This stunning three-bedroom, three-bath villa offers a serene waterfront retreat in the desirable Winding Oaks community of Longboat Key Club. With a spacious open floor plan spanning 2,608 Sf, the maintenance-free home is bathed in natural light and features vaulted ceilings that enhance its airy feel. The inviting living/dining room combo seamlessly connects to a screened-in back deck, perfect for enjoying picturesque water views. The kitchen is a chef’s dream, equipped with a gas range, large refrigerator with ice maker, built-in oven, custom wood cabinetry, and ample counter space for culinary creations. A cozy den adjacent to the kitchen provides a perfect gathering spot for family and friends. The thoughtfully designed layout ensures privacy among the three bedrooms, with one versatile space featuring a Murphy bed ideal for an office or guest room. Residents enjoy exclusive access to the Bay Isles Beach Club and 24-hour security, all while being conveniently located near shopping, dining, and the luxurious St. Regis Longboat Key Resort. Importantly, the villa at Winding Oaks has proven resilient, having not sustained any damage from recent hurricanes.
Sold for $900,000
$900,000
3465 Winding Oaks Dr #33, Longboat Key, FL 34228
3beds
2,608sqft
Villa
Built in 1988
-- sqft lot
$880,100 Zestimate®
$345/sqft
$7,065 Estimated rent
Home value
$880,100
$801,000 - $968,000
$7,065/mo
Zestimate® history
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List your homeWhat's special
Gas rangeScreened-in back deckOpen floor planVaulted ceilingsWaterfront retreatPicturesque water viewsMurphy bed
Zillow last checked:
Listing updated:
Listed by:
Julie Klick 941-780-6001,
MICHAEL SAUNDERS & COMPANY 941-388-4447,
Beverly St Hilaire 818-416-2505,
MICHAEL SAUNDERS & COMPANY
Bought with:
Ryan Heers, 3238699
COLDWELL BANKER REALTY
Source: Stellar MLS,MLS#: A4670325
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Den/Library/Office, Great Room, Utility Room
Primary bedroom
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 252 Square Feet
- Dimensions: 18x14
Bedroom 2
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 169 Square Feet
- Dimensions: 13x13
Bedroom 3
- Features: Built-in Features, No Closet
- Level: First
- Area: 210 Square Feet
- Dimensions: 15x14
Kitchen
- Level: First
- Area: 165 Square Feet
- Dimensions: 15x11
Living room
- Level: First
- Area: 513 Square Feet
- Dimensions: 27x19
Heating
- Central, Electric, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer
- Laundry: Electric Dryer Hookup, Laundry Room, Washer Hookup
Features
- Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Tile, Hardwood
- Doors: Sliding Doors
- Windows: Blinds
- Has fireplace: No
- Furnished: Yes
Interior area
- Total structure area: 3,323
- Total interior livable area: 2,608 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Deck, Screened
- Exterior features: Awning(s), Courtyard, Garden, Irrigation System, Lighting, Private Mailbox
- Has view: Yes
- View description: Garden, Trees/Woods, Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Gulf/Ocean Front, Gulf/Ocean Access
Lot
- Features: Flood Insurance Required, FloodZone, Landscaped, Near Golf Course, Private
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 0004121033
- Zoning: MUC1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Villa
Materials
- HardiPlank Type
- Foundation: Block, Slab
- Roof: Tile
Condition
- New construction: No
- Year built: 1988
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Gulf/Ocean Front, Water Access, Association Recreation - Owned, Buyer Approval Required, Deed Restrictions, Pool, Special Community Restrictions
- Security: Gated Community, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: WINDING OAKS
HOA
- Has HOA: No
- Amenities included: Gated, Recreation Facilities, Security, Vehicle Restrictions
- Services included: 24-Hour Guard, Cable TV, Community Pool, Reserve Fund, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Pool Maintenance, Private Road, Trash
