14 PILOT PLACE Winter Haven, FL $ 449,900
14 PILOT PLACE
$ 449,900
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14 PILOT PLACE

Winter Haven, FL, 33881
$ 449,900
Bedrooms4 Baths3.1 Sq 2,723

Monthly Estimate*

$ 2,807

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Single Family Home for sale in Winter Haven, FL

for $449,900 with 4 bedrooms and 3 full baths, 1 half bath. This 2,723 square foot home was built in 1998 on a lot size of 0.3.

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

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Single Family Active

Price

$ 449,900

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 2,734

Style

Single Family Residence

Lot Size

0.3

Year Built

1998

Town/City

Winter Haven

County/Region

Polk

MLS | Web ID

P4935800

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Natural Gas Connected Phone Available Public Sewer Connected Water Connected
Roof Tile
Appliances Built-In Oven Dishwasher Disposal Dryer Gas Water Heater Microwave Range Refrigerator Tankless Water Heater Washer Wine Refrigerator
HOA Fee 1000
Garage Spaces 2
Association Fee Includes Maintenance Grounds Pool Maintenance Private Road
Patio/Porch Features Enclosed Patio
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 1998
Levels One
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Community Features Airport/Runway Golf Carts OK Pool
Assoc Fee Paid Per Annually
County Polk
New Construction false
Property Type Residential
Association Amenities Pool
Attached Garage true
Subdivision Name EAGLES LANDING
Facing Direction West
Garage Y/N true
Total Rooms 13
Full Baths 3
Status Active
Directions 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
City WINTER HAVEN
Association Name Michelle Kilcher
Senior Community Y/N false
MLS Area 33881 - Winter Haven / Florence Villa
Lot Size Units Square Feet
Lot Size Square Feet 13051
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Land Lease Y/N false
Tax Annual Amount 2734
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://my.matterport.com/show/?m=4yUU9hJqbmW&mls=1 https://14pilotpl.com/
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 20
Legal Description EAGLES LANDING PB 97 PGS 30 THRU 32 LOT 20 & INT IN COMMON AREAS
Minimum Lease No Minimum
Water Access Y/N false
Monthly HOA Amount 83.33
Additional Rooms Bonus Room Inside Utility
Water View Y/N false
Flood Zone Code x
DockY/N false
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) High Ceilings Primary Bedroom Main Floor Skylight(s) Split Bedroom Thermostat Walk-In Closet(s) Window Treatments
Flooring Parquet Porcelain Tile
Furnished Y/N Unfurnished
Fireplace Features Gas Other Room Master Bedroom
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Double Pane Windows Shutters
Fireplace Y/N true
Half Baths 1
Laundry Features Gas Dryer Hookup Inside Laundry Room Washer Hookup
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Hurricane Shutters Irrigation System Private Mailbox Sliding Doors
Vegetation Trees/Landscaped
Water Source Public
Lot Size Area 13051
Foundation Details Slab
Building Area Total 3837
Lot Size Acres 0.3
Road Surface Type Paved
Private Pool false
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Lpt Realty, Llc

Broker

april@aprilannspaulding.com

Email

Affordability Calculator

$3,035
Per Month
92%
8%
0%
Monthly Principal & Interest
$2,807
Monthly Property Taxes
$228
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$449,900 Listed Price

Map


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14 PILOT PLACE, Winter Haven, FL, 33881 is a Single Family Home for sale at $449,900 with 2,723 sqft and a lot size of 0.3. 14 PILOT PLACE has 4 bedrooms, 3.1 baths, and was built in 1998. The property's zip code is 33881 which is in Winter Haven, FL