by Global Lifestyle Properties

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Osprey 34229 Oaks
75 OSPREY POINT DRIVE
$1,595,000
● House - In Contract

75 OSPREY POINT DRIVE

OSPREY, FL 34229
bedrooms
4 Beds
bathrooms
4 Baths
square feet
4,001 Ft²
$14,752
Est. Monthly
$5,700
HOA / Fees

About This Property

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.
Unit Size
4,001 Ft²
Days on Market
-
Land Size
0.76 acres
Price per sqft
$399
Property Type
House
Property Taxes
$1,220
HOA Dues
$5,700
Year Built
1983

Listed By

Steve Abbe
Steve Abbe
COLDWELL BANKER REALTY

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Last updated: 22 hours ago (Stellar MLS #A4695145)

Price History

Date / Event Date Event Price
Sep 26, 2026 In contract -
In contract
Aug 14, 2026 Price Decreased $1,595,000
↓ $54K (3.3%)
Price Decreased
Jun 10, 2026 Listed by COLDWELL BANKER REALTY $1,649,000
Listed by COLDWELL BANKER REALTY
Mar 24, 2025 Price Decreased $1,649,000
↓ $146K (8.1%)
Price Decreased
Feb 4, 2025 Price Decreased $1,795,000
↓ $79K (4.2%)
Price Decreased
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Property Highlights

Garage
Parking Available
Air Conditioning
Fireplace
With View
Parking Details
Has Garage
Attached Garage
Has Open Parking
Parking Features: Circular Driveway, Garage Faces Side
Garage Spaces: 2
Interior Details
Full Bathrooms: 4
Interior Features: Ceiling Fan(s), Crown Molding, High Ceilings, Vaulted Ceiling(s), Walk-In Closet(s), Primary Bedroom Main Floor, Solid Wood Cabinets, Window Treatments
Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Flooring Type: Carpet, Tile
Laundry Features: Inside, Laundry Room
Rooms: 9
Has Fireplace
Fireplace Features: Wood Burning
Exterior Details
Square Footage: 4001
Square Footage Source: $0
Security Features: Security System, Security System Owned, Smoke Detector(s)
Architectural Style: Traditional
Year Built: 1983
Waterfront Features: Waterfront
Builder Name: Bo MacEwen
Building Area Total: 5028
Levels: One
Other Structures: Guest House
Building Area Units: Square Feet
Window Features: Blinds, Drapes, Insulated Windows, Window Treatments, Rods
Construction Materials: Block, Stucco
Patio and Porch Features: Patio
Pool Features: In Ground
Pool is Private
Lot Features: Near Golf Course, In County
Lot Size Area: 32983
Lot Size Units: Square Feet
Lot Size Acres: 0.76
Lot Size Square Feet: 32983
Lot Size Dimensions: 260 x 130
Tax Lot: 140
Water Source: Public
Financial Details
Tax Annual Amount: $14,636
Lease Considered: Yes
Utilities Details
Cooling Type: Central Air, Zoned
Heating Type: Heat Pump, Zoned
Sewer : Public Sewer
Location Details
HOA/Condo/Coop Fee Includes: Security, Maintenance Grounds, Escrow Reserves Fund, Fidelity Bond, Manager, Private Road
HOA/Condo/Coop Amenities: Gated, Security, Vehicle Restrictions
HOA Fee: $5,700
HOA Fee Frequency: Semi-Annually

Building Info

Overview

    General

  • Year Built: 1983
  • Effective Year Built: 1998
  • Building Count: 2
  • Total Rooms: 8
  • Bedroom Count: 4
  • Bathroom Count: 4
  • Full Bathrooms: 4
  • Partial Bathrooms: 4
  • Building Condition: 6
  • Building Quality: 1
  • Construction Type: 12
  • Building Style: 0
  • Exterior Walls Type: 12
  • Interior Walls Type: 3
  • Roof Shape Type: 1
  • Roof Cover Type: 4
  • Floor Count: 100
  • Living Units: 1
  • Floor Cover: 11
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 575
  • Parking Space Count: 2
  • Patio Type: 5
  • Porch Type: 102
  • Pool Type: 8
  • Location Influence Type: 125

    Dimensions

  • Lot Size Square Feet: 32,983
  • Total Building Area: 4,576
  • Gross Building Area: 4,576
  • Building Area: 4,001
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 3
  • Heated Square Feet: 4,001
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 1
  • Water Service: 2

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: OAKS
  • Land Acres: 0000000757
  • Standard Land Use Code: 1001
  • County Land Use Code: 010X
  • State Land Use Code: 001
  • Legal Description 1: LOTS 140 & 141 OAKS

Neighborhood

  • School District Name: Sarasota County School District
  • School Tax School District: A055 F052 G054
  • Census Tract: 002102

Zoning

  • Zoning: RSF1

Geography

  • Assessors Map Reference: 32-3
  • Account Number: 0142050014
  • Subdivision Tract Number: 2173
  • Parcel: 0142-05-0014
  • Lot: 140,1
  • Meridian: SEC 03 TWN 38S RNG 18E
  • Municipality: SARASOTA COUNTY
  • Latitude: 27.208
  • Longitude: -82.4959

    Address

  • Full Address: 75 Osprey Point Dr
  • Address - House Number: 75
  • Address - Street Name: Osprey Point
  • Address - Suffix Type: Dr
  • State: FL
  • City Name: Osprey
  • Carrier Code: R008
  • 4-Digit Zip Code: 9246
  • Zip Code: 34229

Valuation

    Tax

  • Total Area: 4,568
  • Tax Year: 2023
  • Tax Amount: $1,203,767
  • Initial Tax Delinquent Year: 2022
  • Tax Rate Code Area: 0100

    Appraisal Valuation

  • Standard Deviation: 0.082
  • Valuation Date: Jan 17, 2024
  • Confidence Score: 93
  • Final Value: 1,708,271
  • High Value: 1,848,395
  • Low Value: 1,568,146

    Market Valuation

  • Market Total Value: $968,700
  • Market Land Value: $362,800
  • Market Improvement Value: $605,900

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $968,700
  • Assessed Land Value: $362,800
  • Assessed Improvements Value: $605,900

    Sales

  • Current Sale Contract Date: Feb 19, 2021
  • Current Sale Recording Date: Feb 25, 2021
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 2021032796
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Oaks


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Frequently Asked Questions

When was property at 75 Osprey Point Drive built and last sold?
The property at 75 Osprey Point Drive was built in 1983 and last sold on Feb 19, 2021 for $650,000.
How much is this home worth?
The estimated value of the home located at 75 Osprey Point Drive is $1,638,554.
What are some comparable homes to 75 Osprey Point Drive?
There are currently no comparable homes to 75 Osprey Point Drive.