Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$249,000

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,100 Sq. Ft.
  • Updated 2 days ago
See This Home
Save This Home
See This Home
Save This Home
Welcome to luxury living at The Hideaway Country Club! Tucked away in a peaceful and beautifully maintained community, this stunning 2-bedroom, 2-bathroom condo offers a perfect blend of elegance, comfort, and convenience. Located on the second floor, this bright and airy residence welcomes you with an abundance of natural light and sweeping views of the golf course and water. Situated right off one of the community's few elevators-and in one of the only pet-friendly buildings-this unit offers exceptional accessibility and ease. At the heart of the home is a fully updated kitchen designed to impress any culinary enthusiast. With sleek granite countertops, a stylish backsplash, and stainless-steel appliances, this space is both functional and beautiful. Offered turnkey, this move-in-ready retreat allows you to settle in effortlessly-just bring your clothes and toothbrush. A sparkling pool is just steps away, inviting you to enjoy a refreshing swim whenever you please. Living at The Hideaway Country Club means more than owning a home-it's embracing a lifestyle. Separate golf and tennis memberships are available for active residents, while a fitness center, pickleball courts, card/social room, and a fantastic on-site restaurant provide endless opportunities for leisure and connection. Don't miss your chance to experience resort-style living in one of Fort Myers' most sought-after communities. Schedule your private showing today and discover the unmatched charm of this exceptional condo.

Full Property Details for 5905 Trailwinds Dr #824

General

  • Price: $249,000
  • HOA FEE: $593/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: (2024)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 2025014529
  • Updated: 1/16/2026
  • Added to Site: 101 day(s) ago

Rental Information

  • Lease/Rent Term: 30
  • Min. Lease (Days): 30

Interior

  • Interior Features: Common Elevator, Great Room, Guest Bath, Wired for Data, Pantry, Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Self-Cleaning Oven, Washer
  • Furnishings: Turnkey
  • Flooring: Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Primary Bathroom: Shower Only

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Dining Room: Dining - Living
  • Laundry: Inside

Additional Information

  • Shared Amenities: Golf Non Equity, Barbecue (Picnic), Clubhouse, Pool, Community Room, Fitness Center, Extra Storage, Sidewalks, Street Lights, Tennis Court(s), Vehicle Wash Area, Golf, Internet Access, Pickleball, Private Membership, Putting Green, Restaurant, Gated, Golf Course, Tennis
  • Tennis: Yes
  • Security/Safety: Smoke Detector(s), Smoke Detectors

Exterior

  • Exterior Features: Automatic Sprinkler, Storage

Parking

  • Carports: Yes
  • Carport Spaces: 1
  • Covered Spaces: 1
  • Parking Features: Detached Carport

Location

  • Area: FM07 - Fort Myers Area
  • County: Lee
  • Subdivision: OAKMONT VILLAGE
  • Building Name: THE HIDEAWAY COUNTRY CLUB
  • Driving Directions: From 41 Turn onto Crystal Dr, Left on Beacon, Right on Trailwinds Dr. Virtual gate guard, give your name and name of your brokerage.
  • Direction Faces: West

Community

  • Association: Yes
  • Assoc. Fees Include: Cable TV, Insurance, Irrigation Water, Maintenance Grounds, Pest Control Exterior, Reserve, Street Lights, Trash, Water
  • Units Assoc/Comm: 496
  • Pets Allowed: Yes
  • Number of Pets: 2
  • Management Type: Professional

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s), Central Electric
  • Heating Type: Central Electric

Utilities

  • Sewer: Central
  • Water: Central
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Description/Design: Low Rise (1-3)
  • Exterior Const.: Concrete Block, Stucco
  • Roof: Shingle
  • Windows: Single Hung, Sliding, Shutters Electric, Shutters - Manual, Window Coverings
  • Entry Floor Number: 2
  • Stories/Levels: 3
  • Stories in Building: 3
  • Square Feet: 1,100
  • Sq. Ft. Source: Property Appraiser Office
  • Living Area: 1,100 Sq. Ft.
  • Year Built: 1990
  • Other Struct. Feat.: Elevator

