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324 OSPREY POINT DRIVE

Osprey, FL, 34229

Active

$3,700,000

5

Bedrooms

5

Bathrooms

6,234 sqft

Living Area

1998

Year Built

42,436

Lot Size (sqft)

$4,425

HOA / Semi-Annually

20

Days on Market

Dock & Water AccessMLS

Creek

AI Aerial Imagery Detection

Deep Water Indicators

Detected by AI from open-source aerial mapping imagery and may not reflect current conditions. This information was not provided by the MLS or listing broker. Always verify dock infrastructure with the listing agent.

Canal WidthDockOnly

At the dock

County parcel data
162ft
dock162 ft

Single measurement at the dock · width variation along the canal not yet available

Measured perpendicular from this parcel's waterfront edge to the parcel directly across the canal, using surveyed county GIS boundaries.

Will it turn around?

Up to 67 ft

Easy
handling

67–90 ft

Fits
with care

90–104 ft

Tight
(back-in)

Boats over 104 ft typically back in/out rather than turning here. Clear channel ≈ 136 ft with boats moored both sides (~13 ft per side for dock + beam). Wide-beam yachts need the upper end of each range.

Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.

Description

Welcome to extraordinary living! This completely private oasis is perfectly positioned along North Creek in The Oaks Bayside, one of the most sought-after communities in South Sarasota. Situated on a lot and a half, the view is peppered with lush foliage, creating total seclusion and the feel of a luxury retreat. One of the most desirable floor plans in the community, with open flow and complete separation from the master suite and guest accommodations, creates a comfortable and highly functional living space. The casita provides the perfect separate space for an office, a studio or long-term guest accommodations, with stunning views from the second floor. Fine finishes and quality craftsmanship are showcased throughout this home, custom built by renowned contractor Baron Construction. Features include French oak flooring, quartz countertops, premium appliances, central vac, wired Sono speakers throughout the house, ADT security and Ring camerias around the exterior, and numerous custom details. The combined living and dining area provides an ideal setting for entertaining, opening directly to the outdoor pool and spa. For more casual gatherings, the spacious kitchen and breakfast nook flow seamlessly into the family room and out to the covered outdoor living space. This screened area is beautifully designed with a pool and spa, and grill. The covered areas and ceiling fans provide comfort for al fresco dining. The lots’ site is spectacular, with great water views, and areas to launch your kayak or paddleboard. Add in the practical features like a newer roof, oversized three car garage and huge pantry and you have found a home of distinction with no peer. The Oaks Bayside is a gated bayfront community within The Oaks. The distinguished private club offers 2 championship golf courses, pickleball and tennis courts, a state-of-the-art WellFit Center, exquisite dining options and a celebrated social calendar. The location provides convenient access to downtown Sarasota, dining, nightlife, and the cultural amenities of the Gulf Coast. Club membership is required with home ownership. There is currently no waiting list for either Golf or Sports/Social membership.

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Location

Osprey, FL, 34229

No price history available for this property.

Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]

Listing courtesy of COLDWELL BANKER REALTY via Stellar MLS

Last checked: 8 hours ago

Listing updated: October 13, 2026

© 2026 Stellar MLS. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of Stellar MLS. Information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal.

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FEMA Flood Zone X

Minimal Flood Hazard

View FEMA Flood Map →

Mortgage Calculator

Estimate your monthly payment for this waterfront property

20%

$740,000 down

%
Principal & Interest$19,199/mo
Property Tax (est. ~1.2%, varies by county)$3,700/mo
Home Insurance (est.)$250/mo
HOA Fees$369/mo
Total Monthly Payment$23,517
Loan Amount: $2,960,000Rate: 6.75%
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$3,700,000Tour the dockSchedule a Showing