Homes in ZIP Code 33921

• 

  

  

  /39

  $5,250,000

  $245K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,500 Sq Ft

  252 Waterways Ave, Boca Grande, FL 33921

  Experience the Boca Grande lifestyle in this highly desirable ground floor residence nestled in the heart of the Village on deep protected water. This one of a kind home is located in an "X flood zone" and it experienced no water intrusion during the storms. As you step into this lovely 4 bedroom and 4 bath classic Boca Grande style home, you will appreciate the sun filled great room which

  

  Maryjo Pigott

  GULF TO BAY SOTHEBY'S INTERNAT

  252 Waterways Ave, Boca Grande, FL 33921
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• 

  

  

  /41

  $3,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Condo for Rent

  6021 Boca Grande Causeway Unit G80, Boca Grande, FL 33921

  Weekly rate shown, please see description for detailed pricing.Welcome to Boca Grande North #80 – Sunlit SerenityExperience the ultimate island retreat at this elegant two-bedroom, two-bathroom condo perched on the coveted North End of Boca Grande. Perfectly designed for up to six guests, this coastal haven blends refined comfort with sweeping Gulf views that will take your breath

  Casey Alderman PARSLEY BALDWIN REAL ESTATE

  6021 Boca Grande Causeway Unit G80, Boca Grande, FL 33921
• 

  

  /2

  $2,319,000

  Sold Jan 20, 2026

  530 5th St W Unit 3, Boca Grande, FL 33921

  • 2 Beds
  • 2.5 Baths
  • 1,248 Sq Ft
  • Built 1981

  Last Sold Summary

  • 7% Below List Price
  • $1,858/SF
  • 140 Days On Market

  Current Estimated Value $2,261,076

  Last Listing Agent Michelle Wolfe BOCA GRANDE REAL ESTATE, INC.

  530 5th St W Unit 3, Boca Grande, FL 33921
• 

  

  

  /27

  Est $3,678,196

  Not Listed For Sale

  16110 Sunset Pines Cir, Boca Grande, FL 33921

  • 4 Beds
  • 4 Baths
  • 3,277 Sq Ft
  • Built 2000

  16110 Sunset Pines Cir, Boca Grande, FL 33921

  Last Sold Summary

  • 113 Days On Market
• 

  

  

  /99

  $1,239,000

  $261K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  6040 Boca Grande Causeway Unit A2, Boca Grande, FL 33921

  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

  

  Michelle Finley

  PARSLEY BALDWIN REAL ESTATE

  6040 Boca Grande Causeway Unit A2, Boca Grande, FL 33921
• 

  

  /55

  $3,200 Per Month

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Condo for Rent

  6010 Boca Grande Causeway Unit C26, Boca Grande, FL 33921

  Weekly rate shown, please see description for detailed pricing. Welcome to Boca Grande North #26 – Sunny Shores, a beautifully appointed 2-bedroom, 2-bath waterfront condo that captures the essence of island living on the serene North End of Boca Grande. With sweeping views of Charlotte Harbor, this retreat offers the perfect combination of comfort, elegance, and coastal charm.The

  Casey Alderman PARSLEY BALDWIN REAL ESTATE

  6010 Boca Grande Causeway Unit C26, Boca Grande, FL 33921
• 

  /2

  $1,450,000

  Sold May 12, 2026

  5700 Gulf Shores Dr Unit A-117, Boca Grande, FL 33921

  • 2 Beds
  • 2 Baths
  • 1,411 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $1,028/SF
  • 0 Days On Market

  Last Listing Agent Don Lutz BOCA GRANDE REAL ESTATE, INC.

  5700 Gulf Shores Dr Unit A-117, Boca Grande, FL 33921
• 

  /2

  Not Listed For Sale

  4511 Shore Ln, Boca Grande, FL 33921

  • 8 Beds
  • 8 Baths
  • 6,779 Sq Ft
  • Built 2015

  4511 Shore Ln, Boca Grande, FL 33921

  Last Sold Summary

  • 158 Days On Market
• 

  

