Pickney Dr, Winter Haven, FL 33881
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OFF MARKET

Pickney Dr
Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,478 sqft (on 0.26 acres)

$232,300

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $1,554/mo*
Refinance Your Home

$232,300

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $1,554/mo*
Refinance Your Home
4 Beds
2 Baths
1,478 sqft
(on 0.26 acres)

Home Value

Trulia Estimate
$232K
Since last month
Decreased$24K (-9.2%)
Since last year
Increased$84K (+56.7%)
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 +159% in the last 10 years
MonthEstimated value
2026
August 2026$232K
July 2026$254K
June 2026$256K
May 2026$254K
April 2026$253K
March 2026$253K
February 2026$241K
January 2026$243K
2025
2024
2023
2022
2020

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
2455 MARY JEWETT CIRCLE, Winter Haven, FL
0.15
Single-Family Home
$390,000
10/17/25
4
3
2,236
2435 5TH ST NE, Winter Haven, FL
0.16
Single-Family Home
$8,000
08/18/25
3
2
1,215
2438 4TH STREET NE, Winter Haven, FL
0.18
Single-Family Home
$245,000
05/15/26
3
2
1,135
316 LAKE SMART CIRCLE, Winter Haven, FL
0.35
Single-Family Home
$215,100
12/31/25
3
2
1,500
2118 EDWIN, Winter Haven, FL
0.32
Single-Family Home
$237,900
02/11/26
3
2
1,215
343 LAKE SMART CIRCLE, Winter Haven, FL
0.37
Single-Family Home
$295,000
04/23/26
3
2
1,450
1929 4TH STREET NE, Winter Haven, FL
0.47
Single-Family Home
$240,000
08/27/25
3
2
1,918
548 MARTIN LUTHER KING BOULEVARD NE, Winter Haven, FL
0.44
Single-Family Home
$160,000
06/18/26
3
2
2,182
1911 BROWN STREET NE, Winter Haven, FL
0.41
Single-Family Home
$235,000
07/30/26
3
2
1,440
312 Lake Smart Cir, Winter Haven, FL
0.36
Single-Family Home
$50,100
09/26/25
3
2
2,928

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
DUNDEE ROAD, Winter Haven, FL 33881
0.00
-
-
-
-
Off Market
2475 6TH STREET NE #1-4, Winter Haven, FL 33881
0.06
$383,400
6
3
1,200
Off Market
716 AVENUE Y NE LOT 4, Winter Haven, FL 33881
0.08
$45,000
-
-
-
For Sale
2432 6TH STREET NE, Winter Haven, FL 33881
0.10
$200,000
3
2
1,792
Recently Sold
2438 EDWIN STREET NE LOT 39, Winter Haven, FL 33881
0.10
$40,000
-
-
-
For Sale
2436 EDWIN STREET NE, Winter Haven, FL 33881
0.11
$225,999
4
2
1,813
For Sale
2436 EDWIN STREET NE LOT 40, Winter Haven, FL 33881
0.11
$35,000
-
-
-
Recently Sold
2426 6TH STREET NE LOT 20, Winter Haven, FL 33881
0.13
-
-
-
-
Off Market
2411 6TH STREET NE, Winter Haven, FL 33881
0.13
$245,600
3
2
1,300
Off Market
2438 NE 5TH STREET NE, Winter Haven, FL 33881
0.14
$325,000
2
1
1,950
Recently Sold
2455 MARY JEWETT CIRCLE, Winter Haven, FL 33881
0.15
$390,000
4
3
2,236
Recently Sold
5TH ST NE, Winter haven, FL 33881
0.15
$35,000
-
-
-
Recently Sold

Local Information

  • Map ViewExplore the area around Pickney Dr.
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Commute Destination

Home Highlights

Property Type
Single-Family Home
Lot Size
0.26 acres
Living Area
1,478 sqft
Price/Sqft
$157

About this House

UNDER CONSTRUCTION ~ Quality built home by Legendary Construction set to be complete July 2017. There are 4 bedrooms and 2 full bathrooms with a split bedroom floor plan. There is still time to choose architectural elements as well as choose paint colors, cabinets, and flooring!
Pickney Dr, Winter Haven, FL 33881 is a 4 bedroom, 2 bathroom, 1,478 sqft single-family home. It is currently off market. The Trulia Estimate is $232,300, with a rent estimate of $2,034/month.

Home Details for Pickney Dr

Property Information

Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Exterior Features

Exterior Home Features
DeckPatioPorch

Lot Information

Lot Area: 0.26 acres

Price and Tax history

DateEventPrice
Apr 26, 2017
Source: Agent Provided
ListingRemoved
$170,000
Apr 21, 2017
Source: Agent Provided
PriceChange
$170,000
Price decreased by 6%
Jan 14, 2017
Source: Agent Provided
PriceChange
$180,000
Price increased by 13%
Nov 8, 2016
Source: Agent Provided
Listed For Sale
$160,000

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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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

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Homes for sale near Pickney Dr

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Off Market Homes Near Pickney Dr

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Frequently asked questions about Pickney Dr

  • What is Pickney Dr estimated to be worth?
    Trulia's estimated value for Pickney Dr in Winter Haven, FL is $232,300.
  • 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 $257K. That is roughly unchanged from the prior month.
  • What do residents say about Winter Haven?
    Residents describe Winter Haven, FL as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Winter Haven, FL.
  • How big is the lot at Pickney Dr?
    The lot at Pickney Dr in Winter Haven, FL is about 0.26 acres (11,325 sq ft).