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Property Description
Experience refined luxury and effortless Florida living at 3769 Helmsman Dr in Naples, a stunning single-story estate home located in the highly sought-after gated community of Compass Landing. Set on an oversized lot, this 4-bedroom plus den, 5-bath residence with a 3-car garage is thoughtfully designed with upscale finishes and custom details throughout. From the moment you enter, you'll notice the elevated craftsmanship-featuring crown molding, plantation shutters, custom woodwork, a built-in desk, wainscoting in the formal dining room, and a striking accent wall in the main living area. The chef's kitchen is beautifully appointed with KitchenAid appliances, custom cabinetry, a built-in spice rack, and an expansive pantry designed for both style and function. Additional thoughtful touches include a drop zone off the garage, added laundry room storage, and custom closets throughout. Step outside to your private backyard retreat, where a north-facing, heated saltwater pool with a sun shelf, water feature, auto-fill system, and turf accents creates the perfect setting for year-round enjoyment-all overlooking a peaceful preserve view. The spacious primary suite offers a spa-like bath with a glass-enclosed shower and soaking tub, while the flexible floor plan includes generously sized guest bedrooms and a versatile den ideal for a home office or media space. The 3-car garage is fully equipped with epoxy flooring, overhead storage, and even accommodates a refrigerator and deep freezer. Located in the highly desirable Compass Landing community, residents enjoy a resort-style clubhouse with a pool, spa, fitness center, park, and vibrant social calendar. Just minutes away, Founders Square offers a dynamic mix of restaurants, wellness services, coffee shops, and everyday conveniences. Zoned for top-rated "A" schools and perfectly positioned in North Naples, this exceptional home delivers the ultimate blend of luxury, convenience, and lifestyle.
Full Property Details
Full Property Details for 3769 Helmsman Dr
General
- Price: $999,000
- HOA FEE: $372/month
- HOA FEE FREQ.: Quarterly
- Taxes: (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226016061
- Updated: 4/17/2026
- Added to Site: 2 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Great Room, Den - Study, Guest Bath, Guest Room, Home Office, Built-In Cabinets, Wired for Data, Entrance Foyer, Other, Pantry, Tray Ceiling(s), Walk-In Closet(s)
- Appliances: Electric Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Microwave, Refrigerator with Icemaker, Self-Cleaning Oven, Wall Oven, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 3
- Half Bathrooms: 2
- Primary Bathroom: Dual Sinks, Separate Tub And Shower
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Dining Room: Formal
- Laundry: Inside, Sink
Additional Information
- Shared Amenities: Bike And Jog Path, Clubhouse, Pool, Community Spa/Hot tub, Fitness Center, Playground, Sidewalks, Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
- Security/Safety: Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Automatic Sprinkler
- Porch/Patio/Deck: Screened Lanai/Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Garage Door Opener, Attached
Location
- Area: NA31 - E/O Collier Blvd N/O Vanderbilt
- County: Collier
- Subdivision: COMPASS LANDING
- Building Name: COMPASS LANDING
- Direction Faces: South
School Information
- Elementary School: BEAR CREEK
- Middle School: OAKRIDGE
- High School: GULF COAST
Community
- Association: Yes
- Assoc. Fees Include: Irrigation Water, Maintenance Grounds, Legal/Accounting, Street Lights
- Units Assoc/Comm: 273
- Pets Allowed: Yes
- 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: Underground Utilities, Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Stucco
- Roof: Tile
- Windows: Single Hung, Sliding, Shutters, Window Coverings
- Doors: French Doors
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 3,127
- Sq. Ft. Source: Property Appraiser Office
- Living Area: 3,127 Sq. Ft.
- Year Built: 2017
Lot Features
- Property View: Preserve
- Lot Size (Acres): 0.2
- Lot Size (Sq. Ft.): 8,712
- Lot Size Source: Property Appraiser Office
- Lot Dimensions: 60 x 60 x 146 x 146
- Frontage Feet: 60
- Irrigation System: Reclaimed
- Lot Features: Regular
- Lot Description: Regular
Water Features
- Water Front Desc.: None
- Canal Width: None
Financial Considerations
- Association Fee: $1,116
- Assoc Fee Freq.: Quarterly
- Application Fee: $250
- Tax Year: 2025
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Single Family
- Legal Description: WARM SPRINGS LOT 221
- Property ID: 81080003101
- Section: 26
- Lot Number: 221
Listed by KW Elevate Luxury
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Schools
Schools serving 3769 Helmsman Dr
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Oakridge Middle School 14975 Collier Boulevard, Naples, FL 34119 | 6-8 | 0.6 mi |
Gulf Coast High School 7878 Shark Way, Naples, FL 34119 | 9-12 | 1.8 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 3769 Helmsman Dr
Date
Details
Price
Change
Source
4/17/2026
Listed
$999,000
85.34%
MLS
4/17/2020
Sold
$539,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 3769 Helmsman Dr
3769 Helmsman Dr, Naples, FL 34120 (MLS# 226016061) is a Single Family property with 4 bedrooms, 3 full bathrooms and 2 partial bathrooms. 3769 Helmsman Dr is currently listed for $999,000 and was received on April 17, 2026. Want to learn more about 3769 Helmsman Dr? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

