**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**
Sold for $2,768,500
$2,768,500
4439 WESTWOOD LANE, SARASOTA, FL 34231
4beds
3,777sqft
Single Family Residence
Built in 1991
0.35 Acres Lot
$2,759,200 Zestimate®
$733/sqft
$7,044 Estimated rent
Home value
$2,759,200
$2.54M - $3.01M
$7,044/mo
Zestimate® history
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List your homeWhat's special
Open floorplanImpressive kitchenWood-burning fireplaceCorner lotPremium brand appliancesMultiple walk-in closets
Zillow last checked:
Listing updated:
Listed by:
Mark Lyda 941-586-2670,
GENEROUS PROPERTY 941-275-9399
Bought with:
Francis Rakay, 3633021
PREFERRED SHORE LLC
Source: Stellar MLS,MLS#: A4664741
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Bonus Room, Media Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
Bedroom 2
- Features: Built-in Closet
- Level: First
Bedroom 3
- Features: Built-in Closet
- Level: First
Bedroom 4
- Features: Built-in Closet
- Level: First
Primary bathroom
- Level: Second
Bathroom 2
- Level: First
Bathroom 3
- Level: First
Bathroom 4
- Level: First
Balcony porch lanai
- Level: First
Bonus room
- Features: Built-in Closet
- Level: First
Dining room
- Level: First
Family room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Central, Electric, Zoned
Cooling
- Central Air, Ductless, Zoned
Appliances
- Included: 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
- Laundry: Electric Dryer Hookup, In Garage, Inside, Laundry Room, Washer Hookup
Features
- Accessibility Features, Built-in Features, Ceiling Fan(s), Dry Bar, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Engineered Hardwood, Porcelain Tile, Tile, Hardwood
- Doors: French Doors, Outdoor Shower
- Windows: Skylight(s), Window Treatments, Hurricane Shutters/Windows
- Has fireplace: Yes
- Fireplace features: Family Room, Wood Burning
- Furnished: Yes
Interior area
- Total structure area: 5,047
- Total interior livable area: 3,777 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener
- Attached garage spaces: 2
- Details: Garage Dimensions: 24x23
Accessibility
- Accessibility features: Accessible Full Bath, Grip-Accessible Features
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Front Porch, Patio, Rear Porch
- Exterior features: Balcony, Irrigation System, Lighting, Outdoor Shower, Private Mailbox, Rain Gutters
- Has private pool: Yes
- Pool features: Deck, Gunite, Heated, In Ground, Lighting, Salt Water
- Has spa: Yes
- Spa features: Heated, In Ground
- Fencing: Fenced,Other
- Has view: Yes
- View description: Garden, Pool, Trees/Woods
- Waterfront features: Bay/Harbor Front
Lot
- Size: 0.35 Acres
- Dimensions: 100 x 154
- Features: Corner Lot, Landscaped, Level, Oversized Lot
- Residential vegetation: Fruit Trees, Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Parcel number: 0077080034
- Zoning: RSF1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Custom,Florida,Mediterranean
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Membrane,Tile
Condition
- Completed
- New construction: No
- Year built: 1991
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: 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
Green energy
- Energy efficient items: Appliances, Thermostat, Water Heater
Community & HOA
Community
- Features: Bay/Harbor Front
- Security: Fire Alarm, Security System, Security System Owned, Smoke Detector(s), Fire/Smoke Detection Integration
- Pet fee: $0 monthly
- Subdivision: OYSTER BAY ESTATES
HOA
- Has HOA: Yes
- HOA fee: $25 monthly
Location
- Region: Sarasota
Financial & listing details
