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Heron's Landing Real Estate Sold55+ Active Adult

Mid-Tier
Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
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Sold - Jun 30, 2026
Heron's Landing, 5427 Osprey Ct, Sanibel, Florida 33957, image 1
$1,750,000$45K
  • 3 Beds
  • 31/2 Baths
  • 2,851 SqFt
  • $614/SqFt
Mid-Tier
House sold in Heron's Landing
5427 Osprey Ct, Sanibel, FL 33957
This classic waterfront sanibel island retreat, perched along the tranquil shores of clam bayou, offers a rare opportunity to experience one of the island’s most unspoiled and coveted waterfront settings. Known primarily to locals, clam bayou feels like a private extension of ding darling national park—where protected mangroves, abundant wildlife, and ever-changing skies create a setting that is nothing short of extraordinary. From this vantage point, the views are simply unmatched—expansive, serene, and painted nightly with breathtaking sunsets that reflect across the water. Osprey and pelicans dive effortlessly for their catch, manatees glide past the dock, and both nesting osprey and american bald eagles can often be seen soaring overhead. For anglers, clam bayou is a hidden gem, known for its exceptional fishing and trophy-worthy catches. Designed for embracing the waterfront lifestyle, the property features a private dock with boat lift and a fishing boat already in place, powered by a 2023 mercury 20hp outboard—offering immediate access to clam bayou waters. The residence itself is elevated—likely among the highest on the street—and offers a spacious, unfinished lower level with endless potential. Thoughtfully maintained and improved, the home features a commercial-grade .040 aluminum standing seam roof (2025), new gutters, a 2023 dock, updated door walls, and a fully refurbished saltwater pool complete with new finish, tile, coping, equipment, and rescreened lanai using rust-resistant fasteners throughout. For added peace of mind, the home features a combination of impact-resistant windows, with all remaining non-impact openings protected by shutters. Offered fully furnished, this is a meticulously cared-for island home ready to be enjoyed as-is or reimagined into a custom coastal sanctuary. Whether you envision a refined retreat or a timeless vacation escape, this is a rare “diamond in the rough” in one of sanibel’s most naturally beautiful and tightly held waterfront enclaves.
Sold - Oct 7, 2025
Heron's Landing, 1986 My Tern Ct, Sanibel, Florida 33957, image 1
$940,000
  • 3 Beds
  • 21/2 Baths
  • 2,378 SqFt
  • $395/SqFt
Mid-Tier
House sold in Heron's Landing
1986 My Tern Ct, Sanibel, FL 33957
Welcome to your slice of paradise on beautiful sanibel island! This charming beachside home offers easy, short walking access to the pristine gulf shores. Nestled in a quiet, tropical setting, enjoy the relaxed island lifestyle with nearby shell-strewn beaches, bike trails, and local dining. Perfect as a vacation getaway or year-round retreat — don’t miss this rare coastal gem! Highlights: short walk to the beach – enjoy easy access to sanibel’s world-famous shell beaches spacious 3-story home – elevated design with stunning views from upper levels, including large garage and extra storage room recently remodeled – ongoing upgrades and modern finishes over the past few years modern & comfortable – light-filled interior with an inviting, coastal-contemporary vibe oversized pool area – perfect for entertaining, relaxing, or soaking up the florida sun private & serene setting – surrounded by lush tropical landscaping for true island seclusion expansive lot – oversized property with ample parking in both garage and extended driveway prime sanibel location – close to dining, shopping, bike paths, and natural preserves
Heron's Landing, 5387 Shearwater Dr, Sanibel, Florida 33957, image 1
$1,875,000
  • 4 Beds
  • 41/2 Baths
  • 4,437 SqFt
  • $423/SqFt
Mid-Tier
House for sale in Heron's Landing
5387 Shearwater Dr, Sanibel, FL 33957
