1366 Harbour Island Rd, Orlando, FL 32809

Off market apr 2022 for $1.6M

$2,058,567

Est. refi paymentEst. refi $11,946/mo

•

4,546

sq ft

1366 Harbour Island Rd, Orlando, FL 32809

About this home

Incredible North Shore Lake Conway home with over an acre. This 4/3 home with 4556 square feet is completely completely updated beauty shows like a model home with million dollar views. Long private tree lined drive, enter Formal living and dining rooms with beautiful floors, fireplace and spectacular views of the lake. Chef’s dream kitchen with stainless, gas, quartz and views to inspire your creations. Home office upstairs with panoramic views and giant built in book shelves. Master suite is off the office, with a private 25x14 foot open deck to relax and enjoy your private oasis. One of kind home has, 110 feet of lakefront, Old Magnificent Oaks, music room, game room, fourth bedroom features sitting area with private bath perfect teen, guest or in-law space. New custom built pool with spa along with a new boat house to enjoy your water sports. Pershing K-8 plus Boone High School, welcome to Old Orlando, perfectly located between Downtown Orlando and the International Airport, with no Hwys to get tangle up on. Hurry this one is a gem you will want to see.

Single-familyProperty Type

1979Year Built

1.09 acresLot Size

$453Est. Price/Sq.Ft.

Listed by Brad Young • HOMEVEST REALTY

Bought with Michael McCourt • EPOCH HOMES

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6009765

Redfin Estimate

$2,058,567

$371K since sold in April 2022$31K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 69.9% higher than the average sale price ($1.21M) of 6 comparable homes.

SOLD AUG 28, 2026
$975,000
A
4 beds3.5 baths3,841 sq ft
1256 Old Mill Rd, Orlando, FL 32806
SOLD AUG 31, 2026
$965,000
B
4 beds3 baths2,816 sq ft
1095 Harbour Island Rd, Orlando, FL 32809
SOLD JUL 16, 2026
$875,000
C
4 beds3.5 baths3,602 sq ft
1222 Montcalm St, Orlando, FL 32806
SOLD AUG 3, 2026
$925,000
D
4 beds2.5 baths2,426 sq ft
4909 Lake Gatlin Woods Ct, Orlando, FL 32806
SOLD SEP 11, 2026
$980,000
E
4 beds2.5 baths2,208 sq ft
465 Mandalay Rd, Orlando, FL 32809
SOLD SEP 5, 2026
$2,550,000
F
4 beds3.5 baths3,880 sq ft
600 Gatlin Ave, Orlando, FL 32806

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Earn from this home

Sell

$703,321

Est. take-home

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Refinance

Est. cash available

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Rent

$4,224/mo

Redfin rental estimate

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Market trends in 32809, FL

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.2%

0.0% MoM

Median sale price

$345K

$149 MoM

Avg. days on market

47d

11 days MoM

Recently sold homes

3 MoM

New listings for sale

$540,000
4 beds3 baths— sq ft
8120 Gondola Dr, Orlando, FL 32809
(305) 809-7650
$290,000
3 beds1 bath1,170 sq ft
6103 Antilla Dr, Orlando, FL 32809
$399,900
3 beds2 baths1,365 sq ft
2406 Trace Ave, Belle Isle, FL 32809
3D WALKTHROUGH
$449,900
3 beds2 baths985 sq ft
1602 Overlook Rd, Belle Isle, FL 32809
$345,000
4 beds2 baths1,044 sq ft
4324 Elderberry Dr, Orlando, FL 32809
$450,000
5 beds4 baths2,230 sq ft
6525 Voltaire Dr, Orlando, FL 32809
$925,000
3 beds2.5 baths3,684 sq ft
637 Lake Harbor Cir, Orlando, FL 32809
$47,000
1 bed1 bath276 sq ft
7900 S Orange Blossom Trl #2053, Orlando, FL 32809
$330,000
4 beds2 baths1,451 sq ft
4300 Walbridge St, Orlando, FL 32809
$309,000
3 beds1 bath1,210 sq ft
842 Jordan Ave, Orlando, FL 32809
See all

Provided by Redfin

Sale history for 1366 Harbour Island Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6235029

