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3427 Winding Oaks Drive, Unit 14, Longboat Key, FL 34228

$1,150,000

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Property Description

Privately tucked away within the private Winding Oaks community on Longboat Key, this beautifully updated three-bedroom villa offers an easy, elevated way to enjoy Sarasota's coastal lifestyle. Overlooking the Harbourside Golf Course, the home captures peaceful water views and the scenic 5th hole, creating a backdrop that feels both open and serene. Designed for effortless living, this turnkey furnished residence blends the comfort of a single-family home with the simplicity of maintenance-free ownership-ideal for seasonal stays or extended escapes. Inside, an airy open layout, soaring ceilings, and wide-plank tile floors create a light, welcoming feel, while floor-to-ceiling sliders connect seamlessly to the outdoor living spaces. The kitchen is both stylish and functional, featuring Italian white-lacquer cabinetry, stone countertops, and premium appliances-perfect for casual evenings at home or hosting friends. The living room centers around a custom gas fireplace and flows naturally to a spacious screened lanai, where you can unwind with long water views and soft coastal breezes. The home features many new furnishings and many recent updates. A private courtyard with a heated pool adds another layer of relaxation, offering a quiet place to start the day or wind down after time on the water, golf course or tennis courts. The primary suite is a calm retreat of its own, with tranquil water views, a spa-like bath, and a generous walk-in closet. Two additional en-suite bedrooms provide flexibility for visiting guests or a comfortable home office. Ownership includes access to the Bay Isles Beach Club, where days can be spent on pristine Gulf-front sands with thoughtfully appointed amenities. Within Winding Oaks, residents enjoy a recently refreshed community pool, walking paths, and a secure, gated setting. Optional golf, tennis and social memberships are available at the Longboat Key Club. Just minutes from dining and shopping on world-renowned St. Armands Circle and the cultural amenities of downtown Sarasota, this retreat makes it easy to step into the best of the area-while always having a peaceful place to return to. Simple, sophisticated, and distinctly Longboat Key.

3427 Winding Oaks Drive, Unit 14 | MLS# A4686623

This condo located at 3427 Winding Oaks Drive, Unit 14, Longboat Key, FL 34228 is currently listed for sale with an asking price of $1,150,000. This property was built in 1988 and has 3 bedrooms and 3 full baths with 2555 sq. ft. Winding Oaks Drive, Unit 14 is located in the WINDING OAKS subdivision. Search WINDING OAKS real estate on cheryld.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Condominium
Cooling: Central Air
Garage: 2 car attached
Heating: Central, Electric
Home Style: Coastal
Roof Type: Tile
Stories: 1.0
Taxes: $13,849
Year Built: 1988
Square Feet: 2,555

Amenities

Built-in Features
Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Main Floor
Solid Surface Counters
Split Bedroom
Stone Counters
Thermostat
Walk-In Closet(s)
Window Treatments
Awning(s)
Lighting
Sliding Doors

Feature Descriptions

Additional Rooms: Inside Utility
Appliances: Built-In Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Wine Refrigerator
Association Amenities: Maintenance, Pool, Spa/Hot Tub, Tennis Court(s)
Community Features: Buyer Approval Required, Deed Restrictions, Gated Community - Guard, Golf, Pool, Sidewalks
Condo Fee: $6684/ Quarterly
Days on Site: 2
Directions: North on Gulf of Mexico Drive to the light at Bay Isles Parkway. Turn right into Bay Isles, go to gatehouse, continue on Harbourside Drive to Winding Oaks on right.
Exterior: HardiPlank Type
Fireplace: Gas, Living Room, Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: AE, X
Flooring: Luxury Vinyl, Tile
Foundation: Slab
Frontage Lake: 1
Frontage Pond: 1
HOA Y/N: Yes
Home Warranty Y/N: No
Hot Tub: Yes
Listing Terms: Cash, Conventional, VA Loan
Number of Pets: 2
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Deeded, Driveway, Garage Door Opener
Parking Notes: Deeded, Driveway, Garage Door Opener
Patio/Porch: Covered, Deck, Front Porch, Patio, Rear Porch, Screened
Pets Allowed: Cats OK, Dogs OK, Number Limit, Yes
Pets Restrictions: See Documents
Pets Size: Large (61-100 Lbs.)
Pets Weight (Max): 100
Pool: Gunite, Heated, In Ground
Property Attached Y/N: No
Property Sub-Type: Condominium
Security: Gated Community
Sewer: Public Sewer
Showing Instructions: ShowingTime
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
Vegetation: Mature Landscaping
Water: Public
Water Access: Lake, Pond
Water Access Y/N: Yes
Waterfront Features: Lake Front, Pond
Water View: Lake, Pond
Windows: Blinds, Shades, Window Treatments
Zoning: MUC1

Room Sizes

Balcony/Porch/Lanai: 29x46
Primary Bedroom: 20x15
Bedroom 2: 14x14
Bedroom 3: 12x15
Kitchen: 19x31
Living Room: 15x19
Dining Room: 13x21
Balcony/Porch/Lanai: 10x10
Balcony/Porch/Lanai: 11x15
Laundry: 5x11

Local Schools

Elementary School: Southside Elementary

Listed By / Shown By

Listed By

Agency Name: COLDWELL BANKER REALTY
Agency Contact: 941-383-6411

Shown By

Agent Name: Cheryl Dziurzynski
Agent Phone: (904) 377-6986
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 7,034.97 per month $5,545.47 Principal & Interest $1,154.08 Property Tax $335.42 Homeowner's Insurance

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