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Sanibel Highlands Houses Sold55+ Active AdultNo HOA

Mid-Tier
Ultra LuxuryAbove $1,000 per SqFt
High-End$650 - $1,000 per SqFt
Mid-Tier$400 - $650 per SqFt
Premium$300 - $400 per SqFt
Entry-LevelBelow $300 per SqFt
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Results 29 of 39
Sold - Aug 13, 2026
Sanibel Highlands, 555 Piedmont Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 555 Piedmont Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 555 Piedmont Rd, Sanibel, Florida 33957, image 3
$835,000 $124K
  • 3 Beds
  • 2 Baths
  • 1,248 SqFt
  • $669/SqFt
Mid-Tier
House sold in Sanibel Highlands
555 Piedmont Rd, Sanibel, FL 33957
Now offered at a new and improved price, this exceptional island home presents an outstanding opportunity to own a newer construction property in one of sanibel’s most desirable coastal settings. Even more compelling, the current insurance cost is under $5, 000 per year, offering added value and peace of mind for today’s buyers. Experience modern island living in this beautifully built residence designed with both style and durability in mind. Thoughtfully crafted, the open and inviting floor plan features three generous bedrooms and two modern baths, delivering comfort and functionality for everyday living or a relaxing coastal retreat. After all, you live in the floor plan—not the square footage—and this well-designed home is proof that newer truly is better. Inside, elevated design details set the tone — from striking leathered granite countertops to elegant wood-look tile flooring that blends warmth with low-maintenance durability. The home is built for peace of mind, elevated above grade and wrapped in resilient hardie board siding, impact-resistant glass, and topped with a sleek standing seam metal roof for lasting protection and performance. Situated on an oversized lot with room to add a custom pool, this property provides the ideal canvas to create your own private outdoor oasis. Just a short stroll to sanibel’s world-renowned white-sand beaches, this exceptional residence captures the essence of island living — modern, efficient, and built to weather the elements beautifully. A rare opportunity to own a stylish, storm-ready retreat at an exceptional value.
Sold - Apr 7, 2026
Sanibel Highlands, 490 Marian Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 490 Marian Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 490 Marian Rd, Sanibel, Florida 33957, image 3
$605,000 $50K
  • 2 Beds
  • 2 Baths
  • 1,124 SqFt
  • $538/SqFt
Mid-Tier
House sold in Sanibel Highlands
490 Marian Rd, Sanibel, FL 33957
Charming sanibel retreat – mid-island gem!This delightful 2-bedroom, 2-bath home offers spacious and comfortable island living with a flowing floor plan that includes a bright kitchen, dining area, and inviting living room. Nestled in a tranquil mid-island location, you’ll love relaxing on the covered, screened-in porch, perfect for morning coffee or unwinding after a beach day. Step outside to your own private sparkling pool—ideal for soaking up the sun and enjoying the florida lifestyle.Located just minutes from sanibel’s shopping, dining, and grocery stores, this home offers the perfect blend of peaceful surroundings and convenient access to everything you need. Whether you’re searching for a personal getaway or a full-time residence, this charming island home is ready for you to make it your own.
Sold - Mar 30, 2026
Sanibel Highlands, 495 E Lake Rd #, Sanibel, Florida 33957, image 1
Sanibel Highlands, 495 E Lake Rd #, Sanibel, Florida 33957, image 2
Sanibel Highlands, 495 E Lake Rd #, Sanibel, Florida 33957, image 3
$610,000 $55K
  • 3 Beds
  • 2 Baths
  • 1,152 SqFt
  • $530/SqFt
Mid-Tier
House sold in Sanibel Highlands
495 E Lake Rd #, Sanibel, FL 33957
This delightful 3-bedroom, two bath retreat offers vaulted ceilings providing an open airy feel to the living and large dining areas. The easy-to-care bamboo and tile floors add to the charm of this lovely home. All home chefs will enjoy the efficient kitchen with ample cabinetry, soapstone countertops, and large gas range. The three bedrooms are nicely sized with bonus storage over each closet. Doors and windows are impact rated and the standing seam roof adds to the resiliency of this elevated home. From the open deck, the sanibel night will surround you with brilliant stars and the sound of the gulf waters gently rolling onto the beach. Convenient island location in a quiet, natural neighborhood setting adds to your island enjoyment. In addition to an oversized two car garage, this large property provides ample parking for additional vehicles, boats, or trailers with plenty of room to spare for other outdoor activities. A short walk or bike ride brings you everything sanibel has to offer. Gulfside city park and algiers beach are around the corner and banking; shopping and dining is found right down the street. This property has the potential to be a solid rental property or easily make yourself at home here.
