16475 Captiva Dr
Captiva, FL 33924
3 Beds
3.5 Baths
3,258 sqft (on 3.56 acres)
3 Beds
3.5 Baths
3,258 sqft
(on 3.56 acres)
Local Information
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Description
DO NOT CALL OWNER. THERE IS AN ACTIVE LISTING AGREEMENT IN PLACE. PROPERTY WILL BE RELISTED ON MAY 8TH 2026.Presented with a new design vision by MHK Architecture, this extraordinary Captiva Island estate features concept plans to reimagine the existing residence, design a new coastal masterpiece, or expand by combining with the adjacent 1.5-acre estate lot to create a contiguous 5-acre compound unlike anything else on Captiva Island. A once-in-a-generation opportunity to own one of the islands largest and most private bayfront properties - 3.5 acres of gated serenity with an existing custom built home that has never flooded, Gulf access, resort-style amenities, and exceptional privacy along the coveted Roosevelt Channel. Surrounded by unspoiled nature, the property offers direct Gulf access with private docks. Inside, the existing home showcases soaring beamed ceilings, rich wood flooring, and a dramatic beacon tower filling the great room with natural light. Thoughtfully designed for entertaining and easy island living, it offers a chefs kitchen, formal dining, wood-accented den, private study, and flexible guest quarters. Two grand ensuite bedrooms serve as luxurious sanctuaries, complemented by an indoor wellness wing with travertine-lined pool, fitness room, and sauna. Outdoors, enjoy a tennis court, bocce court, firepit overlooking the bay, and a rooftop hot tub for starlit evenings. A three-car garage with workshop provides ample space for vehicles, storage, and all your waterfront essentials. With no HOA restrictions, the estate offers remarkable flexibility - whether envisioned as a family legacy compound, private coastal retreat, or trophy property of architectural distinction- where architectural vision meets natural beauty.**Some photos in this listing have been virtually staged to illustrate the potential use and layout of the space. Furnishings and décor shown are for illustrative purposes only and are not included in the sale.**
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
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Home Highlights
Parking
Attached Garage
Outdoor
Pool
View
Water
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 16475 Captiva Dr
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Levels, Entrance, & Accessibility Stories: 2 |
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Year Built Year Built: 2003 |
Property Type / Style Property Type: Single Family HomeArchitecture: Other |
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Pool Pool |
Parking & Garage GarageParking: Garage Attached, Garage Attached |
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Lot Area: 0.00 Acres |
Source: Douglas Elliman, MLS#225008413
Price History for 16475 Captiva Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 04/29/2026 | $4,695,000 | ListingRemoved | Douglas Elliman #A4638952 |
| 04/03/2026 | $4,695,000 | PendingToActive | SWFLMLS #225008413 |
| 03/24/2026 | $4,695,000 | Pending | SWFLMLS #225008413 |
| 03/02/2026 | $4,695,000 | PriceChange | SWFLMLS #225008413 |
| 01/29/2026 | $4,995,000 | PriceChange | SWFLMLS #225008413 |
| 01/07/2026 | $5,495,000 | PriceChange | SWFLMLS #225008413 |
| 10/29/2025 | $5,995,000 | Listed For Sale | SWFLMLS #225008413 |
| 09/13/2025 | $6,950,000 | ListingRemoved | Douglas Elliman #225008413 |
| 04/24/2025 | $6,950,000 | PriceChange | SWFLMLS #225008413 |
| 04/02/2025 | $7,495,000 | PriceChange | SWFLMLS #225008413 |
| 02/04/2025 | $8,500,000 | Listed For Sale | SWFLMLS #225008413 |
| 09/10/2024 | $13,990,000 | ListingRemoved | SWFLMLS #224072419 |
| 09/04/2024 | $13,990,000 | Listed For Sale | SWFLMLS #224072419 |
| 07/07/2000 | $950,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $65,833 |
| Assessment | $6,724,047 |
Home facts updated by county records
Comparable Sales for 16475 Captiva Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.68 | Single-Family Home | $3,125,000 | 04/09/26 | 3 | 3 | 3,028 | |
0.13 | Single-Family Home | $7,900,000 | 06/03/25 | 6 | 8.5 | 9,026 | |
1.04 | Single-Family Home | $2,100,800 | 12/19/25 | 3 | 3.5 | 2,387 | |
0.76 | Single-Family Home | $5,950,000 | 03/24/26 | 5 | 6 | 4,429 | |
1.39 | Single-Family Home | $1,150,000 | 03/20/26 | 4 | 3 | 2,936 | |
1.17 | Single-Family Home | $955,000 | 04/07/26 | 3 | 2 | 1,485 | |
1.12 | Single-Family Home | $7,500,000 | 02/18/26 | 3 | 3 | 2,920 | |
1.41 | Single-Family Home | $1,925,000 | 03/16/26 | 3 | 3 | 2,939 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALE5.14 ACRESDouglas Elliman Florida,LLC
FOR SALE2.3 ACRESRoyal Shell Real Estate, Inc.
