744 Cornwall Rd

1,968 Sq. Ft.
$371 / Sq. Ft.
1,968
Sq. Ft.
$371
per Sq. Ft.

Description

Charming 4-Bedroom Home in Desirable Winter Park Pines
Welcome to your new home in the heart of Winter Park Pines! This beautifully maintained 4-bedroom, 2-bath residence offers a perfect blend of classic charm and modern comfort, situated in one of Central Florida’s most sought-after neighborhoods. Step inside to find warm hardwood floors that flow throughout the spacious living areas, creating an inviting and timeless ambiance. The thoughtfully designed layout features a generous family room, separate
...Charming 4-Bedroom Home in Desirable Winter Park Pines
Welcome to your new home in the heart of Winter Park Pines! This beautifully maintained 4-bedroom, 2-bath residence offers a perfect blend of classic charm and modern comfort, situated in one of Central Florida’s most sought-after neighborhoods. Step inside to find warm hardwood floors that flow throughout the spacious living areas, creating an inviting and timeless ambiance. The thoughtfully designed layout features a generous family room, separate dining area, and a bonus space ideal for a home office, playroom, or reading nook. The primary suite includes a full en-suite bath, while three additional bedrooms provide plenty of space for family, guests, or flexible use. Both full bathrooms are well-appointed with clean finishes and ample storage. Outside, enjoy Florida living at its best with a private backyard, perfect for entertaining or relaxing under the shade of mature trees. With no HOA, a two-car garage, and a prime location near top-rated schools, Cady Way Trail, Winter Park shops, dining, and parks — this home offers an unbeatable combination of comfort, convenience, and community. Inviting Interiors: Step inside to discover warm hardwood floors that flow throughout the spacious living areas, creating an inviting and timeless ambiance. Thoughtful Layout: The well-designed floor plan includes a generous family room, a separate dining area, and a bonus space perfect for a home office, playroom, or reading nook. Comfortable Bedrooms: The primary suite features a full en-suite bath, while three additional bedrooms provide ample space for family, guests, or flexible use. Both full bathrooms are well-appointed with clean finishes and plenty of storage. Outdoor Living: Experience Florida living at its finest in your private backyard, ideal for entertaining or relaxing under the shade of mature trees. Updated Systems: Enjoy peace of mind with a new roof installed in 2018, and both a new electrical panel and A/C system added in 2025. Updated Plumbing 2026! Don’t miss your chance to own a piece of Winter Park charm. Schedule your private tour today!

Property Details for 744 Cornwall Road

Architectural Style
Ranch
Subdivision Name
WINTER PARK PINES
Township
22
Garage Spaces
2
Waterfront
No
LISTING UPDATED: 02/06/2026 05:23 PM

Property Details for 744 Cornwall Road

StatusActive
MLS #O6332168
Days on Market89
Taxes$5,359 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1968
Lot Size0.23 AC / 10,146 SF
CountyOrange County

Location

Listing Courtesy of VERSALIS REALTY POWERED BY SELLSTATE, Tammy Cuddy
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Building Information for 744 Cornwall Road

Stories-Year Built1968Building Size-Lot Size0.23 AC / 10,146 SF

Payment Calculator

$4,004 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,558

Property Taxes

$447

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 744 Cornwall Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2467.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • 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
  • Elementary School: Brookshire Elem
  • Middle Or Junior School: Glenridge Middle
  • High School: Winter Park High
  • Mls Major Change Type: Back On Market
  • Major Change Type: Back On Market
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 744
  • Street Name: CORNWALL
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER PARK
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: B
  • Tax Book Number: 1-109
  • Tax Legal Description: WINTER PARK PINES UNIT NO NINE 1/109 LOT1 BLK B
  • Tax Lot: 1
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Corner Lot
  • Parcel Number: 092230943302010
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1A
  • Living Area: 1968
Property and Assessments
  • Year Built Numeric: 1968
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0255F
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 30
  • Public Survey Section: 09
Utilities
  • Sewer: Public Sewer
  • 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
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Garden, Sliding Doors
  • Fencing: Wood
  • Foundation Details: Block
  • Levels: One
  • Patio And Porch Features: Patio, Rear Porch, Screened
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Spa: No
  • Vegetation: Mature Landscaping
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 2
  • Additional Rooms: Attic, Bonus Room, Family Room, Great Room
  • Appliances: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Wine Refrigerator
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Tile, Hardwood
  • Heating: Natural Gas
  • Interior Features: Attic Fan, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Split Bedroom
  • Laundry Features: In Garage
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 7.0
  • Water View: No
  • Bathrooms Half: 0

