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Corkscrew Shores Houses Sold55+ Active Adult

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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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Results 29 of 257
Sold - Oct 20, 2026
Corkscrew Shores, 14310 Pine Hollow Dr, Estero, Florida 33928, image 1
$825,000$160K
  • 4 Beds
  • 3 Baths
  • 3,077 SqFt
  • $268/SqFt
  • $594/mo HOA
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House sold in Corkscrew Shores
14310 Pine Hollow Dr, Estero, FL 33928
Listing Courtesy Of: Realty One Group MVP
Sold - Sep 30, 2026
Corkscrew Shores, 20992 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$729,000$30K
  • 3 Beds
  • 2 Baths
  • 2,003 SqFt
  • $364/SqFt
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House sold in Corkscrew Shores
20992 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Compass Florida, LLC
Sold - Sep 29, 2026
Corkscrew Shores, 14382 Pine Hollow Dr, Estero, Florida 33928, image 1
$1,250,000$125K
  • 3 Beds
  • 31/2 Baths
  • 2,926 SqFt
  • $427/SqFt
  • $594/mo HOA
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House sold in Corkscrew Shores
14382 Pine Hollow Dr, Estero, FL 33928
Listing Courtesy Of: Realty One Group MVP
Sold - Sep 28, 2026
Corkscrew Shores, 14045 Hawks Eye Ct, Estero, Florida 33928, image 1
$688,000$31K
  • 3 Beds
  • 2 Baths
  • 2,008 SqFt
  • $343/SqFt
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House sold in Corkscrew Shores
14045 Hawks Eye Ct, Estero, FL 33928
Listing Courtesy Of: Premier Sotheby's Int'l Realty
Sold - Sep 1, 2026
Corkscrew Shores, 20889 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$1,185,000
  • 3 Beds
  • 3 Baths
  • 2,488 SqFt
  • $476/SqFt
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House sold in Corkscrew Shores
20889 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Compass Florida, LLC
Sold - Aug 31, 2026
Corkscrew Shores, 20976 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$629,000$55K
  • 3 Beds
  • 2 Baths
  • 2,043 SqFt
  • $308/SqFt
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House sold in Corkscrew Shores
20976 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Potter Trinity
Sold - Aug 31, 2026
Corkscrew Shores, 20304 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$447,500$38K
  • 3 Beds
  • 2 Baths
  • 1,582 SqFt
  • $283/SqFt
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House sold in Corkscrew Shores
20304 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Realty One Group MVP
Sold - Aug 14, 2026
Corkscrew Shores, 20557 Wilderness Ct, Estero, Florida 33928, image 1
$539,000$86K
  • 3 Beds
  • 2 Baths
  • 2,173 SqFt
  • $248/SqFt
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House sold in Corkscrew Shores
20557 Wilderness Ct, Estero, FL 33928
Listing Courtesy Of: Realty One Group MVP
Sold - Aug 12, 2026
Corkscrew Shores, 14441 Pine Hollow Dr, Estero, Florida 33928, image 1
$975,000$75K
  • 3 Beds
  • 3 Baths
  • 2,488 SqFt
  • $392/SqFt
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House sold in Corkscrew Shores
14441 Pine Hollow Dr, Estero, FL 33928
Listing Courtesy Of: Realty One Group MVP
Sold - Aug 11, 2026
Corkscrew Shores, 20099 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$1,325,000$74K
  • 3 Beds
  • 3 Baths
  • 2,488 SqFt
  • $533/SqFt
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House sold in Corkscrew Shores
20099 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Premiere Plus Realty Company
Sold - Jul 31, 2026
Corkscrew Shores, 20591 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$1,155,000$340K
  • 4 Beds
  • 4 Baths
  • 3,876 SqFt
  • $298/SqFt
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House sold in Corkscrew Shores
20591 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Watersedge Realty Group LLC
Sold - Jun 30, 2026
Corkscrew Shores, 14225 Moonlit Way, Estero, Florida 33928, image 1
$860,000$260K
  • 4 Beds
  • 4 Baths
  • 3,876 SqFt
  • $222/SqFt
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House sold in Corkscrew Shores
14225 Moonlit Way, Estero, FL 33928
Listing Courtesy Of: Coldwell Banker Realty
Sold - Jun 11, 2026
Corkscrew Shores, 20917 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$1,575,000$185K
  • 4 Beds
  • 4 Baths
  • 3,078 SqFt
  • $512/SqFt
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House sold in Corkscrew Shores
20917 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Realty World J. PAVICH R.E.
Sold - Jun 2, 2026
Corkscrew Shores, 14394 Pine Hollow Dr, Estero, Florida 33928, image 1
$1,000,000$285K
  • 4 Beds
  • 3 Baths
  • 3,077 SqFt
  • $325/SqFt
  • $594/mo HOA
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House sold in Corkscrew Shores
14394 Pine Hollow Dr, Estero, FL 33928
Listing Courtesy Of: Realty One Group MVP
Sold - May 26, 2026
