75 Pilot Pl, Winter Haven, FL 33881
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Property image
OFF MARKET

75 Pilot Pl
Winter Haven, FL 33881

  • 2 Beds
  • 4 Baths
  • 2,188 sqft

$247,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $1,646/mo*
Refinance Your Home

$247,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $1,646/mo*
Refinance Your Home
2 Beds
4 Baths
2,188 sqft

Home Value

Trulia Estimate
$247K
Since last month
Increased$4K (+1.5%)
Since last year
Decreased$10K (-3.8%)
Since last sale
Increased$19K (+8.5%)
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 +71% in the last 10 years
MonthEstimated value
2026
August 2026$248K
July 2026$245K
June 2026$248K
May 2026$248K
April 2026$251K
March 2026$251K
February 2026$251K
January 2026$252K
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
28 CASARENA COURT, Winter Haven, FL
0.91
Townhouse
$255,774
01/22/26
2
2.5
2,045
2217 KNIGHTS ROAD, Winter Haven, FL
3.22
Townhouse
$100,000
07/31/26
2
2
1,252
2348 ISLE ROYALE COURT SE, Winter Haven, FL
4.28
Townhouse
$191,000
07/21/26
2
2.5
1,281
2304 ISLE ROYALE COURT SE, Winter Haven, FL
4.19
Townhouse
$164,900
03/27/26
2
1.5
1,280
2208 SAN MARCOS CIRCLE SE, Winter Haven, FL
4.24
Townhouse
$180,000
06/16/26
2
2
1,224
3292 MOURNING DOVE DRIVE, Auburndale, FL
4.91
Townhouse
$279,990
03/04/26
3
2.5
1,687
410 ORANGE BLOSSOM DRIVE, Winter Haven, FL
4.98
Townhouse
$200,000
05/28/26
2
2.5
1,439
301 ORANGE BLOSSOM DRIVE, Winter Haven, FL
4.90
Townhouse
$219,000
04/20/26
3
2.5
1,407
3284 MOURNING DOVE DRIVE, Auburndale, FL
4.93
Townhouse
$258,990
04/24/26
3
2.5
1,687
3272 MOURNING DOVE DRIVE, Auburndale, FL
4.94
Townhouse
$251,000
07/01/26
3
2.5
1,687

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
10 PILOT PLACE, Winter Haven, FL 33881
0.03
$360,000
3
3.5
2,798
Recently Sold
14 PILOT PLACE, Winter Haven, FL 33881
0.04
$435,000
4
3.5
2,723
Recently Sold
2760 IDYLRIDGE WAY, Winter Haven, FL 33881
0.07
$234,100
3
2
1,540
Off Market
2750 IDYLRIDGE WAY, Winter Haven, FL 33881
0.08
$221,700
3
1
1,008
Off Market
2710 WOODLAWN DRIVE, Winter Haven, FL 33881
0.12
$206,000
3
1
1,092
For Sale
101 AVIATION DRIVE, Winter Haven, FL 33881
0.05
$172,200
2
2
1,457
Off Market
208 CALEB WAY, Winter Haven, FL 33881
0.09
$263,000
3
2
1,725
Recently Sold
2048 LEISURE DRIVE, Winter Haven, FL 33881
0.14
$244,600
3
2
1,416
Off Market
20 PILOT PLACE, Winter Haven, FL 33881
0.08
$292,100
3
2
1,654
Off Market
122 JACE WAY, Winter Haven, FL 33881
0.13
$245,000
3
2
1,405
Recently Sold
2710 IDYLRIDGE WAY, Winter Haven, FL 33881
0.14
$232,200
3
2
1,078
Off Market
2006 21ST STREET NW, Winter Haven, FL 33881
0.16
$238,200
3
2
1,479
Off Market

Local Information

  • Map ViewExplore the area around 75 Pilot Pl.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
1999
Living Area
2,188 sqft
Price/Sqft
$113
Parking
Garage

About this House

This property is a townhome which is located in a very nice community. The home has just been renovated with new tile and carpet. The living room, dining room, kitchen and entry way have a beautiful parquet flooring. The inside has been painted. The master suite is downstairs. One bedroom, a large studio and a full bath upstairs. Along with the master suit down stairs are: a full bath and two half baths (one is in garage), kitchen, dining room, living room, utility room and an enclosed patio. Kitchen has a large pantry and a desk area. All of the bedrooms are of good size. The studio can be used for an office or game room. It has a very large picture window which looks out toward a common park area. This home is in a planned community which includes access to a pool. It has an attached two car garage. One side of the garage has been converted to a workshop. Refrigerator, range, dishwasher, garbage disposer, and microwave are included. This is a non-smoking property.

Yard service is included.
75 Pilot Pl, Winter Haven, FL 33881 is a 2 bedroom, 4 bathroom, 2,188 sqft townhouse built in 1999. It last sold for $229,000 on Jun 14, 2021. More recently, it was listed as a rental in August 2019 with an asking price of $1,100 per month. That rental listing was removed on March 24, 2021. It is currently off market. The Trulia Estimate is $247,200, with a rent estimate of $2,034/month.

Home Details for 75 Pilot Pl

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DryerWasher

Exterior Features

Exterior Home Features
Roof: TileExterior: StuccoFoundation Type: Retaining Wall
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1999Year Updated: 1999
Property Type / Style
Property Type: TownhouseArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 4351 sqft

Price and Tax history

DateEventPrice
Jun 14, 2021
Source: N/A
Sold
$229,000
Mar 24, 2021
Source: N/A
ListingRemoved
Aug 17, 2019
Source: N/A
ListingRemoved
$1,100
Aug 12, 2019
Source: N/A
Listed For Rent
$1,100
Aug 1, 2019
Source: Agent Provided
ListingRemoved
$219,900

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
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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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Apartments for Rent

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Explore by feature - Pet Friendly

244 pet-friendly rentals in Winter Haven, FL

Explore by feature - Garage

178 rentals with a garage in Winter Haven, FL

Explore by feature - Air Conditioning

288 rentals with air conditioning in Winter Haven, FL

Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

64 rentals with an outdoor space in Winter Haven, FL

Homes for sale near 75 Pilot Pl

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Off Market Homes Near 75 Pilot Pl

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Frequently asked questions about 75 Pilot Pl

  • What is 75 Pilot Pl estimated to be worth?
    Trulia's estimated value for 75 Pilot Pl in Winter Haven, FL is $247,200.
  • What is the price history for 75 Pilot Pl?
    75 Pilot Pl in Winter Haven, FL last sold for $229,000 in June 2021.
  • 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 75 Pilot Pl have a pool?
    Yes, 75 Pilot Pl in Winter Haven, FL has a pool.
  • Does 75 Pilot Pl have laundry facilities?
    Yes, 75 Pilot Pl in Winter Haven, FL has in-unit laundry.