DIRECT BEACH ACCESS A beautifully updated Gulf-front residence in Sundown Colony nestled along the pristine shoreline of Boca Grande on Gasparilla Island. With breathtaking views of the Gulf, inviting coastal interiors, and direct access to the island's renowned beaches, this exceptional property captures everything that makes Boca Grande such a sought-after destination. Designed to embrace its spectacular waterfront setting, this two-bedroom, two and a half bath townhome offers an inviting blend of casual coastal elegance and modern convenience. A soothing palette of soft blues, crisp whites, and natural wood tones creates a light, airy atmosphere that complements the surrounding landscape. Expansive impact-rated windows and sliding glass doors invite abundant natural light while showcasing the sparkling turquoise waters and endless Gulf horizon. The main living level features an open-concept design that seamlessly connects the kitchen, dining, and living areas, creating a welcoming space for everyday living and entertaining. The updated kitchen features white shaker-style cabinetry, stone countertops, stainless steel appliances, subway tile backsplash, and a convenient breakfast bar. The adjoining dining area provides generous seating, while the comfortable living room is perfectly positioned to capture stunning Gulf views. Step through the sliding glass doors to the screened Gulf-facing porch, where gentle sea breezes, spectacular sunsets, and the soothing sound of the surf provide the perfect backdrop for morning coffee, afternoon relaxation, or evening gatherings. The Gulf-front primary suite offers a peaceful retreat, complete with beautiful water views, direct access to its own outdoor balcony, and a well-appointed en-suite bathroom. The updated bath features a spacious double-sink vanity with stone countertops, contemporary fixtures, and a glass-enclosed tub/shower with attractive tile finishes. A dedicated workspace within the primary suite provides additional flexibility without sacrificing the beauty of the surrounding views. The guest bedroom offers a versatile layout with bunk beds and an additional bed, making excellent use of the available space. Soft coastal colors and natural light create a cheerful, comfortable atmosphere. The guest bathroom features a glass-enclosed walk-in shower, updated vanity, and stylish finishes. On the main living level, a separate powder room adds convenience. Outdoor living is truly at the heart of this property. In addition to the elevated Gulf-facing porches, the ground-level covered outdoor area offers a wonderful space for casual gatherings, enjoying the coastal surroundings and rinsing off in the outdoor shower after a dip in the gulf. Sundown's beautifully situated community pool, surrounded by tropical landscaping, provides another inviting place to unwind. The association updated to a metal roof in December 2023; AC was replaced in October 2024. Looking for an amazing investment property or a mix of use and income...this home fits both and comes turnkey furnished and with vacation rental income scheduled into 2027.

420 Gulf Boulevard Unit 20, Boca Grande
181 Damfino Street, Boca Grande
$5,750,000
4 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 33921 Zip Code
For the life you’d rather be living. Some places ask you to keep up...this one invites you to slow down. Tucked into Boca Grande’s easygoing Dam Streets, 181 Damfino Street offers a rare opportunity to create a waterfront retreat on a coveted in-town tip lot, where long water views, exceptional boating access, and the charm of the village come together. Here, the water sets the schedule. Head out before sunrise when the tarpon are rolling, spend an afternoon cruising to Cabbage Key or Useppa, or enjoy dinner at the Tarpon Lodge before returning home under the stars. With no bridges between your dock and the Gulf, even a tower boat or tall T-top can be part of the lifestyle. The new 2025 dock features 280 square feet of decking, water, and electric, ready to be customized to your boating needs. A dedicated tackle room keeps everything close at hand. And when the boat stays home, the village is just as inviting. Morning coffee at the Inn Bakery, shopping along Park Avenue, and dinner at The Temptation or The Pink Elephant are all part of everyday life. Few waterfront settings offer this effortless connection between boating and village living. Set on 0.21 acres, the property features 75 feet of sea walled frontage along a protected boat basin, a 30' x 14' pool, spa, and brick-covered patio overlooking captivating long water views. The elevated, two-story residence offers 2,507 square feet under air, four bedrooms, four baths, soaring ceilings, a fireplace, updated kitchen, and screened porch. Concrete block and stucco construction, metal roof, updated HVAC systems, and storm panels provide a solid foundation for its next chapter. A two-car pull-through garage, separate golf cart garage, and interior spiral staircase with potential for a future elevator add versatility. With no HOA fees and the freedom to reimagine the existing home, this is an opportunity to create something distinctly your own. A place designed around your boat, your view, and the unhurried rhythm of island life. The location is already here. The rest is yours to create.

