238 Lookout Point Dr

Osprey, FL 34229

$895,000
Price
3
Beds
2,676 Sq. Ft.
$334 / Sq. Ft.
2,676
Sq. Ft.
$334
per Sq. Ft.

Description

This is an outstanding Southbay residence and a fantastic opportunity to live in one of the best boating communities on the Southwest coast of Florida. This home has been updated with a gourmet custom kitchen, perfect for entertaining guests and hosting company. From the granite countertops to the gas cooktop, and custom cabinetry, it is a pleasure to cook in here! The dining room is spacious with plenty of room plus a built-in custom buffet, overlooking the expansive living room. The media/family...This is an outstanding Southbay residence and a fantastic opportunity to live in one of the best boating communities on the Southwest coast of Florida. This home has been updated with a gourmet custom kitchen, perfect for entertaining guests and hosting company. From the granite countertops to the gas cooktop, and custom cabinetry, it is a pleasure to cook in here! The dining room is spacious with plenty of room plus a built-in custom buffet, overlooking the expansive living room. The media/family room featuring a wood-burning fireplace, is set up for a large screen TV and sound wired throughout to achieve maximum viewing and listening pleasure. The primary bedroom is huge with 2 large walk-in closets, and the en suite bathroom is well suited for comfort and convenience. The other two bedrooms are well-sized and the guest bathroom and half-bath have been tastefully updated. Outside, the oversized lanai provides plenty of room for entertaining or just relaxing, and enjoying the landscaped view.. Southbay Yacht & Racquet Club is a premier marina community with a newly renovated clubhouse offering numerous amenities, including a fitness room, card room, and two kitchens for preparing for events. The community has a geo-thermal pool overlooking the marina, a shuffleboard court, three tennis courts, four pickleball courts, a bocce ball court, and a basketball court. Plus, there is kayak storage, a waterfront park, and nearly 20 acres of common grounds with miles of walking trails and paths. This house is a unique treasure, perfect for someone wanting to live in an exceptional home within an exceptional community! Call for your showing today!
  1. Listed by Susanne Losso • Brokerage DRE #269015 • COLDWELL BANKER REALTY
    P: (941)-928-0023 C: (941)-928-0023 Susanne.Losso@FloridaMoves.com

Property Details for 238 Lookout Point Drive

Architectural Style
Custom
Subdivision Name
SOUTHBAY YACHT & RACQUET CLUB
Township
38
Garage Spaces
2
View
Park/Greenbelt
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 01/11/2026 04:09 PM

Property Details for 238 Lookout Point Drive

StatusActive
MLS #A4671468
Days on Market58
Taxes$5,264 / year
HOA Fees$2,449 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1981
Lot Size0.28 AC / 12,000 SF
CountySarasota County

Location

Listing Courtesy of COLDWELL BANKER REALTY, Susanne Losso
Add your commute

Building Information for 238 Lookout Point Drive

Stories-Year Built1981Building Size-Lot Size0.28 AC / 12,000 SF

Payment Calculator

$5,005 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,362

Property Taxes

$439

HOA Dues

$204

The Payment Calculator is for illustrative purposes only.

