5423 Winding Way

4,904 Sq. Ft.
$214 / Sq. Ft.
4,904
Sq. Ft.
$214
per Sq. Ft.

Description

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...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!
  1. Listed by Jama Porter • Denovo Realty
  2. Listed by Jeffrey Karl Porter • Denovo Realty

Property Details for 5423 Winding Way

Style
Victorian
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.
Waterfront
Canal Front
Subdivision/Condo Name
Otter Trace
Furnished
Negotiable
LISTING UPDATED: 02/08/2026 10:21 AM

Property Details for 5423 Winding Way

StatusActive
MLS #1062562
Days on Market67
Taxes-
HOA Fees$150
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1993
Lot Size1.24 AC / 54,014 SF
CountyBrevard County

Location

Listing Courtesy of Denovo Realty, Jama Porter; Denovo Realty, Jeffrey Karl Porter
Add your commute

Building Information for 5423 Winding Way

Stories-Year Built1993Building Size-Lot Size1.24 AC / 54,014 SF

Payment Calculator

$5,268 per month

30 year fixed, 6.15% Interest

Principal and Interest

$5,118

Property Taxes

$0

HOA Dues

$150

The Payment Calculator is for illustrative purposes only.

Property Information for 5423 Winding Way

Summary
Location and General Information
  • City: Merritt Island
  • State/Province: FL
  • County: Brevard
  • Geo Lat: 28.455011
  • Geo Lon: -80.690851
  • Absolute Longitude: 80.690851
  • Schools: Elementary School: Carroll
  • Schools: Middle School: Jefferson
  • Schools: High School: Merritt Island
  • General County Loc: Central
  • County Sub/Condo Name: Otter Trace
Taxes and HOA Information
  • Community Fees: 150.00
  • HOA Info: HOA Amt: $150.00
  • HOA Info: HOA Frequency: Annually
  • Home Owners Assoc: Otter Trace
  • Tax Year: 2025
  • Tax Acct: 2319311
  • Tax ID: 23-36-25-50-00000.0-0017.00
Parking
  • Parking: Total Garage Spaces: 3
  • Parking: Garage
  • Garage: 3.0
Owner
  • Co-Owner: Jennifer Lane
Property
Lot Information
  • SqFt - Living: 4904.0
  • SqFt - Total: 6227.0
  • Lot SqFt: 54014.0
  • Year Built: 1993
  • Picture Count: 92
  • Document Count: 3
  • Lot Description: Dead End Street, Many Trees, Sprinklers In Front, Sprinklers In Rear, Wooded
  • Acreage: 1.24
  • Furnishings: Negotiable
  • Road Surface: Asphalt, Paved
  • Current Adjacent Use: Residential, Single Family
Property and Assessments
  • Construction: Composition Siding, Fiber Cement, Frame
  • Docs on File: 3
  • Property Type: A
  • Legal/Misc: 55+ Community: No
  • MLS Approved: Y
  • Type of Service: Full Service
  • Prop Type: A
  • Sub Type: Single Family Residence
  • To Be Constructed: No
Utilities
  • Utilities: Sewer or Septic: Septic Tank
  • Utilities: Water Type: Public
  • Utilities: Cable Available, Electricity Available, Water Available
Interior and Exterior Features
Exterior Features
  • Roof: Shingle
  • Exterior Features: Balcony, Courtyard, Fire Pit, Impact Windows
  • Flooring: Carpet,Tile,Wood
Interior Features
  • Cooling: Central Air, Electric
  • Heat: Central, Electric
  • 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
  • Equipment/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
  • Bedrooms: 4
  • Baths - Total: 5.0
  • Baths - Full: 5
  • Baths - Half: 0
Multi Family
Multi-Family Information
  • Selling Terms Code: Cash, Conventional, FHA, VA Loan
Agent
Agent Information
  • Closing Co. Name: Supreme Title - Raul Torres, Raul@supremetitlellc.com, ph: 321-725-0115
  • Closing Co. Address: 7024 N Wickham Rd, Ste 111, Melbourne, FL 32940
Sale and Listing
  • Cumulative DOM: 66
  • Days On Market: 66
  • Possession: Close Of Escrow
Showing and Remarks
  • Showing: Appointment Only, Lockbox, Showing Service
  • Appointment Phone: 800-746-9464

