The Most Accessible Way Onto the Beach in Bay Colony
Contessa opened the beachfront row at Bay Colony in 1991: 76 residences at 8111 Bay Colony Drive, directly on the sand at the southern end of the six towers, between the Strand estate homes and Carlysle. Its residences face the Gulf from deep screened terraces, it has its own tennis court, and its plans are the most compact on the beach. It also sells at the lowest price per square foot of the six: eleven residences closed between September 2024 and September 2026 at a median of $2.9 million, about $1,353 a square foot.
Contessa at a Glance
| Address | 8111 Bay Colony Drive, Naples, FL 34108 — beachfront, the southernmost tower, between Strand at Bay Colony and Carlysle |
| Year Built | 1991 — the first of the six beachfront towers |
| Residences | 76 on 21 floors — four per floor on the standard floors, two per floor on the penthouse levels |
| Floor Plans | Four stacks from 2,125 to 3,027 sq ft, two or three bedrooms, most with a den; screened terraces 393–593 sq ft |
| Sales | 11 from September 2024 to September 2026, $1.93 million to $9.0 million, median $2.9 million |
| Annual Fees | About $59,000 to $66,000 a year for a standard residence in recent listings |
| The Building | Common areas renovated in 2021 at a cost of about $3 million; full engineering inspection in 2022 |
| Parking | Two spaces per residence in the under-building garage |
| Amenities | Beachside pool and spa with private cabanas, on-site tennis court, fitness center and Pilates studio, social room with catering kitchen, board room, game room, grilling area, two guest suites, grand lobby, 24-hour staffed entrance |
| Pets | One dog up to 25 lb and 15 inches at the shoulder, or two cats |
| Leasing | Up to three leases per year, 90-day minimum — the most flexible policy among the beachfront towers |
| Club Privileges | Bay Colony Beach Club and Tennis Club membership with the residence; Pelican Bay Foundation amenities |
Contessa at Bay Colony - Active Listings
Featured Residence: Contessa 1904
A 19th-floor 04-stack residence, three bedrooms plus den, 2,626 square feet, turnkey, with the Gulf on one side and the Naples skyline on the other — represented by Alpizar & Company.
Request a Curated Selection of Contessa Residences
We know Contessa from the inside, residence by residence — which stacks carry the southern view, which homes have been opened up and which are original. Tell us what you are looking for and we will send a hand-picked selection, including residences being prepared for market. Call (239) 438-1102.
Contessa Sales, September 2024 to September 2026
Eleven Contessa residences closed in the two years to September 24, 2026, from $1.93 million to $9.0 million. The top of that range was a combined residence, two plans joined into 5,068 square feet on the tenth floor; the standard plans sold between about $1.9 million and $4.8 million. Across all eleven the median was $2.9 million and about $1,353 a square foot, the lowest of Bay Colony's six beachfront towers, against about $1,728 next door at Carlysle and more than $2,000 at Remington.
| Residence | Sold | Per Sq Ft |
|---|---|---|
| Residence 1003-1004 Combined 03 and 04 · 4 BR + den · 5,068 sq ft |
$9,000,000 Oct 2025 |
$1,776 |
| Residence 701 01 stack · 3 BR + den · 3,061 sq ft |
$4,800,000 Oct 2025 |
$1,568 |
| Residence 401 01 stack · 3 BR + den · 3,061 sq ft |
$4,700,000 Apr 2025 |
$1,535 |
| Residence 604 04 stack · 3 BR + den · 2,626 sq ft |
$3,440,000 Nov 2025 |
$1,310 |
| Residence 1602 02 stack · 2 BR + den · 2,125 sq ft |
$3,075,000 Jan 2025 |
$1,447 |
| Residence 302 02 stack · 2 BR · 2,123 sq ft |
$2,900,000 May 2026 |
$1,366 |
| Residence 1102 02 stack · 2 BR · 2,125 sq ft |
$2,875,000 Jun 2026 |
$1,353 |
| Residence 103 03 stack · 2 BR + den · 2,297 sq ft |
$2,625,000 Mar 2025 |
$1,143 |
| Residence 1403 03 stack · 3 BR · 2,297 sq ft |
$2,600,000 Mar 2026 |
$1,132 |
| Residence 503 03 stack · 2 BR + den · 2,287 sq ft |
$2,200,000 May 2026 |
$962 |
| Residence 104 04 stack · 3 BR + den · 2,626 sq ft |
$1,930,000 Jan 2026 |
$735 |
Closed sales reported through the Naples Area Board of REALTORS® MLS, September 2024 to September 2026. Price per square foot uses the living area in each MLS record.
Floor Plans and Prices by Stack
Contessa's standard floors hold four residences, each with a deep screened terrace over the Gulf. The 01 and 02 stacks on the south side look down the empty beach toward Naples as well as west, and the sales show it: the 01 stack, the largest standard plan, sold for the most per square foot. The 04 stack pairs three bedrooms plus a den with the largest terrace. Owners have renovated steadily since the 1990s, opening kitchens to living rooms and, in some homes, raising the original soffits for taller ceilings, so a renovated Contessa residence and an original one on the same stack can sell far apart. Remodeling is scheduled by the association within off-season construction windows, worth knowing before you buy to renovate.