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Sold - Dec 18, 2025
Sanibel Highlands, 531 Birdsong Pl, Sanibel, Florida 33957, image 1
Sanibel Highlands, 531 Birdsong Pl, Sanibel, Florida 33957, image 2
Sanibel Highlands, 531 Birdsong Pl, Sanibel, Florida 33957, image 3
$513,000 $10K
  • 3 Beds
  • 2 Baths
  • 1,247 SqFt
  • $411/SqFt
Mid-Tier
House sold in Sanibel Highlands
531 Birdsong Pl, Sanibel, FL 33957
Simply a must see! Amazing opportunity! Primary residents, second home buyers, investors and all come see this gorgeous completely remodeled sanibel cottage! Three brs and two full baths. Fantastic open floor plan kitchen, living, dining with vaulted ceiling, decorative beams, grand fan with nice sliders out the enclosed porch. Beautiful kitchen with two tone cabinetry, center island with overhang, floating shelves, quartz countertops, glass tile back splash. Glamorous bath remodels one with pocket door, floating vanity, shower, tiled floors and walls and the other with a tub/shower combo, glass door, tiled floor and walls. Large tiled private enclosed porch with fan and views to a tropical island back yard. Other special features include: hurricane doors and windows 2023, luxury vinyl plank flooring, multiple sliders from bedrooms and main living area, second permitted ac system mini split ductless in guest br 2023, main hvac 2023, plantation shutters, upgraded designer fixtures throughout, laundry/utility storage room, glass entry front door, built in book case, side brick walkways, brick patios and walkways all around, metal roof, entire house electrical rewire 2023, irrigation, great parking with pavers and room for several cars, 2022 - 175 ft of 6 foot pvc fenced yard with 2 - 4 ft gates, and tropical landscape back yard oasis. Located off casa ybel rd, close to algiers beach and the shops along periwinkle way.
Sold - Nov 20, 2025
Sanibel Highlands, 1714 Atlanta Plaza Dr, Sanibel, Florida 33957, image 1
Sanibel Highlands, 1714 Atlanta Plaza Dr, Sanibel, Florida 33957, image 2
Sanibel Highlands, 1714 Atlanta Plaza Dr, Sanibel, Florida 33957, image 3
$961,714 $30K
  • 4 Beds
  • 3 Baths
  • 2,048 SqFt
  • $470/SqFt
Mid-Tier
House sold in Sanibel Highlands
1714 Atlanta Plaza Dr, Sanibel, FL 33957
Welcome to the sanibel lifestyle. Step inside this inviting elevated home, where vaulted ceilings and abundant natural light create a bright and welcoming atmosphere. The spacious living and dining areas flow seamlessly into a large kitchen, complete with a laundry/pantry room offering extra cabinetry, counter space, and a convenient sink. This residence features four bedrooms, including two expansive ensuite bedrooms, each with private access to outdoor sitting areas, and two additional bedrooms that share a full bath. Thoughtfully placed impact-resistant skylights with southern exposure bathe the interior in warm, natural light. The heart of the home extends outdoors to an expansive screened lanai, surrounded by mature landscaping that ensures privacy and tranquility. Perfect for entertaining or unwinding, the lanai offers both covered and open spaces, along with a sparkling pool and spa for year-round enjoyment under sanibel’s sunny day and stunning night skies. Practical updates and features include a new roof (2023), impact windows, electric storm screens, manual shutters on the ground level, and an oversized two-car garage with additional storage. Ideally located on 1714 atlanta plaza, this property is just a short walk or bike ride to sanibel’s renowned shell beaches and island amenities, making it the perfect blend of comfort, convenience, and paradise living.
Sanibel Highlands, 499 Leather Fern Pl, Sanibel, Florida 33957, image 1
Sanibel Highlands, 499 Leather Fern Pl, Sanibel, Florida 33957, image 2
Sanibel Highlands, 499 Leather Fern Pl, Sanibel, Florida 33957, image 3
$850,000 $46K
  • 3 Beds
  • 2 Baths
  • 2,216 SqFt
  • $384/SqFt
Mid-Tier
House for sale in Sanibel Highlands
499 Leather Fern Pl, Sanibel, FL 33957
Are you ready to move up??? This elevated, thoughtfully updated and fully mitigated corner lot three-bedroom and two-bath home with private elevator is ready for you!. Enjoy all nature has to offer from this beautiful home located within walking distance to the gulfside city park beach and shopping. New aluminum roof (2023), impact doors and windows throughout living level, new lvp/tile flooring and glass enclosed 270 square foot lanai. Exterior staircase updated with azek 2024. Updated kitchen with newer granite counter tops. Also featured are a halo led uv whole home air purification system, kinetico water system, and beautiful native landscaping. New graber window shades in both guest bedrooms and lanai extension. New 50gal water heater and washer installed jan 2025. Room for a small pool (buyers to verify with the city of sanibel)
Sanibel Highlands, 595 Birdsong Pl, Sanibel, Florida 33957, image 1
Sanibel Highlands, 595 Birdsong Pl, Sanibel, Florida 33957, image 2
Sanibel Highlands, 595 Birdsong Pl, Sanibel, Florida 33957, image 3
$1,200,000
  • 3 Beds
  • 2 Baths
  • 3,794 SqFt
  • $316/SqFt
Mid-Tier
House for sale in Sanibel Highlands
595 Birdsong Pl, Sanibel, FL 33957