Property History for 5423 Winding Way

DateEvent & SourcePriceAppreciation
Nov 19, 2025

Listed (Active)

SCMLS #1062562

$1,050,000—
Jun 15, 2022

Sold (Public Record)

Public Record #1492346780

$947,000

+10.2% / yr

Jun 15, 2022

Sold

SCMLS #930965

$947,000—
May 5, 2022

Pending

SCMLS #930965

—
May 5, 2022

In Contract

SCMLS #930965

—
Mar 31, 2022

Listed (Active)

SCMLS #930965

$975,000—
Oct 24, 2014

Sold (Public Record)

Public Record #474175714

$450,000

+11.0% / yr

Oct 24, 2014

Sold

SCMLS #702326

$450,000—
Oct 24, 2014

Sold

MFRMLS #O5309284

$450,000—
Oct 24, 2014

Sold

SCMLS #702326

$450,000—
Sep 8, 2014

Pending

MFRMLS #O5309284

—
Sep 5, 2014

Pending

SCMLS #702326

—
Sep 5, 2014

Pending

SCMLS #702326

—
Jul 24, 2014

Listed (Active)

MFRMLS #O5309284

$450,000—
Jul 23, 2014

Listed (Active)

SCMLS #702326

$450,000—
Jul 23, 2014

Listed (Active)

SCMLS #702326

$450,000—
May 31, 2012

Sold (Public Record)

Public Record #331495499

$350,000

+7.4% / yr

May 31, 2012

Sold

SCMLS #624523

$350,000—
May 31, 2012

Sold

MFRMLS #R4597160

$350,000—
May 31, 2012

Sold

SCMLS #624523

$350,000—
May 10, 2012

Pending

MFRMLS #R4597160

—
May 8, 2012

Pending

SCMLS #624523

—
May 8, 2012

Pending

SCMLS #624523

—
Oct 22, 2011

Expired

SCMLS #586176

—
Oct 22, 2011

Expired

SCMLS #586176

—
Sep 20, 2011

Listed (Active)

MFRMLS #R4597160

$378,000—
Sep 20, 2011

Listed (Active)

SCMLS #624523

$378,000—
Sep 20, 2011

Withdrawn

MFRMLS #R4590573

$398,500—
Sep 20, 2011

Listed (Active)

SCMLS #624523

$378,000—
Jul 14, 2011

Expired

SCMLS #567286

—
Jul 14, 2011

Expired

SCMLS #570429

—
Jul 14, 2011

Expired

SCMLS #567286

—
Jul 14, 2011

Expired

SCMLS #570429

—
Jul 14, 2011

Expired

SCMLS #536564

—
Dec 21, 2010

Listed (Active)

SCMLS #586176

$398,500—
Dec 21, 2010

Listed (Active)

SCMLS #586176

$398,500—
May 27, 2010

Listed (Active)

SCMLS #570429

$475,000—
May 27, 2010

Listed (Active)

SCMLS #570429

$475,000—
Apr 20, 2010

Listed (Active)

SCMLS #567286

$549,000—
Apr 20, 2010

Listed (Active)

SCMLS #567286

$549,000—
Apr 1, 2009

Listed (Active)

MFRMLS #R4590573

$575,000—
Mar 31, 2009

Listed (Active)

SCMLS #536564

$575,000—
Dec 5, 2007

Sold (Public Record)

Public Record #229659166

$253,700

-12.8% / yr

Apr 2, 2004

Sold (Public Record)

Public Record #133031540

$420,000—
DateEvent & SourcePrice
11/19/2025

Listed (Active)

SCMLS #1062562

$1,050,000
06/15/2022

Sold (Public Record)

Public Record #1492346780

$947,000

+10.2% / yr

06/15/2022

Sold

SCMLS #930965

$947,000
05/05/2022

Pending

SCMLS #930965

—
05/05/2022

In Contract

SCMLS #930965

—
03/31/2022

Listed (Active)

