$466,500

14 Pilot Place Winter Haven, FL 33881

Estimated payment $2,784/month

Total Views 12,653
4 Beds
3.5 Baths
2,723 Sq Ft
$171 Price per Sq Ft

Highlights

  • Airport or Runway
  • Fireplace in Primary Bedroom
  • Bonus Room
  • Frank E. Brigham Academy Rated 9+
  • Hydromassage or Jetted Bathtub
  • Window or Skylight in Bathroom

About This Home

One or more photo(s) has been virtually staged. 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!

Listing Agent

April Spaulding

LPT REALTY, LLC Brokerage Phone: 877-366-2213 License #3385437 Listed on: 08/12/2025

LPT REALTY, LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $2,734

Year Built

  • Built in 1998

Lot Details

  • 0.3 Acre Lot
  • West Facing Home
  • Irrigation Equipment
  • Landscaped with Trees

HOA Fees

  • $83 Monthly HOA Fees

Parking

  • 2 Car Attached Garage

Home Design

  • Slab Foundation
  • Tile Roof
  • Block Exterior
  • Stucco

Interior Spaces

  • 2,723 Sq Ft Home
  • 1-Story Property
  • Built-In Features
  • Built-In Desk
  • Shelving
  • High Ceiling
  • Ceiling Fan
  • Gas Fireplace
  • Double Pane Windows
  • Shutters
  • Sliding Doors
  • Living Room
  • Bonus Room
  • Inside Utility
  • Hurricane or Storm Shutters

Kitchen

  • Breakfast Bar
  • Built-In Oven
  • Range
  • Microwave
  • Dishwasher
  • Wine Refrigerator
  • Cooking Island
  • Disposal

Flooring

  • Parquet
  • Carpet
  • Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Fireplace in Primary Bedroom
  • Split Bedroom Floorplan
  • En-Suite Bathroom
  • Walk-In Closet
  • Makeup or Vanity Space
  • Single Vanity
  • Private Water Closet
  • Hydromassage or Jetted Bathtub
  • Bathtub With Separate Shower Stall
  • Shower Only
  • Built-In Shower Bench
  • Window or Skylight in Bathroom

Laundry

  • Laundry Room
  • Dryer
  • Washer

Outdoor Features

  • Enclosed Patio or Porch
  • Private Mailbox

Utilities

  • Central Heating and Cooling System
  • Vented Exhaust Fan
  • Thermostat
  • Power Generator
  • Natural Gas Connected
  • Tankless Water Heater
  • Gas Water Heater
  • High Speed Internet
  • Phone Available
  • Cable TV Available

Listing and Financial Details

Community Details

Overview

  • Association fees include ground maintenance, pool, private road
  • Michelle Kilcher Association, Phone Number (518) 229-4029
  • Eagles Landing Subdivision
  • The community has rules related to allowable golf cart usage in the community

Amenities

  • Airport or Runway

Recreation

  • Community Pool

Home Details

Home Type

Single Family

Est. Annual Taxes

$2,734

Year Built

Built in 1998

Lot Details

0

HOA Fees

$83 per month

Parking

2

Listing Details

  • HOA Fee Includes: Maintenance Grounds, Pool, Private Road
  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Block, Stucco
  • Fireplace: Yes
  • Living Area: 2723
  • Lot Size Acres: 0.3
  • New Construction: No
  • Year Built: 1998
  • Building Area Total: 3837
  • Lot Size Sq Ft: 13051
  • Directions to Property: From Haines City, Head southwest toward Moss Ave 0.2 mi Merge onto US-17 S 1.8 mi Continue straight onto US-17 S/US-92 W 4.9 mi Continue straight onto US-92 W/S Lake Shore Way Continue to follow US-92 W 0.9 mi Turn left onto 21st St NW 1.1 mi Turn right onto Riddle Rd N W 190 ft Turn left onto Pilot Pl Destination will be on the left
  • Status: Active
  • Ownership: Fee Simple
  • Available for Lease YN: 1
  • Escrow City: Winter Haven
  • Escrow State: FL
  • Escrow Street Name: , Ste 300
  • Escrow Street Number: 141
  • List Office Head Office Key Nume: 524162049
  • Minimum Lease: No Minimum
  • RATIO Current Price By Calculate: 171.32
  • Total Acreage: 1/4 to less than 1/2
  • Unit Number YN: 0
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • MFR_DockYN: 0
  • Attribution Contact: 877-366-2213
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Gas, Other, Primary Bedroom
  • Living Area Units: Square Feet
  • Flooring: Parquet, Tile
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Interior Amenities: Built-in Features, Ceiling Fans(s), High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances Included: Built-In Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 4
  • Levels: One
  • Other Equipment: Irrigation Equipment, Generator
  • Stories: 1
  • Window Features: Skylight(s), Double Pane Windows, Shutters
  • Street Number Modifier: 14
  • Additional Rooms: Bonus Room,Inside Utility
  • Living Area Meters: 252.97
  • Room Count: 13

Exterior Features

  • Direction Faces: West
  • Exterior Features: Hurricane Shutters, Private Mailbox, Sliding Doors
  • Roof: Tile
  • Pool Private: No
  • Waterfront: No
  • Patio and Porch Features: Enclosed, Patio
  • Road Surface Type: Paved
  • Water Extras YN: 0
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes

Utilities

  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sewer Connected, Water Connected
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Airport/Runway, Golf Carts OK, Pool
  • Association Amenities: Pool
  • Association Fee: 1000
  • Association Fee Frequency: Annually
  • Association Name: Michelle Kilcher
  • Phone: 5182294029
  • Association: Yes
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Pet Restrictions: Please check with the HOA
  • Association Fee Requirement: Required
  • Association Email: michellekilcher@yahoo.com

Fee Information

  • Total Annual Fees: 1000.00
  • Total Monthly Fees: 83.33
  • Monthly HOA Amount: 83.33

Lot Info

  • Parcel Number: 26-28-07-528102-002000
  • Additional Parcels: No
  • Flood Zone Code: x
  • Homestead YN: 1
  • Lot Size Square Meters: 1212

Green Features

  • Green Verification Count: 0

Rental Info

  • Furnished: Unfurnished
  • Pets Allowed: Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Please check with HOA on any restrictions. ****According to attached HOA docs, buyers must live in the home 1 year before turning it into a rental home.

Tax Info

  • Tax Annual Amount: 2734
  • Tax Book Number: 97-30 THRU 32
  • Tax Lot: 20

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $2,734 $197,067 -- --
2024 $2,657 $191,513 -- --
2023 $2,657 $185,935 $0 $0
2022 $2,665 $180,519 $0 $0
2021 $2,664 $175,261 $0 $0
2020 $2,632 $172,841 $0 $0
2018 $2,578 $165,805 $0 $0
2017 $2,391 $162,395 $0 $0
2016 $2,368 $159,055 $0 $0
2015 $2,396 $157,949 $0 $0
2014 $2,296 $156,695 $0 $0
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/12/2025 08/12/25 For Sale $466,500 -- $171 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Interfamily Deed Transfer -- Attorney
Warranty Deed $100 --
Warranty Deed $28,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $50,000 Credit Line Revolving
Open $180,000 New Conventional
Closed $180,000 New Conventional
Closed $180,000 New Conventional
Source: Public Records

Source: Stellar MLS

MLS Number: P4935800

Stellar MLS

APN: 26-28-07-528102-002000