**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**
For sale
$1,975,000
75 Osprey Point Dr, Osprey, FL 34229
4beds
4,001sqft
Est.:
Single Family Residence
Built in 1983
0.76 Acres Lot
$-- Zestimate®
$494/sqft
$950/mo HOA
What's special
Impressive fireplacePalladium windowsOversized pool
- 21 days |
- 724 |
- 45 |
Likely to sell faster than
Zillow last checked: 8 hours ago
Listing updated: November 20, 2025 at 08:52am
Listing Provided by:
Mark Lyda 941-586-2670,
GENEROUS PROPERTY 941-275-9399
Source: Stellar MLS,MLS#: A4672439
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: Attic
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 224 Square Feet
- Dimensions: 14x16
Bedroom 2
- Features: Walk-In Closet(s)
- Level: First
- Area: 208 Square Feet
- Dimensions: 13x16
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 121 Square Feet
- Dimensions: 11x11
Bedroom 4
- Features: Built-in Closet
- Level: First
Dining room
- Level: First
- Area: 1160 Square Feet
- Dimensions: 29x40
Foyer
- Level: First
- Area: 216 Square Feet
- Dimensions: 12x18
Great room
- Level: First
- Area: 990 Square Feet
- Dimensions: 22x45
Kitchen
- Level: First
- Area: 135 Square Feet
- Dimensions: 9x15
Other
- Level: First
- Area: 240 Square Feet
- Dimensions: 12x20
Heating
- Central, Electric, Zoned
Cooling
- Zoned
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Range, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Solid Wood Cabinets, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), In-Law Floorplan
- Flooring: Ceramic Tile
- Doors: French Doors
- Windows: Skylight(s), Hurricane Shutters, Hurricane Shutters/Windows
- Has fireplace: Yes
- Fireplace features: Electric, Living Room
Interior area
- Total structure area: 5,028
- Total interior livable area: 4,001 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Off Street, Oversized
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Exterior features: Irrigation System, Lighting, Rain Gutters
- Has private pool: Yes
- Pool features: Chlorine Free, Gunite, Heated, In Ground, Other, Self Cleaning
- Fencing: Masonry
- Has view: Yes
- View description: Park/Greenbelt, Water
- Water view: Water
- Waterfront features: Bay/Harbor Front, Waterfront, Lake Privileges
Lot
- Size: 0.76 Acres
- Features: In County, Oversized Lot
- Residential vegetation: Bamboo, Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Additional structures: Guest House
- Parcel number: 0142050014
- Zoning: RSF1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Concrete, Stucco
- Foundation: Slab
- Roof: Built-Up,Membrane,Tile
Condition
- Completed
- New construction: No
- Year built: 1983
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Bay/Harbor Front, Dock, Intracoastal Waterway, Waterfront, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, No Truck/RV/Motorcycle Parking, Playground, Pool, Restaurant, Tennis Court(s)
- Security: Fire Alarm, Gated Community, Medical Alarm, Security System, Security System Owned, Smoke Detector(s)
- Subdivision: OAKS
HOA
- Has HOA: Yes
- Amenities included: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Pickleball Court(s), Playground, Pool, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions
- Services included: 24-Hour Guard, Common Area Taxes, Community Pool, Manager, Private Road, Recreational Facilities, Security
- HOA fee: $950 monthly
- HOA name: ACCESS MANAGEMENT / HOPE ROOT
- HOA phone: 813-607-2220
- Pet fee: $0 monthly
Location
- Region: Osprey
Financial & listing details
- Price per square foot: $494/sqft
- Tax assessed value: $1,193,700
- Annual tax amount: $14,228
- Date on market: 11/19/2025
- Cumulative days on market: 17 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/19/2025 | Listed for sale | $1,975,000+19.8%$494/sqft |
Source:  Stellar MLS #A4672439 Report a problem | ||
| 6/1/2025 | Listing removed | $1,649,000$412/sqft |
Source: Stellar MLS #A4628121 Report a problem | ||
| 3/24/2025 | Price change | $1,649,000-8.1%$412/sqft |
Source: Stellar MLS #A4628121 Report a problem | ||
| 2/4/2025 | Price change | $1,795,000-4.2%$449/sqft |
Source: Stellar MLS #A4628121 Report a problem | ||
| 12/29/2024 | Listed for sale | $1,874,000+10.6%$468/sqft |
Source: Stellar MLS #A4628121 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $1,172,127 +10% |
| 2024 | $14,229 +18.2% | $1,065,570 +10% |
| 2023 | $12,038 +7.3% | $968,700 +8% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$13,620/mo
Principal & interest
$9889
Property taxes
$2090
Other costs
$1641
Climate risks
Neighborhood: 34229
Nearby schools
GreatSchools rating
- 8/10Laurel Nokomis SchoolGrades: PK-8Distance: 6.6 mi
- 6/10Venice Senior High SchoolGrades: 9-12Distance: 8.6 mi
Schools provided by the listing agent
- Elementary: Laurel Nokomis Elementary
- Middle: Laurel Nokomis Middle
- High: Venice Senior High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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