4404 SAILOR COURT, ORLANDO, FL, 32812
Active10 days on marketListed Sep 10, 2026MLS #O6440628
Come see it
Upcoming open house
Sun, Sep 20
1:00 PM – 3:00 PM
About this home
4404 SAILOR COURT
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!
Facts & features
The home at a glance
3
Bedrooms
2.5
Bathrooms
1,972
Sqft
0.3 ac
Lot size
2
Garage
1986
Year built
Two
Levels
$271
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$4,131 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$4,131/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Orlando actives
$271 vs $242
Days on market
10 vs 42 typical
Where $271/sqft sits among the 400 Orlando actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Windward Place
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Orlando. See the full Orlando guide →
Windward Place — neighborhood snapshot
Population
731
Median age
44
Median income
$113,843
Median home value
$365,200
Avg household
3
Households w/ children
46%
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Orlando market
$400K → $395K
Orlando median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
209 of 400
Orlando actives have cut their price
Median sold price, Orlando, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 143% above the ORLANDO 32812 median. See the full Orlando market guide →
Paper trail
This home's history
Reality check
What actually sold near 4404 SAILOR COURT
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jan ’26$550,000
3718 LANDLUBBER STREET · same community
4 bd · 2.5 ba · 1,839 sqft · $299/sqft · 0 DOM
Sold · Jul ’26$365,000
3845 LANDLUBBER STREET · same community
4 bd · 2 ba · 1,606 sqft · $227/sqft · 116 DOM
Sold · Nov ’25$465,000
5105 DORIAN AVENUE
3 bd · 2 ba · 1,967 sqft · $236/sqft · 44 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Kemarie Johnson
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 4404 SAILOR COURT — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4404 SAILOR COURT — before you fall in love.
See it in person
Schedule a tour
Live availability from Kemarie's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
4404 SAILOR COURT FAQs
What would the monthly payment be for 4404 SAILOR COURT?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $4,131/mo — principal and interest, the actual property-tax bill, the $29/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 4404 SAILOR COURT?+
The association fee works out to $29 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 4404 SAILOR COURT?+
The most recent tax bill on record (2025) was $6,670. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 4404 SAILOR COURT?+
The listing reports pets: Cats OK, Dogs OK. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Orlando?+
At $535,000, this home is listed about 39% above the Orlando median of $385,250. The market section on this page shows how the area is trending.
Which schools are assigned to 4404 SAILOR COURT?+
Conway Middle (middle), Lake George Elementary (elementary), William R Boone High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of THE PALMS PROPERTY GROUP · Austin Masi. MLS #O6440628.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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