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$3,999,990 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 4,334 Sq. Ft.
  • Updated 1 day ago

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

Sunday 8/16 11:00 AM - 2:00 PM

33 Bowline Alley,Santa Rosa Beach, FL 32459

33 Bowline AlleySanta Rosa BeachFL32459

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Tucked at the end of a quiet street in the gated enclave of Watersound West Beach, this custom coastal residence occupies one of the community's most private homesites. Protected natural preserve borders two sides of the property, including the entire pool and backyard, leaving no rear neighbor in sight. Just a short stroll down the community boardwalk brings you to deeded, uncrowded Gulf beach access bordering Deer Lake State Park, while 30A's boutique shopping and dining are an easy bike ride away. Inside, five bedrooms and 4.5 baths unfold across two floors, including two primary suites, all beneath soaring vaulted shiplap ceilings and wide-plank hardwood flooring. The open-concept living and dining area is anchored by a chef's kitchen with a waterfall marble island, custom stone hood, and premium appliances. Walls of glass and folding accordion doors blur the line between indoors and out. Step through to the screened porch, complete with a linear fireplace, mounted TV, swinging day bed, and outdoor kitchen -- an all-season gathering space overlooking the private pool and spa. One primary suite offers a true retreat with its own vaulted ceiling, a freestanding soaking tub, and a glass-enclosed walk-in shower. A charming built-in bunk room and additional guest suites offer flexible space for multigenerational gatherings, guests, or extended stays. A two-car garage completes the offering. This is coastal living distilled to its best elements: architectural craftsmanship, natural privacy rarely found this close to the beach, and a location inside one of 30A's most sought-after gated communities.

Full Property Details for 33 Bowline Alley

General

  • Price: $3,999,990
  • Taxes: $24,040 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Emerald_Coast
  • MLS ID: 1008170
  • Updated: 8/14/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Complex Features: Beach, Gated Community, Pool

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Crwn Molding, Split Bedroom, Washer/Dryer Hookup
  • Appliances: Dishwasher, Dryer, Ice Machine, Microwave, Range Hood, Refrigerator W/IceMk, Stove/Oven Gas, Washer, Wine Refrigerator
  • Furnishings: Furnished - All

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 5

Additional Information

  • Pool: Yes
  • Pool Description: Pool - In-Ground, Pool Type
  • Security/Safety: Fire Alarm/Sprinkler

Exterior

  • Exterior Features: BBQ Pit/Grill, Fenced Back Yard, Sprinkler System
  • Porch/Patio/Deck: Deck Enclosed, Porch Screened

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Garage

Location

  • Area: 18 - 30A East
  • County: Walton
  • Subdivision: WATERSOUND WEST BEACH
  • Driving Directions: From the intersection of Hwy 395S and 30A, travel East to the gate at WaterSound West Beach. Upon turning into West Beach continue past the stop sign, make a right onto Sextant Lane, and another right onto Bowline Alley. Property is at the end of the road.

School Information

  • Elementary School: Dune Lakes
  • Middle School: Emerald Coast
  • High School: South Walton

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating/Cooling: Central Air

Utilities

  • Sewer: Community Sewer
  • Utility Description: Electric

Structural Information

  • Architectural Style: Craftsman Style
  • Stories/Levels: 2
  • Square Feet: 4,334
  • Sq. Ft. Source: Building Plan
  • Year Built: 2020

Lot Features

  • Lot Size (Acres): 0.15
  • Lot Size (Sq. Ft.): 6,534
  • Lot Dimensions: 64' x 108'
  • Zoning: Resid Single Family

Financial Considerations

  • Assessment Amount: $1,380
  • Tax Amount: $24,040.46
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: Lot 199 Watersound West Beach Pb 16-82 Or 3044-3992 Or 3116-735 Or 3337-2218
  • APN: 19-3S-18-16500-000-1990
  • Property ID: 19-3S-18-16500-000-1990

Listed by Corcoran Reverie SRB

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Listing agent

— 33 Bowline Alley —

  • Corcoran Reverie SRB

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 33 Bowline Alley

School District:Walton County School District
NameGradesDistance
Bay Elementary School
6565 US Highway 98 East, Santa Rosa Beach, FL 32459
K-52.8 mi
Emerald Coast Middle School
4019 US Highway 98 East, Santa Rosa Beach, FL 32459
6-83.8 mi
South Walton High School
645 Greenway Trail, Santa Rosa Beach, FL 32459
9-127.6 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 33 Bowline Alley Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/14/2026
Listed
$3,999,990
808.06%
MLS
8/23/2019
Sold
$440,500
—
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 33 Bowline Alley

Year
Property Taxes
Change
Tax Assessment
Change
2024
$21,284
—
$2,660,609
-1%
2024
$21,284
2%
$2,679,044
-5%
2023
$20,843
42%
$2,812,394
85%
2021
$14,700
-26%
$1,518,626
-44%
2022
$19,968
36%
$2,693,615
666%
2021
$14,700
334%
$351,459
3%
2019
$3,389
-8%
$341,222
-7%
2018
$3,670
27%
$368,093
-2%
2017
$2,895
5%
$375,579
4%
2016
$2,767
40%
$361,133
65%
2015
$1,982
11%
$218,901
15%
2014
$1,778
4%
$189,525
1%
2013
$1,717
—
$187,550
—
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.

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

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NMLS#: 1598647

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Listed by Corcoran Reverie SRB

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33 Bowline Alley, Santa Rosa Beach, FL 32459 (MLS# 1008170) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 33 Bowline Alley is currently listed for $3,999,990 and was received on August 14, 2026. Want to learn more about 33 Bowline Alley? Do you have questions about finding other Single Family real estate for sale in Santa Rosa Beach? You can browse all Santa Rosa Beach real estate or contact a Coldwell Banker agent to request more information.

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