3444 Winding Oaks Dr #42

Longboat Key, FL 34228 View Map $1,162,000 Ask a Question

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(941) 200-4663

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Status: Sold
Property Type:Condominium
MLS #:A4564627
Sq. Feet:2,189
Date Sold:5/12/2023
Monthly HOA:$2,103
Enjoy maintenance-free living in this sleek, open-plan 3-bedroom, 2-bathroom villa in Winding Oaks located in beautiful Bay Isles. A private courtyard and entryway greet lead to the where upon entering, you will be amazed at the soaring ceilings and airy spaciousness of this posh home. Multiple tall sliders make up the back corner of the great room and lead out onto the deck. Additional windows make sure the interior is bathed in soft, natural sunlight. A floor-to-ceiling silver tiled fireplace is an elegant highlight in the living room. The large open kitchen features gorgeous cabinets and countertops with stainless steel appliances and plenty of space for prep and entertaining. Opposite the kitchen and through beautiful double-glass doors, you'll find the large master suite with vaulted ceilings and a wall of sliders leading to the deck. The spa-like master bath has a spacious walk-in shower and plenty of storage. Relax with friends on the oversized composite deck with beautiful nature views and retractable awnings to keep you cool in the summer. A short stroll through the beautiful grounds will lead you to the large community pool with a pavilion and deck. Residents also have access to the Bay Isles private, deeded beach club.

Detailed Maps

About  3444 Winding Oaks Dr #42, FL 34228 - MLS A4564627

In Sarasota county, this property is located at 3444 Winding Oaks Dr #42 in the Winding Oaks community of Longboat Key, with a current listing price of $1,162,000. This 2189 square foot house for sale has 3 bedrooms, 2 baths.

For more information about 3444 Winding Oaks Dr #42, see more details below as entered by the listing brokerage, including property taxes, year built, assigned schools, type of construction, exterior and interior features, locations, views, and any community amenities in Winding Oaks .

Call Corcoran Dwellings to find your Longboat Key area dream home today! Our local agents are experts in the Longboat Key real estate market and are committed to providing outstanding service. To tour MLS A4564627 today, connect with an agent at (844) 212-5834.

Price Change History

Date Old Price New Price Percent Change

Community Information

Address:3444 Winding Oaks Dr #42, Longboat Key, FL 34228
Area:34228 - Longboat Key
City:Longboat Key
Subdivision:Winding Oaks
Zip Code:34228

School Information

School System:Booker Middle
High School:Booker High
Middle School:Booker Middle
Elementary School:Southside Elementary


Unit Number:#42
Bedrooms: 3
Bathrooms: 2
Year Built:1988
Style:Custom, Florida
Construction Materials: Wood Frame
Flooring Types: Carpet, Ceramic Tile
Roof: Tile
Foundation: Slab
Garage Spaces: 2
Carport Spaces: 2
Parking Features: Driveway, Garage Door Opener, Ground Level, Open

Features / Amenities

Interior Features: Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Master Bedroom Main Floor, Open Floorplan, Solid Surface Counters, Split Bedroom, Walk-In Closet(s), Window Treatments
Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Fireplace Features: Living Room, Wood Burning
Flooring: Carpet, Ceramic Tile
Laundry: Inside, Laundry Room
Additional Rooms: Family Room
Exterior Features: Awning(s), Hurricane Shutters, Irrigation System, Rain Gutters, Sliding Doors, Sprinkler Metered
Patio And Porch: Deck, Patio, Rear Porch
Pool: In Ground
Window: Blinds
Garage Spaces: 2
Carport Spaces: 2
Parking: Driveway, Garage Door Opener, Ground Level, Open
Security Features: Smoke Detector(s)
Cooling: Central Air
Heating: Central, Electric
Air Conditioning: Central Air
Fireplace(s): Living Room, Wood Burning


KitchenFirst11 X 15Breakfast Bar,Closet Pantry
Dining RoomFirst12 X 18Ceiling Fan(s)
Family RoomFirst12 X 15Ceiling Fan(s)
Master BedroomFirst15 X 16Ceiling Fan(s)
Bedroom 2First13 X 14Ceiling Fan(s)
Living RoomFirst20 X 15

Property Features

Lot Features: Paved
Vegetation: Mature Landscaping
View: Water
Water View: Pond
Waterfront Feet: 0
Lot #: 42
Flood Zone: AE
Utilities: Cable Connected, Electricity Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Sewer: Public Sewer
Water: Public
Road Responsibility: Private Maintained Road
Road Surface: Asphalt
Directions:From south Longboat Key, go north on Gulf of Mexico Drive to Bay Isles Parkway through Guard Gate, left onto Harbourside Drive, right onto Winding Oaks Drive. Residence is on the right.
Pets Allowed: Yes
Pet Restrictions: Unit Owners may have: 1) one cat and one dog, or 2) one dog (or two dogs if each are under 25 lbs.), or 3) two cats. Pets must be on a leash, or in a secure carrier, at all times when outside the units. Pet owners must clean up after their pets.
Number of Pets: 2
Max. Pet Weight: 25
Pet Size: Small (16-35 Lbs.)

Tax and Financial Info

Tax Year: 2022
Tax Annual Amount: $9,582
Ownership: Condominium
Financing Available: Cash, Conventional
Homestead: Yes
Total Annual Fees: $25,230
Average Monthly Fees: $2,102.50
Condo Fee: $5,656 (paid Quarterly)
Approval Process: As per Association Rules & Regs
Disclosures: Condominium Disclosure Available, HOA/PUD/Condo Disclosure, Seller Property Disclosure
Realtor Info: Assoc approval required
Minimum Lease: 3 Months
Association Fee: $1,303 (paid Annually)
Association Fee 2: $1,303 (paid Annually)
Association Fee Includes: Guard - 24 Hour
Association Amenities: Gated, Pool, Security, Trail(s)
HOA Payment Schedule: Annually
HOA / Community Association: Required
Monthly Condo Fee Amount: $1, 885
Monthly Maint. Fee (in addition to HOA fee): $0



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Listing provided courtesy of Michael Saunders & Company (941-383-7591).
© 2023 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS. 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. Stellar MLS data last updated at June 2, 2023 2:00 AM EST.