Price Reduced 20.13%

$2,995,000 ($792.96 per sqft)

Est. Mortgage $14,558/mo *

Quick Pre-Approval

Price History

$3,750,000
10/15/2025

$3,495,000
1/6/2026

$3,345,000
2/2/2026

$2,995,000
3/22/2026


4439 WESTWOOD LANE, Sarasota, FL, 34231

4439 WESTWOOD LANE, Sarasota, FL, 34231

14 rooms

4 beds

3 Full / 1 Half baths

1991

Custom, Florida, Mediterranean

3,777 sqft

**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 is being Sold FURNISHED and 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**


Status:

Active

Type:

Single-family residential

Furnished Remarks:

Furnished

Laundry Remarks:

Electric Dryer Hookup, In Garage, Inside, Laundry Room, Washer Hookup

Subdivision:

OYSTER BAY ESTATES

Garage:

2-car Garage Door Opener

Heating:

Central, Electric, Zoned

Cooling:

Central Air, Mini-Split Unit(s), Zoned

Energy Features:

Appliances, Thermostat, Water Heater

Levels:

2

Common Charge:

$300 Annually

Lot Size:

100 x 154

Acreage:

0.35

Est. Taxes:

$20,186

HOA Fee

$300

Construction

Block, Stucco

Utilities

Cable Available, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Phone Available, Sewer Available, Sewer Connected, Sprinkler Well, Underground Utilities, Water Available, Water Connected

Lot Description:

Corner Lot, Landscaped, Level, Oversized Lot

View Description:

Garden, Pool, Trees/Woods

Elementary School:

Phillippi Shores Elementary

Middle School:

Brookside Middle

High School:

Riverview High

Days on Market:

181

Pet Policy:

Yes

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

Pool:

Deck, Gunite, Heated, In Ground, Lighting, Salt Water

Min Lease Term:

1 Month

MLS #:

A4664741


Community Info

School Info

Walk Score

Yelp


Listing courtesy of GENEROUS PROPERTY 941-275-9399