5544 Winona Dr, Saint Cloud, FL 34771
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OFF MARKET

5544 Winona Dr
Saint Cloud, FL 34771

  • 3 Beds
  • 2 Baths
  • 1,676 sqft

$373,800

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $2,597/mo*
Refinance Your Home

$373,800

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $2,597/mo*
Refinance Your Home
3 Beds
2 Baths
1,676 sqft

Local Information

  • Map ViewExplore the area around 5544 Winona Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Won't last long! This is a like new 3 Bedroom, 2 Bath Home built in the new Summerly community of Saint Cloud located just off Jones Road.

This property features modern neutral paint throughout with ceramic tile flooring throughout and new carpet flooring in bedrooms.

The split floor plan includes a spacious living room/dining combo with a view of the water to the back and is open to the kitchen, kitchen with with granite countertops, huge island with sink and , stainless steel finances, plenty of counter space and large pantry and a large breakfast nook area/.

Kitchen with granite countertops, huge center-island with sink and breakfast bar, stainless steel appliances, plenty of counter-space and a large pantry.

The Master bedroom includes a view of the water, a walk-in closet and large master bath with dual vanities, a shower and a large linen closet. There are 2 more bedrooms along with a shared hall bath.

In addition, this property includes a laundry room with washer/dryer hookups, 2 car garage with opener and a covered rear patio with view of the water.

The Summerly community is located off Jones Road in Saint Cloud is just minutes from the Lake Nona Medical City and the 417 (Greenway) with easy access to the 528 Beachline, the Orlando International Airport, local shopping and dining and schools.

Lawn treatments are included in the rental rate with the resident responsible for all Landscaping.

Sorry no pets allowed. Proof of Renters Insurance Policy is required to rent this property.

This property is currently occupied and can be shown by appointment only.

This property is being offered exclusively by Fusilier Management Group.
5544 Winona Dr, Saint Cloud, FL 34771 is a 3 bedroom, 2 bathroom, 1,676 sqft single-family home. It last sold for $326,990 on Aug 25, 2021 (14,797% above the $2,195 asking price). More recently, it was listed as a rental in April 2025 with an asking price of $2,250 per month. That rental listing was removed on August 8, 2025. It is currently off market. The Trulia Estimate is $373,800, with a rent estimate of $2,319/month.

Home Highlights

Parking
No Info
Outdoor
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View
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HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 5544 Winona Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For DetailsAvailable: now

Price History for 5544 Winona Dr

DatePriceEventSource
08/08/2025$2,195ListingRemovedZillow Rentals
07/10/2025$2,195PriceChange
Zillow Rentals
04/17/2025$2,250Listed For RentZillow Rentals
05/11/2024ListingRemovedZillow Rentals
03/15/2024$2,250Listed For RentZillow Rentals
06/12/2023ListingRemovedZillow Rentals
05/25/2023$2,195PriceChange
Zillow Rentals
04/25/2023$2,250Listed For RentZillow Rentals
12/15/2021ListingRemovedZillow Rental Network Premium
12/02/2021$1,995PriceChange
Zillow Rental Network Premium
11/13/2021$2,095PriceChange
Zillow Rental Network Premium
10/11/2021$2,150Listed For RentZillow Rental Network Premium
08/25/2021$326,990Sold
N/A
03/08/2021$326,990PendingAgent Provided

Market trends in Saint Cloud

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$398K
$1.67KMoM
Sale-to-List Price
98.5%
0.3%MoM
Price per sq ft
$203
$1MoM
Available listings
1004
35MoM
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Property Tax and Assessment