An enchanting location, focusing on the sparkling waters of the gulf of mexico and the bountiful wildlife of clam bayou. This substantial home rests on over a half acre with beautiful plantings, an elevated pool with spa, and new screen enclosure showcasing wide water views and boat dock. All just a 10-minute walk to the gulf via your private deeded beach path. As you enter this commanding residence, you will find gorgeous new brazilian cherry floors throughout the first floor of the great room concept that flows seamlessly through the kitchen, living, and pool area. In addition to three spacious bedrooms on the first level, this home affords a large office with beautiful cherry built-ins and a second office/laundry area, also with custom built-ins and private screened-in porch. In the primary suite, located on the upper level, you are met with incredible views across the bayou, to the tropical waters of the gulf. Here you also find two large bathrooms and two large walk-in closets. The elevator services all levels of this home. If you have been searching for a commodious residence in a private setting on the west end, you have arrived.
Heron's Landing, 5414 Osprey Ct, Sanibel, Florida 33957, image 1
$1,257,000
  • 3 Beds
  • 3 Baths
  • 2,544 SqFt
  • $494/SqFt
Mid-Tier
House for sale in Heron's Landing
5414 Osprey Ct, Sanibel, FL 33957
Welcome to this idyllic, serene retreat blending the best of beach and lake lifestyles in a lush, native environment! Wake up to the peaceful sounds of the wildlife, grab your fishing gear and head to the lake for fishing while watching the sea birds soar overhead. Take a coffee break on the outdoor deck basking in the warmth of the sun overlooking the pool. Stroll or bike to the beach, along the deeded beach access, for an afternoon of shell seeking, sand castle building and relaxation. As the day winds down, enter the great room with soaring ceilings and cozy up by the fireplace. Enjoy solitude reading a book in the comfortable den. Delightfully entertain in the large kitchen and great room opening to the outdoor deck. Family and guests alike will love the resort style pool. Retire to the primary suite opening to the outdoor deck. Bicycle along the bike path to ding darling - a bird and wildlife lover's haven. The west end location offers proximity to captiva, the sanctuary golf club and more. New roof fall 2023. Dumbwaiter structural framework is in place. This is a dream oasis!
Heron's Landing, 5436 Shearwater Dr, Sanibel, Florida 33957, image 1
$2,100,000
  • 3 Beds
  • 31/2 Baths
  • 2,416 SqFt
  • $869/SqFt
Mid-Tier
Townhouse for sale in Heron's Landing
5436 Shearwater Dr, Sanibel, FL 33957
Unequivocally one of the finest views on the barrier islands. Professionally remodeled a few years ago, this townhome is the epitome of island living at its finest. Upon entering your eyes are drawn toward the serenity of clam bayou, an active tidal body with jumping fish, manatees, pelicans & blue herons soaring above. Fully equipped chef’s kitchen appointed with quartzite, upper-end appliances & custom cabinetry. High ceilings in the great room w natural light and panoramic views. Transition to the den, a guest suite, & half bath. The water views continue to the 2nd &level primary suite with a balcony & gorgeous bath. Enjoy sunrises from another guest suite on this level. Up one more level and you will be taken aback by the sunsets from the rooftop deck. Your very own "bird nest" above the tree line with 280-degree views of a sanctuary and the azure waters of the gulf of mexico protected by barrier islands of mangroves. Superbly constructed of concrete pilings, precast subfloors & poured concrete beams; a fortress of sorts. Newer roof, impact windows & hardie siding. Launch your kayak, follow the beach path to bowman’s beach, swim in the hoa pool and enjoy tennis & pickle ball.
Heron's Landing, 1990 My Tern Ct, Sanibel, Florida 33957, image 1
$925,000
  • 3 Beds
  • 2 Baths
  • 2,146 SqFt
  • $431/SqFt
Mid-Tier
House for sale in Heron's Landing
1990 My Tern Ct, Sanibel, FL 33957
Situated in the small private community of herons landing i, this olde florida style home is architecturally pleasing and features large decks along with vaulted ceilings and spacious rooms throughout. The community pool and tennis court are conveniently located adjacent to this residence. This home did have hurricane damage of which was professionally remediated. There is a brand new roof and a new air conditioning system. With the drywall complete this beauty is ready for your finishes. The parcel is large (.53 acres) and affords wonderful privacy. The deeded beach access is located at the cul-de-sac of shearwater drive.
Heron's Landing, 5410 Osprey Ct, Sanibel, Florida 33957, image 1
$960,000
  • 3 Beds
  • 21/2 Baths
  • 2,467 SqFt
  • $389/SqFt
Mid-Tier
House for sale in Heron's Landing
5410 Osprey Ct, Sanibel, FL 33957
