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$1,150,000

Est. payment - /mo

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3 Beds

4 Baths

2,608 SqFt

New

3460 WINDING OAKS DR #38 Longboat Key, FL 34228

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Moe Mossa

moe@remoe.com +1(888) 490-1268

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Key Details

Property Type Condo

Sub Type Condominium

Listing Status Active

Purchase Type For Sale

Square Footage 2,608 sqft

Price per Sqft $440

Subdivision Winding Oaks

MLS Listing ID A4695005

Bedrooms 3

Full Baths 3

Half Baths 1

Condo Fees $6,685

Construction Status Completed

HOA Y/N No

Annual Recurring Fee 28262.96

Year Built 1988

Annual Tax Amount $10,319

Property Sub-Type Condominium

Source Stellar MLS

Property Description

Tucked within Winding Oaks, one of Longboat Key's most sought-after villa communities, this 3BR/3BA residence offers the scale and comfort of a single-family home paired with the simplicity of maintenance-free living. From the paver drive and walkway to the stepped front entry, the residence creates an inviting first impression before opening into a home defined by volume, light and connection to the outdoors. Step inside and soaring ceilings immediately create a sense of openness, while high-set windows invite natural light to move throughout the living spaces. Tile flooring and soft neutral tones create a clean backdrop that complements the peaceful setting just beyond the glass. Renovated in November 2025, the kitchen has been thoughtfully opened and redesigned into a true centerpiece for gathering and everyday living. A substantial island with seating anchors the space, along with stone countertops, white cabinetry, stainless steel appliances, a range hood, wine refrigerator and tile backsplash. An abundance of windows and an adjoining sitting area create a bright, welcoming space whether hosting guests or enjoying a quiet morning. The dining area transitions naturally into the living room, where cathedral ceilings, a corner fireplace and sliding glass doors connect the interior to the outdoors. Beyond, an expansive screened deck overlooks the community lake and fountain, creating a peaceful setting with multiple areas for dining, relaxing or entertaining. Privacy walls on either side enhance the feeling of seclusion while keeping the water views front and center. The primary suite is spacious and calming, featuring vaulted ceilings, engineered wood floors, a wall of sliding glass doors opening to the deck and a large walk-in closet with extensive built-ins. Also renovated in November 2025, the primary bath offers dual vanities, a walk-in shower, dressing area and separate water closet. Guest accommodations are equally well planned. One bedroom includes an en suite bath and walk-in closet, while another is currently configured as an office space with sliding glass doors opening to a private patio. Updated baths throughout, an in-residence laundry room and a 2-car garage add convenience. Set within the Harbourside golf course community, Winding Oaks offers a serene environment with a gated entrance, community pool and spa, and access to the full range of Bay Isles amenities, including deeded beach access through the private Bay Isles Beach Club.

Location

State FL

County Sarasota

Community Winding Oaks

Area 34228 - Longboat Key

Zoning MUC1

Interior

Interior Features Cathedral Ceiling(s), Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Walk-In Closet(s), Window Treatments

Heating Central, Electric

Cooling Central Air

Flooring Tile

Fireplaces Type Gas

Furnishings Negotiable

Fireplace true

Appliance Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator

Laundry Laundry Room

Exterior

Exterior Feature Sidewalk, Sliding Doors

Parking Features Garage Door Opener

Garage Spaces 2.0

Pool Heated, In Ground

Community Features Buyer Approval Required, Deed Restrictions, Pool

Utilities Available Electricity Connected, Sewer Connected, Underground Utilities, Water Connected

Amenities Available Maintenance, Pool

Waterfront Description Lake Front

View Y/N Yes

Water Access Yes

Water Access Desc Lake

View Water

Roof Type Tile

Porch Rear Porch

Attached Garage true

Garage true

Private Pool No

Building

Story 1

Entry Level One

Foundation Slab

Lot Size Range Non-Applicable

Sewer Public Sewer

Water Public

Architectural Style Other

Unit Floor 1

Structure Type Frame

New Construction false

Construction Status Completed

Others

Pets Allowed Yes

HOA Fee Include Guard - 24 Hour,Pool,Management,Private Road

Senior Community No

Pet Size Extra Large (101+ Lbs.)

Ownership Fee Simple

Monthly Total Fees $2, 355

Acceptable Financing Cash, Conventional

Listing Terms Cash, Conventional

Num of Pet 2

Special Listing Condition None

Virtual Tour https://www.zillow.com/view-imx/077d1680-8dd4-4e42-b6c9-1bc7adbcdf1f?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard

Listed by Bruce Myer COLDWELL BANKER REALTY

NEARBY SCHOOL & BUSINESS

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Moe Mossa

Broker / Realtor

+1(888) 490-1268

3460 WINDING OAKS DR #38 Longboat Key, FL 34228

Moe Mossa

Key Details

Location

Interior

Exterior

Building

Others

NEARBY SCHOOL & BUSINESS

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3460 WINDING OAKS DR #38