275 Lookout Point Drive

Osprey, FL 34229

$4,750,000
Price
5
Beds
5
Baths
5,279 Sq. Ft.
$900 / Sq. Ft.
5,279
Sq. Ft.
$900
per Sq. Ft.

Description

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...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.
  1. Listed by Tamara Currey • PREMIER SOTHEBYS INTL REALTY
    P: (941)-587-1776 tamara.currey@premiersir.com
  2. Listed by Todd Currey • PREMIER SOTHEBYS INTL REALTY
    P: (941)-364-4000 C: (941)-918-8889 todd.currey@premiersir.com

Property Details for 275 Lookout Point Drive

Architectural Style
Mediterranean
Subdivision Name
SOUTHBAY YACHT & RACQUET CLUB
Township
38
Garage Spaces
3
View
Water
Waterfront
Yes
Water View
Bay/Harbor - Full, Intracoastal Waterway
Furnished
Unfurnished

Open Houses

Sunday, Jan 5th

1:00 PM - 4:00 PM

Public

LISTING UPDATED: 01/01/2025 02:27 AM

Property Details for 275 Lookout Point Drive

StatusActive
MLS #A4632453
Days on Market8
Taxes$16,732 / year
HOA Fees$2,449 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2007
Lot Size0.38 AC / 16,709 SF
CountySarasota County

Building Information for 275 Lookout Point Drive

Stories-Year Built2007Building Size-Lot Size0.38 AC / 16,709 SF

Property Information for 275 Lookout Point Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 7781.0
  • Building Area Units: Square Feet
  • Building Name Number: JOHN CANNON
  • 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)
  • Direction Faces: East
  • Directions: From US-41 go West into South Bay Yacht & Racquet Club (South Bay Dr.), turn left on Four Knot Lane, turn left on Lookout Point Dr, the house will be on your right.
  • Elementary School: Laurel Nokomis Elementary
  • Middle Or Junior School: Laurel Nokomis Middle
  • High School: Venice Senior High
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • SW Subdiv Community Name: Southbay Yacht & Racquet Club
  • Unit Number: No
  • Street Number: 275
  • Street Name: Lookout Point
  • Street Suffix: DRIVE
  • State: FL
  • City: OSPREY
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 21x32
  • Garage: Yes
  • Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage, Oversized, Workshop in Garage
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Includes: Common Area Taxes, Community Pool, Recreational Facilities
  • Association Fee Requirement: Required
  • Association Name: Judy Brown
  • Association Phone: 941 966 4237
  • Association: Yes
  • CDD: No
  • Condo Land Included: No
  • Pet Restrictions: See Association Documents.
  • Pet Size: Extra Large (101+ Lbs.)
  • Tax Book Number: 22-27
  • Tax Legal Description: LOT 301 SOUTHBAY YACHT & RACQUET CLUB
  • Tax Lot: 301
  • Tax Year: 2023
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Cleared, FloodZone, In County, Landscaped, Near Marina
  • Parcel Number: 0158070010
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: Bay/Harbor, Canal - Saltwater, Gulf/Ocean, Intracoastal Waterway, Marina
  • Water Access: Yes
  • Water Extras: Bridges - No Fixed Bridges, Fishing Pier, No Wake Zone, Sailboat Water
  • Water Extras: Yes
  • Water: Bridges - No Fixed Bridges, Fishing Pier, No Wake Zone, Sailboat Water
  • Zoning: RSF2
  • Zoning Compatible: Yes
  • Living Area: 5279
Property and Assessments
  • Year Built Numeric: 2007
  • Amenities Additional Fees: Boat slips first come for additional fee in deep water Marina. Property does have it's own dock, primarily for fishing and views.
  • Association Amenities: Basketball Court, Clubhouse, Elevator(s), Fitness Center, Park, Pickleball Court(s), Playground, Pool, Recreation Facilities, Tennis Court(s)
  • Flood Zone Code: X, AE
  • Flood Zone Date: 03-27-2024
  • Flood Zone Panel: 12115C0236G
  • Homestead: Yes
  • New Construction: No
  • Property Attached: No
  • Public Survey Range: 18
  • Public Survey Section: 15
  • Dock YN: Yes
  • Dock Description: Clubhouse, Dock - Slip 1st Come, Dock - Wood, Dock w/Electric, Dock w/Water Supply, Dry Dock
  • Dock Dimensions: 3x40
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Underground Utilities, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Builder Name: John Cannon
  • Construction Materials: Block, Concrete, Stucco
  • Exterior Features: Balcony, Hurricane Shutters, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors
  • Foundation Details: Stem Wall
  • Levels: Two
  • Patio And Porch Features: Covered, Enclosed, Front Porch, Patio, Rear Porch, Screened
  • Pool Dimensions: 27 x 13
  • Pool Features: Gunite, Heated, In Ground, Lighting, Outside Bath Access, Screen Enclosure
  • Pool Private: Yes
  • Pool: Community
  • Pool Private: Yes
  • Roof: Concrete, Tile
  • Security Features: Security System, Smoke Detector(s)
  • Spa Features: Heated, In Ground
  • Spa: Yes
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Waterfront Features: Bay/Harbor Front, Waterfront, Bay/Harbor, Intracoastal Waterway
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 5
  • Additional Rooms: Bonus Room, Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility
  • Appliances: Bar Fridge, Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
  • Cooling: Central Air, Zoned
  • Fireplace Features: Gas, Living Room, Outside
  • Fireplace: Yes
  • Flooring: Carpet, Marble, Tile, Hardwood
  • Heating: Central, Electric, Propane
  • Interior 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, Window Treatments
  • Laundry Features: Electric Dryer Hookup, Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 13.0
  • Water View: Yes
  • Window Features: Drapes, Rods, Shutters, Window Treatments
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Cats OK, Dogs OK, Yes

Property History for 275 Lookout Point Drive

DateEvent & SourcePriceAppreciation
DateEvent & SourcePrice

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 275 Lookout Point Drive

Taxable ValueLand-Additions-Total-
Tax Record2024$16,732 ($1,394 / month)
Home Facts
Beds5Baths5Total Finished SqFt4,077 SqFtAbove Grade Finished SqFt4,077 SqFtStories2Lot Size16,709 SqFtStyleSingle Family ResidenceYear Built2007Year Renovated2012ZoningRSF2CountySARASOTAAPN0158-07-0010Fireplace TypeHas Fireplace

Schools near 275 Lookout Point Drive

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Public - 2 to 12
Charter - K to 8
Rating
School
Distance
Laurel Nokomis School
PublicPK to 8

Venice Senior High School
Public9 to 12

Pine View School
Public2 to 12

Island Village Montessori School
CharterK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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275 Lookout Point Drive is a single family home for sale in Osprey, FL 34229. This property was listed for sale on December 27, 2024 by PREMIER SOTHEBYS INTL REALTY, it's currently listed at $4,750,000. It has been on the market for a total of 8 days and was last sold on October 9, 2003. This listing's school district is Sarasota. Nearby schools include Laurel Nokomis School, Venice Senior High School and Pine View School. 275 Lookout Point Drive is a 5-bed, 5-bath, 5,279 sqft single family home built in 2007.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of PREMIER SOTHEBYS INTL REALTY, Tamara Currey; PREMIER SOTHEBYS INTL REALTY, Todd Currey

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2025 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.