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You are here: Home / 3936 WAYPOINT AVENUE, OSPREY, FL, 34229

3936 WAYPOINT AVENUE, OSPREY, FL, 34229

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$1,039,000
New Listing

3936 WAYPOINT AVENUE
OSPREY, FL 34229

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
3
Full Baths
2,323
SqFt
$447
/SqFt
2016
Built
Subdivision:
BAYSIDE
County:
Sarasota
Call Now: 941-421-7375
Is this the listing for you? We can help make it yours.
941-421-7375
3936 WAYPOINT AVENUE3936 WAYPOINT AVENUE3936 WAYPOINT AVENUE3936 WAYPOINT AVENUE
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Monthly Payment (Est.)

$4,740
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.
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Discover coastal-inspired living at its finest in this exquisite lakefront home nestled within **Bayside**, an exclusive Taylor Morrison-built community of just 49 meticulously landscaped, maintenance-free residences. As you step inside, your eyes are immediately drawn through the expansive great room to breathtaking water views that capture the essence of waterfront living. The great room offers generous space for both elegant entertaining and relaxed everyday enjoyment, enhanced by tray ceilings and elegant crown molding—among the many thoughtful upgrades found throughout the home. The gourmet kitchen is a standout, featuring quartz countertops, a large closet pantry, premium GE Monogram appliances, an LG refrigerator, and a spacious island with seating that opens to a bright breakfast area. This space overlooks the lanai and pool, creating a seamless indoor-outdoor flow. Outside, the lanai is truly exceptional—an entertainer’s dream with a fully equipped outdoor kitchen, a cozy gas fireplace, both covered and open seating areas, and a sparkling saltwater pool and spa with gas heater. All of this is beautifully framed by a brand-new 2025 panoramic screen enclosure, offering sweeping views of the lake and abundant wildlife. The primary suite is a private retreat with stunning lake views, a luxurious bath featuring a large walk-in shower, separate soaking tub, and dual vanities. The expansive walk-in closet includes custom built-ins for maximum storage and organization. A thoughtful split-bedroom plan ensures privacy, with Bedroom 2 offering an ensuite bath, Bedroom 3 conveniently located near the main bath, and a spacious den/office providing flexible living options. Additional practical features include a well-appointed laundry room with ample cabinetry and a garage equipped with its own split HVAC system. Bayside residents enjoy exclusive access to a private waterfront park overlooking the Intracoastal Waterway, with panoramic views of Casey Key and spectacular sunsets. This open space includes a day dock, kayak and paddleboard launch, fire pit, and generous lawn area—perfect for relaxing or gathering with friends. Located west of the trail with direct water access, this rare combination of lifestyle and location is nearly impossible to find. Homes like this don’t last long. Don’t let this one get away!

