3936 WAYPOINT AVENUE
OSPREY, FL, 34229
Price$1,000,000
Beds3
Baths3
SqFt2,323
Baths3
SqFt2,323
Status:Active
Property Type:Residential
School:
Property Type:Residential
School:
Discover the charm of coastal living with the convenience of a mainland location in this beautiful Taylor Morrison home, nestled within the exclusive gated community of Bayside in Osprey, FL. The home can be sold either furnished or unfurnished. This peaceful and friendly Intracoastal enclave features just 49 landscape-maintenance-free residences, offering an intimate and effortless coastal lifestyle.
Blending luxury, comfort, and coastal elegance, this meticulously maintained residence showcases thoughtfully curated upgrades throughout. Step inside to find refined details such as elegant crown molding and custom closets in bedrooms, as well as in the pantry and laundry room, ensuring exceptional storage and organization. The split floor plan includes three bedrooms plus a spacious den with pocket doors, creating flexibility for work, relaxation and space for guests.
The designer kitchen is a standout, featuring quartz countertops, stainless steel Monogram GE appliances, a four-burner gas cooktop and handmade pendulum lighting imported from Granada, Spain. Additional upgrades include full-property gutters and a split A/C unit in the garage—ideal for a climate-controlled environment for classic or exotic car enthusiasts.
This private, outdoor oasis is designed for both relaxation and entertainment, with a built-in kitchen and fireplace offering a heated saltwater pool with a brand-new pump and filter. The screened-in lanai was updated in 2025 with a stunning picture-frame view of the water, enhancing the sense of openness and tranquility.
Residents of Bayside enjoy exclusive access to a private community waterfront area complete with a cozy fire pit, a community boat slip with direct access to the Intracoastal Waterway, and a newly built kayak launch. Full restoration of the remaining waterfront amenities will begin in February 2026 and have already been paid for with no future assessment. This prime location is also bikeable to Casey Key, Nokomis Beach, and the Legacy Trail within minutes.
Offering style, comfort, and effortless coastal living in one of Sarasota’s most intimate bayfront communities, this home is ready to welcome you to the best of Florida living.
Blending luxury, comfort, and coastal elegance, this meticulously maintained residence showcases thoughtfully curated upgrades throughout. Step inside to find refined details such as elegant crown molding and custom closets in bedrooms, as well as in the pantry and laundry room, ensuring exceptional storage and organization. The split floor plan includes three bedrooms plus a spacious den with pocket doors, creating flexibility for work, relaxation and space for guests.
The designer kitchen is a standout, featuring quartz countertops, stainless steel Monogram GE appliances, a four-burner gas cooktop and handmade pendulum lighting imported from Granada, Spain. Additional upgrades include full-property gutters and a split A/C unit in the garage—ideal for a climate-controlled environment for classic or exotic car enthusiasts.
This private, outdoor oasis is designed for both relaxation and entertainment, with a built-in kitchen and fireplace offering a heated saltwater pool with a brand-new pump and filter. The screened-in lanai was updated in 2025 with a stunning picture-frame view of the water, enhancing the sense of openness and tranquility.
Residents of Bayside enjoy exclusive access to a private community waterfront area complete with a cozy fire pit, a community boat slip with direct access to the Intracoastal Waterway, and a newly built kayak launch. Full restoration of the remaining waterfront amenities will begin in February 2026 and have already been paid for with no future assessment. This prime location is also bikeable to Casey Key, Nokomis Beach, and the Legacy Trail within minutes.
Offering style, comfort, and effortless coastal living in one of Sarasota’s most intimate bayfront communities, this home is ready to welcome you to the best of Florida living.
| Price | $1,000,000 | |
| Bedrooms | 3 | |
| Full Baths | 3 | |
| Half Baths | 0 | |
| Total Baths | 3 | |
| Property Style | Florida | |
| Lot Size Area | 8780 | |
| Lot Size Area Units | Square Feet | |
| Acres | 0.2 | |
| Property Type | Residential | |
| Sub type | Single Family Residence | |
| MLS Sub type | Single Family Residence | |
| Features | Ceiling Fan(s), Crown Molding, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments | |
| Exterior Features | Hurricane Shutters, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk, Sliding Doors | |
| Year Built | 2016 | |
| Subdivision | BAYSIDE | |
| View | Water | |
| Roof | Tile | |
| Heating | Central, Exhaust Fan, Natural Gas | |
| Foundation | Slab | |
| Lot Description | In County, Landscaped, Private, Sidewalk | |
| Laundry Features | Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup | |
| Pool features | Child Safety Fence, Chlorine Free, Gunite, Heated, In Ground, Lighting, Salt Water, Screen Enclosure, Tile | |
| Garage spaces | 2 | |
| Association Name | Patti Pressano | |
| Association Fee | 1563 | |
| Association Amenities | Cable TV, Gated | |
| Directions | S Tamiami Trail to Bay Ave in Osprey; Follow Sarabay Rd to Waypoint Ave Enter Gate, Turn Right, Property on right | |
| County | Sarasota | |
| Latitude | 27.183326 | |
| Longitude | -82.488961 | |
| Market Area | 34229 – Osprey | |
| Address | 3936 WAYPOINT AVENUE, OSPREY, FL 34229 | |
| Postal Code | 34229 | |
| City | OSPREY | |
| State | FL | |
| Country | United States | |
| Listing Office | CORCORAN DWELLINGS REALTY | |
| Listing Office Phone | 941-200-4663 | |
| Listing Agent | Angelic Tassos | |
| Listing Agent Phone | 917-450-0316 | |
| Special listing conditions | None | |
| Ownership | Fee Simple | |
| Terms | Cash, Conventional, FHA, VA Loan | |
| Virtual Tour URL | https://www.propertypanorama.com/instaview/stellar/A4670043 | |
| Elementary School | Laurel Nokomis Elementary | |
| Middle School | Sarasota Middle | |
| High School | Venice Senior High | |
| Days on market | 109 | |
| MLS Status | Active | |
| Listing Date | Nov 14, 2025 | |
| Listing Last Modified | Mar 3, 2026 | |
| Tax ID | 0148150058 | |
| Tax Year | 2024 | |
| Tax Annual Amount | 10336 | |
| MLS Area | 34229 – Osprey | |
| MLS # | A4670043 | |
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