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4439 Westwood Lane

Sarasota, FL 34231
  • $2,995,000
  • STATUS: Active
  • ON SITE: 188 Days
  • MLS #: A4664741
UPDATED: 53 min ago
$2,995,000
  • 4
    BEDS
  • 0.35
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 3,777
    SQFT
  • $793
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1991
County:

School Information

Elementary School:
Middle School:
High School:

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 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**

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-04-22T21:46:04.847.
www.hesseteam.com/homes/168895927
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4439 Westwood Lane Sarasota, FL 34231

  • Price: $2,995,000
  • Status: Active
  • On Site: 188 Days
  • Updated: 53 min ago
  • MLS #: A4664741
4
Beds
3
Baths
1
½ Baths
0.35
Acres
3,777
SQFT
$793
$/SQFT
1991
Built
Neighborhood:
Oyster Bay Estates
County:
Sarasota
Area:
Sarasota/Gulf Gate Branch
Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Riverview High
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 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**
Exterior Features

Architectural Style CustomFloridaMediterranean Attached Garage Yn Yes Carport Yn No Construction Materials BlockStucco Covered Spaces 2 Direction Faces Northwest Exterior Features BalconyFrench DoorsIrrigation SystemLightingOutdoor ShowerPrivate MailboxRain Gutters Fencing FencedOther Foundation Details Slab Garage Dimensions 24x23 Lot Features Corner LotLandscapedLevelOversized Lot Lot Size Dimensions 100 x 154 Parking Features Garage Door Opener Patio And Porch Features DeckFront PorchPatioRear Porch Pool Features DeckGuniteHeatedIn GroundLightingSalt Water Pool Private Yn Yes Road Frontage Type Street Paved Road Surface Type PavedAsphalt Roof MembraneTile Spa Features HeatedIn Ground Spa YN Yes View GardenPoolTrees/Woods Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Features Bay/Harbor Front Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Accessibility Features Accessible Full BathGrip-Accessible Features Additional Rooms Bonus RoomMedia Room Appliances Built-In OvenConvection OvenCooktopDishwasherDisposalDryerElectric Water HeaterFreezerGas Water HeaterMicrowaveRangeRange HoodRefrigeratorTankless Water HeaterWasherWater Filtration SystemWater PurifierWater SoftenerWhole House R.O. SystemWine Refrigerator Building Area Total 5047 Cooling Central AirMini-Split Unit(s)Zoned Cooling YN Yes Fireplace Features Family RoomWood Burning Fireplace Yn Yes Flooring CarpetEngineered HardwoodPorcelain TileTileHardwood Furnished Furnished Heating CentralElectricZoned Heating YN Yes Interior Features Accessibility FeaturesBuilt-in FeaturesCeiling Fan(s)Dry BarEating Space In KitchenHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorPrimaryBedroom UpstairsSkylight(s)Solid Wood CabinetsStone CountersThermostatVaulted Ceiling(s)Walk-In Closet(s)Window Treatments Laundry Features Electric Dryer HookupIn GarageInsideLaundry RoomWasher Hookup Levels Two Rooms Bathroom 2 Bedroom 4 (Built-in Closet) Bedroom 3 (Built-in Closet) Bedroom 2 (Built-in Closet) Primary Bathroom Primary Bedroom (Walk-In Closet(s)) Dining Room Family Room Bonus Room (Built-in Closet) Kitchen Living Room Bathroom 3 Bathroom 4 Balcony/Porch/Lanai Sewer Public Sewer Stories Total 2 Water Source Public Window Features Storm Window(s)Window Treatments

Property Features

Additional Lease Restrictions PER SARASOTA COUNTY RESTRICTIONS Approval Process N/A Association Approval Required Yn No Association Fee 300 Association Fee Frequency Annually Association Fee Monthly Amount 25 Association Fee Requirement Optional Association Yn Yes Cdd Yn No Community Features Bay/Harbor Front Down Payment Resource No Flood Zone Code X Garage Yn Yes Green Energy Efficient AppliancesThermostatWater Heater Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN No Listing Terms CashConventional Minimum Lease 1 Month New Construction Yn No Number Of Wells 1 Ownership Fee Simple Pet Size Extra Large (101+ Lbs.) Pets Allowed Yes Property Attached YN No Property Condition Completed Property Sub Type Single Family Residence Realtor Info As-IsBrochure Available Security Features Fire AlarmSecurity SystemSecurity System OwnedSmoke Detector(s) Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Oyster Bay Estates Tax Annual Amount 20185.51 Total Annual Fees 300 Total Monthly Fees 25 Utilities Cable AvailableElectricity AvailableElectricity ConnectedNatural Gas AvailableNatural Gas ConnectedPhone AvailableSewer AvailableSewer ConnectedSprinkler WellUnderground UtilitiesWater AvailableWater Connected Yrs Of Owner Prior To Leasing Re No Zoning RSF1


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of GENEROUS PROPERTY: 941-275-9399.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-04-22T21:46:04.847.
 
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