1595 Whispering Oaks Cir
Description
• Off-Season (May–July, October):...Book your seasonal months early before they’re gone! This turnkey, fully updated single-family pool and spa home is ready for you—just bring your clothes! Located in the highly sought-after community of Sterling Oaks, this 3-bedroom, 3-bath property offers ideal flexibility: the main house features 2 bedrooms and 2 full baths, while a separate guest suite provides 1 bedroom and 1 full bath—perfect for in-laws, teens, or guests seeking extra privacy. Rental Rates:
• Off-Season (May–July, October): $4,500/month
• November: $7,500/month
• December–March: $9,500/month (2026 BOOKED, NOT available)
• April: $9,000/month
Included: Basic cable and internet. Community Amenities: Sterling Oaks offers resort-style living with tennis courts, pickleball, bocce, a fitness center, a resort pool with a pool bar, and on-site dining. Additional Details:
• HOA application and approval required. Additional Details:
• HOA application and approval required • No smoking. No pets. No pets Electric and Water cap of $200. Don’t miss your opportunity to stay in this beautiful Naples home!
- Listed by Kristina Vessella • Marzucco Real Estate
Property Details for 1595 Whispering Oaks Circle
Property Details for 1595 Whispering Oaks Circle
| Status | Active |
|---|---|
| MLS # | 225043947 |
| Days on Market | 275 |
| Rental Incentives | - |
| Available Date | 05/02/2025 |
| Lease Term | Lease Length: 30 |
| Furnished | - |
| Compass Type | Rental |
| MLS Type | Residential Rental / Single Family |
| Year Built | 1997 |
| Lot Size | 0.18 AC / 7,840 SF |
| County | Collier County |
Location
Building Information for 1595 Whispering Oaks Circle
Property Information for 1595 Whispering Oaks Circle
- Amenities: Basketball Court, Bocce Court, Business Center, Cabana, Clubhouse, Pool, Community Room, Spa/Hot Tub, Fitness Center, Internet Access, Pickleball, Play Area, Restaurant, Sauna, Tennis Court(s)
- Community Type: Clubhouse, Pool, Fitness Center, Restaurant, Tennis, Gated
- Pets: Not Allowed
- Property Features: Cable Prewire
- Carport Desc: Driveway Paved, Attached
- Carport Spaces: 0
- Attached Garage: Yes
- Garage Spaces: 2
- Carport: No
- Covered Spaces: 2
- Garage: Yes
- Total Parking: 0
- Laundry Features: Laundry in Residence
- Approx Living Area: 1907.0
- Living Area Units: Square Feet
- Bedrooms: 3 Bed
- Elevator: None
- Appliances: Electric Cooktop, Dishwasher, Disposal, Microwave, Range, Refrigerator/Icemaker, Washer, Wine Cooler
- Equipment: Auto Garage Door, Cooktop - Electric, Dishwasher, Disposal, Microwave, Range, Refrigerator/Icemaker, Smoke Detector, Washer, Wine Cooler
- Flooring: Tile
- Interior Features: Bar, Built-In Cabinets, Fireplace, Smoke Detectors, Cable Prewire
- Spa Features: Community, Below Ground, Heated Solar
- Private Pool Desc: Community, Below Ground
- Private Pool: Yes
- Private Spa: Yes
- Total Floors: 1
- Baths Full: 3
- Half Bathrooms: 3
- Bathrooms Total Decimal: 4.50
- Bathrooms: 6
- Bedrooms Total: 3
- Fireplace: Yes
- Foundation Details: Concrete Block
- View YN: Yes
- Additional Rooms: Florida Room, Guest Bath, Guest Room, Laundry in Residence, Screened Balcony, Screened Lanai/Porch
- Exterior Features: Screened Balcony, Screened Lanai/Porch, Courtyard, Cabana, Tennis Court(s), Patio
- Exterior Finish: Concrete Block
- Cooling: Ceiling Fan(s), Central Electric
- Cooling YN: Yes
- Heat: Central Electric
- Heating YN: Yes
- Structure Type: House
- Availability Type: Monthly
- Off Season Rate: $4,500.00
- Season Rate: $9,500.00
- Horse: No
- Smoking YN: No
- Min Days of Lease: 30
Property History for 1595 Whispering Oaks Circle
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| May 2, 2025 | Listed (Active) Naples Area Board of REALTORS #225043947 | $9,500 | — |
| Feb 1, 2025 | Expired Naples Area Board of REALTORS #224053925 | — | |
| Jun 24, 2024 | Withdrawn Naples Area Board of REALTORS #224019910 | — | |
| Jun 24, 2024 | Listed (Active) Naples Area Board of REALTORS #224053925 | $9,500 | — |
| Feb 29, 2024 | Listed (Active) Naples Area Board of REALTORS #224019910 | $4,500 | — |
| Aug 16, 2022 | Withdrawn Naples Area Board of REALTORS #204007516 | — | |
| Mar 16, 2004 | Listed (Active) Naples Area Board of REALTORS #204007516 | $2,500 | — |
| Date | Event & Source | Price |
|---|---|---|
| 05/02/2025 | Listed (Active) Naples Area Board of REALTORS #225043947 | $9,500 |
| 02/01/2025 | Expired Naples Area Board of REALTORS #224053925 | — |
| 06/24/2024 | Withdrawn Naples Area Board of REALTORS #224019910 | — |
| 06/24/2024 | Listed (Active) Naples Area Board of REALTORS #224053925 | $9,500 |
| 02/29/2024 | Listed (Active) Naples Area Board of REALTORS #224019910 | $4,500 |
| 08/16/2022 | Withdrawn Naples Area Board of REALTORS #204007516 | — |
| 03/16/2004 | Listed (Active) Naples Area Board of REALTORS #204007516 | $2,500 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Schools near 1595 Whispering Oaks Circle
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 11 | |||
| Public - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Naples Park Elementary School PublicPK to 5 | ||
North Naples Middle School Public6 to 8 | ||
Aubrey Rogers High School Public9 to 11 | ||
Florida Virtual Course Offerings Public9 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.
No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.
Listing Courtesy of Marzucco Real Estate, Kristina Vessella
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.