This near beach, kennedy constructed and dan hahn remodeled home is centrally located and just a short walk or bike ride to the beach with an easy ingress and egress to and from island. Beautifully designed 3 bedroom, 2 bath home features a phenomenal floor plan surrounded by sccf preserves and sits on a quiet cul-de-sac. Completely remodeled kitchen with beautiful granite counters, kitchen island cooktop with downdraft and new appliances is perfect for entertaining friends and family. Enjoy the gas fireplace located in the dining room with custom "longleaf pine" mantle, fireplace wall is 24 x24 and features "shell's reef" natural stone and volume ceilings with crown molding throughout. Custom built-in console/entertainment center in the great room that opens to an expansive porch overlooking the screen enclosed (new 2023) pool with new pool equipment (2024). Spacious guest rooms are situated on the main living level with the primary suite taking the top floor which is almost 1, 000 sq. Ft. Of privacy. The primary suite offers his and hers walk-in closets, convenient laundry room, new private sun deck, and cozy sitting area. The primary bathroom has gorgeous granite vanity with double sinks and a custom walk-in glass shower. There are 3 garages, 1 car port - covered parking for 4-cars. The detached garage offers plenty of storage and many terrific options. Wonderful workshop area and plenty of climate controlled storage space in the lower level with new epoxy floors throughout and pvc water proof lower wall system. The newly native landscaped yard is picture perfect with manicured pathways and a new 10 zone irrigation system. New roofs, gutters and soffit on main house including the detached garage. Home and detached garage have impact windows and doors throughout with additional hurricane protection for all lower levels. There are (2) 120 gallon propane tanks, piped and wired for a 10k generator with 50 amp plug into circuit box. This house has been lovingly maintained and meticulously cared for and it shows!! Close to shopping, restaurants, beaches and all your island needs but affords the privacy and peace you want for the perfect island retreat.
Sanibel Highlands, 490 + 460 Old Trail Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 490 + 460 Old Trail Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 490 + 460 Old Trail Rd, Sanibel, Florida 33957, image 3
$570,000
  • 3 Beds
  • 3 Baths
  • 1,621 SqFt
  • $352/SqFt
Mid-Tier
House for sale in Sanibel Highlands
490 + 460 Old Trail Rd, Sanibel, FL 33957
Get ready to make your dreams a reality with this charming cottage property on sanibel island! With one acre of privacy, the possibilities are endless. The existing structure is concrete and features an open pool area surrounded by mature vegetation for ample privacy along with a detached garage for sizable storage. This property was impacted by hurricane ian, and can be brought back to its previous luster with modern updates. What a wonderful opportunity to create your vision of this hidden gem. The roof was replaced in 2019 and it also has impact windows. Just a short walk to the beach via middle gulf drive to algiers beach.
Sanibel Highlands, 530 Leather Fern Pl, Sanibel, Florida 33957, image 1
Sanibel Highlands, 530 Leather Fern Pl, Sanibel, Florida 33957, image 2
Sanibel Highlands, 530 Leather Fern Pl, Sanibel, Florida 33957, image 3
$350,000
  • 2 Beds
  • 2 Baths
  • 900 SqFt
  • $389/SqFt
Mid-Tier
House for sale in Sanibel Highlands
530 Leather Fern Pl, Sanibel, FL 33957
Looking for an incredible investment opportunity on sanibel island? This ground-level 2-bedroom, 2-bathroom home with a sunroom is the perfect canvas for your next project. Located just a short walk to gulfside city park beach and jerry's food, this home offers prime access to island life. While the property sits on a non-conforming lot and is a non-conforming structure, it presents tremendous potential for those looking to elevate or rebuild. Known damage is present, making it ideal for investors or builders who want to make this property their own. This property offers the rare opportunity to customize a home in an island location, close to beaches, dining, and shopping. Bring your vision to life and turn this potential-filled property into your dream island getaway!
Sanibel Highlands, 490 + 460 Old Trail Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 490 + 460 Old Trail Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 490 + 460 Old Trail Rd, Sanibel, Florida 33957, image 3
$585,000
  • 3 Beds
  • 21/2 Baths
  • 1,627 SqFt
  • $360/SqFt
Mid-Tier
House for sale in Sanibel Highlands
490 + 460 Old Trail Rd, Sanibel, FL 33957
Get ready to make your dreams a reality with this charming island property on sanibel island! With a spacious one acre of land, the possibilities are endless. There is currently a ground-level home and a pool. Impacted by hurricane ian, this property can be brought back to its previous old-world charm and modern updates. It features 3 bedrooms, 2.5 baths, an outdoor shower yet just a short walk to the beach! The grounds are complemented by a pool, fruit trees, and no hoa, making it an ideal space for family fun. There are hurricane windows, and a newer 2019 roof, which offers both style and functionality. Hurricane ian impacted this property and needs renovation. It sits ready for your vision to recreate a charming island bungalow. This property has two property identification numbers: 25-46-22-t3-01103.0020 - 490 old trail 25-46-22-t3-01103.0160 - 460 old trail
Sanibel Highlands, 560 Piedmont Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 560 Piedmont Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 560 Piedmont Rd, Sanibel, Florida 33957, image 3
$600,000
  • 3 Beds
  • 2 Baths
  • 1,144 SqFt
  • $524/SqFt
Mid-Tier
House for sale in Sanibel Highlands
560 Piedmont Rd, Sanibel, FL 33957
This beachy charmer located in a quiet, mid-island neighborhood will confirm that your change in latitude will be a change in attitude. Come home to the comfortable island living found throughout this home that features vaulted ceilings with an open floor plan and a spacious deck overlooking a large open backyard. The three bedrooms and bathrooms are comfortably sized for a family in mind and the laundry room is conveniently found next to the kitchen and rear entrance. The large carport area offers plenty of room for multiple cars and storage. This elevated home is very conveniently located on the island, you can enjoy a bike ride or stroll to many island amenities, including one of sanibel’s beautiful shell beach areas. The home is move in ready but did sustain damage to the roof and one window from hurricane ian. Make this the light, bright and airy sanibel retreat you have been dreaming of.
