Overlook Dr SE, Winter haven, FL 33884
OFF MARKET

Overlook Dr SE
Winter haven, FL 33884

Cypress Gardens
  • 4 Beds
  • 3 Baths
  • 2,431 sqft (on 0.50 acres)

$462,000

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $2,961/mo*

$462,000

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $2,961/mo*
4 Beds
3 Baths
2,431 sqft
(on 0.50 acres)

Local Information

Map showing home location
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Commute Destination

Description

This single-family home is located at Overlook Dr SE, Winter haven, FL. Overlook Dr SE is in the Cypress Gardens neighborhood in Winter haven, FL and in ZIP code 33884. This property has 4 bedrooms, 3 bathrooms and approximately 2,431 sqft of floor space. This property has a lot size of 0.50 acres and was built in 2020.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for Overlook Dr SE

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: StuccoFoundation Type: Slab

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.50 acres

Price History for Overlook Dr SE

DatePriceEventSource
01/11/2021$365,000Sold
N/A
10/07/2019$42,500Sold
N/A
12/21/2017$25,000Sold
N/A

Market trends in Winter Haven

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$253K
$1.63K
MoM
Sale-to-List Price
97.7%
0.7%
MoM
Price per sq ft
$160
$3
MoM
Available listings
771
17
MoM
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Property Tax and Assessment

Year2024
Tax$2,824
Assessment$402,637
Home facts updated by county records

Comparable Sales for Overlook Dr SE

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.23
Single-Family Home
$318,000
09/25/25
3
3
1,922
0.23
Single-Family Home
$318,000
10/08/25
3
3
1,922
0.25
Single-Family Home
$300,000
04/13/26
4
2.5
2,773
0.28
Single-Family Home
$300,000
05/27/26
4
2
1,892
0.26
Single-Family Home
$270,000
06/11/25
4
2.5
2,237
0.40
Single-Family Home
$350,000
04/20/26
4
2.5
2,836
0.41
Single-Family Home
$360,000
08/31/25
5
3.5
3,050
0.48
Single-Family Home
$339,999
04/03/26
5
2.5
2,200
0.47
Single-Family Home
$290,000
08/04/25
4
2.5
2,836
0.52
Single-Family Home
$283,300
09/10/25
4
2.5
2,242

Nearby homes

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Assigned Schools

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

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Cypress Gardens

At least 62 Trulia users voted on each feature.
  • 88 % Say it's dog friendly

  • 84 % Say parking is easy

  • 81 % Say car is needed

  • 76 % Say yards are well-kept

  • 76 % Say it's quiet

  • 75 % Say there's holiday spirit

  • 56 % Say people would walk alone at night

  • 50 % Say kids play outside

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

  • 45 % Say neighbors are friendly

  • 42 % Say streets are well-lit

  • 35 % Say there are sidewalks

  • 30 % Say it's walkable to grocery stores

  • 30 % Say there's wildlife

  • 27 % Say there are community events

  • 26 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • 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 "
  • 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."
  • 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"
  • 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."
  • 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."
  • Jessica S.
    "Very family friendly and a great place to raise kids. Neighbors have always been great and little to no criminal activity."
  • Trulia User
    "I lived here my entire life. Love this area and all amenities available. People are friendly and it still has a small town feel. "
  • Whmidas
    "Neighbors watch out for each other’s property when anyone is out of town. Good neighborhood watch with Ring."
  • Timothy H.
    "Good restaurants and bars always something to do like bowl or mall or enjoy the downtown lifestyle. Lake everywhere get on a boat and enjoy"
  • Tyler S.
    "Nothing special. It's quiet, and safe with the occasional police car for small disturbances. Generally nice neighbors, not a lot of families moving in and out every other day. "
  • Eichhorst1986
    "looks good great neighbors and closer to most ever sour toy need. w are closer to Legoland and tough can see fireworks at night."
  • Wilmatoes66
    "It’s an older neighborhood and it’s quiet. It’s centrally located near restaurants And shopping. We have a charming neighborhood "
  • nreina1
    "i live here nd it's a beautiful area, convenient to everything and everywhere."
  • eliska o.
    "this has got to be the best of both worlds! country lake setting only one block from everything - everthing. "
  • S
    "Beautiful, Serene, Private and alot of greenery. Close to everything but far enough away from nonsense.....Safe, NO crime and very desirable for the family or couple looking for a peace of mind. "

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Homes for sale near Overlook Dr SE

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Off Market Homes Near Overlook Dr SE

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Homes for rent near Overlook Dr SE

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Overlook Dr SE, Winter haven, FL 33884 is a 4 bedroom, 3 bathroom, 2,431 sqft single-family home built in 2020. Overlook Dr SE is located in Cypress Gardens, Winter haven. This property is not currently available for sale. Overlook Dr SE was last sold on Jan 11, 2021 for $365,000. The current Trulia Estimate for Overlook Dr SE is $462,000.