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Under contract
$1,150,000
3beds
2,608sqft

3460 Winding Oaks Dr #38, Longboat Key, FL 34228

3beds
2,608sqft
Condominium
Built in 1988
2 Attached garage spaces
$441 price/sqft
$2,355/mo HOA

What's special

Gated entranceCorner fireplaceSubstantial island with seatingCommunity pool and spaBright welcoming spaceHigh-set windowsAbundance of windows

Under contract-accepting backup offers. 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 ...

54 days
|
283
|
9
|
Source: Stellar MLS,MLS#: A4695005MLS LogoOriginating MLS: Sarasota - Manatee
Travel times

Home

Entrance

Living & Dining

Kitchen

Lanai

Primary

Secondary Bedroom

Office

Winding Oaks

Zillow last checked:

Listing updated:

Listed by:

Bruce Myer 941-376-5311,

COLDWELL BANKER REALTY 941-383-6411

Source: Stellar MLS,MLS#: A4695005MLS LogoOriginating MLS: Sarasota - Manatee

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 3
  • Bathrooms: 4
  • Full bathrooms: 3
  • 1/2 bathrooms: 1
Primary bedroom
  • Features: Walk-In Closet(s)
  • Level: First
  • Area: 238 Square Feet
  • Dimensions: 14x17
Bedroom 2
  • Features: Walk-In Closet(s)
  • Level: First
  • Area: 196 Square Feet
  • Dimensions: 14x14
Bedroom 3
  • Features: Built-in Closet
  • Level: First
  • Area: 210 Square Feet
  • Dimensions: 15x14
Balcony porch lanai
  • Level: First
  • Area: 1035 Square Feet
  • Dimensions: 45x23
Kitchen
  • Level: First
  • Area: 345 Square Feet
  • Dimensions: 15x23
Laundry
  • Level: First
  • Area: 35 Square Feet
  • Dimensions: 7x5
Living room
  • Level: First
  • Area: 638 Square Feet
  • Dimensions: 22x29
Heating
  • Central, Electric
Cooling
  • Central Air
Appliances
  • Included: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Laundry: Laundry Room
Features
  • Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Walk-In Closet(s)
  • Flooring: Tile
  • Doors: Sliding Doors
  • Windows: Window Treatments
  • Has fireplace: Yes
  • Fireplace features: Gas
Interior area
  • Total structure area: 3,323
  • Total interior livable area: 2,608 sqft
Video & virtual tour

Property

Parking
  • Total spaces: 2
  • Parking features: Garage Door Opener
  • Attached garage spaces: 2
Features
  • Levels: One
  • Stories: 1
  • Patio & porch: Rear Porch
  • Exterior features: Sidewalk
  • Pool features: Heated, In Ground
  • Has spa: Yes
  • Spa features: Heated, In Ground
  • Has view: Yes
  • View description: Water, Lake
  • Has water view: Yes
  • Water view: Water,Lake
  • Waterfront features: Lake Front, Lake Privileges
Lot
  • Residential vegetation: Mature Landscaping
Details
  • Parcel number: 0004121038
  • Zoning: MUC1
  • Special conditions: None

Construction

Type & style
  • Home type: Condo
  • Architectural style: Other
  • Property subtype: Condominium
Materials
  • Wood Frame
  • Foundation: Slab
  • Roof: Tile
Condition
  • Completed
  • New construction: No
  • Year built: 1988

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Public
  • Utilities for property: Electricity Connected, Sewer Connected, Underground Utilities, Water Connected

Community & HOA

Community
  • Features: Buyer Approval Required, Deed Restrictions, Pool
  • Pet fee: $0 monthly
  • Subdivision: WINDING OAKS
HOA
  • Has HOA: No
  • Amenities included: Maintenance, Pool
  • Services included: 24-Hour Guard, Community Pool, Manager, Private Road
  • HOA fee: $2,355 monthly
  • HOA name: Advanced Management - AMI / Neil Fleet
  • HOA phone: 941-383-3200
  • Second HOA name: Bay Isles Homeowners Assoc
  • Second HOA phone: 941-383-3200
Location
  • Region: Longboat Key

Financial & listing details

  • Price per square foot: $441/sqft
  • Tax assessed value: $780,400
  • Annual tax amount: $10,319
  • Date on market: 6/2/2026
  • Cumulative days on market: 53 days
  • Listing terms: Cash,Conventional
  • Ownership: Fee Simple
  • Total actual rent: 0
  • Electric utility on property: Yes
  • Road surface type: Paved

Price history

DateEventPrice
7/9/2026Contingent$1,150,000$441/sqft
Source: Stellar MLS #A4695005 Report a problem
6/2/2026Listed for sale$1,150,000+27.8%$441/sqft
Source: Stellar MLS #A4695005 Report a problem
4/30/2025Sold$900,000$345/sqft
Source: Stellar MLS #A4645917 Report a problem
3/25/2025Pending sale$900,000$345/sqft
Source: Stellar MLS #A4645917 Report a problem
3/25/2025Listed for sale$900,000+52.5%$345/sqft
Source: Stellar MLS #A4645917 Report a problem
6/29/2012Sold$590,000-5.6%$226/sqft
Source: Stellar MLS #A3954880 Report a problem
3/13/2012Pending sale$625,000$240/sqft
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
1/25/2012Listed for sale$625,000+9.8%$240/sqft
Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
6/3/2003Sold$569,000-1.9%$218/sqft
Source: Public Record Report a problem
8/1/2002Sold$580,000$222/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
2025$10,320 -9.8%$780,400 -3.2%
2024$11,441 +5.1%$806,054 +10%
2023$10,891 +5.3%$732,776 +10%
2022$10,344 +19.2%$666,160 +10%
2021$8,676 +2.3%$605,600 +4.7%
2020$8,478 -4.9%$578,400 -5.9%
2019$8,915 $614,800 +5%
2018$8,915 +4.6%$585,400 +4.2%
2017$8,525 +18.3%$561,549 -0.9%
2016$7,205 $566,700 +14.3%
2015$7,205 +13%$496,000 +3.4%
2014$6,374 -11.4%$479,600
2013$7,194 +24%$479,600 +11%
2012$5,801 -8.7%$432,100 -9.3%
2011$6,354 -6.5%$476,600 -3.6%
2010$6,795 -5.4%$494,300 -4.5%
2009$7,180 $517,700 -8.4%
2008$7,180 -3.4%$565,200 -1%
2007$7,434 $571,112 +2.5%
2006-- $557,182 +3%
2005-- $540,953 +3%
2004$7,886 -25.1%$525,197 -17.2%
2003$10,526 +28.8%$634,624 +34%
2002$8,174 +12.9%$473,600 +8.7%
2001$7,241 +17.9%$435,784 +20%
2000$6,142 $363,153

Find assessor info on the county website

Monthly payment

Est. payment
$9,459/mo
Principal & interest
$5887
HOA Fees
$2355
Property taxes
$1217
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Estimated market value

$1,090,500

$1.04M - $1.15M

$7,913/mo

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 34228

Nearby schools

Southside Elementary School
Grades K-5 • 7.3 miles
10/10
GreatSchools® Rating
Test Score Rating
10/10
Student Progress Rating
10/10
Booker Middle School
Grades 6-8 • 6.1 miles
5/10
GreatSchools® Rating
Test Score Rating
4/10
Student Progress Rating
5/10
Booker High School
Grades 9-12 • 5.3 miles
3/10
GreatSchools® Rating
Test Score Rating
4/10
College Readiness Rating
2/10
Student Progress Rating
3/10

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