14 Pilot Pl, Winter Haven, FL 33881
SOLD
MAR 12, 2026

14 Pilot Pl
Winter Haven, FL 33881

  • 4 Beds
  • 3.5 Baths
  • 2,723 sqft (on 0.30 acres)

$435,000

Last Sold: Mar 12, 2026
3% below list $450K
$160/sqft
Est. Refi. Payment $2,773/mo*
Refinance Your Home

$435,000

Last Sold: Mar 12, 2026
3% below list $450K
$160/sqft
Est. Refi. Payment $2,773/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,723 sqft
(on 0.30 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

One or more photo(s) has been virtually staged. BACK UP OFFERS REQUESTED (SHOWINGS STILL AVAILABLE)...Architectural Elegance Meets Aviation Lifestyle at 14 Pilot Place ____Welcome to Eagles Landing, an exclusive enclave in Winter Haven where architectural distinction, aviation access, and luxury living come together. This stunning 4-bedroom, 3.5-bath custom home was masterfully derived from the May 1997 Life Magazine Dream Home whom the owner met with Taliesin Architect John Rattenbury, a renowned apprentice of Frank Lloyd Wright to come up with the plans. The home was built by Mark Brown. One of only five custom-built homes in the community, this residence is a true architectural gem—offering over 3,000 square feet of thoughtfully curated living space. Situated on a lushly landscaped .30-acre lot complete with pond and directly across from the community’s airplane-shaped pool, this home offers privacy, serenity, and direct proximity to the Winter Haven Airport—perfect for pilots or aviation enthusiasts. Key Features You'll Love: • Private rear-entry garage • Whole-house Generac generator • Hurricane shutters throughout • Andersen double-pane storm windows • Natural gas appliances + on-demand hot water heater Interior Highlights: Step inside to soaring ceilings, skylights, custom wood detailing, and parquet wood flooring that reflects the home’s unique architectural heritage. The expansive open-concept layout seamlessly connects living and dining areas, bathed in natural light from oversized windows and anchored by elegant custom features. The gourmet kitchen is a chef’s dream with custom cabinetry with pull-outs, high-end stainless steel appliances, gas cooking, and a large central island perfect for casual meals or entertaining guests. The primary suite features its own cozy gas fireplace, large walk-in closet, and spa-style bathroom with a jetted tub, walk-in shower, and dedicated vanity space. Adjacent is a bonus flex room—ideal for a nursery, art studio, or home gym. Additional bedrooms offer ultimate flexibility: • Bedroom 2: Custom built-ins, Murphy bed, and office setup • Bedroom 3: Private guest suite with full bath and walk-in shower • Bedroom 4: Spacious with private access to the half bath and hallway—ideal for guests or multi-generational living. The oversized laundry room includes ample storage, a sink, and even a second fridge/freezer for added convenience. Outdoor Oasis: Relax in the enclosed lanai with a built-in fireplace, enjoy the tranquil pond and waterfall (yes, fish included!), or unwind in the charming outdoor seating area surrounded by lush landscaping for maximum privacy. Prime Location for Aviation Lovers: Located just steps from the Winter Haven Airport, this is a rare opportunity to live in a community tailored for those who take to the skies. Whether you're a pilot, aviation hobbyist, or simply appreciate unique architecture and luxury amenities, this home checks every box. 14 Pilot Place is more than a home—it's a lifestyle. Don’t miss your chance to own a piece of architectural history in one of Winter Haven’s most desirable neighborhoods. Be sure to check out the 3D Virtual tour and schedule your private showing today! Only buyers with proof of funds or a preapproval letter will be allowed access to the home.
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. This description is from March 12, 2026

Home Highlights

Parking
2 Car Garage
Outdoor
Patio
View
No Info
HOA
$83/Monthly
Price/Sqft
$160/sqft
Listed
180+ days ago

