458 Captains Cir

4,876 Sq. Ft.
$1,038 / Sq. Ft.
4,876
Sq. Ft.
$1,038
per Sq. Ft.

Description

Built by DKM Custom Homes in 2018. This beautiful bayfront home offers a rare opportunity for anyone looking for quality, comfort, and truly breathtaking views. This masterpiece residence welcomes you with an impressive circular paver driveway and stunning 12-foot handcrafted metal front doors with glass inlays. Inside, the grand entry features16-foot ceilings, elegant crown molding, travertine stone floors, and beautifully finished walls. Straight ahead, the main living area opens effortlessly to...Built by DKM Custom Homes in 2018. This beautiful bayfront home offers a rare opportunity for anyone looking for quality, comfort, and truly breathtaking views. This masterpiece residence welcomes you with an impressive circular paver driveway and stunning 12-foot handcrafted metal front doors with glass inlays. Inside, the grand entry features16-foot ceilings, elegant crown molding, travertine stone floors, and beautifully finished walls. Straight ahead, the main living area opens effortlessly to the dining space and cabana bar, an ideal layout for entertaining while taking in peaceful pool and bay views. The west wing of the home is designed for privacy and relaxation. Just off the main living area is a dedicated study or office, followed by the spacious primary suite. The owner's retreat includes a professionally designed walk-in closet and a spa-like bathroom with dual granite vanities, custom cabinetry, a whirlpool tub with extra back jets, and a walk-in shower with body sprays. The bedroom itself features engineered hardwood floors, tray ceilings, stunning bay views, and direct access to the lanai, pool, and spa. On the east side of the home, the chef's kitchen is both beautiful and functional, equipped with Wolf appliances, a Sub-Zero refrigerator/freezer, a large island with prep sink, walk-in pantry, custom cabinetry, granite countertops, and a striking cast-stone vent hood. The kitchen flows into a casual dining area and a comfortable great room with a Heat & Glo fireplace and sliding glass doors that lead outside. The outdoor living space is where this home truly shines. Enjoy a saltwater pool and spa, tanning shelf with fountains, a full summer kitchen, spacious backyard. The panoramic five-mile bay views including the Mid-Bay Bridge are absolutely incredible. Back inside on the main level, you'll find a guest suite, full laundry room, and a staircase with custom metal railings. Upstairs offers a large recreation room with a 5.1 surround sound system, mini kitchen, half bath, and a balcony with gorgeous water views. Two additional guest bedrooms share a bath, and there's plenty of walk-in attic storage. Additional highlights include inside the garage mounted, tankless water heaters, central vacuum with retractable hoses, integrated security and surround sound wiring, Control 4 home automation, and a Generac 22kW generator. The oversized 3.5-car side-entry garage features epoxy floors, built-in cabinets, attic storage, and hurricane-rated aluminum garage doors. Constructed in 2025, custom manufactured 880 SF. boathouse, extending 83' from the bulkhead, capable of housing a 39' boat. The boathouse is engineered for saltwater environments and consists of:
Fully enclosed and painted ceiling beneath the roof.
20,000 lb. E-Drive boatlift with non-metallic control box and remote control. Swim deck platform with stairs utilizing composite Thruflow material. Entire walkway utilizing composite Thruflow material. Owens Corning structural composite lumber and piling furring strips used throughout the dock. Protective, black polyethylene piling wraps are installed on the lower sections of all pilings. Countersunk, piling mounted, marine bronze integrated L. E. D. pathway lighting operated by a stainless-steel transformer and non-metallic photocell.
2 custom manufactured, 7' -0" long, structural composite lumber dock boxes with locks.
2 custom fabricated dock box covers.
1 custom manufactured, 7'-0" long, structural composite bar top with lower storage.
Âľ" schedule 40, 316L stainless steel dock water supply piping and valves with multiple low point bleeds. Non-metallic freshwater shower. Flush mounted, non-metallic, integrated LED light fixtures throughout the boathouse. 15-amp waterproof receptacles. Located in the gated community of Regatta Bay, residents enjoy access to an 18-hole golf course, tennis and pickleball courts, community pool, playground, and a grand clubhouse all just minutes from the marina.
  1. Listed by Jamie M Wrobleski Hall • Watersound Real Estate
    P: (850)-502-7877 C: (850)-502-7877 jamie.hall@watersound.com

