$3,700,000
324 Osprey Point Drive
Osprey, FL 34229
Listing updated: September 23, 2026 at 1:21 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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, 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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveSep 23, 2026
- Listed$3,700,000Sep 23, 2026
- Price increased$3,700,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Oaks
- County
- Sarasota
- Year built
- 1998
- Living area
- 6,234 sq ft
- Price/sq ft
- $594
- Building area
- 7,471 sq ft (Public Records)
- Lot size
- 42,436 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- AE X
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $23,421 (2025)
- Parcel #
- 0142030007
- Zoning
- RE1
- MLS #
- A4706333
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 5
- Flooring
- Brick, Wood
- Appliances
- Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
- Interior features
- High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Stone Counters, Walk-In Closet(s), Window Treatments
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- South
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Heat Pump, Zoned
- Cooling
- Central Air, Zoned
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Circular Driveway, Garage Door Opener, Garage Faces Side, Oversized
HOA & Financial
- HOA fee
- $4,425 / Semi-Annually
- Monthly HOA
- $738/mo
- Total monthly fees
- $738/mo
- Total annual fees
- $8,850
- HOA name
- Access Management/Hope Root
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Approval required
- Approval process
- Submit applicaiton
Exterior & Construction
- Exterior features
- Lighting, Outdoor Kitchen, Rain Gutters
- Construction materials
- Block, Stucco
- Roof
- Tile
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Public, Sprinkler Well
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Bedroom 2 | First | 12x14 |
| Bedroom 3 | First | 14x14 |
| Bedroom 4 | First | 12x16 |
| Dining Room | First | 15x19 |
| Family Room | First | 16x20 |
| Kitchen | First | 16x14 |
| Living Room | First | 21x19 |
| Primary Bathroom | First | 16x21 |
| Primary Bedroom | First | 16x28 |
| Balcony/Porch/Lanai | First | 52x32 |
Listing Details
- Listing date
- 2026-09-23
- On market date
- 2026-09-23
- Original list price
- $3,700,000
- Occupant type
- Owner
- MLS area
- 34229 - Osprey
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-09-23
- Tax legal description
- LOT 10 & NLY 1/2 OF LOT 9 DESC AS BEG AT MOST WLY COR OF LOT 9 TH N-31-05-35-E 201.55 FT TO MHWL OF NORTH CREEK TH S-53-04- 56-E ALG SAID CREEK 43.11 FT TH S-55-19-55-E 34.32 FT TH S-36-44 -16-W 185.66 FT TH WLY ALG CURVE TO LEFT 47.66 FT TH N-73-53-32-W
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Rt. 41/Tamiami Trail S to The Oaks Bayside entrance/Osprey Point Drive. West through the guard gate. Bear right, continue to address on right
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is 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.
Based on information submitted to the MLS GRID as of September 23, 2026 at 1:21 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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