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$749,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,673 Sq. Ft.
  • Updated 4 hours ago
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SPACIOUS TWO-STORY HOME IN WINTER GARDEN - 5 BEDROOMS, 5 LIVING AREAS & MORE! Discover this beautiful two-story home in Winter Garden, offering an ideal combination of space, comfort, and convenience. Featuring 5 bedrooms, 3 full bathrooms, and 1 half bathroom, this property stands out with an impressive five additional living areas, providing plenty of room for entertaining, relaxing, working from home, or creating spaces tailored to your lifestyle. The open floor plan creates a welcoming atmosphere, complemented by spacious living and dining rooms perfect for gatherings with family and friends. The beautiful kitchen features solid wood cabinets, elegant stone countertops, and included appliances, combining style and functionality for everyday living. The primary bedroom offers a walk-in closet, while the remaining four bedrooms feature built-in closets for convenient storage. With generous interior space and a versatile layout, this home is an excellent option for buyers looking for room to grow or investors seeking an attractive rental property. Additional highlights include a two-car attached garage and a convenient location near a major road, providing easy access to nearby amenities, shopping, dining, and well-regarded schools. Don't miss this opportunity to own a spacious and versatile home in desirable Winter Garden!

Full Property Details for 1349 Castleport Rd

General

  • Price: $749,000
  • HOA FEE: $243/month
  • Taxes: $9,894 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6449173
  • Updated: Today (10/12/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 15
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Inside, Laundry Room

Exterior

  • Exterior Features: Garden, Lighting, Sidewalk, Sliding Doors
  • Deck/Patio: Covered, Front Porch
  • Porch/Patio/Deck: Covered, Front Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: STONEYBROOK WEST 44/134
  • Driving Directions: Take Exit 18 and Stoneybrook W Pkwy to Towne Commons Blvd Continue on Towne Commons Blvd. Take Pebble Ridge St to Castleport Rd Turn right onto Towne Commons Blvd Turn left onto Tour Pointe Blvd Turn left onto Pebble Ridge St Turn left onto Castleport Rd Destination will be on the right
  • Direction Faces: North

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Clubhouse, Fitness Center, Golf Carts OK, Golf, Park, Playground, Pool, Racquetball, Sidewalks, Tennis Court(s), Wheelchair Access
  • Association: Yes
  • Assoc. Name: Leland Management / Erin Lewis
  • Pet Restrictions: Please verify with HOA.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Available, Sewer Available, Water Available

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 3,673
  • Sq. Ft. Source: Public Records
  • Year Built: 2001

Lot Features

  • Lot Size (Acres): 0.17
  • Lot Size (Sq. Ft.): 7,200
  • Lot Size: 7200
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $243
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • CDD: Yes
  • Tax Amount: $9,894
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: STONEYBROOK WEST UNIT 1 44/134 LOT 66 BLK 2
  • Flood Zone Info: X
  • APN: 42327823102066
  • Property ID: 42327823102066
  • Block/Lot/Section: 2

Listed by Wra Business & Real Estate

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— 1349 Castleport Rd —

  • Wra Business & Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 1349 Castleport Rd

School District:Orange County School District
NameGradesDistance
Whispering Oak Elementary School
15300 Stoneybrook West Parkway, Winter Garden, FL 34787
PK-50.4 mi
SunRidge Middle School
14955 Sunridge Boulevard, Winter Garden, FL 34787
6-81.4 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-123.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1349 Castleport Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/12/2026
Listed
$749,000
92.05%
MLS
5/08/2020
Sold
$390,000
—
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 1349 Castleport Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,894
8%
$566,784
-6%
2024
$9,122
12%
$603,621
14%
2023
$8,171
29%
$528,026
50%
2021
$6,342
-14%
$351,928
-24%
2022
$7,417
17%
$463,770
37%
2021
$6,342
5%
$339,035
2%
2019
$6,015
3%
$331,141
5%
2018
$5,840
4%
$314,231
2%
2017
$5,613
—
$307,437
4%
2016
$5,600
3%
$294,849
10%
2015
$5,442
6%
$269,078
10%
2014
$5,116
14%
$244,616
10%
2013
$4,488
—
$222,378
—
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.

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Listed by Wra Business & Real Estate

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1349 Castleport Road, Winter Garden, FL 34787 (MLS# O6449173) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 1349 Castleport Road is currently listed for $749,000 and was received on October 12, 2026. Want to learn more about 1349 Castleport Road? 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.

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