$2,995,000
4439 Westwood Lane
Sarasota, FL 34231
Listing updated: June 17, 2026 at 11:17 AM ET
Listing courtesy of Generous Property · Mark Lyda · MLS #A4664741 · Pending · 941-275-9399Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Under contract-accepting backup offers. **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**
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history245 days on market
- Status: PendingJun 17, 2026
- Listed$3,750,000Oct 15, 2025
- Price reduced$2,995,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Pending
- Days on market
- 245
- Subdivision
- Oyster Bay Estates
- County
- Sarasota
- Year built
- 1991
- Living area
- 3,777 sq ft
- Price/sq ft
- $793
- Building area
- 5,047 sq ft (Public Records)
- Lot size
- 15,415 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12115C0141F)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $20,186 (2024)
- Parcel #
- 0077080034
- Zoning
- RSF1
- MLS #
- A4664741
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Carpet, Hardwood, Tile, Wood
- 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
- Interior features
- Accessibility Features, Built-in Features, Ceiling Fans(s), Dry Bar, Eat-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), Window Treatments
- Laundry
- Electric Dryer Hookup, In Garage, Inside, Laundry Room, Washer Hookup
- Stories / Levels
- Two
- Direction faces
- Northwest
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric, Zoned
- Cooling
- Central Air, Mini-Split Unit(s), Zoned
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Garage Door Opener
HOA & Financial
- HOA fee
- $300 / Annually
- Monthly HOA
- $25/mo
- Total monthly fees
- $25/mo
- Total annual fees
- $300
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1 Month
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- PER SARASOTA COUNTY RESTRICTIONS
- Approval process
- N/A
Exterior & Construction
- Exterior features
- Balcony, French Doors, Lighting, Outdoor Shower, Private Mailbox, Rain Gutters
- Construction materials
- Block, Stucco
- Roof
- Membrane, Tile
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- 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
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Bathroom 2 | First | |
| Bedroom 4 | First | |
| Bedroom 3 | First | |
| Bedroom 2 | First | |
| Primary Bathroom | Second | |
| Primary Bedroom | Second | |
| Dining Room | First | |
| Bonus Room | First | |
| Family Room | First | |
| Kitchen | First | |
| Living Room | First | |
| Bathroom 3 | First | |
| Bathroom 4 | First | |
| Balcony/Porch/Lanai | First |
Listing Details
- Listing date
- 2025-10-15
- On market date
- 2025-10-15
- Original list price
- $3,750,000
- Occupant type
- Owner
- MLS area
- 34231 - Sarasota/Gulf Gate Branch
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-06-17
- Tax legal description
- LOT 13 BLK E OYSTER BAY ESTATES
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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).
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 17, 2026 at 11:17 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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