Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$2,295,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 6,711 Sq. Ft.

Next open house:

Open House: 11:00 AM - 2:00 PM

Saturday 6/6 11:00 AM - 2:00 PM

442 Regatta Bay Boulevard,Destin, FL 32541

442 Regatta Bay BoulevardDestinFL32541

Get directions
See This Home
Save This Home
See This Home
Save This Home
Custom multigenerational home designed for convenience & comfortable living. Thoughtfully planned for flexible living and effortless entertaining, this 6 bedroom, 6 bathroom showplace combines luxury finishes with practical features to accommodate extended families & guests. Highlights include a separate office, an amazing chef's kitchen on main level, complete with high-end appliances, large workspaces, multi-prep areas, a walk in pantry with abundant storage. There is also an entertainer's wine room, as well as a dedicated lower-level kitchen. The resort-style outdoor living space boasts a screened porch with its own built-in kitchen, overlooking a large saltwater pool, a relaxing hot tub, and a gas fire-pit. The main kitchen overlooks the outdoor oversized pool and golf course. This home has a true separate office with it's own closet.

Full Property Details for 442 Regatta Bay Blvd

General

  • Price: $2,295,000
  • Status: Active
  • Type: Single Family
  • Source: Emerald_Coast
  • MLS ID: 992409
  • Updated: 5/5/2026
  • Added to Site: 145 day(s) ago

Rental Information

  • Complex Features: Short Term Rental - Not Allowed, Pickle Ball, Exercise Room, Fishing, Gated Community, Golf, Handicap Provisions, Marina, Minimum Rental Prd, Pets Allowed, Picnic Area, Playground, Pool, Tennis, Waterfront

Interior

  • Number of Rooms: 8
  • Interior Features: Elevator, Fireplace, Guest Quarters, Handicap Provisions, Kitchen Island, Lock Out, Owner's Closet, Pantry, Pull Down Stairs, Upgraded Media Wing, Washer/Dryer Hookup
  • Fireplace: Yes
  • Fireplace(s): Fireplace Gas, Fireplace
  • Appliances: Auto Garage Door Opn, Dishwasher, Dryer, Freezer, Ice Machine, Microwave, Oven Self Cleaning, Refrigerator, Refrigerator W/IceMk, Smoke Detector, Stove/Oven Dual Fuel, Stove/Oven Electric, Stove/Oven Gas, Washer, Wine Refrigerator, Water Heater - Elect
  • Flooring: Floor Hardwood, Floor Tile, Floor Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 6

Additional Information

  • Pool: Yes
  • Pool Description: Pool - Heated, Pool - In-Ground, Pool Type

Exterior

  • Exterior Features: Rain Gutter, Columns, Fenced Back Yard, Hot Tub, Lawn Pump, Pool - Gunite Concrt, Sprinkler System, Summer Kitchen
  • Porch/Patio/Deck: Porch, Porch Open, Porch Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking Features: Garage, Golf Cart Enclosed

Location

  • Area: 14 - Destin
  • County: Okaloosa
  • Subdivision: REGATTA BAY PH 2
  • Driving Directions: From the Midbay Bridge, turn left onto Highway 98E. Travel east until you see the entrance to Regatta Bay on the left. Turn north into Regatta Bay and continue on Regatta Bay Boulevard.

School Information

  • Elementary School: Destin
  • Middle School: Destin
  • High School: Destin

Community

  • Association: Yes
  • Assoc. Fees Include: Management, Master Association, Security

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fans, Central Air
  • Heating/Cooling: Ceiling Fans, Central Air

Utilities

  • Sewer: Public Sewer
  • Utility Description: Electric, Gas - Natural, Lift Station, Public Water, TV Cable, Underground

Structural Information

  • Architectural Style: Traditional
  • Construction: Concrete, Stucco
  • Exterior Const.: Concrete, Stucco
  • Stories/Levels: 2
  • Square Feet: 6,711
  • Sq. Ft. Source: Appraiser
  • Year Built: 1999

Additional Structures

  • Other Structures: Guest Quarters

Lot Features

  • Lot Size (Acres): 0.39
  • Lot Size (Sq. Ft.): 16,988.4
  • Lot Dimensions: 90 x 195
  • Frontage: Private Road
  • Street/Road Desc.: Paved
  • Lot Features: Golf Course, Restrictions
  • Zoning: Resid Single Family

Financial Considerations

  • Assessment Amount: $760

Disclosures and Reports

  • Legal Description: REGATTA BAY PH II LOT 9 BLK A
  • APN: 00-2S-22-2088-0000-0CA2
  • Property ID: 00-2S-22-2088-0000-0CA2

Listed by The Ketchersid Group LLC

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 442 Regatta Bay Blvd —

  • The Ketchersid Group LLC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 442 Regatta Bay Blvd

School District:Okaloosa County School District
NameGradesDistance
Destin Middle School
4608 Legendary Marina Drive, Destin, FL 32541
5-80.7 mi
Destin Elementary School
630 Kelly Street, Destin, FL 32541
PK-44.6 mi
Fort Walton Beach High School
400 Hollywood Boulevard Southwest, Fort Walton Beach, FL 32548
9-1213.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 442 Regatta Bay Blvd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/23/2026
Price Reduced
$2,295,000
-4.18%
MLS
4/13/2026
Price Reduced
$2,395,000
-2.24%
MLS
1/29/2026
Price Reduced
$2,450,000
-0.2%
MLS
1/15/2026
Price Reduced
$2,455,000
-0.41%
MLS
1/10/2026
Listed
$2,465,000
220.13%
MLS
8/16/2013
Sold
$770,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 442 Regatta Bay Blvd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,842
3%
$973,391
3%
2024
$9,569
2%
$945,958
3%
2023
$9,368
2%
$918,406
6%
2021
$9,204
—
$865,685
-3%
2022
$9,175
—
$891,656
10%
2021
$9,204
7%
$812,313
2%
2019
$8,614
3%
$794,050
4%
2018
$8,368
—
$762,282
2%
2017
$8,352
3%
$746,603
2%
2016
$8,125
-2%
$731,247
1%
2015
$8,327
-2%
$726,164
5%
2014
$8,481
16%
$694,634
16%
2013
$7,291
—
$597,557
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 442 Regatta Bay Blvd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by The Ketchersid Group LLC

