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275 LOOKOUT POINT DRIVE OSPREY FL 34229 Sold 06/06/2025

Sold for $3,525,000
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275 LOOKOUT POINT DRIVE, OSPREY, FL 34229 Sold 06/06/25 275 LOOKOUT POINT DRIVE, OSPREY, FL 34229 Sold 06/06/25 275 LOOKOUT POINT DRIVE, OSPREY, FL 34229 Sold 06/06/25 275 LOOKOUT POINT DRIVE, OSPREY, FL 34229 Sold 06/06/25

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 275 Lookout Point Dr

5 Bedrooms
5 Bathrooms
3 Car Garage
7,781 Square Feet
5,279SF Living Area
Pool:
Yes
Water
Year Built 2007

Don't miss this home for sale in Southbay Yacht And Racquet Club! 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.

This luxury single family home was built in 2007 and features 5 bedrooms, and 5 full bathrooms. This home for sale is 7,781 square feet, with 5,279 sq ft being air conditioned living space. The home has a 3 car garage and has a private swimming pool.

Directions to this property are as follows: From Us-41 Go West Into South Bay Yacht & Racquet Club (south Bay Dr.), Turn Left On Four Knot Lane, Turn Left On Lookout Point Dr, The House Will Be On Your Right.

Please contact your ZFC agent for more information about MLS# MFRA4632453 or any other homes for sale in Osprey or elsewhere in the Sarasota County area.

Features & Amenities

Appliances

Bar Fridge, Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer

Other Equipment

Irrigation Equipment

Architecture

Mediterranean

Cooling

Central Air, Zoned

Heating

Central, Electric, Propane

Flooring

Carpet, Marble, Tile, Wood

Parking

Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage, Oversized, Workshop in Garage

Lot Size

16709

View

Water view

Construction Materials

Block, Concrete, Stucco

Security Features

Security System, Smoke Detector(s)

Interior Features

Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Central Vaccum, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, In Wall Pest System, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments

Furnished

Unfurnished

Exterior Features

Balcony, Hurricane Shutters, Lighting, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors

Lot Features

Cleared, Flood Zone, In County, Landscaped, Near Marina, Paved

Builder Name

John Cannon

Patio And Porch Features

Covered, Enclosed, Front Porch, Patio, Rear Porch, Screened

Pool Features

Gunite, Heated, In Ground, Lighting, Outside Bath Access, Screen Enclosure

Roof

Concrete, Tile

Window Features

Drapes, Rods, Shutters, Window Treatments

Utilities

B B/H S Internet Available, Cable Connected, Electricity Connected, Underground Utilities, Water Connected

Waterfront Features

Bay/Harbor, Intracoastal Waterway

Laundry

Electric Dryer Hookup, Inside, Laundry Room

Fireplace

Gas, Living Room, Outside

Spa Features

Heated, In Ground

Zoning

R S F2

Year Built

2007

Pets Allowed

Cats O K, Dogs O K, Yes

Annual Real Estate Taxes

$16,732 (2023)

Legal Description

Lot 301 Southbay Yacht & Racquet Club

Property Type

Single Family Home

HOA Fees

$612 /Quarterly

Association Fee Includes

Common Area Taxes, Pool, Recreational Facilities

Association Amenities

Basketball Court, Clubhouse, Elevator(s), Fitness Center, Park, Pickleball Court(s), Playground, Pool, Recreation Facilities, Tennis Court(s)

Community Features

Clubhouse, Deed Restrictions, Fitness Center, Golf Carts O K, Park, Playground, Pool, Sidewalks, Tennis Court(s)

Direction Faces

East

MLS Number

MFRA4632453

Universal Property Id

U S-12115-N-0158070010-R-N

Days On Market

124

Community Name

Southbay Yacht & Racquet Club

Property Manager

Judy Brown 941 966 4237

275 Lookout Point Dr Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 275 Lookout Point Dr should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2023 which are $16,732 but will likely change when this home sells. These estimations are calculated from a list price of $3,997,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 275 Lookout Point Dr

Address Sale Price Bed Bth Size Location Sale Date
209 KEEL WAY $Log in to view 3 2/1 4,248SF Southbay Yacht & Racquet Club 12/13/2024
284 LOOKOUT POINT DR $Log in to view 3 3/0 4,131SF Southbay Yacht & Racquet Club 05/22/2025
322 YACHT HARBOR DR $Log in to view 3 4/0 4,125SF Southbay Yacht & Racquet Club 09/27/2024
247 KEEL WAY $Log in to view 3 2/0 4,014SF Southbay Yacht & Racquet Club 04/16/2025
146 YACHT HARBOR DR $Log in to view 3 2/1 3,924SF Southbay Yacht & Racquet Club 02/14/2025
206 FOUR KNOT LN $Log in to view 3 2/0 3,837SF Southbay Yacht & Racquet Club 11/15/2024
1321 SOUTHBAY DR $Log in to view 3 2/1 3,800SF Southbay Yacht & Racquet Club 10/04/2024
327 SEA ANCHOR DR $Log in to view 2 3/0 3,735SF Southbay Yacht & Racquet Club 05/28/2025
128 SEA ANCHOR DR $Log in to view 3 3/0 3,714SF Southbay Yacht & Racquet Club 04/15/2025
229 LOOKOUT POINT DR $Log in to view 3 3/0 3,321SF Southbay Yacht & Racquet Club 04/23/2025
419 YACHT HARBOR DR $Log in to view 3 3/0 3,283SF Southbay Yacht & Racquet Club 02/12/2025
1426 LANDVIEW LN $Log in to view 4 3/0 3,247SF Southbay Yacht & Racquet Club 06/10/2025

MLS# MFRA4632453 Listing History

09/20/2024 Listed for sale by PREMIER SOTHEBYS INTL REALTY with MLS# MFRA4632453 with a list price of $4,750,000.
06/06/2025 Sold For $3,525,000 by Tamara Currey with PREMIER SOTHEBYS INTL REALTY.

Sarasota County Schools

High School

Public Transportation

Breeze Transit:

77 Siesta Islander

Breeze Transit:

Sarasota/US-41/Venice

Breeze Transit:

77 Siesta Islander

Breeze Transit:

77 Siesta Islander

Breeze Transit:

Sarasota/US-41/Venice

This listing of 275 Lookout Point Dr Osprey FL 34229 was last updated on 2025-06-06 11:44:02. Listing courtesy of PREMIER SOTHEBYS INTL REALTY.
MLS

Map of 275 Lookout Point Dr Osprey FL 34229

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. 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.

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