Location: Boca Grande
Keyword(s): L.A. Ainger Middle
Keyword(s) Middle School: L.A. Ainger Middle
Do Not Show Listings
340 PALM AVE, BOCA GRANDE, FL 33921
$3,295,00073 Days on yellowkey MLS ID: TB8502017
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1906 Tax: $18,178 (2025)Community: Betton Hill Add 12Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$18,178
Elementary School: The Island School
High School: Lemon Bay High
Tax Year: 2025
Middle School: L.A. Ainger Middle
Remarks: Nestled in the heart of Boca Grande’s coveted “Historic District”, this enchanting two-bedroom, two-bathroom, plus bunkroom Palm Cottage built in 1906 has been thoughtfully reimagined with refined designer finishes and modern conveniences throughout. As you walk up to the property you are greeted by lush tropical landscaping, offering both privacy and vivacious natural beauty. Inside, the front sitting room and dining area is bathed in natural light, creating an inviting space equally suited for tranquil mornings or intimate gatherings with family and friends. At the center of the home, the living room and kitchen blend effortless comfort with understated sophistication. An open-concept design is enhanced by custom built-ins, a charming reading nook, and a generous central cooking island – ideal for entertaining. Overhead, a beautifully crafted tongue-and-groove stained wood ceiling adds warmth and architectural character. The primary suite serves as a serene retreat, complete with a spacious walk-in closet and a spa-inspired en-suite bath featuring a beautifully appointed shower. French doors open directly to the rear porch, inviting seamless indoor-outdoor living. The backyard presents a rare opportunity to curate your own private oasis, with ample space to envision a pool, pavilion, or thoughtfully designed entertaining terrace. This exceptional cottage captures the essence of Boca Grande living – timeless, relaxed, and effortlessly elegant. Both an addition and pool/spa have been professionally designed for the Property. The Cottage is Rental Ready and has excellent rental history! Schedule your private showing today and experience this Cozy Cottage firsthand.
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: Robert Melvin (941-380-8891)
350 GILCHRIST AVE, BOCA GRANDE, FL 33921
$4,975,000397 Days on yellowkey MLS ID: TB8392464
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2049 Built: 1956 Tax: $34,467 (2024)Community: Boca GrandeSingle Family
Taxes:$34,467
Elementary School: Vineland Elementary
Tax Year: 2024
Remarks: LOCATION LOCATION LOCATION-Walk to everything from this truly exquisite 3 bedroom, 2 ½ bathroom Gilchrist Cottage in the heart of the “Historic District”. Loaded with mid-century charm, updated professionally with modern coastal contemporary influence throughout, all nestled onto a deep 50’ by 150’ lot. The property is being beautifully remodeled nearly new and will be delivered Designer furnished for immediate use! This delightful home offers a very private swimming pool area tucked behind privacy fencing covered with fragrant Jasmine, among just planted new lush and additional landscaping. A standing seam metal roof protects the Cottage along with back-alley access to a large, covered carport. The main living area provides a Great Room concept with Philippine Shellstone flooring throughout and a comfortably spacious 10’ by 28’ old fashioned front porch facing the Gulf of Mexico! Estate Wall, extensive pavers, and luminous night lighting offers a very special ambiance at this superb location. A rare opportunity to own in this very limited heart of the Village
208 HARBOR DR, BOCA GRANDE, FL 33921
$7,295,000241 Days on yellowkey MLS ID: D6143951
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 1718 Built: 1994 Tax: $31,828 (2023)Community: Boca Grande AddSingle Family
Taxes:$31,828
Tax Year: 2023
Remarks: 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.
Listing is courtesy of: THE BRC GROUP, LLC (941-964-8180)
Listing Agent: Brian Corcoran (941-626-3439)
760 E RAILROAD AVE, BOCA GRANDE, FL 33921
$5,450,000184 Days on yellowkey MLS ID: D6145439
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3075 Built: 2012 Tax: $19,906 (2025)Community: Boca GrandeSpa: YesSingle Family
Taxes:$19,906
Remarks: 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-inch tongue-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.
