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.
Pending
$3,100,000
321 Lookout Point Dr, Osprey, FL 34229
3beds
3,122sqft
Single Family Residence
Built in 1978
0.34 Acres Lot
$3,000,100 Zestimate®
$993/sqft
$219/mo HOA
What's special
High end designer cabinetsRecently replaced roofSpa-like bathroomSweeping panoramic water viewsVaulted ceilingsExtended breakfast barHardwood floors
- 6 days |
- 513 |
- 31 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Steve Abbe 941-400-3969,
COLDWELL BANKER REALTY 941-383-6411
Source: Stellar MLS,MLS#: A4697345
Originating 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
Video & virtual tour
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: $993/sqft
- Tax assessed value: $2,792,800
- Annual tax amount: $16,001
- Date on market: 6/26/2026
- Cumulative days on market: 7 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
$3,000,100
$2.85M - $3.15M
$5,326/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/27/2026 | Pending sale | $3,100,000$993/sqft |
Source: | ||
| 6/26/2026 | Listed for sale | $3,100,000+507.2%$993/sqft |
Source: | ||
| 8/2/1993 | Sold | $510,500$164/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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 | $622,400 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 34229
Nearby schools
GreatSchools rating
- 8/10Laurel Nokomis SchoolGrades: PK-8Distance: 4.6 mi
- 7/10Venice Senior High SchoolGrades: 9-12Distance: 6.3 mi
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.
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Sarasota County
- Osprey
- 34229
- 321 Lookout Point Dr






