About two residences per floor, 22 stories above the Naples Cay beach.
Seasons at Naples Cay was the last tower built in the community, completed by WCI in 2002 on its final parcel. With just 43 residences on 22 stories, most floors hold about two homes, each looking out over the Gulf of Mexico and the bays that frame Naples Cay. It holds the largest residences in the community, and in September 2026 its penthouse closed at $21.5 million, the highest Naples Cay sale in the two years of MLS data we reviewed.
Seasons at a Glance
| Address | 81 Seagate Drive, Naples, FL 34103 |
| Community | Naples Cay, guard-gated |
| Built | 2002, WCI Communities |
| Residences | 43 across 22 stories, about two per floor |
| Living Area | About 4,740 to 7,243 square feet, with a penthouse of 12,933 square feet |
| Views | Gulf of Mexico, Venetian Bay and Outer Clam Bay |
| Sales | 4 from September 2024 to September 2026, from $4.45 million to $21.5 million; 1 for sale and 2 under contract on September 29, 2026 |
| Annual Fees | Total recurring fees reported in listings of about $49,200 to $81,800, and about $138,500 for the penthouse |
| Leasing | 90-day minimum, one lease per year; one recent seasonal listing at $25,000 a month |
| Pets | One pet, up to 30 pounds |
| Floor Plans | Available on request |
Seasons At Naples Cay - Active Listings
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Seasons Sales, 2024 to 2026
Every Seasons sale recorded in the MLS from September 2024 to September 2026, newest first.
| Residence | Sold | Per Sq Ft |
|---|---|---|
| Penthouse 20 5 bedrooms and den · 12,933 sq ft |
$21,500,000 September 2026 |
$1,662 86% of original ask |
| Residence 1103 4 bedrooms · 5,270 sq ft |
$5,160,000 July 2026 |
$979 76% of original ask |
| Residence 1101 4 bedrooms · 4,740 sq ft |
$4,450,000 November 2025 |
$939 89% of original ask |
| Residence 902 3 bedrooms and den · 5,069 sq ft |
$4,500,000 November 2024 |
$888 87% of original ask |
Closed sales reported through the Naples Area Board of REALTORS® MLS, September 2024 to September 2026.
Two things stand out. First, square foot for square foot, the standard Seasons residences are the least expensive in Naples Cay: they sold at about $890 to $980 a square foot, against about $1,180 at Baypointe and $1,555 at Beach House, because the floor plans are about twice as large. A buyer who wants 5,000 square feet on the beach inside a gate pays less per foot here than anywhere else in the community. Second, sellers have had to meet the market: the median sale closed at about 87% of its original asking price, and Residence 1103 sold at 76% of its first price after 216 days.
On September 29, 2026, Residence 1703, 7,243 square feet, was offered at $7.5 million, about $1,035 a square foot, and two 4,740-square-foot residences on the eighth floor were under contract after asking $4.9 million and $6.8 million. Those are the only two Naples Cay residences under contract, so Seasons is where buyers are most active right now.
Residences at Seasons
Seasons suits buyers who want the scale of an estate home with the ease of a full-service tower. Residences start near 4,740 square feet, larger plans reach about 7,200, and the penthouse extends to 12,933 square feet. With about two homes on most floors, each residence claims a generous share of the floor’s exposure, with long sightlines over the water and a private feel from the elevator to the terrace. Fees follow the scale: total annual recurring fees reported in listings run from about $49,200 to $60,500 for the 4,740- to 5,270-square-foot residences and about $81,800 for the 7,243-square-foot plan.
Amenities and Life at Seasons
A 24-hour attended front desk greets residents and guests. The pool deck covers about 14,000 square feet, with private cabanas, grills and room for entertaining. Inside, residents have a fitness room, billiards and a social room, and there is tennis on site. Leasing is limited to one 90-day lease a year, and pets to one of up to 30 pounds, which keeps the building quiet and largely owner-occupied. Only one Seasons residence was offered for the season in the MLS in the last two years, a 5,069-square-foot three-bedroom plus den at $25,000 a month. Beyond the building, Naples Cay adds its 24-hour gate, 850 feet of beach and a short drive to Waterside Shops and Venetian Village. Compare Seasons with the other towers on our Naples Cay guide, or see Seapoint, the other estate-scale building on the sand.
