75 Osprey Point Drive, Osprey, FL 34229
For Sale $1,975,000
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**STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Sarasota Bay waters… situated on TWO LOTS totaling over 3/4 acres, the Main House on Lot #1 features 3 Beds / 3 Baths while the separate Guest House on adjacent Lot #2 boasts 1 Bed / 1 Bath, kitchenette, laundry, etc. An oversized Pool adorns the private setting with lush landscape and water view. This former home of famed architect, Bo MacEwen, who also designed the breathtaking Oaks’ Clubhouse, boasts an impressive 253FT frontage along the highly sought-after Osprey Point Drive in the Bayside neighborhood often regarded as the “Park Avenue” of The Oaks Golf & Country Club. A gorgeous new 4ft x 4ft “Celini Agento Italian” tile accentuates the fresh color scheme throughout this well-appointed home complete with impressive fireplace, 14-inch crown moldings, wainscoting, palladium windows and much more! The nearby, private Dock on the Intracoastal Waterway is a cherished amenity of the Oaks-Bayside residents. The Oaks-Bayside is a truly distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the AERIAL VIDEO**
Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Solid Wood Cabinets
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Basketball Court
Clubhouse
Fence Restrictions
Fitness Center
Gated
Golf Course
Pickleball Court(s)
Playground
Pool
Recreation Facilities
Security
Tennis Court(s)
Vehicle Restrictions
Taxes: $14.00
Tax Year: 2024
HOA Fee 1: $5,700.00
HOA Frequency 1: Semi-Annually
Condo Fee Frequency: Semi-Annually
French Doors
Hurricane Shutters
Lighting
Rain Gutters
Dishwasher
Disposal
Dryer
Electric Water Heater
Freezer
Microwave
Range
Refrigerator
Washer
Park/Greenbelt
Water
Elementary School: Laurel Nokomis Elementary
Middle School: Laurel Nokomis Middle
Junior High: Laurel Nokomis Middle
High School: Venice Senior High
MLS Area: 34229 - Osprey
Price per Square Feet: $493.63
Total Floors: 1
Water: Public
Lot Desc.: In County, Oversized Lot, Paved, Private
Construction: Concrete, Stucco
Date Listed: 2025-11-19 11:34:09
Pool: Yes
Pool Type: Chlorine Free, Gunite, Heated, In Ground, Other, Self Cleaning
Private Spa: No
Furnished: Negotiable
Windows: Skylight(S)
Parking: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Off Street, Oversized
Garage Spaces: 2
Flooring: Ceramic Tile
Roof: Built-Up, Membrane, Tile
Heating: Central, Electric, Zoned
Cooling: Zoned
Pets: Yes
Sewer: Public Sewer
Amenities: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Pickleball Court(S), Playground, Pool, Recreation Facilities, Security, Tennis Court(S), Vehicle Restrictions
Listing Courtesy Of: Generous Property
mark@generousproperty.com
**STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Sarasota Bay waters… situated on TWO LOTS totaling over 3/4 acres, the Main House on Lot #1 features 3 Beds / 3 Baths while the separate Guest House on adjacent Lot #2 boasts 1 Bed / 1 Bath, kitchenette, laundry, etc. An oversized Pool adorns the private setting with lush landscape and water view. This former home of famed architect, Bo MacEwen, who also designed the breathtaking Oaks’ Clubhouse, boasts an impressive 253FT frontage along the highly sought-after Osprey Point Drive in the Bayside neighborhood often regarded as the “Park Avenue” of The Oaks Golf & Country Club. A gorgeous new 4ft x 4ft “Celini Agento Italian” tile accentuates the fresh color scheme throughout this well-appointed home complete with impressive fireplace, 14-inch crown moldings, wainscoting, palladium windows and much more! The nearby, private Dock on the Intracoastal Waterway is a cherished amenity of the Oaks-Bayside residents. The Oaks-Bayside is a truly distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the AERIAL VIDEO**
Property Details
Price: $1,975,000
Sq Ft: 4,001
($494 per sqft)
Bedrooms: 4
Bathrooms: 4
City: Osprey
County: Sarasota
Type: Single Family Reside
Development: Oaks
Acres: 0.76
Virtual Tour/Floorplan: View
Year Built: 1983
Listing Number: A4672439
Status Code: A-Active
Taxes: $14.00
Tax Year: 2024
Garage:
2
Furnishings: Negotiable
Pets Allowed: Yes
Interior Features:
Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Solid Wood Cabinets
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Amenities:
Basketball Court
Clubhouse
Fence Restrictions
Fitness Center
Gated
Golf Course
Pickleball Court(s)
Playground
Pool
Recreation Facilities
Security
Tennis Court(s)
Vehicle Restrictions
Financial Information:
Taxes: $14.00
Tax Year: 2024
HOA Fee 1: $5,700.00
HOA Frequency 1: Semi-Annually
Condo Fee Frequency: Semi-Annually
Exterior Features:
French Doors
Hurricane Shutters
Lighting
Rain Gutters
Equipment:
Dishwasher
Disposal
Dryer
Electric Water Heater
Freezer
Microwave
Range
Refrigerator
Washer
View:
Park/Greenbelt
Water
School Information:
Elementary School: Laurel Nokomis Elementary
Middle School: Laurel Nokomis Middle
Junior High: Laurel Nokomis Middle
High School: Venice Senior High
Additional Information:
MLS Area: 34229 - Osprey
Price per Square Feet: $493.63
Total Floors: 1
Water: Public
Lot Desc.: In County, Oversized Lot, Paved, Private
Construction: Concrete, Stucco
Date Listed: 2025-11-19 11:34:09
Pool: Yes
Pool Type: Chlorine Free, Gunite, Heated, In Ground, Other, Self Cleaning
Private Spa: No
Furnished: Negotiable
Windows: Skylight(S)
Parking: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Off Street, Oversized
Garage Spaces: 2
Flooring: Ceramic Tile
Roof: Built-Up, Membrane, Tile
Heating: Central, Electric, Zoned
Cooling: Zoned
Pets: Yes
Sewer: Public Sewer
Amenities: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Pickleball Court(S), Playground, Pool, Recreation Facilities, Security, Tennis Court(S), Vehicle Restrictions
Map of 75 Osprey Point Drive, Osprey, FL 34229
Listing Courtesy Of: Generous Property
mark@generousproperty.com