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Active15 days on market
$4,590,000
275 LOOKOUT POINT DROSPREY, FL 34229SOUTHBAY YACHT & RACQUET CLUB · Single Family Residence
5Beds
5Baths
5,279Sq ft
0.38 acLot
3-carGarage
2007Built
YesPool
YesWaterfront
About this home
Experience exceptional waterfront living in Southbay Yacht & Racquet Club at this expansive custom John Cannon residence offering more than 5,200 square feet, 5 bedrooms, 5 baths and sweeping panoramic water views from both levels. Set along more than 135 feet of waterfront, the home was thoughtfully designed to embrace its remarkable setting, with soaring ceilings, generous expanses of glass and beautifully proportioned indoor and outdoor living spaces overlooking the bay and Intracoastal Waterway. A completely reimagined front drive and all-new landscaping create a striking first impression…
Description as provided by the listing brokerage.
Highlights
- Heated saltwater pool
- Water frontage — Intracoastal Waterway
- 3-car garage
- Balcony
- Hurricane Shutters
- Lighting
- Built-in Features
- Ceiling Fans(s)
- Crown Molding
The details
StatusActive
MLS #MFRA4707430
Property typeSingle Family Residence
Year built2007
Lot size0.38 ac
Living area5,279 sq ft
Price per sq ft$869
HOA$656 / quarterly
CDDNo
Taxes$17,826 (2025)
Garage3-car
Stories2
Days on market15
CountySarasota
Flood zoneAE, X (verify)
ListedSep 29, 2026
Features & property details
Interior
Full baths5
Half baths0
Rooms11
Additional roomsBonus Room,Den/Library/Office,Family Room
FlooringCarpet, Ceramic Tile
AppliancesBuilt-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Interior featuresBuilt-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s)
LaundryInside, Laundry Room
FireplaceYes
Fireplace featuresLiving Room
CoolingCentral Air
HeatingCentral, Electric, Exhaust Fan, Propane
In-law suite0
Exterior & lot
Exterior featuresBalcony, Hurricane Shutters, Lighting
Patio & porchRear Porch, Screened
ViewWater
Lot featuresLandscaped, Near Marina
VegetationTrees/Landscaped
FacesEast
Road surfacePaved
Construction
ConstructionCement Siding, Stucco
FoundationSlab, Stem Wall
RoofConcrete, Tile
ConditionCompleted
BuilderJohn Cannon
Living area sourcePublic Records
Building area (sq ft)7,781
Parking
GarageYes
Attached garageYes
CarportNo
Parking featuresDriveway, Ground Level, Guest, Workshop in Garage
Pool & water
PoolHeated, In Ground, Lighting
SpaYes
Spa featuresHeated, In Ground
WaterfrontIntracoastal Waterway
Water accessIntracoastal Waterway,Marina
Water viewIntracoastal Waterway
Water extrasNo Wake Zone
Waterfront feet100
Community & HOA
AssociationSouthbay Yacht & Racquet Club - Rachelle Freed
HOA fee$656
HOA frequencyQuarterly
Fee includesPool
AmenitiesBasketball Court, Clubhouse, Fitness Center, Handicap Modified, Lobby Key Required, Park, Pickleball Court(s), Playground, Pool, Shuffleboard Court, Tennis Court(s), Wheelchair Access
Fee requirementRequired
Approval required0
Total monthly fees$218.67
Total annual fees$2,624
Community featuresClubhouse, Dog Park, Fitness Center, Golf Carts OK, Handicap Modified, No Truck/RV/Motorcycle Parking, Park, Playground, Pool, Sidewalks, Tennis Court(s), Street Lights
55+ communityNo
PetsYes
Minimum lease3 Months
Lease restrictions0
SW communitySouthbay Yacht & Racquet Club
Utilities & efficiency
UtilitiesBB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Fiber Optics, Propane, Sewer Available, Sewer Connected, Underground Utilities, Water Available, Water Connected
SewerPublic Sewer
Water sourcePrivate, Public
Financial & terms
CDD0
Tax year2,025
Homestead0
OwnershipFee Simple
Special conditionsNone
ZoningRSF2
OccupantVacant
MLS area34229 - Osprey
Where it sits
Approximate location shown. Exact address available on request per listing brokerage.
Schools
ElementaryLaurel Nokomis ElementarySarasota County
MiddleLaurel Nokomis MiddleSarasota County
HighVenice Senior HighSarasota County
School assignments change; verify with the district before relying on them.
More like this
Stellar MLSMLS# MFRA4707430Listing courtesy of MICHAEL SAUNDERS & COMPANYLast updated Oct 16, 2026, 11:06 AM