75 Osprey Point Dr

4,001 Sq. Ft.
$444 / Sq. Ft.
4,001
Sq. Ft.
$444
per Sq. Ft.

Description

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...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
  1. Listed by Mark Lyda • Brokerage DRE #1039754 • GENEROUS PROPERTY
    P: (941)-586-2670 C: (941)-586-2670 mark@generousproperty.com

Property Details for 75 Osprey Point Drive

Architectural Style
Traditional
Subdivision Name
OAKS
Township
38S
Garage Spaces
2
View
Park/Greenbelt, Water
Waterfront
No
Furnished
Negotiable
LISTING UPDATED: 01/22/2026 08:58 AM

Property Details for 75 Osprey Point Drive

StatusActive
MLS #A4672439
Days on Market81
Taxes$14,229 / year
HOA Fees$11,600 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1983
Lot Size0.76 AC / 32,983 SF
CountySarasota County

Location

Listing Courtesy of GENEROUS PROPERTY, Mark Lyda
Add your commute

Building Information for 75 Osprey Point Drive

Stories1Year Built1983Building Size-Lot Size0.76 AC / 32,983 SF

Payment Calculator

$10,803 per month

30 year fixed, 6.15% Interest

Principal and Interest

$8,651

Property Taxes

$1,186

HOA Dues

$967

The Payment Calculator is for illustrative purposes only.

Property Information for 75 Osprey Point Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 5028.0
  • Building Area Units: Square Feet
  • 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)
  • Direction Faces: South
  • Directions: US41 TO WEST ONTO OSPREY POINT DR. (D/L / REALTOR CREDENTIALS REQUIRED AT GATE). PROCEED THROUGH ENTRY GATE AND ARRIVE AT PROPERTY ON RIGHT.
  • Elementary School: Laurel Nokomis Elementary
  • Middle Or Junior School: Laurel Nokomis Middle
  • High School: Venice Senior High
  • Other Equipment: Irrigation Equipment
  • Mls Major Change Type: Price Decrease
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved, Private Road
  • Senior Community: No
  • SW Subdiv Community Name: Oaks
  • Unit Number: No
  • Street Number: 75
  • Street Name: OSPREY POINT
  • Street Suffix: DRIVE
  • State: FL
  • City: OSPREY
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Off Street, Oversized
Taxes and HOA Information
  • Association Approval Required: Yes
  • Association Fee Includes: 24-Hour Guard, Common Area Taxes, Community Pool, Manager, Private Road, Recreational Facilities, Security
  • Association Fee Requirement: Required
  • Association Name: ACCESS MANAGEMENT / HOPE ROOT
  • Association Phone: 813-607-2220
  • Association: Yes
  • CDD: No
  • Number Of Pets: 3
  • Pet Restrictions: REFER TO DOCS
  • Pet Size: Extra Large (101+ Lbs.)
  • Tax Book Number: 2111-2937
  • Tax Legal Description: LOTS 140 & 141 OAKS
  • Tax Lot: 140
  • Tax Year: 2024
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: In County, Oversized Lot
  • Parcel Number: 0142050014
  • Total Acreage: 1/2 to less than 1
  • Water Access: Lake
  • Water Access: Yes
  • Water Extras: No
  • Zoning: RSF1
  • Zoning Compatible: Yes
  • Living Area: 4001
Property and Assessments
  • Year Built Numeric: 1983
  • Association Amenities: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Pickleball Court(s), Playground, Pool, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions
  • Flood Zone Code: X
  • Home Warranty: No
  • Homestead: No
  • New Construction: No
  • Property Attached: No
  • Property Condition: Completed
  • Public Survey Range: 18E
  • Public Survey Section: 03
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Concrete, Stucco
  • Exterior Features: French Doors, Hurricane Shutters, Irrigation System, Lighting, Rain Gutters
  • Fencing: Masonry
  • Foundation Details: Slab
  • Levels: One
  • Other Structures: Guest House
  • Pool Features: Chlorine Free, Gunite, Heated, In Ground, Other, Self Cleaning
  • Pool Private: Yes
  • Pool: Private, Community
  • Pool Private: Yes
  • Roof: Built-Up, Membrane, Tile
  • Security Features: Fire Alarm, Gated Community, Medical Alarm, Security System, Security System Owned, Smoke Detector(s)
  • Spa: No
  • Vegetation: Bamboo, Mature Landscaping, Oak Trees, Trees/Landscaped
  • Waterfront Features: Bay/Harbor Front, Waterfront
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 4
  • Additional Rooms: Attic, Interior In-Law Suite
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Range, Refrigerator, Washer
  • Cooling: Zoned
  • Fireplace Features: Electric, Living Room
  • Fireplace: Yes
  • Flooring: Ceramic Tile
  • Heating: Central, Electric, Zoned
  • Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Skylight(s), Solid Wood Cabinets, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 9.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 75 Osprey Point Drive

