Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$2,200,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,994 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
Under contract-accepting backup offers. Under Construction. Extraordinary new construction estate by renowned builder Davila Homes, nestled in the heart of Downtown Windermere. Meticulously designed and artfully executed, this five-bedroom, four-and-a-half-bathroom residence offers 3,994 square feet of luxurious living space. From the moment you step inside, you're enveloped in elevated elegance, soaring ceilings, rich custom millwork, and engineered hardwood flooring set the tone for this amazing home. The state-of-the-art chef's kitchen is a true culinary masterpiece, featuring a full suite of premium Thermador appliances, stunning quartz countertops, custom cabinetry, and an oversized island designed for both function and entertainment. The luxurious primary suite is a true sanctuary, featuring a spa-inspired soaking tub, an oversized walk-in shower, a private office, and an expansive boutique-style walk-in closet that redefines elevated living. The open-concept layout seamlessly blends indoor and outdoor living, with expansive sliding glass doors leading to a resort-caliber backyard oasis. The expansive backyard features a sparkling pool and spa, a fully equipped summer kitchen, and a generously sized covered lanai, perfect for luxurious outdoor living and year-round entertaining. Ideally located within walking distance to Windermere's boutiques, award-winning schools, weekly farmer's markets, and scenic lakefront parks you have unlimited access to everything Windermere has to offer. With close proximity to Winter Garden Village, Restaurant Row, and all the area attractions you are truly in the heart of it all. This is more than a home, it's a statement of luxury, lifestyle, and taste.

Full Property Details for 1020 Oakdale St

General

  • Price: $2,200,000
  • Taxes: $7,202 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6322270
  • Updated: 12/12/2025
  • Added to Site: 227 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 11
  • Interior Features: Eating Space In Kitchen, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Electric
  • Appliances: Built-In Oven, Dishwasher, Microwave, Range, Range Hood, Refrigerator
  • Flooring: Engineered Hardwood, Porcelain Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Irrigation System, Lighting, Outdoor Kitchen

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: WINDERMERE TOWN
  • Driving Directions: Proceed on Main Street, Turn left onto E?10th Ave, then turn right onto Oakdale St. home will be on the right.
  • Direction Faces: East

School Information

  • Elementary School: Windermere Elem
  • Middle School: Gotha Middle
  • High School: Olympia High

Community

  • Community Name: 34786 - Windermere

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Electricity Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Builder: Davila Homes
  • Approx Compl Date: 2025-12-10T05:00:00.000Z
  • Exterior Const.: Block, Stucco
  • Roof: Metal, Shingle
  • Stories/Levels: Two
  • Square Feet: 3,994
  • Sq. Ft. Source: Builder
  • Year Built: 2025

Lot Features

  • Lot Size (Acres): 0.29
  • Lot Size (Sq. Ft.): 12,801
  • Lot Size: 12801
  • Street/Road Desc.: Dirt, Gravel

Financial Considerations

  • Tax Amount: $7,202
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: PLAT OF WINDERMERE G/36 LOT 57
  • Flood Zone Info: X
  • APN: 172328933600570
  • Property ID: 172328933600570

Listed by Compass Florida Llc

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 1020 Oakdale St —

  • Compass Florida Llc

  • Compass Florida Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1020 Oakdale St

School District:Orange County School District
NameGradesDistance
Windermere Elementary School
11125 Park Avenue, Windermere, FL 34786
K-51.5 mi
Gotha Middle School
9155 Gotha Road, Windermere, FL 34786
6-82.8 mi
Olympia High School
4301 South Apopka Vineland Road, Orlando, FL 32835
9-121.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1020 Oakdale St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/16/2025
Listed
$2,200,000
292.86%
MLS
5/15/2024
Sold
$560,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1020 Oakdale St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,202
7%
$450,000
—
2023
$6,724
16%
$450,000
29%
2022
$5,780
44%
$350,000
40%
2021
$4,016
—
$250,000
22%
2021
$4,016
14%
$205,000
—
2019
$3,520
10%
$205,000
14%
2018
$3,199
-42%
$180,000
-40%
2017
$5,553
61%
$299,088
42%
2016
$3,447
-1%
$209,942
1%
2015
$3,499
2%
$208,483
1%
2014
$3,420
2%
$206,828
2%
2013
$3,344
—
$203,771
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1020 Oakdale St

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Compass Florida Llc

Similar Properties near 1020 Oakdale St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

713 Main St, Windermere, FL 34786 - Photo 1 Price Reduced
-$50,000 (-2.19%)
$2,235,000
Open House

713 Main St  Windermere, FL 34786

  • Single Family
  • Active
  • Updated 19 hours ago
  • 6
    Beds
  • 6
    Total Baths
  • 5,031
    Sq. Ft.
Listed by The Real Estate Collection Llc
436 E 7th Ave, Windermere, FL 34786 - Photo 1
$2,175,000

436 E 7th Ave  Windermere, FL 34786

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 5
    Total Baths
  • 3,136
    Sq. Ft.
Listed by Talent Realty Solutions
505 Jennifer Ln, Windermere, FL 34786 - Photo 1 Just Listed
$2,250,000