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)
Listing Agent: Jeff Moore (941-855-0737)
1627 GASPAR DR S, BOCA GRANDE, FL 33921
$5,300,000129 Days on yellowkey MLS ID: D6146322
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2715 Built: 1990Monthly Fee: $222 Tax: $19,277 (2025)Community: Boca Grande IslesSingle Family
Taxes:$19,277
Remarks: Located in the gated community of Boca Grande Isles, this well-maintained, 3 bedroom, 3 bathroom, waterfront home is a boater’s dream with direct access to Charlotte Harbor and no bridges to the Gulf of Mexico. The 2,715 sq. ft. residence features an open floor plan with vaulted open-beam ceilings, hardwood floors, custom built-ins, plantation shutters, and impact sliding glass doors framing serene canal views and leading to a screened lanai. The remodeled kitchen is appointed with quartz counters, Sub-Zero refrigerator, Wolf gas range, ample workspace, and a dumbwaiter. The living and dining areas flow effortlessly to a 48’ x 10’ screened outdoor space overlooking the water. The spacious primary suite offers canal views, patio access, a generous walk-in closet with washer/dryer, and a renovated bath with quartz counters, dual sinks, soaking tub, and separate rain shower. Outdoors, enjoy a composite dock with a 16,000-lb boat lift, 110’ seawall, two-car garage, golf cart garage, paved circular driveway, and plenty of backyard space with room to add a pool. An air-conditioned storage/workout room offers added versatility. This exceptional canal-front property delivers premier island living and easy Gulf cruising from your own dock.
362 BAILY ST, BOCA GRANDE, FL 33921
$2,495,00059 Days on yellowkey MLS ID: D6147419
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1989 Tax: $6,006 (2025)Community: Golden BeachSpa: NoSingle Family
Taxes:$6,006
Remarks: This Single-Family 3-bedroom, 2-bathroom single-family home delivers exceptional value just steps from the Gulf’s pristine beaches and unforgettable sunsets just south of the village. Situated on a spacious and secluded 100’ x 153’ lot, the property is surrounded by native landscaping, offering true privacy and tranquility. Features include a Chicago brick paver driveway, propane fireplace, dumbwaiter, and a screened lanai, ideal for relaxation and entertaining. Updates include a new A/C system (July 2025), and a newer Roof (2022), Impact Windows in (2011), making this home ready for immediate enjoyment with room to personalize and expand. Tour the island by golf cart, take peaceful walks, and enjoy nearby access to the Johann Fust Library, shops, and dining. Whether you're seeking a quiet retreat or future potential, this is one of Boca Grande’s best single-family values, private, charming, and full of opportunity.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Ralph Dilena, Jr. (941-380-0878)
260 GILCHRIST AVE, BOCA GRANDE, FL 33921
$4,950,000146 Days on yellowkey MLS ID: D6146072
REDUCED by $800,000 (13.9%) on 05/06/2026
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.
Listing Agent: Jamie Curry (941-716-1018)
767 S HARBOR DR #1B, BOCA GRANDE, FL 33921
$2,249,000156 Days on yellowkey MLS ID: D6145871
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1770 Built: 1997Monthly Fee: $348 Tax: $16,986 (2025)Community: Harborside/Boca BaySpa: YesCondo
Taxes:$16,986
Remarks: Stunning 3-bedroom, 2 1/2-bath waterfront residence on the shores of Charlotte Harbor, offering exceptional bay views and unforgettable sunrises. Located in a beautifully landscaped community featuring a pool and spa, fishing pier, and resort-style amenities, this home is designed for both comfort and coastal living. The open-concept living area allows you to take in sweeping water views while cooking, dining, or relaxing in front of the TV. Interior highlights include solid-surface countertops, crown molding, and a spacious primary suite with dual closets and dual vanities. Step out onto the lanai to enjoy morning sunrises, waterfront meals, and the daily parade of passing boats. The residence is in excellent condition and features impact-resistant windows, doors, and sliders, along with electric shutters for added peace of mind. Additional conveniences include a private garage, direct elevator access into the unit, and a large ground-level storage room. Ownership includes access to all Boca Bay amenities, including tennis courts, a fitness facility, four community pools, the Pass Club restaurant, and more. $ 50,000 and $ 20,000 one time membership fees are due at closing.