Lot Features

  • Property View: Golf Course, Lake
  • Lot Size (Acres): 0.1908
  • Lot Size (Sq. Ft.): 8,311
  • Lot Size Source: Property Appraiser Office
  • Irrigation System: Central
  • Lot Features: Zero Lot Line
  • Lot Description: Zero Lot Line

Water Features

  • Water Front Desc.: None
  • Canal Width: None

Financial Considerations

  • Other Assoc Fees: $5,155
  • Condo Fee: $1,780
  • Condo Fee Freq: Quarterly
  • Application Fee: $225
  • Other Fee Freq.: Annually
  • Tax Year: 2024
  • Terms: Buyer Finance/Cash, Seller Pays Title

Disclosures and Reports

  • Ownership: Condo
  • Legal Description: OAKMONT VILLAGE CONDO NO.8 OR 2190 PG 4277 UNIT 824
  • Property ID: 12-45-24-28-00000.8240
  • Section: 12
  • Lot Number: 824

Listed by Treeline Realty Corp

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 agents

— 5905 Trailwinds Dr #824 —

  • Treeline Realty Corp

  • Treeline Realty Corp

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 5905 Trailwinds Dr #824

School District:Lee County School District, Fort Myers, FL
NameGradesDistance
Villas Elementary School
8385 Beacon Boulevard, Fort Myers, FL 33907
K-50.7 mi
Tanglewood Elementary School
1620 Manchester Boulevard, Fort Myers, FL 33919
K-51.6 mi
Orangewood Elementary School
4001 Deleon Street, Fort Myers, FL 33901
K-52.3 mi
Paul Laurence Dunbar Middle School
4750 Winkler Avenue, Fort Myers, FL 33966
6-83.1 mi
Fort Myers Middle Academy
3050 Central Avenue, Fort Myers, FL 33901
6-83.2 mi
Cypress Lake Middle School
8901 Cypress Lake Drive, Fort Myers, FL 33919
6-83.4 mi
South Fort Myers High School
14020 Plantation Road, Fort Myers, FL 33912
9-122.5 mi
Cypress Lake High School
6750 Panther Lane, Fort Myers, FL 33919
9-123.6 mi
Fort Myers High School
2635 Cortez Boulevard, Fort Myers, FL 33901
9-123.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5905 Trailwinds Dr #824 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/10/2025
Listed
$249,000
44.77%
MLS
3/12/2021
Sold
$172,000
—
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 5905 Trailwinds Dr #824

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,477
-13%
$184,675
-14%
2024
$2,851
—
$215,251
-10%
2023
$2,862
75%
$238,371
109%
2021
$1,634
-32%
$113,937
-34%
2022
$2,386
46%
$172,659
46%
2021
$1,634
-18%
$117,895
-11%
2018
$1,999
2%
$132,430
1%
2017
$1,955
8%
$131,623
10%
2016
$1,811
4%
$119,340
1%
2019
$1,749
7%
$117,895
17%
2015
$1,632
19%
$100,600
16%
2014
$1,370
-2%
$86,500
-7%
2013
$1,396
—
$92,600
—
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 5905 Trailwinds Dr #824

$
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 Treeline Realty Corp

Similar Properties near 5905 Trailwinds Dr #824

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

14537 Cypress Trace Ct, Fort Myers, FL 33919 - Photo 1
$249,000

14537 Cypress Trace Ct  Fort Myers, FL 33919

  • Single Family
  • Active
  • Updated 9 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,061
    Sq. Ft.
14511 Hickory Hill Ct, Fort Myers, FL 33912 - Photo 1
$249,000

14511 Hickory Hill Ct  #523  Fort Myers, FL 33912

  • Single Family
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,263
    Sq. Ft.
14070 Eagle Ridge Lakes Dr, Fort Myers, FL 33912 - Photo 1
$248,900

14070 Eagle Ridge Lakes Dr  #202  Fort Myers, FL 33912

  • Single Family
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,465
    Sq. Ft.
Listed by Nancy Jo Russell (239) 292-2093
8256 Charter Club Cir, Fort Myers, FL 33919 - Photo 1 Just Listed
$249,500

8256 Charter Club Cir  #5  Fort Myers, FL 33919

  • Single Family
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,028
    Sq. Ft.

