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$3,495,000
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Property Description
**BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner's Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities - just a half mile to The Field Club... and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video**
Full Property Details
Full Property Details for 4439 Westwood Ln
General
- Price: $3,495,000
- HOA FEE: $25/month
- HOA FEE FREQ.: Annually
- Taxes: $20,185 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4664741
- Updated: 1/6/2026
- Added to Site: 95 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 14
- Interior Features: Accessibility Features, Built-in Features, Ceiling Fan(s), Dry Bar, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Skylight(s), Solid Wood Cabinets, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Family Room, Wood Burning
- Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Filtration System, Water Purifier, Water Softener, Whole House R.O. System, Wine Refrigerator
- Furnishings: Negotiable
- Flooring: Carpet, Engineered Hardwood, Porcelain Tile, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Electric Dryer Hookup, In Garage, Inside, Laundry Room, Washer Hookup
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Deck, Gunite, Heated, In Ground, Lighting, Salt Water
- Spa: Yes
- Spa Description: Heated, In Ground
- Security/Safety: Fire Alarm, Security System, Security System Owned, Smoke Detector(s)
Exterior
- Exterior Features: Balcony, French Doors, Irrigation System, Lighting, Outdoor Shower, Private Mailbox, Rain Gutters
- Deck/Patio: Deck, Front Porch, Patio, Rear Porch
- Porch/Patio/Deck: Deck, Front Porch, Patio, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener
Location
- Area: 34231 - Sarasota/Gulf Gate Branch
- County: Sarasota
- Development Name: 34231 - Sarasota/Gulf Gate Branch
- Subdivision: OYSTER BAY ESTATES
- Driving Directions: US41 (Tamiami Trail) to WEST on N. Lakeshore Drive. LEFT on S. Lakeshore Drive. RIGHT on Westwood Lane; ARRIVE AT PROPERTY ON RIGHT (4439 WESTWOOD LN).
- Direction Faces: Northwest
School Information
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Riverview High
Community
- Community Name: 34231 - Sarasota/Gulf Gate Branch
- Community Features: Bay/Harbor Front
- Association: Yes
Heating & Cooling
- Cooling Type: Central Air, Mini-Split Unit(s), Zoned
- Heating Type: Central, Electric, Zoned
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Phone Available, Sewer Available, Sewer Connected, Sprinkler Well, Underground Utilities, Water Av
Structural Information
- Architectural Info: Custom, Florida, Mediterranean
- Architectural Style: Custom, Florida, Mediterranean
- Exterior Const.: Block, Stucco
- Roof: Membrane, Tile
- Windows: Storm Window(s), Window Treatments
- Stories/Levels: Two
- Square Feet: 3,777
- Sq. Ft. Source: Public Records
- Year Built: 1991
Lot Features
- Property View: Garden, Pool, Trees/Woods
- Lot Size (Acres): 0.35
- Lot Size (Sq. Ft.): 15,415
- Lot Size: 15415
- Lot Dimensions: 100 x 154
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced, Other
Water Features
- Water Front Desc.: Bay/Harbor Front
Green Features
- Energy Efficient: Appliances, Thermostat, Water Heater
Financial Considerations
- Association Fee: $300
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Optional
- Tax Amount: $20,185.51
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 13 BLK E OYSTER BAY ESTATES
- Flood Zone Info: X
- APN: 77080034
- Property ID: 77080034
- Block/Lot/Section: E
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Schools
Schools serving 4439 Westwood Ln
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Phillippi Shores Elementary School 4747 South Tamiami Trail, Sarasota, FL 34231 | PK-5 | 0.5 mi |
Riverview High School, Sarasota, FL 1 Ram Way, Sarasota, FL 34231 | 9-12 | 1.1 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4439 Westwood Ln
Date
Details
Price
Change
Source
1/06/2026
Price Reduced
$3,495,000
-6.8%
MLS
10/15/2025
Listed
$3,750,000
25%
MLS
11/10/2023
Sold
$3,000,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 4439 Westwood Ln
Year
Property Taxes
Change
Tax Assessment
Change
2024
$20,186
93%
$1,708,400
97%
2023
$10,452
1%
$865,290
3%
2022
$10,343
29%
$840,087
35%
2021
$8,018
—
$622,900
1%
2021
$8,018
5%
$614,300
4%
2019
$7,669
2%
$588,172
2%
2018
$7,519
4%
$577,205
6%
2017
$7,239
—
$545,740
2%
2016
$7,224
-2%
$534,515
1%
2015
$7,356
—
$530,799
1%
2014
$7,333
—
$526,586
1%
2013
$7,334
—
$518,804
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 4439 Westwood Ln
4439 Westwood Lane, Sarasota, FL 34231 (MLS# A4664741) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 4439 Westwood Lane is currently listed for $3,495,000 and was received on October 15, 2025. Want to learn more about 4439 Westwood Lane? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

