1215 Castleport Rd, Winter Garden, FL 34787

Off Market Jun 2025 for $855K

$834,912

Est. refi paymentEst. refi $6,699/mo

•

3,864

sq ft

1215 Castleport Rd, Winter Garden, FL 34787

About this home

Welcome to 1215 Castleport Road, a beautiful 2-story single-family home nestled in a sought-after guard-gated community that combines tranquility with sophistication. This spacious property features four bedrooms and three bathrooms, offering the perfect blend of comfort and style. As you step through the front door, you are greeted by the warmth of vinyl plank flooring that seamlessly flows throughout the main living areas, creating a cohesive and inviting atmosphere and the plush carpeting in the bedrooms offers a cozy retreat. The heart of the home features a spacious and functional kitchen, complete with an abundance of cabinets to satisfy all your storage needs. Create amazing dinners to be served in your separate dining room or enjoy the space offered by your eat-in kitchen area. On the second floor, take advantage of the the large loft area plus a media room, allowing for a great movie theatre and flexible space. In addition, enjoy the comfort of your primary bedroom with an en-suite bathroom offering your escape with the jetted tub, separate from the shower. Step outside to your private oasis where a screened-in pool, with a brand-new screen installed in 2024, awaits. The serene backdrop is ideal for relaxation or lively pool gatherings. The covered area and balcony overlooking the pool provide additional spaces for hosting friends or enjoying quiet moments while savoring the view of the tranquil lake behind the home, ensuring no rear neighbors disturb your peace. The home's functionality is further enhanced by the recently replaced A/C units in 2024 and a roof from 2019, offering peace of mind and comfort for years to come. Living in this community means having access to many amenities, including a clubhouse, a community pool, basketball courts, tennis courts, pickleball, skating rink and a playground. Plus, with its proximity to shopping, dining, and entertainment options, you'll never be far from what you need. 1215 Castleport Road is more than just a home; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this your personal oasis.

Single-familyProperty Type

2001Year Built

7,200 sq ftLot Size

$216Est. Price/Sq.Ft.

3 car garageParking

Listed by James Tate • WAYPOINT REAL ESTATE GROUP INC

Contact: 407-566-8265

Bought with Morgana Patterson • TOP FLORIDA HOMES

Redfin checked: 3 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6283549

Redfin Estimate

$834,912

$20K since sold in June 2025$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.2% higher than the average sale price ($707K) of 6 comparable homes.

SOLD MAY 27, 2026
$635,000
A
4 beds3 baths3,359 sq ft
15543 Pebble Ridge St, Winter Garden, FL 34787
SOLD AUG 28, 2026
$620,000
B
5 beds3 baths2,812 sq ft
1209 Castleport Rd, Winter Garden, FL 34787
SOLD MAY 21, 2026
$725,000
C
4 beds2.5 baths2,763 sq ft
15508 Pebble Ridge St, Winter Garden, FL 34787
SOLD JUN 1, 2026
$669,000
D
5 beds3 baths3,887 sq ft
13900 Fox Glove St, Winter Garden, FL 34787
SOLD APR 21, 2026
$745,000
E
4 beds3 baths2,970 sq ft
14046 Fox Glove St, Winter Garden, FL 34787
SOLD JUN 12, 2026
$845,000
F
5 beds3 baths3,866 sq ft
13526 Fox Glove St, Winter Garden, FL 34787

