1349 Castleport Rd

Winter Garden, FL 34787

$720,000
Price
5
Beds
3,673 Sq. Ft.
$196 / Sq. Ft.
3,673
Sq. Ft.
$196
per Sq. Ft.
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a kitchen with stainless steel appliances granite countertop a refrigerator and a stove top oven
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Description

This beautiful renovated 5-bedroom home located in the guard-gated golf community of Stoneybrook West, in Winter Garden, offers two primary suites, three additional bedrooms, and a large loft/flex space, ideal for multi-generational living or a home office. New stair and loft railings have been installed to enhance safety and functionality. The open-concept floor plan features abundant natural light and a seamless layout for entertaining. Enjoy a spacious fenced backyard with room for a pool or outdoor...This beautiful renovated 5-bedroom home located in the guard-gated golf community of Stoneybrook West, in Winter Garden, offers two primary suites, three additional bedrooms, and a large loft/flex space, ideal for multi-generational living or a home office. New stair and loft railings have been installed to enhance safety and functionality. The open-concept floor plan features abundant natural light and a seamless layout for entertaining. Enjoy a spacious fenced backyard with room for a pool or outdoor living area. Stoneybrook West offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment with scenic walking and biking trails. Conveniently located near shopping, dining, top-rated schools, and major roadways with easy access to Orlando and area attractions. Resort-style living in a prime Winter Garden location.
  1. Listed by Dianna Desboyaux • Brokerage DRE #2032345 • DOUGLAS ELLIMAN
    P: (407)-920-4601 C: (407)-920-4601 diannadesboyaux@gmail.com
  2. Listed by Adriana Morris • Brokerage DRE #2032345 • DOUGLAS ELLIMAN
    P: (407)-920-4600 C: (407)-920-4600 adrianahomes@gmail.com

Property Details for 1349 Castleport Road

Architectural Style
Contemporary
Subdivision Name
STONEYBROOK WEST 44/134
Township
23
Garage Spaces
2
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 03/08/2026 02:17 PM

Property Details for 1349 Castleport Road

StatusActive
MLS #O6377923
Days on Market29
Taxes$9,122 / year
HOA Fees$2,999 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2001
Lot Size0.17 AC / 7,200 SF
CountyOrange County
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Location

Listing Courtesy of DOUGLAS ELLIMAN, Dianna Desboyaux; DOUGLAS ELLIMAN, Adriana Morris
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Building Information for 1349 Castleport Road

Stories2Year Built2001Building Size-Lot Size0.17 AC / 7,200 SF

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$4,504 per month

30 year fixed, 6.11% Interest

Principal and Interest

$3,494

Property Taxes

$760

HOA Dues

$250

The Payment Calculator is for illustrative purposes only.

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Property Information for 1349 Castleport Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 4382.0
  • Building Area Units: Square Feet
  • Direction Faces: Northeast
  • Directions: From 429, exit 19, straight on Stoneybrook West Pkwy, right to main gate (have your DL and RE license) through, 2nd stop sign, L on Pebble Ridge, L on Castleport, home will be on the left.
  • Elementary School: Whispering Oak Elem
  • Middle Or Junior School: SunRidge Middle
  • High School: West Orange High
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 1349
  • Street Name: CASTLEPORT
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER GARDEN
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: Yes
  • Association Fee Requirement: Required
  • Association Name: Erin Lewis | Leland Management
  • Association Phone: 407-287-6091
  • Association: Yes
  • CDD: No
  • Pet Restrictions: Please contact HOA
  • Tax Block: 2
  • Tax Book Number: 44-134
  • Tax Legal Description: STONEYBROOK WEST UNIT 1 44/134 LOT 66 BLK 2
  • Tax Lot: 66
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: 042327823102066
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: PUD
  • Living Area: 3673
Property and Assessments
  • Year Built Numeric: 2001
  • Flood Zone Code: X
  • Flood Zone Date: 09-24-2021
  • Flood Zone Panel: 12095C0215H
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 27
  • Public Survey Section: 04
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Available, Electricity Connected, Sewer Connected, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Sidewalk, Sliding Doors
  • Fencing: Fenced
  • Foundation Details: Slab
  • Levels: Two
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 3
  • Additional Rooms: Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility, Loft
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Tile
  • Heating: Central, Electric
  • Interior Features: Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Walk-In Closet(s)
  • Laundry Features: Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 11.0
  • Water View: No
  • Bathrooms Half: 1
Rental
Rental Information
  • Pets Allowed: Yes

Property History for 1349 Castleport Road

DateEvent & SourcePriceAppreciation
Mar 3, 2026

Listed (Active)

MFRMLS #O6377923

$720,000—
Oct 13, 2025

Expired

MFRMLS #O6258370

$740,000—
Feb 27, 2025

Price Change

MFRMLS #O6258370

$765,000—
Nov 17, 2024

Listed (Active)

MFRMLS #O6258370

$770,000—
May 22, 2020

Sold

MFRMLS #G5020814

$390,000—
May 8, 2020

Sold (Public Record)