FOR SALE2.3 ACRESMike H McMurray, Royal Shell Real Estate, Inc.
OFF MARKET
OFF MARKETDouglas Elliman Florida,LLC
FOR SALE1.07 ACRESMike H McMurray, Royal Shell Real Estate, Inc.
FOR SALE1.99 ACRESMike H McMurray, Royal Shell Real Estate, Inc.
FOR SALE
3D VIEW1.34 ACRESMike H McMurray, Royal Shell Real Estate, Inc.
FOR SALE1.06 ACRESMike H McMurray, Royal Shell Real Estate, Inc.
FOR SALE2.1 ACRESTracy A Walters, Royal Shell Real Estate, Inc.
OFF MARKETMike H McMurray, Royal Shell Real Estate, Inc.
Assigned Schools
These are the assigned schools for 16475 Captiva Dr.
- Fort Myers High School
- 9-12
- Public
- 1760 Students
5/10GreatSchools RatingParent Rating AverageIf your child is not part of the I.B program forget about it . That’s all they care about . They have duel enrollment which allows students to graduate with h.s diploma and get AA degree but the school could care less about those students. 2025 graduation ceremony didn’t have one thing listed about duel enrollment .Parent Review1y ago - The Sanibel School
- PK-8
- Public
- 213 Students
9/10GreatSchools RatingParent Rating AverageThe Sanibel School is truly a gem where students thrive academically, creatively, and personally. The school fosters an environment of excellence, supported by a dedicated team of educators who go above and beyond to ensure every child succeeds. From the innovative STEAM programs to their exceptional environmental education initiatives, students are engaged in hands-on, meaningful learning experiences that prepare them for the future. What sets Sanibel School apart is the incredible community and parent support. Families are deeply involved, collaborating with teachers to enhance the learning environment. Local organizations, like Ding Darling, SCCF, Sanibel Sea School, and CROW partner with the school, enriching students' experiences and providing unique opportunities beyond the classroom. The connection between the school and the Sanibel community creates a nurturing and dynamic atmosphere where students are empowered to grow into confident, curious, and responsible individuals.Sanibel School is more than just a place of learning; it’s a community hub that values education, creativity, and environmental stewardship. The school’s commitment to student success and the overwhelming support from parents and the local community make it an exemplary educational institution.Parent Review1y ago - Cypress Lake High School
- 9-12
- Public
- 1328 Students
5/10GreatSchools RatingParent Rating AverageThe staff exploits the total lack of accountability. Administration targets students and families as retaliation for complaints. Under leadership of the previous principal the school received a grade A for 5 out of 7 years. With the current principal at the reigns, the school has never received an A, yet they are the 2nd highest paid principal in the district. This principal takes liberties that are not within her authority, yet the district provides no accountability. While the administration is terrible at this school, it is a product of the school board and district's example of zero accountability. Consequences for noncompliance with policies only exist for students and parents.Parent Review2y ago - Estero High School
- 9-12
- Public
- 1581 Students
4/10GreatSchools RatingParent Rating AverageGreat school with great teachers and administrators.Parent Review1y ago - South Fort Myers High School
- 9-12
- Public
- 1619 Students
2/10GreatSchools RatingParent Rating AverageI think it is a very good school, they keep the student busy in all areas. Teacher have very good values, and they are very good example to the student. I had kids there, my older one just graduated and the other one is in 10 Grade.Parent Review11y ago - Dunbar High School
- 9-12
- Public
- 1695 Students
2/10GreatSchools RatingParent Rating AverageThe principal plays favorites with his employees. For instance, one, long time, hard working employee can be entirely overlooked and placed in new position to be replaced by a less educated and older choice from the principal. When the principal and/or school board members fail their best and brightest younger teachers, it's the students who will untimely fail.Other Review2y ago - Bonita Springs High School
- 9-12
- Public
- 1475 Students
3/10GreatSchools RatingParent Rating Average
No reviews available for this school. 
