$789,000
21 Bayhead Lane
Osprey, FL 34229
Listing updated: June 13, 2026 at 6:48 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing…what you see, and what you don’t see, is what you get! From the moment you arrive at the pavered driveway, the pride of ownership is unmistakable. Double leaded-glass front doors open to a light-filled interior designed for effortless Florida living. Just off the entry, a dedicated home office features plantation shutters and a ceiling fan. The formal dining room showcases a decorative ceiling and a beautiful built-in buffet with glass-front cabinetry. The open kitchen features new granite countertops, stainless appliances, a breakfast bar, chef’s desk, and built-in wine and beverage cooler. The adjoining breakfast nook with an aquarium window, overlooks the sparkling pool and spa. The master suite is exceptionally spacious, offering a sitting area with built-in window seat and large walk-in closets with glass-front storage. The updated en suite bathroom has granite countertops, dual sinks, a soaking tub, separate shower, and marble accents. Two well-sized guest bedrooms provide generous closet space, and the updated guest bath includes granite and marble finishes. The air conditioned 2-car garage with epoxy flooring offers abundant storage. This home backs to a lush, tropical preserve, ensuring privacy for the pool and spa. The lanai features two distinct areas: a large, covered space with outdoor kitchen and ceiling fan for shaded dining, and a sun-splashed pool and spa area under a screened enclosure. You can also enjoy the nearby Bishopscourt community pool. With mandatory membership, this home offers access to all of the amenities being a member of The Oaks has to offer. There is currently no waiting list for either Golf or Sports/Social membership
Local Insight
At $351 per square foot for a 2002 build with a pool in Osprey, you're paying a premium that's worth comparing against newer construction in the area—the real question is whether that pool and the Bishopscourt location justify the price or if you'd get better bones and lower maintenance costs elsewhere. The $458 monthly HOA on a 0.24-acre lot is fairly steep, so factor that into your true monthly housing cost, especially since you're not in a flood zone (a genuine advantage here). The three-bedroom layout and Gulf Gate Elementary catchment make this work for families, but inspect closely given the age and any pool-related repairs that might be lurking.
AI-generated insight based on listing data and neighborhood context. Verify independently.
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 history271 days on market
- Status: ActiveSep 15, 2025
- Listed$925,000Sep 15, 2025
- Price reduced$789,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 271
- Subdivision
- Bishopscourt At The Oaks Preserve
- County
- Sarasota
- Year built
- 2002
- Living area
- 2,246 sq ft
- Price/sq ft
- $351
- Building area
- 3,119 sq ft (Public Records)
- Lot size
- 10,524 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $4,221 (2024)
- Parcel #
- 0142030014
- Zoning
- RSF1
- MLS #
- A4664085
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Carpet, Tile
- Appliances
- Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
- Interior features
- Built-in Features, Ceiling Fans(s), Central Vaccum, Coffered Ceiling(s), Crown Molding, Dry Bar, Eat-in Kitchen, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- North
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $1,374 / Quarterly
- Monthly HOA
- $458/mo
- Total monthly fees
- $858/mo
- Total annual fees
- $10,296
- HOA name
- Assess Management/Susan Brown
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1-2 Years
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Approval required
- Approval process
- Submit application
Exterior & Construction
- Exterior features
- Lighting, Rain Gutters, Sliding Doors, Sprinkler Metered
- Construction materials
- Block, Stucco
- Roof
- Built-Up, Tile
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, 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 | First | 16x19 |
| Dining Room | First | 11x15 |
| Kitchen | First | 9x28 |
| Primary Bedroom | First | 15x17 |
| Bedroom 2 | First | 11x13 |
| Bedroom 3 | First | 12x13 |
Listing Details
- Listing date
- 2025-09-15
- On market date
- 2025-09-15
- Original list price
- $925,000
- Occupant type
- Owner
- MLS area
- 34229 - Osprey
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2025-09-15
- Tax legal description
- LOT 36 LESS PART DESC AS BEG WLY COR OF LOT 36, TH S-43-21-30-E 45.3 FT TH N-28-10-06-W 48.87 FT TH SWLY ALG CURVE TO RIGHT 12.98 FT TO POB, BISHOPSCOURT AT THE OAKS PRESERVE
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Rte. 41/ Tamiami Trail S. to the Oaks Preserve entrance/N Point Rd. West through guard gate. Turn left and follow to Bayhead Lane to address.
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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 June 13, 2026 at 6:48 AM 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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