Sanibel Highlands, 530 Piedmont Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 530 Piedmont Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 530 Piedmont Rd, Sanibel, Florida 33957, image 3
$670,000 $51K
  • 3 Beds
  • 2 Baths
  • 1,365 SqFt
  • $491/SqFt
Mid-Tier
House for sale in Sanibel Highlands
530 Piedmont Rd, Sanibel, FL 33957
This is essentially a brand new home! New roof, new windows, new doors, new tankless water heater, new electrical, new plumbing supply lines, new attic spray foam insulation, new ac condenser and ductwork, and all new interior improvements! The two bathrooms feature beautiful new walk-in tile showers with glass enclosures.. Everything is brand new and tastefully selected. The stunning kitchen is the showpiece for the fabulous great room. With stainless steel appliances, a huge quartz waterfall style island, white shaker style cabinets, stylish floating shelving, and volume ceilings, the kitchen anchors the great room and creates an inviting and extremely functional living space. The living space is open to a screened lanai at the back of the house and patio area off of the kitchen. The fenced yard extends the living space with a great amount of outdoor living space that flows seamlessly with the rest of the home. This high quality, tasteful renovation is the sanibel home that you have been waiting for. Just minutes from the beach and from the shopping and dining of periwinkle, the location is ideal!
Sanibel Highlands, 1683 Atlanta Plaza Dr, Sanibel, Florida 33957, image 1
Sanibel Highlands, 1683 Atlanta Plaza Dr, Sanibel, Florida 33957, image 2
Sanibel Highlands, 1683 Atlanta Plaza Dr, Sanibel, Florida 33957, image 3
$440,000
  • 3 Beds
  • 2 Baths
  • 1,293 SqFt
  • $340/SqFt
Mid-Tier
House for sale in Sanibel Highlands
1683 Atlanta Plaza Dr, Sanibel, FL 33957
Welcome to this ground-level island cottage on beautiful sanibel island! With 3 bedrooms and a private patio off the great room. Just a short walk away, you'll find yourself on the stunning beach, where you can enjoy endless sunsets and sandy shores. The location of this cottage is simply awesome! It's conveniently close to town, providing easy access to shops, restaurants, and local amenities. For nature enthusiasts, there are bike paths and nature trails nearby, allowing you to immerse yourself in the island's natural beauty. Whether you prefer a leisurely bike ride or a refreshing hike, adventure awaits right at your doorstep. This property has been fully remediated and is now ready for your personal touch. Imagine the possibilities as you remodel and make this cottage truly yours. With great value, owning and living on sanibel island has never been more attainable. Don't miss out on this amazing opportunity to embrace the island lifestyle and create unforgettable memories. Schedule a showing today and start living your dream on sanibel island!
Sanibel Highlands, 530 Piedmont Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 530 Piedmont Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 530 Piedmont Rd, Sanibel, Florida 33957, image 3
$370,000
  • 3 Beds
  • 2 Baths
  • 1,365 SqFt
  • $271/SqFt
Mid-Tier
House for sale in Sanibel Highlands
530 Piedmont Rd, Sanibel, FL 33957
This is a great opportunity to make sanibel your home! This ground level home was flooded during the hurricane and has been mitigated. This efficient floor plan includes a lovely lanai and comfortable back yard. This property has three bedrooms and two bathrooms in convenient sanibel highlands. Close to jerry's and a short bike ride to algiers beach. It doesn't look like home right now, but with your love it will be your forever home on sanibel.