Public Record #668558371

$390,000

+4.5% / yr

Mar 23, 2020

Pending

MFRMLS #G5020814

—
Sep 20, 2019

Listed (Active)

MFRMLS #G5020814

$474,900—
Aug 12, 2011

Sold

MFRMLS #R4596452

$265,000—
Aug 9, 2011

Sold (Public Record)

Public Record #314492928

$265,000

+92.8% / yr

Aug 8, 2011

Pending

MFRMLS #R4596452

—
May 26, 2011

Listed (Active)

MFRMLS #R4596452

$259,900—
Feb 28, 2011

Sold

MFRMLS #O5017432

$185,000—
Jan 21, 2011

Sold (Public Record)

Public Record #305218639

$185,000

-19.0% / yr

Jan 3, 2011

Pending

MFRMLS #O5017432

—
Nov 24, 2010

Listed (Active)

MFRMLS #O5017432

$214,900—
Nov 23, 2010

Withdrawn

MFRMLS #S4673330

$229,900—
Jul 30, 2010

Listed (Active)

MFRMLS #S4673330

$261,000—
Jul 31, 2006

Sold (Public Record)

Public Record #201191504

$475,000

+19.7% / yr

Jul 31, 2006

Sold

MFRMLS #O4676174

$475,000—
Jun 22, 2006

Pending

MFRMLS #O4676174

—
Apr 21, 2006

Listed (Active)

MFRMLS #O4676174

$519,900—
Apr 18, 2006

Expired

MFRMLS #O4634021

$520,000—
Oct 10, 2005

Listed (Active)

MFRMLS #O4634021

$545,000—
Jan 8, 2004

Sold (Public Record)

Public Record #127277351

$300,000

+8.3% / yr

Jun 19, 2001

Sold (Public Record)

Public Record #74633885

$244,600—
DateEvent & SourcePrice
03/03/2026

Listed (Active)

MFRMLS #O6377923

$720,000
10/13/2025

Expired

MFRMLS #O6258370

$740,000
02/27/2025

Price Change

MFRMLS #O6258370

$765,000
11/17/2024

Listed (Active)

MFRMLS #O6258370

$770,000
05/22/2020

Sold

MFRMLS #G5020814

$390,000
05/08/2020

Sold (Public Record)

Public Record #668558371

$390,000

+4.5% / yr

03/23/2020

Pending

MFRMLS #G5020814

—
09/20/2019

Listed (Active)

MFRMLS #G5020814

$474,900
08/12/2011

Sold

MFRMLS #R4596452

$265,000
08/09/2011

Sold (Public Record)

Public Record #314492928

$265,000

+92.8% / yr

08/08/2011

Pending

MFRMLS #R4596452

—
05/26/2011

Listed (Active)

MFRMLS #R4596452

$259,900
02/28/2011

Sold

MFRMLS #O5017432

$185,000
01/21/2011

Sold (Public Record)

Public Record #305218639

$185,000

-19.0% / yr

01/03/2011

Pending

MFRMLS #O5017432

—
11/24/2010

Listed (Active)

MFRMLS #O5017432

$214,900
11/23/2010

Withdrawn

MFRMLS #S4673330

$229,900
07/30/2010

Listed (Active)

MFRMLS #S4673330

$261,000
07/31/2006

Sold (Public Record)

Public Record #201191504

$475,000

+19.7% / yr

07/31/2006

Sold

MFRMLS #O4676174

$475,000
06/22/2006

Pending

MFRMLS #O4676174

—
04/21/2006

Listed (Active)

MFRMLS #O4676174

$519,900
04/18/2006

Expired

MFRMLS #O4634021

$520,000
10/10/2005

Listed (Active)

MFRMLS #O4634021

$545,000
01/08/2004

Sold (Public Record)

Public Record #127277351

$300,000

+8.3% / yr

06/19/2001

Sold (Public Record)

Public Record #74633885

$244,600

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1349 Castleport Road

Taxable ValueLand-Additions-Total-
Tax Record2024$9,122 ($760 / month)
Home Facts
Beds5Total Finished SqFt3,673 SqFtAbove Grade Finished SqFt3,673 SqFtStories2Lot Size7,200 SqFtStyleSingle Family ResidenceYear Built2001ZoningPUDCountyORANGEAPN04-23-27-8231-02-066

Schools near 1349 Castleport Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Whispering Oak Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
SunRidge Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Whispering Oak Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

SunRidge Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 1349 Castleport Road, Winter Garden, FL 34787

1349 Castleport Road is a single family home for sale in Winter Garden, FL 34787. This property was listed for sale on March 3, 2026 by DOUGLAS ELLIMAN, it's currently listed at $720,000. It has been on the market for a total of 29 days and was last sold on May 22, 2020. This listing's school district is Orange County Public Schools. Nearby schools include Whispering Oak Elementary School, Cornerstone Academy Charter and SunRidge Middle School. 1349 Castleport Road is a 5-bed, 4-bath, 3,673 sqft single family home built in 2001.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of DOUGLAS ELLIMAN, Dianna Desboyaux; DOUGLAS ELLIMAN, Adriana Morris

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 03/08/2026 02:17 PM