Year2025
Tax$5,498
Assessment$345,400
Home facts updated by county records

Comparable Sales for 5544 Winona Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
165 Lavenna Ave, Saint Cloud, FL
0.18
Single-Family Home
$387,500
08/06/25
3
2
1,802
536 Talisi Loop, Saint Cloud, FL
0.20
Single-Family Home
$399,900
10/24/25
3
2
1,676
3215 Carnation Ave, Lake Hamilton, FL
0.27
Single-Family Home
$309,990
05/26/26
3
2
1,536
5526 Bonn Way, Saint Cloud, FL
0.29
Single-Family Home
$370,000
01/15/26
3
2
1,802
5424 Geneva Way, Saint Cloud, FL
0.25
Single-Family Home
$355,000
05/01/26
4
2
1,825
746 Mocking Jay Ln, Saint Cloud, FL
0.26
Single-Family Home
$409,990
12/03/25
4
2
1,828
736 Mocking Jay Ln, Saint Cloud, FL
0.26
Single-Family Home
$414,990
10/17/25
4
2
1,828
447 Talisi Loop, Saint Cloud, FL
0.28
Single-Family Home
$387,000
12/29/25
4
2
1,846
756 Mocking Jay Ln, Saint Cloud, FL
0.26
Single-Family Home
$419,990
09/16/25
4
2
1,828
67 Berlin Ave, Saint Cloud, FL
0.36
Single-Family Home
$429,000
06/08/26
3
2
1,996

Nearby homes

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Assigned Schools

These are the assigned schools for 5544 Winona Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Saint Cloud

At least 465 Trulia users voted on each feature.