This spacious lakefront sanibel home is nestled behind native vegetation in the quiet west-end neighborhood of heron’s landing. Find tranquility both inside and outside this peaceful property, with a bounty of windows and doors letting in the natural sunlight. Lounge on the screened balcony accessible from the living room or kitchen breakfast area. A separate screened balcony sits opposite the breakfast room, and a long open-air deck with new composite decking spans the entire back of the home. The warm and inviting living room features a fire place, tall cathedral ceilings and beautiful pine hardwood flooring. New countertops, flooring and sinks in the kitchen and full-bathrooms offer a beautiful clean and updated feel. The new metal new roof (2022) faired the storm well. Heron’s landing is a short drive to bowman’s beach or bike ride to ding darling. The community includes a foot path to the beach, community pool, and sports courts.
Heron's Landing, 5395 Shearwater Dr, Sanibel, Florida 33957, image 1
$2,400,000
  • 3 Beds
  • 31/2 Baths
  • 3,444 SqFt
  • $697/SqFt
Mid-Tier
House for sale in Heron's Landing
5395 Shearwater Dr, Sanibel, FL 33957
Rare offering in heron’s landing ii. Custom built by the current owner this one-of-a-kind home offers an exceptional lifestyle, luxurious living in a home custom-built by the current owner. Features include heartwood pine floors, custom built-ins throughout. Gorgeous views of clam bayou with a rooftop open deck, boat dock and lift. Spanning over 3300 sf under air, there is plenty of room for family and friends. Two guest bedrooms, spacious primary suite with large bathroom and closet. Sitting area and access to a private deck. Custom office, two large, screened lanais and an amazing kitchen open to family room and dining areas. Community pool and tennis courts are located across from the home and easy access to the beach. This offering includes a lot adjacent to the home with a boat dock and lift. The ultimate in privacy and minutes from the sanctuary golf club. This one won’t last!
Heron's Landing, 5435 Osprey Ct, Sanibel, Florida 33957, image 1
$1,100,000
  • 4 Beds
  • 31/2 Baths
  • 3,080 SqFt
  • $357/SqFt
Mid-Tier
House for sale in Heron's Landing
5435 Osprey Ct, Sanibel, FL 33957
This property is the exquisite result when thoughtful design perfectly captures a magnificent setting. Inspired by frank lloyd wright's architecture, where the natural setting is celebrated and embraced by the structure, architect irwin stein took the stunning vistas of vibrant bayou waters dotted by mangrove islands as far as the eye can see, all framed by a backdrop of blue skies, stunning sunsets and complemented with a home that celebrates breathtaking views. Soaring, wood inlaid ceilings host an abundance of clerestory windows, filling the four-bedroom, three-and-a-half-bath home with natural light. An abundance of sliding doors and large lanais provide stunning vistas to almost every room of this beautiful home. The large, caged pool features an overflow hot tub and a swim-up table. Launch kayaks or tie up a boat to the charming private dock behind the home. The home also features beautiful wood floors, a fireplace, elevator, grand staircase and views that are truly remarkable.
Heron's Landing, 5415 Osprey Ct, Sanibel, Florida 33957, image 1
$2,525,000
  • 3 Beds
  • 3 Baths
  • 3,150 SqFt
  • $802/SqFt
Mid-Tier
House for sale in Heron's Landing
5415 Osprey Ct, Sanibel, FL 33957
Nothing beats the afterglow of a sanibel sunset over clam bayou. In this beautifully updated pool home, you can experience sensational sunsets from every level. A grand front entrance welcomes you to this warm and inviting coastal island farmhouse. Cathedral ceilings command attention, as do the exposed wood beams, fireplace, and multiple chandeliers. A gourmet kitchen with a large island bar features wolf and subzero appliances and exotic cristallo quartzite. Slide open the glass doors to create an indoor/outdoor environment connecting the screen–enclosed porch overlooking the pool. Two primary ensuites, plus a spacious guestroom feature beautifully updated bathrooms. Head up to the observatory room, or stop at the second level to walk out on the open balcony overlooking the bayou. Palm trees surround the private pool and spa, and a boardwalk leads to the water. Lower the pontoon from the boat lift or launch a kayak to go birding or fishing. This is the best of sanibel waterfront living!
Heron's Landing, 5398 Osprey Ct, Sanibel, Florida 33957, image 1
$280,000
  • 0.72 Acres
  • $388,889/Acre
Mid-Tier
Land for sale in Heron's Landing
5398 Osprey Ct, Sanibel, FL 33957
