- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes
$3,650,000
Monthly Est:$18,167
5 Beds
- 6 Baths
5 full baths + 1 half bath
4,403sqft
2350 Cheshire Ln, Naples, FL 34109
$3,650,000
$18,167/moEst:
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Single Family Residence
Built in 2002
$422.75/mo HOA
0.25 acre lot
$829/sq.ft
Description
OVERSIZED CORNER LOT WITH LAKE AND FOUNTAIN VIEWS in the double-gated Watercrest community of Pelican Marsh. This is a private, custom Mediterranean estate wrapped in mature tropical landscaping. Your backyard is a true RESORT: a heated pool with a BEACH WALK-IN ENTRY, rock waterfalls, a slide and a grotto, plus a spa and an outdoor kitchen pavilion, with a mosquito misting system for comfortable evenings outside. Car collectors, take note: the custom painted, air-conditioned garage holds FIVE VEHICLES with TWO CAR LIFTS THAT CONVEY. Inside, more than 4,400 square feet offer five en-suite bedrooms, including a first-floor primary suite with an exercise room and a study. Upstairs, two en-suite bedrooms share a PRIVATE BALCONY overlooking the pool and lake. A full bar connects the formal living and dining room, with a 1,300-bottle wine cellar around the corner, an ENTERTAINER’S DREAM. The Viking and Sub-Zero kitchen opens to the family room. Near Mercato and Vanderbilt Beach. Schedule your showing today!
- Houzeo last checked: 11 hours ago
- Listing updated: October 21, 2026 at 1:57 pm
- Listing Provided by: William Pilger, Jr. (239) 272-5525 DRE #249512580 | The Property Pros SWFL LLC (239) 272-5525
- Source: Florida Gulf Coast MLS, Fort Myers-FL | MLS#: 226035977

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
2
County
City
Neighborhood
--
Year Built
2002
HOA Fees
$422.75/mo
Finished Area
4,403 sqft
Lot Size
0.25 acre lot
Basement Area
- sqft
MLS Name
Florida Gulf Coast MLS, Fort Myers
MLS Number
226035977
MLS Status
Active
Days on Market
18
Cumulative Days on Market
6

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Location
HOA Management
N/A
HOA Fees
$2,073/ Annually
N/A
HOA Fees
$750/ Quarterly
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Golf
Cable TV
Road Maintenance
Gym
Park Playground
Internet
Club House
Tennis
Basket Ball
Sports Court
Restaurant
Walk path
LegalAccounting
BusinessCenter
ReserveFund
Management
PrivateMembership
StreetLights
AssociationManagement
PuttingGreens
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 6
Interior
Appliances
Built In Oven, Double Oven, Dryer, Dishwasher, Freezer, Gas Cooktop, Disposal, Ice Maker, Microwave, Range, Refrigerator, Refrigerator With Ice Maker, Separate Ice Machine, Wine Cooler, Washer
Sewer
Public Sewer
Cooling
Central Air, Ceiling Fans, Electric
Heating
Gas
Interior Features
Attic, Wet Bar, Breakfast Bar, Bidet, Built In Features, Bathtub, Closet Cabinetry, Coffered Ceilings, Separate Formal Dining Room, Fireplace, High Ceilings, Multiple Shower Heads, Main Level Primary, Pantry, Pull Down Attic Stairs, Sitting Area In Primary, Separate Shower, Cable Tv, Bar, Walk In Closets, Wired For Sound
Exterior Features
Fence, Irrigation Sprinklers, None, Outdoor Grill, Outdoor Kitchen, Water Feature, Gas Grill
Window Features
Arched, Single Hung, Sliding, Shutters, Window Coverings
Flooring
Carpet, Concrete, Tile, Wood
Construction
Year Built
Year Built: 2002
Home type
Single Family Residence
Roof
Tile
Property Condition
Resale
Architectural Style
Two Story
Construction Materials
Block, Concrete, Stucco
Utilities & Energy
Pool Features
Gas Heat, Heated, In Ground
Association Amenities
Basketball Court, Bocce Court, Business Center, Clubhouse, Fitness Center, Golf Course, Pickleball, Park, Private Membership, Putting Greens, Restaurant, Sidewalks, Tennis Courts, Management
Security Features
Burglar Alarm Monitored, Security Gate, Gated With Guard, Gated Community, Security System, Smoke Detectors
Water Source
Public
Utilities
Cable Available, High Speed Internet Available, Underground Utilities
Laundry Features
Washer Hookup, Dryer Hookup, Inside, Laundry Tub
Parking Features
Attached, Circular Driveway, Deeded, Driveway, Garage, Paved, Garage Door Opener
Other Features
Subdivision Name
Watercrest
Community Features
Golf, Gated, Tennis Courts, Street Lights
Disclosures
Rv Restrictions
Lot Features
Irregular Lot, Cul De Sac, Sprinklers Automatic
Patio And Porch Features
Balcony, Open, Porch
Price History
| Date | Event | Price |
|---|---|---|
10/15/2026 Source: | Price Decreased | $3,650,000 -8.75% $829/sqft |
03/12/2026 Source: | Off Market | $3,999,950 $908/sqft |
03/12/2026 Source: | Listed for Sale | $3,999,950 $908/sqft |
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Based on information from the Florida Gulf Coast Multiple Listing Service, Inc. through Nov 02, 2026, 02:15PM. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this website. © 2026 Florida Gulf Coast Multiple Listing Service - All Rights Reserved.
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