TomEdrington- Commercial Division Manager
Sign Up Login

275 Lookout Point Drive, Osprey, FL 34229

$4,590,000
  • 275 Lookout Point Drive, Osprey, FL 34229 Main Photo

96 Photos

New to the Market Active
BEDS5 BATHS5 full SQUARE FEET5,279 MLS#A4707430
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONSOUTHBAY YACHT & RACQUET CLUB

Property Description

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 and a fresh, refined coastal presence. Beyond the grand double-door entry, the home immediately opens to dramatic water views, drawing the eye through the interior and out toward the horizon. Ceilings rising to approximately 21 feet enhance the sense of scale, while a series of inviting living and entertaining spaces allow the home to feel equally suited for intimate evenings or larger gatherings. The kitchen serves as the heart of the residence, anchored by a substantial granite island and complemented by a gas cooktop with pot filler, while views stretch beyond the pool to the water. A full bar and dedicated wine room enhance the main level, with an additional wet bar upstairs for effortless entertaining throughout the home. Privately positioned on the main level, the primary suite is a serene waterfront retreat with a sitting area, two generous closets and an expansive bath. Additional downstairs bedrooms are thoughtfully located on the opposite side of the residence, creating privacy and separation for family and guests. Upstairs, either an office or a fifth bedroom offers an elevated and inspiring setting for work or quiet retreat, with access to the upper terrace and its sweeping water views. From both floors, the landscape of water and sky becomes part of the experience of the home. Outdoor living is equally memorable. A heated pool and spa, covered and screened entertaining areas, outdoor kitchen, fireplace, expansive terraces and private dock create a seamless connection between the residence and the waterfront. Mornings begin with peaceful views across the water, afternoons unfold poolside, and evenings are defined by the colors of sunset. Southbay Yacht & Racquet Club offers one of the area's most distinctive boating lifestyles. Its community-owned deep-water marina accommodates vessels up to 55 feet, allowing residents to walk or take a golf cart from home to their boat. Community amenities include a renovated clubhouse, geothermal pool, fitness center overlooking the marina, tennis and pickleball courts, bocce, shuffleboard, basketball, kayak storage, a waterfront park, approximately 20 acres of common grounds and miles of walking trails. Perfectly positioned between Sarasota and Venice and convenient to Siesta Key, Nokomis Beach, the Legacy Trail, Pine View School, waterfront dining, shopping and Oscar Scherer State Park, 275 Lookout Point is a compelling blend of scale, setting and lifestyle-a substantial waterfront residence with panoramic views, private outdoor living and direct access to the heart of Southbay's boating community.

275 Lookout Point Drive | MLS# A4707430

This single family home located at 275 Lookout Point Drive, Osprey, FL 34229 is currently listed for sale with an asking price of $4,590,000. This property was built in 2007 and has 5 bedrooms and 5 full baths with 5279 sq. ft. Lookout Point Drive is located in the SOUTHBAY YACHT & RACQUET CLUB subdivision. Search SOUTHBAY YACHT & RACQUET CLUB real estate on tedrington.floridaexecutiverealty.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 3 car attached
Heating: Central, Electric, Exhaust Fan, Propane
Lot Size: 0.38 Acres
Roof Type: Concrete, Tile
Stories: 2.0
Taxes: $17,826
Year Built: 2007

Amenities

Built-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)
Balcony
Hurricane Shutters
Lighting

Feature Descriptions

Additional Rooms: Bonus Room, Den/Library/Office, Family Room
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Association Amenities: Basketball Court, Clubhouse, Fitness Center, Handicap Modified, Lobby Key Required, Park, Pickleball Court(s), Playground, Pool, Shuffleboard Court, Tennis Court(s), Wheelchair Access
Builder: John Cannon
Community Features: Clubhouse, Dog Park, Fitness Center, Golf Carts OK, Handicap Modified, No Truck/RV/Motorcycle Parking, Park, Playground, Pool, Sidewalks, Tennis Court(s), Street Lights
Directions: Take 41 to Blackburn Point Road. Southbay Yacht & Raquet Club will be on your left, go straight through first stop sign, take a right on Harbor House Drive, take a left onto Lookout Point Drive and it will be on your right.
Disaster Mitigation: Hurricane Shutters/Windows
Exterior: Cement Siding, Stucco
Fireplace: Living Room
Fireplace Y/N: Yes
Flood Zone Code: AE, X
Flooring: Carpet, Ceramic Tile
Foundation: Slab, Stem Wall
Frontage ICW: 100
HOA Fee: 656/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Lot: Landscaped, Near Marina
Lot Dimensions: 0.38
Ownership: Fee Simple
Parking: Driveway, Ground Level, Guest, Workshop in Garage
Parking Notes: Driveway, Ground Level, Guest, Workshop in Garage
Patio/Porch: Rear Porch, Screened
Pets Allowed: Yes
Pool: Heated, In Ground, Lighting
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, Call Listing Agent, ShowingTime
Spa: Heated, In Ground
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Fiber Optics, Propane, Sewer Available, Sewer Connected, Underground Utilities, Water Available, Water Connected
Vegetation: Trees/Landscaped
Water: Private, Public
Water Access: Intracoastal Waterway, Marina
Water Access Y/N: Yes
Waterfront Features: Intracoastal Waterway, No Wake Zone
Water View: Intracoastal Waterway
Zoning: RSF2

Room Sizes

Living Room: 16x15
Kitchen: 12x15
Great Room: 13x19
Primary Bedroom: 28x15
Bedroom 2: 12x12
Bedroom 3: 12x13
Bedroom 4: 15x11
Bedroom 5: 13x12

Local Schools

High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Elementary School: Laurel Nokomis Elementary

Listed By / Shown By

Listed By

Agency Name: MICHAEL SAUNDERS & COMPANY
Agency Contact: 941-951-6660

IDX logo

Estimate Your Payment

Estimated Payment

$ 13,039.60 per month $10,215.35 Principal & Interest $1,485.50 Property Tax $1,338.75 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Login to My Homefinder