4404 Sailor Court, FL4404 Sailor Court, FL4404 Sailor Court, FL
Stellar MLS
1 / 55

$535,000

4404 Sailor Court

Orlando, FL 32812

Listing updated: September 16, 2026 at 4:51 PM ET

Active
Stellar MLSListing courtesy of The Palms Property Group · Austin Masi · MLS #O6440628 · Active · 407-476-4202
3
Beds
3
Baths
1,972
Sq Ft
0.3
Acres
1986
Built
Private poolFireplace$271/sqft
Single Family Residence

Property type

1986

Year built

12,899 sqft

Lot size

$271

Price / sq ft

$29/mo

HOA dues

6

Days on market

2

Garage spaces

X

Flood zone

About this home

Virtually Staged. Welcome to 4404 Sailor Court, a turnkey colonial-style pool home offering 3-bedrooms, 2.5-baths, and 1,972 square feet of living space. This home is conveniently situated at the end of a cul-de-sac, features an impressive .30-acre lot, a fully fenced-in backyard, and no rear neighbors. The beautiful brick exterior offers timeless curb appeal, while the tastefully updated interior is warm, inviting, and truly move-in ready. As you step inside, discover the details that make this home special. The custom stairs and laminate flooring (2025) throughout the ground floor, fresh interior paint (2026), and new light fixtures (2026) create a welcoming first impression. On the first floor you'll find the formal dining room, living room, kitchen, a brick wood-burning fireplace, half bathroom, and the laundry room. The kitchen is equipped with a full suite of new stainless steel Whirlpool appliances (2025/2026), granite counter tops, plenty of storage, and upgraded soft close cabinets. Impact windows throughout the home bring in an abundance of natural light. Upstairs, you'll find three generously sized bedrooms, including the oversized primary suite. The guest bathroom is shared by the two additional bedrooms, one of which features a built-in desk system, ideal for a home office. Step outside through the sliding glass doors and you'll find a spacious, covered, screened-in patio. The private screened-in pool, outdoor bar, and expansive backyard create a perfect setting to experience the Florida lifestyle. Enjoy the privacy of having no rear neighbors and a fully fenced-in backyard. Major improvements provide additional peace of mind, including a newer roof and gutters (September 2022), A/C (May 2019), new water heater (2026), new pool pump (2026), and newer septic drain field (2023). Two sheds in the backyard add additional storage options, including a 12x10 Tuff shed (2022). Centrally located near the heart of Orlando, you really can't beat this location! Barber Park is right around the corner which offers basketball courts, soccer fields, playgrounds, a splash pad, dog park, and seasonal farmers markets. The home is just minutes from the Conway Chain of Lakes, approximately 10 minutes from the Orlando International Airport, 15 minutes from Downtown Orlando, and has convenient access to Orlando's world-famous attractions. Schedule a showing today!

Estimated monthly payment

Principal & interest$2,705
Property taxes$556
Home insurance (est.)$245
HOA dues$29

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history6 days on market

  1. Status: Active
    Sep 11, 2026
  2. Listed$535,000
    Sep 10, 2026
  3. Price increased$535,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
6
Subdivision
Windward Place
County
Orange
Year built
1986
Living area
1,972 sq ft
Price/sq ft
$271
Building area
2,432 sq ft (Public Records)
Lot size
12,899 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0430F)
Garage
2 spaces
Pool
Private pool
Annual taxes
$6,670 (2025)
Parcel #
08-23-30-9377-00-050
Zoning
R-1A
MLS #
O6440628

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Interior Details

Bedrooms
3
Full bathrooms
2
Half bathrooms
1
Flooring
Carpet, Laminate
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Interior features
PrimaryBedroom Upstairs, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry
Electric Dryer Hookup, Inside, Laundry Closet, Washer Hookup
Stories / Levels
Two
Direction faces
East
Fireplace
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$350 / Annually
Monthly HOA
$29/mo
Total monthly fees
$29/mo
Total annual fees
$350
HOA name
Sentry Management / Melissa Cooper
CDD
No
Homestead exemption
Yes
Min lease term
7 Months
Listing terms
Cash, Conventional, FHA
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Buyer / Buyer Agent responsible for confirming with HOA.

Exterior & Construction

Exterior features
Awning(s), Fire Pit, Garden, Private Yard, Rain Gutters, Sidewalk, Storage
Construction materials
Vinyl Siding, Frame
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Septic Tank
Water source
Public
Utilities
BB/HS Internet Available, Cable Available, Cable Connected, Electricity Connected, Water Connected

Community

Pets allowed
Cats OK, Dogs OK

Schools

ElementaryBLake George ElemGreatSchools ↗
MiddleCConway MiddleGreatSchools ↗
High SchoolBoone HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary BedroomSecond19x21
Bedroom 2Second15x12
Bedroom 3Second12x12
Bathroom 1First6x5
Primary BathroomSecond13x6
Bathroom 3Second9x6
KitchenFirst20x11
Dining RoomFirst12x12
Great RoomFirst15x27

Listing Details

Listing date
2026-09-10
On market date
2026-09-10
Original list price
$535,000
Occupant type
Vacant
MLS area
32812 - Orlando/Conway / Belle Isle
Listing AOR
Orlando Regional
Status changed
2026-09-11
Tax legal description
WINDWARD PLACE 16/95 LOT 5

Flood risk

Minimal riskFEMA Zone XPanel 12095C0430F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From FL-528 East, take exit 9 for Tradeport Drive toward Conway Road. Merge onto Jetport Rd. In .5 miles, use the left two lanes to turn left onto Tradeport Drive. Continue onto Conway Road for 2.6 miles. Turn right onto Gatlin Ave. In .1 miles, turn left onto Landlubber St. In 226 feet, take your first left onto Sailor Ct. In 262 feet, your destination is straight ahead: 4404 Sailor Ct. Orlando, FL 32812.

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Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of September 16, 2026 at 4:51 PM ET. 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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