This stunning waterfront residence in Southbay Yacht and Racquet Club is a gem on Florida’s Gulf Coast where boats are accommodated in a deep-water marina for low fees. Boasting over 135 feet of water frontage and surrounded by lush tropical landscaping and majestic Royal Palms. Its refined curb appeal sets it apart as a one-of-a-kind property. The custom John Cannon home features a grand double door entry that opens to breathtaking wide open bay views. Inside, the home showcases high-end finishes and upgrades, including impressive, vaulted ceilings reaching up to 21 feet. You'll find abundant crown molding, elaborate tray ceilings, and exquisite wall finishes adorned with artfully painted faux designs and plantation shutters throughout. The home is designed for entertaining, with a full bar and wine room for guests, as well as an upper-level wet bar. The chef's kitchen is a culinary dream, featuring a spacious granite island, a gas cooktop with a pot filler, and views overlooking the pool, patio and bay. An upper-level bonus room offers versatile space for play, music, movies or exercise, all while enjoying some of the best views in the house. The main level primary suite is a serene retreat with a sitting area, two large closets and a luxurious bath that includes a garden shower, large tub, dual sinks, and a separate toilet and bidet. The expansive outdoor living spaces, including main level and upper terraces, are ideal for enjoying sunsets and observing local wildlife such as ospreys, dolphins, manatees and a parade of boats. Private dock for sunset viewing and fishing. Ideally between Sarasota and Venice, this residence is just minutes from the pristine sands of Siesta Key and Nokomis Beach. Convenience abounds with nearby shopping, dining the Legacy Trail, private and commercial airports, and top-rated schools, including the renowned Pine View School. This exquisite home embodies the essence of Florida living. Southbay Yacht & Racquet Club lives up to its name with a newly renovated community clubhouse, geothermal pool, gym overlooking the marina, banquet rooms, three tennis courts, four pickleball courts, a bocce ball court, two shuffleboards, basketball, kayak storage area, a waterfront park, 20 acres of common grounds and miles of trails. Ideally in between culturally rich Sarasota and charming Venice, minutes to beaches, Legacy Trail, No. 1 rated Pine View School, shopping, waterfront restaurants and Oscar Scherer State Park. Walk to your boat or take your golf cart around the neighborhood. For those who seek an exceptional waterfront life, nothing compares.
Sold for $3,525,000
$3,525,000
275 LOOKOUT POINT DRIVE, OSPREY, FL 34229
5beds
5,279sqft
Single Family Residence
Built in 2007
0.38 Acres Lot
$3,409,100 Zestimate®
$668/sqft
$-- Estimated rent
Home value
$3,409,100
$3.07M - $3.78M
Not available
Zestimate® history
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List your homeWhat's special
Private dockDeep-water marinaSpacious granite islandIdeal for enjoying sunsetsUpper-level bonus roomExquisite wall finishesHigh-end finishes
Zillow last checked:
Listing updated:
Listed by:
Tamara Currey 941-587-1776,
PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-364-4000
Bought with:
Tamara Currey, 3207646
PREMIER SOTHEBY'S INTERNATIONAL REALTY
Source: Stellar MLS,MLS#: A4632453
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 5
Rooms
- Room types: Bonus Room, Breakfast Room Separate, Den/Library/Office, Family Room, Dining Room, Living Room, Utility Room
Primary bedroom
- Features: Built-In Shelving, Dual Closets
- Level: First
- Area: 420 Square Feet
- Dimensions: 28x15
Bedroom 2
- Features: Walk-In Closet(s)
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Bedroom 3
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 156 Square Feet
- Dimensions: 12x13
Bedroom 4
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 165 Square Feet
- Dimensions: 15x11
Bedroom 5
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: Second
- Area: 156 Square Feet
- Dimensions: 13x12
Primary bathroom
- Features: Bidet, Dual Sinks, Garden Bath, Rain Shower Head, Walk-In Closet(s)
- Level: First
Dinette
- Level: First
- Area: 99 Square Feet
- Dimensions: 9x11
Dining room
- Level: First
- Area: 225 Square Feet
- Dimensions: 15x15
Family room
- Features: Ceiling Fan(s)
- Level: First
- Area: 247 Square Feet
- Dimensions: 13x19
Kitchen
- Features: Granite Counters, Pantry, Stone Counters
- Level: First
- Area: 180 Square Feet
- Dimensions: 12x15
Laundry
- Features: Built-In Shelving
- Level: First
Living room
- Features: Built-In Shelving
- Level: First
- Area: 240 Square Feet
- Dimensions: 16x15
Media room
- Features: Ceiling Fan(s)
- Level: Second
Heating
- Central, Electric, Propane
Cooling
- Central Air, Zoned
Appliances
- Included: Bar Fridge, Oven, Convection Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
- Laundry: Electric Dryer Hookup, Inside, Laundry Room
Features
- Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, In Wall Pest System, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
