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101 Osprey Point Drive, Osprey, FL 34229

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For Sale

$5,300,000

4 beds • 5 baths • 1 half baths • 5,087 sqft

Estimated Payment

$ 28,302 /mo. †

6.67% APR for 30 yrs.
$12,315 in taxes
Change Loan Terms

  • Single Family Detached
    Property type

  • Newly Listed
    Time on Century 21

  • $1,041.87
    Price per square foot

  • 31-40 Years Old
    Age

Explore this Property

One or more photo(s) has been virtually staged. Indulge in the epitome of sophistication and timeless elegance with this magnificent luxury home with 4 bedrooms, 5 full and 1 half bath. Meticulously crafted with unparalleled attention to detail by Bo MacEwen, this residence exemplifies quality and refinement at every turn. From the moment you approach, this home's stately facade and impeccable architectural design command attention. Entering through grand double doors, you're greeted by an impressive foyer, and an inviting floor plan that seamlessly blends classic charm with modern conveniences. The formal living room has a fireplace, an opulent chandelier and French doors. A chef's dream, the kitchen boasts top-of-the-line stainless steel appliances, sleek white cabinetry, and an island, with a small breakfast bar. Add this space to a formal dining room with fireplace, a butler s pantry and a breakfast nook and you have everything you need for intimate gatherings to grand-scale entertaining. The master suite is a sanctuary of indulgence, featuring a large sitting area, and a spa-like ensuite bathroom with a huge shower. Each additional bedroom and bathroom is large, well-arranged and beautifully appointed. The grounds of this home have been designed for beauty and relaxation. At the heart of the grounds stands a stunning fountain. The sound of flowing water provides a calming soundtrack, enhancing the sense of tranquility. Walk out the back of the house and you will find a sparkling pool, surrounded by a spacious deck, its crystal-clear water reflecting the sunlight. Nearby, a luxurious spa invites you to unwind, with warm, bubbling water cascading gently in a soothing rhythm. Add to all this, continuous improvements and updates, including total renovation of the kitchen, down to the studs, new sub zero and Wolfe appliances, and exterior and interior painting in 2019, refinished hardwood floors in 2020, guest room bath remodels in 20201 and 2025, New Daikin 5 ton HP system in 2022, and master bedroom bath remodel in 2025 and you have found a home that has it all! With every feature meticulously curated and no expense spared, this property stands as a testament to luxury living at its very best. Experience the art of fine living in a residence that is as extraordinary as its next owner. The Oaks Bayside is located on the west side of Tamiami Trail, on the banks of Little Sarasota Bay. Surrounded by Historic Spanish Point and conservation land, it enjoys a tranquil, natural setting. There is a community dock for use by residents; fish, launch a kayak or just sit quietly and watch the daily show of glorious color put on by the evening sunsets. The Oaks Club has two championship golf courses, a driving range, 12 HAR TRU tennis courts (4 lighted), 4 pickleball courts, croquet court, a WellFit center, and 3 onsite restaurants. Club membership is required with homeownership.
MLS# A4639897

Courtesy Of Coldwell Banker

(941) 383-6411

Property Features

  • Age
    31-40 Years Old
  • Amenities
    Pool, Security System, Security System, Water Front
  • Appliances
    Cooktop, Dishwasher, Range, Refrigerator, Washer
  • Architecture Style
    New Traditional
  • Exterior Type
    Block
  • Fireplace
    Fireplace
  • Floor Covering
    Brick, Tile, Tile - Ceramic
  • Heating System
    Fireplace
  • Lot Size
    0.93 Acres
  • Roof Type
    Tile
  • Rooms
    Dining Room, Family Room, Kitchen, Library, Living Room

Map and Directions

Directions to 101 Osprey Point Drive, Osprey, FL 34229

Home seller CENTURY 21 Schmidt Real Estate

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 Schmidt Real Estate

(941) 485-0021
Learn More About Us

Mortgage Calculator

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Monthly Payment Breakdown

  • Principle and Interest
    $27,275
  • Property Taxes
    $1,026
  • Hazard Insurance
    $0
  • Private Mortgage Insurance
    $0
  • HOA Dues
    $0
  • Total Monthly Payment:
    $28,302

Calculators provided for estimating purposes only. Consult with your lender to determine precise payment requirements.