Property History for 744 Cornwall Road

DateEvent & SourcePriceAppreciation
Feb 6, 2026

Listed (Active)

MFRMLS #O6332168

—
Feb 6, 2026

Price Change

MFRMLS #O6332168

$730,000—
Oct 27, 2025

Temporarily Off Market

MFRMLS #O6332168

$750,000—
Aug 1, 2025

Listed (Active)

MFRMLS #O6332168

$750,000—
Aug 3, 2017

Sold (Public Record)

Public Record #602865303

$375,000

+9.9% / yr

Aug 3, 2017

Sold

MFRMLS #O5513443

$375,000—
Jul 5, 2017

Pending

MFRMLS #O5513443

—
May 25, 2017

Listed (Active)

MFRMLS #O5513443

$400,000—
Mar 5, 2012

Sold (Public Record)

Public Record #325551139

$225,000

+0.7% / yr

Mar 5, 2012

Sold

MFRMLS #O5068089

$225,000—
Nov 3, 2011

Pending

MFRMLS #O5068089

—
Oct 12, 2011

Listed (Active)

MFRMLS #O5068089

$225,000—
Aug 28, 2002

Sold (Public Record)

Public Record #98730438

$210,000—
DateEvent & SourcePrice
02/06/2026

Listed (Active)

MFRMLS #O6332168

—
02/06/2026

Price Change

MFRMLS #O6332168

$730,000
10/27/2025

Temporarily Off Market

MFRMLS #O6332168

$750,000
08/01/2025

Listed (Active)

MFRMLS #O6332168

$750,000
08/03/2017

Sold (Public Record)

Public Record #602865303

$375,000

+9.9% / yr

08/03/2017

Sold

MFRMLS #O5513443

$375,000
07/05/2017

Pending

MFRMLS #O5513443

—
05/25/2017

Listed (Active)

MFRMLS #O5513443

$400,000
03/05/2012

Sold (Public Record)

Public Record #325551139

$225,000

+0.7% / yr

03/05/2012

Sold

MFRMLS #O5068089

$225,000
11/03/2011

Pending

MFRMLS #O5068089

—
10/12/2011

Listed (Active)

MFRMLS #O5068089

$225,000
08/28/2002

Sold (Public Record)

Public Record #98730438

$210,000

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

Public Records for 744 Cornwall Road

Taxable ValueLand-Additions-Total-
Tax Record2024$5,359 ($447 / month)
Home Facts
Beds4Total Finished SqFt1,968 SqFtAbove Grade Finished SqFt1,968 SqFtStories1Lot Size10,146 SqFtStyleSingle Family ResidenceYear Built1968Year Renovated1990ZoningR-1ACountyORANGEAPN09-22-30-9433-02-010

Schools near 744 Cornwall Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Charter - K to 8
Public - 6 to 8
Charter - 9 to 12
Rating
School
Distance
Brookshire Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Glenridge Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

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.

Similar Homes

Similar Sold Homes

744 Cornwall Road is a single family home for sale in Winter Park, FL 32792. This property was listed for sale on August 1, 2025 by VERSALIS REALTY POWERED BY SELLSTATE, it's currently listed at $730,000. It has been on the market for a total of 89 days and was last sold on August 3, 2017. This listing's school district is Orange County Public Schools. Nearby schools include Brookshire Elementary School, Cornerstone Academy Charter and Glenridge Middle School. 744 Cornwall Road is a 4-bed, 2-bath, 1,968 sqft single family home built in 1968.

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.

Listing Courtesy of VERSALIS REALTY POWERED BY SELLSTATE, Tammy Cuddy

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: 02/06/2026 05:23 PM