Movoto Real Estate
Sold on 06/27/2026
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321 Lookout Point Dr, Osprey, FL 34229

$2,910,000

Last sold 06/27/2026 after 24 Hours

  • 3

    bed

  • 4

    bath

  • 3,122

    Sqft ($932/Sqft)

House not for sale

About 321 Lookout Point Dr

Property type House
Neighborhood
Year built 1978
HOA fee $219/month
Lot size 0.34 Acre
Movoto estimate
Parking 2 garage spaces
Rental estimate
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.
Listed by
Listing Agent - Steve Abbe
Listing Agent Contact: 941-383-6411
Listing Office - COLDWELL BANKER REALTY
Source: Stellar MLS mls logo
MLS#A4697345 • last updated 4 hours ago
Movoto checked Stellar MLS for data 8 minutes ago
Overview
Cooling/AC Central Air
Heating Central
Levels/Style 2, Two
Type Residential
SubType Single Family Residence
Status Sold
MLS # A4697345
SqFt 3122
Lot Size (Acres) 0.34
Lot Size (SqFt) 14888
Property Tax 16001.71
Year Built 1978
HOA Name Southbay Yacht And Racquet Club/Judy Brown
HOA Fee 656.62, Quarterly
Interior
Total # Bathrooms 4
# Full Baths 3
# Half Baths 1
# Bedrooms 3
Total # of Rooms 7
Laundry Inside
Interior Features High Ceilings
Exterior
Exterior Balcony, Outdoor Grill, Outdoor Kitchen
Roof Tile
Construction Stucco
Foundation Slab
# Garage Spaces 2
Amenities / Utilities
Utilities Desc Electricity Connected
Sewer Public Sewer
Pool Desc In Ground
Location
County Sarasota
Subdivision SOUTHBAY YACHT & RACQUET CLUB
Elementary School Laurel Nokomis Elementary
Middle School Sarasota Middle
High School Venice Senior High
APN 158020018
Zoning RSF2
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.
Lot/ Land Details
Road Surface Type Paved
$3.24M
Range: $2.92M-$3.56M
Last 30 days 
Rental est.: $8,153/month
Gross rent multiplier: 29.7
  • Oct 2026
    mls logo MLS # A4697345
  • Oct 7, 2026 Sold
    $2,910,000 (-6.1%)
  • Jun 27, 2026 Pending
    —
  • Jun 26, 2026 Listed
    $3,100,000
  • Year Property taxes Tax assessment
  • 2025
    $15,140 -0.4%
    $1,353,099 +2.9%
  • 2024
    $15,206 +2.6%
    $1,314,965 +3.0%
  • 2023
    $14,824 +4.2%
    $1,276,665 +5.1%
  • 2022
    $14,231 -1.6%
    $1,214,723 +2.0%
  • 2021
    $14,461 -0.8%
    $1,190,943 +1.4%
  • 2020
    $14,571 +2.6%
    $1,174,500 +1.98%
  • 2019
    $14,204 +1.3%
    $1,151,700 +1.35%
  • 2018
    $14,024 -5.8%
    $1,136,400 -2.65%
  • 2016
    $14,888 +65.1%
    $1,167,300
  • 2015
    $9,020
    —
  • 321 Lookout Point Dr
    $2.91M
  • Osprey
    $782K 0% y/y
  • 34229
    $775K 0% y/y
  • Osprey
    $775K 0% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
313 Lookout Point Dr, Osprey, FL 34229 $5,628,000 4/4 3,685 0.02
309 Lookout Point Dr, Osprey, FL 34229 $7,984,000 4/4 3,934 0.04
305 Lookout Point Dr, Osprey, FL 34229 $1,943,000 3/2 3,044 0.06
297 Lookout Point Dr, Osprey, FL 34229 $4,269,000 4/3 3,338 0.08
323 Yacht Harbor Dr, Osprey, FL 34229 $4,196,000 3/3 3,124 0.08
349 Yacht Harbor Dr, Osprey, FL 34229 $3,787,000 4/5 3,202 0.1
293 Lookout Point Dr, Osprey, FL 34229 $4,561,000 3/3 3,256 0.1
281 Harbor House Dr, Osprey, FL 34229 $1,342,000 3/2 2,836 0.1

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

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8/10
Laurel Nokomis School
public Grades PK, K-8
Sarasota
8/10
Source: GreatSchools.org © 2026. All rights reserved.

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