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Upper Captiva, FL Real Estate For Sale

Lee County | Updated
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Safety Harbor Club, 4491 Harbor Bend Dr, Upper Captiva, Florida 33924, image 1
$739,000
  • 2 Beds
  • 2 Baths
  • 1,326 SqFt
  • $557/SqFt
House for sale in Safety Harbor Club
4491 Harbor Bend Dr, Upper Captiva, FL 33924
Walk right to your boat from this adorable lakefront island cottage in the desirable safety harbor club beach, boating, and tennis community!  Everything you need is right within walking distance.  Close to the community pool and tennis/pickleball courts. Steps to the shared community dockage. The beach is just 80 seconds away on your golf cart.  Fabulous serenity. Tucked within a lush, oversized lot filled with swaying palms and tropical foliage, this charming 2-bedroom cottage offers unobstructed views of the lake. The spacious living room opens with a three-panel sliding glass door onto a covered, screened room.  Perfect for sunset time. A large kitchen with granite countertops & formal dining room extends the gathering space with plenty of room for all.  Just off the living area is a guest bedroom with great views of the lake and its own private entrance to an open sun deck. The upstairs level offers a spacious primary suite with a vaulted ceiling, a private en-suite bath, and a sundeck ideally positioned for your sunrise coffee. This property includes a full membership to safety harbor club with access to the community docks, pool, tennis courts, ferry landing, restaurant, and beach access. Whether you're seeking an ideal boater's retreat right in the middle of some of the best world-class fishing waters, a peaceful island getaway, or your forever beach home, this one checks all the boxes at an affordable price point!
North Captiva Island, 140 Mourning Dove Dr, Upper Captiva, Florida 33924, image 1
$705,000
  • 2 Beds
  • 2 Baths
  • 1,051 SqFt
  • $671/SqFt
House for sale in North Captiva Island
140 Mourning Dove Dr, Upper Captiva, FL 33924
Authentic old florida island charm and timeless appeal combine in this beautiful 2-bedroom cottage, offering classic character with thoughtful updates, including a new metal roof installed in 2023. Inside, soaring cathedral tongue-and-groove ceilings, oak floors, and rich pecky cypress walls create a warm and inviting atmosphere. The open-concept layout was ahead of its time, featuring a spacious kitchen with a wraparound dining bar that flows into the living and dining areas. All living spaces open to an oversized covered front porch, perfect for relaxed outdoor living. The primary suite features glowing wood finishes and an en-suite bathroom with a tub/shower combination. The second bedroom offers dual closets and a cozy nook for more storage or decor, making it ideal for accommodating guests with comfort and style. Below the house, a shady wood deck offers a great space for grilling and entertaining. An adjacent enclosed room houses a full laundry area and extra storage. The landscaped front yard features native plantings and a curving paver driveway. This home enjoys a prime location close to the ferry landing, just a short golf cart ride to both the gulf's sandy shoreline and the bayside beaches along pine island sound. Boating, fishing, shelling, and island exploration are all easily accessible from this quiet, scenic spot. This charming cottage offers the best of island living—historic style, modern comforts, and one of the best floor plans of a house this size on the island...  All in a setting that captures the magic of north captiva.   Whether you're seeking a peaceful getaway, a year-round retreat, or a vacation rental to offset costs while you enjoy the island lifestyle, this is a rare opportunity to own a genuine piece of north captiva's heritage.
4570 Escondido Ln, Upper Captiva, Florida 33924, image 1
$689,000
  • 2 Beds
  • 2 Baths
  • 936 SqFt
  • $736/SqFt
House for sale
4570 Escondido Ln, Upper Captiva, FL 33924
Old style florida cottage has been fully remodeled while maintaining it’s charm such as seen in the tongue and groove ceilings. A new kitchen with open shelving, custom white cabinets and new appliances makes for a beautiful and efficient cooking experience. Both bathrooms are updated with charming vanities and beach cottage style tile. An aluminum standing seam roof with kynar finish, hardie board siding and new windows are new in the last 4 years. One open deck off the living area and a screened in porch off the kitchen provides additional areas to enjoy this peaceful island. A ground level enclosed area is great for storage and cleaning supplies. Three homes down sandy lane to beach on gulf side. This home, close to the beach, is one of the most affordable on island and ready to start enjoying. Owner has used partially as a vacation rental to off-set some costs while enjoying for personal use for various times throughout the year. Buyer to verify information in listing.
