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242 LOOKOUT POINT DRIVE
Osprey, FL 34229
$995,000
Meticulously maintained, furnished 4-bedroom residence in Southbay Yacht & Racquet Club, a sought-after waterfront community in Osprey. The community-owned marina features 172 boat slips accommodating vessels up to 55 feet within a protected, deep-water basin. HOA fees are just $218 per month. Enjoy the remodeled clubhouse overlooking the marina, offering an impressive array of amenities, including two kitchens, an elegant ballroom, fitness center, card room, and inviting living room complete with a grand piano. Outdoor enthusiasts will appreciate the pickleball and tennis courts, bocce ball, swimming pool, playground, and convenient kayak launch and storage. The spacious great room and dining area are highlighted by a charming wood-burning fireplace, creating a warm and inviting atmosphere for entertaining family and friends. The thoughtfully designed split-bedroom floor plan provides added privacy for family
and guests. Recent improvements include a new metal roof, hurricane-rated windows, newer A/C units, and beautiful brick-paver enhancing both the driveway and pool area. Conveniently located between Sarasota and Venice, approximately 20 minutes from Siesta Key Beach and just a quarter mile from the Legacy Trail, offering miles of scenic biking and walking paths and easy access to Oscar Scherer State Park. Enjoy nearby waterfront dining, shopping, and local amenities just a short walk or golf cart ride away. Osprey is also home to Pine View School for the Gifted, a highly regarded public school.
Listing Courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
| Listing Id: | A4711269 |
|---|---|
| List Price: | $995,000 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active |
| Bedrooms Total: | 4 |
| Bathrooms Full: | 2 |
| Living Area: | 2,413 |
| Tax Annual Amount: | $8,220 |
| Lot Size Square Feet: | 12,041 |
| Lot Size Acres: | 0.28 |
| Architectural Style: | Florida |
| Waterfront?: | Yes |
| City: | Osprey |
| County Or Parish: | Sarasota |
| Subdivision Name: | Southbay Yacht & Racquet Club |
| Postal Code: | 34229 |
| Year Built: | 1978 |
| Additional Parcels?: | No |
| Appliances: | Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer |
| Association Amenities: | Basketball Court, Clubhouse, Elevators, Fence Restrictions, Fitness Center, Lobby Key Required, Pickleball Court(s), Playground, Pool, Shuffleboard Court, Tennis Court(s), Trail(s) |
| Association Fee Frequency: | Quarterly |
| Association Fee Includes: | Common Area Taxes, Pool, Escrow Reserves Fund, Maintenance Grounds, Management, Recreational Facilities |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 2 |
| Building Area Source: | Public Records |
| Building Area Total: | 3414 |
| Building Area Units: | Square Feet |
| Carport?: | No |
| Direction Faces: | South |
| Foundation Details: | Slab |
| Construction Materials: | Block, Stucco |
| Cooling: | Central Air |
| Fireplace Features: | Living Room, Wood Burning |
| Directions: | From US 41 (Tamiami Trail) in Osprey, turn west onto Southbay Drive into Southbay Yacht & Racquet Club. Turn left onto Danforth Lane, then right onto Lookout Point Drive. Property will be on the right. |
| Elementary School: | Laurel Nokomis Elementary |
| Exterior Features: | Lighting, Private Entrance, Rain Gutters |
| Flooring: | Carpet, Ceramic Tile, Parquet |
| Furnished: | Furnished |
| Garage Spaces: | 2 |
| Garage?: | Yes |
| Community Features: | Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, Park, Pool, Tennis Court(s), Street Lights |
| Heating: | Central, Electric |
| High School: | Venice Senior High |
| Interior Features: | Cathedral Ceiling(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s) |
| Laundry Features: | Inside |
| Levels: | Multi/Split |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Features: | Landscaped, Near Marina, Paved |