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Earn from this home

Sell

$115,903

Est. take-home

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Refinance

Est. cash available

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Rent

$3,748/mo

Redfin rental estimate

List your home for rent

Market trends in 34787, FL

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.8%

0.0% MoM

Median sale price

$611K

$11K MoM

Avg. days on market

42d

4 days MoM

Recently sold homes

558

8 MoM

New listings for sale

NEW 9 HRS AGO
$409,900
3 beds2.5 baths1,636 sq ft
11120 Suspense Dr, Winter Garden, FL 34787
NEW 13 HRS AGO
$600,000
3 beds3 baths2,040 sq ft
16137 Hampton Crossing Dr, Winter Garden, FL 34787
$1,159,900
7 beds4.5 baths4,720 sq ft
5074 Breezy Acres St, Winter Garden, FL 34787
3D WALKTHROUGH
$730,000
5 beds3 baths3,430 sq ft
2470 Standing Rock Cir, Oakland, FL 34787
3D WALKTHROUGH
$525,000
4 beds2 baths2,028 sq ft
990 Stationside Dr, Oakland, FL 34787
$429,900
3 beds2.5 baths1,698 sq ft
2036 Portcastle Cir, Winter Garden, FL 34787
$1,090,000
5 beds4.5 baths3,878 sq ft
9845 Emerald Berry Dr, Winter Garden, FL 34787
$849,900
4 beds3 baths2,528 sq ft
16668 Sanctuary Dr, Winter Garden, FL 34787
$729,999
4 beds3.5 baths2,877 sq ft
6158 Meriwether Cres, Winter Garden, FL 34787
$638,000
3 beds2.5 baths1,650 sq ft
910 Trowman Aly, Winter Garden, FL 34787
See all

Provided by Redfin

Sale history for 1215 Castleport Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6283549

Jun 12, 2025

Sold

$855,000

$221/sq ft

May 8, 2025

Pending

—

Mar 21, 2025

Price Changed

$849,000

$220/sq ft

Feb 24, 2025

Listed

$899,000

$233/sq ft

STELLARMLS #6183417

Mar 3, 2024

Rental Removed

$4,500

$1/sq ft

Mar 1, 2024

Listed for Rent

$4,500

$1/sq ft

Stellar MLS as Distributed by MLS Grid #O5961885

Sep 13, 2021

Sold

$530,000

$137/sq ft

Aug 17, 2021

Pending

—

Aug 7, 2021

Relisted

—

Aug 5, 2021

Pending

—

Jul 28, 2021

Listed

$529,900

$137/sq ft

Welcome To SBW, Water View home with flexible room options for today’s growing family. 4 Bedroom, 3 Baths, Pool & Spa, 3 Car Garage, Loft, Bonus/Media Room, 50’ Balcony, Screened Patio. Home located in Guard Gated Stoneybrook West offers over 3800 sq. ft. of generous living space. Nice floor plan, big living, dining room & grand double stairs the kitchen, dinette & family room are situated in the back with open large sets of sliding glass doors showcasing the pool & pond views. Second floor Offers additional living area, loft area and a huge Bonus room. SBW is a 24-hour manned, security-guarded and gated community. HOA Fee includes Spectrum Internet & Cable. Amazing location, just minutes from the thriving downtown Plant Street district with its many shopping, dining, and cultural options, as well as nearby Winter Garden Village at Fowler Groves. Walking Distance to highly rated Whispering Oak Elementary! Community amenities abound! They include an Olympic sized swimming pool, gorgeous Town Center that houses the gym and is also home to fantastic sports courts (Tennis, Basketball, Beach Volleyball, and In-line Hockey Rink), and large playground and tot-lot. Schedule a showing today.

Stellar MLS as Distributed by MLS Grid #G5035129

Apr 20, 2021

Pending

—

Apr 13, 2021

Relisted

—

Mar 25, 2021

Pending

—

Nov 5, 2020

Relisted

—

Oct 26, 2020

Listing Removed

—

Oct 24, 2020

Listed

Year

Property tax

Land + Additions

Assessment*

2025

$12,324 (+9.0%)

$140,000 + $573,000

$713,000

2024

$11,305 (+11.6%)

$140,000 + $573,000

$713,000

2023

$10,132 (+10.0%)

$140,000 + $546,782

$686,782

2022

$9,210 (+83.0%)

$140,000 + $390,436

$530,436

2021

$5,033 (+4.9%)

$140,000 + $390,436

$530,436

2020

$4,799 (−0.8%)

2019

$4,838

2018

$4,842 (+4.4%)

2017

$4,636 (−1.8%)

2016

$4,721 (−1.5%)

2015

$4,794 (−0.6%)

2014

$4,823 (+2.1%)

