Homes for Sale in 33921

• 

  

  

  /22

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  320 Gulf Blvd Unit 1A, Boca Grande, FL 33921

  Ground-Level Beach Club Living Steps from the Gulf & Village Welcome to Boca Grande Beach Club 1A, a rare ground-level condominium offering effortless island living with no stairs to climb and an unbeatable location near the heart of the Village of Boca Grande. Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, this property combines comfort, convenience,

  Don Lutz BOCA GRANDE REAL ESTATE, INC.

  320 Gulf Blvd Unit 1A, Boca Grande, FL 33921
• 

  

  

  /83

  $1,195,000

  $505K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  5856 Gasparilla Rd Unit M31, Boca Grande, FL 33921

  No damage from Hurricane Milton! Exquisitely furnished 2 bedroom 2 bath condominium overlooking Charlotte Harbor. This property affords views of dolphins, manatees and many flora and fauna. The sunrises are spectacular creating a blessed feeling for another beautiful day in paradise. The lakes to the west and the glorious sunsets are an added bonus to a beautiful location. The Boca Grande Club is

  Janie Vaughan MICHAEL SAUNDERS & CO. - BOCA

  5856 Gasparilla Rd Unit M31, Boca Grande, FL 33921
• 

  

  

  /78

  $5,995,000

  • 3 Beds
  • 3 Baths
  • 3,317 Sq Ft

  16 Grouper Hole Dr, Boca Grande, FL 33921

  Private custom designed home with deepwater protected dockage on a lot and a half (150’) — situated directly across from the Boca Grande Club! This exquisite 3-bedroom, 3-bathroom BIG VIEW waterfront Estate Property is a 1996 National award winning architectural design, set within a lush tropical oasis with rich verdant greenery and mature native landscaping. Incredible and expansive views front

  Robert Melvin KELLER WILLIAMS TAMPA CENTRAL

  16 Grouper Hole Dr, Boca Grande, FL 33921
• 

  

  

  /12

  $3,995,000

  • Land
  • 10,454 Sq Ft
  • $16,645,833 per Acre

  870 Grande Pass Way, Boca Grande, FL 33921

  The Ultimate Gulf-Front Homesite – Iconic Views & Unparalleled Luxury Discover a rare opportunity to own Lot #6, “The Lighthouse Lot,” in Hill Tide Estates—Boca Grande’s most renowned waterfront community. Perfectly positioned for breathtaking panoramic views of the Gulf of Mexico and Boca Grande Pass, this exclusive homesite offers a front-row seat to some of Florida’s most spectacular sunsets.

  Timothy Kovalenko STAR BAY REALTY CORP.

  870 Grande Pass Way, Boca Grande, FL 33921
• 

  

  

  /26

  $2,450,000

  • 2 Beds
  • 2.5 Baths
  • 1,328 Sq Ft

  420 Gulf Blvd Unit 6, Boca Grande, FL 33921

  Experience breathtaking sunsets and the soothing sound of waves just steps from your door. This beautiful two-bedroom, two-and-a-half-bathroom townhome offers the perfect blend of comfort and coastal living, located directly on the Gulf of Mexico and conveniently close to downtown, restaurants, and the community center. Step out your backdoor to immerse yourself in the serene beauty of the Gulf

  Don Lutz BOCA GRANDE REAL ESTATE, INC.

  420 Gulf Blvd Unit 6, Boca Grande, FL 33921
• 

  

  /22

  $3,195,000

  $800K PRICE DROP

  • Land
  • 11,761 Sq Ft
  • $11,833,333 per Acre

  862 Grande Pass Way, Boca Grande, FL 33921

  A rare opportunity to build your dream coastal retreat! Embrace the pinnacle of island luxury with this exceptional homesite in Hill Tide Estates, Boca Grande’s most prestigious gated enclave. Located at the southernmost tip of Gasparilla Island, this rare offering provides an unrivaled backdrop—breathtaking panoramic views of the Gulf of Mexico, Boca Grande Pass, and the historic Port Boca

  Jamie Curry GULF TO BAY SOTHEBY'S INTERNAT

  862 Grande Pass Way, Boca Grande, FL 33921
• 

  

  /40

  $2,100,000

  • 2 Beds
  • 2.5 Baths
  • 1,276 Sq Ft

  420 Gulf Blvd Unit 9, Boca Grande, FL 33921

  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

  Ralph DiLena BOCA GRANDE REAL ESTATE, INC.

