3936 WAYPOINT AVENUE OSPREY FL 34229 MLS #A4670043

3936 WAYPOINT AVENUE
OSPREY, FL, 34229
$1,000,000
3 Beds
3 Baths
2,323 SqFt
0.2 Acres
Add
MLS #A4670043 image #0
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 and spa 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.

Property Details

Price:
$1,000,000
MLS #:
A4670043
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BAYSIDE
Neighborhood:
34229osprey
Listed Date:
Nov 14, 2025
Finished Sq Ft:
2,323
Total Sq Ft:
3,248
Lot Size:
8,780 sqft / 0.20 acres (approx)
Year Built:
2016
FloridaWaterfrontLakefrontPoolPrimary Bedroom Main FloorCommunity Gated34229 – Osprey34229ospreyBaysideLaurel Nokomis ElementarySarasota MiddleVenice Senior HighWaterSee Community Docs1 MonthPets Allowed

Ask a Question

See this Listing

Send
  

Schools

Elementary School:
Laurel Nokomis Elementary
Middle School:
Sarasota Middle
High School:
Venice Senior High

Interior

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
Bathrooms
3 Full Bathrooms
Cooling
Central Air, Humidity Control, Mini-Split Unit(s)
Flooring
Carpet, Porcelain Tile
Heating
Central, Exhaust Fan, Natural Gas
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Exterior

Architectural Style
Florida
Association Amenities
Cable TV, Gated
Community Features
Fishing, Lake, Community Mailbox, Gated Community – No Guard, Park
Construction Materials
Block, Stucco
Exterior Features
Hurricane Shutters, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk, Sliding Doors
Roof
Tile
Security Features
Gated Community, Security Gate, Smoke Detector(s)

Financial

HOA Fee
$1,563
HOA Frequency
Quarterly
HOA Includes
Cable TV, Escrow Reserves Fund, Insurance, Maintenance Grounds, Manager, Private Road, Sewer, Trash
HOA Name
Patti Pressano
Tax Year
2024
Taxes
$10,336

Map

Community

Market Summary

Current real estate data for Single Family in OSPREY as of Mar 19, 2026
114
Single Family Listed
125
Avg DOM
452
Avg $ / SqFt
$1,404,714
Avg List Price

Property Summary

    Located in the BAYSIDE subdivision, 3936 WAYPOINT AVENUE OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $1,000,000 and features 3 beds, 3 baths, and has approximately 2,323 square feet of living space, and was originally constructed in 2016. The current price per square foot is $430. The average price per square foot for Single Family listings in OSPREY is $452. The average listing price for Single Family in OSPREY is $1,404,714. To schedule a showing of MLS#a4670043 at 3936 WAYPOINT AVENUE in OSPREY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

Similar Listings Nearby

broker reciprocity
MLS# A4679157broker reciprocity
4149 ESCONDITO CIRCLE
SARASOTA, FL

$1,300,000

4.8 miles away

broker reciprocity
MLS# N6142860broker reciprocity
2350 MISSION VALLEY BOULEVARD
NOKOMIS, FL

$1,300,000

3.9 miles away

broker reciprocity
MLS# A4676710broker reciprocity
17 BAYHEAD LANE
OSPREY, FL

$1,300,000

2.0 miles away

broker reciprocity
MLS# A4681468broker reciprocity
156 BISHOPSCOURT ROAD
OSPREY, FL

$1,299,000

2.0 miles away

broker reciprocity
MLS# A4653218broker reciprocity
296 PINE RANCH TRAIL
OSPREY, FL

$1,295,000

1.7 miles away

broker reciprocity
MLS# A4667634broker reciprocity
700 FAITH AVENUE
OSPREY, FL

$1,250,000

0.8 miles away

3936 WAYPOINT AVENUE
OSPREY, FL