Feb 17, 2025

Listing Removed

—

Stellar MLS as Distributed by MLS Grid #O6009765

Apr 20, 2022

Sold

$1,687,500

$371/sq ft

Mar 15, 2022

Pending

—

Mar 10, 2022

Listed

$1,750,000

$385/sq ft

Stellar MLS as Distributed by MLS Grid #O5454265

Jul 5, 2017

Sold

$835,000

$184/sq ft

May 23, 2017

Pending

—

May 8, 2017

Relisted

—

Apr 26, 2017

Pending

—

Feb 3, 2017

Price Changed

$875,000

$192/sq ft

Jan 20, 2017

Relisted

—

Jan 19, 2017

Listing Removed

—

Oct 24, 2016

Price Changed

$925,000

$203/sq ft

Oct 17, 2016

Relisted

—

Sep 16, 2016

Pending

—

Jul 21, 2016

Listed

$1,000,000

$220/sq ft

Private estate on the famed Conway Chain of lakes with acre lot, just minutes to Downtown. Beautiful open concept with panoramic lake views in main living room and formal dining room. Vaulted ceilings and a gorgeous fire place are the highlight of the main living area. Magnificent open kitchen with center island overlooking breakfast room and more magnificent lake views. Split bedroom plan with two bedrooms and two half baths down the hall and separate family room with private upstairs guest suite. Above the living room is a loft office with tremendous views and balcony access and around the corner the master suite with huge bath featuring a jetted tub with separate shower and walk in closet. French doors in the master open completely to your private balcony with more stunning views. From the breakfast room, step out to open patio overlooking the large, private back yard with mature oak trees, lake and your personal boathouse. Bring your lake toys and enjoy the serene location of this private estate.

Public Records

Aug 16, 1995

Sold

$450,000

$99/sq ft

Public Records

Mar 1, 1978

Sold

$37,000

$8/sq ft

Public Records

Jun 1, 1973

Sold

$30,200

$7/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$24,258 (+2.9%)

2024

$23,569 (+3.3%)

2023

$22,811 (+33.1%)

2022

$17,141 (+10.2%)

$540,000 + $475,233

$1,015,233

2021

$15,561 (+15.5%)

$540,000 + $475,233

$1,015,233

2020

$13,475 (−9.6%)

$450,000 + $426,135

$876,135

2019

$14,905 (+12.0%)

$380,000 + $439,966

$819,966

2018

$13,310 (+8.5%)

$380,000 + $439,966

$819,966

2017

$12,264 (+4.1%)

$330,000 + $338,310

$668,310

2016

$11,786 (+2.1%)

$330,000 + $338,310

$668,310

2015

$11,548 (+14.2%)

2014

$10,114 (+6.2%)

2013

$9,520 (−4.9%)

2012

$10,012

Tax history for 1366 Harbour Island Rd

Year

Property tax

Land + Additions

Assessment*

2025

$24,258 (+2.9%)

2024

$23,569 (+3.3%)

2023

$22,811 (+33.1%)

2022

$17,141 (+10.2%)

$540,000 + $475,233

$1,015,233

2021

$15,561 (+15.5%)

$540,000 + $475,233

$1,015,233

2020

$13,475 (−9.6%)

$450,000 + $426,135

$876,135

2019

$14,905 (+12.0%)

$380,000 + $439,966

$819,966

2018

$13,310 (+8.5%)

$380,000 + $439,966

$819,966

2017

$12,264 (+4.1%)

$330,000 + $338,310

$668,310

2016

$11,786 (+2.1%)

$330,000 + $338,310

$668,310

2015

$11,548 (+14.2%)

2014

$10,114 (+6.2%)

2013

$9,520 (−4.9%)

2012

$10,012

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.09 Acres

Year renovated

2009

Sq. Ft.

4,546

Year built

1979

Style

Single Family Residential

County

Orange County

APN

292313338000140

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

R-1AA \N

Single-Family Dwelling Districts

The areas included within UE urban estate, R-1-AAA, R-1-AA and R-1-A single-family dwelling districts are intended to be single-family residential areas with large lots and low population densities. Certain structures and uses required to serve educational, religious, utilities, and noncommercial recreational needs of such areas are permitted within the districts as special exceptions.

Permitted uses

Include but are not limited to:

Housing-Single unit

Property details

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 3
# of Half Baths (Total): 1

Laundry Room Information
Laundry Features: Inside, Laundry Room

Other Rooms Information
Additional Rooms: Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility
# of Rooms: 10

Fireplace Information
Has Fireplace
Fireplace Features: Living Room, Wood Burning

Heating & Cooling
Heating Information: Electric
Cooling Information: Central Air

Interior Features
Interior Features: Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Dormitorio Principal Arriba, Solid Surface Counters, Solid Wood Cabinets, Window Treatments
Window Features: Blinds
Appliances: Convection Oven, Dishwasher, Disposal, Range, Range Hood, Refrigerator, Tankless Water Heater
Flooring: Ceramic Tile, Wood

Exterior

Building Information
Construction Materials: Wood Frame
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Patio
Exterior Features: Balcony, French Doors

