For sale
$5,999,999
4beds
5,337sqft
313 Lookout Point Dr, Osprey, FL 34229
4beds
5,337sqft
Single family residence
Built in 2016
0.41 Acres
5 Attached garage spaces
$1,124 price/sqft
$219/mo HOA
What's special
Dual sub-zero refrigeratorsTwo sinksConcealed pantryWarming drawerWolf and miele appliances
Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina ...
- 87 days |
- 1,208 |
- 66 |
Source: Stellar MLS,MLS#: A4688995
Originating MLS: Sarasota - Manatee
Travel times
Living Room
Kitchen
Dining Room
Zillow last checked:
Listing updated:
Listed by:
Natalie Gutwein 941-993-2660,
MICHAEL SAUNDERS & COMPANY 941-951-6660,
Madison Brown 941-773-7660,
MICHAEL SAUNDERS & COMPANY
Source: Stellar MLS,MLS#: A4688995
Originating MLS: Sarasota - Manatee

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Attic, Bonus Room, Den/Library/Office, Great Room, Storage Rooms
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 319 Square Feet
- Dimensions: 22x14.5
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 167.7 Square Feet
- Dimensions: 13x12.9
Bedroom 3
- Features: Built-in Closet
- Level: Second
- Area: 196 Square Feet
- Dimensions: 14x14
Bedroom 4
- Features: Built-in Closet
- Level: Second
- Area: 196 Square Feet
- Dimensions: 14x14
Primary bathroom
- Level: First
- Area: 236.9 Square Feet
- Dimensions: 23x10.3
Bathroom 2
- Level: First
- Area: 65.6 Square Feet
- Dimensions: 8x8.2
Bathroom 3
- Level: Second
- Area: 53.2 Square Feet
- Dimensions: 9.5x5.6
Bathroom 4
- Level: Second
- Area: 64.9 Square Feet
- Dimensions: 11.8x5.5
Dining room
- Level: First
- Area: 299 Square Feet
- Dimensions: 23x13
Family room
- Level: Second
- Area: 257.4 Square Feet
- Dimensions: 18x14.3
Florida room
- Level: First
Kitchen
- Level: First
- Area: 234 Square Feet
- Dimensions: 18x13
Laundry
- Level: First
Living room
- Level: First
- Area: 399 Square Feet
- Dimensions: 21x19
Office
- Level: First
- Area: 170.8 Square Feet
- Dimensions: 14x12.2
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Bar Fridge, Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Gas Water Heater, Ice Maker, Microwave, Refrigerator, Washer, Wine Refrigerator
- Laundry: Laundry Chute, Laundry Room
Features
- Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s), Wet Bar
- Flooring: Carpet, Ceramic Tile, Hardwood
- Doors: French Doors, Outdoor Grill, Sliding Doors
- Has fireplace: Yes
- Fireplace features: Living Room
Interior area
- Total structure area: 6,896
- Total interior livable area: 5,337 sqft
Property
Parking
- Total spaces: 6
- Parking features: Covered, Driveway, Garage Door Opener, Ground Level, Guest
- Attached garage spaces: 5
- Carport spaces: 1
- Covered spaces: 6
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 32x27
Features
- Levels: Two
- Stories: 2
- Patio & porch: Front Porch, Patio
- Exterior features: Balcony, Fire Pit, Irrigation System, Lighting, Outdoor Grill, Rain Gutters, Storage
- Has private pool: Yes
- Pool features: Chlorine Free, Heated, In Ground, Lighting, Salt Water
- Has spa: Yes
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Water, Intracoastal Waterway, Marina
- Has water view: Yes
- Water view: Water,Intracoastal Waterway,Marina
- Waterfront features: Waterfront, Intracoastal Waterway, Marina, Intracoastal Waterway Access, No Wake Zone
Lot
- Size: 0.41 Acres
- Features: Near Marina, Street Dead-End
Details
- Additional structures: Cabana, Outdoor Kitchen
- Parcel number: 0158020017
- Zoning: RSF2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Stucco
- Foundation: Slab, Stem Wall
- Roof: Concrete,Tile
Condition
- Completed
- New construction: No
- Year built: 2016
Details
- Builder name: John Cannon
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Street Lights
Community & HOA
Community
- Features: Boat Slip, Dock, Fishing, Intracoastal Waterway, Marina, Water Access, Waterfront
- Pet fee: $0 monthly
- Subdivision: SOUTHBAY YACHT & RACQUET CLUB
HOA
- Has HOA: Yes
- HOA fee: $219 monthly
- HOA name: Southbay Yacht & Racquet Club
Location
- Region: Osprey
Financial & listing details
- Price per square foot: $1,124/sqft
- Tax assessed value: $3,201,200
- Annual tax amount: $20,559
- Date on market: 4/7/2026
- Cumulative days on market: 88 days
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 4/7/2026 | Listed for sale | $5,999,999+252.9%$1,124/sqft |
Source: | ||
| 1/18/2005 | Sold | $1,700,000+59.3%$319/sqft |
Source: Public Record Report a problem | ||
| 12/16/2002 | Sold | $1,067,000+47.2%$200/sqft |
Source: Public Record Report a problem | ||
| 10/20/1999 | Sold | $725,000$136/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $20,559 +5.8% | $1,722,463 +2.9% |
| 2024 | $19,430 +2.5% | $1,673,919 +3% |
| 2023 | $18,950 +1.8% | $1,625,164 +3% |
| 2022 | $18,611 0% | $1,577,829 +3% |
| 2021 | $18,617 -0.8% | $1,531,873 +1.4% |
| 2020 | $18,765 +2.9% | $1,510,723 +2.3% |
| 2019 | $18,243 | $1,476,758 +1.9% |
| 2018 | $18,243 +1.8% | $1,449,223 +2.1% |
| 2017 | $17,922 +97.5% | $1,419,415 +146.1% |
| 2016 | $9,075 | $576,800 -36.7% |
| 2015 | $9,075 +0.3% | $910,500 +34% |
| 2014 | $9,043 0% | $679,318 |
| 2013 | $9,043 +2.8% | $679,318 +1.7% |
| 2012 | $8,797 +4.2% | $667,963 +2.4% |
| 2011 | $8,439 -7.9% | $652,100 -5.1% |
| 2010 | $9,160 -31.2% | $687,000 -14.1% |
| 2009 | $13,308 | $799,900 -25% |
| 2008 | $13,308 -17.5% | $1,066,900 -16.1% |
| 2007 | $16,121 | $1,271,300 -4.5% |
| 2006 | -- | $1,330,700 +31% |
| 2005 | -- | $1,015,900 +14.8% |
| 2004 | $13,300 +15.2% | $884,900 +19.4% |
| 2003 | $11,545 +23% | $741,100 +17.4% |
| 2002 | $9,386 +4.5% | $631,500 +2.9% |
| 2001 | $8,980 +4.1% | $614,000 +4.9% |
| 2000 | $8,626 | $585,100 |
Find assessor info on the county website
Monthly payment
Est. payment
$36,330/mo
Principal & interest
$29761
Property taxes
$6350
HOA Fees
$219
Estimated market value
Not available
Estimated sales range
Not available
Not available
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.
Neighborhood: 34229
Nearby schools
Laurel Nokomis School
Grades PK-8 • 4.6 miles8/10
GreatSchools® Rating
Test Score Rating
8/10Student Progress Rating
8/10Venice Senior High School
Grades 9-12 • 6.2 miles7/10
GreatSchools® Rating
Test Score Rating
7/10College Readiness Rating
8/10Student Progress Rating
5/10- Florida
- Sarasota County
- Osprey
- 34229
- 313 Lookout Point Dr