$3,100,000
PENDING

321 Lookout Point Dr Osprey, FL 34229

Estimated payment $18,296/month

3 Beds
3.5 Baths
3,122 Sq Ft
$993 Price per Sq Ft

Highlights

  • In Ground Pool
  • Vaulted Ceiling
  • Outdoor Kitchen
  • Laurel Nokomis School Rated A-
  • Wood Flooring
  • Great Room

About This Home

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.

Listing Agent

Steve Abbe

COLDWELL BANKER REALTY Brokerage Phone: 941-383-6411 License #3099254 Listed on: 06/26/2026

COLDWELL BANKER REALTY

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $16,002

Year Built

  • Built in 1978

Lot Details

  • 14,888 Sq Ft Lot
  • Northeast Facing Home
  • Property is zoned RSF2

HOA Fees

  • $219 Monthly HOA Fees

Parking

  • 2 Car Attached Garage

Home Design

  • Slab Foundation
  • Tile Roof
  • Stucco

Interior Spaces

  • 3,122 Sq Ft Home
  • 2-Story Property
  • Vaulted Ceiling
  • Sliding Doors
  • Great Room
  • Dining Room
  • Laundry in unit

Kitchen

  • Built-In Oven
  • Cooktop
  • Dishwasher

Flooring

  • Wood
  • Carpet
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms

Outdoor Features

  • In Ground Pool
  • Balcony
  • Outdoor Kitchen
  • Outdoor Grill

Schools

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

Utilities

  • Central Heating and Cooling System

Community Details

  • Southbay Yacht And Racquet Club/Judy Brown Association, Phone Number (941) 966-4237
  • Southbay Yacht & Racquet Club Community
  • Southbay Yacht & Racquet Club Subdivision

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$16,002

Year Built

Built in 1978

Lot Details

0.34 Acres

HOA Fees

$219 per month

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Stucco
  • Fireplace: No
  • Living Area: 3122
  • Lot Size Acres: 0.34
  • New Construction: No
  • Year Built: 1978
  • Building Area Total: 4469
  • Lot Size Sq Ft: 14888
  • Status: Pending
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 415.18
  • Escrow State: FL
  • Minimum Lease: 1-2 Years
  • RATIO Current Price By Calculate: 992.95
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 941-383-6411
  • Tax Year: 2025
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Carpet, Tile, Wood
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Interior Amenities: High Ceilings
  • Appliances Included: Built-In Oven, Cooktop, Dishwasher
  • Foundation Details: Slab
  • Total Bedrooms: 3
  • Levels: Two
  • Stories: 2
  • Living Area Meters: 290.04

Exterior Features

  • Direction Faces: Northeast
  • Pool Features: In Ground
  • Exterior Features: Balcony, Outdoor Grill, Outdoor Kitchen, Sliding Doors
  • Roof: Tile
  • Pool Private: Yes
  • Waterfront: No
  • Road Surface Type: Paved
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 12115C0236G

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes

Utilities

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

Condo/Co-op/Association

  • Association Fee: 656.62
  • Association Fee Frequency: Quarterly
  • Association Name: Southbay Yacht and Racquet Club/Judy Brown
  • Phone: 941-966-4237
  • Association: Yes
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 1
  • Association Fee Requirement: Required
  • Association Email: judybrown@sbyrc.net

Fee Information

  • Total Annual Fees: 2626.48
  • Total Monthly Fees: 218.87
  • Monthly HOA Amount: 218.87

Schools

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

Lot Info

  • Zoning: RSF2
  • Parcel Number: 0158020018
  • Additional Parcels: No
  • Flood Zone Code: AE*

Rental Info

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

Tax Info

  • Tax Annual Amount: 16001.71
  • Tax Book Number: 22-27
  • Tax Lot: 292

Multi Family

  • Approval Process: See docs

Map

Range of Values:

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Value Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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 $15,206 $1,353,099 -- --
2024 $14,824 $1,314,965 -- --
2023 $14,824 $1,276,665 $0 $0
2022 $14,231 $1,214,723 $0 $0
2021 $14,461 $1,190,943 $0 $0
2020 $14,571 $1,174,500 $729,900 $444,600
2019 $14,204 $1,151,700 $729,900 $421,800
2018 $14,024 $1,136,400 $777,400 $359,000
2017 $14,664 $1,167,300 $806,900 $360,400
2016 $14,888 $1,162,300 $768,100 $394,200
2015 $9,020 $1,149,400 $768,100 $381,300
2014 $8,988 $675,288 $0 $0
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
06/27/2026 06/27/26 Pending -- -- --
06/26/2026 06/26/26 For Sale $3,100,000 -- $993 / Sq Ft
Source: Stellar MLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $510,500 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Closed $419,500 No Value Available
Source: Public Records

Source: Stellar MLS

MLS Number: A4697345

Stellar MLS

APN: 0158-02-0018

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