  420 Gulf Blvd Unit 9, Boca Grande, FL 33921
• 

  

  /54

  $9,500,000

  • 5 Beds
  • 4.5 Baths
  • 5,592 Sq Ft

  1640 Jean Lafitte Dr, Boca Grande, FL 33921

  Bermuda-inspired coastal residence set within Boca Grande Isles, a private gated enclave overlooking sunrise views across Hole-in-the-Wall Bay. This spacious five-bedroom, four-and-a-half-bath home spans nearly 5,600 square feet of thoughtfully designed living space with classic architectural detail and relaxed island character. The exterior features clean stucco lines, white tile roof, and a

  Angela Steffan GULF TO BAY SOTHEBY'S INTERNAT

  1640 Jean Lafitte Dr, Boca Grande, FL 33921
• 

  

  /35

  $1,755,000

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  320 Gulf Blvd Unit 5 C, Boca Grande, FL 33921

  Wake up to sweeping direct Gulf views and step straight onto the sand from this beautifully renovated 2-bedroom, 2-bath condo located on the highly desirable South End. This ground-level residence offers the rare convenience of no stairs, making beach access effortless and everyday living easy. Thoughtfully updated with a light, coastal aesthetic, the condo features an open and inviting layout

  Don Lutz BOCA GRANDE REAL ESTATE, INC.

  320 Gulf Blvd Unit 5 C, Boca Grande, FL 33921
• 

  

  /43

  $2,185,000

  • 3 Beds
  • 3 Baths
  • 1,910 Sq Ft

  801 S Harbor Dr, Boca Grande, FL 33921

  For Sale: A stunning 3-bedroom, 3-bathroom townhouse on a unique lot nestled in the desirable southernmost section of the Boca Bay Beach View association with 150’ of lake frontage. This beautifully designed 1,910 square foot residence welcomes you with vaulted ceilings and abundant natural light streaming through generous windows. The living room seamlessly extends into an enclosed sun porch,

  Angela Steffan GULF TO BAY SOTHEBY'S INTERNAT

  801 S Harbor Dr, Boca Grande, FL 33921
• 

  

  /30

  $845,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  5000 Gasparilla Rd Unit DC107, Boca Grande, FL 33921

  This bright one bedroom one bathroom, gulf front, condo offers easy beach access and uninterrupted, serene, Gulf views from the private screened lanai, just perfect for morning coffee or sunset evenings. The rare first floor end location with thoughtfully laid out living space and updated kitchen, provides added privacy, extra natural light and convenient access for guests. Turnkey and ready to

  Kristin O'Connor GULF TO BAY SOTHEBY'S INTERNAT

  5000 Gasparilla Rd Unit DC107, Boca Grande, FL 33921
• 

  

  /67

  $4,850,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,915 Sq Ft

  10009 Gasparilla Pass Blvd, Boca Grande, FL 33921

  Luxury New Construction Home on Boca Grande Island Welcome to island luxury redefined on Boca Grande, one of Florida’s most exclusive barrier islands, where timeless elegance meets relaxed coastal living. This new custom home on Boca Grande Island showcases exceptional craftsmanship, designer finishes, and modern coastal architecture—offering the ultimate private retreat in this highly

  Olivia Jones PARSLEY BALDWIN REAL ESTATE

  10009 Gasparilla Pass Blvd, Boca Grande, FL 33921
• 

  

  /71

  $1,985,000

  • 3 Beds
  • 3 Baths
  • 1,910 Sq Ft

  760 Seaboard Line Ln, Boca Grande, FL 33921

  Welcome to 760 Seaboard Line Lane, an exceptional lakeside residence nestled within Boca Bay’s sought-after South Village neighborhood, where coastal living meets thoughtful upgrades and breathtaking water views.This beautifully maintained 3-bedroom, 3-bathroom townhome is perfectly positioned to capture tranquil lake vistas with glimpses stretching toward the Gulf. Inside, an airy and

  Randy Wojcik BOCA GRANDE REAL ESTATE, INC.

