5392 Chandler Dr, Winter Haven, FL 33884
SOLD
APR 24, 2026

5392 Chandler Dr
Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 3,034 sqft

$349,000

Last Sold: Apr 24, 2026
0% below list $350K
$115/sqft
Est. Refi. Payment $2,302/mo*
Refinance Your Home

$349,000

Last Sold: Apr 24, 2026
0% below list $350K
$115/sqft
Est. Refi. Payment $2,302/mo*
Refinance Your Home
4 Beds
3 Baths
3,034 sqft

Local Information

  • Map ViewExplore the area around 5392 Chandler Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

PEACEFUL WATERFRONT Living! Many Beautiful Features & Oversized Living Areas Great for Entertaining! 3.2 Miles to Legoland! Formal Living & Dining Rooms, Family Room, and BONUS Room Upstairs (great for crafts, reading, or toys). Primary Suite offers sitting area & plenty of closet space. So much Extra Space that you could have a roommate helping pay the mortgage. Beautiful Kitchen Featuring Extra Space with Cooking Island & LARGE WALK-IN PANTRY! Eat-in Space OVERLOOKING THE WATER! Enjoy Living in the Waterski Capital of the World Featuring the Chain of Lakes! All sizes are approximate. You will love this home!!
5392 Chandler Dr, Winter Haven, FL 33884 is a 4 bedroom, 3 bathroom, 3,034 sqft single-family home built in 2006. It last sold for the $349,900 asking price on Apr 24, 2026. It is currently off market. The Trulia Estimate is $346,300, with a rent estimate of $2,411/month.

Home Highlights

Parking
2 Car Garage
Outdoor
Porch
View
Water
HOA
$42/Monthly
Price/Sqft
$115/sqft
Listed
180+ days ago

Home Details for 5392 Chandler Dr

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Primary Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3034 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Electricity AvailableAppliances: Dishwasher, Electric Water Heater, Microwave, Range, RefrigeratorDishwasherLaundry: InsideMicrowaveRefrigerator
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, Porcelain Tile, Vinyl
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Porcelain Tile, Vinyl
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Front PorchFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 19x22No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 211

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Block, Stucco, Wood FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 262901663574000150

Price & Status

Price
List Price: $349,900Price Per Sqft: $115/sqft
Status Change & Dates
Off Market Date: Mon Mar 23 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER HAVENCommunity: BENTLEY PLACE

Building

Building Area
Building Area: 3562 Square Feet

Community

Not Senior Community

HOA

HOA Name: Garrison Property ServicesHOA Phone: 863-353-2558Association for this Listing: LakelandHas an HOAHOA Fee: $42/Monthly

Lot Information

Lot Area: 7070 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: L4955399Water View: WaterShowing Requirements: Appointment Only, ShowingTimeUniversal Property Id: US-12105-N-262901663574000150-R-N
Last check for updates: about 5 hours ago
Listed by Jenni Thompson, (863) 899-5255
KELLER WILLIAMS REALTY SMART, (863) 577-1234
Bought with: Eric Atkins, (813) 710-0311, LPT REALTY, LLC, (877) 366-2213
Originating MLS: Lakeland
Source: Stellar MLS, MLS#L4955399
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 5392 Chandler Dr

DatePriceEventSource
04/24/2026$349,000Sold
Stellar MLS #L4955399
03/24/2026$349,900PendingStellar MLS #L4955399
11/25/2025$349,900PriceChange
Stellar MLS #L4955399
09/09/2025$399,900PriceChange
Stellar MLS #L4955399
08/25/2025$424,900Listed For SaleStellar MLS #L4955399
04/24/2023ListingRemovedStellar MLS #O6052633
11/16/2022$349,900PendingToActiveStellar MLS #O6052633
10/11/2022$349,900PendingStellar MLS #O6052633
09/16/2022$349,900PriceChange
Stellar MLS #O6052633
08/17/2022$359,900Listed For SaleStellar MLS #O6052633

