ActiveGATEDPOOL HOMEWATERFRONTNO CDD
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$2,399,000
$607/sqft8% reduced
HOA: $5,700/anTaxes: $14,206/yr281d on market

Oaks

49 OSPREY POINT DR, OSPREY, FL, 34229

View all homes for sale in Oaks
4 Beds|4 Baths|3,953 Sq Ft|Built 1989|2 Car Garage

Key Features

Private PoolLakefrontGolf CommunitySingle StorySpa/Hot TubFireplace
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💡 Price recently reduced — this could be a great opportunity to negotiate.

Golf Course
Feature
Golf
Community
Yes
C2C

Coast 2 Coast Home Realty

Licensed Florida Realtors

4.9· 214 reviews

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Buyer Insights

Here's what we know about this listing.

Why this home stands out

  • Price reduced 8% ($196,000 off original)
  • 281+ days on market — seller may be motivated

Buyer Insights are informational only — always verify with your agent.

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.

City
OSPREY
Subdivision
OAKS
County
Sarasota
Zip Code
34229
Community
The Oaks

School Report Card

Source: FL Dept. of Education

ABCDF
Elementary
Middle
High

Neighborhood

Map unavailable

Type
Single Family Residence
Living Area
3,953 sqft
Construction
Block, Concrete, Stucco
Roof
Tile
Flooring
Concrete
Pool
Yes
HOA
$5,700 / Annually
  • 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)
  • Outdoor Shower
  • Sliding Doors
  • Storage
  • Dishwasher
  • Range
  • Range Hood
  • Refrigerator
  • Inside
  • Laundry Room
  • Covered
  • Enclosed
  • Screened
  • Landscaped
  • Oversized Lot
  • Cable Connected
  • Electricity Connected
  • Public
  • Water Connected
  • Clubhouse
  • Deed Restrictions
  • Fitness Center
  • Gated Community - Guard
  • Golf
  • Pool
  • Restaurant
  • Tennis Court(s)
  • Bay/harbor Front
  • Dock
  • Fishing
  • Water Access
  • Clubhouse
  • Fitness Center
  • Golf Course
  • Maintenance
  • Pickleball Court(s)
  • Tennis Court(s)
Bedrooms
4
Bathrooms
4
Year Built
1989
Construction
Block, Concrete, Stucco
Flooring
Concrete
Roof
Tile
Garage Spaces
2
Cooling
Central Air, Zoned
Heating
Central, Zoned
Waterfront
Yes
Pet Restrictions
Yes
Lot Size
0.4 acres
Senior Community
No
Building Elevator
Pet Size
Extra Large (101+ Lbs.)
# of Pets
3
Max Pet Weight
Tax Year
2024
Annual Tax Amount
$14,206

Association Fees

  • HOA Fee

    The Oaks Club

    $5,700/ Annually

Down Payment20% — $479,800
Interest Rate6.50%
Loan Term
Est. Mortgage
$12,131
HOA Fee
$475
Est. Property Tax
$1,184
Est. Insurance
$800
Total Est. Monthly Cost$14,589

* Estimates are for illustration purposes only and do not constitute an offer of financial advice. Actual rates, payments, insurance, and taxes will vary based on credit, location, and other factors. Contact a licensed mortgage professional for a personalized quote. Homeowners insurance estimate based on Florida averages.

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