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$1,495,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2,794 Sq. Ft.
  • Updated 17 hours ago
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Welcome to 387 Medley Street, truly a one-of-a-kind home in Watersound Origins. This 5 bedroom home offers a unique opportunity to own the feel of a private estate within the highly sought after first-phase neighborhood of Watersound Origins. Nestled within the verdant old growth and winding shady paths of the Winter Garden district, this gem is a garden paradise on the park. Surrounded on three sides by nature and poised at the peak of the stately Crescent Park with its moss hewn oaks and expanse of manicured lawn, 387 Medley has a grand feel. Situated along a quiet stretch of Medley street at its widest enclave, there is a generous sense of space and ample parking for guests. The backyard, with room for a large pool, is beautifully landscaped and framed by nature. Views of the lake and native woodlands give an uninterrupted sense of privacy. This two story charmer, the only one of it's kind in the community, has a traditional feel: hardwood floors throughout, custom molding, elegant staircase, 22-ft ceilings, gas fire place, detached 2-car garage, and gentle porches framed by white columns create a lovely backdrop for family life. A truly unique medley of grandeur, nature, and privacy, with all the benefits that the beautiful Watersound Origins community has to offer. Available for your consideration at summers end for a short time only.

Full Property Details for 387 Medley Street

General

  • Price: $1,495,000
  • Taxes: $5,756 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Emerald_Coast
  • MLS ID: 1006228
  • Updated: 9/11/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Complex Features: Pickle Ball, BBQ Pit/Grill, Community Room, Exercise Room, Fishing, Golf, Pavillion/Gazebo, Pets Allowed, Picnic Area, Playground, Pool, Tennis, TV Cable

Interior

  • Number of Rooms: 10
  • Interior Features: Breakfast Bar, Ceiling Vaulted, Kitchen Island, Pantry, Walls Paneled
  • Fireplace: Yes
  • Fireplace(s): Fireplace Gas
  • Appliances: Auto Garage Door Opn, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Refrigerator W/IceMk, Smoke Detector, Stove/Oven Gas, Trash Compactor
  • Flooring: Floor Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 5

Additional Information

  • Pool: Yes
  • Pool Description: Pool Type

Exterior

  • Exterior Features: Fenced Back Yard
  • Porch/Patio/Deck: Patio Covered, Porch Open

Parking

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

Location

  • Area: 18 - 30A East
  • County: Walton
  • Subdivision: WATERSOUND ORIGINS
  • Driving Directions: From Highway 98, turn north onto Breakers Street, then turn right onto Medley Street. The home is on Medley Street.

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: Public Sewer
  • Utility Description: Electric, Public Water

Structural Information

  • Architectural Style: Craftsman Style
  • Construction: Siding CmntFbrHrdBrd
  • Exterior Const.: Siding CmntFbrHrdBrd
  • Stories/Levels: 2
  • Square Feet: 2,794
  • Sq. Ft. Source: Appraiser
  • Year Built: 2011

Lot Features

  • Property View: Lake
  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,583.2
  • Lot Dimensions: 70 x 140
  • Frontage: Private Road
  • Street/Road Desc.: Paved
  • Lot Features: Corner, Covenants, Sidewalk, Within 1/2 Mile to Water
  • Zoning: Resid Single Family

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Type: Lake

Financial Considerations

  • Assessment Amount: $680
  • Tax Amount: $5,756.48
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: Lot 74 Winter Garden At Watersound S/D Pb 17-68 Or 2724-3174 Or 2733-1022 Or 2851-359 Or 2864-219 Or 2927-385 Or 3119-4818
  • APN: 25-3S-18-16200-000-0740
  • Property ID: 25-3S-18-16200-000-0740

Listed by Compass

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Listing agent

— 387 Medley Street —

  • Compass

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 387 Medley Street

School District:Walton County School District
NameGradesDistance
Bay Elementary School
6565 US Highway 98 East, Santa Rosa Beach, FL 32459
K-55.4 mi
Emerald Coast Middle School
4019 US Highway 98 East, Santa Rosa Beach, FL 32459
6-87.7 mi
South Walton High School
645 Greenway Trail, Santa Rosa Beach, FL 32459
9-1212 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 387 Medley Street Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/24/2026
Listed
$1,495,000
157.76%
MLS
10/02/2019
Sold
$580,000
—
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 387 Medley Street

Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,648
—
$975,989
-1%
2024
$5,648
4%
$981,014
—
2023
$5,445
—
$981,014
62%
2021
$5,452
1%
$605,290
-34%
2022
$5,382
-1%
$910,949
64%
2021
$5,452
17%
$554,435
10%
2019
$4,645
2%
$505,057
2%
2018
$4,570
3%
$495,640
2%
2017
$4,443
1%
$485,446
2%
2016
$4,387
-1%
$475,461
1%
2015
$4,425
12%
$472,156
23%
2014
$3,962
3%
$384,357
3%
2013
$3,861
—
$372,177
—
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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NMLS#: 1598647

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387 Medley Street, Inlet Beach, FL 32461 (MLS# 1006228) is a Single Family property with 5 bedrooms and 3 full bathrooms. 387 Medley Street is currently listed for $1,495,000 and was received on September 11, 2026. Want to learn more about 387 Medley Street? Do you have questions about finding other Single Family real estate for sale in Inlet Beach? You can browse all Inlet Beach real estate or contact a Coldwell Banker agent to request more information.

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