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275 Lookout Point Drive

Osprey, FL 34229
  • $4,750,000
  • STATUS: Active
  • ON SITE: 28 Days
  • MLS #: A4632453
UPDATED: 78 min ago
$4,750,000
  • 5
    BEDS
  • 0.38
    ACRES
  • 5
    BATHS
  • 0
    1/2 BATHS
  • 5,279
    SQFT
  • $900
    $/SQFT
Type:
Single-Family Home
Built:
2007
County:
Area:

School Information

Elementary School:
Middle School:
High School:

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 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.

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© 2025 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2025-01-25T20:44:24.117.
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275 Lookout Point Drive Osprey, FL 34229

  • Price: $4,750,000
  • Status: Active
  • On Site: 28 Days
  • Updated: 78 min ago
  • MLS #: A4632453
5
Beds
5
Baths
0
½ Baths
0.38
Acres
5,279
SQFT
$900
$/SQFT
2007
Built
Neighborhood:
Southbay Yacht & Racquet Club
County:
Sarasota
Area:
Osprey
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Property 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 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.
Exterior Features

Architectural Style Mediterranean Attached Garage Yn Yes Carport Yn No Construction Materials BlockConcreteStucco Covered Spaces 3 Direction Faces East Exterior Features BalconyHurricane ShuttersIrrigation SystemLightingOutdoor KitchenOutdoor ShowerPrivate MailboxRain GuttersSidewalkSliding Doors Foundation Details Stem Wall Garage Dimensions 21x32 Lot Features ClearedFloodZoneIn CountyLandscapedNear Marina Open Parking YN Yes Parking Features DrivewayGarage Door OpenerGarage Faces SideGolf Cart GarageOversizedWorkshop in Garage Patio And Porch Features CoveredEnclosedFront PorchPatioRear PorchScreened Pool Dimensions 27 x 13 Pool Features GuniteHeatedIn GroundLightingOutside Bath AccessScreen Enclosure Pool Private Yn Yes Road Frontage Type Street Paved Road Surface Type Paved Roof ConcreteTile Spa Features HeatedIn Ground Spa YN Yes View Water Water Access Bay/HarborCanal - SaltwaterGulf/OceanIntracoastal WaterwayMarina Water Access Yn Yes Water Extras Bridges - No Fixed BridgesFishing PierNo Wake ZoneSailboat Water Water Extras Yn Yes Water View Bay/Harbor - FullIntracoastal Waterway Water View Yn Yes Waterfront Features Bay/Harbor FrontWaterfrontBay/HarborIntracoastal Waterway Waterfront Feet Total 0 Waterfront Yn Yes

Interior Features

Additional Rooms Bonus RoomBreakfast Room SeparateDen/Library/OfficeFamily RoomFormal Dining Room SeparateFormal Living Room SeparateInside Utility Appliances Bar FridgeBuilt-In OvenConvection OvenDishwasherDisposalDryerGas Water HeaterIce MakerMicrowaveRangeRange HoodRefrigeratorWasher Building Area Total 7781 Cooling Central AirZoned Cooling YN Yes Fireplace Features GasLiving RoomOutside Fireplace Yn Yes Flooring CarpetMarbleTileHardwood Furnished Unfurnished Heating CentralElectricPropane Heating YN Yes Interior Features Built-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Central VacuumCoffered Ceiling(s)Crown MoldingEating Space In KitchenHigh CeilingsIn Wall Pest SystemKitchen/Family Room ComboPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsSplit BedroomStone CountersThermostatTray Ceiling(s)Vaulted Ceiling(s)Walk-In Closet(s)Wet BarWindow Treatments Laundry Features Electric Dryer HookupInsideLaundry Room Levels Two Rooms Bedroom 3 (Ceiling Fan(s)Walk-In Closet(s)) Living Room (Built-In Shelving) Dining Room Primary Bedroom (Built-In ShelvingDual Closets) Primary Bathroom (BidetDual SinksGarden BathRain Shower HeadWalk-In Closet(s)) Bedroom 2 (Walk-In Closet(s)) Laundry (Built-In Shelving) Kitchen (Granite CountersKitchen IslandPantryStone Counters) Bedroom 4 (Ceiling Fan(s)Built-in Closet) Bedroom 5 (Ceiling Fan(s)Walk-In Closet(s)) Dinette Family Room (Ceiling Fan(s)) Media Room (Ceiling Sewer Public Sewer Water Source Public Window Features DrapesRodsShuttersWindow Treatments

Property Features

Additional Lease Restrictions Please see Association documents. A copy of the lease and information sheet is to be provided to the Association. Amenities Additional Fees Boat slips first come for additional fee in deep water Marina. Property does have it's own dockprimarily for fishing and views. Association Amenities Basketball CourtClubhouseElevator(s)Fitness CenterParkPickleball Court(s)PlaygroundPoolRecreation FacilitiesTennis Court(s) Association Approval Required Yn No Association Fee 612.26 Association Fee Frequency Quarterly Association Fee Includes Common Area TaxesCommunity PoolRecreational Facilities Association Fee Monthly Amount 204.09 Association Fee Requirement Required Association Yn Yes Builder Name John Cannon Building Name Number JOHN CANNON Cdd Yn No Community Features Bay/Harbor FrontBoat SlipDockFishingIntracoastal WaterwayMarinaWater AccessWaterfrontClubhouseDeed RestrictionsFitness CenterGolf Carts OKParkPlaygroundPoolSidewalksTennis Court(s) Condo Land Included Yn No Down Payment Resource No Flood Zone Code XAE Garage Yn Yes Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventional Minimum Lease 3 Months New Construction Yn No Ownership Fee Simple Pet Restrictions See Association Documents. Pet Size Extra Large (101+ Lbs.) Pets Allowed Cats OKDogs OKYes Property Attached YN No Property Sub Type Single Family Residence Realtor Info As-IsLease RestrictionsNo SignSee Attachments Security Features Security SystemSmoke Detector(s) Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Southbay Yacht & Racquet Club Tax Annual Amount 16731.97 Total Annual Fees 2449.04 Total Monthly Fees 204.09 Utilities BB/HS Internet AvailableCable ConnectedElectricity ConnectedUnderground UtilitiesWater Connected Yrs Of Owner Prior To Leasing Re No Zoning RSF2


Listing information © 2025 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of PREMIER SOTHEBYS INTL REALTY: 941-364-4000.



© 2025 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2025-01-25T20:44:24.117.
 
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Crimaldi and Associates, LLC
201 W Marion Ave #1209B
Punta Gorda FL, 33950