5320 MICHAEL DRIVE, Winter Haven, FL 33884
OFF MARKET

$323,200

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,242 sqft (on 0.29 acres)

5320 MICHAEL DRIVE, Winter Haven, FL 33884

Est. Refi. Payment $2,131/mo*
Refinance Your Home
Currently Off Market - Sold Apr 26, 2024 for $320,000

Home Value

Trulia Estimate
$323K
Since last month
$100 (0%)
Since last year
Increased$17K (+5.4%)
Since last sale
Increased$1K (+0.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +67% in the last 10 years
MonthEstimated value
2026
August 2026$321K
July 2026$321K
June 2026$320K
May 2026$320K
April 2026$317K
March 2026$315K
February 2026$315K
January 2026$315K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5750 HARBOR ISLE BOULEVARD, Winter Haven, FL
0.14
Single-Family Home
$272,000
03/30/26
3
2
1,238
5392 CHANDLER DRIVE, Winter Haven, FL
0.12
Single-Family Home
$349,000
04/24/26
4
3
3,034
4504 RIVIERA DRIVE, Winter Haven, FL
0.33
Single-Family Home
$437,000
05/08/26
3
2.5
2,614
4401 MAHOGANY RUN, Winter Haven, FL
0.37
Single-Family Home
$292,500
05/05/26
3
2.5
1,975
5 TWILIGHT LANE, Winter Haven, FL
0.21
Single-Family Home
$265,000
04/09/26
3
2
1,454
307 RUBY LAKE LOOP, Winter Haven, FL
0.47
Single-Family Home
$294,900
04/29/26
4
2
1,840
3305 FOX RIDGE DRIVE, Winter Haven, FL
0.31
Single-Family Home
$255,000
03/20/26
3
2
1,636
29 LAMPLIGHT LANE, Winter Haven, FL
0.31
Single-Family Home
$225,000
11/14/25
3
2
1,274

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
5560 BESS LANE, Winter Haven, FL 33884
0.05
$302,700
4
2.5
2,242
Off Market
5880 DRIFTWOOD DRIVE, Winter Haven, FL 33884
0.08
$265,500
3
2
1,582
Off Market
5445 CHANDLER DRIVE, Winter Haven, FL 33880
0.06
$299,900
4
3
3,010
For Sale
5730 HARBOR ISLE BOULEVARD, Winter Haven, FL 33884
0.11
$284,200
3
2
1,742
Off Market
5808 DRIFTWOOD DRIVE, Winter Haven, FL 33884
0.12
$379,700
4
2
2,046
Off Market
5750 HARBOR ISLE BOULEVARD, Winter Haven, FL 33884
0.14
$272,000
3
2
1,238
Recently Sold
5392 CHANDLER DRIVE, Winter Haven, FL 33884
0.12
$349,000
4
3
3,034
Recently Sold
5819 DRIFTWOOD DRIVE, Winter Haven, FL 33884
0.17
$291,900
4
2
1,755
Off Market
4925 CYPRESS GARDENS ROAD #19, Winter Haven, FL 33884
0.17
-
2
1
912
Off Market
114 Village Ct, Winter Haven, FL 33884
0.18
$59,700
2
2
936
For Sale
7 LAMPLIGHT LANE, Winter Haven, FL 33884
0.18
$175,300
2
1
952
Off Market

Local Information

  • Map ViewExplore the area around 5320 MICHAEL DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2006
Lot Size
0.29 acres
Living Area
2,242 sqft
Price/Sqft
$144
Parking
2 Car Garage
HOA
$42/Monthly

