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Off market
  • $3,676,200

    144 Osprey Point Dr, Osprey, FL 34229

    4beds
    5,178sqft
    SingleFamily
    Built in 2002
    0.53 Acres Lot
    $3,676,200 Zestimate®
    $710/sqft
    $8,222 Estimated rent

    Home value

    $3,676,200

    $3.31M - $4.12M

    $8,222/mo

    Zestimate® history
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    Owner options

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    $8,222/mo

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    Rent Zestimate®

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    $23,685/mo

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    $23,685/mo

    Est. payment

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    What's special

    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.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 6
    • Full bathrooms: 4
    • 1/2 bathrooms: 2
    Heating
    • central
    Cooling
    • Central
    Features
    • Flooring: Carpet, Hardwood
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 5,178 sqft

    Property

    Parking
    • Parking features: Covered, Garage, Open
    Features
    • Exterior features: Stucco
    • Has spa: Yes
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    Lot
    • Size: 0.53 Acres
    Details
    • Parcel number: 0144010006

    Construction

    Type & style
    • Home type: SingleFamily
    Materials
    • masonry
    • Foundation: Piling
    • Roof: Other
    Condition
    • Year built: 2002

    Community & neighborhood

    Location
    • Region: Osprey

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $100 monthly

    Price history

    DateEventPrice
    1/19/2022Sold$3,000,000-13%$579/sqft
    Source: Public Record
    11/22/2021Pending sale$3,450,000$666/sqft
    Source: Stellar MLS #A4518503
    9/3/2021Listing removed--
    Source: Michael Saunders & Company
    3/1/2021Listed for sale$3,450,000+25.7%$666/sqft
    Source: Stellar MLS #A4492940
    1/13/2006Sold$2,744,000+1043.3%$530/sqft
    Source: Public Record

    Public tax history

    YearProperty taxesTax assessment
    2025-- $3,074,300 +2.8%
    2024$35,572 -2.2%$2,989,500 -2.1%
    2023$36,370 +24.6%$3,053,300 +32.2%

    Find assessor info on the county website

    Neighborhood: 34229

    Nearby schools

    GreatSchools rating
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    Estimated market value

    $3,676,200

    Get a cash offer in 3 minutes

    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.

    Estimated market value

    $3,676,200