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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.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1998
  • 0.97 Acre Lot
  • $4,425/semi-yr HOA
  • Waterfront
  • 3 Car Garage
  • 48 days on Market

  • Bedrooms
    5
  • Bathrooms
    5
  • Year Built
    1998
  • Architectural Style
    Custom
  • Construction Materials
    Stucco, Block
  • Foundation
    Slab
  • Garage Spaces
    3.0
  • Parking Features
    Attached, Oversized, Garage Door Opener, Garage Faces Side, Circular Driveway
  • Living Area
    6234.0
  • Interior Features
    Walk-In Closet(s), High Ceilings, Open Floorplan, Stone Counters
  • Appliances
    Dryer, Dishwasher, Electric Water Heater, Microwave, Refrigerator, Washer, Range, Disposal, Wine Refrigerator, Bar Fridge
  • Flooring
    Wood, Brick
  • Furnished
    Unfurnished
  • Exterior Features
    Lighting, Rain Gutters, Outdoor Kitchen
  • Patio And Porch
    Covered, Patio, Deck, Porch, Screened
  • Pool Features
    Gunite, Heated, In Ground, Private, Pool Sweep, Screen Enclosure
  • Security Features
    Security System Owned, Gated Community
  • Cooling
    Central Air, Zoned
  • Heating
    Heat Pump, Zoned, Central

  • Acres
    0.97
  • Lot Features
    Waterfront, Private, Paved
  • Water Front Features
    Creek
  • Water Front
    Yes
  • View
    Trees/Woods, Water
  • Water
    Public

  • Area
    34229 - Osprey
  • County
    Sarasota
  • City
    Osprey
  • Neighborhood
    OAKS
  • Zip Code
    34229
  • High School
    Venice Senior High
  • Middle School
    Laurel Nokomis Middle
  • Elementary School
    Laurel Nokomis Elementary

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Frequently Asked Questions

How do I schedule a tour of 324 Osprey Point Dr?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 324 Osprey Point Dr.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 324 Osprey Point Dr?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 5 bath, listed for $3,700,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Osprey, and can even get you in to see the property quickly.

How do I get a virtual tour of 324 Osprey Point Dr?

Yes! A virtual tour is available for 324 Osprey Point Dr. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 324 Osprey Point Dr?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 324 Osprey Point Dr at around $23,008. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 324 Osprey Point Dr?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Sarasota County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 324 Osprey Point Dr?

In most cases, yes. Whether 324 Osprey Point Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Osprey's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 324 Osprey Point Dr?

We can handle that for you. Our preferred local agent specializes in residentials in Osprey and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $3,700,000 with 6,234 sqft of space—that comes out to approximately $594 per square foot.

How long has this property been on the market?

324 Osprey Point Dr was listed on September 23, 2026, which means it's been on the market for 48 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1998, making it approximately 28 years old.

What is the lot size of this property?

324 Osprey Point Dr sits on a 0.97-acre lot, which is 42,253 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Laurel Nokomis Elementary
  • Middle: Laurel Nokomis Middle
  • High: Venice Senior High

Want to see how these schools compare? Check out our Sarasota County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 324 Osprey Point Dr?

The most recent public record shows annual property taxes for 324 Osprey Point Dr were approximately $23,421. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is there an HOA fee for this property, and what does it cover?

This home has an HOA fee of $4,425 paid semi-annually.

This covers access to community features including: Playground, Clubhouse, Fitness Center, Pool, Gated, Tennis Court(s), Security, Golf Course.

Is 324 Osprey Point Dr still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.

Last Updated: November 10, 2026 at 02:07AM | Source: Stellar MLS | MLS#: A4706333