595 Regatta Road
Description
Inside, open gathering areas flow with ease, creating an inviting setting for both intimate evenings and larger...Set in The Moorings west of U.S. 41, this furnished 2015 former model pairs West Indies–inspired architecture with a thoughtfully designed single-story plan and a polished indoor-outdoor sensibility. A gated walkway, layered water features, and an elegant façade establish a memorable arrival, while a dramatic see-through fireplace visually connects the interior and exterior living spaces.
Inside, open gathering areas flow with ease, creating an inviting setting for both intimate evenings and larger celebrations. At the center, the kitchen combines beauty with serious functionality: an expansive island with seating, a separate breakfast area, gas cooktop, two dishwashers, refrigerator drawers, and an oversized walk-in pantry cleverly concealed behind a door. The result is a refined entertaining space with abundant preparation and storage capacity kept discreetly out of view.
Four bedrooms and a den/library offer flexibility for daily living, guests, and a dedicated workspace. Rich wood flooring extends through each bedroom and the office, adding warmth and continuity. A refrigerated wine room and wet bar further elevate the home’s entertaining credentials, while four full and two half bathrooms provide generous accommodations.
Technology and practical enhancements have been integrated throughout, including high-definition televisions, video-distribution capabilities, motorized screens and shutters, electric draperies and shades, a whole-house generator, and an air-conditioned three-car garage.
Positioned between Park Shore and Old Naples, this Moorings residence places beaches, dining, shopping, entertainment, and cultural destinations within convenient reach. Its former-model detailing, one-level design, entertaining amenities, and desirable Naples setting create a compelling opportunity to enjoy the coastal lifestyle.
Schedule a private showing to experience the home’s design and atmosphere firsthand.
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Property Details for 595 Regatta Road
Location
Building Information for 595 Regatta Road
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$36,429 per month
30 year fixed, 6.55% Interest
$34,309
$2,119
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1Property Information for 595 Regatta Road
- Amenities: Internet Access, Private Beach Pavilion
- Elementary School: SEA GATE ELEMENTARY
- Golf Type: No Golf Available
- High School: NAPLES HIGH SCHOOL
- Middle School: GULFVIEW MIDDLE SCHOOL
- Pets: No Approval Needed
- Status Type: Resale Property
- Property Features: Cable Prewire
- Carport Desc: Circular Driveway, Driveway Paved, Attached
- Carport Spaces: 0
- Attached Garage: Yes
- Garage Spaces: 3
- Carport: No
- Covered Spaces: 3
- Garage: Yes
- Total Parking: 3
- HOA Desc: No
- HOA Fee: $.00
- Condo Fee: $0
- Primary HOA Fee: $0
- Total Annual Recurring Fees: $.00
- Tax Annual Amount: $25,431.54
- Tax Legal Description: MOORINGS UNIT 7 BLK K LOT 34
- Laundry Features: Laundry in Residence
- Approx Living Area: 4240.0
- Living Area Units: Square Feet
- Bedroom Desc: First Floor Bedroom,Master BR Ground,Split Bedrooms
- Bedrooms: 4+Den
- Dining Description: Dining - Living,Eat-in Kitchen
- Elevator: None
- Appliances: Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Grill - Gas, Microwave, Refrigerator/Icemaker, Self Cleaning Oven, Wall Oven, Warming Tray, Washer, Wine Cooler
