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Sold for $2,910,000
  • $2,910,000

    321 LOOKOUT POINT DRIVE, OSPREY, FL 34229

    3beds
    3,122sqft
    Single Family Residence
    Built in 1978
    0.34 Acres Lot
    $3,022,200 Zestimate®
    $932/sqft
    $-- Estimated rent

    Home value

    $3,022,200

    $2.87M - $3.17M

    Not available

    Zestimate® history
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    What's special

    High end designer cabinetsRecently replaced roofSpa-like bathroomSweeping panoramic water viewsVaulted ceilingsExtended breakfast barHardwood floors
    Experience the epitome of waterfront living in the sought-after Southbay neighborhood. This 3 bedroom, 3.5 bath home is ideally positioned on a peninsula, providing sweeping panoramic water views. The moment you step inside, you will be mesmerized by the breathtaking bay views through a plethora of windows and sliding glass doors that flood the space with natural light. The open, main level is designed for both comfort and style, with vaulted ceilings, unobstructed water views from every room and hardwood floors. The kitchen is uniquely designed, featuring an extended breakfast bar, high end designer cabinets and stainless steel appliances. The great room, with wet bar, has views so perfect, they almost feel like artwork. The new clear view lanai screens provide a gorgeous tropical back drop to the pool and spa. Host friends and loved ones, using the outdoor kitchen and setting area for a fun-filled dinner, and watch the sun set, painting the sky with a golden glow. The first floor master suite consists of a spacious bedroom, a spa-like bathroom, and a separate area utilized as a private study. Upstairs you will find two additional en suite bedrooms. One opens to the new deck, has views over the Dryman Bay out to Casey Key, and is large enough to use as a second master suite. While the views and location of this home are drop-dead gorgeous, practical features also abound. This home has impact windows and doors, a brand new washer and dryer, and recently replaced roof, AC and tankless hot water heater. Southbay Yacht and Racquet Club has a seven-acre deep-water marina accommodating boats up to 55 feet with slips available to homeowners. It has an updated clubhouse and fitness center overlooking the bay, complete with a ballroom, catering kitchen, meeting room and library. Community amenities also include a geothermal heated pool, children’s pool, tennis, pickleball, shuffleboard, basketball and kayak storage. Residents enjoy 20 acres of lush common grounds and five miles of walking trails, plus a vibrant calendar of social events.

    Zillow last checked:

    Listing updated:

    Listed by:

    Steve Abbe 941-400-3969,

    COLDWELL BANKER REALTY 941-383-6411

    Bought with:

    Jamie Kilian, 3538496

    EXP REALTY LLC

    Source: Stellar MLS,MLS#: A4697345MLS LogoOriginating MLS: Sarasota - Manatee

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: First
    • Area: 247 Square Feet
    • Dimensions: 19x13
    Bedroom 2
    • Features: Built-in Closet
    • Level: Second
    • Area: 182 Square Feet
    • Dimensions: 14x13
    Bedroom 3
    • Features: Built-in Closet
    • Level: Second
    • Area: 208 Square Feet
    • Dimensions: 16x13
    Balcony porch lanai
    • Level: First
    • Area: 1392 Square Feet
    • Dimensions: 48x29
    Dining room
    • Level: First
    • Area: 273 Square Feet
    • Dimensions: 21x13
    Great room
    • Level: First
    • Area: 680 Square Feet
    • Dimensions: 34x20
    Kitchen
    • Level: First
    • Area: 228 Square Feet
    • Dimensions: 19x12
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: Oven, Cooktop, Dishwasher
    • Laundry: Inside
    Features
    • High Ceilings
    • Flooring: Carpet, Tile, Hardwood
    • Doors: Outdoor Grill, Outdoor Kitchen, Sliding Doors
    • Has fireplace: No
    Interior area
    • Total structure area: 4,469
    • Total interior livable area: 3,122 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage - Attached
    • Attached garage spaces: 2
    • Details: Garage Dimensions: 19x22
    Features
    • Levels: Two
    • Stories: 2
    • Exterior features: Balcony, Outdoor Grill, Outdoor Kitchen
    • Has private pool: Yes
    • Pool features: In Ground
    Lot
    • Size: 0.34 Acres
    Details
    • Parcel number: 0158020018
    • Zoning: RSF2
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Stucco
    • Foundation: Slab
    • Roof: Tile
    Condition
    • New construction: No
    • Year built: 1978

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Electricity Connected

    Community & HOA

    Community
    • Pet fee: $0 monthly
    • Subdivision: SOUTHBAY YACHT & RACQUET CLUB
    HOA
    • Has HOA: Yes
    • HOA fee: $219 monthly
    • HOA name: Southbay Yacht and Racquet Club/Judy Brown
    • HOA phone: 941-966-4237
    Location
    • Region: Osprey

    Financial & listing details

    • Price per square foot: $932/sqft
    • Tax assessed value: $2,792,800
    • Annual tax amount: $16,001
    • Date on market: 6/26/2026
    • Cumulative days on market: 1 day
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved

    Price history

    DateEventPrice
    10/7/2026Sold$2,910,000-6.1%$932/sqft
    Source: Stellar MLS #A4697345 Report a problem
    6/27/2026Pending sale$3,100,000$993/sqft
    Source: Stellar MLS #A4697345 Report a problem
    6/26/2026Listed for sale$3,100,000+507.2%$993/sqft
    Source: Stellar MLS #A4697345 Report a problem
    8/2/1993Sold$510,500$164/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$16,002 +5.2%$1,353,099 +2.9%
    2024$15,206 +2.6%$1,314,965 +3%
    2023$14,824 +4.2%$1,276,665 +5.1%
    2022$14,231 -1.6%$1,214,723 +2%
    2021$14,461 -0.8%$1,190,943 +1.4%
    2020$14,571 +2.6%$1,174,500 +2%
    2019$14,204 $1,151,700 +1.3%
    2018$14,204 +1.3%$1,136,400 -2.6%
    2017$14,024 +55.5%$1,167,300 +0.4%
    2016$9,020 $1,162,300 +1.1%
    2015$9,020 +0.3%$1,149,400 +70.2%
    2014$8,988 0%$675,288
    2013$8,989 +2.8%$675,288 +1.7%
    2012$8,744 -3%$664,000 -4.6%
    2011$9,014 -6.8%$695,700 -4%
    2010$9,669 -13.6%$724,500 -14.1%
    2009$11,189 $843,900 -6.1%
    2008$11,189 +1.1%$898,794 +3%
    2007$11,064 $872,616 +2.5%
    2006-- $851,333 +3%
    2005-- $826,537 +3%
    2004$11,720 -1.3%$802,463 +1.9%
    2003$11,870 +14.7%$787,500 +17.3%
    2002$10,353 +8.8%$671,400 +2.9%
    2001$9,519 +4%$652,300 +4.8%
    2000$9,153 $622,400
    Find assessor info on the county website

    Neighborhood: 34229

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Laurel Nokomis Elementary
    • Middle: Sarasota Middle
    • High: Venice Senior High

    Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value

    $3,022,200

    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

    $3,022,200