Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$450,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,650 Sq. Ft.
  • Updated 3 days ago
See This Home
Save This Home
See This Home
Save This Home
Welcome to 14446 Whittridge Dr., Winter Garden, FL 34787 - a charming home nestled in the highly sought-after Independence community! This beautifully maintained 3-bedroom, 2-bath home offers a light and airy open-concept floor plan with high ceilings and abundant natural light throughout. From the moment you step onto the inviting covered front porch, you'll feel right at home. Inside, the spacious living and dining areas flow seamlessly into the kitchen, creating the perfect space for both everyday living and entertaining. The kitchen features ample cabinetry, generous counter space, stainless steel appliances, a breakfast bar, and an open view into the main living area so you're always part of the action. The private primary suite offers plenty of room to unwind and includes an en-suite bath with dual vanities, a garden tub, and separate shower. Two additional bedrooms provide flexibility for guests, a home office, or growing needs. A dedicated laundry room adds convenience, and the functional layout makes excellent use of every square foot. Step outside to a fenced side yard-ideal for pets, play, or relaxing evenings outdoors. Major 2026 Updates: Both the main home roof AND the garage roof have been replaced in 2026, offering true peace of mind for years to come. (Please note: the garage roof photo was taken prior to replacement.) The current flooring has been virtually enhanced in the photos to showcase design potential. The seller is offering a closing concession for carpet replacement, allowing buyers to personalize the flooring to their own taste after closing. Living in Independence means enjoying an unmatched lifestyle with resort-style amenities, including: "¢ Two community pools "¢ Two fully equipped fitness centers "¢ Clubhouses with event space "¢ Multiple playgrounds and parks "¢ Tennis and basketball courts "¢ Scenic walking and biking trails "¢ Private boat ramps and access to Lake Hancock "¢ Community events and activities throughout the year "¢ High-speed internet and basic cable included in HOA All of this just minutes from Hamlin Town Center, historic Downtown Winter Garden, top-rated schools, shopping, dining, and major highways. This is an incredible opportunity to own a well-cared-for home in a prime location with valuable updates already completed. Schedule your private showing today!

Full Property Details for 14446 Whittridge Dr

General

  • Price: $450,000
  • HOA FEE: $195/month
  • Taxes: $5,006 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6378698
  • Updated: 2/26/2026
  • Added to Site: 5 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 6
  • Interior Features: Ceiling Fan(s)
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Basketball Court, Clubhouse, Fitness Center, Park, Playground, Pool, Tennis Court(s), Trail(s)

Exterior

  • Exterior Features: Lighting, Private Mailbox, Sidewalk

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: SIGNATURE LKS-PCL 01B
  • Driving Directions: From FL-429, take the exit for Independence Pkwy and head west. Turn right onto Hamlin Groves Trail, then left onto Whittridge Dr. Continue to 14446 Whittridge Dr, which will be on your left.
  • Direction Faces: East

School Information

  • Elementary School: Independence Elementary
  • Middle School: Bridgewater Middle
  • High School: Horizon High School

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Community Boat Ramp, Lake, Clubhouse, Fitness Center, Irrigation-Reclaimed Water, Park, Playground, Pool, Sidewalks, Tennis Court(s)
  • Optional Amenities: Basketball Court, Clubhouse, Fitness Center, Park, Playground, Pool, Tennis Court(s), Trail(s)
  • Association: Yes
  • Assoc. Name: Tyler Parsons
  • Assoc. Fees Include: Cable TV, Internet
  • Pet Restrictions: Verify pet restrictions with HOA

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Natural Gas Available, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,650
  • Sq. Ft. Source: Builder
  • Year Built: 2005

Lot Features

  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,280
  • Lot Size: 5280
  • Street/Road Desc.: Asphalt

Water Features

  • Water Front Desc.: Lake

Financial Considerations

  • Association Fee: $195
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $5,006.17
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: SIGNATURE LAKES - PARCEL 1B 60/51 LOT 327
  • Flood Zone Info: X
  • APN: 222327812403270
  • Property ID: 222327812403270
  • Block/Lot/Section: 3

Listed by The C Smith Real Estate Group 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

— 14446 Whittridge Dr —

  • The C Smith Real Estate Group Llc

  • The C Smith Real Estate Group 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 14446 Whittridge Dr

School District:Orange County School District
NameGradesDistance
Independence Elementary
6255 New Independence Parkway, Winter Garden, FL 34787
K-50.4 mi
Bridgewater Middle School
5600 Tiny Road, Winter Garden, FL 34787
6-81.1 mi
Horizon High School
10393 Seidel Road, Winter Garden, FL 34787
9-123.7 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 14446 Whittridge Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/25/2026
Listed
$450,000
47.54%
MLS
2/12/2021
Sold
$305,000
—
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 14446 Whittridge Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,006
—
$324,896
3%
2024
$5,006
7%
$315,740
3%
2023
$4,660
38%
$306,544
38%
2021
$3,378
-25%
$222,741
-25%
2022
$4,477
33%
$297,616
35%
2021
$3,378
-12%
$219,666
5%
2019
$3,856
5%
$209,675
7%
2018
$3,663
3%
$195,362
2%
2017
$3,544
3%
$191,142
—
2016
$3,428
4%
$191,413
26%
2015
$3,301
7%
$151,802
10%
2014
$3,097
16%
$138,002
10%
2013
$2,671
—
$125,456
—
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 14446 Whittridge Dr