  /88

  $1,495,000

  • 2 Beds
  • 2 Baths
  • 1,417 Sq Ft

  6000 Boca Grande Causeway Unit D40 & Slip 4, Boca Grande, FL 33921

  Experience the ultimate island lifestyle in this beautifully furnished and fully updated 2-bedroom, 2-bath coastal retreat—complete with private deeded boat slip #4 featuring a 13K lift with electric and water. Thoughtfully designed with both comfort and sophistication in mind, with stunning views of the Gasparilla Sound and partial views of the Gulf. Whether you are looking for your own private

  

  Michelle Finley

  PARSLEY BALDWIN REAL ESTATE

  6000 Boca Grande Causeway Unit D40 & Slip 4, Boca Grande, FL 33921
• 

  

  /38

  $5,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,817 Sq Ft
  • House for Rent

  2420 W 24th St W, Boca Grande, FL 33921

  Weekly rate shown, please see description for detailed pricing. Welcome to 2420 24th Street – a rare blend of coastal elegance, prime location, and timeless Boca Grande charm. Perfectly positioned just north of the historic downtown, this exquisite retreat offers the ideal balance of privacy and proximity, placing you moments from world-class beaches, the famous 7-mile bike and golf cart

  Casey Alderman PARSLEY BALDWIN REAL ESTATE

  2420 W 24th St W, Boca Grande, FL 33921
• 

  /2

  $2,750,000

  Sold Sep 04, 2025

  704 S Harbor Dr, Boca Grande, FL 33921

  • 3 Beds
  • 3 Baths
  • 1,855 Sq Ft
  • Built 1994

  Last Sold Summary

  • 15% Below List Price
  • $1,482/SF
  • 196 Days On Market

  Current Estimated Value $2,748,461

  Last Listing Agent Hans Peterson MICHAEL SAUNDERS & CO. - BOCA

  704 S Harbor Dr, Boca Grande, FL 33921
• 

  

  /39

  Est $4,246,274

  Not Listed For Sale

  233 Waterways Ave, Boca Grande, FL 33921

  • 3 Beds
  • 2 Baths
  • 2,168 Sq Ft
  • Built 1981

  233 Waterways Ave, Boca Grande, FL 33921

  Last Sold Summary

  • 144 Days On Market
• 

  

  /57

  $1,075,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  5000 Gasparilla Rd Unit BC205, Boca Grande, FL 33921

  Virtually Staged. Experience effortless island living at Beach Chalet Unit 205. This charming, turnkey-furnished one-bedroom coastal retreat is nestled within the highly sought-after gated Boca Grande Club. Offering endless, breathtaking views of the Gulf from every room in this second-floor unit! Plus, just moments from the beach, this inviting residence captures the essence of relaxed luxury

  

  Michelle Finley

  PARSLEY BALDWIN REAL ESTATE

  5000 Gasparilla Rd Unit BC205, Boca Grande, FL 33921
• 

  

  /34

  $3,150 Per Month

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Condo for Rent

  6001 Boca Grande Causeway Unit E58, Boca Grande, FL 33921

  Weekly rate shown, please see description for detailed pricing. Welcome to Boca Grande North #58 — Your Waterfront EscapePerched on the picturesque North End of Boca Grande, Boca Grande North #58 offers a rare blend of refined luxury and laid-back island living. This fully renovated 2-bedroom, 2-bathroom condo accommodates up to six guests and showcases a breathtaking vantage point usually

  Casey Alderman PARSLEY BALDWIN REAL ESTATE

  6001 Boca Grande Causeway Unit E58, Boca Grande, FL 33921
• 

  /2

  $1,325,000

  Sold Aug 21, 2025

  6000 Boca Grande Causeway Unit D39 & Slip 54, Boca Grande, FL 33921

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Below List Price
  • $1,062/SF
  • 16 Days On Market

  Last Listing Agent Brian Corcoran THE BRC GROUP, LLC

  6000 Boca Grande Causeway Unit D39 & Slip 54, Boca Grande, FL 33921
• 

  

  /32

  Est $4,196,166

  Not Listed For Sale

  209 Waterways Ave, Boca Grande, FL 33921

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft
  • Built 1979

  209 Waterways Ave, Boca Grande, FL 33921

  Last Sold Summary

  • 60 Days On Market
• 

  