Market trends in Winter Haven

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$257K
Sale-to-List Price
98.2%
Price per sq ft
$158
$2MoM
Available listings
767
3MoM
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Comparable Sales for 5392 Chandler Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
341 Sterling Dr, Winter Haven, FL
0.52
Single-Family Home
$380,000
04/16/26
4
3
2,008
4504 Riviera Dr, Winter Haven, FL
0.30
Single-Family Home
$437,000
05/08/26
3
2.5
2,614
5 Twilight Ln, Winter Haven, FL
0.21
Single-Family Home
$265,000
04/09/26
3
2
1,454
4034 Doral, Winter Haven, FL
0.58
Single-Family Home
$375,000
03/26/26
4
3
2,674
633 Heather Glen Loop, Winter Haven, FL
0.35
Single-Family Home
$300,000
07/17/25
3
2
1,731
7182 Summit Dr, Winter Haven, FL
0.56
Single-Family Home
$348,000
03/31/26
4
2
1,888
4401 Mahogany Run, Winter Haven, FL
0.34
Single-Family Home
$292,500
05/05/26
3
2.5
1,975

Nearby homes

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Assigned Schools

These are the assigned schools for 5392 Chandler 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 Winter Haven

At least 798 Trulia users voted on each feature.

  • 83 % Say car is needed

  • 80 % Say parking is easy

  • 78 % Say yards are well-kept

  • 76 % Say it's dog friendly

  • 68 % Say there's holiday spirit

  • 64 % Say it's quiet

  • 61 % Say kids play outside

  • 49 % Say people would walk alone at night

  • 48 % Say there are sidewalks

  • 47 % Say streets are well-lit

  • 47 % Say they plan to stay for at least 5 years

  • 44 % Say neighbors are friendly

  • 43 % Say it's walkable to grocery stores

  • 32 % Say there's wildlife

  • 30 % Say it's walkable to restaurants

  • 24 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Cocobrownie3
    "Freindly neighbors, Holloween is wonderful here, everyone loves to BBQ , and Santa Clause comes on Chismas Eve. Wonderful place to live. However, to schools are not so good. "
    0
    Flag
  • William David Evans
    "We have our personal cars have used uber a few times but not really necessary for us because we live close to most of the stores and restaurants "
    1
    Flag
  • Morgan Ivey-trask
    "Everyone is friendly and so nice. I like it here but I will be moving out soon to live in North Carolina to get my kids back and live a new life "
    1
    Flag
  • Madeline R
    "Its neighborly and quiet while still being close to the theme parks and airport. Ive lived here for 5 years and it was the best decision we made."
    0
    Flag
  • Miguel Catalano
    "Quiet neighborhood, everything you need is close by and affordable, and places of worship for everyone. Light traffic all the time and great restaurants all over town with views of the lake. Serenity is everywhere in Winter Haven."
    0
    Flag
  • Z64p52x99r
    "I don’t go to the community events in the area I solely go to work and home I enjoy this peace in the neighborhood "
    0
    Flag
  • John Van Volkenburgh
    "Quick. No issues as long as you don’t work in Orlando or Tampa. Rural and central to the state. Small town. I’m "
    0
    Flag
  • Jenna Strickler
    "Food giveaways, law enforcement always circling/passing by Security feels safe Not the best neighborhood overall, but I have not had an issue since living here. "
    0
    Flag
  • Emily Torres
    "I’ve lived close to this area for 3 years now and worked there for a year and a half. Very nice area !"
    1
    Flag
  • Anonymous
    "You can walk your dogs with no problems. Many houses are fenced. Dogs will bark but not bite. Dogs ca"
    0
    Flag
  • Bianca Nieves
    "A lot of cats on the NE side of winter haven other than that winter haven lots of parks for children good schools "
    4
    Flag
  • Nicole Horton
    "I don’t feel safe for my 13 year old son to walk to the middle school by himself. I drive him and pick him up every day."
    0
    Flag
  • Chris M
    "There is a farmers market every weekend. A lot of community activities every weekend. Christmas parade happened a few weekends ago. "
    1
    Flag
  • Yoflyboys
    "NW Winter Haven has turned into a dump site. Homeless has taken over bus stop. Inman park and the surrounding areas."
    4
    Flag
  • Oo7legend
    "Great for families to live in and feel part of a community. Needs more retailers, restaurants and higher rated schools."
    30
    Flag
  • April_stylist
    "Quiet hard working families, no issues with traffic or safety we love this area. Very friendly folks"
    5
    Flag