Pool Information
Spa Features: In Ground
Has Private Pool
Pool Features: In Ground
Has Spa

Property Features
Universal Property Id: US-12095-N-132329338000140-R-N

Waterfront Information
On Waterfront
Waterfront Features: Lake, Lake
Water Body Name: LAKE CONWAY NORTH SHORE
Waterfront Feet Total: 220
Water Frontage Feet Lake: 110
Water Frontage Feet Lake Chain: 110
Water View Y/N: 1
Water View Description: Lake,Lake - Chain of Lakes
Water Access Y/N: 1
Water Access Description: Lake,Lake - Chain of Lakes
Water Extras Y/N: 1
Water Extras Description: Boathouse,Dock w/Electric,Lift - Covered,Skiing Allowed

Property Information
CDD Y/N: 0
Homestead Y/N: 1
Property Type: Residential
Property Sub Type: Single Family Residence
Other Structures: Boat House
Zoning: R-1AA

Land Information
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Total Acreage: 1 to less than 2

Lot Information
Lot Features: Cul-De-Sac
Lot Size Acres: 1.09
Road Surface Type: Asphalt
Lot Size Square Meters: 4399
Zoning Compatible YN: 1

Financial

Tax Information
Tax Annual Amount: $15,560.60
Tax Year: 2021

Lease / Rent Details
Lease Restrictions YN: 0

Utilities

Utility Information
Water Source: Private
Sewer: Septic Tank
Utilities: Cable Available, Public
Additional Water Information: Beautiful chain of lakes located between Downtown Orlando and the International Airport, series of four lakes for your enjoyment.

Location

Multi-Family Financial Information
Total Annual Fees: $600
Total Monthly Fees: $50

Multi-Unit Information
Unit Number YN: 0

HOA Information
Association Name: Vanessa Adams
Has HOA
Association Fee Requirement: Required
Association Approval Required Y/N: 0
Monthly HOA Amount: 50.00
Association Fee: $600
Association Fee Frequency: Annually

School Information
Elementary School: Pershing Elem
Middle Or Junior High School: PERSHING K-8
High School: Boone High

Location Information
Directions: From Downtown head S on Orange Ave, past Gatlin a ways, left on Harbour Island Road, go over bridge (canal) into Harbour Island, straight at the round-a-bout, to end of street, enter long tree lined driveway. You can not see the house from street.

Community Information
Pets Allowed: Yes

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 4,546
Stories: 2.0
Lot Size: 1.09 acres
Style: Single Family Residential
Year Built: 1979
Year Renovated: 2009
County: Orange County
APN: 292313338000140

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Previous Status: Pending
Backups Requested YN: 0

Listing Date Information
Days to Contract: 4
Status Contractual Search Date: 2022-04-20

Listing Price Information
Calculated List Price By Calculated Sq Ft: 384.95

Green Information
Green Verification Count: 0
Direction Faces: South

Home Information
Living Area: 4546
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 422.34
Building Area Units: Square Feet
Foundation Details: Slab
Stories Total: 2
Levels: Two

Around this home

Schools

Pershing Elementary School

Public K-8 • Assigned • 0.9mi

7/10

William R Boone High School

Public 9-12 • Assigned • 2.1mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

6 days above 108° expected this year, 19 days in 30 years

10/10 Wind Factor

99% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Orlando, FL • 32809

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 6.8 hours in December, placing it above the U.S. average for solar exposure.

8.6 hrs

6.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.96M – $2.37M

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Home values near 1366 Harbour Island Rd

Data from public records.

Address	Redfin Estimate
1334 Harbour Island Rd, Orlando, FL 4 Beds \| 3 Baths \| 4366 Sq. Ft.	$1,767,185
1206 Harbour Island Rd, Orlando, FL 4 Beds \| 6.5 Baths \| 7963 Sq. Ft.	$3,181,144

Address	Redfin Estimate
1287 Harbour Island Rd, Orlando, FL 5 Beds \| 5 Baths \| 4985 Sq. Ft.	$1,304,497
1238 Harbour Island Rd, Orlando, FL 4 Beds \| 4 Baths \| 4741 Sq. Ft.	$1,877,033

Address	Redfin Estimate
1223 Harbour Island Rd, Orlando, FL 4 Beds \| 3.5 Baths \| 4346 Sq. Ft.	$1,256,362
1270 Harbour Island Rd, Orlando, FL 5 Beds \| 7 Baths \| 5476 Sq. Ft.	$2,061,159

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2022. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 32809, FL

Sale history for 1366 Harbour Island Rd

Tax history for 1366 Harbour Island Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 32809

Home values near 1366 Harbour Island Rd

More real estate resources