
$995,000
242 Lookout Point DriveOsprey, FL 34229
Listing updated: October 31, 2026 at 12:00 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
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.
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 history1 days on market
- Status: ActiveOct 30, 2026
- Listed$995,000Oct 30, 2026
Property Documents
Documents the listing agent has made public for this property. Free to view and download.
- Flood DisclosurePDFView / Download ↓
- HOAPDFView / Download ↓
- Weather DisclosurePDFView / Download ↓
- Covenants and RestrictionsPDFView / Download ↓
- Property DisclosurePDFView / Download ↓
- Boat SlipsPDFView / Download ↓
- Southbay Rules and RegulationsPDFView / Download ↓
- Frequently Asked QuestionsPDFView / Download ↓
- Items left for Seller's ConveniencePDFView / Download ↓
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Southbay Yacht & Racquet Club
- County
- Sarasota
- Year built
- 1978
- Living area
- 2,413 sq ft
- Price/sq ft
- $412
- Building area
- 3,414 sq ft (Public Records)
- Lot size
- 12,041 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X500 (12115C0236G)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $8,220 (2025)
- Parcel #
- 0158080025
- Zoning
- RSF2
- MLS #
- A4711269
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Flooring
- Carpet, Ceramic Tile, Parquet
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
- Interior features
- Cathedral Ceiling(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
- Laundry
- Inside
- Stories / Levels
- Multi/Split
- Direction faces
- West
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Circular Driveway, Garage Door Opener, Garage Faces Side, Oversized
HOA & Financial
- HOA fee
- $657 / Quarterly
- Monthly HOA
- $219/mo
- Total monthly fees
- $219/mo
- Total annual fees
- $2,628
- HOA name
- Rachelle Freed
- CDD
- No
- Min lease term
- 3 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Contact HOA
Exterior & Construction
- Exterior features
- Lighting, Private Entrance, Rain Gutters
- Construction materials
- Block, Stucco
- Roof
- Metal
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Sprinkler Recycled, Water Connected
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 |
|---|---|---|
| Great Room | 14x18 | |
| Kitchen | 11x18 | |
| Dining Room | 18x12 | |
| Primary Bedroom | 16x16 | |
| Bedroom 2 | 15x13 | |
| Bedroom 3 | 15x13 | |
| Primary Bathroom | 10x11 | |
| Loft | 15x15 | |
| Balcony/Porch/Lanai | 29x13 | |
| Bathroom 2 | 9x8 | |
| Foyer | 7x18 |
Listing Details
- Listing date
- 2026-10-23
- On market date
- 2026-10-30
- Original list price
- $995,000
- Occupant type
- Owner
- MLS area
- 34229 - Osprey
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-10-30
- Tax legal description
- LOT 267 SOUTHBAY YACHT & RACQUET CLUB
Flood risk
Moderate-risk area (0.2% annual-chance / “500-year” floodplain). Flood insurance is recommended but usually not required.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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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 October 31, 2026 at 12:00 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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