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Sold on 11/22/2021
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144 Osprey Point Dr, Osprey, FL 34229

$3,000,000

Last sold 11/22/2021 after 1 Day

  • 4

    bed

  • 6

    bath

  • 5,178

    Sqft ($579/Sqft)

House not for sale

About 144 Osprey Point Dr

Property type House
Neighborhood
Year built 2002
HOA fee $350/month
Lot size 0.53 Acre
Parking 4 garage spaces
Property description
Beautifully positioned within Sarasota’s elite country club The Oaks, this sophisticated, multi-level Key West-style home reflects the best in bespoke design. Driving into The Oaks, you’ll instantly feel the privacy and attention to detail that sets this community apart from all others. Meandering roads under a canopy of native Oaks, Palms and Pines wind past exquisite single-family residences. The Oaks Bayside community is adjacent to Historic Spanish Point’s nature preserve and the bayfront, affording the lucky residents of 144 Osprey Point Drive a prime protected location with striking sunset views. Master craftsmenship is evident throughout the home’s three levels, with rich wood floors that connect main living spaces, soaring ceilings with exposed beams and a wraparound balcony that gives every member of the household views of the area’s cherished wildlife. The gourmet kitchen is an epicurean delight with massive center island with bar seating and gas range; abundant cream cabinetry; wine refrigerator and breakfast nook overlooking the mangroves. Perfect for everyday living and entertaining, choose to dine indoors in the formal dining room, or opt for dinner under a blanket of stars on the open-air pool terrace with fully equppied and covered summer kitchen. Retreat to the master suite for the best in self-care with balcony access, marble spa bath and custom walk-in closet. Two additional guest suites allow the owner flexibility to covert one or both into a gym, office or den, and a secondary master suite with full kitchen and laundry boasts it’s own wing. A drive-through motorcourt leads to two oversized garages with ample storage for all your automotive and recreational needs. A few homes down, a boat dock and kayak launch let you explore the area’s mangrove tunnels and waterways. The Oaks is one of the most highly-regarded communities on Florida’s Gulf Coast. Unrivaled amenities include two championship golf courses, a premier tennis program acknowledged by the International Tennis Federation, refined dining experiences, a wellness club that attends to body and spirit, croquet court, active social calendar and more. Owners within The Oaks Bayside are required to have a social or equity membership.
Listed by
Listing Agent - Rachel Benderson
Listing Office - MICHAEL SAUNDERS & COMPANY
Source: Stellar MLS mls logo
MLS#A4518503 • last updated 4 years ago
Movoto checked Stellar MLS for data 9 minutes ago
Overview
Levels/Style 2, Three Or More, Key West
Type Residential
SubType Single Family Residence
Status Sold
MLS # A4518503
SqFt 5178
Lot Size (Acres) 0.53
Lot Size (SqFt) 23163
Property Tax 23635.95
Year Built 2002
HOA Fee 2100, Semi-Annually
Interior
Total # Bathrooms 6
# Full Baths 4
# Half Baths 2
# Bedrooms 4
Total # of Rooms 6
Interior Features Attic Ventilator, Built-in Features, Ceiling Fans(s), Central Vaccum, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, Elevator, High Ceilings, Kitchen/Family Room Combo, Skylight(s), Solid Wood Cabinets, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Exterior
Exterior Awning(s), French Doors, Hurricane Shutters, Irrigation System, Lighting, Storage
Roof Concrete, Tile
Construction Stucco
Foundation Stilt/On Piling
# Garage Spaces 4
Amenities / Utilities
Utilities Desc Cable Connected, Electricity Connected, Fiber Optics, Phone Available, Propane, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Sewer Public Sewer
Location
View Water
County Sarasota
Community Features Deed Restrictions, Fishing, Fitness Center, Gated, Golf Carts OK, Golf, Playground, Pool, Tennis Courts, Water Access
Subdivision OAKS
Elementary School Laurel Nokomis Elementary
Middle School Laurel Nokomis Middle
High School Venice Senior High
APN 144010006
Zoning RSF1
Lot/ Land Details
Road Surface Type Asphalt
We are not permitted to show value estimates for this property.
  • Jan 2022
    mls logo MLS # A4518503
  • Jan 19, 2022 Sold
    $3,000,000
  • Nov 22, 2021 Pending
    —
  • Nov 22, 2021 Listed
    $3,450,000
  • Jan 2022
    Public Records
  • Jan 19, 2022 Sold
    $3,000,000 (-13.0%)
  • Mar 2021
    mls logo MLS # A4492940
  • Mar 1, 2021 Listed
    $3,450,000
  • Year Property taxes Tax assessment
  • 2025
    $34,849 -2.0%
    $3,074,300 +0.69%
  • 2024
    $35,572 -2.2%
    $3,053,300
  • 2023
    $36,370 +24.6%
    $3,053,300 +24.59%
  • 2022
    $29,186 +9.8%
    $2,450,600 +16.72%
  • 2021
    $26,570 +12.4%
    $2,099,600 +13.21%
  • 2020
    $23,636 +2.8%
    $1,854,629 +2.3%
  • 2019
    $22,990 +1.7%
    $1,812,932 +1.9%
  • 2018
    $22,596 -2.2%
    $1,779,129 -23.9%
  • 2016
    $23,107
    $2,337,900
  • 2015
    $23,107
    —
  • 144 Osprey Point Dr
    $3M
  • Oaks
    $1.8M -15% y/y
  • 34229
    $824K +5% y/y
  • Osprey
    $824K +5% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
140 Osprey Point Dr, Osprey, FL 34229 $4,102,000 4/4 2,659 0.02
136 Osprey Point Dr, Osprey, FL 34229 $4,955,000 7/6 3,941 0.05
137 Osprey Point Dr, Osprey, FL 34229 $1,316,000 4/3 3,303 0.05
151 Osprey Point Dr, Osprey, FL 34229 $2,286,000 4/4 3,483 0.06
152 Osprey Point Dr, Osprey, FL 34229 $4,653,000 4/4 3,471 0.06
249 Shell Midden Ct, Osprey, FL 34229 $2,380,000 4/4 4,132 0.06
133 Osprey Point Dr, Osprey, FL 34229 $1,518,000 3/3 3,679 0.07
157 Osprey Point Dr, Osprey, FL 34229 $2,187,000 3/4 4,790 0.08

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

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8/10
Laurel Nokomis School
public Grades PK, K-8
Sarasota
8/10
Venice Senior High School
public Grades 9-12
Sarasota
Source: GreatSchools.org © 2026. All rights reserved.

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