16785 Captiva Dr
Captiva, FL 33924
4 Beds
4 Baths
2,962 sqft (on 0.37 acres)
4 Beds
4 Baths
2,962 sqft
(on 0.37 acres)
We estimate this home will sell faster than 85% nearby.
Home Highlights
Parking
Garage
Outdoor
Porch, Patio, Pool
Climate Control
Heating & Cooling
Price/Sqft
$910
Listed
36 days ago
Local Information
- Map ViewExplore the area around 16785 Captiva Dr.
- Schools1 Preschool School1 Elementary School1 Middle School6 High Schools
- Shop & Eat
-- mins to
About this House
Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside living come together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rare combination of private dockage, direct boating access to the Gulf waters and surrounding islands, and beach access with parking just steps away at Blind Pass. Designed to embrace the beauty of its island surroundings, the residence exudes timeless coastal charm with bright, light-filled interiors, soaring ceilings, arched windows and doors, and seamless indoor-outdoor living. Outside, a resort-style pool is surrounded by mature tropical gardens, creating a peaceful sanctuary for relaxation and entertaining. A private dock tucked along the natural shoreline provides a serene setting for launching a boat, kayak, or paddleboard. From the private dock, enjoy direct boating access via Roosevelt Channel to Pine Island Sound, the Gulf of Mexico, North Captiva, Cayo Costa, and world-class fishing, shelling, cruising, and waterfront dining destinations throughout Southwest Florida. Whether setting out for a day on the water or exploring nearby islands, this exceptional location offers the very best of the island boating lifestyle. Thoughtfully designed with four spacious bedrooms and multiple deck spaces on either side of the home, the residence offers inviting places to relax and take in the tropical surroundings. Wonderfully appointed with an eclectic island vibe, it perfectly captures the laid-back elegance that defines Captiva living. The residence has also enjoyed a strong history as a successful vacation rental, offering owners the ability to offset carrying costs while preserving flexibility for personal use. Whether you're enjoying sunrise walks along Captiva's pristine beaches, afternoons on the water, or evenings by the pool beneath the palms, this exceptional property captures the essence of island living. Private, tranquil, and surrounded by nature, it is a rare opportunity to own a true Captiva Island retreat where boating, beach, and investment potential meet.
We estimate this home will sell faster than 85% nearby.
Home Details for 16785 Captiva Dr
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Interior Details Number of Rooms: 2Types of Rooms: Master Bedroom, Master Bathroom |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 4 |
Dimensions and Layout Living Area: 2962 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Disposal, Microwave, Electric Range, Refrigerator-Ice maker, WasherDishwasherDisposalLaundry: Laundry RoomMicrowaveWasher |
Heating & Cooling Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central |
Fireplace & Spa No Fireplace |
Windows, Doors, Floors & Walls Window: Impact Resistant Windows, Single HungDoor: French Doors, Impact Resistant DoorsFlooring: Stone, Tile |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Stone, Tile |
View Has a ViewView: Bay, Canal, Intracoastal, Lawn/Garden, Roosevelt Channel |
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Exterior Home Features Roof: MetalPatio / Porch: Open Porch, Patio, PorchFencing: Partial, FencedExterior: Storage, Dock, BalconyFoundation: Raised, SlabHas a Private Pool |
Parking & Garage No CarportHas a GarageParking: Separate Garage |
Pool Pool: In Ground, Diamond Brite, Electric Heat, Equipment Stays, PrivatePool |
Frontage WaterfrontWaterfront: Canal Salt, Intracoastal, Mangroves, Navigable Water, No Bridge, Roosevelt Channel, BayfrontRoad Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedOn Waterfront |
Water & Sewer Sewer: Private Sewer, Septic TankWater Body: Roosevelt Channel |
Farm & Range Frontage Length: 51 |
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Cumulative Days on Market: 22Days on Market: 36 |
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Year Built Year Built: 1973 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Beach House |
Building Construction Materials: Const. Complete, Frame, Stucco |
Property Information Condition: Updated/Remodeled |
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Price List Price: $2,695,000Price Per Sqft: $910 |
Status Change & Dates Possession Timing: Close Of Escrow |
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MLS Status: Active |
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Direction & Address City: CaptivaCommunity: Captiva Landings |
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Listing Agent Listing ID: 2260534 |
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Building Area Building Area: 3929 Square Feet |
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No HOA |
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Lot Area: 0.37 acres |
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Listing Terms: BTF/Cash |
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Mls Number: 2260534Water ViewWater View: Bay, Canal, Intracoastal, Roosevelt Channel |
Last check for updates: about 3 hours ago
Listing courtesy of Phaidra A McDermott, (239) 898-3778
Kingfisher Real Estate Inc.