| Plan | Sales | Per Sq Ft |
|---|---|---|
| 01 stack 3 BR + den · 3,027 sq ft · south side |
2 sales $4.7M and $4.8M |
$1,552 median per sq ft |
| 02 stack 2 BR · 2,125 sq ft · south side |
3 sales $2.88M to $3.08M |
$1,366 median per sq ft |
| 03 stack 2 BR + den · 2,297 sq ft |
3 sales $2.2M to $2.63M |
$1,132 median per sq ft |
| 04 stack 3 BR + den · 2,626 sq ft |
2 sales $1.93M and $3.44M |
$735 to $1,310 per sq ft |
| Combined residence 03 and 04 joined · 5,068 sq ft |
1 sale $9.0M |
$1,776 per sq ft |
Fees, Leasing and the Building
Recent Contessa listings report total annual recurring fees of about $59,000 to $66,000 for a standard residence, about $21 to $31 a square foot a year depending on the plan, the highest per square foot of the six beachfront towers, partly because smaller residences share the same beachfront building, staff and grounds as the larger towers. The association has kept the building current: a common-area renovation of about $3 million in 2021, which added a Pilates studio and glass railings at the pool, and a full engineering inspection in 2022, the year Florida adopted its milestone-inspection law for older condominium buildings.
Florida’s condominium safety law requires 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. Completed in 1991, Contessa is past the 30-year mark, so ask the association for the latest inspection report or its schedule, the reserve study 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.
Contessa also has the most flexible leasing on the Bay Colony beach, up to three leases a year with a 90-day minimum. Residences offered for lease over the last two years asked about $40,000 to $45,000 a month in season and about $25,000 off-season. Our Bay Colony seasonal rentals page covers the rental rules building by building, and the Bay Colony Market Report follows Contessa's sales each month.
Inside Contessa
Sunset from a Contessa terrace, with the beach directly below.
The two-story lobby, staffed around the clock.
The beachside pool and spa, a few steps from the dune walkover.
Where Contessa Sits on the Bay Colony Beach
Contessa is number 6 on the map below, the southernmost of the six beachfront high-rises, between Carlysle to the north and the twelve Strand estate homes to the south. It sits at the southern end of the Bay Colony beach; the private Bay Colony Beach Club is a short walk north along the sand past Carlysle, Brighton, Biltmore and Windsor, with Remington and the Ritz-Carlton beyond it.
The six Bay Colony beachfront high-rises and the Strand estate homes, north to south. Map by Alpizar & Company.
A drone tour of the Bay Colony beachfront from north to south: the Ritz-Carlton and Remington, the Beach Club and Windsor, Biltmore, Brighton and Carlysle, Contessa, and the Strand estate homes at the southern end.
Contessa from Above
The Bay Colony Lifestyle
Contessa sits at the southern end of the Bay Colony beach, with the private Bay Colony Beach Club a short walk north along the sand for Gulf-front dining, chair and umbrella service and sunset drinks, and the Ritz-Carlton beyond it. Membership in the Beach Club and the Bay Colony Tennis Club comes with the residence, along with Pelican Bay Foundation privileges; Contessa's own court means a game is never more than an elevator ride away. Waterside Shops, Artis—Naples and Mercato are minutes away. Compare Carlysle next door, the beachfront homes of Strand at Bay Colony, or all six Bay Colony beachfront condos side by side. If you own at Contessa, see Selling in Bay Colony.
Bay Colony Communities
Beachfront High-Rises | View All
Gulf-View Condos | View All
Estate Homes & Villas | View All
More About Bay Colony
Contessa Questions
Where is Contessa at Bay Colony?
At 8111 Bay Colony Drive, Naples, FL 34108, directly on the beach inside the gates of Bay Colony in Pelican Bay. It is the southernmost of the six beachfront towers, between the Strand estate homes and Carlysle.
How much do Contessa condos cost?
Eleven Contessa residences sold between September 2024 and September 2026, from $1.93 million to $9.0 million, at a median of $2.9 million and about $1,353 a square foot. That is the lowest price per square foot of Bay Colony's six beachfront towers, which makes Contessa the most accessible way onto the beach in Bay Colony.
How many residences are in Contessa, and how large are they?
Seventy-six residences on 21 floors, four per floor on the standard floors and two per floor on the penthouse levels, in four plans from 2,125 to 3,027 square feet with two or three bedrooms, most with a den.
What are the HOA fees at Contessa?
Recent listings report total annual recurring fees of about $59,000 to $66,000 a year for a standard residence, about $21 to $31 a square foot depending on the plan, the highest per square foot of the six beachfront towers. Confirm the current budget and any assessments with the association.
Can Contessa residences be leased, and are pets allowed?
Yes, up to three times per year with a 90-day minimum term, which is more flexible than the other Bay Colony beachfront towers. Owners may keep one dog up to 25 pounds and no taller than 15 inches at the shoulder, or two cats. Verify current leasing and pet rules in the association documents before purchasing.
How does Florida’s condo safety law affect Contessa?
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. Completed in 1991, Contessa is past the 30-year mark, so ask for the latest inspection report or its schedule, the reserve study and any planned special assessments before you buy. Resale buyers have seven days after receiving the condominium documents to cancel.
Unit counts, dimensions, fees, pet and leasing terms are drawn from MLS records, public sources and association materials, are believed reliable but not guaranteed, and should be verified against current governing documents before purchase.
Meet the Team
Connect with Real Estate Advisors... not Salespeople.
Alpizar & Company is a family-owned independent brokerage specializing in luxury waterfront real estate in Naples, Marco Island and Bonita Springs. Led by Robert Alpizar (CLHMS, GRI, SRS, PSA) and Marlene Alpizar, our team operates as advisors — not salespeople — guiding buyers and sellers with firsthand local expertise and no corporate quotas.
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