  /7

  $139,000

  • Land
  • 4,791 Sq Ft
  • $1,263,636 per Acre

  8306 Little Gasparilla, Boca Grande, FL 33921

  Discover your slice of paradise on Little Gasparilla Island, a hidden tropical gem just off Florida’s Gulf Coast. Beautifully cleared and ready tobuild, this 50’ x 100’ lot gives you a head start on your dream home, saving you time and thousands in preparation costs. Ideally located just150 feet from the Gulf and 550 feet from the dock, it offers the best of both worlds: peace, privacy,

  

  Norine Walker

  Coldwell Banker Realty

  8306 Little Gasparilla, Boca Grande, FL 33921
• 

  

  /37

  $5,230 Per Month

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft
  • House for Rent

  401 Lafitte St, Boca Grande, FL 33921

  Weekly rate shown, please see description for detailed pricing. Discover the ultimate coastal retreat at this beautifully updated 3-bedroom, 2-bath home, ideally located just steps from the island's pristine beaches. Surrounded by lush tropical landscaping, this residence offers the perfect blend of modern comfort, elegance, and classic island charm.Inside, the home is filled with natural

  Casey Alderman PARSLEY BALDWIN REAL ESTATE

  401 Lafitte St, Boca Grande, FL 33921
• 

  /2

  $4,050,000

  Sold Feb 04, 2026

  521 Buttonwood Bay Dr, Boca Grande, FL 33921

  • 3 Beds
  • 3 Baths
  • 3,006 Sq Ft
  • Built 1997

  Last Sold Summary

  • 10% Below List Price
  • $1,347/SF
  • 61 Days On Market

  Current Estimated Value $4,242,652

  Last Listing Agent Jamie Curry GULF TO BAY SOTHEBY'S INTERNAT

  521 Buttonwood Bay Dr, Boca Grande, FL 33921
• 

  /2

  Not Listed For Sale

  5000 Gasparilla Rd Unit 8-B, Boca Grande, FL 33921

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1979

  5000 Gasparilla Rd Unit 8-B, Boca Grande, FL 33921

  Last Sold Summary

  • 347 Days On Market
• 

  

  /77

  $1,099,000

  • 2 Beds
  • 2 Baths
  • 1,484 Sq Ft

  6000 Boca Grande Causeway Unit D38, Boca Grande, FL 33921

  Incredible price for this exquisite Turnkey Furnished bayfront condominium, nestled within the gorgeously updated Boca Grande North community. Experience the epitome of coastal living in this 2-bedroom, 2-bathroom with expanded enclosed lanai/living residence spans 1,484 square feet and offers breathtaking panoramic views of Gasparilla Sound—an ideal spot to enjoy morning coffee or stunning

  

  Michelle Finley

  PARSLEY BALDWIN REAL ESTATE

  6000 Boca Grande Causeway Unit D38, Boca Grande, FL 33921
• 

  

  /53

  $8,000 Per Month

  • 3 Beds
  • 3.5 Baths
  • 3,506 Sq Ft
  • House for Rent

  2425 24th St W, Boca Grande, FL 33921

  Weekly rate shown, please see description for detailed pricing. Welcome to Palm Paradise, your private island retreat in Boca Grande.This immaculate three-bedroom, three-and-a-half-bath residence has been completely renovated and thoughtfully designed for both style and comfort. Surrounded by mature tropical landscaping, the home creates a secluded oasis while remaining just moments from

  Casey Alderman PARSLEY BALDWIN REAL ESTATE

  2425 24th St W, Boca Grande, FL 33921
• 

  /2

  $5,750,000

  Sold Sep 09, 2025

  225 Waterways Ave, Boca Grande, FL 33921

  • 4 Beds
  • 4 Baths
  • 3,454 Sq Ft
  • Built 1986

  Last Sold Summary

  • 18% Below List Price
  • $1,665/SF
  • 267 Days On Market

  Current Estimated Value $6,002,160

  Last Listing Agent Carol Stewart MICHAEL SAUNDERS & CO. - BOCA

  225 Waterways Ave, Boca Grande, FL 33921
• 

  

  /68

  Not Listed For Sale

  5000 Gasparilla Rd Unit 44A, Boca Grande, FL 33921

  • 2 Beds
  • 2 Baths
  • 1,844 Sq Ft
  • Built 1981

  5000 Gasparilla Rd Unit 44A, Boca Grande, FL 33921

  Last Sold Summary

  • 4 Days On Market
• 

  

  /5

  $200,000

  $15K PRICE DROP

  • 330 Sq Ft

  6040 Boca Grande Causeway Unit 5, Boca Grande, FL 33921

  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.

