$3,100,000
 $16,641 est/mo Sourced by Back At You

321 Lookout Point Dr,OSPREY, FL 34229

OSPREY, FL 34229

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Description

Experience the epitome of waterfront living in the sought-after Southbay neighborhood. This 3 bedroom, 3.5 bath home is ideally positioned on a peninsula, providing sweeping panoramic water views. The moment you step inside, you will be mesmerized by the breathtaking bay views through a plethora of windows and sliding glass doors that flood the space with natural light. The open, main level is designed for both comfort and style, with vaulted ceilings, unobstructed water views from every room and hardwood floors. The kitchen is uniquely designed, featuring an extended breakfast bar, high end designer cabinets and stainless steel appliances. The great room, with wet bar, has views so perfect, they almost feel like artwork. The new clear view lanai screens provide a gorgeous tropical back drop to the pool and spa. Host friends and loved ones, using the outdoor kitchen and setting area for a fun-filled dinner, and watch the sun set, painting the sky with a golden glow. The first floor master suite consists of a spacious bedroom, a spa-like bathroom, and a separate area utilized as a private study. Upstairs you will find two additional en suite bedrooms. One opens to the new deck, has views over the Dryman Bay out to Casey Key, and is large enough to use as a second master suite. While the views and location of this home are drop-dead gorgeous, practical features also abound. This home has impact windows and doors, a brand new washer and dryer, and recently replaced roof, AC and tankless hot water heater. Southbay Yacht and Racquet Club has a seven-acre deep-water marina accommodating boats up to 55 feet with slips available to homeowners. It has an updated clubhouse and fitness center overlooking the bay, complete with a ballroom, catering kitchen, meeting room and library. Community amenities also include a geothermal heated pool, children's pool, tennis, pickleball, shuffleboard, basketball and kayak storage. Residents enjoy 20 acres of lush common grounds and five miles of walking trails, plus a vibrant calendar of social events.

Details

MLS #A4697345
Listing TypeFor Sale
StyleHouse
HOA Dues$656
Sub-TypeFor-sale
StatusPending
Year1978
Days On Site92
Listing Provided ByCOLDWELL BANKER REALTY | Steve Abbe

Features

Bed(s)3
Bath(s) 4 Total
SQ Feet3,122
Garage2
PoolYes
Story(s)2
ZoningRSF2
Acreage0.34

Taxes

Property16001

Area Information

StateFL
CountySarasota
CityOSPREY
Zip Code34229
Area34229 Osprey
SubareaSouthbay Yacht & Racquet Club
Community NameSOUTHBAY YACHT & RACQUET CLUB
School DistrictVenice Senior High
Elementary SchoolLaurel Nokomis Elementary
High SchoolVenice Senior High
Listing VS Median (in SOUTHBAY YACHT & RACQUET CLUB)
Price:
$3,100,000
low | high
Med:
$1,544,500
100% of Average
sqft:
3,122
low | high
Med:
2,833
59.256886611147% of Average
$ / sqft:
$993
low | high
Med:
$565
93.061051202914% of Average
On site:
92
low | high
Med:
54.5
100% of Average
Sourced by Back At You

Market Activity 34229

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of September 26, 2026 at 6:34:41 AM PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountySarasota
CityOSPREY
Zip Code34229
Area34229 Osprey
SubareaSouthbay Yacht & Racquet Club
Community NameSOUTHBAY YACHT & RACQUET CLUB
School DistrictVenice Senior High
Elementary SchoolLaurel Nokomis Elementary
High SchoolVenice Senior High
Listing VS Median (in SOUTHBAY YACHT & RACQUET CLUB)
Price:
$3,100,000
low | high
Med:
$1,544,500
100% of Average
sqft:
3,122
low | high
Med:
2,833
59.256886611147% of Average
$ / sqft:
$993
low | high
Med:
$565
93.061051202914% of Average
On site:
92
low | high
Med:
54.5
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $2.325M - $3.875M
sqft: 2,000 - 3,500
Nearby Listings Property ImageNearby Listings Details
206 FOUR KNOT LN Property Photo 1
$1,690,000
206 Four Knot Ln
Osprey, FL 34229
Listing Updated: September 25, 2026 at 12:35:07 PM PDT