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2026 Winding Oaks Drive

ORLANDO, FL 32825

5 beds
3 baths
3,338 sqft
10,199 sqft lot
$194 per sqft
2003 build
– on site

Nestled within the Premiere Gated Community of the Preserve at Rio Pinar lies an exquisite opportunity for homeownership. Offering both tranquility and privacy, this immaculately maintained home is all on one story and was constructed on a prime conservation, cul-de-sac lot in the back of the neighborhood, with lush woods beyond the backyard. With 5 bedrooms, 3 baths, and soaring 12ft ceilings, this home was built for entertaining and epitomizes spaciousness. You will love the huge master bedroom with 2 closets and sitting area that could serve as a nursery/work area. The kitchen boasts brand new stainless steel appliances, countless lower and upper cabinets with brushed nickle pulls that provide and incredible amount of storage. This is the heartbeat of the home and where your family will spend the majority of its time, together and entertaining friends. Just off the formal dining room, the kitchen opens to a massive Family room and includes an oversized eat in area by the bay window and extra long bartop counter with room for 5 barstools. When the community was being built and sold out, Lennar’s Construction Manager chose this homesite to build his home. You can rest assured that there are upgrades in this home not found in others in the community. You can also have confidence the home was meticulously crafted because the boss of the whole project was building it for himself. Features include a jetted tub, rounded corners, arched doorways, tile backsplash, art niches, lots of crown molding, 3 trey ceilings, 42" cabinets, Corian countertops, and more. The laundry room is also very large with a sink, but was uniquely by the addition of 10 upper cabinets that match those in the kitchen. You won't have storage issues in this home. The current owner wisley chose to enclose and heat and cool the 303 sq/ft screened porch. The 4031 sq ft under roof now includes a generous 3338 sq ft under air. A 3-car insulated garage provides ample space for vehicles, work space and storage. Enjoy the amenities of the Preserve, including a stunning community center with a large pool, hot tub, kids pool, saunas, exercise facility, clubhouse, tennis court, walking trails, and playground. Conveniently located on the East side of Orange County, this home provides easy access to major highways, Orlando International Airport, downtown Orlando, major employers, higher education institutions, medical facilities, shopping, dining, and entertainment. Schedule your private tour today and discover the epitome of gracious living in the heart of East Orlando's premier community at the Preserve at Rio Pinar. Come Quickly!

Listing courtesy of STELLAR_MLS / EXP REALTY LLC

Last checked: Checking… • Last updated Jun 15, 2025 •

MLS# O6311583 —

The Building

Year Built:

2003
New Construction:

false
Builder Name:

LENNAR
Architectural Style:

Ranch
Construction Materials:

Block
Levels:

One
Stories Total:

1
Roof:

Shingle
Foundation Details:

Slab
Patio And Porch Features:

Covered
Building Area Total:

4031
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Ceiling Fan(s)
Flooring:

Carpet
Additional Rooms:

Formal Dining Room Separate
Fireplace:

false

Room Dimensions

Living Area:

3338
Living Area Units:

Square Feet
Living Area Source:

Owner

Location

Directions:

From 408E Merge onto S Chickasaw Trail. Turn left onto Lake Underhill Rd. Turn right onto S Econlockhatchee Trail. Turn right onto Oriente St. Turn left onto Winding Oaks Dr. House will be on the right.
Latitude:

28.517704
Longitude:

-81.261442
Coordinates:

-81.261442, 28.517704

The Property

Parcel Number:

062331210002083
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Features:

Cleared
Lot Size Acres:

0.23
Lot Size Area:

10199
Lot Size SqFt:

10199
Lot Size Units:

Square Feet
Total Acres:

0 to less than 1/4
Zoning:

R-1AA
Direction Faces:

East
View:

Trees/Woods
View:

true
Exterior Features:

Irrigation System
Fencing:

Wood
Vegetation:

Mature Landscaping
Water Source:

None
Road Surface Type:

Paved
Road Frontage Type:

Street Paved
Flood Zone Code:

X
Additional Parcels:

false
Homestead:

true
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

83
Tax Block:

B
Tax Legal Description:

VILLAGES OF RIO PINAR PHASE 1 43/97 LOT83 BLK B
Tax Book Number:

43-97
Tax Annual Amount:

$3,871.36

Beds

Bedrooms Total:

5

Baths

Total Baths:

3
Total Baths:

3
Full Baths:

3

The Listing

Virtual Tour URL Branded:

https://media.devoredesign.com/videos/0196ef19-48ce-7272-a3ab-bb9d84a0c806?v=379
Virtual Tour URL Unbranded:

https://media.devoredesign.com/videos/0196ef19-48ce-7272-a3ab-bb9d84a0c806?v=379
Special Listing Conditions:

None

Heating & Cooling

Heating:

Electric
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Connected
Sewer:

Public Sewer

Appliances

Appliances:

Dishwasher
Laundry Features:

Electric Dryer Hookup

Schools

Elementary School:

Deerwood Elem (Orange Cty)
Middle Or Junior School:

Liberty Middle
High School:

Colonial High

The Community

Subdivision Name:

VILLAGES RIO PINAR PH 01 43/97
Senior Community:

false
Community Features:

Pool
Waterview:

false
Water Access:

false
Waterfront:

false
Pool Private:

false
Pets Allowed:

Yes
Association:

true
Association Fee:

381
Association Fee Frequency:

Quarterly
Association Fee Includes:

Maintenance Grounds
Association Fee Requirement:

Required
Monthly HOA Amount:

127
Ownership:

Fee Simple
Association Approval Required:

false

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

3
Carport:

false
Covered Spaces:

3

Monthly cost estimate

Asking price

$649,000

Expense	Monthly cost
Mortgage	$3,475
Taxes	$322
Insurance	$178
HOA fees	$127
Utilities	$220 See report
Total	$4,322/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
5/22/25 May 22, 2025	Listed / Active	STELLAR_MLS	$649,000	62.3% (3.4% / YR)
8/6/24 Aug 6, 2024	Price Changed	STELLAR_MLS
5/30/24 May 30, 2024	Listed / Active	STELLAR_MLS

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This house located in Villages of Rio Pinar, Rio Pinar, FL 32825 is currently for sale for $649,000. 2026 Winding Oaks Drive is a 3,338 square foot house with 5 beds and 3 baths that has been on Estately for 24 days. 2026 Winding Oaks Drive is in the Villages of Rio Pinar neighborhood of Rio Pinar and has a WalkScore® of 2, making it car-dependent. This house is in the attendance area of Liberty Middle School, Colonial High School, Cornerstone Charter Academy High School, Cornerstone Charter Academy K-8, and Deerwood Elementary School.

Listing Courtesy of: STELLAR_MLS and EXP REALTY LLC.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.