Sanibel Highlands, 540 Lake Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 540 Lake Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 540 Lake Rd, Sanibel, Florida 33957, image 3
$950,000
  • 3 Beds
  • 2 Baths
  • 1,383 SqFt
  • $687/SqFt
Mid-Tier
House for sale in Sanibel Highlands
540 Lake Rd, Sanibel, FL 33957
Your perfect island getaway is only minutes to the white sands of algiers beach! This elevated 3 bedroom, 2 bath home is nestled in a peaceful neighborhood that is centrally located and close to shopping, dining, and grocery. The home boasts an open floor plan with tile flooring, vaulted ceilings, and white cabinetry throughout giving it an open, airy feel. An added feature are closet systems in every bedroom for easy storage. The home was built in 2018 so all windows and doors are impact and appliances are lg stainless steel. The home offers a large open space downstairs and storage for all your island toys. Situated on a half acre parcel that borders sccf nature preserve adds more privacy. Relax and unwind on the back porch with your favorite beverage. Now's your chance to live on island time! *** room for a pool per the city ***
Sanibel Highlands, 450 Birdsong Pl, Sanibel, Florida 33957, image 1
Sanibel Highlands, 450 Birdsong Pl, Sanibel, Florida 33957, image 2
Sanibel Highlands, 450 Birdsong Pl, Sanibel, Florida 33957, image 3
$574,000
  • 2 Beds
  • 2 Baths
  • 1,193 SqFt
  • $481/SqFt
Mid-Tier
House for sale in Sanibel Highlands
450 Birdsong Pl, Sanibel, FL 33957
Water view. This charming old florida style home sits on a double lot on a canal with an abundance of wildlife. The home suffered damage from hurricane ian and has been fully remediated and taken down to the studs, allowing a buyer to build their sanibel dream home. There is a newer roof (2020) with no known damage, but buyer should verify the roof condition. This 2 bedroom, 2 bath home has a den and a spacious lanai bringing the outdoors in. The last home on a dead end street, with only 6 homes, offers a buyer privacy and convenience to shopping and one of the best shelling beaches on the island. This is a great opportunity for an investor or buyer who always wanted a home on sanibel.
Sanibel Highlands, 470 Birdsong Pl, Sanibel, Florida 33957, image 1
Sanibel Highlands, 470 Birdsong Pl, Sanibel, Florida 33957, image 2
Sanibel Highlands, 470 Birdsong Pl, Sanibel, Florida 33957, image 3
$500,000
  • 2 Beds
  • 2 Baths
  • 1,011 SqFt
  • $495/SqFt
Mid-Tier
House for sale in Sanibel Highlands
470 Birdsong Pl, Sanibel, FL 33957
This near beach property is centrally located making the beach, restaurants and shopping only a picturesque walk or bike ride away. This south sanibel highlands home overlooks an extension of the sanibel river and beachview cc estates. Hurricane ian impacted the home but with the terrazzo floor and the efficient floor plan it's ready for renovation or perhaps removal if a new, elevated home is desired. The attached carport includes a laundry and the breezy screened porch overlooks the river. Make an appointment to view this small but classic island home.
Sanibel Highlands, 458 Casa Ybel Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 458 Casa Ybel Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 458 Casa Ybel Rd, Sanibel, Florida 33957, image 3
$799,000
  • 1 Beds
  • 11/2 Baths
  • 1,266 SqFt
  • $631/SqFt
Mid-Tier
House for sale in Sanibel Highlands
458 Casa Ybel Rd, Sanibel, FL 33957
Ultimate island privacy is yours at this stunning updated coastal inspired beach home which is adjacent by conservation land and so close to the beach. This exceptionally maintained home features gorgeous brazilian cherry hardwood floors, updated kitchen with granite countertops and stainless steel appliances. The vaulted beam ceilings highlights an abundance of natural light and provide an open and airy feeling perfect for family gatherings. The primary suite is one of a kind with a separate sitting area and luxurious bathroom. Sitting room also can function as a second bedroom. Morning sunrises off the kitchen on your oversized ipe wood exterior deck leads out to your custom pool featuring a tanning ledge with spa.
Sanibel Highlands, 531 Birdsong Pl, Sanibel, Florida 33957, image 1
Sanibel Highlands, 531 Birdsong Pl, Sanibel, Florida 33957, image 2
Sanibel Highlands, 531 Birdsong Pl, Sanibel, Florida 33957, image 3
$755,000
  • 3 Beds
  • 2 Baths
  • 1,247 SqFt
  • $605/SqFt
Mid-Tier
House for sale in Sanibel Highlands
531 Birdsong Pl, Sanibel, FL 33957
Charming is an understatement for this 3bed/2bath sanibel cottage! Fall in love with the lush landscaping and beautiful gardens that spawn your private outdoor oasis. Vaulted ceilings, light pine-colored flooring and white cabinetry create a light and airy atmosphere in the kitchen, dining and living space. An eat-in kitchen bar features granite countertops with hooded stove, stainless appliances and a large farm sink. Three spacious bedrooms allow family and friends to visit comfortably. Two bedrooms feature sliding glass doors leading outside. The other bedroom includes an ensuite bathroom with shower/tub combo. Recent updates include a new fence, washer/dryer, water heater, and front yard landscaping, pavers and irrigation. Located off casa ybel rd, you are just a 5-minute bike ride from algiers beach and the shops along periwinkle way.
Sanibel Highlands, 458 Casa Ybel Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 458 Casa Ybel Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 458 Casa Ybel Rd, Sanibel, Florida 33957, image 3
$1,351,500
  • 3 Beds
  • 21/2 Baths
  • 1,491 SqFt
  • $906/SqFt
Mid-Tier
House for sale in Sanibel Highlands
458 Casa Ybel Rd, Sanibel, FL 33957
Island living at its best! Nestled off the beaten path and surrounded by conservation land, this tropical oasis is the perfect setting for this coastal inspired beach home. Natural light illuminates the tounge-and-groove vaulted beam ceilings, ship lap, bead board and other beautiful wood work. Open concept kitchen and family area with numerous upgrades. Huge outdoor entertaining area including pool with spa, covered outdoor gazebo surrounded by tropical landscaping. All this and walking/biking distance to the beach and many local restaurants. This not one that you want to miss! Call today to schedule your private showing.