Listing Agent: Dawn Havens (941-504-7845)
460 GULF BLVD #4, BOCA GRANDE, FL 33921
$2,800,000259 Days on yellowkey MLS ID: TB8437810
REDUCED by $195,000 (6.5%) on 04/29/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1131 Built: 1978Monthly Fee: $242 Tax: $20,143 (2024)Community: Gulf DunesTownhouse
Taxes:$20,143
Remarks: Spectacular Southern exposure corner beach front villa that has been impeccably rebuilt featuring expanded, incredible, open beachfront sunning deck maximizing the Gulf of America sunset views! The main level includes an open and spacious living room, dining area, and all new stainless GE appliances, custom wood cabinetry and beautiful Marble countertops throughout the home. Meticulously crafted wood finishes, plank tile, maintenance free floors throughout, looks exactly like wood. Additional features include; refined wood staircase, cable railing, custom lighting, subway tile backsplash and much more! Gulfside screened porch out to the newly added spacious open deck on the beach! The Southern exposure and Westerly Sunsets are breathtaking. Top floor is comprised of the guest ensuite bedroom and bath, Gulfside Master ensuite bedroom and bath...complete with screened porch and floating Teak deck. The ground level, out of the sun patio features a fully enclosed outdoor shower, all leading to the pristine beach. The newer enclosed garage is air conditioned and offers back of the enclosed space french doors for south side access for the golf cart and a Hurricane Rated garage door for your SUV. The revamped exterior features; 2021 metal roof, impact glass throughout, Trex decking with soffits, trim and composite siding. HOA approved plans to add an ensuite bedroom with modified entry. Excellent rental history if desired. A complete, like new, beautiful Townhome...come and visit this almost completely rebuilt - only 10 home - beachfront development!
5000 GASPARILLA RD #BC306, BOCA GRANDE, FL 33921
$1,150,00092 Days on yellowkey MLS ID: D6146747
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 828 Built: 1984 Tax: $13,139 (2025)Community: Beach Chalet Bld GSpa: YesCondo
Taxes:$13,139
Remarks: 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.
Listing Agent: Kristin O'Connor (941-457-9553)
6040 BOCA GRANDE CSWY #5, BOCA GRANDE, FL 33921
$200,000350 Days on yellowkey MLS ID: D6143184
Bed: Bath: 0.0 Liv Area Sq Ft: 330 Built: 2012 Tax: $2,423 (2024)Community: Boca Grande North Marina BoatDock-Rackominium
Taxes:$2,423
Remarks: Lowest priced Boca Grande North slip w/ 10,000 lb lift. | Direct Gulf access | No fixed bridges | Fits ~26-27 ft | Rentable. Enjoy direct Gulf access with no fixed bridges and deep water, ideal for serious boaters. Accommodates approximately 26-27 ft vessel (buyer to verify). Cruise the back bays or head straight to the Gulf — some of Southwest Florida's best fishing waters are just minutes away. Features include a 10,000 lb lift with newer motor, electric, water, and a fish cleaning station, all set on recently rebuilt composite docks for low-maintenance ownership. Ownership is not contingent on residence in this community, offering flexibility for both local and off-island buyers. Slips may be rented, providing an opportunity for seasonal income or offsetting ownership costs. A standout value for buyers seeking a well-equipped slip without the need for additional improvements. Easy to show.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)
Listing Agent: Nancy Hyde (941-539-9616)
281 SEABREEZE CT, BOCA GRANDE, FL 33921
$2,400,000142 Days on yellowkey MLS ID: D6146199
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1504 Built: 1987 Tax: $6,045 (2025)Community: SeabreezeSingle Family
Taxes:$6,045
Remarks: 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.
2031 SHORE LN, BOCA GRANDE, FL 33921
$11,300,000535 Days on yellowkey MLS ID: D6139748
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4342 Built: 2016 Tax: $78,305 (2023)Community: Shore Lane - See SurveySingle Family
Taxes:$78,305
Remarks: Truly a one-of-a-kind location rarely presented on exclusive Shore Lane will now be offered for purchase! Located just one estate off the Historic District and the closest in proximity to the downtown Village of Boca Grande, this prominent beachfront treasure will surely take your breath away. Built in 2016 with the owner’s vison for entertaining family and guests while creating a secluded tropical oasis unique to anything else on Gasparilla Island. This influenced Caribbean architectural gem encompasses a majestic courtyard offering the ultimate blend of solitude and spa like atmosphere. The 5-star resort style split plan lives exceptionally featuring a VIP beachside ensuite with three additional ensuite guest quarters connected by a charming covered breezeway lined with Bahama shutters and Brazilian Ipe wood hallways. Designed specifically to capture the azure seascape and green flash sunsets from nearly every room, this luxurious interior layout features an exquisite common living area with wood cladded vaulted ceilings, massive fixed-glass impact windows and doors, and a stunning dual faced coral stone handmade fireplace that commands your attention. The chef’s kitchen exudes elegance and is complimented by white oak wood cabinetry, a chic mosaic tiled mural backsplash, and a marble prep galley with cooking island & breakfast bar all being serviced by Wolf and Sub-Zero appliances. Enjoy the comfortable family and dining room concept with convenient access to the enclosed lanai operated with electric screens or relax on the open veranda with a cocktail secured by reinforced modern glass railings. The VIP master Gulfside wing features an integrated media room accompanied by a lovely terrace overlooking the courtyard pool in addition to a private covered sea watch lanai awarding the best views imaginable. Escape to the lush VIP bath enclave offering custom double wood and marble vanities, a beautiful free standing tub, and the showcase walk in marble laid shower with rain head controls. The guest wing quarters are just as impressive highlighted by a discrete office, and a unique bonus room that could serve as the 5th bedroom if needed. All the guest ensuites are complimented with white oak wood flooring, subway tiled showers, stone countertops, and each having its own personal Juliet balcony positioned prominently over the courtyard garden. Exterior storage is fantastic with over 4,000 square feet of space on lower level for all the beach toys and fishing equipment, and not to mention the additional 2 car detached twin bay garages for vehicles with convenient access to elevator. Whether spending the day basking in the sun next to the lap pool in your private courtyard or taking a swim in the warm cerulean waters of the Gulf of Mexico, this once in a lifetime setting will create a legacy retreat for family & guests that will be enjoyed for many generations to come.
