To schedule a showing of 4439 Westwood Lane, Sarasota, Florida, Call David Shippey at 863-521-4517 TODAY!

$2,995,000 Reduced -$350,000
4439 Westwood Lane
Sarasota, FL 34231
  • 4Beds
  • 4.00Total Baths
  • 3 Full, 1 HalfBaths
  • 3,777SqFt
  • 1991Year Built
  • 0.35Acres
  • MLS# A4664741
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market8 months,
  • Area34231 - Sarasota/gulf Gate Branch
  • CountySarasota
  • Subdivision Oyster Bay Estates

Overview

**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 Owners 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**



Agriculture / Farm

Association Fees / Info

Community Features:  Waterfront

Pets Allowed:  Yes

Hoa Frequency Rate:  300

Association:  Yes

Hoa Fees Frequency:  Annually

Bathroom Info

Total Baths:  4.00

Fullbaths:  3

Building Info

Window Features:  StormWindows, Skylights, WindowTreatments

Roof:  Membrane, Tile

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Custom, Florida, SpanishMediterranean

Pool Features:  Gunite, Heated, InGround, SaltWater

Patio:  RearPorch, Deck, FrontPorch, Patio, Balcony

Pool Private:  Yes

Exterior Features:  Balcony, FrenchPatioDoors, SprinklerIrrigation, Lighting, OutdoorShower, RainGutters

Fees / Restrictions

Financial

Original Price:  $3,750,000

Fencing:  Fenced, Other

Garage / Parking

Parking Features:  Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Green Features:  Appliances, Thermostat, WaterHeater

Interior Features

Fireplace Desc:  FamilyRoom, WoodBurning

Fireplace:  Yes

Floors:  Carpet, EngineeredHardwood, PorcelainTile, Tile, Wood

Levels:  Two

Spa:  Yes

Laundry Features:  WasherHookup, ElectricDryerHookup, Inside, InGarage, LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, DryBar, EatInKitchen, HighCeilings, KitchenFamilyRoomCombo, LivingDiningRoom, MainLevelPrimary, OpenFloorplan, StoneCounters, Skylights, UpperLevelPrimary, VaultedCeilings, WalkInClosets, WoodCabinets, WindowTreatments

Appliances:  BuiltInOven, ConvectionOven, Cooktop, Dryer, Dishwasher, ElectricWaterHeater, Freezer, Disposal, GasWaterHeater, Microwave, Range, Refrigerator, RangeHood, WaterSoftener, TanklessWaterHeater, WaterPurifier, WineRefrigerator, Washer

Spa Features:  Heated, InGround

Lot Info

Direction Remarks:  US41 (Tamiami Trail) to WEST on N. Lakeshore Drive. LEFT on S. Lakeshore Drive. RIGHT on WestwoodLane; ARRIVE AT PROPERTY ON RIGHT (4439 WESTWOOD LN).

Lot Size Units:  Acres

Lot Size Acres:  0.35

Lot Sqft:  15,415

Est Lotsize:  100x154

Vegetation:  FruitTrees, Oak, PartiallyWooded

Lot Desc:  CornerLot, Flat, Level, OversizedLot, Landscaped

Misc

Other

Equipment:  Generator, IrrigationEquipment, ReverseOsmosisSystem

Special Conditions:  None

Security Features:  SecuritySystemOwned, SecuritySystem, FireAlarm, SmokeDetectors

Other Rooms Info

Property Info

Section:  06

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Condition:  NewConstruction

Construction Materials:  Block, Stucco

Stories:  2

Total Stories:  2

Accessibility:  AccessibleFullBath, GripAccessibleFeatures, AccessibilityFeatures

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  14

Sqft Info

Sqft:  3,777

Bulding Area Sqft:  5,047

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  13

Tax Legal Description:  LOT 13 BLK E OYSTER BAY ESTATES

Tax Block:  E

Tax Annual Amount:  20185.51

Tax Book Number:  5-79

Unit Info

Utilities / Hvac

Heating:  Central, Electric, Zoned

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, Ductless, Zoned, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, ElectricityAvailable, ElectricityConnected, NaturalGasAvailable, NaturalGasConnected, PhoneAvailable, SewerAvailable, SewerConnected, UndergroundUtilities, WaterAvailable, WaterConnected

Waterfront / Water

View:  Yes

View:  Garden, Pool, TreesWoods

Schools

Elem:  Phillippi Shores Elementary

Middle:  Brookside Middle

High:  Riverview High

Directions

US41 (Tamiami Trail) to WEST on N. Lakeshore Drive. LEFT on S. Lakeshore Drive. RIGHT on WestwoodLane; ARRIVE AT PROPERTY ON RIGHT (4439 WESTWOOD LN).

This listing courtesy of Generous Property 

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Price & Status History (on davidshippey.com since Wed, Oct 15th 2025)
  • Original Price: $3,750,000
  • Current Price: $2,995,000
  • Price Reduced: $755,000
Date ChangedFromTo
03/22/2026$3,345,000 $2,995,000 Reduced by $350,000
02/02/2026$3,750,000 $3,345,000 Reduced by $405,000

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If you have any questions on 4439 Westwood Lane, Sarasota, Florida, please call David Shippey at 863-521-4517.


MLS# A4664741 located at 4439 Westwood Lane, Sarasota, Florida is brought to you by David Shippey REALTOR®

4439 Westwood Lane, Sarasota, Florida has 4 Beds, 3 Full Bath, and 1 Half Bath.
The MLS Number for 4439 Westwood Lane, Sarasota, Florida is A4664741.
The price for 4439 Westwood Lane, Sarasota, Florida is $2,995,000.
The status of 4439 Westwood Lane, Sarasota, Florida is Active.
The subdivision of 4439 Westwood Lane, Sarasota, Florida is Oyster Bay Estates.
The home located at 4439 Westwood Lane, Sarasota, Florida was built in 2026.