About this House

Welcome to this striking 3BR/2BA PLUS DEN/LOFT in Bentley Place on an oversized lot (.29 acre) with no neighbors in the back or to one side. In addition the backyard is home to 4 varieties of Mangoes, 3 varieties of Avocados, Starfruit, Jack-fruit and Jamun. This home has many upgrades throughout including beautiful tile floors in the entire main floor living area with multiple ornamental inlays. The ROOF was Replaced in Mid-2020 and the HVAC was replaced in Mid-2021 for years of worry free living. The home features a highly functional floor plan featuring formal living and dining room, eat-in kitchen off of the family room, and a 10x25 Lanai off the kitchen leading to your huge backyard with an outside brick paver patio. Upstairs you will find the large master suite with two roomy walk-in closets and dual sinks in the bath with a garden tub and separate shower/toilet, two secondary bedrooms, hall bath, and a spacious office/loft which could easily be used as a 4th bedroom for family visits. The kitchen has upgraded rich toned wood cabinetry with crown molding, granite counter tops, tiled backsplash, island with wall tiling that matches the backsplash, stainless steel appliances with a newer fridge, microwave and dishwasher, large closet pantry and plenty of counter space. All bathrooms have tiled walls and floors. There is no carpet in the entire home. This SE Winter Haven community is located near LEGOLAND, Shopping, Many Restaurants, Hwy 27 for an easy drive to Disney attractions. The reasonable minimum lease time in this area gives you lots of flexibility if you ever need to rent your home. The HOA has a low cost of just $500 annually and the home features an irrigation well for lower water bills. There are some modest repairs needed to the home and the owner has taken these into account with a generous price reduction. This wonderful home, in a great location, at a great price won't last long. Schedule your showing today!
5320 MICHAEL DRIVE, Winter Haven, FL 33884 is a 3 bedroom, 3 bathroom, 2,242 sqft single-family home built in 2006. It last sold for the $320,000 asking price on Apr 26, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $323,200, with a rent estimate of $2,153/month.
Last check for updates: about 8 hours ago
Listed by Douglas Bennett, (317) 418-4273
ARISTA REALTY GROUP, LLC, (203) 788-9157
Bought with: Blanca Frias Ramirez, (407) 781-7850, ZUCCARO REALTY GROUP INC, (407) 222-5345
Originating MLS: Osceola
Source: Stellar MLS, MLS#S5101558
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

Home Details for 5320 MICHAEL DRIVE

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Dinette, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2242 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Sprinkler WellAppliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, WasherDishwasherDisposalDryerLaundry: In GarageMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Drapes, Window TreatmentsFlooring: Ceramic Tile, Laminate
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Ceramic Tile, Laminate
View
No View
Security
Security: Security System Owned

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Enclosed, Rear Porch, ScreenedFencing: Vinyl, WoodVegetation: Fruit Trees, Mature Landscaping, Trees/LandscapedExterior: Irrigation SystemFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage Door Opener,Ground Level
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 5

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Condition: CompletedParcel Number: 262901663574000290

Price & Status

Price
List Price: $320,000
Status Change & Dates
Off Market Date: Mon Mar 25 2024

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER HAVENCommunity: BENTLEY PLACE
School Information
Elementary School: Garden Grove ElemJr High / Middle School: Denison MiddleHigh School: Winter Haven Senior

Building

Building Area
Building Area: 2680 Square Feet

Community

Not Senior Community

HOA

HOA Name: Garrison Property Services LLC/Crystal BunchHOA Phone: 863-353-2558Association for this Listing: OsceolaHas an HOAHOA Fee: $42/Monthly

Lot Information

Lot Area: 0.29 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: S5101558Showing Considerations: No SignShowing Requirements: Appointment Only, Lockbox - Electronic, ShowingTimeUniversal Property Id: US-12105-N-262901663574000290-R-N

Price and Tax history

DateEventPrice
Apr 26, 2024
Source: Stellar MLS #S5101558
Sold
$320,000
Mar 26, 2024
Source: Stellar MLS #S5101558
Pending
$320,000
Mar 20, 2024
Source: Stellar MLS #S5101558
Listed For Sale
$320,000
Nov 14, 2016
Source: Stellar MLS #P4711452
Sold
$184,500
Oct 5, 2016
Source: Agent Provided
PriceChange
$195,000
Price decreased by 2%

Market trends in Winter Haven

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$260K
$3.28KMoM
Sale-to-List Price
98.4%
0.2%MoM
Price per sq ft
$161
$4MoM
Available listings
778
10MoM

Around this home

What Locals Say about Winter Haven

At least 800 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 they plan to stay for at least 5 years

  • 46 % Say streets are well-lit

  • 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.
  • Cathyharris1222
    "Safe area for children and families "
    0
    Flag
  • 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 "
    2
    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
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 5320 MICHAEL DRIVE

  • What is 5320 MICHAEL DRIVE estimated to be worth?
    Trulia's estimated value for 5320 MICHAEL DRIVE in Winter Haven, FL is $323,200.
  • What is the price history for 5320 MICHAEL DRIVE?
    5320 MICHAEL DRIVE in Winter Haven, FL last sold for $320,000 in April 2024.
  • Is Winter Haven a buyer's or seller's market?
    Winter Haven is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Haven?
    The median sale price in Winter Haven is $260K. That is up $3.28K from the prior month.
  • Does 5320 MICHAEL DRIVE have air conditioning?
    Yes, 5320 MICHAEL DRIVE in Winter Haven, FL has air conditioning.
  • Does 5320 MICHAEL DRIVE have laundry facilities?
    Yes, 5320 MICHAEL DRIVE in Winter Haven, FL has in-unit laundry.

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