Large, beautiful lot located on a cul-de-sac in the quiet community of heron's landing is the perfect place to build your dream home and enjoy the natural beauty of sanibel island. Very spacious .72 acre plot of land offers many possibilities to make your dream a reality. This stunningly landscaped community is located on the quiet west end of sanibel island and offers a community pool, tennis and deeded beach access. Located just minutes from the world’s best beaches for shelling, sunning and strolling.
Heron's Landing, 5398 Osprey Ct, Sanibel, Florida 33957, image 1
$429,000
  • 0.72 Acres
  • $595,833/Acre
Mid-Tier
Land for sale in Heron's Landing
5398 Osprey Ct, Sanibel, FL 33957
Herons landing in sanibel bayous one lot remains this established neighborhood includes community amenities just steps across the street: pool, spa, and tennis court. Deeded beach access to one of the best shelling beaches in the world! Sanibel island has so much to offer nature preserves, 26 miles of bike paths, charming shops, restaurants, and community events. A large, beautiful lot located in the quiet community of heron's landing is the perfect place to build your dream home and enjoy the natural beauty of sanibel island. Spec home plans are available.
Heron's Landing, 5422 Shearwater Dr, Sanibel, Florida 33957, image 1
$1,337,007
  • 3 Beds
  • 21/2 Baths
  • 2,621 SqFt
  • $510/SqFt
Mid-Tier
Townhouse for sale in Heron's Landing
5422 Shearwater Dr, Sanibel, FL 33957
Where sophistication meets the nature and beauty of the bayou and makes living easy. Impeccably maintained 3-bedroom (3rd bedroom closet was removed to enlarge the den) 2.5 bathrooms with a large, oversized 2- car+ garage allows for ample storage and an elevator that gives access to the main living level and primary en suite. The upper level contains the primary bedroom, a new bathroom, and an oversized balcony that allows for peeks of the gulf of mexico. The first level features an updated open concept kitchen that leads to the dining room and living room with high ceilings, which leads out to an oversized lanai that has been recently updated with new metal and no-see-um screening to enjoy views and privacy of the bayou. The community amenities include a pool, dock, tennis/pickleball, beach access, and parking for a golf cart. Included in the association are landscaping, driveway maintenance, water, and sewer, which allows for carefree living. Tucked between sanibel and captiva, close to ding darling, awaits this nature lover's paradise."
Heron's Landing, 5422 Osprey Ct, Sanibel, Florida 33957, image 1
$1,427,000
  • 3 Beds
  • 21/2 Baths
  • 2,240 SqFt
  • $637/SqFt
Mid-Tier
House for sale in Heron's Landing
5422 Osprey Ct, Sanibel, FL 33957
Luxurious 3-bedroom, 2.5-bath sanctuary with stunning mangrove views step into this stylish, sophisticated home in a gated community on beautiful sanbiel island. This elegant 3-bedroom, 2.5-bathroom home boasting soaring ceilings and exquisite crown and chair molding throughout. The oversized kitchen is a chef’s dream, perfect for entertaining, with ample counter space and high-end appliances. A spacious laundry room adds convenience, while the expansive lanai offers a serene retreat to enjoy breathtaking views of the sanibel river and lush mangroves. This home is finished with solid wood doors and french glass door. Oversize garage will allow enough space for 2 cars and a golf cart! Birdwatchers and nature lovers will delight in the abundance of wildlife right at your doorstep. Perfect proximity to the sanctuary private golf club noted as "one of the best private golf courses in the united states". Located just minutes from captiva, and ding darling national wildlife refuge, this home offers both privacy and prime access to island life. Perfect for those seeking a peaceful yet sophisticated tropical escape.
Heron's Landing, 1990 My Tern Ct, Sanibel, Florida 33957, image 1
$1,395,000
  • 3 Beds
  • 2 Baths
  • 2,146 SqFt
  • $650/SqFt
Mid-Tier
House for sale in Heron's Landing
1990 My Tern Ct, Sanibel, FL 33957
