Virtual TourMap

SoldSingle Family ResidenceSold

275 Lookout Point Drive

Osprey, FL 34229

$3,525,000

  • 5Beds
  • 5Baths5 full
  • 5,279Sq Ft
  • $668Per Sq Ft
  • 0.38Acres
  • 2007Built
Subdivision
Southbay Yacht & Racquet Club
County
Sarasota
MLS®
A4632453

Overview

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.

Listing Snapshot

Price
$3,525,000
Days On Site
N/A
Bedrooms
5
Inside Area (SqFt)
5,279 sqft
Total Baths
5
Full Baths
5
Partial Baths
0
Lot Size
0.38 Acres
Year Built
2007
MLS® Number
A4632453
Status
Sold
Property Tax
$16,731.97 (2023)
HOA/Condo/Coop Fees
$204.09 monthly
Sq Ft Source
Public Records

Property Details

General Features

16 items
Acres
0.38
Attached Garage
Yes
Direction Faces
East
Garage
Yes
Garage Spaces
3
Levels
Two
Parking
Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage, Oversized, Workshop in Garage, Attached
Pets
Cats OK, Dogs OK, Yes
Property Sub Type
Single Family Residence
Security
Security System, Smoke Detector(s)
Sewer
Public Sewer
SqFt Total
7,781
Style
Mediterranean
Utilities
Cable Available, Cable Connected, Electricity Connected, Underground Utilities, Water Connected
Water Source
Public
Zoning
RSF2

Interior Features

24 items
Appliances
Bar Fridge, Convection Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
Cooling
Central Air, Zoned
Fireplace
Yes
Fireplace Features
Gas, Living Room, Outside
Flooring
Carpet, Marble, Tile, Wood
Furnished
Unfurnished
Heating
Central, Electric, Propane
Interior
Built-in Features, Cathedral Ceiling(s), Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Stone Counters, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room
Spa
Yes
Window Features
Window Coverings, Drapes, Shutters, Window Treatments

Rooms

RoomDimensionsLevelFeatures
Bedroom 212x12First
Bedroom 312x13FirstCeiling Fan(s)
Bedroom 415x11FirstCeiling Fan(s)
Bedroom 513x12SecondCeiling Fan(s)
Dinette9x11First
Dining Room15x15First
Family Room13x19FirstCeiling Fan(s)
Kitchen12x15FirstGranite Counters, Kitchen Island, Pantry, Stone Counters
LaundryFirst
Living Room16x15First
Master BathroomFirstBidet, Double Vanity
Master Bedroom28x15First
Media RoomSecondCeiling Fan(s)

Exterior Features

13 items
Construction Details
Block, Concrete, Stucco
Exterior
Balcony, Lighting, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Dock
Lot Features
Cleared, Landscaped, Paved, Waterfront
Patio And Porch
Covered, Enclosed, Front Porch, Patio, Rear Porch, Screened
Pool Features
Gunite, Heated, In Ground, Screen Enclosure, Private
Private Pool
Yes
Roof
Concrete, Tile
Spa
Yes
Spa Features
Heated, In Ground
View
Water
Waterfront
Yes
Waterview
Water
Windows/Doors
Window Coverings, Drapes, Shutters, Window Treatments

Community Features

8 items
Association Amenities
Basketball Court, Clubhouse, Elevator(s), Fitness Center, Park, Playground, Pool, Recreation Facilities, Tennis Court(s)
Association Fee
$612.26
Association Fee Frequency
Quarterly
Community Features
Clubhouse, Fitness Center, Park, Playground, Pool, Sidewalks, Tennis Court(s)
MLS Area
34229 - Osprey
Township
38
Financing Terms Available
Cash, Conventional
Roads
Paved

Location

275 Lookout Point Drive, Osprey, FL 34229 · 34229 - Osprey

Open in Google Maps

Neighborhood & Commute

ZIP Code 34229

Median household income
$91,531
Income per person
$67,059
Households
4,095
Average household size
2.01
Median age
62.9

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

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

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Status changed to Closed
  3. Price changed to $3,997,000

Friends & Family

Similar Homes

For sale in Osprey, single family residence, within 20% of this price.

Listing courtesy of PREMIER SOTHEBYS INTL REALTY (941) 587-1776

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-08 03:09 PM EST

Powered by Showcase IDX, a Constellation1 company

We use cookies to improve your experience and our marketing. Privacy Policy