2013

$4,724 (+1.1%)

2012

$4,672

Tax history for 1215 Castleport Rd

Year

Property tax

Land + Additions

Assessment*

2025

$12,324 (+9.0%)

$140,000 + $573,000

$713,000

2024

$11,305 (+11.6%)

$140,000 + $573,000

$713,000

2023

$10,132 (+10.0%)

$140,000 + $546,782

$686,782

2022

$9,210 (+83.0%)

$140,000 + $390,436

$530,436

2021

$5,033 (+4.9%)

$140,000 + $390,436

$530,436

2020

$4,799 (−0.8%)

2019

$4,838

2018

$4,842 (+4.4%)

2017

$4,636 (−1.8%)

2016

$4,721 (−1.5%)

2015

$4,794 (−0.6%)

2014

$4,823 (+2.1%)

2013

$4,724 (+1.1%)

2012

$4,672

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

7,200 Sq. Ft.

Year renovated

2001

Sq. Ft.

3,864

Year built

2001

Style

Single Family Residential

County

Orange County

APN

272304823102049

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

Property details

Parking

Parking Information
Parking Features: Driveway, Garage Door Opener
Garage Spaces: 3
Has Attached Garage
Has Garage

Interior

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 3

Laundry Room Information
Laundry Features: Inside, Laundry Room

Other Rooms Information
Additional Rooms: Bonus Room,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Loft,Media Room
# of Rooms: 11

Fireplace Information
Has Fireplace
Fireplace Features: Decorative, Family Room

Heating & Cooling
Heating Information: Central, Electric
Cooling Information: Central Air

Interior Features
Interior Features: Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Solid Wood Cabinets, Stone Counters, Walk-in Closet(s), Window Treatments
Appliances: Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator
Flooring: Carpet, Ceramic Tile, Hardwood

Exterior

Building Information
Construction Materials: Block, Stucco
Roof: Shingle

Exterior Features
Patio And Porch Features: Enclosed, Rear Porch, Screened
Exterior Features: Balcony, Sidewalk

Pool Information
Spa Features: In Ground
Has Private Pool
Pool Features: Deck, Gunite, In Ground, Screen Enclosure
Has Spa

Property Features
Universal Property Id: US-12095-N-042327823102049-R-N

Waterfront Information
On Waterfront
Waterfront Features: Lake Front
Water Body Name: BLACK LAKE
Waterfront Feet Total: 60
Water Frontage Feet Pond: 60
Water View Y/N: 1
Water View Description: Lake
Water Access Y/N: 1
Water Access Description: Lake
Water Extras Y/N: 1
Water Extras Description: Fishing Pier,Skiing Allowed

Property Information
CDD Y/N: 1
Homestead Y/N: 0
Other Equipment: Irrigation Equipment
Property Type: Residential
Property Sub Type: Single Family Residence
Zoning: PUD

Land Information
Vegetation: Mature Landscaping
Total Acreage: 0 to less than 1/4

Lot Information
Lot Features: In County, Near Golf Course, Sidewalk, Paved
Lot Size Acres: 0.16
Road Surface Type: Asphalt
Lot Size Square Meters: 669
Planned Unit Development YN: 1

Building Information
MFR_BuildingAreaTotalSrchSqM: 498.80

Financial

Assessment Information
Other Annual Assessment Amount: $342

Tax Information
Tax Annual Amount: $11,304.64
Tax Year: 2024

Lease / Rent Details
Lease Restrictions YN: 1

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Recycled, Water Connected

Location

Multi-Family Financial Information
Total Annual Fees: $2,873
Total Monthly Fees: $239.42

Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished

HOA Information
Association Name: Leland Management
Has HOA
MFR_Association2YN: 0
Association Fee Requirement: Required
Association Approval Required Y/N: 1
Monthly HOA Amount: 239.42
Association Amenities: Basketball Court, Pickleball Court(s)
Association Fee: $718.25
Association Fee Frequency: Quarterly
Association Fee Includes: Cable TV, Internet

School Information
Elementary School: Whispering Oak Elem
Middle Or Junior High School: SunRidge Middle
High School: West Orange High

Location Information
Directions: From SR-429, Take Exit 19 onto Winter Garden Vineland Rd. Take Stoneybrook West Pkwy. Turn right onto Town Commons Blvd. Turn left. Turn left onto Pebble Ridge St. Turn left onto Castleport Rd. The home is on the left.

