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$1,089,000
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Property Description
Discover the charm of coastal living with the convenience of a mainland location in this beautifully furnished Taylor Morrison home, nestled within the exclusive gated community of Bayside in Osprey, FL. 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 January 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.
Full Property Details
Full Property Details for 3936 Waypoint Ave
General
- Price: $1,089,000
- HOA FEE: $521/month
- HOA FEE FREQ.: Quarterly
- Taxes: $10,336 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4670043
- Updated: 1/15/2026
- Added to Site: 63 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 12
- Interior Features: Ceiling Fan(s), Crown Molding, High Ceilings, Kitchen and Family Room Combination, 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
- Fireplace: Yes
- Fireplace(s): Gas, Masonry, Non Wood Burning, Outside
- Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer
- Furnishings: Negotiable
- Flooring: Carpet, Porcelain Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Additional Information
- Shared Amenities: Cable TV, Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: Child Safety Fence, Chlorine Free, Gunite, Heated, In Ground, Lighting, Salt Water, Screen Enclosure, Tile
- Spa: Yes
- Spa Description: Heated, In Ground, Swim Spa
- Security/Safety: Gated Community, Security Gate, Smoke Detector(s)
Exterior
- Exterior Features: Hurricane Shutters, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Front Porch, Patio, Screened
- Porch/Patio/Deck: Covered, Front Porch, Patio, 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: S Tamiami Trail to Bay Ave in Osprey; Follow Sarabay Rd to Waypoint Ave Enter Gate, Turn Right, Property on right
- Direction Faces: South
School Information
- Elementary School: Laurel Nokomis Elementary
- Middle School: Sarasota Middle
- High School: Venice Senior High
Community
- Community Name: 34229 - Osprey
- Community Features: Fishing, Lake, Community Mailbox, Gated Community - No Guard, Park
- Optional Amenities: Cable TV, Gated
- Association: Yes
- Assoc. Name: Patti Pressano
- Assoc. Fees Include: Cable TV, Escrow Reserves Fund, Insurance, Maintenance Grounds, Manager, Private Road, Sewer, Trash
Heating & Cooling
- Cooling Type: Central Air, Humidity Control, Mini-Split Unit(s)
- Heating Type: Central, Exhaust Fan, Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Canal/Lake For Irrigation, Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Cable Connected, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Phone Available, Sewer Connected, Sprinkler Recycled, S
Structural Information
- Architectural Info: Florida
- Architectural Style: Florida
- Builder: Taylor Morrison
- Exterior Const.: Block, Stucco
- Roof: Tile
- Windows: Blinds, Drapes, Rods, Window Treatments
- Stories/Levels: One
- Square Feet: 2,323
- Sq. Ft. Source: Public Records
- Year Built: 2016
Lot Features
- Property View: Water
- Lot Size (Acres): 0.2
- Lot Size (Sq. Ft.): 8,780
- Lot Size: 8780
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water View: Yes
- Water Extras: Yes
- Water Front Desc.: Lake
Financial Considerations
- Association Fee: $1,563
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $10,336
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 48, BAYSIDE, PB 49 PG 41
- Flood Zone Info: X500
- APN: 148150058
- Property ID: 148150058
- Block/Lot/Section: 1
Listed by Corcoran Dwellings Realty
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Schools
Schools serving 3936 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 Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 3936 Waypoint Ave
Date
Details
Price
Change
Source
11/14/2025
Listed
$1,089,000
59.07%
MLS
12/28/2016
Sold
$684,611
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 3936 Waypoint Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,167
-2%
$899,900
2%
2024
$10,336
5%
$880,400
1%
2023
$9,865
28%
$868,000
47%
2021
$7,691
-19%
$591,100
-31%
2022
$9,470
23%
$851,800
51%
2021
$7,691
11%
$562,300
7%
2019
$6,932
-2%
$523,200
-2%
2018
$7,050
-5%
$533,600
-3%
2017
$7,393
619%
$551,300
613%
2016
$1,028
—
$77,300
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 3936 Waypoint Ave
3936 Waypoint Avenue, Osprey, FL 34229 (MLS# A4670043) is a Single Family property with 3 bedrooms and 3 full bathrooms. 3936 Waypoint Avenue is currently listed for $1,089,000 and was received on November 14, 2025. Want to learn more about 3936 Waypoint Avenue? Do you have questions about finding other Single Family real estate for sale in Osprey? You can browse all Osprey real estate or contact a Coldwell Banker agent to request more information.

