75 Osprey Point Dr Osprey, FL 34229
Estimated payment $11,077/month
Highlights
- Guest House
- Golf Course Community
- In Ground Pool
- Laurel Nokomis School Rated A-
- Oak Trees
- Gated Community
About This Home
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.
Listing Agent
COLDWELL BANKER REALTY Brokerage Phone: 941-383-6411 License #3099254 Listed on: 06/11/2026
Co-Listing Agent
COLDWELL BANKER REALTY Brokerage Phone: 941-383-6411 License #3593293
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $14,636
Year Built
- Built in 1983
Lot Details
- 32,983 Sq Ft Lot
- Lot Dimensions are 260x130
- South Facing Home
- Mature Landscaping
- Private Lot
- Oak Trees
- Bamboo Trees
- Wooded Lot
- Additional Parcels
- Property is zoned RE1
HOA Fees
- $950 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Side Facing Garage
- Circular Driveway
Property Views
- Pond
- Woods
Home Design
- Traditional Architecture
- Slab Foundation
- Tile Roof
- Concrete Roof
- Block Exterior
- Stucco
Interior Spaces
- 4,001 Sq Ft Home
- Crown Molding
- Vaulted Ceiling
- Ceiling Fan
- Gas Fireplace
- Insulated Windows
- Blinds
- Drapes & Rods
- Entrance Foyer
- Great Room
- Family Room
- Separate Formal Living Room
- Breakfast Room
- Formal Dining Room
- Den
Kitchen
- Range with Range Hood
- Recirculated Exhaust Fan
- Microwave
- Dishwasher
- Wine Refrigerator
- Solid Wood Cabinet
- Disposal
Flooring
- Carpet
- Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- Studio bedroom
- Walk-In Closet
- 4 Full Bathrooms
Laundry
- Laundry Room
- Dryer
- Washer
Home Security
- Security System Owned
- Fire and Smoke Detector
Outdoor Features
- In Ground Pool
- Patio
Schools
- Laurel Nokomis Elementary School
- Sarasota Middle School
- Venice Senior High School
Utilities
- Forced Air Zoned Heating and Cooling System
- Heat Pump System
- Electric Water Heater
- High Speed Internet
- Cable TV Available
Additional Features
- Reclaimed Water Irrigation System
- Guest House
- Property is near golf course
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 140
- Assessor Parcel Number 0142050014
Community Details
Overview
- Association fees include 24-Hour Guard, common area taxes, escrow reserves fund, fidelity bond, management, private road, security
- Access Management/Hope Root Association, Phone Number (813) 607-2220
- Visit Association Website
- Built by Bo MacEwen
- The Oaks Community
- Oaks Subdivision
- The community has rules related to deed restrictions, vehicle restrictions
Recreation
- Golf Course Community
Security
- Security Service
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $14,636 | $1,172,127 | -- | -- |
| 2024 | $12,038 | $1,065,570 | -- | -- |
| 2023 | $12,038 | $968,700 | $362,800 | $605,900 |
| 2022 | $11,222 | $896,700 | $313,400 | $583,300 |
| 2021 | $6,178 | $491,384 | $0 | $0 |
| 2020 | $6,202 | $484,600 | $116,200 | $368,400 |
| 2019 | $7,547 | $597,847 | $0 | $0 |
| 2018 | $7,398 | $586,700 | $225,900 | $360,800 |
| 2017 | $7,445 | $580,100 | $213,300 | $366,800 |
| 2016 | $7,853 | $564,000 | $199,900 | $364,100 |
| 2015 | $9,141 | $671,800 | $276,500 | $395,300 |
| 2014 | $8,737 | $504,500 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/11/2026 06/11/26 | For Sale | $1,649,000 | +153.7% | $412 / Sq Ft | |
| 02/19/2021 02/19/21 | Sold | $650,000 | -3.7% | $162 / Sq Ft | View Prior Sale |
| 11/25/2020 11/25/20 | Pending | -- | -- | -- | |
| 11/24/2020 11/24/20 | For Sale | $675,000 | -- | $169 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $650,000 | Ats | |
| Interfamily Deed Transfer | -- | None Available | |
| Quit Claim Deed | -- | -- |
Source: Stellar MLS
MLS Number: A4695145
APN: 0142-05-0014
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Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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