Property Details for 458 Captains Circle

Waterfront Features
Bay
View
Bay
Zoning
Resid Multi-Family
Architectural Style
Craftsman Style
Subdivision Name
REGATTA BAY
Waterfront YN
Yes
LISTING UPDATED: 01/20/2026 01:33 PM

Property Details for 458 Captains Circle

StatusActive
MLS #993276
Days on Market33
Taxes$31,710 / year
HOA Fees$760 / month
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Detached Single Family
Year Built2018
Lot Size0.54 AC / 23,522 SF
CountyOkaloosa County

Location

Listing Courtesy of Watersound Real Estate
Add your commute

Building Information for 458 Captains Circle

Stories2Year Built2018Building Size-Lot Size0.54 AC / 23,522 SF

Payment Calculator

$28,064 per month

30 year fixed, 6.15% Interest

Principal and Interest

$24,662

Property Taxes

$2,643

HOA Dues

$760

The Payment Calculator is for illustrative purposes only.

Property Information for 458 Captains Circle

Summary
Location and General Information
  • Community Features: Pickle Ball, Fishing, Gated Community, Golf, Pets Allowed, Picnic Area, Playground, Pool, Tennis, TV Cable
  • Directions: Enter Regatta Bay subdivision and continue on Regatta Bay Boulevard to Commodore Point Road. Turn right and then right again on Captains Circle.
  • MLS Area Minor: 1402 - Destin East of Hwy 293/Midbay Bridge Rd
  • MLS Area Major: 14 - Destin
  • Latitude: 30.402378
  • Longitude: -86.416162
  • Location Tax and Legal:Sub Area: 1402 - Destin East of Hwy 293/Midbay Bridge Rd
  • Location Tax and Legal:Elementary School: Destin
  • Location Tax and Legal:Middle School: Destin
  • Location Tax and Legal:High School: Destin
  • Location Tax and Legal:Legal Description: COMMODORE POINT S/D LOT 19
  • Project Facilities: Fishing, Gated Community, Golf, Pets Allowed2, Pickle Ball, Picnic Area, Playground, Pool2, Tennis, TV Cable3
  • Garage 2: true
Taxes and HOA
  • Association Fee Frequency: Monthly
  • Association Fee Includes: Accounting, Master Association, Recreational Faclty, Security
  • Association Fee2: $760
  • Tax Legal Description: COMMODORE POINT S/D LOT 19
  • Parcel Number: 00-2S-22-0515-0000-0190
  • Association Fee: $0
  • Association YN: Yes
  • Tax Annual Amount: $31,710
  • Listing Info Tax Legal:Last Taxes: $31,710
  • Listing Info Tax Legal:Last Tax Year: 2024.0
School Information
  • Elementary School: Destin
  • Middle Or Junior School: Destin
  • High School: Destin
Parking
  • Carport YN: No
  • Attached Garage YN: No
  • Parking Features: Carport Attached, Oversized
  • Parking Features: Carport Attached, Oversized
Property
Lot Information
  • Building Area Source: County PA Records
  • Lot Size Dimensions: 113 x 220 x 115 x 220
  • Lot Size Acres: 0.54
  • Lot Size Area: 0.54
  • Lot Size Units: Acres
  • Property Condition: Construction Complete
  • Other Structures: Boathouse
  • Lot Features: Bulkhead/Seawall, Covenants, Golf Course, Within 1/2 Mile to Water
  • Building Area Total: 4876.0
  • Lot Size Square Feet: 23522.4
  • General Property Info:SqFt Source: County PA Records
  • Waterfront: Bay
  • Waterfront Feet 2: 115
  • Waterview: Bay2
  • Lot Features: BulkheadSeawall, Covenants, Golf Course, Within 12 Mile to Water
  • Lot Features:Coastal Barrier Zone: No
Property and Assessments
  • Tax Year: 2024.0
  • Floor Plans Count: 0.0
  • Property Type: Residential
  • Year Built: 2018.0
  • Property Sub Type: Detached Single Family
  • New Construction YN: No
  • General Property Info:Sub-Type: Detached Single Family
  • General Property Info:Design: Craftsman Style
  • Construction Status: Construction Complete
  • Construction Siding: Frame, Roof TileSlate, Stucco
  • Occupancy Status: Occupied
