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You are here: Home / 275 Lookout Point Drive, Osprey, FL 34229 (MLS # A4632453)

275 Lookout Point Drive, Osprey, FL 34229 (MLS # A4632453)

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PRICE $3,997,000 dsIDX morgage calculator
BEDS 5
BATHS 5
HOME SIZE 5,279 sqft
LOT SIZE 16,553 sqft
Request More Info Schedule a Showing

Under contract-accepting backup offers. 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.

DAYS ON MARKET 232 LAST UPDATED 5/1/2025
TRACT SOUTHBAY YACHT & RACQUET CLUB YEAR BUILT 2007
COMMUNITY 34229 - Osprey GARAGE SPACES 3.0
COUNTY Sarasota STATUS Pending
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Laurel Nokomis Elementary
Jr. High School Laurel Nokomis Middle
High School Venice Senior High

PRICE HISTORY
Prior to Feb 5, '25 $4,750,000
Feb 5, '25 - Mar 5, '25 $4,475,000
Mar 5, '25 - Apr 17, '25 $4,250,000
Apr 17, '25 - Today $3,997,000


ADDITIONAL DETAILS
AIR Central Air, Zoned
AIR CONDITIONING Yes
APPLIANCES Bar Fridge, Convection Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
AREA 34229 - Osprey
CONSTRUCTION Block, Concrete, Stucco
EXTERIOR Balcony, Dock, Lighting, Outdoor Kitchen, Outdoor Shower, Rain Gutters
FIREPLACE Yes
GARAGE Yes
HEAT Central, Electric, Propane
HOA DUES 612.26
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
LOT 0.38 acre(s)
LOT DESCRIPTION Cleared, Landscaped, Paved, Waterfront
PARKING Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage, Oversized, Workshop in Garage, Attached
POOL Yes
POOL DESCRIPTION Gunite, Heated, In Ground, Screen Enclosure, Private
SEWER Public Sewer
STORIES 2
STYLE Mediterranean
SUBDIVISION SOUTHBAY YACHT & RACQUET CLUB
TAXES 16731.97
UTILITIES Cable Available, Cable Connected, Electricity Connected, Underground Utilities, Water Connected
VIEW Yes
VIEW DESCRIPTION Water
WATER Public
WATERFRONT Yes
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

0
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CONTACT US ABOUT 275 LOOKOUT POINT DRIVE
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Listing provided by Tamara Currey, PREMIER SOTHEBYS INTL REALTY, 941-364-4000
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 5/9/25 4:31 PM PDT.

This IDX solution is (c) Diverse Solutions 2025.

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The Lynn Group - Wendy Lynn - eXp Sarasota

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The Lynn Group - Wendy Lynn - eXp Sarasota

eXp Realty
Phone: (941) 421-7375
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