Corkscrew Shores, 20598 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$655,000$84K
  • 3 Beds
  • 2 Baths
  • 2,184 SqFt
  • $300/SqFt
  • $594/mo HOA
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House sold in Corkscrew Shores
20598 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: EXP Realty LLC
Sold - May 19, 2026
Corkscrew Shores, 20205 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$749,000$20K
  • 4 Beds
  • 3 Baths
  • 2,335 SqFt
  • $321/SqFt
  • $594/mo HOA
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House sold in Corkscrew Shores
20205 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: EXP Realty LLC
Sold - May 15, 2026
Corkscrew Shores, 14477 Pine Hollow Dr, Estero, Florida 33928, image 1
$1,199,900$26K
  • 3 Beds
  • 3 Baths
  • 2,488 SqFt
  • $482/SqFt
  • $576/mo HOA
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House sold in Corkscrew Shores
14477 Pine Hollow Dr, Estero, FL 33928
Listing Courtesy Of: Compass Florida, LLC
Sold - May 11, 2026
Corkscrew Shores, 20944 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$724,010$85K
  • 3 Beds
  • 3 Baths
  • 2,488 SqFt
  • $291/SqFt
  • $594/mo HOA
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House sold in Corkscrew Shores
20944 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Coldwell Banker Realty
Sold - May 7, 2026
Corkscrew Shores, 20956 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$440,000$25K
  • 2 Beds
  • 2 Baths
  • 1,861 SqFt
  • $236/SqFt
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House sold in Corkscrew Shores
20956 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: William Raveis Real Estate
Sold - May 1, 2026
Corkscrew Shores, 20166 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$545,000$180K
  • 4 Beds
  • 3 Baths
  • 2,752 SqFt
  • $198/SqFt
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House sold in Corkscrew Shores
20166 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Coldwell Banker Realty
Sold - Apr 24, 2026
Corkscrew Shores, 20933 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$1,035,000$165K
  • 3 Beds
  • 3 Baths
  • 2,508 SqFt
  • $413/SqFt
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House sold in Corkscrew Shores
20933 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Old Glory Realty
Sold - Apr 17, 2026
Corkscrew Shores, 14016 Hawks Eye Ct, Estero, Florida 33928, image 1
$885,000$114K
  • 4 Beds
  • 4 Baths
  • 3,516 SqFt
  • $252/SqFt
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House sold in Corkscrew Shores
14016 Hawks Eye Ct, Estero, FL 33928
Listing Courtesy Of: Realty World J. PAVICH R.E.
Sold - Apr 14, 2026
Corkscrew Shores, 14342 Pine Hollow Dr, Estero, Florida 33928, image 1
$980,000$45K
  • 3 Beds
  • 3 Baths
  • 2,488 SqFt
  • $394/SqFt
  • $594/mo HOA
Premium
House sold in Corkscrew Shores
14342 Pine Hollow Dr, Estero, FL 33928
Listing Courtesy Of: Realty One Group MVP
Sold - Apr 13, 2026
Corkscrew Shores, 20597 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$1,235,000$15K
  • 3 Beds
  • 3 Baths
  • 2,488 SqFt
  • $496/SqFt
Premium
House sold in Corkscrew Shores
20597 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Compass Florida, LLC
Sold - Apr 13, 2026
Corkscrew Shores, 20541 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$1,320,000$40K
  • 4 Beds
  • 41/2 Baths
  • 3,921 SqFt
  • $337/SqFt
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House sold in Corkscrew Shores
20541 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Coldwell Banker Realty
Sold - Apr 10, 2026
Corkscrew Shores, 14227 Arrow Point Ct, Estero, Florida 33928, image 1
$730,000$20K
  • 3 Beds
  • 2 Baths
  • 2,009 SqFt
  • $363/SqFt
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House sold in Corkscrew Shores
14227 Arrow Point Ct, Estero, FL 33928
Listing Courtesy Of: Realty One Group MVP
Sold - Apr 8, 2026
Corkscrew Shores, 20245 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$640,000$8K
  • 2 Beds
  • 2 Baths
  • 1,433 SqFt
  • $447/SqFt
  • $594/mo HOA
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House sold in Corkscrew Shores
20245 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Coldwell Banker Realty
Sold - Apr 3, 2026
Corkscrew Shores, 20297 Corkscrew Shores Blvd, Estero, Florida 33928, image 1
$625,000$24K
  • 3 Beds
  • 2 Baths
  • 1,433 SqFt
  • $436/SqFt
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House sold in Corkscrew Shores
20297 Corkscrew Shores Blvd, Estero, FL 33928
Listing Courtesy Of: Coldwell Banker Realty
Sold - Apr 1, 2026
Corkscrew Shores, 14213 Moonlit Way, Estero, Florida 33928, image 1
$1,100,000$250K
  • 5 Beds
  • 41/2 Baths
  • 3,936 SqFt
  • $279/SqFt
  • $594/mo HOA
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House sold in Corkscrew Shores
14213 Moonlit Way, Estero, FL 33928
Listing Courtesy Of: Keller Williams Realty Fort Myers and the Islands
1 - 29 of 257 Results

