Welcome to your dream home! This exceptional 4-bedroom residence features a desirable split floor plan, offering both privacy and functionality. Nestled on a quiet corner lot in the serene Winter Park Pines community, this property is just a few steps away from the scenic Cady Way Trail, perfect for outdoor enthusiasts. This home is surrounded by recreational opportunities, including a refreshing pool, pickleball courts, and miles of trails for jogging, biking, or leisurely strolls. Enjoy the outdoors while being in close proximity to shopping, dining, and the celebrated Winter Park schools. Recent updates make this home truly special. The new A/C system and upgraded electrical panelcomplete with room for additional breakersensure your comfort and convenience. The manifold system has also been updated, and the roof was newly installed in 2018 for peace of mind. Additionally, half of the windows have been replaced with high-quality Anderson windows, enhancing both energy efficiency and natural light. Don’t miss the opportunity to own this well-maintained home in a vibrant neighborhood that perfectly balances recreation and relaxation. Schedule your showing today! Also listed for rent
Single-familyProperty Type
1968Year Built
10,146 sq ftLot Size
$310Price/Sq.Ft.
2 car garageParking
Listed by Tammy Cuddy• VERSALIS REALTY POWERED BY SELLSTATE
Contact: 407-608-9593
Bought with Angelica Baez Baez• ANGELICA M BAEZ REAL ESTATE BR
Est. $2,816 per month, based on comparable rentals
Sale and tax history for 744 Cornwall Rd
Sale History
Tax History
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #O6332168
Sep 25, 2026
Sold
$610,000
$310/sq ft
Aug 14, 2026
Contingent
—
Aug 10, 2026
Price Changed
$630,000
$320/sq ft
Aug 10, 2026
Price Changed
$63,000
$32/sq ft
Jun 29, 2026
Price Changed
$675,000
$343/sq ft
Jun 22, 2026
Relisted
—
Apr 15, 2026
Price Changed
$695,000
$353/sq ft
Mar 28, 2026
Price Changed
$715,000
$363/sq ft
Feb 6, 2026
Relisted
—
Jul 31, 2025
Listed
$750,000
$381/sq ft
Stellar MLS as Distributed by MLS Grid #O5513443
Aug 3, 2017
Sold
$375,000
$191/sq ft
Jul 6, 2017
Pending
—
Jun 22, 2017
Price Changed
$390,000
$198/sq ft
May 25, 2017
Listed
$400,000
$203/sq ft
The brand new kitchen and wood floors make this jewel shine! Four bedroom, 2 bath Winter Park home with beautiful HARDWOOD FLOORS. Brand NEW eat in Kitchen has a large breakfast bar that opens to family room. Master Bedroom has French doors that leads to screened porch which provides lots of natural sunlight! Nice open living room with hardwood floors. The family room has another set of French doors that lead to 26' x 10' screened in porch with an INSULATED ROOF that overlooks private fenced in yard. GREAT home for entertaining! Crown molding in many rooms. This home has ENERGY EFFICIENT double pane windows. This home is located on a large corner lot with an irrigation system. Nice side entry garage adds to curb appeal.
Stellar MLS as Distributed by MLS Grid #O5068089
Mar 5, 2012
Sold
$225,000
$114/sq ft
Oct 12, 2011
Listed
$225,000
$114/sq ft
SHORT SALE 4 bedroom home with beautiful HARDWOOD FLOORS. Master bath recently updated, master has newer french doors that leads to screened porch which provides lots of natural sunlight! Nice open living room with hardwood floor and nice picture windowthat overlooks well manicured yard. The kitchen has a large breakfast bar and plenty of space and is eat in which is open to familyroom. The familyroom has another set of newer french doors that lead to 26' x 10' screened in porch with a INSULATED ROOF that overlooks a PARK LIKE setting backyard. GREAT for entertaining!Crown molding in many rooms of this home adds to the quality workmanship. This home has ALL NEWER Pex pipe for supply lines hot & cold and a rare to find water shut off junction box for each hot & cold line. This home has "NEWER" ENERGY EFFICIENT double pane windows to help Lower your summer electric bills. Also a newer coil in the AC and a Newer hot water tank. This home is located on a large corner lot with a sprinkler system. Nice side entry garage adds to curb appeal. Three shelves in living room and all drapes do not convey except the Green velvet ones in living room stay. Come see this home !
Public Records
Aug 28, 2002
Sold
$210,000
$107/sq ft
Public Records
Jun 1, 1994
Sold
$120,500
$61/sq ft
Public Records
Jun 1, 1968
Sold
$29,900
$15/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$5,611 (+4.7%)
2024
$5,359 (+7.4%)
2023
$4,990 (+3.6%)
2022
$4,816 (+1.7%)
2021
$4,737 (+5.0%)
2020
$4,512 (−2.9%)
2019
$4,646 (+0.8%)
2018
$4,609 (+63.5%)
2017
$2,820 (+1.1%)
2016
$2,790 (−1.6%)
2015
$2,836 (−1.7%)
2014
$2,886 (+2.1%)
2013
$2,827 (+0.5%)
2012
$2,813
Public record
Public record
Zoning
Beds
4
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
10,146 Sq. Ft.
Year renovated
1990
Sq. Ft.
1,968
Year built
1968
Style
Single Family Residential
County
Orange County
APN
302209943302010
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 30, 2026.
R-1A
Single-Family Dwelling Districts
The areas included within 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.
Utilities: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Phone Available, Public, Sewer Connected, Water Connected
Location
Multi-Unit Information
Unit Number YN: 0
HOA Information
MFR_Association2YN: 0
School Information
Elementary School: Brookshire Elem
Middle Or Junior High School: Glenridge Middle
High School: Winter Park High
Location Information
Directions: SR 436 turn Left onto Banchory Rd , turn left St Dunstan Way, turn right on Little John Road, road turns into Cornwall Rd property on left
Public facts
Beds: 4
Baths: 2.0
Sq. Ft.: 1,968
Stories: 1.0
Lot Size: 10,146 square feet
Style: Single Family Residential
Year Built: 1968
Year Renovated: 1990
County: Orange County
APN: 302209943302010
Home facts updated by county records on Sep 30, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-608-9593
Previous Status: Pending
Backups Requested YN: 1
Listing Date Information
Days to Contract: 378
BOM Date: 2026-06-22T00:00:00.000
Status Contractual Search Date: 2026-09-25
Listing Price Information
Calculated List Price By Calculated Sq Ft: 320.12
Green Information
Green Verification Count: 0
Direction Faces: West
Home Information
Living Area: 1968
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 182.83
Building Area Total: 2467
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Block
Levels: One
Around this home
Schools
Brookshire Elementary School
Public PreK-5 • Assigned • 0.4mi
4/10
Glenridge Middle School
Public 6-8 • Assigned • 1.4mi
7/10
Winter Park High School
Public 9-12 • Assigned • 0.5mi
7/10
Provided by GreatSchools
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
7 days above 107° expected this year, 22 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Winter Park, FL • 32792
Average low and high temperatures (°F)
68
48
74
54
80
60
84
64
90
72
91
75
93
76
91
76
88
74
83
68
78
60
74
55
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
98/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 5% for direct sun exposure in Winter Park. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
11.2 hrs
8.3 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$597,000 – $723,000
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