2099 CESTIUS ROAD, Winter Garden, FL 34787
OFF MARKET

2099 CESTIUS ROAD
Winter Garden, FL 34787

  • 5 Beds
  • 3 Baths
  • 3,731 sqft

$716,400

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $5,060/mo*
Refinance Your Home

$716,400

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $5,060/mo*
Refinance Your Home
5 Beds
3 Baths
3,731 sqft

Local Information

  • Map ViewExplore the area around 2099 CESTIUS ROAD.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2014
Living Area
3,731 sqft
Price/Sqft
$192
Parking
3 Car Garage
HOA
$195/Monthly

About this House

First time ever for sale by original owner. Amazing opportunity to get a behemoth at amazing price. Well laid out 5 bed 3 bath with BONUS ROOM and 3 car garage. Home is set DIRECTLY across from community pool & playground. Timeless floor plan design with stacked formal living and dining rooms, HUGE kitchen with prep island and several pantry closets... no issues with storage in this home !!! Kitchen is open to the family room with sliding glass wall washing the area in Florida Sunshine and giving access to the rear covered lanai. Downstairs full bed and bath is big plus, Upstairs ,the owners retreat is spacious with 2 walk in closets, garden bath, walk in shower and dual vanities. Large bonus room could easily be a 6th bedroom if one more was needed. Upstairs laundry is a welcome design feature too ! Large driveway for additional parking is a huge plus, along with the 3 car side entry garage. HOA fee covers lawn care ! Ideally located minutes from everything Winter Garden, shopping and dining options minutes in every direction, 15 minutes to Disney and 25 to Downtown Orlando. Foundations academy campus just down the street too ! One ac unit recently replaced, other serviced. You will not find a better buy in 34787 at this $/ft.... move fast.... large homes like this are impossible to find under 700k.
2099 CESTIUS ROAD, Winter Garden, FL 34787 is a 5 bedroom, 3 bathroom, 3,731 sqft single-family home built in 2014. It last sold for $672,000 on Aug 9, 2023 (1% below the $678,800 asking price). More recently, it was listed as a rental in October 2022 with an asking price of $3,300 per month. That rental listing was removed on November 9, 2022. It is currently off market. The Trulia Estimate is $716,400, with a rent estimate of $5,158/month.

Home Details for 2099 CESTIUS ROAD

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bonus Room, Dinette, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3731 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water ConnectedAppliances: Disposal, Microwave, Range, RefrigeratorDisposalLaundry: Inside,Upper LevelMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: Sliding DoorsFlooring: Carpet, Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: CoveredExterior: Irrigation System, SidewalkFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Garage Door Opener,Garage Faces Side
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 31

Property Information

Year Built
Year Built: 2014
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, Wood FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 092327010001000

Price & Status

Price
List Price: $678,800
Status Change & Dates
Off Market Date: Fri Jul 07 2023

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER GARDENCommunity: ALEXANDER RIDGE

Building

Building Area
Building Area: 4697 Square Feet

Community

Community Features: Park, Playground, PoolNot Senior Community
Other
Playground

HOA

HOA Fee Includes: Community Pool, Maintenance GroundsHOA Name: leland managementAssociation for this Listing: Orlando RegionalHas an HOAHOA Fee: $195/Monthly

Lot Information

Lot Area: 8449 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6115182Showing Requirements: Lockbox - ElectronicUniversal Property Id: US-12095-N-092327010001000-R-N

Additional Information

HOA Amenities: Park,Playground,Pool
Last check for updates: about 3 hours ago
Listed by Ronald Ziolkowski, (407) 592-7653
RE/MAX PRIME PROPERTIES, (407) 347-4512
Bought with: Melissa Wilson, (321) 331-4084, KELLER WILLIAMS REALTY AT THE LAKES, (407) 566-1800
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6115182
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 2099 CESTIUS ROAD

DatePriceEventSource
08/09/2023$672,000Sold
Stellar MLS #O6115182
07/07/2023$678,800PendingStellar MLS #O6115182
06/06/2023$678,800Listed For SaleStellar MLS #O6115182
11/09/2022ListingRemovedZillow Rental Network_1
10/31/2022$3,300Listed For RentZillow Rental Network_1
01/13/2021ListingRemovedZillow Rental Network Premium
01/04/2021$2,495Listed For RentZillow Rental Network Premium
01/30/2020$2,450ListingRemovedAgent Provided
01/20/2020$2,450PriceChange
Agent Provided
01/10/2020$2,500PriceChange
Agent Provided
12/05/2019$2,550PriceChange
Agent Provided
11/13/2019$2,600Listed For RentAgent Provided
01/20/2018$2,450ListingRemovedAgent Provided
01/03/2018$2,450PriceChange
Agent Provided
12/26/2017$2,495PriceChange
Agent Provided
11/20/2017$2,550Listed For RentAgent Provided
06/17/2017$2,500ListingRemovedAgent Provided
06/09/2017$2,500Listed For RentAgent Provided
09/28/2014$2,350ListingRemovedAgent Provided
08/24/2014$2,500Listed For RentAgent Provided
08/22/2014$351,000Sold
Stellar MLS #O5205120

