3769 Helmsman Dr.


$999,000

Status: For Sale

Type: Resale Property

Days on Site: 19

Listing ID: 226016061


4 Bed

3 Full Bath

& 2 ½ Bath

3,127 Sq. Ft.

Built: 2017

Furnishings: Unfurnished

Total Annual Recurring Fees

$4,464

Total One Time Fees

$250

2025 Total Taxes

$5,999

List Price / Square Foot

$319.48

Community

Ownership

Single Family

Building Style

Ranch, Single Family

Floor Plan

Great Room

Lot/Land

Acres: 0.2

Description

Regular

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.

Garage

Yes

Car Port

No

Parking Spots

3

Parking Description

Attached

Private Pool

Yes

Private Spa

No

Community Pool

Yes

Pool Description

Community, Below Ground

Spa Description

Community

View

Preserve

Rear Exposure

North

Interior Features

Built-In Cabinets, Foyer, French Doors, Laundry Tub, Other, Pantry, Smoke Detectors, Tray Ceiling(s), Walk-In Closet(s), Window Coverings

Flooring

Carpet, Tile

Kitchen

N/A

Appliances

Electric Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Microwave, Refrigerator/Icemaker, Self Cleaning Oven, Wall Oven, Washer

Dining

Formal

Construction

Concrete Block, Stucco

Roof

Tile

Cooling

Ceiling Fan(s), Central Electric

Bedroom Details

First Floor Bedroom

Additional Rooms

Den – Study, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Screened Lanai/Porch

Exterior Details

Screened Lanai/Porch

Storm Protection

Shutters

Accessibility

N/A

Elevator

None

Security

Smoke Detector(s), Gated Community

Amenities

Bike And Jog Path, Clubhouse, Pool, Spa/Hot Tub, Fitness Center, Play Area, Sidewalk, Underground Utility

Golf

N/A

Maintenance

Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Street Lights

Waterfront

No

Description

None

Gulf Access

No

Gulf Access Type

N/A

Canal Info.

None

Boat / Dock

None

Pets Allowed?

Yes

Number Allowed

N/A

Weight Limit (lbs.)

N/A

Breed Limits

N/A

Other

N/A

Leasing

Number of Leases Allowed per Year

4

Minimum Days of Each Lease

30

Restrictions

Deeded, No RV

Elementary School

BEAR CREEK

Middle School

OAKRIDGE

High School

GULF COAST

This property listing is courtesy of KW Elevate Luxury: 239-330-1217. The data relating to real estate for sale displayed on this Website comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc., under License No. SL3295589. Properties listed with brokerage firms other than Premiere Plus Realty, Co. are marked with the “BR House” logo. Detailed information about such properties includes the name of the listing broker. The properties displayed may not be all the properties listed with brokerage firms participating in the M.L.S. of Naples, Inc. BR Program, or contained in the database compilation of the M.L.S. of Naples, Inc. This listing was last modified 04/19/2026 02:00pm.

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2023 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.


