101 Osprey Point Drive, Osprey, FL

Approval required. See Association Documents

false

Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate

Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer, Water Filtration System, Water Softener, Wine Refrigerator

Submit application. See Association Documents

Custom, Traditional

Clubhouse, Fitness Center, Gated, Handicap Modified, Pool, Recreation Facilities, Security, Tennis Court(s)

1

hroot@accessdifference.com

5700

Semi-Annually

Guard - 24 Hour, Pool, Management, Private Road, Security

Required

www.accessdifference.com

true

true

1

6

Public Records

6841

635.55

Square Feet

982.90

false

Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Special Community Restrictions, Tennis Court(s), Street Lights

Block, Stucco

Central Air, Zoned

US

1

5000000.00

West

Laurel Nokomis Elementary

French Doors, Hurricane Shutters, Lighting, Private Mailbox

Family Room, Living Room, Other, Primary Bedroom, Wood Burning

true

AE X

2024-03-27

12115C0228G

Brick, Ceramic Tile, Parquet

Slab

22x35

3

true

Central, Electric, Zoned

Venice Senior High

1

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

true

false

false

true

Inside, Laundry Room

1

One

Sarasota - Manatee

472.60

Public Records

Square Feet

Cul-De-Sac, In County, Landscaped, Paved

0.93

40593

3771

Sarasota Middle

1-2 Years

2025-09-18T11:16:09.021Z

950.00

false

1

Owner

Irrigation Equipment

Fee Simple

0142050008

Front Porch, Rear Porch

Extra Large (101+ Lbs.)

Yes

36x20

true

9248

A grand estate where timeless design meets lakefront tranquility, 101 Osprey Point Drive offers refined living within the private gates of The Oaks Bayside. Designed by architect Bo MacEwen, this one-of-a-kind home spans more than 5, 000 square feet, all cleverly positioned on nearly an acre with 150 feet of lakefront. Situated on two of the community’s most desirable lots, the residence balances architectural distinction with thoughtful updates that ensure comfort and livability. An oversized circular drive paved in granite tile leads to a stately double-door entrance. Inside, the foyer sets the tone with soaring ceilings, hand-crafted moldings, chandeliers, and a white onyx floor with marble inserts. Spaces include an oversized living room with dual fireplaces, a crystal chandelier, and multiple sets of French doors opening to the lakefront patio. The dining room, anchored by another fireplace and framed by custom casings and built-in shelving, is ideal for grand entertaining. A domed ceiling sitting room with French doors to the patio adds an intimate space for cocktails or conversation, while the custom bar and wine room, with etched glass cabinetry, stone counters, and display shelving, enhances the home’s appeal for gatherings. The kitchen, completely remodeled in 2019, is a showcase of craftsmanship with UltraKraft® cabinetry, custom soffit lighting, Corian countertops, and a center island with breakfast bar. Luxury appliances include a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, microwave, warming drawer, two KitchenAid dishwashers, and a Frigidaire wine fridge. A butler’s pantry provides additional storage, while the sunny breakfast nook overlooks lush gardens. Family and gathering rooms carry the same sense of scale, with dramatic fireplaces, intricate moldings, and detailed ceiling treatments that flow seamlessly for everyday living or large-scale entertaining. The primary suite is a true retreat with a spacious sitting area, custom closets, and a well-appointed bathroom that was newly remodeled in 2025 with spa-inspired finishes. Three guest suites, each with updated full baths (2021 and 2025), provide privacy and comfort. One is a suite with a bathroom near the laundry room, which offers flexibility for live-in staff or extra accommodation. Outdoors, the home embraces its setting with an open pool, expansive deck, and cabana surrounded by manicured hedges and mature landscaping. The views are equally compelling, with mature gardens and community reflecting pond in the front and sweeping lake vistas in the back. Additional highlights include a three-car garage, refinished hardwood floors (2020), and a new Daikin 5-ton AC system installed in 2022. Ownership at The Oaks Club brings an unmatched lifestyle, with two championship golf courses, tennis and pickleball courts, croquet, a fitness center and spa, three on-site restaurants, and a community dock on Little Sarasota Bay. Elegant yet inviting, 101 Osprey Point Drive stands as a rare opportunity to enjoy lakefront living with resort-style amenities in one of Sarasota’s most established private enclaves.

18

03

982.90

Docs Available, No Sign, Survey Available

Asphalt, Paved

Tile

10

The Oaks

Gated Community, Security System Owned, Smoke Detector(s)

false

Public Sewer

24 Hour Notice, Appointment Only, Listing Agent Must Accompany, ShowingTime

In Ground

true

2025-09-17T20:05:20.000Z

12940.05

2111-2937

LOTS 147 & 148, LESS N 30 FT OF LOT 148, TOGETHER WITH BEG AT SE COR OF LOT 148 TH N-6-10-38-W 96.8 FT TH N-87-22-15-E 2 FT TH S-6-10- 38-E 191.63 FT TH S-53-22-30-W 167.57 FT TH NWLY ALG CURVE TO RIGHT 31.71 FT TH N-54-13-02-E 181.65 FT TH N-6-10-38-W 62.54 FT TO POB, OAKS, BEING SAME LANDS AS DESC IN ORI 2022112936

147

2025

1/2 to less than 1

11400.00

950.00

38

US-12115-N-0142050008-R-N

101 OSPREY POINT DR

BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Propane, Public, Sewer Connected, Sprinkler Well, Water Connected

Mature Landscaping, Trees/Landscaped

150

Public, Well

Lake

1

150

true

Blinds, Drapes, Window Treatments

RSF1