$1,595,000
- 4
- beds
- 4
- baths
- 4,001
- sqft
- 1983
- year built
- 4
- beds
- 4
- baths
- 4,001
- sqft
- 1983
- year built
- Status:
- Active
- MLS #:
- A4695145
- Neighborhood:
- OAKS
- County:
- Sarasota
- Listed By:
- Steve Abbe - COLDWELL BANKER REALTY
- Agent Phone:
- (941) 400-3969
- Agent Email:
- steveabbe@pga.com
Sponsoring Broker: Derek Eisenberg, Continental Real Estate Group, Inc
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.
Highlights
- Residential
- Single Family Residence
- Built in 1983
- 0.76 Acre Lot
- $5,700/semi-yr HOA
- 2 Car Garage
- 150 days on Market
-
- Bedrooms
- 4
-
- Bathrooms
- 4
-
- Year Built
- 1983
-
- Architectural Style
- Traditional
-
- Construction Materials
- Stucco, Block
-
- Foundation
- Slab
-
- Garage Spaces
- 2.0
-
- Parking Features
- Attached, Garage Faces Side, Circular Driveway
-
- Living Area
- 4001.0
-
- Interior Features
- Walk-In Closet(s), Vaulted Ceiling(s), High Ceilings, Crown Molding
-
- Appliances
- Dryer, Dishwasher, Electric Water Heater, Microwave, Refrigerator, Washer, Range, Disposal, Range Hood, Exhaust Fan, Wine Refrigerator
-
- Flooring
- Tile, Carpet
-
- Furnished
- Unfurnished
-
- Patio And Porch
- Patio
-
- Pool Features
- In Ground, Private
-
- Security Features
- Smoke Detector(s), Security System, Security System Owned
-
- Cooling
- Central Air, Zoned
-
- Heating
- Heat Pump, Zoned
-
- Acres
- 0.76
-
- Lot Features
- Wooded, Near Golf Course, Private
-
- View
- Trees/Woods, Water, Pond
-
- Utilities
- Cable Available, Cable Connected
-
- Water
- Public
-
- Area
- 34229 - Osprey
-
- County
- Sarasota
-
- City
- Osprey
-
- Neighborhood
- OAKS
-
- Zip Code
- 34229
-
- High School
- Venice Senior High
-
- Middle School
- Sarasota Middle
-
- Elementary School
- Laurel Nokomis Elementary
-
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Estimated Value
$1,900,103
$1,786,096 - $2,014,109
Source: Constellation Data Labs
Price History
| 08/13/2026 | Price Changed | $1,595,000 |
| Source: Stellar MLS #A4695145 | ||
| 06/11/2026 | Listed | $1,649,000 |
| Source: Stellar MLS #A4695145 | ||
| 11/19/2025 | Off Market | — |
| Source: Stellar MLS #A4672439 | ||
| 12/28/2024 | Off Market | — |
| Source: Stellar MLS #A4628121 | ||
| 05/21/2024 | Off Market | — |
| Source: Stellar MLS #A4611113 | ||
| 06/16/2023 | Sold | $430,000 |
| Source: Stellar MLS #O6109467 | ||
| 05/10/2023 | Listed | $429,000 |
| Source: Stellar MLS #O6109467 | ||
| 11/24/2020 | Off Market | — |
| Source: Stellar MLS #A4484380 | ||
Source: MLS Data
Deed History
| 02/25/2021 | Warranty Deed | $650,000 |
| 11/28/2006 | Intrafamily Transfer - Transaction is between related parties for any reason & no consideration. | $0 |
| 11/08/2001 | Quit Claim Deed (non-arm's length) | $0 |
Source: Public records via Constellation Data Labs
Mortgage History
| 08/25/2022 | Conventional | $900,000 |
Source: Public records via Constellation Data Labs
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Frequently Asked Questions
How do I schedule a tour of 75 Osprey Point Dr?
We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 75 Osprey Point Dr.
They know residentials in the area well and can give you the guidance you need to buy with confidence.
How do I get more information about 75 Osprey Point Dr?
Click Ask a Question to talk with our team. You already know it is a 4 bed, 4 bath, listed for $1,595,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Osprey, and can even get you in to see the property quickly.
How do I get a virtual tour of 75 Osprey Point Dr?
Yes! A virtual tour is available for 75 Osprey Point Dr. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.
How much is the monthly mortgage payment for 75 Osprey Point Dr?
With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 75 Osprey Point Dr at around $9,868. This includes estimated property taxes and insurance.
Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.
How do I get pre-approved to buy 75 Osprey Point Dr?
Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.
Or, let us connect you with our preferred local lender in Sarasota County. They will give you all of your available financing options, based on your specific situation and what is available to you.
Can I negotiate the asking price for 75 Osprey Point Dr?
In most cases, yes. Whether 75 Osprey Point Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Osprey's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.
How do I make an offer on 75 Osprey Point Dr?
We can handle that for you. Our preferred local agent specializes in residentials in Osprey and can guide you through every step of the offer process.
You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.
What is the price per square foot for this home?
This home is listed at $1,595,000 with 4,001 sqft of space—that comes out to approximately $399 per square foot.
How long has this property been on the market?
75 Osprey Point Dr was listed on June 11, 2026, which means it's been on the market for 150 days.
Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.
When was this house built?
This home was built in 1983, making it approximately 43 years old.
What is the lot size of this property?
75 Osprey Point Dr sits on a 0.76-acre lot, which is 33,106 square feet.
What schools are assigned to this property?
Based on MLS info, this home is zoned for:
- Elementary: Laurel Nokomis Elementary
- Middle: Sarasota Middle
- High: Venice Senior High
Want to see how these schools compare? Check out our Sarasota County School Guide to see ratings, reviews, and more for the schools in the area.
What are the property taxes for 75 Osprey Point Dr?
The most recent public record shows annual property taxes for 75 Osprey Point Dr were approximately $14,636. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.
Is there an HOA fee for this property, and what does it cover?
This home has an HOA fee of $5,700 paid semi-annually.
This covers access to community features including: Gated, Security.
Is 75 Osprey Point Dr still available for sale?
Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.
Source: ez Home Search, MLS Data
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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.
Last Updated: November 08, 2026 at 12:18AM | Source: Stellar MLS | MLS#: A4695145