Sanibel Highlands, 534 Piedmont Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 534 Piedmont Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 534 Piedmont Rd, Sanibel, Florida 33957, image 3
$725,000
  • 3 Beds
  • 21/2 Baths
  • 1,377 SqFt
  • $527/SqFt
Mid-Tier
House for sale in Sanibel Highlands
534 Piedmont Rd, Sanibel, FL 33957
This charming courtyard home has a beautiful aura of serenity! The 3 bedroom/two and one-half bath ground-level home includes an enchanting screened atrium located at the front of the house, and a lushly vegetated grotto off the back yard patio. Recent upgrades include whole house re-plumbing in 2021, new roof in 2019, a/c replaced in 2019, and many other changes. The kitchen is totally updated with top of the line finishings, french doors and a wall of sliders flood the home with light. The floors are tiled throughout the home and spacious bedrooms allow for private spaces. Located in a friendly island neighborhood with proximity to shopping and within a short stroll to gulfside city park! This is a very special offering…a rare find and priced to the market.
Sanibel Highlands, 595 Piedmont Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 595 Piedmont Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 595 Piedmont Rd, Sanibel, Florida 33957, image 3
$1,499,000
  • 3 Beds
  • 2 Baths
  • 1,871 SqFt
  • $801/SqFt
Mid-Tier
House for sale in Sanibel Highlands
595 Piedmont Rd, Sanibel, FL 33957
Come view this private cul-de-sac home with few neighbors and protected sanctuary lands behind. Built in 2020, the owners upgraded the siding to hardie board and floors to coretec, while interior finishes include cambria quartz counters, solid wood cabinets, hunter douglas blinds, toto soaking tub, interior elevator, and custom front door. The vaulted ceiling and split floor plan lend a breezy flow that continues to the screened porch living area. Additional exterior upgrades include custom pool tile, travertine pool deck, paver driveway, and whole house lcec surge protector. Strengthened by impact doors & windows and metal roof the home had only to remediate storm damage to the garage& stair level, fix the elevator and replace pool pump and heater. The lush yard includes many sturdy native plants and much of the yard is fenced in. Enjoy this central location that's convenient to beach and shopping with only a ten minute bike ride to the beach or five minutes to jerry's grocery store.
Sanibel Highlands, 534 Piedmont Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 534 Piedmont Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 534 Piedmont Rd, Sanibel, Florida 33957, image 3
$759,000 $1K
  • 3 Beds
  • 21/2 Baths
  • 1,377 SqFt
  • $551/SqFt
Mid-Tier
House for sale in Sanibel Highlands
534 Piedmont Rd, Sanibel, FL 33957
No flooding from hurricane! Heaven on earth!!!!! The **cutest** single family home!!!!!!!!!Think olde key west - charm galore, island colors, and an attached but private guest casita ! Curb appeal from the moment you pull up - circular drive with magnificent, mature and lush landscaping. Fully and luxuriously remodeled - great care was taken and major attention to detail on everything - no short cuts! Main home is two bedrooms - each with double slider access to outside patios. Upgrades include roof, windows, floors, baths, lighting, paint, appliances - basically a full and complete rehab! The great room features vaulted ceilings, a custom accent wall with fireplace and floor to ceiling tile. There is an extended living space /den that could be used for a variety of uses - music room, additional sitting/dining etc. A full wall of sliders allows in the natural light and showcases the beautiful views outside! Large kitchen island with level 5 countertops - upgraded cabinets with soft close and drawers in the island for practical use. The whole layout of the home is perfect for entertaining! Outside is again filled with charm, character and an oasis for relaxation. Plenty of space for a pool, fully fenced and a large extended paved open patio. South facing to enjoy the florida sunshine! Located on a secluded street with easy walking/biking access to the beautiful beaches, shopping and restaurants. Sanibel is in the process of recovery from hurricane ian and each day brings it a little closer - a great opportunity for a buyer who wants to live on the island! Live your best life!