- Flooring: Carpet, Marble, Tile, Hardwood
- Doors: Outdoor Kitchen, Outdoor Shower, Sliding Doors
- Windows: Drapes, Rods, Shutters, Window Treatments, Hurricane Shutters, Hurricane Shutters/Windows
- Has fireplace: Yes
- Fireplace features: Gas, Living Room, Outside
Interior area
- Total structure area: 7,781
- Total interior livable area: 5,279 sqft
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage, Oversized, Workshop in Garage
- Attached garage spaces: 3
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 21x32
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Enclosed, Front Porch, Patio, Rear Porch, Screened
- Exterior features: Balcony, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Sidewalk
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Lighting, Outside Bath Access, Screen Enclosure
- Has spa: Yes
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Water, Bay/Harbor - Full, Intracoastal Waterway
- Has water view: Yes
- Water view: Water,Bay/Harbor - Full,Intracoastal Waterway
- Waterfront features: Bay/Harbor Front, Waterfront, Bay/Harbor, Intracoastal Waterway, Bay/Harbor Access, Saltwater Canal Access, Gulf/Ocean Access, Intracoastal Waterway Access, Marina Access, Bridges - No Fixed Bridges, Fishing Pier, No Wake Zone, Sailboat Water
Lot
- Size: 0.38 Acres
- Features: Cleared, FloodZone, In County, Landscaped, Near Marina
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 0158070010
- Zoning: RSF2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Mediterranean
- Property subtype: Single Family Residence
Materials
- Block, Concrete, Stucco
- Foundation: Stem Wall
- Roof: Concrete,Tile
Condition
- New construction: No
- Year built: 2007
Details
- Builder name: John Cannon
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Bay/Harbor Front, Boat Slip, Dock, Fishing, Intracoastal Waterway, Marina, Water Access, Waterfront, Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, Park, Playground, Pool, Sidewalks, Tennis Court(s)
- Security: Security System, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: SOUTHBAY YACHT & RACQUET CLUB
HOA
- Has HOA: Yes
- Amenities included: Basketball Court, Clubhouse, Elevator(s), Fitness Center, Park, Pickleball Court(s), Playground, Pool, Recreation Facilities, Tennis Court(s)
- Services included: Common Area Taxes, Community Pool, Recreational Facilities
- HOA fee: $204 monthly
- HOA name: Judy Brown
- HOA phone: 941-966-4237
Location
- Region: Osprey
Financial & listing details
- Price per square foot: $668/sqft
- Tax assessed value: $3,362,100
- Annual tax amount: $16,731
- Date on market: 12/27/2024
- Cumulative days on market: 124 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 6/6/2025 | Sold | $3,525,000-11.8%$668/sqft |
Source:  Stellar MLS #A4632453 Report a problem | ||
| 5/1/2025 | Pending sale | $3,997,000$757/sqft |
Source: Stellar MLS #A4632453 Report a problem | ||
| 4/17/2025 | Price change | $3,997,000-6%$757/sqft |
Source: Stellar MLS #A4632453 Report a problem | ||
| 3/6/2025 | Price change | $4,250,000-5%$805/sqft |
Source: Stellar MLS #A4632453 Report a problem | ||
| 2/5/2025 | Price change | $4,475,000-5.8%$848/sqft |
Source: Stellar MLS #A4632453 Report a problem | ||
| 12/27/2024 | Listed for sale | $4,750,000+265.4%$900/sqft |
Source: Stellar MLS #A4632453 Report a problem | ||
| 10/9/2003 | Sold | $1,300,000$246/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $17,826 +6.5% | $1,479,275 +2.9% |
| 2024 | $16,732 +2.6% | $1,437,585 +3% |
| 2023 | $16,311 +1.9% | $1,395,714 +3% |
| 2022 | $16,011 +0.2% | $1,355,062 +3% |
| 2021 | $15,981 -0.8% | $1,315,594 +1.4% |
| 2020 | $16,104 +2.9% | $1,297,430 +2.3% |
| 2019 | $15,652 | $1,268,260 +1.9% |
| 2018 | $15,652 +1.8% | $1,244,612 +2.1% |
| 2017 | $15,373 -1.4% | $1,219,013 -28.2% |
| 2016 | $15,592 | $1,697,600 +4.4% |
| 2015 | $15,592 +4.2% | $1,625,500 +45.6% |
| 2014 | $14,962 0% | $1,116,170 |
| 2013 | $14,967 +3.3% | $1,116,170 +2.2% |
| 2012 | $14,486 +4.8% | $1,092,006 +3% |
| 2011 | $13,819 -10.5% | $1,060,200 -7.7% |
| 2010 | $15,434 -20.5% | $1,149,000 -15.4% |
| 2009 | $19,416 | $1,358,200 -10.7% |
| 2008 | $19,416 +76.6% | $1,520,200 +77.8% |
| 2007 | $10,995 | $854,800 -37.1% |
| 2006 | -- | $1,358,700 +31% |
| 2005 | -- | $1,037,300 +12.2% |
| 2004 | $13,884 +35.1% | $924,600 +35.4% |
| 2003 | $10,280 +37.1% | $682,838 +35.3% |
| 2002 | $7,498 +7.4% | $504,627 +1.6% |
| 2001 | $6,980 +2.3% | $496,680 +3% |
| 2000 | $6,821 | $482,214 |
Find assessor info on the county website
Neighborhood: 34229
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Nearby schools
GreatSchools rating
- 8/10Laurel Nokomis SchoolGrades: PK-8Distance: 4.5 mi
- 7/10Venice Senior High SchoolGrades: 9-12Distance: 6.1 mi
Schools provided by the listing agent
- Elementary: Laurel Nokomis Elementary
- Middle: Laurel Nokomis 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
$3,409,100
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
$3,409,100
- Florida
- Sarasota County
- Osprey
- 34229
- 275 LOOKOUT POINT DRIVE
