$2,595,000

49 Osprey Point Dr Osprey, FL 34229

Estimated payment $15,134/month

Total Views 2,830
4 Beds
3.5 Baths
3,953 Sq Ft
$656 Price per Sq Ft

Highlights

  • Lake Front
  • Golf Course Community
  • Fitness Center
  • Laurel Nokomis School Rated A-
  • Fishing Pier
  • In Ground Pool

About This Home

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

Listing Agent

Jonathan Abrams

MICHAEL SAUNDERS & COMPANY Brokerage Phone: 941-349-3444 License #3269275 Listed on: 11/13/2025

MICHAEL SAUNDERS & COMPANY

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $14,206

Year Built

  • Built in 1989

Lot Details

  • 0.4 Acre Lot
  • Lake Front
  • North Facing Home
  • Mature Landscaping
  • Oversized Lot
  • Property is zoned RSF1

HOA Fees

  • $475 Monthly HOA Fees

Parking

  • 2 Car Attached Garage
  • Workshop in Garage

Home Design

  • Custom Home
  • Contemporary Architecture
  • Slab Foundation
  • Tile Roof
  • Concrete Siding
  • Block Exterior
  • Stucco

Interior Spaces

  • 3,953 Sq Ft Home
  • 1-Story Property
  • Built-In Features
  • Vaulted Ceiling
  • Ceiling Fan
  • Sliding Doors
  • Family Room with Fireplace
  • Great Room
  • Living Room with Fireplace
  • Concrete Flooring
  • Lake Views
  • Laundry Room

Kitchen

  • Eat-In Kitchen
  • Range with Range Hood
  • Dishwasher
  • Wolf Appliances
  • Stone Countertops

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Split Bedroom Floorplan
  • Walk-In Closet

Eco-Friendly Details

  • Whole House Vacuum System

Pool

  • In Ground Pool
  • Saltwater Pool
  • Outdoor Shower
  • Fiber Optic Pool Lighting
  • Heated Spa
  • In Ground Spa

Outdoor Features

  • Fishing Pier
  • Access To Lake
  • Enclosed Patio or Porch
  • Outdoor Storage

Schools

  • Laurel Nokomis Elementary School
  • Sarasota Middle School
  • Venice Senior High School

Utilities

  • Forced Air Zoned Heating and Cooling System
  • Thermostat
  • Cable TV Available

Listing and Financial Details

Community Details

Overview

  • The Oaks Club Association, Phone Number (941) 966-2161
  • Visit Association Website
  • The Oaks Community
  • Oaks Subdivision
  • On-Site Maintenance
  • The community has rules related to deed restrictions

Amenities

  • Restaurant
  • Clubhouse

Recreation

  • Golf Course Community
  • Tennis Courts
  • Pickleball Courts
  • Fitness Center
  • Community Pool

Security

  • Security Guard
  • Gated Community

Home Details

Home Type

Single Family

Est. Annual Taxes

$14,206

Year Built

Built in 1989

Lot Details

0

HOA Fees

$475 per month

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Contemporary, Custom
  • Construction Materials: Block, Concrete, Stucco
  • Fireplace: Yes
  • Living Area: 3953
  • Lot Size Acres: 0.4
  • New Construction: No
  • Year Built: 1989
  • Building Area Total: 5227
  • Lot Size Sq Ft: 17230
  • Status: Active
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 485.60
  • Escrow City: Sarasota
  • Escrow State: FL
  • Escrow Street Name: Ocean Blvd
  • Minimum Lease: 1-2 Years
  • Number Of Pets: 3
  • RATIO Current Price By Calculate: 656.46
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 1
  • MFR_InLawSuiteYN: 0
  • MFR_CommunityAssociationWaterFeatures: Bay/Harbor Front,Dock,Fishing,Water Access
  • Attribution Contact: 941-349-3444
  • Tax Year: 2024
  • Special Features: None

