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5127 LEEWARD WAY ORLANDO FL 32809 Sold 10/30/2025

Sold for $1,350,000
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5127 LEEWARD WAY, ORLANDO, FL 32809 Sold 10/30/25 5127 LEEWARD WAY, ORLANDO, FL 32809 Sold 10/30/25 5127 LEEWARD WAY, ORLANDO, FL 32809 Sold 10/30/25 5127 LEEWARD WAY, ORLANDO, FL 32809 Sold 10/30/25

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 5127 Leeward Way

4 Bedrooms
3 Bathrooms
3 Car Garage
4,941 Square Feet
3,836SF Living Area
Pool:
Yes
Water
Year Built 1972

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.

This luxury single family home was built in 1972 and features 4 bedrooms, and 3 full bathrooms. This home for sale is 4,941 square feet, with 3,836 sq ft being air conditioned living space. The home has a 3 car garage and has a private swimming pool.

Directions to this property are as follows: Orange Ave South To Harbour Island East To Leeward North.

Please contact your ZFC agent for more information about MLS# MFRO6309938 or any other homes for sale in Orlando or elsewhere in the Orange County area.

Features & Amenities

Appliances

Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer

Other Equipment

Irrigation Equipment

Cooling

Central Air

Heating

Central

Flooring

Ceramic Tile, Wood

Parking

Boat, Garage Door Opener, Garage Faces Rear, Guest, On Street, Oversized, Parking Pad, Workshop in Garage

Lot Size

26636

View

view

Construction Materials

Block

Interior Features

Eat-in Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Tray Ceiling(s), Window Treatments

Exterior Features

Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Sliding Doors

Pool Features

Gunite, In Ground, Pool Sweep, Salt Water, Screen Enclosure

Roof

Shingle

Window Features

Shutters, Window Treatments

Utilities

Cable Available, Public

Waterfront Features

Canal -Freshwater, Canal Front

Water Body Name

C O N W A Y C H A I N O F L A K E S

Laundry

Laundry Room

Spa Features

In Ground

Zoning

R-1 A A

Year Built

1972

Pets Allowed

No

Annual Real Estate Taxes

$8,717 (2024)

Legal Description

River Oaks 1/147 Lot 43

Property Type

Single Family Home

HOA Fees

$175 /Annually

Association Amenities

Basketball Court

Community Features

Street Lights

Direction Faces

West

MLS Number

MFRO6309938

Universal Property Id

U S-12095-N-132329745600430-R-N

Days On Market

135

Community Name

River Oaks

5127 Leeward Way Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 5127 Leeward Way should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $8,717 but will likely change when this home sells. These estimations are calculated from a list price of $1,450,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 5127 Leeward Way

Address Sale Price Bed Bth Size Location Sale Date
5101 THE OAKS CIR $Log in to view 4 4/0 4,753SF River Oaks 11/21/2025
508 HARBOUR ISLAND RD $Log in to view 4 2/1 3,709SF River Oaks 09/19/2025
525 MANDALAY RD $Log in to view 4 3/0 4,949SF Mandalay Shores 09/05/2025
6517 CAY CIR $Log in to view 4 3/0 4,709SF Belle Isle Estates 02/14/2025
230 PRESCOTT DR $Log in to view 4 3/1 4,368SF Hansel Prescott Prop 08/08/2025
5237 HAVERILL DR $Log in to view 4 3/1 3,934SF Oak Lynn Place 07/23/2025
1448 CONWAY ISLE CIR $Log in to view 4 4/1 5,838SF Highlands At Lake Conway 45/11 09/30/2025
1812 WIND WILLOW RD $Log in to view 4 2/1 4,137SF Wind Harbor 10/14/2025
500 LINSON CT $Log in to view 4 4/0 3,800SF Oak Lynn 2nd Plat 10/23/2025
1804 WIND WILLOW RD $Log in to view 4 2/2 3,722SF Wind Harbor 03/31/2025
6648 BOUGANVILLEA CRESCENT DR $Log in to view 5 2/1 5,510SF Lake Gloria Preserve 03/17/2025
2411 NELA AVENUE $Log in to view 5 4/1 4,737SF Nela Isle Island Sec 09/30/2025

MLS# MFRO6309938 Listing History

05/17/2025 Listed for sale by FATHOM REALTY FL LLC with MLS# MFRO6309938 with a list price of $1,650,000.
10/30/2025 Sold For $1,350,000 by Laura Napoleon with KELLER WILLIAMS WINTER PARK.

Orange County Schools

High School

This listing of 5127 Leeward Way Orlando FL 32809 was last updated on 2025-10-31 10:44:03. Listing courtesy of FATHOM REALTY FL LLC.
MLS

Map of 5127 Leeward Way Orlando FL 32809

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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