321 Lookout Point Dr Osprey, FL 34229
Estimated payment $18,296/month
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
COLDWELL BANKER REALTY Brokerage Phone: 941-383-6411 License #3099254 Listed on: 06/26/2026
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
- Visit Down Payment Resource Website
- Tax Lot 292
- Assessor Parcel Number 0158020018
Map
Home Values in the Area
Average Home Value in this Area
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 |
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 |
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 | -- |
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: Stellar MLS
MLS Number: A4697345
APN: 0158-02-0018
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Ask me questions while you tour the home.