101 Osprey Point Drive, Osprey/Nokomis, FL 34229

$4,790,000
4
BD
6
BA
5,087
SqFt

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List Price
$4,790,000
Status
ACTIVE
Days on Market
62
MLS#
A4694716
Subtype
Residential
Style
One Story
Architectural Style
Custom, Traditional
Year Built
1985
Bedrooms
4
Bathrooms
6
Full Baths
5
Half Baths
1
Living Area
5,087
Lot Size
40,593
Acres
0.93
Subdivision
The Oaks
MLS Area Major
Osprey

Property Description

Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with dual fireplaces, a lakefront dining room with custom built-ins, a domed-ceiling sitting room ideal for cocktails or conversation, and a custom bar and wine room with etched-glass cabinetry, stone countertops, and display shelving. The remodeled chef’s kitchen combines classic design with modern functionality, featuring UltraKraft cabinetry, custom soffit lighting, Corian countertops, a center island with breakfast bar, and premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, warming drawer, microwave, dual KitchenAid dishwashers, and wine refrigerator. A butler’s pantry and sunlit breakfast nook overlooking the gardens further enhance the home’s livability. The primary suite serves as a private retreat with a spacious sitting area, custom closets, and a spa-inspired bathroom renovated in 2025. Three additional guest suites with updated baths provide comfort and flexibility, including a separate suite ideally positioned for extended-stay guests, live-in assistance, or multigenerational living. Outdoor living is centered around an open-air pool, expansive entertaining deck, and cabana framed by mature landscaping and manicured hedges, creating a private oasis with peaceful lake views. Additional updates include refinished hardwood flooring, updated guest baths, and a Daikin 5-ton HVAC system installed in 2022. Located within The Oaks Club, residents enjoy access to one of Sarasota’s premier private club communities, offering two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center and spa, multiple dining venues, and a private community dock on Little Sarasota Bay. Just moments from Sarasota waterfront dining, Siesta Key beaches, and Sarasota/Venice cultural attractions, this distinguished lakefront estate presents an exceptional opportunity within one of the Gulf Coast’s most established luxury communities.

Additional Information

Amenities
Clubhouse, Fitness Center, Gated, Handicap Modified, Pool, Recreation Facilities, Security, Tennis Court(s)
Interior Features
Built-in Features, Ceiling Fans(s), Chair Rail, Crown Molding, Eat-in Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
Exterior Features
French Doors, Hurricane Shutters, Lighting, Private Mailbox
HOA Fee
$5,700
HOA Freqency
Semi-Annually
Financing
Cash, Conventional
Location
Cul-De-Sac, In County, Landscaped, Paved
Community Features
Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Special Community Restrictions, Tennis Court(s), Street Lights, Golf Community, Security
Property Description
One Story
Zoning
RSF1
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer, Water Filtration System, Water Softener, Wine Refrigerator
Heating
Central, Electric, Zoned
Air Conditioning
Central Air, Zoned
Exterior Construction
Block, Stucco
Exterior Features
French Doors, Hurricane Shutters, Lighting, Private Mailbox
Levels
One
Roof
Tile
Foundation
Slab
Pool
Yes
Pool Type
Gunite, In Ground
Parking
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Off Street
Parking Features
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Off Street
Garage
3 Car Garage
Garage Spaces
3
Garage Features
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Off Street
Elementary School
Laurel Nokomis Elementary
Middle School
Sarasota Middle
High School
Venice Senior High
View
Water

Listing courtesy of DOUGLAS ELLIMAN. 941-867-6199

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