Utilities
  • Sewer: Public Sewer
  • Utilities: Gas - Natural, Phone, Public Water, TV Cable
  • Utilities: Gas - Natural, Phone2, Public Sewer, Public Water, TV Cable
  • Energy: AC - 2 or More, AC - Central Elect, Ceiling Fans, Heat - Two or More, Heat Cntrl Electric, Heat High Efficiency, Water Heater - Tnkls
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, BBQ Pit/Grill, Boat Slip, Boatlift, Dock, Hot Tub, Pool - Enclosed, Sprinkler System, Summer Kitchen
  • Construction Materials: Frame, Stucco
  • Stories: 2.0
  • Pool Features: Pool - In-Ground, Pool Type
  • Fencing: Fenced Lot-Part
  • General Property Info:Pool: Yes
  • General Property Info:Pool Type: Private
  • Exterior: Balcony, BBQ PitGrill, Boat Slip, Boathouse, Boatlift, Dock, Fenced Lot-Part, Hot Tub, Pool - Enclosed, Pool - In-Ground, Sprinkler System, Summer Kitchen
Interior Features
  • Heating: Central
  • Cooling: Ceiling Fans, Central Air
  • Interior Features: Breakfast Bar, Ceiling Beamed, Ceiling Crwn Molding, Pantry, Split Bedroom, Upgraded Media Wing, Washer/Dryer Hookup, Woodwork Stained
  • Fireplace Features: Fireplace Gas
  • Flooring: Floor Hardwood
  • Window Features: Window Treatment All
  • Room Type: Foyer, Living Room, Dining Room, Office, Master Bedroom, Master Bathroom, Half Bathroom, Kitchen, Great Room, Bedroom, Full Bathroom, Laundry, Recreation Room, Owner's Closet, Garage
  • Rooms Total: 18.0
  • Bathrooms Total Integer: 5.0
  • Bathrooms Total Decimal: 4.0
  • Bathrooms Total Notational: 3.2
  • Cooling YN: Yes
  • Heating YN: Yes
  • Fireplace YN: Yes
  • Bedrooms Total: 4.0
  • Bathrooms Full: 3.0
  • Bathrooms Half: 2.0
  • Interior: Breakfast Bar, Ceiling Beamed, Ceiling Crwn Molding, Fireplace Gas, Floor Hardwood, Pantry, Split Bedroom, Upgraded Media Wing, WasherDryer Hookup, Window Treatment All, Woodwork Stained
  • Appliances: Auto Garage Door Opn, Central Vacuum, Dishwasher, Disposal, Dryer, Ice Machine, Microwave, Range Hood, Refrigerator WIceMk, Security System, Smoke Detector, StoveOven Gas, Wine Refrigerator
Room Information
Room 1
  • Room Type: Foyer
  • Room Level: First
  • Room Length: 10.0
  • Room Width: 8.0
  • Room Dimensions: 10 x 8
Room 2
  • Room Type: Living Room
  • Room Level: First
  • Room Length: 16.0
  • Room Width: 16.0
  • Room Dimensions: 16 x 16
Room 3
  • Room Type: Dining Room
  • Room Level: First
  • Room Length: 19.0
  • Room Width: 16.0
  • Room Dimensions: 19 x 16
Room 4
  • Room Type: Office
  • Room Level: First
  • Room Length: 16.0
  • Room Width: 12.0
  • Room Dimensions: 16 x 12
Room 5
  • Room Type: Master Bedroom
  • Room Level: First
  • Room Length: 20.0
  • Room Width: 16.0
  • Room Dimensions: 20 x 16
Room 6
  • Room Type: Master Bathroom
  • Room Level: Fifth
  • Room Length: 14.0
  • Room Width: 20.0
  • Room Dimensions: 14 x 20
Room 7
  • Room Type: Half Bathroom
  • Room Level: First
  • Room Length: 6.0
  • Room Dimensions: 6 x 8
Room 8
  • Room Type: Kitchen
  • Room Level: First
  • Room Length: 17.0
  • Room Width: 19.0
  • Room Dimensions: 17 x 19
Room 9
  • Room Type: Great Room
  • Room Level: First
  • Room Length: 23.0
  • Room Width: 19.0
  • Room Dimensions: 23 x 19
Room 10
  • Room Type: Bedroom
  • Room Level: First
  • Room Length: 13.0
  • Room Width: 14.0
  • Room Dimensions: 13 x 14
Room 11
  • Room Type: Full Bathroom
  • Room Level: First
  • Room Length: 9.0
  • Room Width: 9.0
  • Room Dimensions: 9 x 9
Room 12
  • Room Type: Laundry
  • Room Level: First
  • Room Length: 12.0
  • Room Width: 8.0
  • Room Dimensions: 12 x 8
Rental
Rent Information
  • Listing Info Tax Legal:Is Subject Leased: false