Source: Sanibel And Captiva Island AOR, MLS#2260534
Market trends in Captiva
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
94
7MoM
Price History for 16785 Captiva Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 06/18/2026 | $2,695,000 | Listed For Sale | Sanibel And Captiva Island AOR #2260534 |
| 10/13/2015 | $1,260,000 | Sold | Florida Gulf Coast MLS #215036067 |
| 08/18/2015 | $1,395,000 | Pending | Agent Provided |
| 07/16/2015 | $1,395,000 | PendingToActive | Agent Provided |
| 07/06/2015 | $1,395,000 | Pending | Agent Provided |
| 04/13/2015 | $1,395,000 | PriceChange | Agent Provided |
| 03/27/2015 | $1,550,000 | PriceChange | Agent Provided |
| 03/18/2015 | $1,630,000 | PriceChange | Agent Provided |
| 07/17/2014 | $1,645,000 | PriceChange | Agent Provided |
| 07/04/2014 | $1,695,000 | PriceChange | Agent Provided |
| 05/29/2014 | $1,749,000 | PriceChange | Agent Provided |
| 01/18/2014 | $1,795,000 | PriceChange | Agent Provided |
| 06/20/2013 | $2,350,000 | Listed For Sale | Agent Provided |
| 06/19/2002 | $850,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $19,284 |
| Assessment | $1,350,274 |
Home facts updated by county records
Comparable Sales for 16785 Captiva Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.20 | Single-Family Home | $3,125,000 | 04/09/26 | 3 | 3 | 3,028 | |
0.63 | Single-Family Home | $2,100,800 | 12/19/25 | 3 | 3.5 | 2,387 | |
0.96 | Single-Family Home | $1,150,000 | 03/20/26 | 4 | 3 | 2,936 | |
0.93 | Single-Family Home | $1,290,000 | 12/31/25 | 4 | 3 | 2,077 | |
0.71 | Single-Family Home | $955,000 | 04/07/26 | 3 | 2 | 1,485 | |
0.91 | Single-Family Home | $1,950,000 | 04/21/26 | 4 | 4.5 | 4,344 | |
0.93 | Single-Family Home | $1,925,000 | 03/16/26 | 3 | 3 | 2,939 | |
0.96 | Single-Family Home | $1,200,000 | 04/02/26 | 2 | 2 | 2,006 | |
1.26 | Single-Family Home | $799,000 | 03/16/26 | 4 | 3.5 | 2,021 | |
1.09 | Single-Family Home | $1,899,000 | 05/12/26 | 3 | 2 | 1,860 |
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FOR SALE3D VIEW1.18 ACRESRoyal Shell Real Estate, Inc.
FOR SALE3D VIEW1.05 ACRESSue Plein, Kingfisher Real Estate Inc.
SOLDAPR 9, 2026Sue Plein, Kingfisher Real Estate Inc.
FOR SALE3D VIEW1.07 ACRESJeff Burns, Premier Sotheby's Int'l Realty
FOR SALE3D VIEW1.06 ACRESSue Plein, Kingfisher Real Estate Inc.
FOR SALE1.13 ACRESDonald R DeLuca, Royal Shell Real Estate, Inc.
FOR SALE3D VIEW2.3 ACRESMike H McMurray, Royal Shell Real Estate, Inc.
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Assigned Schools
These are the assigned schools for 16785 Captiva Dr.
- Fort Myers High School
- 9-12
- Public
- 1760 Students
6/10GreatSchools 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
10/10GreatSchools 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 AverageGreat school when I attended. Administration could’ve been better but overall great school. Hope it’s still exceptionalOther Review2w ago - Estero High School
- 9-12
- Public
- 1581 Students
4/10GreatSchools RatingParent Rating AverageGreat school with great teachers and administrators.Parent Review2y 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
4/10GreatSchools RatingParent Rating Average
No reviews available for this school. 
Check out schools near 16785 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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Phaidra A McDermott, Kingfisher Real Estate Inc.
Agent Phone: (239) 898-3778
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
16785 Captiva Dr, Captiva, FL 33924 is a 4 bedroom, 4 bathroom, 2,962 sqft single-family home built in 1973. This property is currently available for sale and was listed by Sanibel And Captiva Island AOR on Jun 18, 2026. The MLS # for this home is MLS# 2260534.