Listing Agent: Heath Seckel (863-207-2586)
5000 GASPARILLA RD #BC105, BOCA GRANDE, FL 33921
$799,000200 Days on yellowkey MLS ID: D6145227
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 730 Built: 1984 Tax: $11,320 (2025)Community: Boca Grande ClubSpa: YesCondo
Taxes:$11,320
Remarks: With breathtaking gulf views and direct beach access, this condo is the perfect retreat for those seeking tranquility and beachfront relaxation. Natural light, tasteful beach decor and a screened lanai create an island oasis. This easy to maintain condo not only offers your own slice of paradise, but also grants access to a host of exclusive amenities. Enjoy a world class tennis facility, state of the art fitness center, three swimming pools, Tiki bar and a fantastic gulf front restaurant. All within the Boca Grande Club, a private, gated community located on the Gulf of Mexico. Initiation fees and yearly Club dues apply. Please inquire for cost.
420 GULF BLVD #9, BOCA GRANDE, FL 33921
$2,100,00083 Days on yellowkey MLS ID: D6147048
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1276 Built: 1981Monthly Fee: $477 Tax: $22,119 (2025)Community: Sundown ColonySpa: NoTownhouse
Taxes:$22,119
Remarks: Direct Gulf-front opportunity on the coveted south end of Boca Grande. This beachfront townhome offers panoramic views of The Gulf and direct access to miles of pristine sandy shoreline. Recently updated and positioned as one of the best values on the Boca Grande beachfront, Sundown Colony #9 now features a remodeled kitchen with quartz countertops and stainless steel appliances, along with an updated primary bathroom. Private stairs provide direct access to the beachfront, enhancing the seamless indoor-outdoor coastal lifestyle. Located just moments from the historic village, you’ll enjoy the charm of local shops, dining, and island amenities right at your fingertips. Whether you’re seeking a peaceful getaway or a Gulf-front investment, this is your chance to secure a true piece of paradise. Incredible sunsets, relaxed island living, and exceptional value await. Don’t miss it.
4070 LOOMIS AVE, BOCA GRANDE, FL 33921
$12,500,000234 Days on yellowkey MLS ID: D6144651
Bed: 4 Bath: 4.5 Gar: 5 Liv Area Sq Ft: 5472 Built: 1997 Tax: $72,087 (2025)Community: East Shore Acres IiSpa: YesSingle Family
Taxes:$72,087
Remarks: Nestled on a rare 1.6-acre waterfront parcel with views of Gasparilla Sound is a coastal masterpiece that has just undergone a complete, top-to-bottom remodel by PCI, embracing a serene coastal theme with light, airy colors throughout. Conveniently located on Loomis Avenue, just moments from the charming shops, restaurants, and amenities of historic downtown Boca Grande, this exquisite estate offers tranquility with sweeping breathtaking unobstructed water views. Boasting an impressive 159 feet of prime waterfront, the property features 4 spacious bedrooms, a versatile flex den room, 4.5 luxurious baths, and multiple inviting living areas designed for seamless flow and relaxation. The chef’s dream kitchen is outfitted with premium Wolf brand appliances, perfect for culinary enthusiasts. Convenience abounds with laundry facilities on both the lower and top floors. Step outside to one of the largest pools on Boca Grande, ideal for lavish gatherings, complemented by a grand main-floor patio area and a private master suite balcony on the top floor—both perfect for entertaining guests in style. The estate includes a massive 5-6 car garage with convenient side-entry doors, ample parking via an elegant circle drive, hurricane-rated windows and doors for peace of mind, and a private elevator for effortless access between levels. An open floor plan enhances the home’s light-filled ambiance, while mature, lush landscaping envelops the grounds in tropical serenity. This is more than a home—it’s a slice of paradise, where luxury meets the laid-back charm of island living, all just a short stroll or bike ride from town.