Market trends in Winter Garden

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$588K
$4.17KMoM
Sale-to-List Price
98.4%
0.1%MoM
Price per sq ft
$251
$3MoM
Available listings
762
18MoM
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Property Tax and Assessment

Year2024
Tax$6,867
Assessment$635,278
Home facts updated by county records

Comparable Sales for 2099 CESTIUS ROAD

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2069 NERVA ROAD, Winter Garden, FL
0.06
Single-Family Home
$900,000
03/02/26
6
4
4,280
11876 SHINE VIEW LANE, Winter Garden, FL
0.15
Single-Family Home
$665,000
01/29/26
4
3.5
2,489
306 CRYSTAL WOOD DRIVE, Winter Garden, FL
0.15
Single-Family Home
$985,520
01/15/26
5
3.5
3,643
13001 HARVEST RAIN AVENUE, Winter Garden, FL
0.14
Single-Family Home
$750,000
05/21/26
4
3.5
2,858
16803 HOBE SOUND COURT, Winter Garden, FL
0.14
Single-Family Home
$664,000
03/31/26
4
3.5
2,489
11081 HOLLOW BAY DRIVE, Winter Garden, FL
0.15
Single-Family Home
$839,541
10/24/25
5
4.5
3,225
15402 SANDFIELD LOOP, Winter Garden, FL
0.18
Single-Family Home
$735,000
11/06/25
4
4
3,176
11106 HOLLOW BAY DRIVE, Winter Garden, FL
0.15
Single-Family Home
$793,466
12/19/25
4
3.5
3,334
12887 HARVEST RAIN AVENUE, Winter Garden, FL
0.15
Single-Family Home
$835,594
10/24/25
4
3.5
2,858
2051 SANDY GARDEN LANE, Winter Garden, FL
0.24
Single-Family Home
$650,000
08/22/25
4
4
2,860

Nearby homes

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Assigned Schools

These are the assigned schools for 2099 CESTIUS ROAD.
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 Winter Garden

At least 511 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 86 % Say car is needed

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 76 % Say it's quiet

  • 75 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 61 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 50 % Say it's walkable to grocery stores