This is the florida home you have been waiting for… conveniently located in the small, gated community of herons landing, this architecturally pleasing florida-style home offers 3 bedrooms / 2 bathrooms and a den (office) that can easily be a fourth bedroom. The interior is light, bright, and airy, with soaring vaulted ceilings. Features a gourmet chef's kitchen with bertch cabinets, quartz countertops and backsplash, a large 5’x10’ center island, illuminating under cabinet lighting, a designer range hood, bosch induction cooktop /stove, dishwasher, and refrigerator. Beautiful engineered french oak hardwood throughout the living area adds to the open concept and spacious contemporary design. Perfect for entertaining with a dedicated dining room and spacious living area, large screen lanai, and open-air front porch. The sliding doors between the living area and screened lanai open completely. The primary suite is a luxurious retreat with a private bathroom featuring a marble shower and floors, kohler fixtures, a freestanding bathtub, and a double sink vanity. Guests will feel pampered in the two luxurious bedrooms with an impressive hall bathroom complete with a marble walk-in shower and floors, double vanity, and kohler fixtures. The laundry room has a stainless sink, garment steam system, and stackable washer and dryer. The lower level with finished insulated ceiling offers a garage with more than two cars and plenty of room for golf carts, bikes, kayaks, boat, and a workshop area. In 2023, many updates were completed, including a new metal roof, pex plumbing, backflow valve, heat exchanger and programmable thermostat. 2024 improvements include hurricane-resistant pgt windows and doors, hardie siding, new electrical panel and breakers, rainbird 4zone irrigation system, aquasana whole-house water treatment, outdoor shower, engineered hardwood floors, ceiling fans, level 5 smooth interior wall finish, new kitchen and bathrooms. Community amenities are conveniently located adjacent to the home, including rarely used resort-style pool, hot tub, pool bathrooms, abundant decking, outdoor furniture, and pickleball/tennis court. Enjoy the amenities without having to maintain your own. Homeowners have private deeded beach access for walking or riding bikes to bowman’s beach and a dock for kayaking or paddle boarding. This energy-efficient home has an excellent 4-point inspection report, low florida insurance, and low utilities. It is a one-of-a-kind home and a must-see for the most discerning buyer. This amazing property can be offered turn-key except for select personal items.
Heron's Landing, 5422 Osprey Ct, Sanibel, Florida 33957, image 1
$1,095,000
  • 3 Beds
  • 21/2 Baths
  • 2,240 SqFt
  • $489/SqFt
Mid-Tier
House for sale in Heron's Landing
5422 Osprey Ct, Sanibel, FL 33957
Exceptional home on the quaint west end of sanibel island! This lovely property has three bedrooms and two 1/2bathrooms. It is located within the gated community of heron's landing and is situated on a half-acre lot. Excellent floor plan with soaring ceilings, a great room with gorgeous wood flooring, kitchen with center island and dinette area, efficient laundry hub room, large pantry, spacious master suite with large bathroom boasting double sinks, shower and soaking tub, two spacious bedrooms that share a large guest bathroom. The screened deck offers electric storm shutters and scenic views of the tropical, natural landscape overlooking a small bayou which creates a private, secluded and verdant atmosphere. The two car garage has enough room to store 4 cars. Additional storage on the lower level area is perfect for creating the ultimate workshop with plenty of space for kayaks, bikes, fishing gear or a golf cart. Herons landing offers a large, resort style community pool and spa complete with new deck furniture and nicely appointed bathrooms, a tennis court, kayak launch and a private beach access path leading to the sandy shores of sanibel island. A must see in every way!
Heron's Landing, 5435 Osprey Ct, Sanibel, Florida 33957, image 1
$2,550,000
  • 4 Beds
  • 31/2 Baths
  • 3,266 SqFt
  • $781/SqFt
Mid-Tier
House for sale in Heron's Landing
5435 Osprey Ct, Sanibel, FL 33957
Born from a lifelong appreciation of the value that good architecture can bring to one’s quality of life, the previous owner commissioned architect irwin stein, a protégée of frank lloyd wright, to design a home specifically for this property. An interpretation of wright’s prairie style, the structure carries the telltale hallmarks including strong horizontal lines, ribbons of windows, and an open design featuring a dramatic fireplace as the visual focal point of the interior. Located on one of the widest sections of clam bayou, there are expansive water views for as far as the eye can see. The home’s large, covered deck and wall of windows are perfect for enjoying the end of each day as the fiery evening sky turns blue when the sun dips into the gulf beyond a backdrop of deep green mangroves and the steely blue of the bayou just beyond your dock. Remodeled in 2024 to an exacting standard befitting a home of this caliber, notable features include google smart home controls, a custom staircase, a chef’s kitchen with a thermador suite of appliances and waterfall quartz counters, european cabinetry, a new boat dock, and a remodeled saltwater pool with a swim-up table, spill-over spa, and all-new equipment.
