Waterfront - Golf Course - Primary on Main

Address

75 Osprey Point Drive, OSPREY, FL

Listing Type

Active

Price

$ 1,595,000

Property Attributes

MLS#A4695145
TypeSingle Family
Listing Status Active
CountySarasota
CityOSPREY
AreaOsprey
NeighborhoodOAKS
Zip34229
StyleTraditional
Year Built1983
Taxes$ 14635
Price$ 1,595,000
Bedrooms4
Full Bathrooms4
Half Bathrooms0
Sqr Footage4001
Lot Size0.76 Acres

Data Source:

Stellar MLS

Property Description

Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks. Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting. A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout. The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer. Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community. Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.

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

Price History
6/11/2026	Listed $1,649,000
8/13/2026	3$1,595,000

General Features

Sewer	Public Sewer
Heating	Heat Pump,Zoned
Cooling	Central Air,Zoned
Utilities	BB/HS Internet Available,Cable Connected
Possession	Close Of Escrow
Roof	Concrete,Tile
Appliances	Dishwasher,Disposal,Dryer,Electric Water Heater,Exhaust Fan,Microwave,Range,Range Hood,Refrigerator,Washer,Wine Refrigerator
Zoning	RE1
HOA Fee	5700
Garage Spaces	2
Association Fee Includes	24-Hour Guard,Common Area Taxes,Escrow Reserves Fund,Fidelity Bond,Manager,Private Road,Security
Patio/Porch Features	Patio
Architectural Style	Traditional
Pool Features	In Ground
Security Features	Security System,Security System Owned,Smoke Detector(s)
Construction Materials	Block,Stucco
Pets Allowed	Dogs OK,Yes
Year Built	1983
View	Trees/Woods,Water
Levels	One
Property Subtype	Single Family Residence
Tax Year	2025
Ownership	Fee Simple
Waterfront Features	Waterfront
Community Features	Dock,Waterfront,Deed Restrictions,Golf,Irrigation-Reclaimed Water
Assoc Fee Paid Per	Semi-Annually
County	Sarasota
New Construction	false
Property Type	Residential
Association Amenities	Gated,Security,Vehicle Restrictions
Attached Garage	true
Subdivision Name	OAKS
Facing Direction	South
Garage Y/N	true
Other Structures	Guest House
Total Rooms	9
Full Baths	4
Status	Active
Directions	Rte. 41/Tamiami S to The Oaks Bayside entrance. West through guard gate. Bear left to address on right.
High School	Venice Senior High
City	OSPREY
Association Name	Access Management/Hope Root
Senior Community Y/N	false
MLS Area	34229 - Osprey
Lot Size Units	Square Feet
Lot Size Square Feet	32983
Carport Y/N	false
Listing Terms	Cash,Conventional
Elementary School	Laurel Nokomis Elementary
Land Lease Y/N	false
Tax Annual Amount	14635.87
Middle/Junior High School	Sarasota Middle
Additional Parcels Y/N	true
Lease Considered Y/N	true
Virtual Tour	https://pix360.com/phototour3/42539/
Building Area Units	Square Feet
Living Area Units	Square Feet
Builder Name	Bo MacEwen
Standard Status	Active
Occupancy Type	Owner
Tax Lot	140
Legal Description	LOTS 140 & 141 OAKS
Water View	Pond
Pet Size Limit	Extra Large (101+ Lbs.)
Minimum Lease	1-2 Years
Water Access Y/N	false
Monthly HOA Amount	950
Additional Rooms	Breakfast Room Separate,Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Great Room
Water View Y/N	true
Flood Zone Code	X
In Law Suite YN	false
Flood Zone Code X	Yes

Interior Features

Interior Amenities	Ceiling Fan(s),Crown Molding,High Ceilings,Primary Bedroom Main Floor,Solid Wood Cabinets,Vaulted Ceiling(s),Walk-In Closet(s),Window Treatments
Flooring	Carpet,Tile
Furnished Y/N	Unfurnished
Fireplace Features	Wood Burning
Air Conditioning Y/N	true
Heating Y/N	true
Window Features	Blinds,Drapes,Insulated Windows,Rods,Window Treatments
Fireplace Y/N	true
Laundry Features	Inside,Laundry Room
Total Bedrooms	4
LivingAreaSource	Public Records
Total Baths	4

Exterior Features

Exterior Amenities	Irrigation System
Vegetation	Bamboo,Mature Landscaping,Oak Trees,Trees/Landscaped,Wooded
Parking Features	Circular Driveway,Garage Faces Side
Lot Features	In County,Near Golf Course
Water Source	Public
Lot Size Area	32983
Foundation Details	Slab
Spa	false
Building Area Total	5028
Lot Dimensions	260 x 130
Lot Size Acres	0.76
Road Surface Type	Paved
Private Pool	true
Waterfront Y/N	false
Covered Spaces	2
Road Frontage Type	Private Road