5000 GASPARILLA RD #VH20, BOCA GRANDE, FL 33921
$2,450,000126 Days on yellowkey MLS ID: D6146472
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1640 Built: 1987Monthly Fee: $29 Tax: $27,657 (2025)Community: Village Boca Grande ClubCondo
Taxes:$27,657
Remarks: 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.
3547 GASPARILLA RD, BOCA GRANDE, FL 33921
$2,750,000247 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.
158 CARRICK BEND LN, BOCA GRANDE, FL 33921
$4,595,000281 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)
6040 BOCA GRANDE CSWY #A2, BOCA GRANDE, FL 33921
$1,239,000476 Days on yellowkey MLS ID: D6141415
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1989 Tax: $2,204 (2024)Community: Boca Grande North Ph ACondo
Taxes:$2,204
Remarks: Amazing waterfront retreat with both Gulf & Bay views! Located in Boca Grande North- Unit A2 is nestled on Gasparilla Island near the picturesque Village of Boca Grande, Florida. This 2-bedroom, 2-bathroom bayfront seaside condo is turnkey furnished and offers a perfect blend of luxury, comfort, and breathtaking views, making it an ideal haven for those seeking the coastal lifestyle. One of the standout features of this condominium is the balconies - allowing gulf views & the large screened lanai overlooking the Gasparilla Sound, where you can see the boats, kayaks, dolphins, and more cruising by, but still enjoy your privacy. You can savor your morning coffee while watching the sunrise over the water or unwind in the evening with a glass of wine as the sun sets. The panoramic views are simply unparalleled. Have a boat? Private Boat Slips can be rented separately or are often available for private sale. Have furry friends? You will enjoy this pet friendly community. Owners can have two dogs and there are great walking paths! This beautifully appointed turnkey furnished 1,248-square-foot home greets you with an open and airy floor plan that seamlessly connects the living, dining, and kitchen areas. The spacious living room floods the space with natural light from impact glass windows & doors and provides nearly unobstructed views of the surrounding waterways of the Gulf of America & Gasparilla Sound. This allows you both sunrise & sunset from either of the porch areas. Imagine relaxing here after a day on the water, soaking in the serene ambiance. Coastal elegance abounds in the finishes, beautiful artwork and accents and yet allows for a comfortable entertaining space. The modern kitchen boasts high-end appliances, ample cabinetry, and a convenient breakfast bar for casual dining. Whether you're preparing a gourmet meal or a quick snack, this kitchen caters to all your culinary needs. The dining area has amazing views and can seat up to six. The master suite is a true sanctuary, complete with a generous closet and an en-suite bathroom featuring elegant fixtures and finishes. The impact-resistant glass sliders allow you to enjoy wide-open views of the water as you relax in bed. The second bedroom is equally inviting with impact glass sliders leading to the porch allowing direct views to the Gulf. Residents of this gated community have access to a range of amenities, including a sparkling heated swimming pool & spa, well-maintained grounds, tennis/pickleball courts, a clubhouse, a gulf-front area, golf cart charging and convenient access to boating facilities. Additionally, the property is located just a short distance from the charming shops, restaurants, and pristine beaches of Boca Grande, ensuring you're never far from leisure and entertainment options. Golf carts are welcome and have a nearby path to lead you to the Village. Let's not forget the world-class pristine beaches, boating and fishing. This unit has a wonderful rental history - Whether you're seeking a full-time residence, a vacation getaway, or an investment property this unit offers an exceptional opportunity to experience the best of Florida's Gulf Coast living. Current rental income and is ready for rentals or your home away from home. Don't miss your chance to own a piece of paradise in this sought-after location. Schedule your private showing today and prepare to be captivated by all this remarkable property has to offer.
Listing Agent: Michelle Finley (941-204-4000)
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