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$999,000 -$26,000 (-2.54%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 5 Full Baths
  • 4,904 Sq. Ft.
  • Updated 1 hour ago
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Timeless Victorian elegance blends with modern comfort in this remarkable 4,990 sq ft estate on 1.24 waterfront acres. Built in 1993, the 4BD/5BA residence showcases refined details-arched trimwork, a sweeping curved staircase, and ensuite baths in every bedroom. The gourmet kitchen highlights soft-toned cabinetry and reverse osmosis. A generous primary suite offers a private balcony and a 16'x13' walk-in closet with windows, built-ins, and chandeliers. Take in sunsets and rocket launches from the 1,000+ sq ft screened porch, or entertain in the pavered courtyard with a fire pit. A detached 3-car garage provides one A/C'd bay and a suite above. Miami-Dade impact windows (partial), fenced grounds, smart locks, mature oaks, landscape lighting, and wraparound porches (6,227 sq ft under roof). Roof 2017, A/Cs 2024 & 2014. Low HOA of $150/year. A mix of privacy, beauty, and lifestyle in Merritt Island!!!

Full Property Details for 5423 Winding Way

General

  • Price: $999,000
  • HOA FEE: $13/month
  • HOA FEE FREQ.: Annually
  • Taxes: (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrevardCounty
  • MLS ID: 1062562
  • Updated: 3/5/2026
  • Added to Site: 106 day(s) ago

Interior

  • Interior Features: Breakfast Bar, Breakfast Nook, Built-in Features, Ceiling Fan(s), Entrance Foyer, Guest Suite, Kitchen Island, Open Floorplan, Pantry, Primary Bathroom -Tub with Separate Shower, Smart Thermostat, Split Bedrooms, Walk-In Closet(s), Wet Bar
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Convection Oven, Dishwasher, Disposal, Double Oven, Dryer, Electric Cooktop, Electric Oven, Electric Water Heater, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Washer, ENERGY STAR Qualified Water Heater, Ice Maker, Microwave, Refrigerator, Washer
  • Furnishings: Negotiable
  • Flooring: Carpet, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 5

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Electric Dryer Hookup, Sink, Washer Hookup

Additional Information

  • Spa: Yes
  • Spa Description: Above Ground, Heated

Exterior

  • Exterior Features: Balcony, Courtyard, Fire Pit, Impact Windows
  • Porch/Patio/Deck: Front Porch, Patio, Porch, Rear Porch, Screened, Side P

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking Features: Garage

Location

  • Area: 250 - N Merritt Island
  • County: Brevard
  • Subdivision: Otter Trace
  • Driving Directions: Start by heading north on Florida State Road 3 (Courtenay Parkway). Turn right onto Chase Hammock Road. Then take the left onto Winding Way (in the Otter Trace neighborhood). Continue down Winding Way almost to the end of the street — the property at 5423 Winding Way will be on your right‑hand side.
  • Direction Faces: South

School Information

  • Elementary School: Carroll
  • Middle School: Jefferson
  • High School: Merritt Island

Community

  • Association: Yes
  • Assoc. Name: Otter Trace

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air, Electric
  • Heating Type: Central, Electric
  • Water Heater: Electric

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Cable Available: Yes
  • Utility Description: Cable Available, Electricity Available, Water Available

Structural Information

  • Architectural Style: Victorian
  • Exterior Const.: Fiber Cement, Frame, Composition Siding
  • Roof: Shingle
  • Stories/Levels: 2
  • Square Feet: 4,904
  • Living Area: 4,904 Sq. Ft.
  • Current Bldg. Use: Residential, Single Family
  • Year Built: 1993

Lot Features

  • Property View: Lake, Trees/Woods, Water
  • Lot Size (Acres): 1.24
  • Lot Size (Sq. Ft.): 54,014
  • Street/Road Desc.: Asphalt, Paved
  • Lot Features: Dead End Street, Many Trees, Sprinklers In Front, Sprinklers In Rear, Wooded
  • Fencing (Description): Wrought Iron

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Name: Canal Non-Navigation

Financial Considerations

  • Price Per Sq. Ft.: $203.71
  • Association Fee: Yes
  • Association Fee: $150
  • Assoc Fee Freq.: Annually
  • Tax Year: 2025
  • Terms: Cash, Conventional, FHA, VA Loan

Disclosures and Reports

  • Special Conditions: Standard
  • Property ID: 23-36-25-50-00000.0-0017.00

Listed by Denovo Realty

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Listing agents

— 5423 Winding Way —

  • Denovo Realty

  • Denovo Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5423 Winding Way

School District:Brevard County School District
NameGradesDistance
Lewis Carroll Elementary School
1 Skyline Boulevard, Merritt Island, FL 32953
K-64.2 mi
Merritt Island High School
100 Mustang Way, Merritt Island, FL 32953
9-125.3 mi
Thomas Jefferson Middle School, Merritt Island, FL
1275 South Courtenay Parkway, Merritt Island, FL 32952
7-88.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5423 Winding Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/05/2026
Price Reduced
$999,000
-2.54%
MLS
2/19/2026
Price Reduced
$1,025,000
-2.38%
MLS
12/04/2025
Listed
$1,050,000
10.88%
MLS
6/15/2022
Sold
$947,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5423 Winding Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
-100%
$781,060
3%
2024
$838
3%
$759,050
1%
2023
$814
-86%
$753,560
71%
2021
$6,003
-3%
$441,420
-11%
2022
$6,184
3%
$495,800
14%
2021
$6,003
1%
$435,330
2%
2019
$5,935
-1%
$425,550
2%
2018
$5,969
-2%
$417,620
2%
2017
$6,060
-2%
$409,040
2%
2016
$6,189
-3%
$400,630
1%
2015
$6,395
34%
$397,850
36%
2014
$4,755
-1%
$292,510
1%
2013
$4,795
—
$288,190
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Denovo Realty

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5423 Winding Way, Merritt Island, FL 32953 (MLS# 1062562) is a Single Family property with 4 bedrooms and 5 full bathrooms. 5423 Winding Way is currently listed for $999,000 and was received on November 19, 2025. Want to learn more about 5423 Winding Way? Do you have questions about finding other Single Family real estate for sale in Merritt Island? You can browse all Merritt Island real estate or contact a Coldwell Banker agent to request more information.

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