Upper Captiva, FL Real Estate For Sale

Lee County | Updated
Results 9 of 9
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.
North Captiva Island, 211 White Pelican Dr, Upper Captiva, Florida 33924, image 1
$769,000 $36K
  • 2 Beds
  • 2 Baths
  • 1,038 SqFt
  • $741/SqFt
House for sale in North Captiva Island
211 White Pelican Dr, Upper Captiva, FL 33924
This charming island-style retreat offers beautiful views of the bay and the gulf of mexico, both being visible from the inviting front porch and the luxurious master bath. Great location on a more highly elevated corner lot bordering the private airstrip and on one of the most picturesque streets on the island. The entire house offers vaulted ceilings and effortless living spaces conveniently on a single level. Step into the fully updated kitchen area with brand-new appliances, including an induction range. The house exterior was improved with brand-new impact windows and doors and a top-of-the-line aluminum standing-seam roof. Relax in the expansive screened in l-shaped porch, strategically designed to capture refreshing breezes from the bay and the gulf, creating an idyllic haven for enjoying the island's natural beauty. Just steps to the white sugar sand beach, this well maintained home could be your perfect retirement and vacation destination!
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Jose's Hideaway, 4551 &4561 Seair Ln, Upper Captiva, Florida 33924, image 1
$949,000 $46K
  • 2 Beds
  • 2 Baths
  • 1,280 SqFt
  • $741/SqFt
House for sale in Jose's Hideaway
4551 &4561 Seair Ln, Upper Captiva, FL 33924
This delightful cottage style pool home includes an extra adjacent lot, and boasts some of the most spectacular landscaping you'll see on the island! Upgraded with a new aluminum standing seam roof and impact windows. This beautiful property offers a heated pool surrounded by pavers and lush vegetation, plus an excellent entertaining space below the house for poolside entertaining and fun. The gardens are truly special, and meander across both properties. Inside this delightful home, you will love the spacious great room with vaulted ceilings that lead to screened/covered porches and open sun decks. The master bedroom offers an en suite bath with a custom glass tile shower and boasts its entry to the sun porches facing the pool and gardens. Privacy abounds from your suite as the views drift across the whole 200ft wide property filled with unique tropical plantings and delightful pathways. The guest bedroom shares a hallway bath with a custom shower and vanity - plenty of space for extra guests to share this beach retreat with you. At the end of the quiet sandy lane is direct beach access to miles of north captiva island beaches. This exceptional home is a must-see at this price!
Jose's Hideaway, 4570 Escondido Ln, Upper Captiva, Florida 33924, image 1
$700,000 $24K
  • 2 Beds
  • 2 Baths
  • 936 SqFt
  • $748/SqFt
House for sale in Jose's Hideaway
4570 Escondido Ln, Upper Captiva, FL 33924
This charming island beach cottage has been fully remodelled from top to bottom! Upgrades include impact-resistant windows throughout the home, hardie-board siding, an aluminum standing seam roof with kynar finish, a redesigned kitchen, new tile flooring, and very tastefully updated bathrooms. The freshly painted tongue and groove ceilings give this home a unique old florida character. The new fabulous custom kitchen features an oversized central island that doubles as the dining space, glistening over-the-counter sliding window, stylish open shelving, and custom shaker-style cabinetry. The main bedroom suite features a spectacular en suite bath with a walk-in shower, plus beautiful vaulted ceilings over the king bed. The secondary suite offers an entire wall of gorgeous windows, filling your views from this room with majestic palms. The accompanying en suite bath offers a custom tiled walk-in shower and a closet/dressing area. This home is ideally located only 450 feet from the beach, with access directly down the deeded road easement at the end of the sandy lane. A ground-level non-conforming bonus suite area offers one more additional sleeping room with a full bath and storage areas. Just a short golf cart ride from local restaurants, shopping, the ferry landing, and resort-style amenities. This old florida-style cottage would make a great vacation rental, especially with the addition of a pool. If you having been looking for an old florida style cottage close to the beach at an affordable price point, this house is a must see!
Castaway Key, 4561 Smugglers Dr, Upper Captiva, Florida 33924, image 1
$719,900 $20K
  • 2 Beds
  • 1 1/2 Baths
  • 891 SqFt
  • $808/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, 181 White Pelican Dr, Upper Captiva, Florida 33924, image 1
$699,000
  • 2 Beds
  • 1 Baths
  • 864 SqFt
  • $809/SqFt
House for sale in North Captiva Island
181 White Pelican Dr, Upper Captiva, FL 33924
Cute & cozy island bungalow steps away from the pristine north captiva beaches. Recently upgraded with a pergola and a brand-new metal roof. Outstanding floor plan for its size with its open-concept living space. The beautiful kitchen has a nautical flair... Perfect for cooking meals for family and friends after a day at the beach. Each of the bedrooms is delightfully decorated with a seaside flair. Plenty of storage on the ground level for bikes and beach gear, plus a laundry room and ample finished storage/bonus space. This delightful two-bedroom cottage is the affordable beach retreat you have been looking for!
Castaway Key, 560 Gulf Ln, Upper Captiva, Florida 33924, image 1
$1,899,000 $301K
  • 2 Beds
  • 2 1/2 Baths
  • 1,650 SqFt
  • $1,151/SqFt
House for sale in Castaway Key
560 Gulf Ln, Upper Captiva, FL 33924
One of the most private and charming beach front homes ever for sale on north captiva island! This exquisite old florida cottage-style home offers true character and a a unique living experience with its one of a kind beachfront location. This rare lot is generously oversized, owning all the way to the mean high tide line... Surrounded on both sides by multiple non-buildable lots for unmatched privacy on the beach. The captivating charm of the cottage architecture & decor sets this home apart in a league all of its own. Every moment at this beach house is an all-encompassing retreat to nature and island life. The cottage interior features shiplap walls, tongue & groove ceilings, and meticulously painted woodwork with modern comforts like sleek kitchen countertops w/ stainless steel appliances. The eclectic style showcases handcrafted details, cozy nooks, and a warm ambiance that welcomes you at every turn. Ownership of this beachfront cottage is not just a home, but a serene sanctuary where timeless memories will be etched into the very fabric of your life. Don't miss your one and only chance to own this very special and unique property!
Punta Robalo, 67 Kingfisher Dr, Upper Captiva, Florida 33924, image 1
$1,399,000
  • 2 Beds
  • 2 Baths
  • 884 SqFt
  • $1,583/SqFt
House for sale in Punta Robalo
67 Kingfisher Dr, Upper Captiva, FL 33924
Island living at its best, this private beachfront home is located on the far northern tip of the island, no public beach access nearby, giving you ultimate privacy and stunning views of the turquoise blue waters in your front yard. Offered turnkey including golf cart, ready for immediate move-in or rentals. Currently a very high volume vacation rental (occupied 250+days/yr with over $175k/yr in annual rent revs). The property is super low maintenance and recently completely remodeled! The ultimate relaxation spot, just walk right out to your private sandy white beach. Behind the property is over 6 acres of undeveloped preserve giving you total peace and quiet. Crisp coastal design inside, with everything you need to enjoy island living. Completely remodeled in 2023, new standing seam metal roof, hardie board siding, outdoor railings and lanai, top of the line low e hurricane windows, doors and sliders. All new hvac, water heater, stainless appliances, luxury vinyl plank flooring, fixtures and furniture. A magical island home or a profitable vacation rental, or both!

Upper Captiva, FL Snapshot

38Active Inventory
0New Listings
$165K to $3.7MPrice Range
7Pending Sales
$824KMedian Closed Price
N/ADays On Market
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