  760 Seaboard Line Ln, Boca Grande, FL 33921
• 

  

  /26

  $750,000

  • Land
  • 12,196 Sq Ft
  • $2,678,571 per Acre

  326 Useppa Island, Captiva, FL 33924

  Located atop one of the tallest ridges in Lee County—possibly all of Southwest Florida—this building lot will offer impressive sunset views and sweeping water vistas stretching west and northwest toward Boca Grande Pass and beyond. The lot fronts the famous Pink Path extending from the north to south end of the primary island body and is proximate to historic archeological explorations and

  Brian McColgan UIP PROPERTY COMPANY LLC

  326 Useppa Island, Captiva, FL 33924
• 

  

  /50

  $3,250,000

  • 4 Beds
  • 3 Baths
  • 3,014 Sq Ft

  1000 Cayo Costa, Cayo Costa, FL 33924

  It Begins With a Boat Ride... and Ends Somewhere You Never Want to Leave! You idle through calm blue water, leaving the mainland behind. The noise fades. The pace slows. Palms appear. Sand glows white. And suddenly, you arrive, not at a house, but at a feeling. Hidden inside Cayo Costa State Park, within 2,500 acres of protected wilderness, this 1.8-acre off-grid waterfront estate feels like

  Michael McMurray Royal Shell Real Estate, Inc.

  1000 Cayo Costa, Cayo Costa, FL 33924
• 

  

  /38

  $3,295,000

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  340 Palm Ave, Boca Grande, FL 33921

  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

  Robert Melvin KELLER WILLIAMS TAMPA CENTRAL

  340 Palm Ave, Boca Grande, FL 33921
• 

  

  /48

  $2,100,000

  • 3 Beds
  • 3 Baths
  • 1,440 Sq Ft

  5000 Gasparilla Rd Unit 19A, Boca Grande, FL 33921

  This renovated Village home is well positioned, offering a sense of openness that is uncommon in this setting, with Gulf views from each level that quietly anchor it to its surroundings. The enclosed entry corner extends the living space in a way that feels integrated rather than additive, adding meaningful interior square footage and enhancing the home’s overall livability. A second enclosed

  Melissa Csank GULF TO BAY SOTHEBY'S INTERNAT

  5000 Gasparilla Rd Unit 19A, Boca Grande, FL 33921
• 

  

  /39

  $4,950,000

  $1M PRICE DROP

  • 7 Beds
  • 4 Baths
  • 3,902 Sq Ft

  260 Gilchrist Ave, Boca Grande, FL 33921

  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

  Jamie Curry GULF TO BAY SOTHEBY'S INTERNAT

  260 Gilchrist Ave, Boca Grande, FL 33921
• 

  

  /23

  $1,305,000

  $45K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,326 Sq Ft

  5700 Gulf Shores Dr Unit B-234, Boca Grande, FL 33921

  Welcome to your dream Boca Grande getaway! Located within a gated community, this 2nd-floor condominium offers a blend of resort-like living and convenience, with an array of amenities, tasteful décor, and elevator access to your front door. As you step inside, you're immediately greeted by serene views of the Gulf of Mexico, which can be enjoyed from just about every room. The updated interior

  Cynthia Crawford GULF TO BAY SOTHEBY'S INTERNAT

  5700 Gulf Shores Dr Unit B-234, Boca Grande, FL 33921
• 

  

  /68

  $4,595,000

  $300K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,210 Sq Ft

  158 Carrick Bend Ln, Boca Grande, FL 33921

  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

  Shawna Wagar GULF TO BAY SOTHEBY'S INTERNAT

  158 Carrick Bend Ln, Boca Grande, FL 33921
• 

  

  /16

  $90,000

  $59K PRICE DROP

  • Land
  • 1.5 Acres
  • $60,000 per Acre

  0 Access Undetermined Unit 223064768, Bokeelia, FL 33922

  1.5 acres out of the flood zone (flood zone X is where you want to build) off of a Harbor Drive side street. You can't beat the price, offering 3 buildable lots for sale or 1 big homestead sized property with naturally higher elevation than the rest of the island! View of man made pond to the east. Drainage easement along the left of Lockhart Lane's roadside, not wetlands. Adjacent 1.5 acres also

  Sarah Chido Coldwell Banker Realty

  0 Access Undetermined Unit 223064768, Bokeelia, FL 33922
• 

  

  /12

  $10,875,000

  New Construction

  • 4 Beds
  • 6 Baths
  • 3,953 Sq Ft

  4 Peekins Cove Dr, Boca Grande, FL 33921

  Under Construction. Completion Estimated Mid-January 2027. Experience the best of Boca Grande luxury living in this stunning new construction waterfront home, currently under construction and designed to capture breathtaking views of Charlotte Harbor. Thoughtfully elevated and built to the latest storm and hurricane codes, this residence combines timeless coastal style with modern, high-end

