Refine Search

321 Lookout Point Drive, Osprey, FL 34229

$3,100,000
  • 321 Lookout Point Drive, Osprey, FL 34229 Main Photo

77 Total Photos [Click to View All]

Pending
BEDS3 BATHS3 full 1 partial SQUARE FEET3,122 MLS#A4697345
STATUSPending PROPERTY TYPEResidential - Single Family SUBDIVISIONSOUTHBAY YACHT & RACQUET CLUB

Property 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.

321 Lookout Point Drive | MLS# A4697345

This single family home located at 321 Lookout Point Drive, Osprey, FL 34229 is currently listed for sale with an asking price of $3,100,000. This property was built in 1978 and has 3 bedrooms and 3 full and 1 partial baths with 3122 sq. ft. Lookout Point Drive is located in the SOUTHBAY YACHT & RACQUET CLUB subdivision. Search SOUTHBAY YACHT & RACQUET CLUB real estate on amandapaez.ikeyrealty.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central
Lot Size: 0.34 Acres
Roof Type: Tile
Stories: 2.0
Taxes: $16,001
Year Built: 1978

Amenities

High Ceilings
Balcony
Outdoor Grill
Outdoor Kitchen
Sliding Doors

Feature Descriptions

Appliances: Built-In Oven, Cooktop, Dishwasher
Days on Site: 53
Directions: Rte. 41/South Tamiami Trail to Blackburn Point Rd. West on Blackburn. Make a right on Southbay Drive. Make a left on Harbor Huse Drive. Make a right on Lookout Point Dr. to address.
Exterior: Stucco
Flood Zone Code: AE*
Flooring: Carpet, Tile, Wood
Foundation: Slab
Garage Dimensions: 19x22
HOA Fee: 656.62/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot Dimensions: 0.34
Ownership: Fee Simple
Pets Allowed: Yes
Pool: In Ground
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, Contact Call Center, Listing Agent Must Accompany, ShowingTime
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Electricity Connected
Water: Public
Water Access Y/N: No
Zoning: RSF2

Room Sizes

Great Room: 34x20
Dining Room: 21x13
Kitchen: 19x12
Primary Bedroom: 19x13
Bedroom 2: 14x13
Bedroom 3: 16x13
Balcony/Porch/Lanai: 48x29

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: COLDWELL BANKER REALTY
Agency Contact: 941-383-6411

Shown By

Agent Name: Mandy
Agent Phone: (419) 689-4066
Agency Title: Key Realty

IDX logo

Estimate Your Payment

Estimated Payment

$ 19,578.10 per month $17,340.52 Principal & Interest $1,333.42 Property Tax $904.17 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 08/19/2026. The listing information on this page last changed on 08/19/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 08/19/2026 12:25:57 AM EST) or MichRic (Michigan Regional Information Center) (last updated Tue 08/18/2026 11:17:41 PM EST) or Metrolist - RECOLORADO by MLSGRID (last updated Tue 08/18/2026 11:34:30 PM EST) or MRED MLS (last updated Wed 08/19/2026 12:18:59 AM EST) or NIRA MLS (last updated Tue 08/18/2026 11:04:45 PM EST) or RealComp MLS (last updated Wed 08/19/2026 12:14:16 AM EST) or Dayton MLS (last updated Tue 08/18/2026 11:46:46 PM EST) or NORIS MLS (last updated Tue 08/18/2026 11:14:21 PM EST) or IRES MLS (last updated Wed 08/19/2026 12:17:05 AM EST) or Colorado Real Estate Network IDX (last updated Tue 08/18/2026 7:05:52 PM EST) or CBRMLS (last updated Wed 08/19/2026 12:24:33 AM EST) or Multiple Listing Service of Greater Cincinnati (last updated Tue 08/18/2026 11:53:26 PM EST) or Terrehaute MLS (last updated Wed 08/19/2026 12:21:16 AM EST) or elevate MLS (last updated Wed 08/19/2026 12:14:58 AM EST) or Stellar MLS (last updated Wed 08/19/2026 12:13:52 AM EST) or NKY MLS (last updated Tue 08/18/2026 11:28:25 PM EST) or Wrist MLS (last updated Tue 08/18/2026 11:24:27 PM EST) or Firelands MLS (last updated Tue 08/18/2026 11:11:48 PM EST) or LCAR MLS (last updated Tue 08/18/2026 10:50:13 AM EST) or West Central MLS (last updated Tue 08/18/2026 9:53:17 PM EST) or Fort Myers (last updated Tue 08/18/2026 11:04:27 PM EST) or Aspen/Glenwood Springs MLS (last updated Tue 08/18/2026 9:29:56 PM EST) or Northern Nevada Regional MLS (last updated Wed 08/19/2026 12:21:43 AM EST) or MLS NOW (last updated Wed 08/19/2026 12:17:30 AM EST) or Northern Great Lakes Association of Realtors (last updated Tue 08/18/2026 4:49:29 PM EST) or Mansfield MLS (last updated Tue 08/18/2026 11:47:24 PM EST) or Metropolitan Indianapolis Board of Realtors (last updated Wed 08/19/2026 12:21:27 AM EST) or Grand Junction MLS (last updated Tue 08/18/2026 11:37:08 PM EST) or Knox County MLS (last updated Tue 08/18/2026 11:08:12 PM EST) or IRMLS (last updated Tue 08/18/2026 11:12:10 PM EST) or Pueblo MLS (last updated Tue 08/18/2026 11:43:42 PM EST) or Upper Peninsula MLS (last updated Tue 08/18/2026 11:10:11 PM EST) or Greater Lansing MLS (last updated Tue 08/18/2026 10:35:23 PM EST) or SEBAR MLS (last updated Tue 08/18/2026 11:39:19 PM EST) or Water Wonderland MLS (last updated Tue 08/18/2026 10:52:49 PM EST) or Eastern Upper Peninsula MLS (last updated Tue 08/18/2026 11:59:42 PM EST) or Scioto Valley MLS (last updated Tue 08/18/2026 10:02:55 PM EST) or Northern Michigan MLS (last updated Tue 08/18/2026 9:34:51 PM EST). Real estate listings held by brokerage firms other than Key Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that 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, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. 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.



Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: 1-877-539-7589 | Ohio Lic# REC.2010002888 6800 W Central Ave #B, Toledo, OH 43617 | Michigan Lic# 6505366134 8040 Summerfield Rd, Lambertville, MI 48144 | Indiana Lic# RC52400106 3029 W Smith Valley Rd #211, Greenwood, IN 46142 | West Virginia LIC# 010306 Erin Rickman, Broker. 410 Market St #3, Parkersburg, WV, 26101 | Colorado LIC# EC.100108419 603 Rood Ave, Grand Junction, CO 81501 | Nevada LIC# B.0146350.LLC 9190 Double Diamond Pwky, Reno, NV 89521 | Florida LIC# CQ1073507 16638 Mooner Plank Cir, Wimauma, FL 33598 | Illinois LIC# 481014661 640 S Washington St. Suite 212, Naperville, IL 60540



Agent License Information:  Brokerage/Company License Number: REC.2010002888

Login to My Homefinder