16207 Captiva Dr, Captiva, FL 33924
Property image
Property image
OFF MARKET

16207 Captiva Dr
Captiva, FL 33924

  • 4 Beds
  • 4 Baths

$4,371,000

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $27,116/mo*

$4,371,000

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $27,116/mo*
4 Beds
4 Baths

Local Information

  • Map ViewExplore the area around 16207 Captiva Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School6 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

Monthly Furnished Rentals For 30 Nights Or More
A Captiva Classic with Endless Character and Sunset CharmStep back in time without sacrificing comfort at Baybarlyn Captiva, a sprawling mid-century modern retreat nestled between the Gulf and the bay. Built in 1953 and lovingly preserved, this 3,000-square-foot home brings together vintage island charm and updated conveniences. With a private beach just across the street and a shared dock on the bay, this home offers the ultimate in Captiva-style livingperfect for family getaways, large gatherings, or peaceful retreats.Timeless Style Meets Island ComfortBaybarlyn's open-concept design is made for memory-making. The original 1950s tile floors, exposed brick fireplace, and enclosed lanai with wood finishes add nostalgic warmth throughout. The spacious living and dining area is furnished for comfort with a large sectional, flat-screen TV, and game-ready setup. The adjoining kitchen includes updated appliances, a coffee bar, tall counters, and ample cabinetry for everything from group dinners to morning pancakes.The main-level queen bedroom has an updated en-suite bath and beach views. A few steps down, you'll find a cheerful, family-friendly guest room with a queen bed, two twins, a flat-screen TV, and a cozy window seat. Upstairs, the first guest suite offers two double beds and a private bathroom. The second upstairs bedroom features a king-sized bed, private bath, and a screened lanai overlooking the poolan ideal sunrise coffee spot. The backyard is a private oasis with a 32' x 16' heated pool surrounded by tropical landscaping. The shallow wading ledge is perfect for little ones, while in-water ledges offer lounging spots for adults. Two outdoor showers are available to rinse off after a beach day or kayak trip.Special Features & AmenitiesPrivate Beach Access just across the streetShared Dock Access for boating, kayaking, or fishingHeated Pool with shallow ledge, lounge areas, and lush landscapingFour Bedrooms + Multiple Living Areas ideal for families or groupsSmart TV, Xbox, DVD Players, Stereo, & Game ClosetHigh-speed Wi-Fi throughoutTwo Outdoor Showers and a full-size washer/dryerEasy access to Captiva's shops, restaurants, and marinasPlan Your Island Escape - Whether you're stargazing from the lanai, shelling on the private beach, or launching a kayak into the back bay, Baybarlyn is your gateway to authentic Captiva Island living. Rich with history, thoughtfully furnished, and steps from both sunrise and sunset views, this is the kind of home where stories are made and traditions begin.Kingfisher Vacation Rentals will only book reservations up to 51 weeks in advance.All of our properties have contact-free check-ins.
16207 Captiva Dr, Captiva, FL 33924 is a 4 bedroom, 4 bathroom single-family home. It last sold for $699,000 on Jun 18, 1999 (2,094% above the $31,861 asking price). More recently, it was listed as a rental in April 2026 with an asking price of $31,861 per month. That rental listing was removed on April 20, 2026. It is currently off market. The Trulia Estimate is $4,371,000, with a rent estimate of $38,032/month.

Home Highlights

Parking
No Info
Outdoor
Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
83 days ago

Home Details for 16207 Captiva Dr

Interior Features

Heating & Cooling
Heating: Electric, Natural GasAir ConditioningCooling System: Air ConditionerHeating Fuel: Electric
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Room & Shared Space
Shared space is furnished

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Month

Exterior Features

Pool
Pool
Parking & Garage
Parking: Covered Other

Additional Information

Smoke Free

Price History for 16207 Captiva Dr

DatePriceEventSource
04/20/2026$31,861ListingRemovedZillow Rentals
04/18/2026$31,861Listed For RentZillow Rentals
06/18/1999$699,000Sold
N/A

Market trends in Captiva

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
101
7
MoM
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Property Tax and Assessment

Year2025
Tax$53,670
Assessment$4,738,082
Home facts updated by county records

Comparable Sales for 16207 Captiva Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.28
Single-Family Home
$5,950,000
03/24/26
5
6
4,429
0.30
Single-Family Home
$4,400,000
01/13/26
3
2
1,068
0.64
Single-Family Home
$7,500,000
02/18/26
3
3
2,920
1.13
Single-Family Home
$850,000
09/19/25
2
2.5
1,440
1.19
Single-Family Home
$638,600
04/21/26
6
6.5
3,555
1.14
Single-Family Home
$985,000
08/22/25
2
2.5
1,440
1.09
Single-Family Home
$1,286,000
11/06/25
3
2
1,622
1.20
Single-Family Home
$2,900,000
08/07/25
4
4
2,622
1.10
Single-Family Home
$1,337,500
11/21/25
3
2
2,138
1.33
Single-Family Home
$2,512,000
07/22/25
4
4
3,418

Nearby homes

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Assigned Schools

These are the assigned schools for 16207 Captiva Dr.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Apartments for Rent

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Homes for sale near 16207 Captiva Dr

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Off Market Homes Near 16207 Captiva Dr

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