Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$509,900 Just Listed

  • For Sale
  • Active
  • Duplex
  • 2 Beds
  • 2 Full Baths
  • 1,680 Sq. Ft.
  • Updated 19 hours ago

Next open house:

Open House: 1:00 PM - 4:00 PM

Sunday 5/31 1:00 PM - 4:00 PM

5386 Guadeloupe Way,Naples, FL 34119

5386 Guadeloupe WayNaplesFL34119

Get directions
See This Home
Save This Home
See This Home
Save This Home
Welcome to 5386 Guadeloupe Way, an exquisite lakefront villa with extended living area and Newer Roof in the coveted Island Walk Community. Where luxurious living meets serene south facing waterfront views. This expansive floor plan boasts 2 bedrooms and 2 bathrooms, seamlessly blending contemporary design with vaulted ceilings and lots of windows flood the interior with natural light, creating a warm and inviting atmosphere throughout. Hurricane Windows and slider were installed for your safety and security. Featuring Newer Tile throughout, an open concept remodeled kitchen with a spacious island with granite countertops perfect for entertaining. Adjacent, the casual dining area overlooks breathtaking water vistas, making every meal a scenic experience. Retreat to the primary suite, a sanctuary of comfort featuring an updated en-suite bathroom and incredible lake view. A generous guest suite with private updated bath is ideal for family or friends. A/C was replaced in 2025. Outside, a private screened lanai is the perfect setting for gatherings or peaceful relaxation, all while enjoying the tranquil waterfront backdrop. Located in one of Naples' most sought-after neighborhoods, residents enjoy access to exclusive amenities including Resort style pool, lap pool, Towncenter, Tennis, pickleball, bocce, fitness center, Restaurant, Beauty and Nail Salons, Car Wash, Gas Station and Post Office. Close to Naples' sandy beaches, wonderful shopping, and dining, every convenience is within reach.

Full Property Details for 5386 Guadeloupe Way

General

  • Price: $509,900
  • HOA FEE: $524/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: (2025)
  • Status: Active
  • Type: Duplex
  • Source: Bonita_Springs
  • MLS ID: 226021181
  • Updated: 5/28/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Lease/Rent Term: 120
  • Min. Lease (Days): 120

Interior

  • Interior Features: Central Vacuum, Split Bedrooms, Great Room, Wired for Data, Closet Cabinets, Vaulted Ceiling(s), Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Partially
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Primary Bathroom: Dual Sinks, Shower Only

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Master BR Ground

Other Rooms

  • Dining Room: Breakfast Bar, Dining - Family
  • Laundry: Inside, Sink

Additional Information

  • Shared Amenities: Beauty Salon, Bike And Jog Path, Bocce Court, Clubhouse, Pool, Fitness Center, Internet Access, Pickleball, Putting Green, Restaurant, Street Lights, Tennis Court(s), Vehicle Wash Area, Gated, Tennis
  • Pool: Yes
  • Pool Description: Community Lap Pool
  • Tennis: Yes

Exterior

  • Exterior Features: Privacy Wall
  • Porch/Patio/Deck: Screened Lanai/Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Garage Door Opener, Attached

Location

  • Area: NA22 - S/O Immokalee 1, 2, 32, 95, 96, 97
  • County: Collier
  • Subdivision: ISLAND WALK
  • Building Name: ISLAND WALK
  • Direction Faces: North

Community

  • Association: Yes
  • Assoc. Fees Include: Cable TV, Internet, Maintenance Grounds, Street Lights
  • Units Assoc/Comm: 1856
  • Pets Allowed: Yes
  • Management Type: Professional

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Electric
  • Heating Type: Central Electric

Utilities

  • Sewer: Central
  • Water: Central
  • Cable Available: Yes
  • Utility Description: Underground Utilities, Cable Available

Structural Information

  • Description/Design: Single Family Residence
  • Structure Type: Duplex
  • Exterior Const.: Concrete, Stucco
  • Roof: Tile
  • Windows: Single Hung, Sliding, Impact Resistant Windows, Window Coverings
  • Entry Floor Number: 1
  • Stories/Levels: 1
  • Stories in Building: 1
  • Square Feet: 1,680
  • Sq. Ft. Source: Property Appraiser Office
  • Living Area: 1,680 Sq. Ft.
  • Year Built: 1999

Lot Features

  • Property View: Lake, Privacy Wall
  • Lot Size (Acres): 0.11
  • Lot Size (Sq. Ft.): 4,791
  • Lot Size Source: Property Appraiser Office
  • Lot Dimensions: 34 x 39 x 134 x 135
  • Frontage Feet: 34
  • Irrigation System: Central, Reclaimed
  • Lot Features: Regular
  • Lot Description: Regular

Water Features

  • Water Front: Yes
  • Water Front Desc.: Lake Front
  • Lake Front: Yes

Financial Considerations

  • Association Fee: $1,572
  • Assoc Fee Freq.: Quarterly
  • Application Fee: $150
  • Tax Year: 2025
  • Terms: Buyer Finance/Cash

Disclosures and Reports

  • Ownership: Single Family
  • Legal Description: ISLANDWALK PHASE TWO LOT 252
  • Property ID: 52250007681
  • Section: 33
  • Lot Number: 252

Listed by Islandwalk Properties, 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 agents

— 5386 Guadeloupe Way —

  • Islandwalk Properties, LLC

  • Islandwalk Properties, 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 5386 Guadeloupe Way