Subdivision Amenities

Barbecue
Bike And Jog Path
Bike Storage
Bocce Court
Business Center
Cabana
Clubhouse
Community Boat Dock
Community Boat Ramp
Community Room
Fishing Pier
Fitness Center
Full Service Spa
Hobby Room
Internet Access
Lakefront Beach
Library
Park
Pickleball
Play Area
Pool
Restaurant
See Remarks
Shuffleboard Court
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Bike And Jog Path
Bocce Court

HOA Cost Benchmark

$0.22 / Sq.Ft.

Monthly ownership cost
↑69%above peers
↑22%above city avg
This Community
$0.22
Comparable Premium Avg
$0.13
Estero, FL Avg
$0.18
$0.00
$0.15
$0.30
Higher than peers, higher than the city average
Peer Set · 13 comparable communities
See Cost Context

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Preconstruction in Estero

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The Island At West Bay Club
The Island At West Bay Club
The Island At West Bay Club
Condos
  • Starts at
    $2.7M
  • Units
    86
  • Stories
    24

Island West Bay is an intimate collection of 86 luxury corner residences rising along the Estero Bay shoreline. The tower is now under construction, creating a rare opportunity for buyers seeking panoramic Gulf views, modern floorplans with dual exposures, and immediate access to golf, beach, and club amenities at West Bay Club. The location places residents minutes from Naples with a lifestyle that begins well before move in.

Spacious Corner Residences With Panoramic Bay and Gulf Views

Island West Bay residences are thoughtfully designed corner homes that maximize natural light, privacy, and the surrounding coastal landscape. Every layout features floor to ceiling glass, generous open living spaces, and panoramic views of Estero Bay and the Gulf. Modern finishes, expansive terraces, and efficient plan configurations create a refined residential experience within an intimate high rise setting in Southwest Florida.

Island West Bay offers a private collection of amenities designed to support daily wellness and entertainment. Residents enjoy a rooftop pool with panoramic views, a refined club room, a sports lounge with simulator, a fitness center, guest suites, pet friendly spaces, and a resort style pool deck overlooking Estero Bay. These amenities create a complete coastal lifestyle within a boutique high rise environment in Southwest Florida.