- Price per square foot: $733/sqft
- Tax assessed value: $1,916,500
- Annual tax amount: $20,185
- Date on market: 10/15/2025
- Cumulative days on market: 245 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 7/16/2026 | Sold | $2,768,500-7.6%$733/sqft |
Source:  Stellar MLS #A4664741 Report a problem | ||
| 7/8/2026 | Contingent | $2,995,000$793/sqft |
Source: Stellar MLS #A4664741 Report a problem | ||
| 6/17/2026 | Pending sale | $2,995,000$793/sqft |
Source: Stellar MLS #A4664741 Report a problem | ||
| 3/22/2026 | Price change | $2,995,000-10.5%$793/sqft |
Source: Stellar MLS #A4664741 Report a problem | ||
| 2/2/2026 | Price change | $3,345,000-4.3%$886/sqft |
Source: Stellar MLS #A4664741 Report a problem | ||
| 1/6/2026 | Price change | $3,495,000-6.8%$925/sqft |
Source: Stellar MLS #A4664741 Report a problem | ||
| 10/15/2025 | Listed for sale | $3,750,000+25%$993/sqft |
Source: Stellar MLS #A4664741 Report a problem | ||
| 11/10/2023 | Sold | $3,000,000-7.7%$794/sqft |
Source: Stellar MLS #A4573980 Report a problem | ||
| 9/26/2023 | Pending sale | $3,250,000$860/sqft |
Source: Stellar MLS #A4573980 Report a problem | ||
| 8/10/2023 | Price change | $3,250,000-7%$860/sqft |
Source: Stellar MLS #A4573980 Report a problem | ||
| 6/16/2023 | Listed for sale | $3,495,000+139.4%$925/sqft |
Source: Stellar MLS #A4573980 Report a problem | ||
| 5/11/2020 | Listing removed | $1,460,000$387/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4425835 Report a problem | ||
| 10/2/2019 | Price change | $1,460,000-11.5%$387/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4425835 Report a problem | ||
| 2/4/2019 | Listed for sale | $1,650,000+283.7%$437/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4425835 Report a problem | ||
| 12/19/1995 | Sold | $430,000$114/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $20,729 +2.7% | $1,757,944 +2.9% |
| 2024 | $20,186 +93.1% | $1,708,400 +97.4% |
| 2023 | $10,452 +1.1% | $865,290 +3% |
| 2022 | $10,343 +29% | $840,087 +34.9% |
| 2021 | $8,018 -0.5% | $622,900 +1.4% |
| 2020 | $8,056 +5% | $614,300 +4.4% |
| 2019 | $7,669 | $588,172 +1.9% |
| 2018 | $7,669 +2% | $577,205 +5.8% |
| 2017 | $7,519 +2.2% | $545,740 -26.3% |
| 2016 | $7,356 | $740,200 +11.6% |
| 2015 | $7,356 +0.3% | $663,300 +27.9% |
| 2014 | $7,333 0% | $518,804 |
| 2013 | $7,334 +4.2% | $518,804 +3.4% |
| 2012 | $7,038 +4.5% | $501,816 +3% |
| 2011 | $6,736 -1.4% | $487,200 +1.4% |
| 2010 | $6,832 +7.7% | $480,600 +0.5% |
| 2009 | $6,345 | $477,987 +0.1% |
| 2008 | $6,345 +0.1% | $477,509 +3% |
| 2007 | $6,339 | $463,601 +2.5% |
| 2006 | -- | $452,294 +29.7% |
| 2005 | -- | $348,820 +3% |
| 2004 | $5,316 -0.8% | $338,660 +1.9% |
| 2003 | $5,360 +5.2% | $332,345 +2.4% |
| 2002 | $5,095 +7.1% | $324,556 +1.6% |
| 2001 | $4,757 +2.6% | $319,445 +3% |
| 2000 | $4,634 | $310,141 |
Find assessor info on the county website
Neighborhood: South Sarasota
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Nearby schools
GreatSchools rating
- 9/10Phillippi Shores Elementary SchoolGrades: PK-5Distance: 0.4 mi
- 6/10Brookside Middle SchoolGrades: 6-8Distance: 1 mi
- 7/10Riverview High SchoolGrades: PK,9-12Distance: 1 mi
Schools provided by the listing agent
- Elementary: Phillippi Shores Elementary
- Middle: Brookside Middle
- High: Riverview High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$2,759,200
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Estimated market value
$2,759,200
- Florida
- Sarasota County
- Sarasota
- 34231
- South Sarasota
- 4439 WESTWOOD LANE
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