Check out schools near 16475 Captiva Dr.
What Locals Say about Captiva
At least 3 Trulia users voted on each feature.
100 % Say people would walk alone at night
89 % Say it's walkable to restaurants
82 % Say there's wildlife
78 % Say parking is easy
75 % Say it's quiet
69 % Say it's dog friendly
67 % Say they plan to stay for at least 5 years
67 % Say car is needed
56 % Say there's holiday spirit
50 % Say streets are well-lit
50 % Say kids play outside
43 % Say yards are well-kept
38 % Say it's walkable to grocery stores
25 % Say there are sidewalks
20 % Say neighbors are friendly
14 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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Apartments for Rent
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See more homes for rent inCaptiva
Homes for sale near 16475 Captiva Dr
- 5.14 ACRESDouglas Elliman Florida,LLC
- 2.3 ACRESRoyal Shell Real Estate, Inc.
- 2.3 ACRESMike H McMurray, Royal Shell Real Estate, Inc.
- 1.99 ACRESMike H McMurray, Royal Shell Real Estate, Inc.
1.06 ACRESSue Plein, Kingfisher Real Estate Inc.- 2.1 ACRESTracy A Walters, Royal Shell Real Estate, Inc.
- 1.34 ACRESMike H McMurray, Royal Shell Real Estate, Inc.
1.85 ACRESJeff Burns, Premier Sotheby's Int'l Realty
0.91 ACRESBabs Maughan, John R. Wood Properties- 1.07 ACRESMike H McMurray, Royal Shell Real Estate, Inc.
See more homes for sale inCaptiva
Off Market Homes Near 16475 Captiva Dr
SOLDMAY 22, 2026Valerie J Tutor, Kingfisher Real Estate Inc.
SOLDMAY 15, 2026Babs Maughan, John R. Wood Properties
SOLDAPR 9, 2026Sue Plein, Kingfisher Real Estate Inc.
SOLDMAR 24, 2026Stephanie Bissett, Premier Sotheby's Int'l Realty
SOLDMAR 18, 2026
SOLDMAR 17, 2026Joan B Stokes, Timbers FL Real Estate Company LLC
SOLDMAR 10, 2026Jeff Burns, Premier Sotheby's Int'l Realty
SOLDFEB 12, 2026Royal Shell Real Estate, Inc.
SOLDFEB 12, 2026Mary Ann Cowart, Royal Shell Real Estate, Inc.
SOLDFEB 5, 2026Teresa T Baker, Royal Shell Real Estate, Inc.- See more homes for sale inCaptiva
Homes for rent near 16475 Captiva Dr
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16475 Captiva Dr, Captiva, FL 33924 is a 3 bedroom, 4 bathroom, 3,258 sqft single-family home built in 2003. This property is not currently available for sale. 16475 Captiva Dr was last sold on Jul 7, 2000 for $950,000 (80% lower than the asking price of $4,695,000). The current Trulia Estimate for 16475 Captiva Dr is $4,248,700.