181 Damfino Street, Boca Grande
5000 Gasparilla Road Unit 27, Boca Grande
$1,895,000
3 Beds ⋅ 3 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code
Tucked away on an exclusive private street shared by just three residences, Village Home 27 offers an exceptional blend of comfort and versatility. This light-filled Boca Grande Club residence features 1,540 square feet of living space, highlighted by beautiful wood flooring, vaulted ceilings, granite countertops, and custom built-ins. The thoughtfully designed floor plan includes a welcoming living room, a separate dining space, and a primary bedroom suite. A private guest wing offers an additional living area and multiple sleeping nooks. The top floor houses an additional bedroom and bath with a private deck and crow's nest. Outdoor living is equally inviting, with a ground-level paver patio in a garden setting, an outdoor shower, and a one-car garage. Enjoy the exceptional lifestyle of the amenity-rich, gated, beachfront Boca Grande Club. Residents can take advantage of multiple swimming pools, including the main pool with its inviting tiki bar overlooking the beach. The renowned clubhouse offers an exceptional fine-dining experience, while eight tennis courts and fitness center provide outstanding opportunities for and an active lifestyle.

5000 Gasparilla Road Unit 27, Boca Grande
158 Carrick Bend Lane, Boca Grande
$4,695,000
3 Beds ⋅ 3 Baths ⋅ North Village Sub SubDv. ⋅ 33921 Zip Code
Tucked toward the quiet end of Carrick Bend Lane in the gated North Village of Boca Bay, this three-bedroom, three-bath home pairs serene lake views with a thoughtful renovation throughout. More than 3,200 square feet of living space spread across two levels give owners and guests room to spread out. The kitchen is the heart of the home and was rebuilt for people who love to cook and entertain: quartz counters beneath a shiplap ceiling, Thermador wall oven, microwave, and gas range, a Wi-Fi-enabled Monogram refrigerator, and a built-in ice maker. An eat-in dining area overlooks the water, and every bathroom has been tastefully updated. Peace of mind comes built in, with impact-rated windows and doors, a newer standing-seam metal roof, and plantation shutters throughout. A two-car garage adds room for cars, golf carts, and island gear. Life in Boca Bay comes with an enviable list of amenities: a private boat basin with slips, an organized tennis program led by a resident pro on Har-Tru courts, a croquet lawn, and four community pools including a lap pool. Evenings belong to the Pass Club, where elevated dining, an extensive wine list, and spectacular sunsets over the Gulf set the tone. And when it’s time for the Village, simply walk or bike to its shops, restaurants, and beaches. Live your Best Life in Boca Grande!

158 Carrick Bend Lane, Boca Grande
5000 Gasparilla Road Unit 26, Boca Grande
$2,200,000
3 Beds ⋅ 3 Baths ⋅ Village Boca Grande Club SubDv. ⋅ 33921 Zip Code
Experience the Boca Grande Club lifestyle in this beautifully updated and expanded 3-bedroom, 3-bathroom Village Home with 1,640 square feet of inviting living area. The sunny living room features vaulted ceilings and is complemented by a separate dining room, spacious kitchen with granite countertops and top-of-the-line appliances, and a full laundry room for everyday convenience. The primary bedroom includes an elegant bathroom and large closet/office. The home has plenty of additional space with 2 storage areas and separate pantry. Extensive improvements enhance the home throughout, including HDF laminate floors, new window treatments, front entry door, and garage overhead and side doors. Outdoor living spaces have also been beautifully refreshed with new upper and lower decking, railings, and stairs, creating inviting spaces to relax and enjoy the Florida lifestyle. Designed with durability and peace of mind in mind, the residence features impact-resistant windows and doors, Hardie Plank siding, and a metal roof installed in 2023. Enjoy the exceptional amenities of Boca Grande Club, including tennis courts, Tiki Bar, a community swimming pool, a clubhouse, and workout facility. This residence offers a wonderful opportunity to experience the relaxed, resort-style living that makes Boca Grande Club so desirable.

5000 Gasparilla Road Unit 26, Boca Grande
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