Heron's Landing, 5438 Shearwater Dr, Sanibel, Florida 33957, image 1
$1,795,000
  • 3 Beds
  • 31/2 Baths
  • 2,460 SqFt
  • $730/SqFt
Mid-Tier
Townhouse for sale in Heron's Landing
5438 Shearwater Dr, Sanibel, FL 33957
Welcome to a refined bayou home that offers essential luxuries. Featuring an elevator, this 3-bedroom, 3.5-bathroom residence. With a den and office makes island living a breeze. Upon entry, you'll find an ensuite that doubles as an office, complete with a murphy bed. The kitchen includes a separate pantry and opens to an airy patio perfect for grilling. It seamlessly connects to the dining area with vaulted ceilings. The first level also houses a true office, a half bath, a den, and a living room, both offering breathtaking views of the bayou and long vistas of the gulf of mexico. The expansive deck and balcony face west, while the enclosed screen porch offers both west and north views. On the second floor, the primary ensuite features his and hers closets and an updated bathroom with mesmerizing views. Adjacent is the secondary bedroom with a separate full bathroom and laundry area. Ascend the stairs to the rooftop, an unfinished space perfect for stargazing and sunset views. The two-car garage includes a substantial workshop and storage room, providing ample space for all your needs. Conveniently located to bowman's beach, j.N. Ding darling, and captiva.
Heron's Landing, 5435 Osprey Ct, Sanibel, Florida 33957, image 1
$2,099,000
  • 4 Beds
  • 31/2 Baths
  • 3,266 SqFt
  • $643/SqFt
Mid-Tier
House for sale in Heron's Landing
5435 Osprey Ct, Sanibel, FL 33957
Discover the ultimate expression of coastal living at 5435 osprey court, a stunning waterfront retreat where timeless architecture meets the beauty of sanibel island. Originally designed in the spirit of frank lloyd wright’s prairie style architecture, this home embraces a seamless connection to nature, offering a lifestyle defined by tranquility, elegance, and breathtaking views. Purpose-built for its exceptional waterfront location, the home features strong horizontal lines, open interiors, and walls of glass that frame stunning natural vistas. With over 3000 sq ft of living space, 4 bedrooms, 3 full bathrooms, and 1 half bathroom, the modern and airy floorplan offers both luxury and functionality. The contemporary design encourages a seamless flow between indoor and outdoor spaces, making it the perfect home for creating cherished family memories or hosting lively gatherings. Perched on a prime section of clam bayou, the home provides stunning vistas of the mangroves and tranquil waters from nearly every room, immersing you in the beauty of one of sanibel’s most treasured natural settings. Imagine waking up to shimmering water views, enjoying your morning coffee on the expansive deck as egrets glide gracefully over the bayou, or spending afternoons kayaking from your private dock through serene waterways. Evenings are magical, with radiant sunsets casting a warm glow over the bayou. This home is truly a sanctuary for the soul, offering a rare opportunity to live in harmony with nature while embracing the luxuries of modern living. Recently remodeled to meet modern standards of elegance, this home seamlessly blends luxury with comfort. The chef’s kitchen, outfitted with thermador appliances, a large quartz waterfall island, and sleek cabinetry, is as functional as it is beautiful, making it ideal for daily living or entertaining. A beautifully updated saltwater pool and spa provide the perfect outdoor oasis, complemented by a large covered deck for al fresco dining and sunset cocktails. Additionally, smart home automation enhances convenience and peace of mind. Sanibel island is renowned for its unspoiled beauty, pristine beaches, and relaxed way of life, and this home allows you to fully embrace it all. Whether you’re exploring nearby nature preserves, searching for seashells on the beaches, or simply enjoying the peaceful rhythms of waterfront living, 5435 osprey court offers an unparalleled opportunity to thrive in harmony with nature. Schedule your private tour today to experience this architectural gem and the lifestyle it offers.
Heron's Landing, 5402 Osprey Ct, Sanibel, Florida 33957, image 1
$1,849,555
  • 4 Beds