DateEvent & SourcePriceAppreciation
Jan 8, 2026

Price Change

MFRMLS #A4672439

$1,775,000
Nov 19, 2025

Listed (Active)

MFRMLS #A4672439

$1,975,000
May 31, 2025

Expired

MFRMLS #A4628121

$1,649,000
Feb 4, 2025

Price Change

MFRMLS #A4628121

$1,795,000
Dec 29, 2024

Listed (Active)

MFRMLS #A4628121

$1,874,000
Nov 1, 2024

Expired

MFRMLS #A4611113

$1,695,000
May 22, 2024

Listed (Active)

MFRMLS #A4611113

$1,795,000
Feb 1, 2024

Withdrawn

MFRMLS #A4577020

$1,795,000
Jul 19, 2023

Listed (Active)

MFRMLS #A4577020

$1,985,000
Jun 18, 2023

Withdrawn

MFRMLS #A4561774

$2,199,000
Feb 27, 2023

Listed (Active)

MFRMLS #A4561774

$2,349,000
Jul 26, 2022

Withdrawn

MFRMLS #A4521509

$2,195,000
Jan 14, 2022

Listed (Active)

MFRMLS #A4521509

$2,445,000
Feb 19, 2021

Sold (Public Record)

Public Record #690906978

$650,000
Feb 19, 2021

Sold (Public Record)

Public Record #1451691426

$650,000
Feb 19, 2021

Sold

MFRMLS #A4484380

$650,000
Nov 25, 2020

Pending

MFRMLS #A4484380

Nov 24, 2020

Listed (Active)

MFRMLS #A4484380

$675,000
May 31, 2020

Expired

MFRMLS #A4432933

$800,000
Apr 17, 2019

Listed (Active)

MFRMLS #A4432933

$975,000
DateEvent & SourcePrice
01/08/2026

Price Change

MFRMLS #A4672439

$1,775,000
11/19/2025

Listed (Active)

MFRMLS #A4672439

$1,975,000
05/31/2025

Expired

MFRMLS #A4628121

$1,649,000
02/04/2025

Price Change

MFRMLS #A4628121

$1,795,000
12/29/2024

Listed (Active)

MFRMLS #A4628121

$1,874,000
11/01/2024

Expired

MFRMLS #A4611113

$1,695,000
05/22/2024

Listed (Active)

MFRMLS #A4611113

$1,795,000
02/01/2024

Withdrawn

MFRMLS #A4577020

$1,795,000
07/19/2023

Listed (Active)

MFRMLS #A4577020

$1,985,000
06/18/2023

Withdrawn

MFRMLS #A4561774

$2,199,000
02/27/2023

Listed (Active)

MFRMLS #A4561774

$2,349,000
07/26/2022

Withdrawn

MFRMLS #A4521509

$2,195,000
01/14/2022

Listed (Active)

MFRMLS #A4521509

$2,445,000
02/19/2021

Sold (Public Record)

Public Record #690906978

$650,000
02/19/2021

Sold (Public Record)

Public Record #1451691426

$650,000
02/19/2021

Sold

MFRMLS #A4484380

$650,000
11/25/2020

Pending

MFRMLS #A4484380

11/24/2020

Listed (Active)

MFRMLS #A4484380

$675,000
05/31/2020

Expired

MFRMLS #A4432933

$800,000
04/17/2019

Listed (Active)

MFRMLS #A4432933

$975,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 75 Osprey Point Drive

Taxable ValueLand$620,600Additions$573,100Total$1,193,700
Tax Record2025$13,581 ($1,132 / month)
Home Facts
Baths4Total Finished SqFt3,541 SqFtAbove Grade Finished SqFt3,541 SqFtStories1Lot Size32,983 SqFtStyleMiscellaneousYear Built1983Year Renovated1998ZoningRSF1CountySARASOTAAPN0142-05-0014Fireplace TypeHas Fireplace

Schools near 75 Osprey Point Drive

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Public - 2 to 12
Charter - PK to 8
Rating
School
Distance
Laurel Nokomis School
PublicPK to 8

Venice Senior High School
Public9 to 12

Pine View School
Public2 to 12

Imagine School At Palmer Ranch
CharterPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

75 Osprey Point Drive is a single family home for sale in Osprey, FL 34229. This property was listed for sale on November 19, 2025 by GENEROUS PROPERTY, it's currently listed at $1,775,000. It has been on the market for a total of 81 days and was last sold on February 19, 2021. This listing's school district is Sarasota. Nearby schools include Laurel Nokomis School, Venice Senior High School and Pine View School. 75 Osprey Point Drive is a 4-bed, 4-bath, 4,001 sqft single family home built in 1983.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of GENEROUS PROPERTY, Mark Lyda

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