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Castaway Key, 4561 Smugglers Dr, Upper Captiva, Florida 33924, image 1
$684,900 $15K
  • 2 Beds
  • 11/2 Baths
  • 891 SqFt
  • $769/SqFt
House for sale in Castaway Key
4561 Smugglers Dr, Upper Captiva, FL 33924
Adorable island cottage on beautiful north captiva island with classic beach style. This bungalow offers three sleeping rooms, making great use of the space. The living room and kitchen area are full of charm with tongue-and-groove wood walls, an authentic coastal retreat style. The two levels of decking are great for watching sunsets and gathering with the family. The home is located on a valuable oversized lot, just a short stroll or golf cart ride to the nearest beach access. Plenty of room to add on or install a large pool and outdoor entertainment area. Impact windows and sliders throughout, plus new hardie-board siding. Don't miss out on the chance to affordably obtain your beach house dream goal on this one-of-a-kind island!
North Captiva Island, 210 White Pelican Dr, Upper Captiva, Florida 33924, image 1
$849,000
  • 2 Beds
  • 21/2 Baths
  • 1,060 SqFt
  • $801/SqFt
House for sale in North Captiva Island
210 White Pelican Dr, Upper Captiva, FL 33924
With fantastic gulf views and a prime location just 350 feet from the beach, this island-style vacation retreat stands out with its extra charm and character!  Located alongside north captiva's private airstrip, which gives the home an excellent view corridor.  Great for pilots and beachgoers alike!  Imagine gazing at the water from your living room and sun deck, then relaxing after a day at the beach in your beautiful pool while listening to the sounds of the surf.  Step inside and discover a 2-bedroom, 2.5-bath layout designed for relaxed island living. Top-level painted wood cathedral ceilings give this beachy bungalow a feeling of a much larger home, and with island flair. Abundant natural light pours in through multiple gulf-facing french doors along the sundeck, truly bringing the outside in for sunset time! The open-concept living and dining area also features a fireplace as a focal point, while the kitchen offers modern cabinetry, solid-surface countertops, and stainless steel appliances. The primary suite includes an en-suite bath with a combined tub & shower, plus direct access to a private balcony for enjoying gulf breezes. The guest suite is equally inviting, with its own private bath and french doors opening onto the covered screen porch. This hidden gem is a rare combination of proximity to the sugar sand beaches, poolside relaxation, and real island character at an affordable price point!
640 Gulf Ln #3, Upper Captiva, Florida 33924, image 1
$1,390,000
  • 2 Beds
  • 2 Baths
  • 1,124 SqFt
  • $1,237/SqFt
Townhouse for sale
640 Gulf Ln #3, Upper Captiva, FL 33924
Motivated seller bring your offers! Prime island offering! Desired vacation rental! Rare is this unapparelled opportunity to own a gulf front and beach front luxury townhome in a spectacular location on butterfly beach! Attached, high end, brand new remodeled, gulf front and beach front! This turnkey villa called "beach dayz" offers two main owner suites and two full baths. This beach villa has undergone gorgeous and extensive renovations and both offer breath taking views of the gulf of mexico from its decks, porches, and balconies! Aside from the elegant brand new open kitchen & upscale baths, appliances, flooring, electrical, fixtures, fans, finish carpentry, paint, electric fireplaces, and turnkey furnishings, this amazing property has a brand new metal roof, hardie board siding, impact windows and doors, new whole house reverse osmosis water system, railings, stairs, and more. This turnkey furnished villa has fantastic rental history and potential! Located directly on the wide butterfly beach on the barrier island of north captiva with private beach access. The property's shoreline provides an abundance of the finest and most beautiful shells and its' gulf waters offers world class fishing! The islands state nature preserve is also only steps away. The islands sea and wildlife are magnificent to behold. An island club at north captiva memberships is available please inquire to enjoy their pools, spa, kayaks, fat tire bikes, basketball, activities and island services etc. Professional licensed property mgmt with upcoming rentals is already in place should you choose to enjoy your townhomes and/or value its’ rental income! This is a must see property located directly on the beach. Tropical and lush, this duplex sits in a spectacular location on island. *the entire duplex is also currently for available for sale please see 640 gulf ln #4* rare is this unparalleled opportunity to own an entire gulf front and beach front luxury duplex in a spectacular location on butterfly beach! Hurry to schedule your showings today!
