159 Overlook Dr, Winter Haven, FL 33884
OFF MARKET
  • Studio

159 Overlook Dr, Winter Haven, FL 33884

Cypress Gardens

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
417 ALACHUA DRIVE, Winter Haven, FL
0.07
Single-Family Home
$326,000
10/21/25
3
2
1,858
115 N LAKE FLORENCE DRIVE, Winter Haven, FL
0.08
Single-Family Home
$663,000
09/23/25
4
3.5
3,203
522 ALACHUA DRIVE, Winter Haven, FL
0.13
Single-Family Home
$377,000
11/26/25
3
2
2,054
419 Broward Ter, Winter Haven, FL
0.14
Single-Family Home
$333,000
10/20/25
3
2
1,601
419 BROWARD TERRACE, Winter Haven, FL
0.14
Single-Family Home
$333,000
10/10/25
3
2
1,601
329 OKALOOSA DRIVE, Winter Haven, FL
0.22
Single-Family Home
$280,000
05/04/26
4
3
1,900
104 PASCO ROAD SE, Winter Haven, FL
0.29
Single-Family Home
$295,000
11/07/25
3
2
1,747
113 CITRUS DRIVE, Winter Haven, FL
0.31
Single-Family Home
$269,000
08/28/26
3
2
2,016
205 SANTA ROSA DRIVE, Winter Haven, FL
0.33
Single-Family Home
$480,000
11/13/25
3
2
2,251
115 LAKE MARIAM WAY, Winter Haven, FL
0.33
Single-Family Home
$362,450
05/15/26
4
2
2,113

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
128 N LAKE FLORENCE DRIVE, Winter Haven, FL 33884
0.05
$399,999
3
2
2,167
For Sale
115 N LAKE FLORENCE DRIVE, Winter Haven, FL 33884
0.08
$729,700
4
3.5
3,203
Off Market
417 ALACHUA DRIVE, Winter Haven, FL 33884
0.07
$326,400
3
2
1,858
Off Market
202 SAINT LUCIE ROAD, Winter Haven, FL 33884
0.10
$309,900
3
2
1,764
For Sale
522 ALACHUA DRIVE, Winter Haven, FL 33884
0.13
$377,000
3
2
2,054
Recently Sold
419 BROWARD TERRACE, Winter Haven, FL 33884
0.14
$333,200
3
2
1,601
Off Market
407 BROWARD TERRACE, Winter Haven, FL 33884
0.16
$412,600
4
3
2,178
Off Market
213 CITRUS DRIVE, Winter Haven, FL 33884
0.17
$253,500
2
2
1,209
Off Market
210 CITRUS DRIVE, Winter Haven, FL 33884
0.17
$304,300
3
2
1,600
Off Market
454 BROWARD TERRACE, Winter Haven, FL 33884
0.16
$380,300
4
3
2,169
Off Market
329 OKALOOSA DRIVE, Winter Haven, FL 33884
0.22
$280,000
4
3
1,900
Recently Sold
306 COLLIER DRIVE, Winter Haven, FL 33884
0.23
$365,900
3
2.5
2,079
Off Market

Local Information

  • Map ViewExplore the area around 159 Overlook Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

159 Overlook Dr is in the Cypress Gardens neighborhood in Winter Haven, FL and in ZIP code 33884.
159 Overlook Dr, Winter Haven, FL 33884 is a studio property in Cypress Gardens. More recently, it was listed as a rental in March 2024 with an asking price of $2,700 per month. That rental listing was removed on March 19, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $2,258/month.

Price and Tax history

DateEventPrice
Mar 19, 2024
Source: Zillow Rentals
ListingRemoved
Mar 5, 2024
Source: Zillow Rentals
Listed For Rent
$2,700

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

Neighborhood Overview

Cypress Gardens
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Cypress Gardens

At least 63 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

  • 26 % Say there are community events

  • 25 % 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 "
    1
    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
  • 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
  • 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
  • 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
  • Jessica S.
    "Very family friendly and a great place to raise kids. Neighbors have always been great and little to no criminal activity."
    1
    Flag
  • 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. "
    2
    Flag
  • Whmidas
    "Neighbors watch out for each other’s property when anyone is out of town. Good neighborhood watch with Ring."
    1
    Flag
  • 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"
    0
    Flag
  • 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. "
    0
    Flag
  • 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."
    2
    Flag
  • Wilmatoes66
    "It’s an older neighborhood and it’s quiet. It’s centrally located near restaurants And shopping. We have a charming neighborhood "
    1
    Flag
  • nreina1
    "i live here nd it's a beautiful area, convenient to everything and everywhere."
    0
    Flag
  • eliska o.
    "this has got to be the best of both worlds! country lake setting only one block from everything - everthing. "
    0
    Flag
  • 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. "
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 159 Overlook Dr

  • 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.
  • What do residents say about the Cypress Gardens neighborhood?
    Residents describe the Cypress Gardens neighborhood in Winter Haven, FL as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Cypress Gardens, Winter Haven.
  • What are the closest schools to 159 Overlook Dr?
    The closest schools to 159 Overlook Dr in Winter Haven, FL are Denison Middle School (rated 3/10), Elbert Elementary School (Pre-K, rated 2/10), Winter Haven Senior High School (rated 3/10).

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Apartments for Rent

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Off Market Homes Near 159 Overlook Dr

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