SCMLS #930965

$975,000
10/24/2014

Sold (Public Record)

Public Record #474175714

$450,000

+11.0% / yr

10/24/2014

Sold

SCMLS #702326

$450,000
10/24/2014

Sold

MFRMLS #O5309284

$450,000
10/24/2014

Sold

SCMLS #702326

$450,000
09/08/2014

Pending

MFRMLS #O5309284

—
09/05/2014

Pending

SCMLS #702326

—
09/05/2014

Pending

SCMLS #702326

—
07/24/2014

Listed (Active)

MFRMLS #O5309284

$450,000
07/23/2014

Listed (Active)

SCMLS #702326

$450,000
07/23/2014

Listed (Active)

SCMLS #702326

$450,000
05/31/2012

Sold (Public Record)

Public Record #331495499

$350,000

+7.4% / yr

05/31/2012

Sold

SCMLS #624523

$350,000
05/31/2012

Sold

MFRMLS #R4597160

$350,000
05/31/2012

Sold

SCMLS #624523

$350,000
05/10/2012

Pending

MFRMLS #R4597160

—
05/08/2012

Pending

SCMLS #624523

—
05/08/2012

Pending

SCMLS #624523

—
10/22/2011

Expired

SCMLS #586176

—
10/22/2011

Expired

SCMLS #586176

—
09/20/2011

Listed (Active)

MFRMLS #R4597160

$378,000
09/20/2011

Listed (Active)

SCMLS #624523

$378,000
09/20/2011

Withdrawn

MFRMLS #R4590573

$398,500
09/20/2011

Listed (Active)

SCMLS #624523

$378,000
07/14/2011

Expired

SCMLS #567286

—
07/14/2011

Expired

SCMLS #570429

—
07/14/2011

Expired

SCMLS #567286

—
07/14/2011

Expired

SCMLS #570429

—
07/14/2011

Expired

SCMLS #536564

—
12/21/2010

Listed (Active)

SCMLS #586176

$398,500
12/21/2010

Listed (Active)

SCMLS #586176

$398,500
05/27/2010

Listed (Active)

SCMLS #570429

$475,000
05/27/2010

Listed (Active)

SCMLS #570429

$475,000
04/20/2010

Listed (Active)

SCMLS #567286

$549,000
04/20/2010

Listed (Active)

SCMLS #567286

$549,000
04/01/2009

Listed (Active)

MFRMLS #R4590573

$575,000
03/31/2009

Listed (Active)

SCMLS #536564

$575,000
12/05/2007

Sold (Public Record)

Public Record #229659166

$253,700

-12.8% / yr

04/02/2004

Sold (Public Record)

Public Record #133031540

$420,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 5423 Winding Way

Taxable ValueLand-Additions-Total-
Home Facts
Beds4Total Finished SqFt4,603 SqFtAbove Grade Finished SqFt4,603 SqFtStories2Lot Size54,014 SqFtStyleSingle Family ResidenceYear Built1993Year Renovated2008ZoningSRCountyBREVARDAPN23-36-25-50-00000.0-0017.00Fireplace TypeHas Fireplace

Schools near 5423 Winding Way

This home is within Brevard Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Public - K to 6
Rating
School
Distance
Lewis Carroll Elementary School
PublicPK to 6

Thomas Jefferson Middle School
Public7 to 8

Merritt Island High School
Public9 to 12

Robert L. Stevenson Elementary School
PublicK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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5423 Winding Way is a single family home for sale in Merritt Island, FL 32953. This property was listed for sale on November 19, 2025 by Denovo Realty, it's currently listed at $1,050,000. It has been on the market for a total of 67 days and was last sold on June 15, 2022. This listing's school district is Brevard Public Schools. Nearby schools include Lewis Carroll Elementary School, Thomas Jefferson Middle School and Merritt Island High School. 5423 Winding Way is a 4-bed, 5-bath, 4,904 sqft single family home built in 1993.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Denovo Realty, Jama Porter; Denovo Realty, Jeffrey Karl Porter

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 02/08/2026 10:21 AM