49 OSPREY POINT DRIVE, OSPREY, FL 34229
What's special
Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.
- 335 days
- 523
- 30
Originating MLS: Sarasota - ManateeTravel times
Living Room
Kitchen
Primary Bedroom
Zillow last checked:
Listing updated:
Jonathan Abrams, PLLC 941-232-2868,
MICHAEL SAUNDERS & COMPANY 941-349-3444
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Living Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
Bedroom 2
- Features: Built-in Closet
- Level: First
Bedroom 3
- Features: Built-in Closet
- Level: First
Great room
- Level: First
Kitchen
- Level: First
Heating
- Central, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Dishwasher, Range, Range Hood, Refrigerator
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Concrete
- Doors: Outdoor Shower, Sliding Doors
- Windows: Hurricane Shutters/Windows
- Has fireplace: Yes
- Fireplace features: Family Room, Living Room
Interior area
- Total structure area: 5,227
- Total interior livable area: 3,953 sqft
Property
Parking
- Total spaces: 2
- Parking features: Workshop in Garage
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Enclosed, Screened
- Exterior features: Outdoor Shower, Storage
- Has private pool: Yes
- Pool features: Fiber Optic Lighting, In Ground, Salt Water
- Has spa: Yes
- Spa features: Heated, In Ground, Other
- Has view: Yes
- View description: Lake
- Has water view: Yes
- Water view: Lake
- Waterfront features: Bay/Harbor Front, Lake Front, Lake Privileges, Fishing Pier
Lot
- Size: 0.4 Acres
- Features: Landscaped, Oversized Lot, Above Flood Plain
- Residential vegetation: Mature Landscaping
Details
- Parcel number: 0142060007
- Zoning: RSF1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Custom
- Property subtype: Single Family Residence
Materials
- Block, Concrete, Stucco
- Foundation: Slab
- Roof: Tile
Condition
- New construction: No
- Year built: 1989
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Public, Water Connected
Green energy
- Indoor air quality: Whole House Vacuum System
Community & HOA
Community
- Features: Bay/Harbor Front, Dock, Fishing, Water Access, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Restaurant, Tennis Court(s)
- Security: Gated Community
- Pet fee: $0 monthly
- Subdivision: OAKS
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Fitness Center, Golf Course, Maintenance, Pickleball Court(s), Tennis Court(s)
- HOA fee: $475 monthly
- HOA name: The Oaks Club
- HOA phone: 941-966-2161
Location
- Region: Osprey
Financial & listing details
- Price per square foot: $607/sqft
- Tax assessed value: $1,354,900
- Annual tax amount: $14,206
- Date on market: 11/13/2025
- Cumulative days on market: 336 days
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 5/3/2026 | Price change | $2,399,000-4%$607/sqft |
Source:  Stellar MLS #A4671762 Report a problem | ||
| 1/29/2026 | Price change | $2,500,000-3.7%$632/sqft |
Source: Stellar MLS #A4671762 Report a problem | ||
| 11/13/2025 | Listed for sale | $2,595,000-3.7%$656/sqft |
Source: Stellar MLS #A4671762 Report a problem | ||
| 9/1/2025 | Listing removed | $2,695,000$682/sqft |
Source: Stellar MLS #A4642364 Report a problem | ||
| 7/24/2025 | Price change | $2,695,000-1.8%$682/sqft |
Source: Stellar MLS #A4642364 Report a problem | ||
| 6/11/2025 | Price change | $2,745,000-1.8%$694/sqft |
Source: Stellar MLS #A4642364 Report a problem | ||
| 4/3/2025 | Price change | $2,795,000-6.7%$707/sqft |
Source: Stellar MLS #A4642364 Report a problem | ||
| 3/5/2025 | Listed for sale | $2,995,000+274.4%$758/sqft |
Source: Stellar MLS #A4642364 Report a problem | ||
| 6/4/2019 | Sold | $800,000-5.9%$202/sqft |
Source: Public Record Report a problem | ||
| 4/17/2019 | Pending sale | $850,000$215/sqft |
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4431344 Report a problem | ||
| 3/29/2019 | Listed for sale | $850,000+49.1%$215/sqft |
Source: COLDWELL BANKER RES R E #A4431344 Report a problem | ||
| 7/15/1998 | Sold | $570,000+14.6%$144/sqft |
Source: Public Record Report a problem | ||
| 7/5/1996 | Sold | $497,500$126/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,702 +3.5% | $997,918 +10% |
| 2024 | $14,206 +14.7% | $907,198 +10% |
| 2023 | $12,389 +4.6% | $824,725 +10% |
| 2022 | $11,844 +45% | $749,750 +21.2% |
| 2021 | $8,167 +1.7% | $618,500 +3.9% |
| 2020 | $8,028 +0.7% | $595,200 -5.8% |
| 2019 | $7,970 | $631,780 +1.9% |
| 2018 | $7,970 +2% | $620,000 -0.9% |
| 2017 | $7,814 -4.9% | $625,900 +2% |
| 2016 | $8,215 | $613,500 -6.1% |
| 2015 | $8,215 +0.3% | $653,300 +9.4% |
| 2014 | $8,187 +0% | $597,081 |
| 2013 | $8,187 +2.7% | $597,081 +1.7% |
| 2012 | $7,971 +4.7% | $587,100 +3% |
| 2011 | $7,616 -16.9% | $570,000 -14.7% |
| 2010 | $9,162 +10.4% | $668,265 +2.7% |
| 2009 | $8,298 | $650,696 +0.1% |
| 2008 | $8,298 +0.6% | $650,046 +3% |
| 2007 | $8,246 | $631,113 +2.5% |
| 2006 | -- | $615,720 +3% |
| 2005 | -- | $597,786 +3% |
| 2004 | $8,709 -1.2% | $580,375 +1.9% |
| 2003 | $8,815 +2.4% | $569,553 +2.4% |
| 2002 | $8,606 +7.4% | $556,204 +1.6% |
| 2001 | $8,014 +2.7% | $547,445 +3% |
| 2000 | $7,805 | $531,500 |
Monthly payment
Estimated market value
Not available
Estimated sales range
Not available
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Climate risks
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