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Debbie Urban

debbie.urban@engelvoelkers.com +1(219) 313-6399

$ 4,590,000

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275 LOOKOUT POINT DR Osprey, FL 34229

5 Beds

5 Baths

5,279 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 5,279 sqft

Price per Sqft $869

Subdivision Southbay Yacht & Racquet Club

MLS Listing ID A4707430

Bedrooms 5

Full Baths 5

Construction Status Completed

HOA Fees $656/qua

HOA Y/N Yes

Annual Recurring Fee 2624.0

Year Built 2007

Annual Tax Amount $17,826

Lot Size 0.380 Acres

Acres 0.38

Property Sub-Type Single Family Residence

Source Stellar MLS

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.

Location

State FL

County Sarasota

Community Southbay Yacht & Racquet Club

Area 34229 - Osprey

Zoning RSF2

Rooms

Other Rooms Bonus Room, Den/Library/Office, Family Room

Interior

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)

Heating Central, Electric, Exhaust Fan, Propane

Cooling Central Air

Flooring Carpet, Ceramic Tile

Fireplaces Type Living Room

Furnishings Unfurnished

Fireplace true

Appliance Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer

Laundry Inside, Laundry Room

Exterior

Exterior Feature Balcony, Hurricane Shutters, Lighting

Parking Features Driveway, Ground Level, Guest, Workshop in Garage

Garage Spaces 3.0

Pool Heated, In Ground, Lighting

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

Utilities Available 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

Amenities Available Basketball Court, Clubhouse, Fitness Center, Handicap Modified, Lobby Key Required, Park, Pickleball Court(s), Playground, Pool, Shuffleboard Court, Tennis Court(s), Wheelchair Access

Waterfront Description Intracoastal Waterway

View Y/N Yes

Water Access Yes

Water Access Desc Intracoastal Waterway,Marina

View Water

Roof Type Concrete,Tile

Porch Rear Porch, Screened

Attached Garage true

Exposure East

Garage true

Private Pool Yes

Building

Lot Description Landscaped, Near Marina

Story 2

Entry Level Two

Foundation Slab, Stem Wall

Lot Size Range 1/4 to less than 1/2

Builder Name John Cannon

Sewer Public Sewer

Water Private, Public

Structure Type Cement Siding,Stucco

New Construction false

Construction Status Completed

Schools

Elementary Schools Laurel Nokomis Elementary

Middle Schools Laurel Nokomis Middle

High Schools Venice Senior High

Others

Pets Allowed Yes

HOA Fee Include Pool

Senior Community No

Ownership Fee Simple

Monthly Total Fees $218

Membership Fee Required Required

Special Listing Condition None

Virtual Tour https://pix360.com/phototour3/42064/

Listed by Natalie Gutwein MICHAEL SAUNDERS & COMPANY

NEARBY SCHOOLS & PROPERTIES

Debbie Urban

Advisor License ID: SL3366847

+1(219) 313-6399

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