by Global Lifestyle Properties

See Home Value
$1,350,000
● House - Off Market

5127 LEEWARD WAY

ORLANDO, FL 32809
bedrooms
4 Beds
bathrooms
3 Baths
square feet
3,836 Ft²
$7,861
Est. Monthly
$15
HOA / Fees
1.61%
Cap Rate

About This Property

5127 Leeward Way | Orlando, FL - A Lakefront Retreat for Every Season

Set at the end of a peaceful cul-de-sac, this 4-bedroom, 3-bath pool home blends lakefront living with cozy fall charm. From golden afternoons on the Conway Chain of Lakes to crisp evenings by the firepit, every day feels like a getaway.

Inside, the spacious eat-in kitchen features granite countertops, stainless steel appliances, and plenty of room for both everyday meals and seasonal gatherings. A flexible upstairs bonus room offers space for a media lounge, guest suite, or creative retreat.

Outdoors, tropical landscaping and fruit-bearing gardens line winding paths that lead to the sparkling pool and spa. At the water's edge, a covered boat dock with lift invites you to savor sunrise paddleboarding, autumn sunsets, or weekend boating adventures.

Practical design meets personality with a 3-car garage, extended driveway, and a climate-controlled She Shed complete with chandelier - perfect for an office, art studio, or private hideaway.

According to Orange County tax records, the home is zoned for Pershing K-8 and Boone High School, both known for strong academic programs.

Here, summer fun blends seamlessly into fall evenings under starlit skies. 5127 Leeward Way is more than a house - it's a retreat ready for every season.
Unit Size
3,836 Ft²
Days on Market
166 days
Land Size
0.61 acres
Price per sqft
$378
Property Type
House
Property Taxes
$726
HOA Dues
$15
Year Built
1972

Payment Calculator

Cap Rate Calculator

Last updated: 12 months ago (Stellar MLS #O6309938)

Price History

Date / Event Date Event Price
Oct 30, 2025 Sold
Sold
Sep 30, 2025 In contract -
In contract
Sep 16, 2025 Price Decreased $1,450,000
↓ $140K (8.8%)
Price Decreased
Jun 19, 2025 Price Decreased $1,590,000
↓ $60K (3.6%)
Price Decreased
May 17, 2025 Listed by FATHOM REALTY FL LLC $1,650,000
Listed by FATHOM REALTY FL LLC
Show More

Property Highlights

Garage
Parking Available
Air Conditioning

Building Info

Overview

    General

  • Year Built: 1972
  • Effective Year Built: 1995
  • Building Count: 2
  • Bedroom Count: 4
  • Bathroom Count: 3
  • Full Bathrooms: 3
  • Partial Bathrooms: 3
  • Building Condition: 1
  • Building Quality: 1
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 6
  • Interior Walls Type: 3
  • Roof Shape Type: 7
  • Roof Cover Type: 3
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 9
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 4
  • Garage Square Area: 814
  • Parking Space Count: 3
  • Patio Type: 5
  • Porch Type: 126
  • Pool Type: 8

    Dimensions

  • Lot Size Square Feet: 26,636
  • Total Building Area: 4,941
  • Gross Building Area: 4,941
  • Building Area: 3,706
  • Building Area Measurement: L

    Heating and Cooling

  • Air Conditioning: 1
  • Heating: 4
  • Heated Square Feet: 3,706
  • Heating Fuel Type: 2

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: RIVER OAKS
  • Land Acres: 0000000611
  • Standard Land Use Code: 1001
  • County Land Use Code: 0104
  • State Land Use Code: 001
  • Legal Description 1: RIVER OAKS 1/147 LOT 43

Neighborhood

  • School District Name: Orange County School District
  • School Tax School District: 0350
  • Census Tract: 014000

Zoning

  • Zoning: R-1AA

Geography

  • Assessors Map Reference: 191
  • Subdivision Tract Number: 7456
  • Parcel: 13-23-29-7456-00-430
  • Lot: 43
  • Meridian: SEC 13 TWN 23S RNG 29E
  • Municipality: EDGEWOOD
  • Latitude: 28.4873
  • Longitude: -81.3683

    Address

  • Full Address: 5127 Leeward Way
  • Address - House Number: 5127
  • Address - Street Name: Leeward
  • Address - Suffix Type: Way
  • State: FL
  • City Name: Orlando
  • Carrier Code: C003
  • 4-Digit Zip Code: 3042
  • Zip Code: 32809

Valuation

    Tax

  • Total Area: 4,168
  • Tax Year: 2023
  • Tax Amount: $842,821
  • Tax Rate Code Area: 20-EDG

    Appraisal Valuation

  • Standard Deviation: 0.1708
  • Valuation Date: Jan 03, 2024
  • Confidence Score: 78
  • Final Value: 1,074,488
  • High Value: 1,258,029
  • Low Value: 890,948

    Market Valuation

  • Market Total Value: $1,127,455
  • Market Land Value: $475,000
  • Market Improvement Value: $652,455

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $511,204

    Sales

  • Current Sale Contract Date: Aug 17, 2011
  • Current Sale Recording Date: Aug 24, 2011
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 20110444889
  • Previous Sale Recording Date: Sep 22, 2003
  • Previous Sale Contract Date: Sep 12, 2003
  • Previous Sale Amount: $310,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Edgewood


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 1711 White Avenue, ORLANDO, FL, 32806

$2,800 /mo

  • 2 Beds
  • 2 Baths
  • 1,230 ft²
1711 White Avenue #A, ORLANDO, FL, 32806 Listing by Said Aboutaleb
Unit for rent at 5205 Chenault Avenue, ORLANDO, FL, 32839

$3,000 /mo

  • 3 Beds
  • 2 Baths
  • 1,374 ft²
5205 Chenault Avenue, ORLANDO, FL, 32839 Listing by Jenny Caso
Unit for rent at 2403 S Shine Avenue, ORLANDO, FL, 32806

$2,795 /mo

  • 3 Beds
  • 3 Baths
  • 1,802 ft²
2403 S Shine Avenue #B, ORLANDO, FL, 32806 Listing by Richard Alpizar


Frequently Asked Questions

When was property at 5127 Leeward Way built and last sold?
The property at 5127 Leeward Way was built in 1972 and last sold on Aug 17, 2011 for $41,500.
How much is this home worth?
The estimated value of the home located at 5127 Leeward Way is $0.
What are some comparable homes to 5127 Leeward Way?
There are currently no comparable homes to 5127 Leeward Way.

Nearby Counties