3936 WAYPOINT AVENUE, Osprey, FL, 34229 | $1,000,000

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.

Features

  • Amenities: Cable TV, Gated
  • Rooms: 12
  • Bedrooms: 3
  • Baths: 3 full
  • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
  • Style: Florida
  • Year Built: 2016
  • Garage: 2-car
  • Heating: Central, Exhaust Fan, Natural Gas
  • Cooling: Central Air, Humidity Control, Mini-Split Unit(s)
  • Approx Sq. Feet: 2,323
  • Acreage: 0.2
  • Est. Taxes: $10,336
  • HOA Fee: $1,563 Quarterly
  • Lot Desc: In County, Landscaped, Private, Sidewalk
  • View: Water
  • Elem. School: Laurel Nokomis Elementary
  • Middle School: Sarasota Middle
  • High School: Venice Senior High
  • Pool: Child Safety Fence, Chlorine Free, Gunite, Heated, In Ground, Lighting, Salt Water, Screen Enclosure, Tile
  • Pet Policy: Yes
  • 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
  • MLS#: A4670043
  • Days on Market: 114 days
  • Website: https://www.raveis.com
    /eprop/A4670043/3936waypointavenue_osprey_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. (last updated 3/10/2026 2:50:26 AM)

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NMLS Mortgage Loan Originator ID 32556

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3936 WAYPOINT AVENUE, Osprey, FL, 34229

$1,000,000

The Core Team

Sales Associates

William Raveis Real Estate

Phone: 781.749.3007

TheCoreTeam@raveis.com

Scott Petersen

VP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 339.224.0866

Scott.Petersen@raveis.com

NMLS Mortgage Loan Originator ID 32556

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $800,000 $800,000 $800,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.625% 6.000% 5.750%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.202% 6.121% 6.011%
Monthly Tax Payment $861 $861 $861
H/O Insurance Payment TBD TBD TBD
Initial Principal & Interest Pmt $4,605 $4,796 $6,643
Total Monthly Payment $5,558 $5,657 $7,504

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.  The Total Monthly Payment does not include the estimated HOA/Common Charge payment.