Interior Features

  • Fireplace Features: Family Room, Living Room
  • Living Area Units: Square Feet
  • Flooring: Concrete
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Interior Amenities: Built-in Features, Ceiling Fans(s), Central Vaccum, Eat-in Kitchen, High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Appliances Included: Dishwasher, Range, Range Hood, Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 4
  • Levels: One
  • Spa Features: Heated, In Ground, Other
  • Spa Yn: Yes
  • Stories: 1
  • Additional Rooms: Formal Living Room Separate
  • Living Area Meters: 367.25

Exterior Features

  • Direction Faces: North
  • Pool Features: Fiber Optic Lighting, In Ground, Salt Water
  • Exterior Features: Outdoor Shower, Sliding Doors, Storage
  • Roof: Tile
  • Pool Private: Yes
  • Waterfront: Yes
  • Patio and Porch Features: Covered, Enclosed, Screened
  • Road Surface Type: Asphalt
  • Water Access: Lake
  • Water Extras: Fishing Pier
  • Water View: Lake
  • Water View YN: 1
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes
  • Parking Features: Workshop in Garage

Utilities

  • Utilities: Cable Connected, Electricity Connected, Public, Water Connected
  • Cooling: Central Air, Zoned
  • Heating: Central, Zoned
  • Laundry Features: Inside, Laundry Room
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Restaurant, Tennis Court(s)
  • Association Amenities: Clubhouse, Fitness Center, Golf Course, Maintenance, Pickleball Court(s), Tennis Court(s)
  • Association Fee: 5700
  • Association Fee Frequency: Annually
  • Association Name: The Oaks Club
  • Phone: 941-966-2161
  • Association: Yes
  • Security: Gated Community
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 1
  • Association Fee Requirement: Required
  • Association Email: kcollins@theoaksclub.com
  • Pet Size: Extra Large (101+ Lbs.)
  • Association URL: www.theoaksclub.com

Fee Information

  • Total Annual Fees: 5700.00
  • Total Monthly Fees: 475.00
  • Monthly HOA Amount: 475.00

Schools

  • Elementary School: Laurel Nokomis Elementary
  • High School: Venice Senior High
  • Middle Or Junior School: Sarasota Middle

Lot Info

  • Zoning: RSF1
  • Parcel Number: 0142060007
  • Additional Parcels: No
  • Lot Features: Landscaped, Oversized Lot
  • Flood Zone Code: X

Green Features

  • Green Indoor Air Qlty: Whole House Vacuum System

Rental Info

  • Pets Allowed: Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: See HOA docs

Tax Info

  • Tax Annual Amount: 14206.23
  • Tax Book Number: 2111-2937
  • Tax Lot: 135

Multi Family

  • Waterfront Features: Lake Front
  • Approval Process: See HOA docs

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

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 $14,206 $997,918 -- --
2024 $12,389 $907,198 -- --
2023 $12,389 $1,148,800 $270,900 $877,900
2022 $11,844 $1,115,900 $265,200 $850,700
2021 $8,167 $618,500 $146,200 $472,300
2020 $8,028 $595,200 $94,500 $500,700
2019 $7,970 $631,780 $0 $0
2018 $7,814 $620,000 $170,800 $449,200
2017 $8,021 $625,900 $160,600 $465,300
2016 $8,046 $613,500 $150,300 $463,200
2015 $8,215 $653,300 $150,900 $502,400
2014 $8,187 $597,081 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
11/13/2025 11/13/25 For Sale $2,595,000 +224.4% $656 / Sq Ft
05/30/2019 05/30/19 Sold $800,000 -5.9% $202 / Sq Ft View Prior Sale
04/17/2019 04/17/19 Pending -- -- --
03/28/2019 03/28/19 For Sale $850,000 -- $215 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $800,000 Attorney
Warranty Deed $570,000 --
Warranty Deed $570,000 --
Warranty Deed $497,500 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $640,000 New Conventional
Previous Owner $456,000 No Value Available
Previous Owner $398,000 No Value Available
Source: Public Records

Source: Stellar MLS

MLS Number: A4671762

Stellar MLS

APN: 0142-06-0007