$
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 The C Smith Real Estate Group Llc

Similar Properties near 14446 Whittridge Dr

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

15693 Signature Drive, Winter Garden, FL 34787 - Photo 1
$455,000

15693 Signature Drive  Winter Garden, FL 34787

  • Single Family
  • Active
  • Updated 13 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,720
    Sq. Ft.
Listed by Number 1 Broker, Llc
8197 Lakeview Crossing Dr, Winter Garden, FL 34787 - Photo 1 Price Reduced
-$5,000 (-1.11%)
$444,900

8197 Lakeview Crossing Dr  Winter Garden, FL 34787

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,685
    Sq. Ft.
Listed by Real Broker, Llc
6108 Lewis and Clark Ave, Winter Garden, FL 34787 - Photo 1 Price Reduced
-$38,000 (-7.63%)
$460,000

6108 Lewis and Clark Ave  Winter Garden, FL 34787

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,690
    Sq. Ft.
Listed by Amg International Realty
2390 Caledonian St, Clermont, FL 34711 - Photo 1
$450,000

2390 Caledonian St  Clermont, FL 34711

  • Single Family
  • Active
  • Updated 7 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,961
    Sq. Ft.
Listed by Exp Realty Llc

Just Listed near 14446 Whittridge Dr

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

000 Magnolia Creek Ln, Montverde, FL 34756 - Photo 1 Just Listed
$338,800

000 Magnolia Creek Ln  Montverde, FL 34756

  • Lots/Land
  • Active
  • Updated 2 days ago
  • 4.94
    Acres
Listed by Palms Realty
3116 Brookhollow Wy, Minneola, FL 34715 - Photo 1 Just Listed
$492,990

3116 Brookhollow Wy  Minneola, FL 34715

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,175
    Sq. Ft.
Listed by Lennar Realty
3130 Granite Rdg Ave, Minneola, FL 34715 - Photo 1 Just Listed
$455,490

3130 Granite Rdg Ave  Minneola, FL 34715

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,183
    Sq. Ft.
Listed by Lennar Realty
3118 Granite Rdg Ave, Minneola, FL 34715 - Photo 1 Just Listed
$458,490

3118 Granite Rdg Ave  Minneola, FL 34715

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,183
    Sq. Ft.
Listed by Lennar Realty

Price Reduced near 14446 Whittridge Dr

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

17442 Eve Dr, Montverde, FL 34756 - Photo 1 Price Reduced
-$1 (0%)
$235,080

17442 Eve Dr  Montverde, FL 34756

  • Mobile Home
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,493
    Sq. Ft.
Listed by La Rosa Rty Winter Garden Llc and La Rosa Realty Prestige
15746 Pendio Dr, Montverde, FL 34756 - Photo 1 Price Reduced
-$150,000 (-3.9%)
$3,700,000

15746 Pendio Dr  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 2 days ago
  • 6
    Beds
  • 6
    Total Baths
  • 5,853
    Sq. Ft.
Listed by Clock Tower Realty
16300 County Rd 455, Montverde, FL 34756 - Photo 1 Price Reduced
-$4,000 (-0.85%)
$465,999

16300 County Rd 455  #401  Montverde, FL 34756

  • Condo
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,568
    Sq. Ft.
Listed by Wra Business & Real Estate
4057 Silk Oak Ln, Minneola, FL 34715 - Photo 1 Price Reduced
-$45,000 (-6.67%)
$630,000

4057 Silk Oak Ln  Minneola, FL 34715

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,960
    Sq. Ft.
Listed by Optima One Realty

Recent Sales near 14446 Whittridge Dr

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

14488 Whittridge Dr, Winter Garden, FL 34787 - Photo 1 Sold
$464,000

14488 Whittridge Dr  Winter Garden, FL 34787

  • Townhouse
  • Closed
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,159
    Sq. Ft.
Listed by Wra Business & Real Estate
Sold by Wra Business & Real Estate
14814 Peekskill Dr, Winter Garden, FL 34787 - Photo 1 Sold
$419,497

14814 Peekskill Dr  Winter Garden, FL 34787

  • Townhouse
  • Closed
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,624
    Sq. Ft.
Listed by Lakefield Realty Group Llc
Sold by Berkshire Hathaway Homeservices Results Realty
14433 Pleach St, Winter Garden, FL 34787 - Photo 1 Sold
$407,000

14433 Pleach St  Winter Garden, FL 34787

  • Townhouse
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,639
    Sq. Ft.
Listed by Sellstate Innovation Realty
Sold by Robert Slack Llc
15208 Ave Of The Arbors, Winter Garden, FL 34787 - Photo 1 Sold
$470,000

15208 Ave Of The Arbors  Winter Garden, FL 34787

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,805
    Sq. Ft.
Listed by Independence Realty Group Llc
Sold by Agent Trust Realty Corporation

14446 Whittridge Drive, Winter Garden, FL 34787 (MLS# O6378698) is a Single Family property with 3 bedrooms and 2 full bathrooms. 14446 Whittridge Drive is currently listed for $450,000 and was received on February 25, 2026. Want to learn more about 14446 Whittridge Drive? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

Tour this property