Experience your refined tropical lifestyle in this meticulously renovated 2BR/2.5BA, 2,039+/- sq. ft. home nestled within the charming and exclusive Winding Oaks community on Longboat Key. The architecturally pleasing façade, adorned with awnings and a stylish color scheme, sets the tone for the luxury that awaits. As you approach, the mature landscaping and inviting courtyard at the entry beckon you inside, where high ceilings and tile floors create an open and spacious ambiance. The stylish kitchen, with a breakfast bar, boasts creatively contrasting blue cabinetry with white appliances and solid surface countertops. A family room off the kitchen provides a cozy space to gather, while the living room captivates with a fireplace and walls of sliders leading to the expansive open deck and private pool. The large primary suite is a relaxing respite with its cathedral ceiling, slider access to the pool deck and a voluminous custom walk-in closet. The beautifully redone primary bath features dual vanities, a glass walk-in shower and recessed lighting, adding a touch of elegance. The outdoor experience is equally grand, with a vast pool deck providing ample space for entertaining guests in the open air and a private pool for cooling down during those balmy summer days. Complete with high-impact glass all around, a 2-car garage, a whole house water filter and softener, and security system this residence embodies the pinnacle of luxury living. Set in the Bay Isles Harbourside golf course community, Winding Oaks is an intimate, maintenance-free neighborhood of just 56 villa-style residences offering a range of exciting amenities, including a gated entry, community pool and spa, recreational facilities, social activities and so much more. Residents of Winding Oaks are welcome to take advantage of all the benefits of Bay Isles living including deeded beach access to the Bay Isles Beach Club.
Sold for $1,175,000
$1,175,000
3408 WINDING OAKS DRIVE #53, LONGBOAT KEY, FL 34228
2beds
2,039sqft
Condominium
Built in 1988
-- sqft lot
$1,079,100 Zestimate®
$576/sqft
$7,288 Estimated rent
Home value
$1,079,100
$982,000 - $1.20M
$7,288/mo
Zestimate® history
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List your homeWhat's special
Private poolStylish color schemeWinding oaksMature landscapingLarge primary suiteExpansive open deckExclusive winding oaks community
Zillow last checked:
Listing updated:
Listed by:
Bruce Myer 941-376-5311,
COLDWELL BANKER REALTY 941-383-6411
Bought with:
Cathy Meldahl, PA, 0321629
MICHAEL SAUNDERS & COMPANY
Susan Smith, 0329024
MICHAEL SAUNDERS & COMPANY
Source: Stellar MLS,MLS#: A4593159
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Dimensions: 16x15
Bedroom 2
- Features: Built-in Closet
- Level: First
- Dimensions: 14x13
Den
- Level: First
- Dimensions: 15x8
Dining room
- Level: First
- Dimensions: 15x8
Great room
- Level: First
- Dimensions: 20x15
Kitchen
- Level: First
- Dimensions: 15x11
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Laundry: Inside
Features
- Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Stone Counters
- Flooring: Tile, Hardwood
- Doors: Sliding Doors
- Windows: Blinds
- Has fireplace: Yes
- Fireplace features: Wood Burning
Interior area
- Total structure area: 2,621
- Total interior livable area: 2,039 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 21x20
Features
- Levels: One
- Stories: 1
- Exterior features: Awning(s), Courtyard, Garden, Irrigation System, Lighting, Private Mailbox
- Has private pool: Yes
- Pool features: Gunite, In Ground
- Has view: Yes
- View description: Garden, Pond
- Has water view: Yes
- Water view: Pond
- Waterfront features: Beach - Access Deeded, Gulf/Ocean Access
Lot
- Size: 1 Square Feet
