Sanibel Highlands Real Estate For Sale55+ Active AdultNo HOA

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Mid-Tier
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Results 13 of 13
Sanibel Highlands, 595 Birdsong Pl, Sanibel, Florida 33957, image 1
$1,287,000
  • 3 Beds
  • 2 Baths
  • 3,794 SqFt
  • $339/SqFt
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
$638,500
  • 3 Beds
  • 3 Baths
  • 1,621 SqFt
  • $394/SqFt
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, 499 Leather Fern Pl, Sanibel, Florida 33957, image 1
$875,000 $46K
  • 3 Beds
  • 2 Baths
  • 2,216 SqFt
  • $395/SqFt
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)
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Sanibel Highlands, 490 + 460 Old Trail Rd, Sanibel, Florida 33957, image 1
$650,000
  • 3 Beds
  • 2 1/2 Baths
  • 1,627 SqFt
  • $400/SqFt
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, 1657 Atlanta Plaza Dr, Sanibel, Florida 33957, image 1
$674,000
  • 3 Beds
  • 2 Baths
  • 1,650 SqFt
  • $408/SqFt
House for sale in Sanibel Highlands
1657 Atlanta Plaza Dr, Sanibel, FL 33957
Welcome to the pink pelican cottage! This delightful 3-bedroom, 2-bath ground-level retreat feels anything but small, with elevated ceilings that create an airy, open ambiance throughout. Completely renovated, the cottage offers an inviting blend of modern comforts and casual coastal style. The bright kitchen flows seamlessly into spacious living and dining areas, perfect for relaxing after a day on the beach or entertaining family and friends. Abundant storage is thoughtfully integrated into the home, making it ideal not only as a vacation getaway but also as a comfortable full-time residence. Furnishings can be purchased separately if desired, creating an easy turnkey opportunity step outside to your own private outdoor oasis surrounded by lush tropical landscaping. Whether you’re enjoying your morning coffee, hosting a sunset gathering, or simply unwinding with a good book, this magnificent sitting area extends your living space and captures the laid-back sanibel lifestyle. Although not walking distance, the beach is just a 5-minute bike ride away. The cottage is also centrally located for effortless access to restaurants, jerry’s, shopping, bike paths, and convenient on and off island travel. Flood barriers are being installed soon, offering added peace of mind. The pink pelican cottage is the perfect place to escape to—a charming, low-maintenance island home you’ll love as a seasonal retreat or a year-round sanctuary.
Sanibel Highlands, 531 Birdsong Pl, Sanibel, Florida 33957, image 1
$559,900
  • 3 Beds
  • 2 Baths
  • 1,247 SqFt
  • $449/SqFt
House for sale in Sanibel Highlands
531 Birdsong Pl, Sanibel, FL 33957
Simply a must see! Gorgeous 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: luxury vinyl plank flooring, multiple sliders from bedrooms and main living area, plantation shutters, upgraded designer fixtures throughout, laundry/utility storage room, glass entry front door, built in book case, side brick walkways, back yard brick patio, metal roof, great parking with pavers and room for several cars, fenced yard and tropical landscape back yard oasis. Located off casa ybel rd, close to algiers beach and the shops along periwinkle way.
Sanibel Highlands, 530 Piedmont Rd, Sanibel, Florida 33957, image 1
$699,000 $51K
  • 3 Beds
  • 2 Baths
  • 1,365 SqFt
  • $512/SqFt
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, 1672 Atlanta Plaza Dr, Sanibel, Florida 33957, image 1
$455,000
  • 2 Beds
  • 1 Baths
  • 875 SqFt
  • $520/SqFt
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.
Sanibel Highlands, 560 Piedmont Rd, Sanibel, Florida 33957, image 1
$639,000
  • 3 Beds
  • 2 Baths
  • 1,144 SqFt
  • $559/SqFt
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, 450 Birdsong Pl, Sanibel, Florida 33957, image 1
$987,000
  • 3 Beds
  • 3 Baths
  • 1,760 SqFt
  • $561/SqFt
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, 555 Piedmont Rd, Sanibel, Florida 33957, image 1
$1,050,000 $25K
  • 3 Beds
  • 2 Baths
  • 1,248 SqFt
  • $841/SqFt
House for sale in Sanibel Highlands
555 Piedmont Rd, Sanibel, FL 33957
Experience island living at its finest with this stunning contemporary gem, where luxury, style, and durability come together seamlessly. This newer construction home features an open floor plan with three generously sized bedrooms, two tastefully updated bathrooms, and elegant finishes such as leathered granite countertops and wood-like tile floors. Built with peace of mind in mind, the home is fortified with hardie board siding, impact-resistant glass, a sleek standing seam metal roof, and elevated construction, ensuring both safety and surprisingly low insurance costs. Set on an oversized lot with ample space for a pool and surrounded by tropical tranquility, this property is just a short stroll from sanibel’s breathtaking beaches, offering the perfect island lifestyle. Don’t miss this rare opportunity to make it your own!
Sanibel Highlands, 486 Ponce De Leon Rd, Sanibel, Florida 33957, image 1
$425,000
  • 0.74 Acres
  • $574,324/Acre
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!
Sanibel Highlands, 565 Birdsong Pl, Sanibel, Florida 33957, image 1
$274,900
  • 0.39 Acres
  • $704,872/Acre
Land for sale in Sanibel Highlands
565 Birdsong Pl, Sanibel, FL 33957
Build your island dream home on this near beach location... Sanibel highlands is conveniently located close to sanibel's world famous shelling beaches, restaurants, shopping and water sports. This three parcel lot is 150 x 108 and should have room to build your home and pool. Priced to sell and the lowest price lot on sanibel island. Don't miss this opportunity to build to current code, for the future on sanibel!

Subdivision Amenities

Bike Storage
Community Gulf Boat Access
Electric Vehicle Charging
Guest Room
Internet Access
Pool
See Remarks
Shopping
Storage
Bike And Jog Path
Boat Storage
None
Play Area
See Remarks

Frequently Asked Questions

The single_family_home dues at Sanibel Highlands cover: None, See Remarks, , Other, Cable, Internet/Wi Fi Access, Water.

Sanibel Highlands Sanibel Highlands is a pet-friendly “Dogs and Cats OK” subdivision for both owners and tenants. Please note that pet policies may change at the discretion of management and/or the Homeowners' Association (HOA) and may not apply to renters. Restrictions may apply to certain breeds, and size and weight limits may be in place.

Sanibel Highlands Interior features include: Tray Ceiling(s), Vaulted Ceiling(s), Smoke Detectors, Window Coverings, Cathedral Ceiling(s), French Doors, Built-In Cabinets, Cathedral Ceiling(s), Foyer, Smoke Detectors, Walk-In Closet(s), French Doors, Fireplace, Laundry Tub, Volume Ceiling, Pantry, Vaulted Ceiling(s), Walk-In Closet(s), Closet Cabinets, Pantry, Foyer, Exclusions, Volume Ceiling

Sanibel Highlands unit views: Landscaped Area, Preserve, Canal, Mangroves, Water, Privacy Wall, River, Trees/Woods, , Trees/Woods

Scores

Walk Score®

Car-Dependent. Almost all errands require a car.

16

100

Transit Score®

No data.

N/A

Bike Score®

Very Bikeable. Biking is convenient for most trips.

81

100

Sound Score®

Bearable noise.

82

100

Sanibel
Mid-Tier Homes & Condos

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