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Debby McDermott
REAL ESTATE AGENT
REALTOR®, HEROES, Leading RE Agent
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324 Osprey Point Drive, Osprey, FL 34229

$3,700,000

95 Photos

Property 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, 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.

324 Osprey Point Drive | MLS# A4706333

This single family home located at 324 Osprey Point Drive, Osprey, FL 34229 is currently listed for sale with an asking price of $3,700,000. This property was built in 1998 and has 5 bedrooms and 5 full baths with 6234 sq. ft. Osprey Point Drive is located in the OAKS subdivision. Search OAKS real estate on debmcd.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Garage: 3 car attached
Heating: Central, Heat Pump, Zoned
Home Style: Custom
Lot Size: 0.97 Acres
Roof Type: Tile
Stories: 1.0
Taxes: $23,421
Year Built: 1998
Square Feet: 6,234

Amenities

High Ceilings
Living Room/Dining Room Combo
Open Floorplan
Split Bedroom
Stone Counters
Walk-In Closet(s)
Window Treatments
Lighting
Outdoor Kitchen
Rain Gutters

Feature Descriptions

Additional Rooms: Breakfast Room Separate, Den/Library/Office, Family Room, Inside Utility
Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
Association Amenities: Clubhouse, Fitness Center, Gated, Golf Course, Playground, Pool, Security, Tennis Court(s)
Body of Water: NORTH CREEK
Community Features: Deed Restrictions, Golf, Playground, Pool, Tennis Court(s)
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
Exterior: Block, Stucco
Fireplace: Gas
Fireplace Y/N: Yes
Flood Zone Code: AE X
Flooring: Brick, Wood
Foundation: Slab
Garage Dimensions: 24x38
HOA Fee: 4425/ Semi-Annually
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: FloodZone, In County, Paved, Private
Lot Dimensions: 0.97
Other Equipment: Irrigation Equipment
Other Structures: Guest House, Outdoor Kitchen
Ownership: Fee Simple
Parking: Circular Driveway, Garage Door Opener, Garage Faces Side, Oversized
Parking Notes: Circular Driveway, Garage Door Opener, Garage Faces
Patio/Porch: Covered, Deck, Patio, Porch, Screened
Pets Allowed: Yes
Pool: Gunite, Heated, In Ground, Pool Sweep, Screen Enclosure
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Gated Community, Security System Owned
Sewer: Public Sewer
Showing Instructions: Appointment Only, Contact Call Center, Listing Agent Must Accompany, ShowingTime
Spa: Heated
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Public, Sprinkler Well
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Water: Public
Water Access: Bay/Harbor, Intracoastal Waterway
Water Access Y/N: Yes
Waterfront Features: Creek
Windows: Thermal Windows, Window Treatments
Zoning: RE1

Room Sizes

Bedroom 2: 12x14
Bedroom 3: 14x14
Bedroom 4: 12x16
Dining Room: 15x19
Family Room: 16x20
Kitchen: 16x14
Living Room: 21x19
Primary Bathroom: 16x21
Primary Bedroom: 16x28
Balcony/Porch/Lanai: 52x32

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: COLDWELL BANKER REALTY
Agency Contact: 941-383-6411

Shown By

Agent Name: Debby McDermott
Agent Phone: (912) 409-2395 Cell
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 21,681.77 per month $18,650.85 Principal & Interest $1,951.75 Property Tax $1,079.17 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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 on this site was last updated 09/24/2026. The listing information on this page last changed on 09/24/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 09/24/2026 12:03:35 AM EST) or GAMLS (last updated Wed 09/23/2026 11:15:14 PM EST) or Stellar MLS (last updated Wed 09/23/2026 11:55:01 PM EST) or SPC MLS (last updated Wed 09/23/2026 11:20:29 PM EST) or Martin MLS (last updated Wed 09/23/2026 11:38:16 PM EST) or Indian River MLS (last updated Wed 09/23/2026 11:30:10 PM EST) or Daytona MLS (last updated Wed 09/23/2026 11:36:51 PM EST) or Northeast Florida MLS (last updated Wed 09/23/2026 11:59:00 PM EST) or Beaches MLS (last updated Wed 09/23/2026 11:57:09 PM EST) or BORMLS (last updated Wed 09/23/2026 11:16:58 PM EST) or Scout MLS (Golden Isles) (last updated Wed 09/23/2026 7:06:24 AM EST) or Amelia/Nassau MLS (last updated Wed 09/23/2026 11:25:20 PM EST) or Dixie Gilchrist Levy MLS (last updated Wed 09/23/2026 11:42:22 PM EST) or NFLMLS (last updated Wed 09/23/2026 9:05:31 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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