Property Information for 238 Lookout Point Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3660.0
  • Building Area Units: Square Feet
  • Community Features: Bay/Harbor Front, Boat Slip, Dock, Intracoastal Waterway, Marina, Water Access, Waterfront, Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, Irrigation-Reclaimed Water, Pool, Tennis Court(s)
  • Direction Faces: South
  • Directions: From South Tamiami Trail, go west on Southbay Drive at the entrance, make a left on Buoy Lane, and right on Lookout Point Dr. Home is on the right.
  • Elementary School: Laurel Nokomis Elementary
  • Middle Or Junior School: Venice Area Middle
  • High School: Venice Senior High
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • SW Subdiv Community Name: Southbay Yacht & Racquet Club
  • Unit Number: No
  • Street Number: 238
  • Street Name: LOOKOUT POINT
  • Street Suffix: DRIVE
  • State: FL
  • City: OSPREY
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 23x21
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: Yes
  • Association Fee Includes: Common Area Taxes, Community Pool, Manager, Recreational Facilities
  • Association Fee Requirement: Required
  • Association Name: Southbay Yacht & Racquet Club Judy Brown
  • Association Phone: 941 966-4237
  • Association: Yes
  • CDD: No
  • Pet Restrictions: See HOA Covenants
  • Tax Book Number: 22-27
  • Tax Legal Description: LOT 268 SOUTHBAY YACHT & RACQUET CLUB
  • Tax Lot: 268
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Additional Water Information: Boat Slips, Jet Ski Docks and Kayak Storage are available on a first come, first serve basis.
  • Lot Features: In County, Landscaped, Near Marina
  • Parcel Number: 0158080026
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: Intracoastal Waterway, Marina
  • Water Access: Yes
  • Water Extras: Assigned Boat Slip, Bridges - No Fixed Bridges
  • Water Extras: Yes
  • Water: Assigned Boat Slip, Bridges - No Fixed Bridges
  • Zoning: RSF2
  • Living Area: 2676
Property and Assessments
  • Year Built Numeric: 1981
  • Association Amenities: Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Park, Pickleball Court(s), Playground, Pool, Tennis Court(s)
  • Flood Zone Code: X500
  • Flood Zone Date: 03-27-2024
  • Flood Zone Panel: 12115C0236G
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 18
  • Public Survey Section: 15
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Available, Electricity Available, Public, Sewer Connected, Sprinkler Well, Underground Utilities, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Wood Siding
  • Exterior Features: Rain Gutters, Sliding Doors
  • Foundation Details: Slab
  • Levels: One
  • Patio And Porch Features: Covered, Front Porch, Rear Porch, Screened
  • Pool Private: No
  • Pool: Community
  • Pool Private: Yes
  • Roof: Shingle
  • Waterfront Features: Bay/Harbor Front, Waterfront
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Appliances: Built-In Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Range Hood, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace Features: Wood Burning
  • Fireplace: Yes
  • Flooring: Carpet, Laminate, Tile
  • Heating: Central, Electric, Heat Pump
  • Interior Features: Ceiling Fan(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s), Window Treatments
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 13.0
  • Water View: No
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 238 Lookout Point Drive

DateEvent & SourcePriceAppreciation
Nov 21, 2025

Listed (Active)

MFRMLS #A4671468

$895,000—
Nov 4, 2025

Expired

MFRMLS #A4650720

$959,000—
Jun 4, 2025

Price Change

MFRMLS #A4650720

$979,000—
May 5, 2025

Listed (Active)

MFRMLS #A4650720

$999,000—
Apr 16, 2018

Sold

MFRMLS #A4211455

$375,000—
Apr 13, 2018

Sold (Public Record)

Public Record #620725327

$375,000—
Mar 2, 2018

Pending

MFRMLS #A4211455

—
Feb 23, 2018

Listed (Active)

MFRMLS #A4211455

$399,900—
DateEvent & SourcePrice
11/21/2025

Listed (Active)

MFRMLS #A4671468

$895,000
11/04/2025

Expired

MFRMLS #A4650720

$959,000
06/04/2025

Price Change

MFRMLS #A4650720

$979,000
05/05/2025

Listed (Active)

MFRMLS #A4650720

$999,000
04/16/2018

Sold

MFRMLS #A4211455

$375,000
04/13/2018

Sold (Public Record)

Public Record #620725327

$375,000
03/02/2018

Pending

MFRMLS #A4211455

—
02/23/2018

Listed (Active)

MFRMLS #A4211455

$399,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 238 Lookout Point Drive

Taxable ValueLand-Additions-Total-
Tax Record2025$4,964 ($414 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,676 SqFtAbove Grade Finished SqFt2,676 SqFtStories1Lot Size12,000 SqFtStyleSingle Family ResidenceYear Built1981Year Renovated2001ZoningRSF2CountySARASOTAAPN0158-08-0026Fireplace TypeHas Fireplace

Schools near 238 Lookout Point Drive

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Laurel Nokomis School
Public - PK to 8
Venice Senior High School
Public - 9 to 12
Pine View School
Public - 2 to 12
Island Village Montessori School
Charter - K to 8
Rating
School
Distance
Laurel Nokomis School
PublicPK to 8

Venice Senior High School
Public9 to 12

Pine View School
Public2 to 12

Island Village Montessori School
CharterK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 238 Lookout Point Drive, Osprey, FL 34229

238 Lookout Point Drive is a single family home for sale in Osprey, FL 34229. This property was listed for sale on November 21, 2025 by COLDWELL BANKER REALTY, it's currently listed at $895,000. It has been on the market for a total of 58 days and was last sold on April 16, 2018. This listing's school district is Sarasota. Nearby schools include Laurel Nokomis School, Venice Senior High School and Pine View School. 238 Lookout Point Drive is a 3-bed, 3-bath, 2,676 sqft single family home built in 1981.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of COLDWELL BANKER REALTY, Susanne Losso

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.