275 LOOKOUT POINT DRIVE, OSPREY, FL 34229

$4,590,000 · Active

MLS #A4707430

Price

$4,590,000

Status

Active

Bedrooms

5

Bathrooms

5

Living area

5,279 sq ft

Home type

Single Family Residence

Year built

2007

Lot size

0.38 acres

Full bathrooms

5

Half bathrooms

0

Private pool

Yes

Waterfront

Yes

New construction

No

HOA

Yes

55+ community

No

Levels

Two

County

Sarasota

Garage spaces

3

HOA fee

$656 · Quarterly

Annual property taxes

$17,826

Subdivision

SOUTHBAY YACHT & RACQUET CLUB

Appliances & Equipment

Built-In Oven · Cooktop · Dishwasher · Disposal · Dryer · Microwave · Refrigerator · Washer

Bathrooms

5 total bathrooms · 5 full bathrooms

Bedrooms

5 total bedrooms

Building

Built in 2007 · Living area: 5279 · Living area units: Square Feet · Building faces East · 2 stories · Levels: Two · Construction Materials: Cement Siding, Stucco

Community

Clubhouse · Dog Park · Fitness Center · Golf Carts OK · Handicap Modified · No Truck/RV/Motorcycle Parking · Park · Playground · Pool · Sidewalks · Tennis Court(s) · Street Lights

Cooling

Central Air

Exterior Features

Patio/Porch Features: Rear Porch, Screened · Balcony · Hurricane Shutters · Lighting

Fireplaces

Living Room

Floors

Carpet · Ceramic Tile

Foundation

Slab · Stem Wall

Garage

3 spaces

Heating

Central · Electric · Exhaust Fan · Propane

Home Owner's Association

Association Fee: $656 · Fee Frequency: Quarterly · Fee Includes: Pool · Amenities: Basketball Court, Clubhouse, Fitness Center, Handicap Modified, Lobby Key Required, Park, Pickleball Court(s), Playground, Pool, Shuffleboard Court, Tennis Court(s), Wheelchair Access

Interior Features

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)

Laundry

Inside · Laundry Room

Lot

0.38 acres · Landscaped · Near Marina · Trees/Landscaped

Parking

Driveway · Ground Level · Guest · Workshop in Garage

Pets Policy

Allowed: Yes

Pool

Heated · In Ground · Lighting

Property

Completed · Water

Roof

Concrete · Tile

Sewer

Public Sewer

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 · Water Source: Private, Public

Water Features

Intracoastal Waterway

Elementary school

Laurel Nokomis Elementary

Middle school

Laurel Nokomis Middle

High school

Venice Senior High

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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 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.

Courtesy of MICHAEL SAUNDERS & COMPANY 941-951-6660

Contact LPT Realty at (877) 366-2213 to ask about this home.