16 Pilot Pl, Winter Haven, FL 33881
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OFF MARKET

16 Pilot Pl
Winter Haven, FL 33881

  • 4 Beds
  • 4 Baths
  • 2,982 sqft (on 0.30 acres)

$372,400

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,395/mo*
Refinance Your Home

$372,400

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,395/mo*
Refinance Your Home
4 Beds
4 Baths
2,982 sqft
(on 0.30 acres)

Local Information

  • Map ViewExplore the area around 16 Pilot Pl.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Short Sale. Short Sale! Welcome to Eagles Landing, a lovely community in close proximity to the Winter Haven Chain-of-Lakes with immediate access to the Winter Haven Regional Airport featuring park-like common areas, clubhouse with "FLY" airplane-shaped pool, and was built with the discerning pilot and aviation interest in mind. As you enter this beautifully updated home, columns, crown molding, updated tile flooring, and tasteful accents await around every corner. The spacious family room has a natural gas fireplace and custom shelving as the focal point and is a great space for gathering with friends. The remodeled kitchen has gorgeous granite countertops, solid maple cabinets, and stainless steel appliances, plus bar seating and a breakfast nook. French doors open to a large covered lanai with a nice screen enclosure, perfect for use as an outdoor living space. The downstairs master suite is like a private retreat you will love spending quiet time in and both upstairs bedrooms have their own private bathrooms as well. With a 3 car garage plus a circle driveway, you will have no problem parking your toys. Plus, Winter Haven Regional Airport has site available to store your plane or build your own hangar on one of the sites available! Bring your travel bags and taxi over to check it out!
16 Pilot Pl, Winter Haven, FL 33881 is a 4 bedroom, 4 bathroom, 2,982 sqft single-family home built in 1996. It last sold for $325,000 on Apr 12, 2023. It is currently off market. The Trulia Estimate is $372,400, with a rent estimate of $3,566/month.

Home Highlights

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

Home Details for 16 Pilot Pl

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Levels, Entrance, & Accessibility
Floors: Tile, Carpet

Exterior Features

Exterior Home Features
Roof: TileExterior: StuccoFoundation Type: Retaining Wall
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1996Year Updated: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.30 acres

Price History for 16 Pilot Pl

DatePriceEventSource
04/12/2023$325,000Sold
N/A
03/04/2023$365,000PendingStellar MLS #P4924494
02/23/2023$365,000PriceChange
Stellar MLS #P4924494
02/13/2023$380,000PriceChange
Stellar MLS #P4924494
02/09/2023$400,000Listed For SaleStellar MLS #P4924494
01/20/2021$260,000Sold
N/A
06/15/2020$265,000PendingAgent Provided
05/27/2020$265,000PriceChange
Agent Provided
05/13/2020$275,000PriceChange
Agent Provided
04/22/2020$285,000PriceChange
Agent Provided
03/04/2020$295,000Listed For SaleAgent Provided
03/01/2019$260,000Sold
N/A
11/15/2018$265,000Listed For SaleAgent Provided
01/02/2014$315,000ListingRemovedAgent Provided
06/29/2013$315,000PriceChange
Agent Provided
03/21/2013$325,000Listed For SaleAgent Provided
12/22/2004$185,000Sold
N/A
08/01/1995$24,900Sold
N/A

Market trends in Winter Haven

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$256K
$2.83KMoM
Sale-to-List Price
98.1%
0.4%MoM
Price per sq ft
$159
$1MoM
Available listings
767
7MoM
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Property Tax and Assessment

Year2025
Tax$3,981
Assessment$347,624
Home facts updated by county records

Comparable Sales for 16 Pilot Pl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Pilot Pl, Winter Haven, FL
0.02
Single-Family Home
$435,000
03/12/26
4
3.5
2,723
10 Pilot Pl, Winter Haven, FL
0.05
Single-Family Home
$360,000
03/05/26
3
3.5
2,798
25 Aviation Dr, Winter Haven, FL
0.10
Single-Family Home
$310,000
08/21/25
5
4
1,984
15 Aviation Dr, Winter Haven, FL
0.10
Single-Family Home
$325,000
03/04/26
3
3
1,846
2004 Leisure Dr NW, Winter Haven, FL
0.29
Single-Family Home
$370,000
01/05/26
4
3
2,312
2013 Marilyn Ave, Winter Haven, FL
0.18
Single-Family Home
$315,000
04/21/26
3
2.5
1,942
2700 Idylridge Way, Winter Haven, FL
0.21
Single-Family Home
$175,000
08/26/25
4
3
1,968
2022 Marilyn Ave, Winter Haven, FL
0.16
Single-Family Home
$235,000
02/20/26
3
2
1,680
208 Caleb Way, Winter Haven, FL
0.04
Single-Family Home
$263,000
06/03/26
3
2
1,725
2021 Oliver Pl, Winter Haven, FL
0.19
Single-Family Home
$267,900
08/17/25
3
2
1,627

Nearby homes

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Assigned Schools

These are the assigned schools for 16 Pilot Pl.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winter Haven

At least 798 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 streets are well-lit

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

  • 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.
  • 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 "
    1
    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
  • Mobreezwayz
    " schools are close by food near parks and recs are nice in the area. Fishing with in walking distance "
    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 16 Pilot Pl

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Off Market Homes Near 16 Pilot Pl

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