505 Jennifer Ln  Windermere, FL 34786

  • Single Family
  • Active
  • Updated 4 hours ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,525
    Sq. Ft.
Listed by Compass Florida Llc
6036 Greatwater Dr, Windermere, FL 34786 - Photo 1
$2,145,000

6036 Greatwater Dr  Windermere, FL 34786

  • Single Family
  • Active
  • 4
    Beds
  • 5
    Total Baths
  • 4,013
    Sq. Ft.
Listed by Keene's Pointe Realty

Just Listed near 1020 Oakdale St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

9729 Lake Hugh Dr, Gotha, FL 34734 - Photo 1 Just Listed
$1,775,000

9729 Lake Hugh Dr  Gotha, FL 34734

  • Single Family
  • Active
  • Updated 10 hours ago
  • 5
    Beds
  • 7
    Total Baths
  • 6,058
    Sq. Ft.
Listed by One Luxury International Llc
2433 Magnolia Reserve Rd, Ocoee, FL 34761 - Photo 1 Just Listed
$384,580

2433 Magnolia Reserve Rd  Ocoee, FL 34761

  • Townhouse
  • Active
  • Updated 4 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,935
    Sq. Ft.
Listed by Maltbie Realty Group
2429 Magnolia Reserve Rd, Ocoee, FL 34761 - Photo 1 Just Listed
$379,999

2429 Magnolia Reserve Rd  Ocoee, FL 34761

  • Townhouse
  • Active
  • Updated 4 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,935
    Sq. Ft.
Listed by Maltbie Realty Group
1990 Erving Cir, Ocoee, FL 34761 - Photo 1 Just Listed
$195,000

1990 Erving Cir  #101  Ocoee, FL 34761

  • Condo
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 921
    Sq. Ft.
Listed by Preferred Re Brokers Iii

Price Reduced near 1020 Oakdale St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2196 Laurel Blossom Cir, Ocoee, FL 34761 - Photo 1 Price Reduced
-$10,000 (-2.02%)
$484,900

2196 Laurel Blossom Cir  Ocoee, FL 34761

  • Single Family
  • Active
  • Updated 4 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 3,306
    Sq. Ft.
Listed by Suzi Molasso (407) 579-1372 and Homegenius Real Estate Llc
1105 Eagle Run Wy, Ocoee, FL 34761 - Photo 1 Price Reduced
-$5,000 (-1.08%)
$460,000

1105 Eagle Run Wy  Ocoee, FL 34761

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,100
    Sq. Ft.
Listed by Gigi Moorman (407) 906-5622 and Mary Perales (407) 476-8716
1008 Desert Candle Dr, Ocoee, FL 34761 - Photo 1 Price Reduced
-$10,000 (-2.74%)
$355,000

1008 Desert Candle Dr  Ocoee, FL 34761

  • Townhouse
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,570
    Sq. Ft.
Listed by Kings Realty & Co Llc
1101 Vintage Village Ln, Ocoee, FL 34761 - Photo 1 Price Reduced
-$8,000 (-3.86%)
$199,000

1101 Vintage Village Ln  #101  Ocoee, FL 34761

  • Condo
  • Active
  • Updated 14 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,074
    Sq. Ft.
Listed by Clock Tower Realty

Recent Sales near 1020 Oakdale St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1003 Oakdale St, Windermere, FL 34786 - Photo 1 Sold
$2,350,000

1003 Oakdale St  Windermere, FL 34786

  • Single Family
  • Closed
  • 6
    Beds
  • 6
    Total Baths
  • 4,599
    Sq. Ft.
Listed by Vintage Realty Group Llc
Sold by Wemert Group Realty Llc
5138 Fairway Oaks Dr, Windermere, FL 34786 - Photo 1 Sold
$2,500,000

5138 Fairway Oaks Dr  Windermere, FL 34786

  • Single Family
  • Closed
  • 4
    Beds
  • 5
    Total Baths
  • 4,330
    Sq. Ft.
Listed by Stockworth Realty Group
Sold by Isleworth Realty Llc
647 Ridgewood Dr, Windermere, FL 34786 - Photo 1 Sold
$2,075,000

647 Ridgewood Dr  Windermere, FL 34786

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,681
    Sq. Ft.
Listed by Premier Sothebys Int'l Realty
Sold by Premier Sothebys Int'l Realty
800 W 2nd Ave, Windermere, FL 34786 - Photo 1 Sold
$2,400,000

800 W 2nd Ave  Windermere, FL 34786

  • Single Family
  • Closed
  • 5
    Beds
  • 5
    Total Baths
  • 5,111
    Sq. Ft.
Listed by Vintage Realty Group Llc
Sold by Keller Williams Classic

1020 Oakdale Street, Windermere, FL 34786 (MLS# O6322270) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 1020 Oakdale Street is currently listed for $2,200,000 and was received on July 16, 2025. Want to learn more about 1020 Oakdale Street? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

Tour this property