3929 WAYPOINT AVENUE, Osprey, FL 34229

• 3 beds |
• 4 baths |
• 2,115 sqft

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!

Listing Status:

Active

Date Added:

March 18, 2026

Data Last Updated:

March 29, 2026 at 2:21AM

Listing Office:

RE/MAX ALLIANCE GROUP : 941-954-5454

Listing Agent:

Rachel Tritschler : 941-993-5892

MLS ID:

A4686669

Interior

• General: Cathedral Ceiling(s)Ceiling Fans(s)
• Rooms: Den/Library/Office
• Appliances: DishwasherDisposalDryerRangeRefrigeratorWasher
• Laundry: InsideLaundry Room
• A/C: Central Air
• Heating: Central
• Fireplace: OutsideFireplace

Exterior

• General: Heated
• Other Structures: EnclosedScreened
• Pool: Heated

Construction

• General: One

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: 0148150034

Financial

• Source: Stellar MLS