  • 3 Baths
  • 2,820 SqFt
  • $656/SqFt
Mid-Tier
House for sale in Heron's Landing
5402 Osprey Ct, Sanibel, FL 33957
Located within a short walk to one of sanibel's most beautiful beaches, bowmans beach, this spacious four bedroom/three bath home has it all. Amenities include a large, heated, and screened pool, hardwood floors, a gas-burning fireplace, a formal dining room, and a quaint breakfast nook. Additional features include an oversized master bedroom with a tiled bath that has both a jacuzzi tub, double vanities, and a walk-in shower. The truly gourmet kitchen comes complete with a pot filler, stainless appliances, and stone countertops. The arched doorways add a unique charm to this amazing home. Relax on the lanai overlooking the pool and take in the roosting birds as they land every evening.
Heron's Landing, 5398 Osprey Ct, Sanibel, Florida 33957, image 1
$400,000
  • 0.72 Acres
  • $555,556/Acre
Mid-Tier
Land for sale in Heron's Landing
5398 Osprey Ct, Sanibel, FL 33957
Own a piece of paradise on sunny sanibel island. Build your dream island retreat on this near beach lot located in the desirable community of herons landing in sanibel bayous. When you're not lounging on the beach or enjoying the stunning sunsets, take advantage of the many amenities available to you. Deeded beach access to one of the best shelling beaches in the world, a sparkling pool, spa and community tennis courts are just steps from your property. The home featured is the kagoo model from millworth group homes, llc. This floor plan offers 2200 sf of luxury living, it can be customized to suit your personal tastes and is built to the latest hurricane specifications, engineered and designed to withstand 180 mph winds. The kagoo model featured starts at 875k, includes lot clearing. Enjoy everything sanibel island has to offer- pristine beaches, untouched nature preserves and abundant wildlife. Explore the island on the 26+ miles of bike paths. With an array of charming shops, restaurants and vibrant community and cultural events, there is always something new to discover on sanibel.
Heron's Landing, 5422 Shearwater Dr, Sanibel, Florida 33957, image 1
$1,387,007
  • 3 Beds
  • 21/2 Baths
  • 2,621 SqFt
  • $529/SqFt
Mid-Tier
Townhouse for sale in Heron's Landing
5422 Shearwater Dr, Sanibel, FL 33957
Where sophistication meets the nature and beauty of the bayou and makes living easy. Impeccable maintained 3 bedroom (3rd bedroom closest was removed to enlarge the den) 2.5 bathrooms with large, oversize 2 car+ garage allows for amble storage and an elevator that gives access to main living level and primary en suite. The upper level contains the primary bedroom, new bathroom and an oversize balcony that allows for peeks of the gulf of mexico. The first level is an updated open concept kitchen that leads to the dining room and living room with high ceilings that leads out to an oversized lanai that has been recently updated with new metal and no-seeum screening to enjoy views and privacy of the bayou. The community amenities includes a pool, dock, tennis/pickle ball, beach access, with parking for a golf cart. Included in the association is landscaping, driveway maintenance, water and sewer, which allows for carefree living. Tucked between sanibel and captiva close to ding darling awaits this nature lover's paradise.
Heron's Landing, 5425 Shearwater Dr, Sanibel, Florida 33957, image 1
$1,549,000
  • 3 Beds
  • 21/2 Baths
  • 2,288 SqFt
  • $677/SqFt
Mid-Tier
House for sale in Heron's Landing
5425 Shearwater Dr, Sanibel, FL 33957
This one will make you smile. . . This is the home you've been waiting for. . . Experience refined island living in this exceptional, fully furnished residence offering breathtaking views of clam bayou and the gulf of mexico. Positioned to maximize natural light and panoramic scenery, this impeccably maintained home features two levels of beautifully designed living space, including a screened lanai, open sun porch, and expansive west-facing deck — perfect for enjoying sunrises, sunsets, and stargazing under unspoiled skies. Thoughtfully curated and turnkey-ready, this 3 -bedroom, 2 bathroom home includes an elevator servicing all floors, including the oversized garage and top-level primary suite. The main level is centered around an elegant great room with soaring vaulted ceilings and floor-to -ceiling windows that frame the stunning bayou views. A custom kitchen seamlessly opens into the dining and living areas, creating a warm, open-concept flow. Two spacious guest suites offer the flexibility of a den or office conversion to meet your lifestyle needs. The upper level is dedicated to the luxurious primary suite, complete with his-and-hers closets and a spa-style bathroom. Additional highlights include a generous two-car garage, with ample storage. Located in close proximity to bowman's beach, j.N. “ding” darling national wildlife refuge, and captiva island, this home offers not only exquisite privacy and comfort, but also easy access to sanibel’s premier outdoor experiences.