School District:Collier County School District
NameGradesDistance
Vineyards Elementary School
6225 Arbor Boulevard West, Naples, FL 34119
PK-51.2 mi
Oakridge Middle School
14975 Collier Boulevard, Naples, FL 34119
6-81.9 mi
Barron Collier High School
5600 Cougar Drive, Naples, FL 34109
9-123.7 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 5386 Guadeloupe Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/28/2026
Listed
$509,900
199.76%
MLS
11/04/1999
Sold
$170,100
—
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 5386 Guadeloupe Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,152
4%
$225,244
3%
2024
$2,064
2%
$218,896
3%
2023
$2,032
-2%
$212,520
6%
2021
$2,065
—
$200,320
-3%
2022
$2,056
—
$206,330
4%
2021
$2,065
5%
$197,554
2%
2019
$1,975
3%
$193,112
2%
2018
$1,926
2%
$189,511
2%
2017
$1,890
3%
$185,613
2%
2016
$1,837
-1%
$181,795
1%
2015
$1,849
11%
$180,531
1%
2014
$1,663
1%
$179,098
2%
2013
$1,651
—
$176,451
—
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 5386 Guadeloupe Way

$
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 Islandwalk Properties, LLC

Similar Properties near 5386 Guadeloupe Way

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

3006 Futuna Ln, Naples, FL 34119 - Photo 1 Price Reduced
-$10,000 (-1.92%)
$509,900
Open House

3006 Futuna Ln  Naples, FL 34119

  • Duplex
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,540
    Sq. Ft.
4820 San Carlo Ct, Naples, FL 34109 - Photo 1 Price Reduced
-$14,000 (-2.6%)
$525,000

4820 San Carlo Ct  Naples, FL 34109

  • Duplex
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,540
    Sq. Ft.
3360 Cayman Ln, Naples, FL 34119 - Photo 1
$529,900

3360 Cayman Ln  Naples, FL 34119

  • Duplex
  • Active
  • Updated 5 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,540
    Sq. Ft.
711 Vistana Cir, Naples, FL 34119 - Photo 1
$529,000

711 Vistana Cir  #41  Naples, FL 34119

  • Duplex
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,790
    Sq. Ft.

Just Listed near 5386 Guadeloupe Way

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

5100 Seagrass Blvd, Bonita Springs, FL 34134 - Photo 1 Just Listed
$3,998,000

5100 Seagrass Blvd  #202  Bonita Springs, FL 34134

  • Single Family
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 2,628
    Sq. Ft.
Listed by Taryn Stewart (239) 359-7242
24827 Lakemont Cove Ln, Bonita Springs, FL 34134 - Photo 1 Just Listed
$475,000

24827 Lakemont Cove Ln  #203  Bonita Springs, FL 34134

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,815
    Sq. Ft.
4875 Pelican Colony Blvd, Bonita Springs, FL 34134 - Photo 1 Just Listed
$1,149,000
Open House

4875 Pelican Colony Blvd  #1502  Bonita Springs, FL 34134

  • Condo
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,910
    Sq. Ft.
26026 Princess Ln, Bonita Springs, FL 34135 - Photo 1 Just Listed
$149,750

26026 Princess Ln  Bonita Springs, FL 34135

  • Mobile Home
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,281
    Sq. Ft.

Price Reduced near 5386 Guadeloupe Way

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

27079 Matheson Ave, Bonita Springs, FL 34135 - Photo 1 Price Reduced
-$2,500 (-1.28%)
$192,500
Open House

27079 Matheson Ave  #103  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 1 day ago
  • 1
    Bed
  • 1
    Total Bath
  • 713
    Sq. Ft.
11590 Pin Oak Dr S, Bonita Springs, FL 34135 - Photo 1 Price Reduced
-$15,100 (-1.95%)
$759,900

11590 Pin Oak Dr S  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,120
    Sq. Ft.
17311 Cherrywood Ct, Bonita Springs, FL 34135 - Photo 1 Price Reduced
-$20,000 (-3.67%)
$525,000

17311 Cherrywood Ct  #8303  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 5 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,138
    Sq. Ft.
24519 Sailfish St, Bonita Springs, FL 34134 - Photo 1 Price Reduced
-$5,000 (-0.97%)
$509,900

24519 Sailfish St  Bonita Springs, FL 34134

  • Residential Lots
  • Active
  • Updated 19 hours ago
  • 0.23
    Acres

Recent Sales near 5386 Guadeloupe Way

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

5422 Guadeloupe Way, Naples, FL 34119 - Photo 1 Sold
$455,000

5422 Guadeloupe Way  Naples, FL 34119

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,540
    Sq. Ft.
5365 Guadeloupe Way, Naples, FL 34119 - Photo 1 Sold
$490,000

5365 Guadeloupe Way  Naples, FL 34119

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,540
    Sq. Ft.
6072 Towncenter Cir, Naples, FL 34119 - Photo 1 Sold
$505,000

6072 Towncenter Cir  Naples, FL 34119

  • Townhouse
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,771
    Sq. Ft.
6096 Towncenter Cir, Naples, FL 34119 - Photo 1 Sold
$520,000

6096 Towncenter Cir  Naples, FL 34119

  • Townhouse
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,806
    Sq. Ft.

5386 Guadeloupe Way, Naples, FL 34119 (MLS# 226021181) is a Duplex property with 2 bedrooms and 2 full bathrooms. 5386 Guadeloupe Way is currently listed for $509,900 and was received on May 28, 2026. Want to learn more about 5386 Guadeloupe Way? Do you have questions about finding other Duplex real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

Tour this property