Florida’s Condo Safety Law
Completed in 2002, Seasons falls under Florida’s condominium safety law: a milestone structural inspection at 30 years (25 where the local building official requires it) and every 10 years after, and a structural integrity reserve study every 10 years, the first of which was due by December 31, 2025. Seasons reaches the 30-year mark in 2032, so the reserve study is the document that matters now: ask the association for it, along with the current budget and any planned special assessments, before you make an offer. Resale buyers also have seven days after receiving the condominium documents to cancel the contract.
Where Seasons Sits in Naples Cay
Seasons is number 6 on the map below, the southernmost tower, beside the guard gate where Seagate Drive enters Naples Cay, with Venetian Bay to the south-east. Beach House (4) and Club at Naples Cay (5) stand to the north along Seagate Drive, Westshore (2) and Baypointe (3) face Outer Clam Bay, and Seapoint (1) holds the north end of the beach.
The six Naples Cay high-rises, numbered north to south, with Sea House and Villas Raphael. Map by Alpizar & Company.
Seasons on the Map
Naples Cay High-Rises
More About Naples Cay
Seasons at Naples Cay Questions
When was Seasons at Naples Cay built?
Seasons was completed in 2002 by WCI Communities, the last tower built in Naples Cay.
How many residences are at Seasons?
Seasons has 43 residences across 22 stories, about two per floor. Living areas start around 4,740 square feet, larger plans reach about 7,200, and the penthouse is 12,933 square feet.
What have Seasons condos sold for?
From September 2024 to September 2026, four Seasons residences sold: three of 4,740 to 5,270 square feet at $4.45 million to $5.16 million, about $890 to $980 a square foot, and Penthouse 20 at $21.5 million in September 2026, about $1,662 a square foot. Current listings appear above.
What are the fees at Seasons?
Total annual recurring fees reported in listings run from about $49,200 to $60,500 for the 4,740- to 5,270-square-foot residences, about $81,800 for the 7,243-square-foot plan and about $138,500 for the penthouse. Confirm the current budget and any special assessment with the association.
What is the rental policy at Seasons?
Leases require a 90-day minimum, with one lease allowed per year. Only one Seasons residence was offered for the season in the MLS in the last two years, at $25,000 a month. Confirm current rules in the condominium documents before purchasing.
Are pets allowed at Seasons?
Yes, one pet of up to 30 pounds. Confirm current limits in the condominium documents before purchasing.
What amenities does Seasons offer?
Residents enjoy a 24-hour attended front desk, a pool deck of about 14,000 square feet with private cabanas and grills, a fitness room, billiards, a social room and tennis, plus Naples Cay’s guard gate and 850 feet of beach.
How does Seasons compare with Seapoint?
Both hold estate-scale residences on the Naples Cay beach. Seasons is the newer and taller building, with 43 residences on 22 stories and one 90-day lease a year; Seapoint, completed in 1991, has 28 residences on 14 stories and allows one lease of at least 180 days. Standard Seasons residences have sold for about $890 to $980 a square foot, while Seapoint’s one recent sale, its penthouse, set the Naples Cay high of about $1,909 a square foot.
How does Florida’s condo safety law affect Seasons?
Buildings of three stories or more need a milestone structural inspection at 30 years (25 where the local building official requires it) and every 10 years after, plus a structural integrity reserve study every 10 years, the first due by December 31, 2025. Seasons, completed in 2002, reaches the 30-year mark in 2032. Ask for the latest reserve study, the current budget and any planned special assessments before you buy. Resale buyers have seven days after receiving the condominium documents to cancel.
Sales figures are from Naples Area Board of REALTORS® MLS data for Seasons at Naples Cay, closed September 1, 2024 through September 29, 2026, with listings as of September 29, 2026; fees are the totals reported in listings. Building details, leasing and pet policies come from association and MLS sources and can change. Confirm current rules with the association before purchasing.
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