| Lot Size Acres: | 0.28 |
| Postal Code Plus4: | 9738 |
| Middle Or Junior School: | Sarasota Middle |
| MLS Area Major: | 34229 - Osprey |
| MLS Area Major: | 34229 - Osprey |
| Original List Price: | $995,000 |
| Other Equipment: | Irrigation Equipment, Private Entrance |
| Parcel Number: | 0158080025 |
| Parking Features: | Circular Driveway, Garage Door Opener, Garage Faces Side, Oversized |
| Patio And Porch Features: | Covered, Deck, Patio, Porch, Screened |
| Pets Allowed: | Yes |
| Pool Features: | In Ground, Deck, Gunite, Heated, Screen Enclosure, Solar Cover |
| Property Attached?: | Yes |
| Stories Total: | 2 |
| Township: | 38 |
| Road Surface Type: | Asphalt |
| Roof: | Shingle |
| Listing Terms: | Cash, Conventional |
| Tax Year: | 2025 |
| Senior Community?: | No |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| Water Body Name: | LITTLE SARASOTA BAY |
| State Or Province: | FL |
| Association?: | Yes |
| Utilities: | BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Sprinkler Recycled, Water Connected |
| View: | Pool |
| Water Source: | Public |
| Property Condition: | Completed |
| Public Survey Range: | 18 |
| Public Survey Section: | 15 |
| Zoning: | RSF2 |
| Spa?: | No |
| Vegetation: | Mature Landscaping, Trees/Landscaped |
| Waterfront Features: | Bay/Harbor |
| Window Features: | Blinds, Drapes, Window Treatments |
| Additional Lease Restrictions: | Contact HOA |
| Additional Rooms: | Den/Library/Office, Inside Utility, Loft |
| Additional Water Information: | Intracoastal Waterway, Kayak Launch, Kayak Storage |
| Alternate Key Folio Num: | 0158080025 |
| Amenities Additional Fees: | Boat Slips/Electric & Water on Docks |
| Association Approval Required Yn: | No |
| Association Fee Requirement: | Required |
| Association Url: | www.southbaycoummunity.com |
| Available For Lease Yn: | Yes |
| Building Area Total Srch Sq M: | 317.17 |
| Building Elevator Yn: | No |
| Calculated List Price By Calcula: | 412.35 |
| Cddyn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | X500 |
| Flood Zone Date: | 2024-03-27 |
| Flood Zone Panel: | 12115C0236G |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Lease Restrictions Yn: | Yes |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 224.17 |
| Lot Size Square Meters: | 1119 |
| Max Pet Weight: | 100 |
| Minimum Lease: | 3 Months |
| Monthly Hoa Amount: | $219 |
| Number Of Pets: | 2 |
| Num Of Own Years Prior To Lse: | 2 |
| Num Times per Year: | 2 |
| Pet Restrictions: | See HOA Rules and Regulations |
| Pet Size: | Large (61-100 Lbs.) |
| Pool Dimensions: | 17x29 |
| Realtor Info: | Brochure Available, Docs Available, See Attachments |
| Room Count: | 11 |
| Sdeo yn: | No |
| Sw Subdiv Community Name: | Southbay Yacht & Racquet Club |
| Total Acreage: | 1/4 to less than 1/2 |
| Total Annual Fees: | $2,628 |
| Total Monthly Fees: | $219 |
| Unit Number Yn: | No |
| Water Access: | Bay/Harbor, Marina |
| Water Access Yn: | Yes |
| Water Extras: | Assigned Boat Slip |
| Water Extras Yn: | Yes |
| Water Frontage Feet Bay Harbor: | 250 |
| Waterfront Feet Total: | 250 |
| Water View: | No |
| Yrs Of Owner Prior To Leasing Re: | 1 |
| Zoning Compatible Yn: | Yes |
| Association Name: | Rachelle Freed |
| Association Phone: | 941-966-4237 |
| Association 2 Yn: | 0 |
| Attribution Contact: | 941-364-4000 |
| Originating System Name : | Stellar MLS |
| Association Fee: | $657 |
| Community Association Water Features: | Bay/Harbor Front, Boat Slip, Canal Front, Dock, Fishing, Intracoastal Waterway, Marina, Water Access, Waterfront |
| In Law Suite Yn: | No |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-10-23 |
| Fireplace?: | Yes |
| Pool Private?: | Yes |
| New Construction?: | No |
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Property Last Updated: October 31, 2026 03:33 AM - ET
