49 POINT DRIVE
OSPREY, FL, 34229
$2,500,000
4 Beds
3.5 Baths
3,953 SqFt
0.4 Acres
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MLS #A4671762 image #0
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.

Property Details

Price:
$2,500,000
MLS #:
A4671762
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKS
Neighborhood:
34229osprey
Listed Date:
Nov 13, 2025
Finished Sq Ft:
3,953
Total Sq Ft:
5,227
Lot Size:
17,230 sqft / 0.40 acres (approx)
Year Built:
1989
WaterfrontLakefrontPoolTennisGolfPrimary Bedroom Main FloorCommunity GatedCommunity Club House34229 – Osprey34229ospreyOaksLaurel Nokomis ElementarySarasota MiddleVenice Senior HighSee Hoa Docs1-2 YearsPets Allowed

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Schools

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

Interior

Appliances
Dishwasher, Range, Range Hood, Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Concrete
Heating
Central, Zoned
Laundry Features
Inside, Laundry Room

Exterior

Architectural Style
Contemporary, Custom
Association Amenities
Clubhouse, Fitness Center, Golf Course, Maintenance, Pickleball Court(s), Tennis Court(s)
Community Features
Bay/Harbor Front, Dock, Fishing, Water Access, Clubhouse, Deed Restrictions, Fitness Center, Gated Community – Guard, Golf, Pool, Restaurant, Tennis Court(s)
Construction Materials
Block, Concrete, Stucco
Exterior Features
Outdoor Shower, Sliding Doors, Storage
Parking Features
Workshop in Garage
Roof
Tile
Security Features
Gated Community

Financial

HOA Fee
$5,700
HOA Frequency
Annually
HOA Name
The Oaks Club
Tax Year
2024
Taxes
$14,206

Map

Community

Market Summary

Current real estate data for Single Family in OSPREY as of Mar 09, 2026
114
Single Family Listed
120
Avg DOM
466
Avg $ / SqFt
$1,460,510
Avg List Price

Property Summary

    Located in the OAKS subdivision, 49 POINT DRIVE OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $2,500,000 and features 4 beds, 4 baths, and has approximately 3,953 square feet of living space, and was originally constructed in 1989. The current price per square foot is $632. The average price per square foot for Single Family listings in OSPREY is $466. The average listing price for Single Family in OSPREY is $1,460,510. To schedule a showing of MLS#a4671762 at 49 POINT DRIVE in OSPREY, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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49 POINT DRIVE
OSPREY, FL