  Olivia Jones PARSLEY BALDWIN REAL ESTATE

  4 Peekins Cove Dr, Boca Grande, FL 33921
• 

  

  /39

  $9,850,000

  • Land
  • 2.43 Acres
  • $4,053,498 per Acre

  4130 Snail Island Ct, Boca Grande, FL 33921

  Old Florida Elegance!!! Experience the grace and grandeur of authentic Old Florida living on the storied shores of Boca Grande. Inspired by a unique blend of classic West Indies and Key West architecture from Hemingway’s era, this exceptional ‘ready to build’ waterfront estate captures the art of island life where timeless coastal charm meets modern indulgence. The owner’s vision was brought to

  Heath Seckel BOCA GRANDE REAL ESTATE, INC.

  4130 Snail Island Ct, Boca Grande, FL 33921
• 

  

  /21

  $2,795,000

  $200K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  290 Gulf Blvd Unit 14, Boca Grande, FL 33921

  BEACH LOVER'S DREAM IN BOCA GRANDE Imagine waking up to the gentle sound of waves and breathtaking Gulf views right from your window. This charming 3-bedroom, 2-bathroom townhouse offers 1,408 square feet of beachfront living at its finest. Just steps from the sand, this turnkey property lets you embrace the coastal lifestyle immediately. Enjoy your morning coffee on the screened porch while

  Angela Steffan GULF TO BAY SOTHEBY'S INTERNAT

  290 Gulf Blvd Unit 14, Boca Grande, FL 33921
• 

  

  /50

  $2,200,000

  • 4 Beds
  • 4 Baths
  • 3,341 Sq Ft

  128 Useppa, Useppa Island, FL 33924

  #128 “Twin Shores Cottage” is ideally positioned on the coveted north end of Useppa Island, offering captivating water views to both the east and west from much of the residence. Designed for comfortable island living, the spacious floorplan provides both functionality and privacy, while its elevated setting showcases expansive water views throughout. There is no doubt that “Twin Shores” offers

  Rogan White Century 21 Sunbelt Realty

  128 Useppa, Useppa Island, FL 33924
• 

  

  /47

  $3,900,000

  $500K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,644 Sq Ft

  17 Seawatch Dr, Boca Grande, FL 33921

  The crown jewel of Boca Grande’s North Shore, this direct beachfront paradise offers rare privacy and timeless coastal elegance. Featuring 3 bedrooms and 3.5 baths—all ensuite—this retreat includes expansive living areas, a two-plus-car garage, and a beautifully appointed kitchen with stainless steel appliances, perfect for entertaining or quiet mornings by the Gulf. With no public beach access

  Ralph DiLena BOCA GRANDE REAL ESTATE, INC.

  17 Seawatch Dr, Boca Grande, FL 33921
• 

  

  /18

  $2,495,000

  • 3 Beds
  • 2 Baths
  • 1,361 Sq Ft

  362 Baily St, Boca Grande, FL 33921

  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,

  Ralph DiLena BOCA GRANDE REAL ESTATE, INC.

  362 Baily St, Boca Grande, FL 33921
• 

  

  /49

  $3,595,000

  New Construction $200K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,514 Sq Ft

  290 Gulf Blvd Unit 18, Boca Grande, FL 33921

  One or more photo(s) has been virtually staged. Newly Constructed Beach Front 3-Bedroom, 3-Bath Gulf-View TownhomeExperience luxury coastal living in this brand-new, custom-built townhome! Beginning with engineer-approved original pilings, the home was rebuilt in 2025 with 6-inch exterior framing, 1⁄2” sheathing, cement plank siding, foam insulation, Marvin Signature Coastline windows and

  Brian Corcoran THE BRC GROUP, LLC

  290 Gulf Blvd Unit 18, Boca Grande, FL 33921
• 

  

  /24

  $289,000

  5820 Gasparilla Rd Unit Slip 25, Boca Grande, FL 33921

  NEW 15,000lb LIFT IN SLIP 25 AT UNCLE HENRYS MARINA! This 18' x 45' slip with a NEW lift can accommodate up to a 43 foot vessel. Uncle Henrys offers deep water and a protected cove location! Amenities include a fuel dock, dock master, electric, water, restrooms and laundry facilities. Sold as a leasehold estate not deed.

  Brian Corcoran THE BRC GROUP, LLC

  5820 Gasparilla Rd Unit Slip 25, Boca Grande, FL 33921

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