  

  Nancy Hyde

  PARSLEY BALDWIN REAL ESTATE

  6040 Boca Grande Causeway Unit 5, Boca Grande, FL 33921
• 

  

  /55

  $13,965 Per Month

  • 4 Beds
  • 4.5 Baths
  • 3,036 Sq Ft
  • House for Rent

  300 Gasparilla St, Boca Grande, FL 33921

  Weekly Price Shown. Please see end of remarks for detailed pricing. Welcome to The Gasparilla Lookout, an exquisite 5-bedroom, 4.5-bathroom home boasting an innovative upside-down design, with the primary living areas, including the Master Suite, gourmet kitchen, dining space and luxurious living room, perched on the top level. This elevated vantage point offers unrivaled, panoramic views of

  Casey Alderman PARSLEY BALDWIN REAL ESTATE

  300 Gasparilla St, Boca Grande, FL 33921
• 

  /2

  $4,200,000

  Sold Jul 01, 2025

  815 Harborshore Dr Unit 3A, Boca Grande, FL 33921

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft
  • Built 1999

  Last Sold Summary

  • 12% Below List Price
  • $1,556/SF
  • 96 Days On Market

  Current Estimated Value $4,001,232

  Last Listing Agent John Harms MICHAEL SAUNDERS & CO. - BOCA

  815 Harborshore Dr Unit 3A, Boca Grande, FL 33921
• 

  

  /23

  Est $1,723,259

  Not Listed For Sale

  861 Hill Tide Ln, Boca Grande, FL 33921

  861 Hill Tide Ln, Boca Grande, FL 33921

  Last Sold Summary

  • 512 Days On Market
• 

  

  /47

  $1,297,000

  $200K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  11240 Pejuan Shores, Captiva, FL 33924

  Paradise found on Cayo Costa Island—this fully furnished, solar-powered beachfront retreat offers stunning 360 water views of Pine Island Sound, Redfish Pass, and the Gulf. Accessible only by boat or water taxi, the home features rich wood flooring, tile accents, a sun-filled kitchen with cupola, three upstairs bedrooms with panoramic views, two full baths, and a private outdoor shower off the

  

  Chad Damitz

  Anchorpoint Real Estate, LLC

  11240 Pejuan Shores, Captiva, FL 33924
• 

  

  /47

  $6,000 Per Month

  • 3 Beds
  • 4 Baths
  • 2,396 Sq Ft
  • House for Rent

  355 Barbarosa St, Boca Grande, FL 33921

  Weekly rate shown, please see description for detailed pricing. Welcome to your private, island sanctuary on the serene South End of Boca Grande. This elegant 3-bedroom, 3.5-bath retreat blends coastal sophistication with modern luxury, creating the perfect escape for up to six guests.The primary suite offers a lavish king bed, spa-like en suite bath, and tranquil views that set the stage

  Casey Alderman PARSLEY BALDWIN REAL ESTATE

  355 Barbarosa St, Boca Grande, FL 33921
• 

  /2

  $565,000

  Sold Feb 20, 2026

  5850 Gasparilla Rd Unit M5, Boca Grande, FL 33921

  • 1 Bed
  • 1 Bath
  • 686 Sq Ft
  • Built 1981

  Last Sold Summary

  • 3% Below List Price
  • $824/SF
  • 49 Days On Market

  Current Estimated Value $569,155

  Last Listing Agent Robert Melvin KELLER WILLIAMS TAMPA CENTRAL

  5850 Gasparilla Rd Unit M5, Boca Grande, FL 33921
• 

  

  /68

  Est $4,735,339

  Not Listed For Sale

  228 Pilot St, Boca Grande, FL 33921

  • 4 Beds
  • 4.5 Baths
  • 2,995 Sq Ft
  • Built 1959

  228 Pilot St, Boca Grande, FL 33921

  Last Sold Summary

  • 5 Days On Market
• 

  