Similar Properties near 442 Regatta Bay Blvd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4763 Bonaire Cay, Destin, FL 32541 - Photo 1 Just Listed
$2,215,000

4763 Bonaire Cay  Destin, FL 32541

  • Single Family
  • Active
  • Updated 3 days ago
  • 6
    Beds
  • 6
    Total Baths
  • 4,142
    Sq. Ft.
178 Woodward Dr Dr, Santa Rosa Beach, FL 32459 - Photo 1 Price Reduced
-$40,000 (-1.67%)
$2,355,000
Open House

178 Woodward Dr Dr  Santa Rosa Beach, FL 32459

  • Single Family
  • Active
  • Updated 6 days ago
  • 6
    Beds
  • 7
    Total Baths
  • 3,453
    Sq. Ft.
4480 Ocean View Dr, Destin, FL 32541 - Photo 1
$2,395,000

4480 Ocean View Dr  Destin, FL 32541

  • Single Family
  • Active
  • 6
    Beds
  • 7
    Total Baths
  • 3,204
    Sq. Ft.
33 Caicos Cay, Destin, FL 32541 - Photo 1
$2,395,000

33 Caicos Cay  Destin, FL 32541

  • Single Family
  • Active
  • 5
    Beds
  • 6
    Total Baths
  • 3,452
    Sq. Ft.

Just Listed near 442 Regatta Bay Blvd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

921 The Masters Blvd, Shalimar, FL 32579 - Photo 1 Just Listed
$579,900
Open House

921 The Masters Blvd  Shalimar, FL 32579

  • Single Family
  • Active
  • Updated 5 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,166
    Sq. Ft.
7 Bay Cove Ln, Shalimar, FL 32579 - Photo 1 Just Listed
$3,450,000

7 Bay Cove Ln  Shalimar, FL 32579

  • Single Family
  • Active
  • Updated 4 days ago
  • 5
    Beds
  • 7
    Total Baths
  • 7,033
    Sq. Ft.
11 Birch Ave, Shalimar, FL 32579 - Photo 1 Just Listed
$434,000

11 Birch Ave  Shalimar, FL 32579

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,239
    Sq. Ft.
1005 Shalimar Point Dr, Shalimar, FL 32579 - Photo 1 Just Listed
$645,900

1005 Shalimar Point Dr  Shalimar, FL 32579

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,625
    Sq. Ft.

Price Reduced near 442 Regatta Bay Blvd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

859 Mande Ct, Shalimar, FL 32579 - Photo 1 Price Reduced
-$10,000 (-2.06%)
$475,000

859 Mande Ct  Shalimar, FL 32579

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,441
    Sq. Ft.
85 12th Ave, Shalimar, FL 32579 - Photo 1 Price Reduced
-$10,000 (-2.41%)
$405,000

85 12th Ave  Shalimar, FL 32579

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,707
    Sq. Ft.
37 12th St, Shalimar, FL 32579 - Photo 1 Price Reduced
-$5,000 (-1.82%)
$270,000

37 12th St  #Z132  Shalimar, FL 32579

  • Townhouse
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,620
    Sq. Ft.
14 Blenheim Rd, Shalimar, FL 32579 - Photo 1 Price Reduced
-$25,000 (-2.7%)
$900,000

14 Blenheim Rd  Shalimar, FL 32579

  • Single Family
  • Active
  • Updated 3 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 4,616
    Sq. Ft.

Recent Sales near 442 Regatta Bay Blvd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4639 Destiny Way, Destin, FL 32541 - Photo 1 Sold
$1,975,000

4639 Destiny Way  Destin, FL 32541

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
  • 3,412
    Sq. Ft.
3016 Scenic Hwy 98, Destin, FL 32541 - Photo 1 Sold
$2,125,000

3016 Scenic Hwy 98  #207  Destin, FL 32541

  • Condo
  • Closed
  • Updated 5 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,200
    Sq. Ft.
400 Kelly Plantation Dr, Destin, FL 32541 - Photo 1 Sold
$2,000,000

400 Kelly Plantation Dr  #UNIT 1503  Destin, FL 32541

  • Condo
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 3,220
    Sq. Ft.
98 Shirah St, Destin, FL 32541 - Photo 1 Sold
$1,995,000

98 Shirah St  Destin, FL 32541

  • Single Family
  • Closed
  • 6
    Beds
  • 7
    Total Baths
  • 3,140
    Sq. Ft.

442 Regatta Bay Boulevard, Destin, FL 32541 (MLS# 992409) is a Single Family property with 6 bedrooms, 5 full bathrooms and 1 partial bathroom. 442 Regatta Bay Boulevard is currently listed for $2,295,000 and was received on January 10, 2026. Want to learn more about 442 Regatta Bay Boulevard? Do you have questions about finding other Single Family real estate for sale in Destin? You can browse all Destin real estate or contact a Coldwell Banker agent to request more information.

Tour this property