- Features: In County, Landscaped, Near Golf Course, Near Marina, Near Public Transit
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 0004121053
- Zoning: MUC1
- Special conditions: None
Construction
Type & style
- Home type: Condo
- Architectural style: Custom
- Property subtype: Condominium
Materials
- HardiPlank Type
- Foundation: Block, Slab
- Roof: Tile
Condition
- Completed
- New construction: No
- Year built: 1988
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Association Recreation - Owned, Buyer Approval Required, Deed Restrictions, Pool
- Security: Security System
- Pet fee: $0 monthly
- Subdivision: WINDING OAKS
HOA
- Has HOA: No
- Services included: Community Pool, Reserve Fund, Fidelity Bond, Insurance, Maintenance Structure, Maintenance Grounds, Manager, Pest Control, Private Road
- HOA fee: $2,100 monthly
- HOA name: MI Neil Fleet
- HOA phone: 941-383-3200
- Second HOA name: BAY ISLES MASTER ASSOCIATES
Location
- Region: Longboat Key
Financial & listing details
- Price per square foot: $576/sqft
- Tax assessed value: $825,500
- Annual tax amount: $10,255
- Date on market: 12/27/2023
- Cumulative days on market: 43 days
- Listing terms: Cash
- Ownership: Condominium
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 3/6/2024 | Sold | $1,175,000-1.7%$576/sqft |
Source:  Stellar MLS #A4593159 Report a problem | ||
| 2/9/2024 | Pending sale | $1,195,000$586/sqft |
Source: Stellar MLS #A4593159 Report a problem | ||
| 12/27/2023 | Listed for sale | $1,195,000+40.6%$586/sqft |
Source: Stellar MLS #A4593159 Report a problem | ||
| 5/17/2021 | Sold | $850,000+3%$417/sqft |
Source: Public Record Report a problem | ||
| 3/25/2021 | Listed for sale | $825,000+91%$405/sqft |
Source: Owner Report a problem | ||
| 7/25/2012 | Listing removed | $5,500$3/sqft |
Source: WAGNER REALTY #A3958911 Report a problem | ||
| 4/16/2012 | Listed for rent | $5,500$3/sqft |
Source: WAGNER REALTY #A3958911 Report a problem | ||
| 3/11/2011 | Sold | $432,000-1.5%$212/sqft |
Source: Public Record Report a problem | ||
| 12/23/2010 | Price change | $438,500-10.3%$215/sqft |
Source: NRT Florida #A3932298 Report a problem | ||
| 9/24/2010 | Listed for sale | $489,000$240/sqft |
Source: NRT Florida #A3932298 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,901 +4.1% | $825,500 -0.7% |
| 2024 | $10,467 +2.1% | $831,320 +3% |
| 2023 | $10,255 +1.8% | $807,107 +3% |
| 2022 | $10,073 +26.3% | $783,599 +32.1% |
| 2021 | $7,978 -0.3% | $593,258 +1.8% |
| 2020 | $8,003 +0.6% | $582,700 -0.3% |
| 2019 | $7,956 | $584,263 +31.7% |
| 2018 | $7,956 +32.8% | $443,500 +0.8% |
| 2017 | $5,992 +4.2% | $440,051 +2.1% |
| 2016 | $5,753 | $431,000 +12.1% |
| 2015 | $5,753 +9.4% | $384,500 +0.8% |
| 2014 | $5,261 -8.5% | $381,370 |
| 2013 | $5,748 +13% | $381,370 +10% |
| 2012 | $5,086 +3.3% | $346,700 +1.7% |
| 2011 | $4,925 +25.8% | $340,900 +13.3% |
| 2010 | $3,915 +12.7% | $300,836 +2.7% |
| 2009 | $3,475 | $292,927 +0.1% |
| 2008 | $3,475 -1.5% | $292,634 +3% |
| 2007 | $3,527 | $284,111 +2.5% |
| 2006 | -- | $277,181 +3% |
| 2005 | -- | $269,108 +3% |
| 2004 | $3,725 -2.9% | $261,270 +1.9% |
| 2003 | $3,838 -1.3% | $256,398 +2.4% |
| 2002 | $3,890 +5.7% | $250,389 +1.6% |
| 2001 | $3,679 +1.5% | $246,446 +3% |
| 2000 | $3,624 | $239,268 |
Find assessor info on the county website
Neighborhood: 34228
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- $1,170,6002 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: Pine View School
- 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
$1,079,100
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Estimated market value
$1,079,100
- Florida
- Sarasota County
- Longboat Key
- 34228
- 3408 WINDING OAKS DRIVE Unit 53
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