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Listing Snapshot
Price 
$1,039,000
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
2,323 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.2 Acres
Year Built 
2016
MLS® Number 
A4687847
Status 
Active
Property Tax 
$10,336
HOA/Condo/Coop Fees 
$521 monthly
Sq Ft Source 
Public Records
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What's This?
Private
Recent Activity
6 hours agoListing updated with changes from the MLS®
7 hours agoListing first seen on site
General Features
Acres 
0.2
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
Attached
Pets 
Breed RestrictionsYes
Property Sub Type 
Single Family Residence
Security 
Gated CommunitySecurity GateSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
3248
Style 
Florida
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedPhone AvailableSewer ConnectedUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
RSF1
Interior Features
Appliances 
Bar FridgeConvection OvenCooktopDishwasherDisposalDryerExhaust FanGas Water HeaterIce MakerMicrowaveRange HoodRefrigeratorTankless Water HeaterWasher
Cooling 
Central AirHumidity Control
Fireplace 
Yes
Fireplace Features 
GasMasonryOutside
Flooring 
CarpetTile
Furnished 
Unfurnished
Heating 
CentralExhaust FanNatural Gas
Interior 
Crown MoldingHigh CeilingsOpen FloorplanStone CountersTray Ceiling(s)Walk-In Closet(s)
Laundry Features 
Electric Dryer HookupGas Dryer HookupInsideLaundry Room
Spa 
Yes
Window Features 
Window CoveringsBlindsDrapesWindow Treatments
Balcony/Porch/Lanai 
Dimensions - 39x31Level - First
Bathroom 1 
Dimensions - 8x6Level - FirstFeatures - Granite Counters, Stone Counters
Bathroom 2 
Dimensions - 5x10Level - First
Bedroom 1 
Dimensions - 12x18Level - FirstFeatures - Ceiling Fan(s)
Bedroom 2 
Dimensions - 12x12Level - FirstFeatures - Ceiling Fan(s), Stone Counters
Den 
Dimensions - 12x13Level - First
Dining Room 
Dimensions - 16x9Level - First
Foyer 
Dimensions - 6x13Level - First
Kitchen 
Dimensions - 11x20Level - FirstFeatures - Breakfast Bar, Kitchen Island, Pantry
Living Room 
Dimensions - 16x22Level - First
Master Bathroom 
Dimensions - 11x16Level - FirstFeatures - Double Vanity, Granite Counters, Stone Counters
Master Bedroom 
Dimensions - 13x20Level - First
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Exterior Features
Construction Details 
BlockStucco
Exterior 
LightingOutdoor GrillOutdoor KitchenRain Gutters
Lot Features 
LandscapedLevelPrivatePavedWaterfront
Patio And Porch 
CoveredFront PorchPatioScreened
Pool Features 
GuniteHeatedIn GroundSalt WaterScreen EnclosureTilePrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
LakeWater
Waterfront 
Yes
Waterfront Features 
Lake Front
Waterview 
LakeWater
Windows/Doors 
Window CoveringsBlindsDrapesWindow Treatments
Community Features
Association Amenities 
Gated
Association Dues 
1563
Community Features 
GatedParkStreet Lights
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Quarterly
MLS Area 
34229 - Osprey
Roads 
Asphalt
Township 
38
Schools
School District
Unknown
Elementary School
Laurel Nokomis Elementary
Middle School
Sarasota Middle
High School
Venice Senior High
Listing courtesy of RE/MAX ALLIANCE GROUP (941) 993-3125



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-04-01 07:10 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Powered by Showcase IDX, a Constellation1 Company
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The Wendy Lynn Group Sarasota exp Realty

  • 1300 Main Street, Sarasota, FL 34236
  • 941-421-7375
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The Wendy Lynn Group Sarasota exp Realty

  • 1300 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • info@sunnysarasotahomes.com

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Wendy Lynn on X

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
11h 2039315626804543527

Price adjustments are not weakness � they are strategy when aligned with buyer demand.,#MarketUpdate,https://www.wendylynngroup.com/market-report.php

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
31 Mar 2039040449261064202

🛌 2 🛀 2 🚘 2
📍 2 bed | 2 bath | 2 car

It was our pleasure to help get this one sold!
Need to Sell Yours? Just Say "WEN" 941-421-7375

https://rma.reviews/6nn3w8oyi7zs

...
#sold #wendylynngroup #realtor #sarasota #bradenton #srq #lwr #realestate #lakewoodranch...

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Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
31 Mar 2038953234790818108

Siesta Key remains one of Florida�s most recognizable coastal destinations.,#SiestaKey,

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Siesta Key : A Most Distinguished Island with Homes for Sale & Condos

Siesta Key is a Most Distinguished Island with Homes for Sale & Condos. Waterfront estates, beachfront condominium t...

www.sunnysarasotahomes.com

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
30 Mar 2038590863593337331

Serious sellers prepare before listing � not after. Strategy starts with understanding value.,#HomeSelling,https://www.wendylynngroup.com/seller/valuation/

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
27 Mar 2037503683273859460

Palmetto offers affordability with access to the riverfront and growing development corridors.,#PalmettoFlorida,

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Palmetto offers Homes for Sale & Condos in a Thriving City

Palmetto offers Homes for Sale & Condos in a Thriving City. Waterfront real estate, maintenence free neighborhoods &...

www.sunnysarasotahomes.com

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
26 Mar 2037259469168795772

Thank you so much for the review! So greatly appreciated!!!

https://rma.reviews/l02sti70s0mk

...
#sold #wendylynngroup #realtor #sarasota #bradenton #srq #lwr #realestate #clientreview 5★★★★★Professional, efficient and totally committed to her clientsRateMyAgent🛌 4 🛀 3 🚘...

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