Home Details for 14 Pilot Pl

Interior Features

Interior Details
Number of Rooms: 13Types of Rooms: Primary Bedroom, Primary Bedroom 2, Bedroom 2, Bedroom 4, Primary Bathroom, Bathroom 2, Bathroom 3, Bathroom 4, Balcony Porch Lanai, Bonus Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2723 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sewer Connected, Water ConnectedAppliances: Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater, Washer, Wine RefrigeratorDishwasherDisposalDryerLaundry: Gas Dryer Hookup,Inside,Laundry Room,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas, Other Room, Master BedroomHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Shutters, Skylight(s), Window Treatments, Hurricane ShuttersDoor: Sliding DoorsFlooring: Parquet, Porcelain Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Parquet, Porcelain Tile
View
No View

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Enclosed, PatioVegetation: Trees/LandscapedExterior: Irrigation System, Private MailboxFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 164

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 262807528102002000

Price & Status

Price
List Price: $449,900Price Per Sqft: $160/sqft
Status Change & Dates
Off Market Date: Fri Jan 23 2026

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER HAVENCommunity: EAGLES LANDING

Building

Building Area
Building Area: 3837 Square Feet

Community

Community Features: Airport/Runway, Golf Carts OK, PoolNot Senior Community

HOA

HOA Fee Includes: Maintenance Grounds, Pool Maintenance, Private RoadHOA Name: Michelle KilcherHOA Phone: 518-229-4029Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $83/Monthly

Lot Information

Lot Area: 0.30 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: P4935800Showing Considerations: See RemarksShowing Requirements: ShowingTimeUniversal Property Id: US-12105-N-262807528102002000-R-N

Additional Information

HOA Amenities: Pool
Last check for updates: about 18 hours ago
Listed by April Spaulding, (863) 866-1044
LPT REALTY, LLC, (877) 366-2213
Bought with: Karen Snider, (863) 869-2042, LIVE FLORIDA REALTY, (863) 868-8905
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#P4935800
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 14 Pilot Pl

DatePriceEventSource
03/12/2026$435,000Sold
Stellar MLS #P4935800
01/24/2026$449,900PendingStellar MLS #P4935800
11/09/2025$449,900PriceChange
Stellar MLS #P4935800
08/13/2025$466,500Listed For SaleStellar MLS #P4935800
05/01/2025$499,500ListingRemovedStellar MLS #P4931971
04/15/2025$499,500PriceChange
Stellar MLS #P4931971
03/17/2025$539,900PriceChange
Stellar MLS #P4931971
01/30/2025$554,900PriceChange
Stellar MLS #P4931971
11/18/2024$564,500PriceChange
Stellar MLS #P4931971
09/11/2024$575,000Listed For SaleStellar MLS #P4931971
02/06/1997$28,000Sold
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$2,825
Assessment$363,930
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,410/mo
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Homes for rent near 14 Pilot Pl

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Comparable Sales for 14 Pilot Pl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10 Pilot Pl, Winter Haven, FL
0.03
Single-Family Home
$360,000
03/05/26
3
3.5
2,798
2004 Leisure Dr NW, Winter Haven, FL
0.28
Single-Family Home
$370,000
01/05/26
4
3
2,312
25 Aviation Dr, Winter Haven, FL
0.11
Single-Family Home
$310,000
08/21/25
5
4
1,984
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
0.20
Single-Family Home
$175,000
08/26/25
4
3
1,968
208 Caleb Way, Winter Haven, FL
0.05
Single-Family Home
$263,000
06/03/26
3
2
1,725
2021 Oliver Pl, Winter Haven, FL
0.18
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 14 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
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  • 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
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Homes for sale near 14 Pilot Pl

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Off Market Homes Near 14 Pilot Pl

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14 Pilot Pl, Winter Haven, FL 33881 is a 4 bedroom, 4 bathroom, 2,723 sqft single-family home built in 1998. This property is not currently available for sale. 14 Pilot Pl was last sold on Mar 12, 2026 for $435,000 (3% lower than the asking price of $449,900). The current Trulia Estimate for 14 Pilot Pl is $430,000.