Sanibel Highlands, 450 Birdsong Pl, Sanibel, Florida 33957, image 1
Sanibel Highlands, 450 Birdsong Pl, Sanibel, Florida 33957, image 2
Sanibel Highlands, 450 Birdsong Pl, Sanibel, Florida 33957, image 3
$1,049,000
  • 3 Beds
  • 3 Baths
  • 1,760 SqFt
  • $596/SqFt
Mid-Tier
House for sale in Sanibel Highlands
450 Birdsong Pl, Sanibel, FL 33957
For sale: disaster-resistant masterpiece in sanibel highlands – 3bd, 3ba + adu potential -- welcome to your fortress of luxury in the heart of sanibel highlands, perfectly positioned on a serene canal and just minutes from all the entertainment, shopping, and dining sanibel and captiva islands have to offer. This stunning 3-bedroom, 3-bathroom home features an incomplete adu already plumbed and lined for a future 4th living area—ready for a full bathroom, kitchenette, and private sleeping space. Whether you're dreaming of a guest suite, rental income opportunity, or multigenerational living, the potential is already built in. Crafted by rock solid structures, this property redefines “built to last.” with concrete walls (no drywall) and terrazzo + concrete flooring throughout, it’s not only sleek and stylish—it’s engineered for resilience: flood-resistant, bullet-resistant, fire-retardant, hurricane-impact windows & doors, energy-efficient & noise-resistant design, inside, enjoy high-end finishes with custom touches in every room. The kitchen is a showstopper, featuring: three-door refrigerator, induction stove & oven, under-lit solid white countertops & cabinetry, open-concept layout flowing into the living and dining areas, a sleek den/office is smartly tucked behind heavy-duty barn doors, offering quiet productivity or flexible use space. Two (2) of three (3) bathrooms are modern spa-like retreats with concrete shower stalls and stylish details throughout. Don't miss this rare opportunity to own a luxury disaster-resistant home in one of southwest florida's most desirable locations. Single-family home living at an unbelievable price on sanibel island — schedule your private showing and make your offer today - with the right offer, this seller will consider creative financing options!
Sanibel Highlands, 495 Lake Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 495 Lake Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 495 Lake Rd, Sanibel, Florida 33957, image 3
$639,000
  • 3 Beds
  • 2 Baths
  • 1,152 SqFt
  • $555/SqFt
Mid-Tier
House for sale in Sanibel Highlands
495 Lake Rd, Sanibel, FL 33957
Opportunity abounds with this centrally located property on sanibel island. The home has been remodeled in the last few years, featuring modern updates and fresh finishes throughout. Features include bamboo wood and tile floors, soapstone counters in the kitchen and quartz in the baths, and stainless steel appliances highlighted with a six-burner gas range with double oven. The volume ceilings with multiple windows offer a natural lighted living area open to the large deck overlooking the backyard. This expansive property boasts over a third of an acre, offering space for a boat or rv. The enclosed ground level area offers plenty of room for additional storage or a recreation area, also open to the large yard. The structure is resilient with standing seam metal roof (2023) and impact doors and windows throughout. With its upgraded interiors and ideal location near the beach, this home is ideal for enjoying the best of island living. Attractive property close to the beach and shopping, and great for families or as vacation escape! Opportunity abounds with this centrally located stilt home on sanibel island. It’s a quick bike ride to algiers beach from this quiet neighborhood with no hoa. Resilient structure with all impact windows, doors and garage doors. Standing seam aluminum roof new in 2023. Features modern updates and fresh finishes, which includes bamboo flooring. Chef’s kitchen has soapstone countertops and stainless steel appliances, complete with five-burner, dual fuel gas range with double ovens. Baths have free-standing vanities with quartz countertops and tile flooring. Vaulted ceiling in living area with multiple windows offer an abundance of natural light open to large deck overlooking the backyard. This expansive property boasts over a third of an acre, offering space for a boat or rv. High ceilings throughout with bonus storage cabinets overhead. Enclosed ground level provides plenty of additional storage, or a recreation area open to the backyard. Attractive property close to beach and shopping. Being sold furnished with a couple of exceptions. Great family home or vacation escape!
Sanibel Highlands, 1672 Atlanta Plaza Dr, Sanibel, Florida 33957, image 1
Sanibel Highlands, 1672 Atlanta Plaza Dr, Sanibel, Florida 33957, image 2
Sanibel Highlands, 1672 Atlanta Plaza Dr, Sanibel, Florida 33957, image 3
$455,000
  • 2 Beds
  • 1 Baths
  • 875 SqFt
  • $520/SqFt
Mid-Tier
House for sale in Sanibel Highlands
1672 Atlanta Plaza Dr, Sanibel, FL 33957
Welcome to near-beach living in the heart of sanibel island, where the breeze is balmy, the lifestyle is laid back and your ideal home awaits. This beautifully remodeled island retreat offers the ultimate blend of style, comfort and convenience—just a short distance from sanibel’s amazing beaches, it's also convenient to charming restaurants, boutique shops and everyday essentials like the local grocery store. Go inside to soaring vaulted ceilings that elevate the open, airy feel of the home. Elegant tile floors flow throughout, reflecting natural light and coastal serenity, while a sleek, stainless steel appliance package anchors the updated kitchen with modern appeal. With two spacious bedrooms and a tastefully updated bath, this home is as functional as it is stylish. The bedrooms offer quiet sanctuary after a day of beachcombing or biking, while the bath features modern finishes and thoughtful details that make everyday living a pleasure. Whether you're entertaining guests or savoring a quiet tropical evening, the large screened lanai invites you to relax under the stars and sway to the rhythm of the palms. With miles of scenic bike paths just outside your front door and the beach only a short distance away, every day feels like a getaway. This is more than just a home, it’s a lifestyle. Move-in ready, impeccably designed and ideally located, it's your chance to live the island dream from the moment you arrive. Paradise found. Pack your sandals, sanibel is calling.