  /69

  $3,975,000

  $525K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,648 Sq Ft

  5010 Grouper Hole Ct, Boca Grande, FL 33921

  Tucked away on a quiet cul-de-sac and set well back on a private shelled driveway, this elevated two-story residence offers a rare blend of acreage, privacy, and timeless Florida craftsmanship. The home’s welcoming entry is framed by two stately columns, creating an elegant sense of arrival. Situated on 1.7 acres private estate the property enjoys tranquil water views through the mangroves with

  Richard Hugger MICHAEL SAUNDERS & CO. - BOCA

  5010 Grouper Hole Ct, Boca Grande, FL 33921
• 

  

  /48

  $4,200 Per Month

  • 4 Beds
  • 3 Baths
  • 2,047 Sq Ft
  • House for Rent

  140 Damfino St, Boca Grande, FL 33921

  Weekly rate shown, please see description for detailed pricing.Welcome to 140 Damfino – Dockside Drift, a comfortable coastal retreat in the heart of Boca Grande’s Historic District. Blending timeless island architecture with modern comforts, this residence offers an unique opportunity to experience the charm and elegance of Old Florida living.The home features four spacious bedrooms and

  Casey Alderman PARSLEY BALDWIN REAL ESTATE

  140 Damfino St, Boca Grande, FL 33921
• 

  /2

  $1,350,000

  Sold Feb 27, 2026

  5000 Gasparilla Rd Unit 53A, Boca Grande, FL 33921

  • 2 Beds
  • 2 Baths
  • 1,183 Sq Ft
  • Built 1981

  Last Sold Summary

  • 10% Below List Price
  • $1,141/SF
  • 18 Days On Market

  Last Listing Agent Jamie Curry GULF TO BAY SOTHEBY'S INTERNAT

  5000 Gasparilla Rd Unit 53A, Boca Grande, FL 33921
• 

  /2

  Est $3,405,609

  Not Listed For Sale

  21 Seawatch Dr, Boca Grande, FL 33921

  • 3 Beds
  • 3 Baths
  • 3,196 Sq Ft
  • Built 1990

  21 Seawatch Dr, Boca Grande, FL 33921

  Last Sold Summary

  • 0 Days On Market
• 

  

  /55

  $9,875,000

  • 4 Beds
  • 7 Baths
  • 4,435 Sq Ft

  1500 E Railroad Ave, Boca Grande, FL 33921

  Rarely available and in a prime location, this majestic distinctive Mediterranean 4-bedroom, 5-bath, 2-half-bath waterfront home offers an opportunity to own a remarkable estate with striking character and serenity. Sitting on .88 acres along the deepwater Boca Grande Bayou. This residence is introduced by a two-gate entry on a circular driveway with a tranquil fountain and tropical landscaping.

  Jeff Moore GULF TO BAY SOTHEBY'S INTERNAT

  1500 E Railroad Ave, Boca Grande, FL 33921
• 

  

  /51

  $6,125 Per Month

  • 3 Beds
  • 4 Baths
  • 3,276 Sq Ft
  • House for Rent

  161 Damficare St, Boca Grande, FL 33921

  Weekly rate shown, please see description for detailed pricing. Welcome to 161 Damficare, an exceptional residence in the heart of Boca Grande’s Historic District. With 3,276 square feet of thoughtfully designed living space, this home combines the character of historic island architecture with the comforts of modern luxury. Three spacious bedrooms and four full bathrooms accommodate up to

  Casey Alderman PARSLEY BALDWIN REAL ESTATE

  161 Damficare St, Boca Grande, FL 33921
• 

  /2

  $200,000

  Sold Jan 07, 2026

  6020 Boca Grande Causeway Unit 56 Boat Slip, Boca Grande, FL 33921

  • 330 Sq Ft
  • Built 2012

  Last Sold Summary

  • 28% Below List Price
  • $606/SF
  • 132 Days On Market

  Last Listing Agent John Corcoran THE BRC GROUP, LLC

  6020 Boca Grande Causeway Unit 56 Boat Slip, Boca Grande, FL 33921
• 

  

  /26

  Est $2,687,095

  Not Listed For Sale

  371 Lee Ave, Boca Grande, FL 33921

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft
  • Built 1910

  371 Lee Ave, Boca Grande, FL 33921

  Last Sold Summary

  • 49 Days On Market

Showing Results 41 - 80, Page 2 of 18