1919 Winding Oaks Dr Orlando, FL 32825
Chickasaw NeighborhoodEstimated payment $4,458/month
Total Views
440
4
Beds
3
Baths
2,556
Sq Ft
$260
Price per Sq Ft
Highlights
- 85 Feet of Pond Waterfront
- Solar Heated In Ground Pool
- Open Floorplan
- Deerwood Elementary School Rated A-
- View of Trees or Woods
- Private Lot
About This Home
One or more photo(s) has been virtually staged. GORGEOUS WATER VIEW HOME AT THE PRESERVE AT THE VILLAGES!
This beautifully updated 4-bedroom, 3-bathroom home with an office/den (potential 5th bedroom) offers an ideal blend of modern luxury and serene water views. Located in the sought-after gated golf community of The Preserve at the Villages, this home is perfect for entertaining and comfortable living.
Upon entering, you're greeted by open views of the sparkling pool, lanai, and peaceful pond. The spacious floor plan includes a formal dining room, versatile office/den, a large living room that flows into the chef’s kitchen with granite countertops, breakfast bar and abundant counter space. Recent kitchen enhancements (2023) include painted and resurfaced cabinetry, providing a fresh and modern feel. The kitchen and dining nook has beautiful views of the pool and pond, perfect for entertaining.
The expansive master suite includes views of the water, access to the lanai, two closets (one walk-in), and a luxurious en-suite bath with dual sinks, a step-in shower, garden tub, and private toilet. The guest wing includes three additional bedrooms and two full bathrooms, one with direct access to the pool area.
Key upgrades include:
-New luxury laminate flooring (2023)
-Upgraded kitchen cabinets: painted and resurfaced cabinetry (2023)
-New pool pump (2025)
-Architectural asphalt shingle roof
-Lennox HVAC system
-Water Heater (2021)
-Featuring Solar Water heating panels for improved energy efficiency (solely owned)
-Four-speaker system with receiver for seamless entertainment
Enjoy the tranquility of the private backyard oasis with serene water views, perfect for dining, relaxing, and entertaining. The Preserve at the Villages community offers a clubhouse, fitness center, pool, tennis courts, and Rio Pinar Golf Course with a restaurant.
Prime location: Conveniently located near major highways (HWY 417, 528 & 408), shopping: Waterford Town Center, dining, UCF, to the airport, to Disney/Universal, and to Cocoa Beach.
This home is move-in ready and waiting for you to make it your own!
Buyers should verify room sizes, HOA fees, and other details.
Listing Agent
KELLER WILLIAMS ADVANTAGE 2 REALTY Brokerage Phone: 407-393-5901 License #3615345 Listed on: 09/04/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,672
Year Built
- Built in 2002
Lot Details
- 10,200 Sq Ft Lot
- 85 Feet of Pond Waterfront
- West Facing Home
- Mature Landscaping
- Private Lot
- Irrigation Equipment
- Landscaped with Trees
- Property is zoned R-1AA
HOA Fees
- $139 Monthly HOA Fees
Parking
- 2 Car Attached Garage
Property Views
- Pond
- Woods
- Pool
Home Design
- Bungalow
- Slab Foundation
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 2,556 Sq Ft Home
- Open Floorplan
- High Ceiling
- Ceiling Fan
- Sliding Doors
- Family Room Off Kitchen
- Living Room
- Den
Kitchen
- Range
- Microwave
- Dishwasher
- Stone Countertops
- Disposal
Flooring
- Laminate
- Ceramic Tile
- Vinyl
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- Walk-In Closet
- 3 Full Bathrooms
- Soaking Tub
Laundry
- Laundry Room
- Dryer
- Washer
Pool
- Solar Heated In Ground Pool
- Gunite Pool
Outdoor Features
- Access To Pond
- Screened Patio
Location
- Property is near a golf course
Schools
- Deerwood Elementary School
- Liberty Middle School
- Colonial High School
Utilities
- Central Heating and Cooling System
- Heat Pump System
- Thermostat
- Electric Water Heater
Community Details
- Craig Williams Association
- Villages Rio Pinar Ph 01 43/97 Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 61 / B
- Assessor Parcel Number 06-23-31-2100-02-061
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,672 | $540,200 | $105,000 | $435,200 |
| 2024 | $7,865 | $520,000 | $105,000 | $415,000 |
| 2023 | $7,865 | $490,075 | $105,000 | $385,075 |
| 2022 | $4,507 | $313,293 | $0 | $0 |
| 2021 | $4,438 | $304,168 | $0 | $0 |
| 2020 | $4,226 | $299,968 | $0 | $0 |
| 2019 | $4,350 | $293,224 | $0 | $0 |
| 2018 | $4,315 | $287,757 | $0 | $0 |
| 2017 | $4,255 | $282,971 | $31,000 | $251,971 |
| 2016 | $4,228 | $276,041 | $30,500 | $245,541 |
| 2015 | $3,095 | $262,417 | $30,000 | $232,417 |
| 2014 | $3,149 | $223,335 | $30,000 | $193,335 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 09/07/2025 09/07/25 | Pending | -- | -- | -- |
| 09/04/2025 09/04/25 | For Sale | $665,000 | +13.7% | $260 / Sq Ft |
| 12/16/2022 12/16/22 | Sold | $585,000 | 0.0% | $229 / Sq Ft |
| 10/17/2022 10/17/22 | Pending | -- | -- | -- |
| 10/13/2022 10/13/22 | For Sale | $585,000 | -- | $229 / Sq Ft |
Source: Stellar MLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $585,000 | Oliver Title Law | |
| Warranty Deed | $100 | Hoover Jared M | |
| Warranty Deed | $315,500 | First Service Title Of Flori | |
| Warranty Deed | $270,000 | First Advantage Title Par | |
| Interfamily Deed Transfer | $66,700 | Attorney | |
| Warranty Deed | $285,700 | -- | |
| Warranty Deed | $168,700 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $468,000 | New Conventional | |
| Previous Owner | $175,000 | Credit Line Revolving | |
| Previous Owner | $268,175 | New Conventional | |
| Previous Owner | $208,000 | New Conventional | |
| Previous Owner | $230,000 | Purchase Money Mortgage | |
| Previous Owner | $163,572 | Unknown | |
| Previous Owner | $164,550 | New Conventional |
Source: Public Records
Similar Homes in Orlando, FL
Source: Stellar MLS
MLS Number: O6341331
APN: 06-2331-2100-02-061
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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