- Equipment: Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Dryer, Freezer, Generator, Grill - Gas, Home Automation, Microwave, Refrigerator/Icemaker, Security System, Self Cleaning Oven, Smoke Detector, Wall Oven, Warming Tray, Washer, Wine Cooler
- Flooring: Tile, Wood
- Interior Features: Built-In Cabinets, Closet Cabinets, Fireplace, Foyer, French Doors, Pantry, Smoke Detectors, Volume Ceiling, Walk-In Closet, Wet Bar, Window Coverings, Cable Prewire
- Spa Features: Below Ground, Concrete, Equipment Stays, Heated Gas
- Num Unit Floor: 1
- Private Pool Desc: Below Ground, Concrete, Equipment Stays, Gas Heat
- Private Pool: Yes
- Private Spa: Yes
- Room Count: 12
- Total Floors: 1
- Baths Full: 4
- Half Bathrooms: 2
- Bathrooms Total Decimal: 5.00
- Bathrooms: 6
- Bedrooms Total: 4
- Door Features: French Doors
- Fireplace Features: Outdoor Fireplace
- Fireplace: Yes
- Foundation Details: Concrete Block
- Other Equipment: Generator
- View YN: Yes
- Floor Plan Type: Great Room, Split Bedrooms
- Kitchen Description: Gas Available, Island, Walk-In Pantry
- Additional Rooms: Den - Study, Family Room, Laundry in Residence, Open Porch/Lanai, Screened Lanai/Porch
- Gas: Yes
- Exterior Features: Awning(s), Open Porch/Lanai, Screened Lanai/Porch, Built In Grill, Outdoor Kitchen, Outdoor Fireplace, Deck
- Exterior Finish: Concrete Block, Stucco
- Roof: Tile
- Windows: Window Coverings
- Storm Protection: Impact Resistant Doors, Impact Resistant Windows
- Cooling: Central Electric, Zoned
- Cooling YN: Yes
- Heat: Central Electric, Zoned
- Heating YN: Yes
- Irrigation: Central
- Water: Central
- Gas: Propane
- Structure Type: House
- Room Length: 14.0
- Room Type: Bedroom
- Room Width: 13.0
- Room Length: 14.0
- Room Type: Bedroom
- Room Width: 12.0
- Room Length: 13.0
- Room Type: Den
- Room Width: 15.0
- Room Length: 14.0
- Room Type: Kitchen
- Room Width: 17.0
- Room Length: 13.0
- Room Type: Living Room
- Room Width: 17.0
- Room Length: 14.0
- Room Type: Dining Room
- Room Width: 14.0
- Room Length: 25.0
- Room Type: Great Room
- Room Width: 23.0
- Room Length: 14.0
- Room Type: Bedroom
- Room Width: 12.0
- Room Length: 22.0
- Room Type: Garage
- Room Width: 16.0
- Room Length: 24.0
- Room Type: Garage
- Room Width: 21.0
- Room Length: 17.0
- Room Type: Lanai
- Room Width: 33.0
- Room Length: 15.0
- Room Type: Master Bedroom
- Room Width: 20.0
- Lease Limits YN: Yes
- Horse: No
- Lease Term: Buyer Finance/Cash
- Transfer Fee: $.00
- Leases Per Year: 12
- Min Days of Lease: 30
Property History for 595 Regatta Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Jul 31, 2026 | Listed (Active) Naples Area Board of REALTORS #226027958 | $6,750,000 | — |
| Jun 17, 2026 | Withdrawn Naples Area Board of REALTORS #224060828 | — | |
| Nov 25, 2024 | Pending With Contingencies Naples Area Board of REALTORS #224060828 | — | |
| Jul 22, 2024 | Listed (Active) Naples Area Board of REALTORS #224060828 | $6,500,000 | — |
| Jun 29, 2017 | Expired Naples Area Board of REALTORS #217031386 | — | |
| May 5, 2017 | Listed (Active) Naples Area Board of REALTORS #217031386 | $3,450,000 | — |
| Mar 31, 2015 | Sold (Public Record) Public Record #491487682 | $2,904,000 | +13.2% / yr |
| Mar 31, 2015 | Sold Naples Area Board of REALTORS #214027968 | $3,150,000 | — |
| Mar 20, 2015 | Pending With Contingencies Naples Area Board of REALTORS #214027968 | — | |
