3936 Waypoint Ave

Osprey, FL 34229

$1,089,000
Price
3
Beds
2,323 Sq. Ft.
$469 / Sq. Ft.
2,323
Sq. Ft.
$469
per Sq. Ft.

Description

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...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.
  1. Listed by Angelic Tassos • Brokerage DRE #1040133 • CORCORAN DWELLINGS REALTY
    P: (917)-450-0316 C: (917)-450-0316 angelic@corcorandwellings.com

Property Details for 3936 Waypoint Avenue

Architectural Style
Florida
Subdivision Name
BAYSIDE
Township
38
Garage Spaces
2
View
Water
Waterfront
No
Water View
Pond
Furnished
Unfurnished
LISTING UPDATED: 02/23/2026 05:24 PM

Property Details for 3936 Waypoint Avenue

StatusActive
MLS #A4670043
Days on Market102
Taxes$10,336 / year
HOA Fees$6,252 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2016
Lot Size0.20 AC / 8,780 SF
CountySarasota County

Location

Listing Courtesy of CORCORAN DWELLINGS REALTY, Angelic Tassos
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Building Information for 3936 Waypoint Avenue

Stories-Year Built2016Building Size-Lot Size0.20 AC / 8,780 SF

Payment Calculator

$6,690 per month

30 year fixed, 6.15% Interest

Principal and Interest

$5,308

Property Taxes

$861

HOA Dues

$521

The Payment Calculator is for illustrative purposes only.

Property Information for 3936 Waypoint Avenue

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3248.0
  • Building Area Units: Square Feet
  • Community Features: Fishing, Lake, Community Mailbox, Gated Community - No Guard, Park
  • Direction Faces: South
  • Directions: S Tamiami Trail to Bay Ave in Osprey; Follow Sarabay Rd to Waypoint Ave Enter Gate, Turn Right, Property on right
  • Elementary School: Laurel Nokomis Elementary
  • Middle Or Junior School: Sarasota Middle
  • High School: Venice Senior High
  • Other Equipment: Irrigation Equipment
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • SW Subdiv Community Name: Bayside
  • Unit Number: No
  • Street Number: 3936
  • Street Name: WAYPOINT
  • Street Suffix: AVENUE
  • State: FL
  • City: OSPREY
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: Yes
  • Association Fee Includes: Cable TV, Escrow Reserves Fund, Insurance, Maintenance Grounds, Manager, Private Road, Sewer, Trash
  • Association Fee Requirement: Required
  • Association Name: Patti Pressano
  • Association Phone: 941-444-7090
  • Association: Yes
  • CDD: No
  • Tax Block: 1
  • Tax Book Number: 49-41
  • Tax Legal Description: LOT 48, BAYSIDE, PB 49 PG 41
  • Tax Lot: 48
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Additional Water Information: Community waterfront w/ fire pit and community boat slip (1) for access
  • Lot Features: In County, Landscaped, Private, Sidewalk
  • Parcel Number: 0148150058
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: Fishing Pier
  • Water Extras: Yes
  • Water: Fishing Pier
  • Zoning: RSF1
  • Living Area: 2323
Property and Assessments
  • Year Built Numeric: 2016
  • Association Amenities: Cable TV, Gated
  • Flood Zone Code: X500
  • Flood Zone Date: 03-27-2024
  • Flood Zone Panel: 12115C0236G
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 18
  • Public Survey Section: 10
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Phone Available, Sewer Connected, Sprinkler Recycled, Street Lights, Underground Utilities, Water Connected
  • Water Source: Canal/Lake For Irrigation, Public
Interior and Exterior Features
Exterior Features
  • Builder Model: Lazio
  • Builder Name: Taylor Morrison
  • Construction Materials: Block, Stucco
  • Exterior Features: Hurricane Shutters, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk, Sliding Doors
  • Foundation Details: Slab
  • Levels: One
  • Patio And Porch Features: Covered, Front Porch, Patio, Screened
  • Pool Dimensions: 10x25
  • Pool Features: Child Safety Fence, Chlorine Free, Gunite, Heated, In Ground, Lighting, Salt Water, Screen Enclosure, Tile
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Security Features: Gated Community, Security Gate, Smoke Detector(s)
  • Spa Features: Heated, In Ground, Swim Spa
  • Spa: Yes
  • Vegetation: Mature Landscaping
  • Waterfront Features: Lake
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 3
  • Additional Rooms: Den/Library/Office, Inside Utility
  • 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
  • Cooling: Central Air, Humidity Control, Mini-Split Unit(s)
  • Fireplace Features: Gas, Masonry, Non Wood Burning, Outside
  • Fireplace: Yes
  • Flooring: Carpet, Porcelain Tile
  • Heating: Central, Exhaust Fan, Natural Gas
  • Interior 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
  • Laundry Features: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 12.0
  • Water View: Yes
  • Window Features: Blinds, Drapes, Rods, Window Treatments
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 3936 Waypoint Avenue

DateEvent & SourcePriceAppreciation
Nov 14, 2025

Listed (Active)

MFRMLS #A4670043

$1,089,000—
Dec 28, 2016

Sold (Public Record)

Public Record #586477701

$684,611—
DateEvent & SourcePrice
11/14/2025

Listed (Active)

MFRMLS #A4670043

$1,089,000
12/28/2016

Sold (Public Record)

Public Record #586477701

$684,611

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 3936 Waypoint Avenue

Taxable ValueLand$361,300Additions$538,600Total$899,900
Tax Record2025$10,167 ($847 / month)
Home Facts
Beds3Baths3Total Finished SqFt2,323 SqFtAbove Grade Finished SqFt2,323 SqFtStories1Lot Size8,780 SqFtStyleSingle Family ResidenceYear Built2016ZoningRSF1CountySARASOTAAPN0148-15-0058Fireplace TypeHas Fireplace

Schools near 3936 Waypoint Avenue

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Laurel Nokomis School
Public - PK to 8
Venice Senior High School
Public - 9 to 12
Pine View School
Public - 2 to 12
Imagine School At Palmer Ranch
Charter - PK to 8
Rating
School
Distance
Laurel Nokomis School
PublicPK to 8

Venice Senior High School
Public9 to 12

Pine View School
Public2 to 12

Imagine School At Palmer Ranch
CharterPK to 8

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.

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More information about 3936 Waypoint Avenue, Osprey, FL 34229

3936 Waypoint Avenue is a single family home for sale in Osprey, FL 34229. This property was listed for sale on November 14, 2025 by CORCORAN DWELLINGS REALTY, it's currently listed at $1,089,000. It has been on the market for a total of 102 days and was last sold on December 28, 2016. This listing's school district is Sarasota. Nearby schools include Laurel Nokomis School, Venice Senior High School and Pine View School. 3936 Waypoint Avenue is a 3-bed, 3-bath, 2,323 sqft single family home built in 2016.

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 seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of CORCORAN DWELLINGS REALTY, Angelic Tassos

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.