Date
Details
Price
Change
Source
3/18/2026
Listed
$4,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$4,500 Sale Pending
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Property Description
ANNUAL RENTAL - Pristine Single family home in the highly sought after community of Bayside in Osprey. The beautiful heated pool home features three bedrooms and three baths as well a private office space. Master bedroom offers an en suite bathroom with dual vanities, walk in shower, oversized walk in closet with built ins. Kitchen is complete with Gas Range, Oversized Island, Quartz Countertops and walk in pantry. Guest bedrooms each have en suite bathrooms too along with one powder bath! Outdoor space is remarkable from the heated pool and spa with southern exposure plus a bonus outdoor kitchen with built in Gas fireplace. Tandem 3 car garage will allow for ample storage for bikes and kayaks. Bayside is a fabulous place to be with opportunity to kayak and paddle board everyday. Bayside also has sunset lovers in mind with a private dock and waterfront sitting area perfect for evening romance. Minutes away from shopping, Venice Beach, Siesta Key Beach, Nokomis Beach and Casey Key Beach. Lots of time to go biking with the new Legacy trail and Oscar Scherer Park. Unfurnished*No smoking* 1st, last & Security for move in!
Full Property Details
Full Property Details for 3929 Waypoint Ave
General
- Rent: $4,500
- Status: Pending
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4686669
- Updated: 4/13/2026
- Added to Site: 45 day(s) ago
Rental Information
- Lease/Rent Term: 12 Months
- Min. Lease: 8-12 Months
Interior
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s)
- Fireplace: Yes
- Fireplace(s): Outside
- Appliances: Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer
- Furnishings: Unfurnished
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Heated
- Spa: Yes
- Spa Description: Heated
Exterior
- Deck/Patio: Enclosed, Screened
- Porch/Patio/Deck: Enclosed, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34229 - Osprey
- County: Sarasota
- Development Name: 34229 - Osprey
- Subdivision: BAYSIDE
- Driving Directions: From US 41/ Tamiami Trail, south of Bay Street, across from the Super-Walmart take right diagonally onto Sarabay Rd. The Bayside Community is at the end. Enter Gate Code gate code then turn right, home is on the left, no sign.
School Information
- Elementary School: Venice Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
Community
- Community Name: 34229 - Osprey
- Community Features: Dock, Fishing, Water Access, Gated Community - No Guard, Irrigation-Reclaimed Water, Sidewalks
- Association: Yes
- Assoc. Name: Pinnacle Community Robin Estep
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Structural Information
- Stories/Levels: One
- Square Feet: 2,115
- Year Built: 2017
Lot Features
- Lot Size (Acres): 0.22
- Lot Size (Sq. Ft.): 9,667
- Lot Size: 9667
- Street/Road Desc.: Paved
Financial Considerations
- Lease Price: $4,500
- Assoc Fee Desc.: Required
- Application Fee: $50
- Security Deposit: $4,500
- Pet Deposit: $300
Disclosures and Reports
- APN: 148150034
- Property ID: 148150034
Listed by Re/Max Alliance Group
Schools
Schools serving 3929 Waypoint Ave
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Laurel Nokomis School 1900 Laurel Road East, Nokomis, FL 34275 | PK-8 | 5.1 mi |
Venice Senior High School 1 Indian Avenue, Venice, FL 34285 | 9-12 | 6.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 3929 Waypoint Ave
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- Single Family
- Active
- Updated 7 days ago
- 3Beds
- 4Total Baths
- 2,516Sq. Ft.
Listed by Showtime Realty
- Single Family
- Active
- 3Beds
- 3Total Baths
- 2,256Sq. Ft.
Listed by Pmi Southwest Florida
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 3Total Baths
- 2,840Sq. Ft.
Listed by Axen Realty, Llc
- Single Family
- Active
- 3Beds
- 3Total Baths
- 2,309Sq. Ft.
Listed by Florida Capital Real Estate
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- Townhouse
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 1,558Sq. Ft.
Listed by Jennette Properties, Inc.
- Apartment
- Active
- Updated 1 day ago
- 1Bed
- 1Total Bath
- 400Sq. Ft.
Listed by Quest Properties Inc
- Single Family
- Active
- Updated 10 hours ago
- 4Beds
- 2Total Baths
- 2,023Sq. Ft.
Listed by Fine Properties
- Townhouse
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 1,373Sq. Ft.
Listed by The Sunshine State Company
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- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,984Sq. Ft.
Listed by The Keyes Company - Sarasota
- Townhouse
- Active
- Updated 3 days ago
- 3Beds
- 3Total Baths
- 1,721Sq. Ft.
Listed by Gulf Coast Realty & Management
- Apartment
- Active
- Updated 6 days ago
- 2Beds
- 2Total Baths
- 1,176Sq. Ft.
Listed by The Apartment Brothers Llc
- Condo
- Active
- Updated 6 hours ago
- 3Beds
- 2Total Baths
- 1,383Sq. Ft.
Listed by Exit King Realty
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- Single Family
- Closed
- 3Beds
- 3Total Baths
- 2,981Sq. Ft.
Listed and Sold by Exit King Realty
- Single Family
- Closed
- 3Beds
- 2Total Baths
- 2,188Sq. Ft.
Listed by Re/Max Alliance Group
Sold by Re/Max Alliance Group
Sold by Re/Max Alliance Group
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,314Sq. Ft.
Listed by Coldwell Banker Sunstar Realty
Sold by Coldwell Banker Sunstar Realty
Sold by Coldwell Banker Sunstar Realty
- Single Family
- Closed
- Updated 20 hours ago
- 4Beds
- 3Total Baths
- 2,399Sq. Ft.
Listed and Sold by Imperial Property Group Llc
3929 Waypoint Avenue, Osprey, FL 34229 (MLS# A4686669) is a Single Family property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 3929 Waypoint Avenue is currently listed for rent at $4,500 and was received on March 18, 2026. Want to learn more about 3929 Waypoint Avenue? Do you have questions about finding other real estate for sale or rent in Osprey? You can browse all Osprey rentals or contact a Coldwell Banker agent to request more information.