Schools

Laurel Nokomis School

Grades PK-8 Public School

Nokomis, FL 34275 6.7 miles
1900 laurel rd e

1161 total students
13:1 Student teacher ratio

School Rating: A-

School Details

Venice High School

Grades 9-12 Public School

Venice, FL 34285 8.7 miles
1 indian ave

2363 total students
23:1 Student teacher ratio

School Rating: A-

School Details
Other Nearby Schools Distance Type Grades School Rating
Victory Baptist Academy 0.7 miles Private KG-12
Pine View School 1.9 miles Public 2-12 A+
Gulf Gate Elementary School 3.7 miles Public PK-5 B+
Imagine School At Palmer Ranch 3.9 miles Public PK-8 C
Mangrove School Of Sarasota 4.2 miles Private PK-8
Saltmeadow School 4.2 miles Private 1-11
Sarasota Middle School 4.9 miles Public 6-8 A
Newgate School 5.2 miles Private PK-12
Ashton Elementary School 5.2 miles Public PK-5 A+
Ese Special Programs 5.4 miles Public PK-12
Sarasota Virtual Instruction (course Offerings) 5.4 miles Public 9-12
Sarasota Virtual Instruction Program 5.4 miles Public KG-12 B-

Victory Baptist Academy

Distance: 0.7 miles

Type Private

Grades: KG-12

Pine View School

Distance: 1.9 miles

Type Public

Grades: 2-12

A+

Gulf Gate Elementary School

Distance: 3.7 miles

Type Public

Grades: PK-5

B+

Imagine School At Palmer Ranch

Distance: 3.9 miles

Type Public

Grades: PK-8

C

Mangrove School Of Sarasota

Distance: 4.2 miles

Type Private

Grades: PK-8

Saltmeadow School

Distance: 4.2 miles

Type Private

Grades: 1-11

Sarasota Middle School

Distance: 4.9 miles

Type Public

Grades: 6-8

A

Newgate School

Distance: 5.2 miles

Type Private

Grades: PK-12

Ashton Elementary School

Distance: 5.2 miles

Type Public

Grades: PK-5

A+

Ese Special Programs

Distance: 5.4 miles

Type Public

Grades: PK-12

Sarasota Virtual Instruction (course Offerings)

Distance: 5.4 miles

Type Public

Grades: 9-12

Sarasota Virtual Instruction Program

Distance: 5.4 miles

Type Public

Grades: KG-12

B-

School information does not guarantee enrollment. School service boundaries are provided as a reference only, may change, and are not guaranteed to be accurate. Contact the school district directly to verify school enrollment eligibility.

Local area information for Osprey, FL 34229

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Osprey, FL 34229

This community’s employment is highest in the sales and food industries. The area’s overall household expenses are above the national average.

91° August
Hottest Average Month
51° January
Coldest Average Month
4,065 Total Households in Area
6.5% Increase in population since the year 2010
15.5%
of households
have children
23 minutes
Median Commute Time

Household Expenses vs National Average

This location’s average annual expenditures by category compared to the national average. Index score (100=National Average)

Demographic facts
for Osprey, FL 34229

Osprey, FL 34229 has a population of 8,179 people in 4,065 households with a median age of 59.9 years old.

6.5%
Increase in population
since the year 2010
Population is Trending up
3,710
Total households as of 2010
7.1%
projected percent change in total
households in 5 years

Community Population By Age

The median age for this area is 59.9 years old. The smallest percentage group is 65-74 years and the largest percentage is the 6-11 years age range.

Community Population By Ethnicity

White 89%
Hispanic 5%
Asian 3%
Other 1%
Black <1%
Native American <1%
The most prevalent ethnicity is White at 89%, followed by Hispanic at 5%, Asian at 3%, and Other at 1%.

Economics
for Osprey, FL 34229

1,036 /sq mi
Population Density
$91,968 /yr
Median Household Income
$760,000
Median Sales Price
23 min
Median Commute Time

Household Expenses vs National Average

This location’s average annual expenditures by category compared to the national average. Index score (100=National Average)

Household by Income

Out of the households in this area, the largest income group is Over $200k representing 18.82% of the households.

Transportation to Work

  • Drive 81%
  • Work from Home 15%
  • Walk or Bike 4%
  • Public Transit 0%

Occupancy by Type

Owned 3,491 73%
Vacant 691 15%
Rented 574 12%

White vs Blue Collar Jobs







White Collar 90%
Blue Collar 10%

Family & Education Facts
for Osprey, FL 34229

59.9 Median Age

Average Household Size

2
persons per
household

68.7%

Married Households

Community Population By Education

Bachelors Degree 32%
Graduate Degree 29%
Some College 14%
High School Graduate 14%
Associates Degree 7%
Some High School 3%
Of the total people surveyed, the most prevalent educational attainment level is Bachelors Degree, representing 32.35% of the population.

Household Family Expenses vs National Average

This location’s average annual expenditures compared to the national average. Index score (100=National Average)
15.5% of households have children

Weather
for Osprey, FL 34229

The weather for this area ranges from a high of 91° F in August to a low of 51° F in January

91° August
Hottest Average Month
51° January
Coldest Average Month

Average Temperature by Month

Low (°F)
High (°F)
Jan
51°
72°
Feb
53°
74°
Mar
57°
77°
Apr
61°
82°
May
67°
87°
Jun
72°
90°
Jul
73°
91°
Aug
74°
91°
Sep
72°
90°
Oct
66°
85°
Nov
59°
79°
Dec
53°
74°

Average Temperature in Degrees Fahrenheit

Precipitation

Precipitation (inch)

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Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is 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 being provided is 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.

Data powered by Attom Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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