  • 85 % Say yards are well-kept

  • 85 % Say it's dog friendly

  • 85 % Say car is needed

  • 84 % Say parking is easy

  • 80 % Say there's holiday spirit

  • 75 % Say there are sidewalks

  • 72 % Say it's quiet

  • 67 % Say people would walk alone at night

  • 66 % Say kids play outside

  • 65 % Say streets are well-lit

  • 55 % Say neighbors are friendly

  • 54 % Say they plan to stay for at least 5 years

  • 50 % Say there's wildlife

  • 43 % Say it's walkable to grocery stores

  • 34 % Say it's walkable to restaurants

  • 31 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Akira.kennedy
    "Halloweens are so packed with kids and adults alike, it brings a smile to my face. People decorate for all holidays!"
    0
    Flag
  • Isaiah Robison
    "Lots of parks and lots of country land. And it’s a quiet town not too crazy not too busy. It’s pretty clean of a town as well."
    0
    Flag
  • Resident
    "Fantastic safe community and fabulous schools! No where else I want to raise a family. Property taxes are over the top though. "
    0
    Flag
  • Trulia User
    "I work from home but my fiancée works in Orlando and the commute is terrible right now with the traffic it can take maybe 30/45 minutes to get to the highway "
    0
    Flag
  • Trulia User
    "Love but no privacy but everyone is really nice. You can tell a lot more people are renting and don’t care as much about the property "
    0
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  • Trulia User
    "The neighborhood is very quiet and great for families. Everyone is very pleasant. The area is always clean. "
    0
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  • Jeandiaz618
    "There are a long dog owners who walk their dogs, and there are sidewalks through the whole neighborhood. "
    0
    Flag
  • Isaiah Robison
    "There are a lot of gangs that live in St. Cloud it’s not a safe place to live. But where is nowadays? "
    0
    Flag
  • Keila Lugo
    "Many families and kid friendly activities. Low crime rates and nice neighbors. The schools are A schools with awesome staff "
    0
    Flag
  • Rich Kowalski
    "Osceola County doesn’t invest in the infrastructure (Roads). The traffic is a major issue in the Saint Cloud area!"
    0
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  • Trulia User
    "Is pretty bad due to only one access avenue and is most likely busy at some point of the day, i hope they can make another way to across town"
    9
    Flag
  • Mjeanettecarrier
    "This is a quiet peaceful neighborhood. Everyone is kind and keeps their place neat and trim. We are close enough to the lake to feel the breeze and smell the fresh air. We can walk to the lake and enjoy all of the amenities the city provides recreation, family gatherings seafood restaurant and marina "
    5
    Flag
  • Anthony A.
    "The neighborhood is great. It’s growing, but keeps that small town way of life. The community is strong and people help each other whenever possible. "
    2
    Flag
  • Roxiemc78
    "Christmas every year they do contest so a lot of houses decorate for the holiday. It’s greAt to walk around and look at the lights and decorations "
    2
    Flag
  • Richard R.
    "Just moved here and love it! Friendly neighbors, great community & easy access to everything. Come and visit us!"
    0
    Flag
  • Victoria L.
    "There are mostly families in this neighborhood and overall most people are nice and will eventually talk to you."
    1
    Flag
  • Bree p
    "Everything, all the parades and events - the schools and sports are very involved and lots of activities"
    0
    Flag
  • Batesonjillian19
    "It’s not even a commute. They all act like everyone’s not human and are rude and disrespectful to each other. "
    2
    Flag
  • Lisamarietherealtor
    "Yes I am a dog owner myself and never had any issues with my neighbors very dog friends neighborhood "
    1
    Flag
  • Perseverance
    "quiet neighborhood, no complaints except other residents do not always keep their dogs in a leash. can be very troublesome when you have to guard your dog from others attacking it bc they refuse to leash their dogs or are just lazy."
    0
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  • Alfred A.
    "Everyone seems to know each other. Nice group of people. We all help each other during emergencies. "
    0
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  • Melissa S.
    "Lived here for 5 years. It's the closest to home I've felt since moving to FL. Neighbors are friendly. "
    1
    Flag
  • Alfred A.
    "I don’t know I’m not a dog owner. If I was a dog owner I wouldn’t leave the dog out all night so it barks and keep people up from sleeping. Some do that here and it’s very inconsiderate. "
    0
    Flag
  • Mjeanettecarrier
    "St. Cloud is a very family oriented community. The lake, sandy beach, play grounds, parks, volleyball, swimming, fishing, boating, picnics, quiet community "
    0
    Flag
  • Mjeanettecarrier
    "It’s a dog friendly neighborhood. You can walk your dog along the sidewalk and at the marina pet owner can eat outside with their dogs. "
    0
    Flag
  • Gobrowngo
    "No sidewalks. Traffic is a nightmare. No one drives the speed limit. Very rapidly going down hill fast."
    0
    Flag
  • Nyla R.
    "Traffic sucks and construction never ends. The whole town is over populated . Too many people not enough roads or jobs for everyone . "
    0
    Flag
  • Mdsfinest1
    "Things are a bit far from my community. I have to drive at least 20-30 minutes to get to any stores. Gas stations are a little closer at 10 minutes away. "
    0
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  • Anthony A.
    "The commute is very good. We have buses and SunRail close by. As well as the Florida Turnpike not far. "
    0
    Flag
  • Gobrowngo
    "Most streets don’t have sidewalks. No one drives the speed limit, especially on 10th street and Hwy 192."
    0
    Flag
  • Ashley N.
    "I always see people walking their dogs in the neighborhood my boyfriend lives in. There’s a nice trail around the lake to walk/run with them and a dog park."
    0
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  • Mjeanettecarrier
    "This is a dog friendly town. People are considerate about picking up after the dogs. Dogs are on leashes and friendly. If you’re the kind of person who lets their dog run loose you won’t like it here "
    0
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  • Michelle A. C.
    "Movies at the lake front, always community actives every weekend, holiday parades, craft shows, food trucks"
    0
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  • Christine3313
    "Close knit community and kind neighbors. The community organizes several events each year for residents including fireworks and a celebration for the 4th of July, and Easter egg hunt, and a Christmas party. "
    0
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  • Angela A.
    "Great neighborhood love the quote and non nosey neighbors. Great place to live. Never any problems sometimes loose dogs but we love dogs."
    0
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  • Robert R.
    "Commute is horrible lol. It is so bad that most days I go home and just cry myself to sleep until I repeat it all the next day. "
    0
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  • Trulia User
    "Respect to each neighbors privacy and culture Enforce driving speed on the street Neighbors respect each other home and property and mailboxes. "
    0
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  • Vasselvernon90
    "It’s okay it don’t really have much to go off of but it’ll do for the time being I’m trying to find a commute I can raise my daughter in and not have to worry at night or during the day while she’s at school "
    0
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  • Kalikaperry
    "It’s nice and calm in my community. I like that is is a laid back city but still have everything that I need. "
    0
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  • David B.
    "various events at our lakefront park and downtown area. Carnival rides for adults and children. Car shows as well."
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 5544 Winona Dr

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Off Market Homes Near 5544 Winona Dr

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