Rooftop Amenities with Captivating Views

From atop The Island's 24th floor, views of the serene Estero Bay Waterway and the sparkling Gulf of Mexico create a breathtaking backdrop for morning yoga, refreshing dips and sunset celebrations. The Island's Relaxation Pool offers a sun shelf for warm conversations and a whirlpool spa for ultimate relaxation.

State-of-the-Art Fitness Center

An expansive state-of-the-art Fitness Center will feature the latest high-tech cardio and strength equipment plus free weights and other athletic equipment. Whether the day calls for a high-intensity cardio workout or simply relaxing by the pool as your cares drift away on the Gulf's warm breezes, you'll be pampered by The Island's customized Arrival Level spaces. Of course, the rooftop yoga and meditation area are also available to add variety to your workout.

Sports Lounge

The Island's Golf Simulator room lets you tee off from the comfort of home, offering course and hole placement selections to customize your level of practice challenge. Weather is no longer a factor, as you hone your game by challenging a variety of courses from around the world in a virtual setting.

Tropical Oasis at the Resort-Style Pool and Cabanas

The arrival level will be the heart of entertainment, featuring a lap lane for fitness enthusiasts, an adjoining family pool, and a separate spa area. Lounge in the Florida sunshine from the cabanas or enjoy an al fresco dinner at the outdoor summer kitchen. The Island is also conveniently equipped with secured Wi-Fi throughout the common areas.

Rooftop Open-Air Kitchen

The rooftop Open-Air Kitchen provides everything you need for a successful social event, from the BBQ Grill, to the prep area and bar and table seating that lets you toast to the wide Estero Bay and Gulf views. Here amongst the stars, entertainment areas with fire pits provide ample seating to gather with friends or simply stargaze at the Florida night sky.

Arrive in Style at The Island

A dramatic porte cochére signals a premier arrival experience for residents and guests at The Island. Exemplary on-site Staff Services create a welcoming arrival for visiting guests as well as management of delivery and home services. The intuitively designed resident Mail Room provides ample space for package deliveries. Service elevators allow convenient access to all floors for maintenance staff and deliveries.

Inviting Gathering Spaces

A well-appointed Business Center featuring a shared working space allows for work-from-home activities. The spacious Club Room allows for festive game nights with an ensuite catering kitchen and club bar, while the Splash Lounge offers a relaxed spot by the pool to unwind with friends and family.

Private Guest Suites

When you make The Island at West Bay your home, you'll be the envy of your family and friends. Go ahead and invite them to visit often as two private, one-bedroom Guest Suites are available to provide exceptional accommodations and the convenience of being only an elevator ride away from your private residence.

Pet-Friendly Grooming and Dog Park

A dedicated dog washing room provides a grooming table and dryers to pamper your furry best friend without ever having to leave the building. It's the perfect location for your mobile pet service to care for your four-legged family member. Just outside the building, The Island's private Dog Park offers pet and owner comfort with benches, water station and safety fencing.

Peace of Mind with Gated Access

Safety and security are top of mind considerations throughout the design of The Island. The community's unique island location creates a private sanctuary behind the 24/7 manned West Bay Club gatehouse. In addition, The Island provides the latest technology solutions for access-controlled entry points at all elevators, lobbies, parking garage and amenities. During business hours, The Island's on-site staff is available to assist with resident needs.

Underground & Secured Parking

The Island's Garage Parking Plan includes two parking spaces per residence with easy access to the elevator core to whisk you away to your residence. With an eye towards the future, each of our residences will include infrastructure towards supporting installation of a commercial EV charger at assigned parking spaces.

Details

Nearby Subdivisions

Entry-Level
0.33 miles
For Sale (4)
$252K - $279K
For Rent (4)
$2K - $4K
Mid-Tier
0.44 miles
For Sale (3)
$1.5M - $1.9M
Entry-Level
0.50 miles
For Sale (19)
$252K - $775K
For Rent (15)
$2K - $6K
Entry-Level
0.89 miles
For Sale (4)
$609K - $775K
Mid-Tier
1.10 miles
For Sale (9)
$774K - $1.4M
For Rent (4)
$7K - $19K

Schools

Scores

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

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
37

100
Sound Score®
Bearable noise
77

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
33

100
Local Score
Limited local amenities nearby
0

100

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