  • Angmartinez05
    "Not much to do in terms of attractions but safe everywhere. 45 min from either Orlando or Tampa. Friendly people "
    0
    Flag
  • Katia S.
    "I live there for 3 years ,it’s quiet,I don’t have any complaint against it.I recommend it for a start,no to stay for a long time .I live close to the park.i like it and I feel safe."
    1
    Flag
  • Atrollergirl
    "My commute is nice. I live 1 mile from Wahneta and I'm located near Bartow, Eagle Lake, Winter Haven."
    0
    Flag
  • Carly.m.williams
    "The area is a family friendly area. High traffic area also. Schools and shopping nearby. Legoland brings in a lot of traffic also"
    0
    Flag
  • Nakeem G.
    "My neighborhood in walking distance to a college, police station, farmers market, hair store, hospital/clinics and parks"
    11
    Flag
  • Joan
    "I live in this great neighborhood with great neighbors who get along. Quiet neighborhood. It feels safe."
    0
    Flag
  • Angela S.
    "Very busy front Street with big trucks daily passing by. Car speed a lot on the main road thru the area. "
    0
    Flag
  • Carly.m.williams
    "The area is very family friendly in my opinion. Never had any issues with neighbors. Quite a few stray cats but no issues."
    0
    Flag
  • Nancy F.
    "I see people walking there dogs daily. we have a dog park in the community very nice area they are allowed off the leash in the fenced in area, they can run and play freely, very friendly area for them all maintained spayed often to keep fleas away.. pet friendly area. "
    1
    Flag
  • Jennycomp
    "There are no sidewalks or places to walk your dogs. They are forced to use people’s yards and they get upset."
    0
    Flag
  • Gina K.
    "Halloween is great here!!! Trick or treating is like a giant party and there’s so much fun going on. "
    0
    Flag
  • Shelley P.
    "the downtown markets on 2and saturday, the water show @ lake howard things that go on at the church's and community centers n parks. I love Winter Haven I can go on and on just being able to walk lake"
    22
    Flag
  • Martha K.
    "My neighborhood is nice and quiet and their isn’t any crimes they maintain over here but sometimes the neighbors can be loud."
    0
    Flag
  • Shelley P.
    "traffic can be a little heavy on the main roads n have a tendency to speed thru the side streets. But overall the traffic is decent."
    5
    Flag
  • John D. B.
    "very quiet,peaceful...laid back family oriented neighborhoods... older community.... spirit lake road can get busy with traffic noice.... best to live away from spirit lake road.."
    0
    Flag
  • Basapooh81
    "Winter Haven holds a lot of community events. They have something going on mostly every weekend in downtown winter Haven. Winter Haven has Legoland park and water park also. "
    10
    Flag
  • Cdixon496
    "Dog owners would like the fact that there is plenty of open fields and place for the dogs to run around."
    0
    Flag
  • Mobreezwayz
    " schools are close by food near parks and recs are nice in the area. Fishing with in walking distance "
    0
    Flag
  • Victoria W.
    "Some people don’t pick up after their dogs and some dog parks aren’t well kept. You can walk your dog easily with a lot of sidewalks and areas to walk to"
    14
    Flag
  • Mp19601
    "I just work around the area and every time i talk to sombody there nice and no complane for nothing...maybe i move in this area one fay"
    0
    Flag
  • Solomon G. .
    "Yes it’s nice area to be in no issues what so ever I like it very much . Can’t say anything bad nor good "
    1
    Flag
  • Norma.G
    "Well the associated need to be more strict,and severe with the Owners each property, how they park at the street, not at the grass, do not allow any car on the side of street,they should park at there own driveway ,and the driving at the neighbors area should be limited speed,driving to fast can cause hitting someone."
    0
    Flag
  • DR
    "Work is minutes away. Hardly ever go anywhere but Orlando as I don’t feel theres anything to do around here."
    0
    Flag
  • Ctjohns34
    "Neighbors complain about walking dogs, dogs only recently became allowed in this community and some neighbors resist change "
    0
    Flag

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Homes for sale near 5392 Chandler Dr

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Off Market Homes Near 5392 Chandler Dr

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