- HOA fee: $2,167 monthly
- HOA name: Bay Isles/Neil Fleet
- HOA phone: 941-383-3200
- Second HOA name: Bay Isles
Location
- Region: Longboat Key
Financial & listing details
- Price per square foot: $345/sqft
- Tax assessed value: $779,200
- Annual tax amount: $7,137
- Date on market: 10/30/2025
- Cumulative days on market: 2 days
- Listing terms: Cash,Conventional
- Ownership: Condominium
- Total actual rent: 0
- Road surface type: Paved, Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 11/14/2025 | Sold | $900,000+0.6%$345/sqft |
Source:  Stellar MLS #A4670325 Report a problem | ||
| 11/1/2025 | Pending sale | $895,000$343/sqft |
Source: Stellar MLS #A4670325 Report a problem | ||
| 10/30/2025 | Listed for sale | $895,000$343/sqft |
Source: Stellar MLS #A4670325 Report a problem | ||
| 8/28/2025 | Listing removed | $895,000$343/sqft |
Source: Stellar MLS #A4635798 Report a problem | ||
| 8/25/2025 | Pending sale | $895,000$343/sqft |
Source: Stellar MLS #A4635798 Report a problem | ||
| 6/10/2025 | Price change | $895,000-3.2%$343/sqft |
Source: Stellar MLS #A4635798 Report a problem | ||
| 3/28/2025 | Price change | $925,000-5.1%$355/sqft |
Source: Stellar MLS #A4635798 Report a problem | ||
| 3/6/2025 | Price change | $975,000-2.5%$374/sqft |
Source: Stellar MLS #A4635798 Report a problem | ||
| 2/25/2025 | Price change | $1,000,000-4.8%$383/sqft |
Source: Stellar MLS #A4635798 Report a problem | ||
| 1/14/2025 | Listed for sale | $1,050,000+116.5%$403/sqft |
Source: Stellar MLS #A4635798 Report a problem | ||
| 8/3/2000 | Sold | $485,000$186/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,110 +41.7% | $779,200 +33.4% |
| 2024 | $7,137 +2.1% | $584,006 +3% |
| 2023 | $6,987 +1.9% | $566,996 +3% |
| 2022 | $6,858 -1.6% | $550,482 +3% |
| 2021 | $6,967 -0.7% | $534,449 +1.4% |
| 2020 | $7,020 +6% | $527,070 +4.7% |
| 2019 | $6,622 | $503,196 +1.9% |
| 2018 | $6,622 +1.7% | $493,814 +2.1% |
| 2017 | $6,509 +0.2% | $483,657 -9.6% |
| 2016 | $6,496 | $535,100 +5.3% |
| 2015 | $6,496 +0.1% | $508,100 +10.5% |
| 2014 | $6,490 +2.3% | $459,786 |
| 2013 | $6,346 +4.1% | $459,786 +1.7% |
| 2012 | $6,094 -11.5% | $452,100 -5.1% |
| 2011 | $6,885 -11.6% | $476,600 -9.1% |
| 2010 | $7,786 -4.4% | $524,300 -4.5% |
| 2009 | $8,148 | $549,000 -8.4% |
| 2008 | $8,148 -22.2% | $599,300 -22.1% |
| 2007 | $10,470 | $769,200 +0.4% |
| 2006 | -- | $766,000 +17.8% |
| 2005 | -- | $650,202 +18% |
| 2004 | $8,686 -18.4% | $550,947 -14.2% |
| 2003 | $10,648 +28.8% | $641,994 +34% |
| 2002 | $8,269 +27.1% | $479,100 +22.3% |
| 2001 | $6,509 +27.7% | $391,718 +20% |
| 2000 | $5,098 | $326,432 |
Find assessor info on the county website
Neighborhood: 34228
Nearby homes
- $1,100,0003 bd3 ba2.5k sqft3427 Winding Oaks Dr #14, Longboat Key, FL 34228Sold
- $949,0003 bd3 ba2.5k sqft3435 Winding Oaks Dr #18, Longboat Key, FL 34228For Sale
- $1,300,0003 bd3 ba2.6k sqft3437 Winding Oaks Dr #19, Longboat Key, FL 34228Sold
- $960,0003 bd2 ba2.1k sqft3455 Winding Oaks Dr #28, Longboat Key, FL 34228Sold
- $758,5002 bd2 ba2k sqft3466 Winding Oaks Dr #35, Longboat Key, FL 34228Sold
- $1,150,0003 bd4 ba2.6k sqft3460 Winding Oaks Dr #38, Longboat Key, FL 34228For Sale
- $1,175,0002 bd3 ba2k sqft3408 Winding Oaks Dr #53, Longboat Key, FL 34228Sold
- $1,159,6002 bd2 ba2k sqft3402 Winding Oaks Dr, Longboat Key, FL 34228Off Market
Nearby schools
GreatSchools rating
- 10/10Southside Elementary SchoolGrades: K-5Distance: 7.3 mi
- 5/10Booker Middle SchoolGrades: 6-8Distance: 6.1 mi
- 3/10Booker High SchoolGrades: 9-12Distance: 5.3 mi
Schools provided by the listing agent
- Elementary: Southside Elementary
- Middle: Booker Middle
- High: Booker 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
$880,100
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$880,100
- Florida
- Sarasota County
- Longboat Key
- 34228
- 3465 Winding Oaks Dr Unit 33
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