Destinations, Distances & ETAs

Name Miles ETA
Vanderbilt Beach Park 10.2 mi 22 min
Pelican Bay Beach (Private) 11.3 mi 30 min
Delnor-Wiggins Pass State Park 11.5 mi 28 min
Clam Pass Park 11.7 mi 28 min
Lowdermilk Park 15.3 mi 30 min
Via Miramar Beach 15.3 mi 30 min
Naples Municipal Beach and Pier 16.8 mi 36 min
Barefoot Beach Preserve 21 mi 35 min
Bonita Beach 21.2 mi 35 min
Tigertail Beach Park 24.1 mi 48 min
Name Miles ETA
Galleria Shoppes at Vanderbilt 7 mi 17 min
Mercato 9.2 mi 21 min
Waterside Shops 11.2 mi 26 min
Venetian Village 12.6 mi 29 min
Coastland Mall 13.5 mi 26 min
5th Avenue South 15.7 mi 30 min
Third Street South 16.6 mi 35 min
Miromar Outlets 23.2 mi 33 min
Coconut Point 26.5 mi 37 min
Gulf Coast Town Center 27.4 mi 37 min
Name Miles ETA
Artis-Naples 10.8 mi 25 min
Gulfshore Playhouse 14.8 mi 28 min
Sugden Community Theatre 15.5 mi 32 min
Music & Arts Community Center 32.5 mi 41 min
Barbara B. Mann Performing Arts Hall 36.7 mi 51 min
Name Miles ETA
Physicians Regional (Pine Ridge Rd.) 6.9 mi 16 min
Naples Comprehensive Health (North Naples Hospital) 9.9 mi 23 min
Physicians Regional (Collier Blvd.) 11.4 mi 26 min
Naples Comprehensive Health (NCH Baker Downtown) 15.5 mi 31 min
Name Miles ETA
Naples Airport (APF) 13.2 mi 27 min
Marco Island Executive Airport (MKY) 20.7 mi 41 min
SW Florida Int'l (RSW) 33.8 mi 41 min
Name Miles ETA
North Collier Regional Park 7.7 mi 19 min
Paradise Coast Sports Complex 8 mi 18 min
Big Corkscrew Island Regional Park 9 mi 21 min
Fred W. Coyle Freedom Park 12.8 mi 23 min
Naples Zoo 13.6 mi 28 min
Gordon River Greenway 13.7 mi 25 min
Corkscrew Swamp Sanctuary 14.5 mi 29 min
Baker Park 14.9 mi 28 min
Cambier Park 15.7 mi 33 min
Sugden Regional Park 15.7 mi 32 min

Destinations, Distances & ETAs

Name Miles ETA
Vanderbilt Beach Park 10.2 mi 22 min
Pelican Bay Beach (Private) 11.3 mi 30 min
Delnor-Wiggins Pass State Park 11.5 mi 28 min
Clam Pass Park 11.7 mi 28 min
Lowdermilk Park 15.3 mi 30 min
Via Miramar Beach 15.3 mi 30 min
Naples Municipal Beach and Pier 16.8 mi 36 min
Barefoot Beach Preserve 21 mi 35 min
Bonita Beach 21.2 mi 35 min
Tigertail Beach Park 24.1 mi 48 min
Name Miles ETA
Galleria Shoppes at Vanderbilt 7 mi 17 min
Mercato 9.2 mi 21 min
Waterside Shops 11.2 mi 26 min
Venetian Village 12.6 mi 29 min
Coastland Mall 13.5 mi 26 min
5th Avenue South 15.7 mi 30 min
Third Street South 16.6 mi 35 min
Miromar Outlets 23.2 mi 33 min
Coconut Point 26.5 mi 37 min
Gulf Coast Town Center 27.4 mi 37 min
Name Miles ETA
Artis-Naples 10.8 mi 25 min
Gulfshore Playhouse 14.8 mi 28 min
Sugden Community Theatre 15.5 mi 32 min
Music & Arts Community Center 32.5 mi 41 min
Barbara B. Mann Performing Arts Hall 36.7 mi 51 min
Name Miles ETA
Physicians Regional (Pine Ridge Rd.) 6.9 mi 16 min
Naples Comprehensive Health (North Naples Hospital) 9.9 mi 23 min
Physicians Regional (Collier Blvd.) 11.4 mi 26 min
Naples Comprehensive Health (NCH Baker Downtown) 15.5 mi 31 min
Name Miles ETA
Naples Airport (APF) 13.2 mi 27 min
Marco Island Executive Airport (MKY) 20.7 mi 41 min
SW Florida Int'l (RSW) 33.8 mi 41 min
Name Miles ETA
North Collier Regional Park 7.7 mi 19 min
Paradise Coast Sports Complex 8 mi 18 min
Big Corkscrew Island Regional Park 9 mi 21 min
Fred W. Coyle Freedom Park 12.8 mi 23 min
Naples Zoo 13.6 mi 28 min
Gordon River Greenway 13.7 mi 25 min
Corkscrew Swamp Sanctuary 14.5 mi 29 min
Baker Park 14.9 mi 28 min
Cambier Park 15.7 mi 33 min
Sugden Regional Park 15.7 mi 32 min

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