Just Listed near 5905 Trailwinds Dr #824

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

16440 Daughtreys Creek Rd, North Fort Myers, FL 33917 - Photo 1 Just Listed
$230,000

16440 Daughtreys Creek Rd  North Fort Myers, FL 33917

  • Residential Lots
  • Active
  • Updated 3 days ago
  • 1.152
    Acres
Listed by SW Coastal Dream Team (239) 275-5500
1951 Valencia Dr, North Fort Myers, FL 33917 - Photo 1 Just Listed
$340,000

1951 Valencia Dr  North Fort Myers, FL 33917

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,524
    Sq. Ft.
Co-Listed by Gerardo Ballivian (239) 692-6081
12831 Seaside Key Ct, North Fort Myers, FL 33903 - Photo 1 Just Listed
$449,900

12831 Seaside Key Ct  North Fort Myers, FL 33903

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,983
    Sq. Ft.
8104 Marx Dr, North Fort Myers, FL 33917 - Photo 1 Just Listed
$249,975

8104 Marx Dr  North Fort Myers, FL 33917

  • Mobile Home
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,127
    Sq. Ft.

Price Reduced near 5905 Trailwinds Dr #824

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

788 Roses Ln, North Fort Myers, FL 33917 - Photo 1 Price Reduced
-$2,100 (-1.38%)
$149,900
Open House

788 Roses Ln  North Fort Myers, FL 33917

  • Mobile Home
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 864
    Sq. Ft.
Co-Listed by The Newman Team (239) 241-3917
17867 Dracena Cir, North Fort Myers, FL 33917 - Photo 1 Price Reduced
-$1,000 (-0.31%)
$318,900

17867 Dracena Cir  North Fort Myers, FL 33917

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,438
    Sq. Ft.
3780 Sabal Springs Blvd, North Fort Myers, FL 33917 - Photo 1 Price Reduced
-$10,000 (-2.94%)
$330,000

3780 Sabal Springs Blvd  North Fort Myers, FL 33917

  • Single Family
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,758
    Sq. Ft.
370 Nicklaus Blvd, North Fort Myers, FL 33903 - Photo 1 Price Reduced
-$5,200 (-3.15%)
$159,700

370 Nicklaus Blvd  North Fort Myers, FL 33903

  • Mobile Home
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,188
    Sq. Ft.

Recent Sales near 5905 Trailwinds Dr #824

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

5865 Trailwinds Dr, Fort Myers, FL 33907 - Photo 1 Sold
$275,000

5865 Trailwinds Dr  #613  Fort Myers, FL 33907

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,331
    Sq. Ft.
5865 Trailwinds Dr, Fort Myers, FL 33907 - Photo 1 Sold
$235,000

5865 Trailwinds Dr  #623  Fort Myers, FL 33907

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,435
    Sq. Ft.
5830 Trailwinds Dr, Fort Myers, FL 33907 - Photo 1 Sold
$285,000

5830 Trailwinds Dr  #813  Fort Myers, FL 33907

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,099
    Sq. Ft.
5870 Trailwinds Dr, Fort Myers, FL 33907 - Photo 1 Sold
$215,000

5870 Trailwinds Dr  #614  Fort Myers, FL 33907

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 813
    Sq. Ft.

5905 Trailwinds Dr #824, Fort Myers, FL 33907 (MLS# 2025014529) is a Single Family property with 2 bedrooms and 2 full bathrooms. 5905 Trailwinds Dr #824 is currently listed for $249,000 and was received on October 10, 2025. Want to learn more about 5905 Trailwinds Dr #824? Do you have questions about finding other Single Family real estate for sale in Fort Myers? You can browse all Fort Myers real estate or contact a Coldwell Banker agent to request more information.

Tour this property