131 Kingfisher Dr, Upper Captiva, Florida 33924, image 1
$1,495,000
  • 2 Beds
  • 1 Baths
  • 1,176 SqFt
  • $1,271/SqFt
House for sale
131 Kingfisher Dr, Upper Captiva, FL 33924
Rare bayfront fixer upper!  Impressive panoramic big water views combine with a private sandy bayside beach and the best island fishing right from your dock. This tropical retreat features vaulted ceilings, a cozy fireplace, and light-filled living spaces with a seamless connection to the outdoors, designed for relaxed island living. The heart of the home opens to a large, open porch facing the bay, where gentle breezes, passing boats, and colorful sunrises create the perfect setting for morning coffee and evening gatherings. Overlooking pine island sound, this home offers a rare opportunity to extend the existing wooden dock so you can park your new boat right outside your door. Inside, the open-concept living area is enhanced by soaring ceilings and an airy layout that brings the bay views into everyday life. The open kitchen with a dining bar flows naturally into the main living space, making it ideal for entertaining, casual meals, and easy island living both inside and out. This classic beach cottage fixer-upper is an exceptional blank canvas—a rare chance to personalize and transform a truly special waterfront setting into your dream bayfront retreat. The large adjacent lot located on 130 mourning dove dr is also available for purchase to create extra privacy.  Located on north captiva island - a private, boat-access-only barrier island known for pristine beaches, wildlife preserve, and golf-cart-only roads. This low-priced gem is true bayside living at its best—peaceful, scenic, and full of potential.
640 Gulf Ln #4, Upper Captiva, Florida 33924, image 1
$1,450,000
  • 2 Beds
  • 2 Baths
  • 1,124 SqFt
  • $1,290/SqFt
Villa for sale
640 Gulf Ln #4, Upper Captiva, FL 33924
Motivated seller bring your offers! Prime island offering! Exquisite prime island beach front remodeled townhome “ocean waves”! Fantastic vacation rental or gulf front home! This high end, newly remodeled, gulf front and beach front townhouse makes up one half of this duplex property. This turnkey villa offers two main owner suites and two full baths. It has undergone gorgeous and extensive renovations and offers breath taking views of the gulf of mexico from its deck, porches, and balcony! Aside from the elegant brand open new kitchen with huge breakfast bar, upscale baths, appliances, flooring, electrical, fixtures, fans, finish carpentry, paint, electric fireplace, and turnkey furnishings, this amazing property has a brand new metal roof, hardie board siding, impact windows and doors, new whole house reverse osmosis water system, railings, stairs, and more. This turnkey furnished villa has fantastic rental history and potential gearing up for a busy florida winter season. Located directly on the wide butterfly beach on the barrier island of north captiva with private beach access. The property's shoreline provides an abundance of the finest and most beautiful shells and its' gulf waters offers world class fishing! The islands state nature preserve is also only steps away. The islands sea and wildlife are magnificent to enjoy! An island club at north captiva memberships is available please inquire to enjoy their pools, spa, kayaks, fat tire bikes, basketball, activities and island services etc. Professional licensed property mgmt with upcoming rentals is already in place should you choose to enjoy your townhomes and/or value its’ rental income! This is a must see property located directly on the beach. Tropical and lush, this duplex sits in a spectacular location on island. *the entire duplex is also currently for available for sale. Ask agents about unit 3! Rare is this unparalleled opportunity to own an entire gulf front and beach front luxury duplex in a spectacular location on butterfly beach!
Upper Captiva, FL Snapshot
24
Active Inventory
0
New Listings
$250K to $4M
Price Tier
3
Pending Sales
$862.6K
Median Closed Price
N/A
Avg. Days On Market
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