  • 47 % Say it's walkable to restaurants

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • jhp331
    "A rated schools and lots to do for families "
    0
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  • Trulia User
    "Its great to live this area we have market and restauran near us . We can walk when we want in our neighboorhood. We have parks schools near us …"
    0
    Flag
  • Amanda
    "Great safe area for all ages and diversity. Good schools, lots of shopping, dining, nearby and more coming."
    0
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  • Ypgs9v7hpd
    "It is a nice area and the schools are nice. It is good area to raise children away from the tourists area and the city ."
    0
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  • Ypgs9v7hpd
    "The only thing that is unique about this neighborhood is the people that are friendly and the kids get along great. The only downside of living here in Wintergarden is it’s not enough places to go out to eat and it is not enough places for kids to hang out or teenagers to hang out and the closest place for teenagers to hang out is at the Wintergarden Grove area where you have to take off the exit 9, which I think that’s a bit too far for them to hang out when they can remain closer, it would be better if they had a place to hang out within the neighborhood. Also, Price is over here for a living is very high so if you’re not making a decent amount of money, it is expensive even the apartments that are surrounding it. It’s expensive.."
    0
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  • Emilye Chasen
    "Downtown events occur all the time. Christmas, Halloween, 4th of July etc. Santa comes down my street"
    1
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  • Ypgs9v7hpd
    "I’ve living here for the last 3 yrs. It’s nice area, people are nice. It’s nice area to raise your family there."
    0
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  • Heather Kotyk
    "I work near the airport and the commute using the turnpike and I4 is about 25-30 minutes. Traffic is usually manageable and continuously is moving "
    0
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  • Erin
    "There are many families in the neighborhood, a great playground and an A rated school nearby. There’s also a grocery store and pharmacy conveniently within a mile. "
    0
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  • Maria Rojas
    "Great place to have a family, lots of parks and activities for kids. Amazing schools and the community is very united. Most communities have hoa "
    0
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  • Rosa Aguilar
    "There’s lots of places, activities, parks, trails to take kids. There’s also lots of churches with daycare and city programs for children to take part in."
    0
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  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
    0
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  • Logan Mahalek
    "The historic area of downtown winter garden boasts local shops and restaurants and also hosts a farmers market every weekend. There is also plenty of name brands within 15 minutes "
    0
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  • Cfbranf3rd
    "I’m don’t have a commute, as I’m retired. I’m in Cypress Reserve, and Avalon Road can be a nightmare at school drop off/pick up times."
    0
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  • Kelly
    "Beautiful, safe & friendly area. Winter Garden is a great place to raise a family! This is a very active area with tons of activities. Lots of wildlife & opportunities to get in touch with nature. Big, beautiful Florida birds and animals all around. Great restaurants too! "
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  • Geisha
    "In Winter Garden for the area's of Horizon West, Hamlin, Summerlake, Waterleight, The Grove is amazing is like living in a perfect community bubble completely recomend"
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  • Catherine Law
    "There is a private lake side park and a bbq area. Dogs poop trash and bags available. Dogs need to be on leash all the time. No many houses are fenced. "
    0
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  • Vanessaasantini
    "Wonderful , Safe, beatiful, peaceful, very good, clean, good school, nice and bog city Close to supermarket, gas station "
    2
    Flag
  • Aj2636
    "Halloween costume parties for kids. Community Easter egg hunts. Santa Claus visits on a fire truck. Community watch parties for football games. A soccer field, tennis courts, pickleball courts and basketball courts that allow the neighborhood to enjoy each other’s company. During COVID, we had live music performances in the park."
    0
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  • Cara Conley
    "The area is established and offers. Great amenities within 15 minutes. Clean and safe and welcoming."
    1
    Flag
  • Isaac Peterson
    "Very friendly and helpful neighbors, and the schools are awesome. Very safe "
    2
    Flag
  • Aj2636
    "I’ve lived here for 11 years. It’s close to shopping. The neighborhood feels comfortable with homes far apart from each other. Nice lakes nearby that most neighborhoods have access to. Hospital close-by for emergencies."
    1
    Flag
  • Felton.amanda
    "I lived here for 10 years and just now moving this month. The neighborhood is safe not a lot of crime just a few thieves here and there that steal packages from ppls door steps occasionally."
    1
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  • Dismiki24
    "Lots of dogs in our neighborhood but many don’t pick up after their dogs. There is a dog park nearby "
    0
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  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
    0
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  • Megan E.
    "You will love it! Lots of dog owners and very kind. Lots of doggy poop bag stations as we all know! Great dog parks and trails to go on lovely long walks. "
    13
    Flag
  • Zimmiac
    "Everything is very nice ,and the persons are very nice ,very quite area and the schools are good also,parks and events as well very nice"
    0
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  • Lil D.
    "The people and shops are great. Love all the bike tails as well. Every Saturday they have the farmers market and quite enjoyable to go to and walk around. "
    0
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  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
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  • Hollister M.
    "Lots of dogs. Most people are very polite about their dogs. People with cats do not keep them indoors and they roam the streets a lot. Most people pick up after their dogs and keep them on leashes."
    0
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  • Jim
    "It’s an amazing place to love. Doesn’t feel like living in Florida. I love living the country and still being close to Disney"
    6
    Flag
  • Cathy
    "Great it is safe and very homey the people are friendly and irs all clean. Very close to shopping places to eat and nice bars "
    5
    Flag
  • Jonathancrespo21
    "We have a neighborhood Facebook page open to everyone and we use this to communicate with each other regularly. We participate in food drives, raise money for special causes, and even sponsor dinners for our local police, firefighters, and nurses."
    0
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  • Chuckfink
    "Farmers market every Saturday. Monthly events downtown, car shows, Christmas party, local community theater. Things to do almost every week."
    0
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  • Valerie
    "Weekend Farmers Market. Beautiful downtown area. Older historic feeling. Very convenient with shops food and stores. Best city I've lived in since being here in Florida."
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  • jay j
    "People love dogs. They are loving animals that make everyone happy when they see them. Most people now a days have dogs"
    0
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  • Nicola O.
    "Some neighbors don’t clean up after their pets or leave their pets on the balcony barking all night long, but there is a lot of open grass fields and dog stations all throughout. "
    0
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  • Candy H.
    "Winter Garden Farmer’s Market and shows going on at the Garden Theatre, along with more dog friendly mom and pop places."
    0
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  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

154 pet-friendly rentals in Winter Garden, FL

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Explore by feature - Pool

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Explore by feature - Outdoor Space

36 rentals with an outdoor space in Winter Garden, FL

Homes for sale near 2099 CESTIUS ROAD

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Off Market Homes Near 2099 CESTIUS ROAD

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