Property History for 458 Captains Circle

DateEvent & SourcePriceAppreciation
Jan 20, 2026

Listed (Active)

ECAR #993276

$5,059,999—
Jun 1, 2023

Sold (Public Record)

Public Record #1513098539

$4,100,000

+26.2% / yr

Jun 1, 2023

Sold

ECAR #914819

$4,100,000—
Apr 20, 2023

Pending

ECAR #914819

—
Jan 12, 2023

Listed (Active)

ECAR #914819

$4,850,000—
Nov 21, 2016

Sold (Public Record)

Public Record #586202089

$900,000

+0.5% / yr

Mar 24, 2008

Expired

ECAR #483042

—
Jan 4, 2008

Listed (Active)

ECAR #483042

$1,535,000—
Feb 16, 2006

Expired

ECAR #361511

—
Dec 30, 2004

Sold (Public Record)

Public Record #149773617

$846,000—
May 16, 2004

Listed (Active)

ECAR #361511

$1,500,000—
Dec 31, 2003

Expired

ECAR #337216

—
Jan 22, 2003

Listed (Active)

ECAR #337216

$675,000—
Sep 13, 1999

Expired

ECAR #104438

—
Sep 13, 1997

Listed (Active)

ECAR #104438

$469,900—
DateEvent & SourcePrice
01/20/2026

Listed (Active)

ECAR #993276

$5,059,999
06/01/2023

Sold (Public Record)

Public Record #1513098539

$4,100,000

+26.2% / yr

06/01/2023

Sold

ECAR #914819

$4,100,000
04/20/2023

Pending

ECAR #914819

—
01/12/2023

Listed (Active)

ECAR #914819

$4,850,000
11/21/2016

Sold (Public Record)

Public Record #586202089

$900,000

+0.5% / yr

03/24/2008

Expired

ECAR #483042

—
01/04/2008

Listed (Active)

ECAR #483042

$1,535,000
02/16/2006

Expired

ECAR #361511

—
12/30/2004

Sold (Public Record)

Public Record #149773617

$846,000
05/16/2004

Listed (Active)

ECAR #361511

$1,500,000
12/31/2003

Expired

ECAR #337216

—
01/22/2003

Listed (Active)

ECAR #337216

$675,000
09/13/1999

Expired

ECAR #104438

—
09/13/1997

Listed (Active)

ECAR #104438

$469,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 458 Captains Circle

Taxable ValueLand$1,346,396Additions$1,866,799Total$3,213,195
Tax Record2025$33,396 ($2,783 / month)
Home Facts
Beds3Total Finished SqFt4,876 SqFtAbove Grade Finished SqFt4,876 SqFtStories2Lot Size23,710 SqFtStyleSingle Family ResidenceYear Built2018CountyOKALOOSAAPN00-2S-22-0515-0000-0190Fireplace TypeHas Fireplace

Schools near 458 Captains Circle

This home is within Okaloosa County School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
Charter - 9 to 12
Rating
School
Distance
Destin Elementary School
PublicPK to 4

Destin Middle School
Public5 to 8

Fort Walton Beach High School
Public9 to 12

Destin High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

458 Captains Circle is a single family home for sale in Destin, FL 32541. This property was listed for sale on January 20, 2026 by Watersound Real Estate, it's currently listed at $5,059,999. It has been on the market for a total of 33 days and was last sold on June 1, 2023. This listing's school district is Okaloosa County School District. Nearby schools include Destin Elementary School, Destin Middle School and Fort Walton Beach High School. 458 Captains Circle is a 4-bed, 5-bath, 4,876 sqft single family home built in 2018.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Watersound Real Estate

The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Information deemed reliable but not guaranteed. Copyright© 2026 Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. All Rights Reserved.