Community Information
Community Features: Clubhouse, Fitness Center, Golf, Irrigation-Reclaimed Water, Playground, Pool, Sidewalks, Tennis Court(s)
Pets Allowed: Yes

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 3,864
Stories: 2.0
Lot Size: 7,200 square feet
Style: Single Family Residential
Year Built: 2001
Year Renovated: 2001
County: Orange County
APN: 272304823102049

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 407-566-8265
Previous Status: Pending
Backups Requested YN: 1
Home Warranty YN: No

Listing Date Information
Days to Contract: 72
Status Contractual Search Date: 2025-06-12

Listing Price Information
Calculated List Price By Calculated Sq Ft: 219.72

Green Information
Green Verification Count: 0
Direction Faces: Southwest

Home Information
Living Area: 3864
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 358.98
Building Area Total: 5369
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: Two
Security Features: Gated Community, Security Gate, Smoke Detector(s)

Around this home

Schools

Whispering Oak Elementary School

Public PreK-5 • Assigned • 0.5mi

10/10

SunRidge Middle School

Public 6-8 • Assigned • 1.2mi

8/10

West Orange High School

Public 9-12 • Assigned • 2.9mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 23 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Winter Garden, FL • 34787

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 6.7 hours in December, placing it above the U.S. average for solar exposure.

8.7 hrs

6.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$794,000 – $961,000

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Nearby similar homes

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NEW CONSTRUCTION

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New listings for sale in 34787

NEW 9 HRS AGO

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11120 Suspense Dr, Winter Garden, FL 34787

NEW 13 HRS AGO

$600,000

3 beds3 baths2,040 sq ft

16137 Hampton Crossing Dr, Winter Garden, FL 34787

$1,159,900

7 beds4.5 baths4,720 sq ft

5074 Breezy Acres St, Winter Garden, FL 34787

3D WALKTHROUGH

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2470 Standing Rock Cir, Oakland, FL 34787

3D WALKTHROUGH

$525,000

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990 Stationside Dr, Oakland, FL 34787

$429,900

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2036 Portcastle Cir, Winter Garden, FL 34787

$1,090,000

5 beds4.5 baths3,878 sq ft

9845 Emerald Berry Dr, Winter Garden, FL 34787

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Home values near 1215 Castleport Rd

Data from public records.

Address	Redfin Estimate
1233 Castleport Rd, Winter Garden, FL 4 Beds \| 2 Baths \| 2390 Sq. Ft.	$587,606
1221 Castleport Rd, Winter Garden, FL 5 Beds \| 3 Baths \| 3243 Sq. Ft.	$790,280

Address	Redfin Estimate
1239 Castleport Rd, Winter Garden, FL 4 Beds \| 2 Baths \| 2321 Sq. Ft.	$685,465
1227 Castleport Rd, Winter Garden, FL 4 Beds \| 3 Baths \| 3851 Sq. Ft.	$715,469

Address	Redfin Estimate
1209 Castleport Rd, Winter Garden, FL 5 Beds \| 3 Baths \| 2812 Sq. Ft.	$657,593
1226 Castleport Rd, Winter Garden, FL 5 Beds \| 3 Baths \| 2864 Sq. Ft.	$667,412

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2024. This data may not match . Learn more.

Listing provided courtesy of: UPSIDE REAL ESTATE INC

Listing agent: Karen Jorgensen

Based on information submitted to the MLS GRID as of Mon Sep 21 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Last Updated: 2024-03-04T03:04:27.496Z

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 34787, FL

Sale history for 1215 Castleport Rd

Tax history for 1215 Castleport Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 34787

Home values near 1215 Castleport Rd

More real estate resources