Pending
Sanibel Highlands, 595 Piedmont Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 595 Piedmont Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 595 Piedmont Rd, Sanibel, Florida 33957, image 3
$1,249,000 $50K
  • 3 Beds
  • 2 Baths
  • 1,871 SqFt
  • $668/SqFt
Mid-Tier
House for sale in Sanibel Highlands
595 Piedmont Rd, Sanibel, FL 33957
Conveniently located, this private cul-de-sac home has few neighbors and protected sanctuary lands behind. Built in 2020, the owners upgraded the siding to hardie board and floors to coretec, while interior finishes include cambria quartz counters, solid wood cabinets, hunter douglas blinds, toto soaking tub, interior elevator, and custom front door. The vaulted ceiling and split floor plan lend a breezy flow that continues to the screened porch living area. Additional exterior upgrades include custom pool tile, travertine pool deck, paver driveway. Strengthened by impact doors & windows, metal roof and elevated pool equipment for homeowner piece of mind. The lush yard includes many sturdy native plants and much of the yard is fenced in. Enjoy this central location that's convenient to beach and shopping with only a ten minute bike ride to the beach or five minutes to jerry's grocery store.
Sanibel Highlands, 1657 Atlanta Plaza Dr, Sanibel, Florida 33957, image 1
Sanibel Highlands, 1657 Atlanta Plaza Dr, Sanibel, Florida 33957, image 2
Sanibel Highlands, 1657 Atlanta Plaza Dr, Sanibel, Florida 33957, image 3
$699,000 $15K
  • 3 Beds
  • 2 Baths
  • 1,730 SqFt
  • $404/SqFt
Mid-Tier
House for sale in Sanibel Highlands
1657 Atlanta Plaza Dr, Sanibel, FL 33957
Perfect coastal cottage on sanibel island! Discover your dream beach home with this charming coastal cottage, ideally located on sanibel island. This delightful property boasts newly remodeled interiors, featuring a bright and airy living space with elegant decor, wood plank tile floors, vaulted ceilings, and an open floor plan. The fully equipped kitchen includes custom cabinetry, high-end finishes, and brand-new appliances. Recent upgrades in 2023-24 include a metal roof, hvac, plumbing, electrical, tankless water heater, waterproof foam insulation, and water resistant densshield drywall. The cottage offers three bedrooms with custom california closets, perfect for family or friends, and the primary bedroom features a beautiful ensuite bathroom. An enchanting outdoor oasis includes a relaxing private patio surrounded by lush tropical landscaping and a romantic pergola, ideal for morning coffee or evening cocktails. Located just minutes from sandy beaches where you can collect shells, swim, or soak up the sun, this property is also close to shops, delicious dining options, and exciting outdoor activities. The seller is willing to pay buyer’s closing costs up to $30, 000 for an accepted contract! This sweet home offers the perfect blend of comfort, style, and location. It is a great starter home for locals, a wonderful snowbird vacation home, or an income-producing rental. Don't miss your chance to make it yours!
Sanibel Highlands, 486 Ponce De Leon Rd, Sanibel, Florida 33957, image 1
Sanibel Highlands, 486 Ponce De Leon Rd, Sanibel, Florida 33957, image 2
Sanibel Highlands, 486 Ponce De Leon Rd, Sanibel, Florida 33957, image 3
$425,000
  • 0.74 Acres
  • $574,324/Acre
Mid-Tier
Land for sale in Sanibel Highlands
486 Ponce De Leon Rd, Sanibel, FL 33957
Now is the time to buy your own slice of paradise in sanibel island! Don't miss the amazing drone footage in the tour link! This .74 acre mol, buildable property is six lots combined creating a beautiful wooded, corner lot in a friendly, quiet neighborhood tucked away off of the main road. This area still has the charm of old sanibel with the white, crushed-shell roads preferred by the locals and is dotted with beautiful custom homes that enjoy exclusive privacy with the island life so nearby. Better yet, this lot has already gone through extensive permitting, plan review and approval with the city of sanibel. See surveys, inspections, reviews and plans for pictured renderings that are available by jennifer garcia architectural studios, llc on the my sanibel portal. So much of the labor is already done for you so this lot is ready for your dream home to be built! Close to jerry’s market and café, fabulous restaurants like traders and doc ford’s and the pristine gulfside city beach park (known as algiers beach locally) that you will have endless things to do on lazy, breezy, tropical days filled with sunshine and shells. Speaking of shells – sanibel is also home to the national shell museum and aquarium and endless art galleries, quaint shops and parks. You won’t find a single red light on this low-key island so hop on a bike and hit the 25 miles of bike trails and find your favorite spot on the 15 miles of sandy beaches! Nature lovers will never tire of the island that boasts over 50 types of fish, 230 types of birds and 250 kinds of shells! The island is building and planning for a stronger future than ever before. Prices are likely to skyrocket with all of the new redevelopment. Buy your own oasis today so you can be a part of sanibel’s sunny future! Or invest in the future potential of this unique property on this one-of-a-kind vacation destination island!
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