| May 9, 2014 | Listed (Active) Naples Area Board of REALTORS #214027968 | $2,995,000 | — |
| Mar 31, 2009 | Expired FORTMLS #208013640 | $1,195,000 | — |
| Mar 30, 2008 | Listed (Active) FORTMLS #208013640 | $1,575,000 | — |
| Jan 18, 2008 | Expired FORTMLS #207003688 | $1,595,000 | — |
| Jan 18, 2007 | Listed (Active) FORTMLS #207003688 | $1,695,000 | — |
| Sep 1, 2006 | Sold Naples Area Board of REALTORS #206001931 | $999,999 | — |
| Aug 31, 2006 | Sold (Public Record) Public Record #201506373 | $999,999 | +8.2% / yr |
| Jul 21, 2006 | Pending Naples Area Board of REALTORS #206001931 | — | |
| Jun 21, 2006 | Pending With Contingencies Naples Area Board of REALTORS #206001931 | — | |
| Jan 9, 2006 | Listed (Active) Naples Area Board of REALTORS #206001931 | $1,300,000 | — |
| May 22, 2002 | Sold (Public Record) Public Record #93418215 | $715,000 | — |
| May 9, 2002 | Sold Naples Area Board of REALTORS #2203171 | $715,000 | — |
| Apr 25, 2002 | Pending Naples Area Board of REALTORS #2203171 | — | |
| Jan 24, 2002 | Listed (Active) Naples Area Board of REALTORS #2203171 | $749,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 07/31/2026 | Listed (Active) Naples Area Board of REALTORS #226027958 | $6,750,000 |
| 06/17/2026 | Withdrawn Naples Area Board of REALTORS #224060828 | — |
| 11/25/2024 | Pending With Contingencies Naples Area Board of REALTORS #224060828 | — |
| 07/22/2024 | Listed (Active) Naples Area Board of REALTORS #224060828 | $6,500,000 |
| 06/29/2017 | Expired Naples Area Board of REALTORS #217031386 | — |
| 05/05/2017 | Listed (Active) Naples Area Board of REALTORS #217031386 | $3,450,000 |
| 03/31/2015 | Sold (Public Record) Public Record #491487682 | $2,904,000 +13.2% / yr |
| 03/31/2015 | Sold Naples Area Board of REALTORS #214027968 | $3,150,000 |
| 03/20/2015 | Pending With Contingencies Naples Area Board of REALTORS #214027968 | — |
| 05/09/2014 | Listed (Active) Naples Area Board of REALTORS #214027968 | $2,995,000 |
| 03/31/2009 | Expired FORTMLS #208013640 | $1,195,000 |
| 03/30/2008 | Listed (Active) FORTMLS #208013640 | $1,575,000 |
| 01/18/2008 | Expired FORTMLS #207003688 | $1,595,000 |
| 01/18/2007 | Listed (Active) FORTMLS #207003688 | $1,695,000 |
| 09/01/2006 | Sold Naples Area Board of REALTORS #206001931 | $999,999 |
| 08/31/2006 | Sold (Public Record) Public Record #201506373 | $999,999 +8.2% / yr |
| 07/21/2006 | Pending Naples Area Board of REALTORS #206001931 | — |
| 06/21/2006 | Pending With Contingencies Naples Area Board of REALTORS #206001931 | — |
| 01/09/2006 | Listed (Active) Naples Area Board of REALTORS #206001931 | $1,300,000 |
| 05/22/2002 | Sold (Public Record) Public Record #93418215 | $715,000 |
| 05/09/2002 | Sold Naples Area Board of REALTORS #2203171 | $715,000 |
| 04/25/2002 | Pending Naples Area Board of REALTORS #2203171 | — |
| 01/24/2002 | Listed (Active) Naples Area Board of REALTORS #2203171 | $749,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 595 Regatta Road
Schools near 595 Regatta Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Charter - | K to 12 |
Rating | School | Distance |
|---|---|---|
Sea Gate Elementary School PublicPK to 5 | ||
Gulfview Middle School Public6 to 8 | ||
Naples High School Public9 to 12 | ||
Mason Classical Academy CharterK to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. 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. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.