Heron's Landing, 5438 Shearwater Dr, Sanibel, Florida 33957, image 1
$1,795,000
  • 3 Beds
  • 31/2 Baths
  • 2,460 SqFt
  • $730/SqFt
Mid-Tier
Townhouse for sale in Heron's Landing
5438 Shearwater Dr, Sanibel, FL 33957
Welcome to a refined bayou home that offers essential luxuries. Featuring an elevator, this 3-bedroom, 3.5-bathroom residence. With a den and office makes island living a breeze. Upon entry, you'll find an ensuite that doubles as an office, complete with a murphy bed. The kitchen includes a separate pantry and opens to an airy patio perfect for grilling. It seamlessly connects to the dining area with vaulted ceilings. The first level also houses a true office, a half bath, a den, and a living room, both offering breathtaking views of the bayou and long vistas of the gulf of mexico. The expansive deck and balcony face west, while the enclosed screen porch offers both west and north views. On the second floor, the primary ensuite features his and hers closets and an updated bathroom with mesmerizing views. Adjacent is the secondary bedroom with a separate full bathroom and laundry area. Ascend the stairs to the rooftop, an unfinished space perfect for stargazing and sunset views. The two-car garage includes a substantial workshop and storage room, providing ample space for all your needs. Conveniently located to bowman's beach, j.N. Ding darling, and captiva.
Heron's Landing, 5423 Shearwater Dr, Sanibel, Florida 33957, image 1
$1,845,000
  • 3 Beds
  • 3 Baths
  • 2,621 SqFt
  • $704/SqFt
Mid-Tier
House for sale in Heron's Landing
5423 Shearwater Dr, Sanibel, FL 33957
Absolutely spectacular! The views of the gulf and clam bayou from this gorgeous home are truly stunning. With two floors of living space that include a screened lanai and an open sun porch and with abundant windows, this home is positioned perfectly to capitalize upon the unbelievable views. Sunrise, sunset, throughout the day and star-gazing with no lights to interrupt... Each moment of the day is incredible. The vaulted ceiling and plentiful windows in the living room that extends beautifully from the fabulous kitchen and dining room create a great room overlooking the water that is stunning. Two en suite guest bedrooms on this level compliment the space and offer the flexibility of creating a comfortable den or office. The primary suite encompasses the full top floor and is enhanced by the open porch with truly amazing views. An elevator services all three floors, from the enclosed garage to the primary suite. Every room has been thoughtfully and expertly designed with high quality finishes, decor, and furnishings perfectly suited to the space. Sold turnkey, this magazine-ready home is ready to enjoy with every detail completed. This is a home that needs nothing. It is a true opportunity for a discerning buyer looking for a beautifully done, impeccably maintained, near beach home. Come enjoy! This is the beach house you have been hoping to find!

Subdivision Amenities

Beach Access
Bike Storage
Cabana
Clubhouse
Community Boat Dock
Fishing Pier
Internet Access
None
Pickleball
Pool
See Remarks
Spa/Hot Tub
Storage
Tennis Court(s)
Barbecue
Beach Access
Pool

HOA Cost Benchmark

$0.17 / Sq.Ft.

Monthly ownership cost
86%below peers
84%below city avg
This Community
$0.17
Comparable High-End Avg
$1.24
Sanibel, FL Avg
$1.04
$0.00
$0.75
$1.50
Lower than peers, lower than the city average
Peer Set · 15 comparable communities
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Nearby Subdivisions

Premium
0.26 miles
For Sale (4)
$750K - $989K
Entry-Level
0.45 miles
Premium
0.71 miles
For Sale (10)
$429K - $649K
Mid-Tier
0.71 miles
Mid-Tier
0.75 miles
For Sale (2)
$1.5M - $1.8M

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
0

100
Bike Score®
Bikeable. Some bike infrastructure
64

100
Sound Score®
Bearable noise
79

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
25

100
Local Score
Limited local amenities nearby
0

100

Sanibel
Mid-Tier
Mid-Tier Homes & Condos

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