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!
For sale
$730,000
744 Cornwall Rd, Winter Park, FL 32792
4beds
1,968sqft
Est.:
Single Family Residence
Built in 1968
10,146 Square Feet Lot
$710,400 Zestimate®
$371/sqft
$-- HOA
What's special
Two-car garageInviting and timeless ambianceGenerous family roomSeparate dining area
- 20 days |
- 1,421 |
- 47 |
Zillow last checked: 8 hours ago
Listing updated: 14 hours ago
Listing Provided by:
Tammy Cuddy 407-608-9593,
VERSALIS REALTY POWERED BY SELLSTATE 407-608-9593
Source: Stellar MLS,MLS#: O6332168
Originating MLS: Orlando Regional

Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Attic, Bonus Room, Family Room, Great Room
Primary bedroom
- Features: En Suite Bathroom, Built-in Closet
- Level: First
- Area: 195 Square Feet
- Dimensions: 15x13
Primary bedroom
- Features: Built-in Closet
- Level: First
- Area: 189 Square Feet
- Dimensions: 14x13.5
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 154 Square Feet
- Dimensions: 14x11
Balcony porch lanai
- Level: First
- Area: 260 Square Feet
- Dimensions: 26x10
Dining room
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Great room
- Level: First
- Area: 280 Square Feet
- Dimensions: 20x14
Kitchen
- Level: First
- Area: 220 Square Feet
- Dimensions: 22x10
Heating
- Natural Gas
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Wine Refrigerator
- Laundry: In Garage
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, Split Bedroom
- Flooring: Tile, Hardwood
- Doors: Sliding Doors
- Windows: Skylight(s)
- Has fireplace: No
Interior area
- Total structure area: 2,467
- Total interior livable area: 1,968 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Patio, Rear Porch, Screened
- Exterior features: Garden
- Fencing: Wood
Lot
- Size: 10,146 Square Feet
- Features: Corner Lot
- Residential vegetation: Mature Landscaping
Details
- Parcel number: 092230943302010
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Block
- Roof: Shingle
Condition
- New construction: No
- Year built: 1968
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: 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
Community & HOA
Community
- Subdivision: WINTER PARK PINES
HOA
- Has HOA: No
- Pet fee: $0 monthly
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $371/sqft
- Tax assessed value: $562,853
- Annual tax amount: $5,359
- Date on market: 8/1/2025
- Cumulative days on market: 108 days
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Estimated market value
$710,400
$675,000 - $746,000
$2,649/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/6/2026 | Listed for sale | $730,000-2.7%$371/sqft |
Source: | ||
| 10/27/2025 | Listing removed | $750,000$381/sqft |
Source: | ||
| 8/1/2025 | Listed for sale | $750,000+100%$381/sqft |
Source: | ||
| 8/8/2017 | Sold | $375,000-3.8%$191/sqft |
Source: Public Record Report a problem | ||
| 7/6/2017 | Pending sale | $390,000$198/sqft |
Source: Orlando Central #O5513443 Report a problem | ||
| 6/22/2017 | Price change | $390,000-2.5%$198/sqft |
Source: Orlando Central #O5513443 Report a problem | ||
| 5/26/2017 | Listed for sale | $400,000+77.8%$203/sqft |
Source: KELLER WILLIAMS AT THE PARKS #O5513443 Report a problem | ||
| 3/6/2012 | Sold | $225,000$114/sqft |
Source: Public Record Report a problem | ||
| 11/6/2011 | Listing removed | $225,000$114/sqft |
Source: Charles Rutenberg Realty Orlando, LLC. #O5068089 Report a problem | ||
| 10/13/2011 | Listed for sale | $225,000+86.7%$114/sqft |
Source: Charles Rutenberg Realty Orlando, LLC. #O5068089 Report a problem | ||
| 6/3/1994 | Sold | $120,500$61/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,359 +7.4% | $350,743 +3% |
| 2023 | $4,990 +3.6% | $340,527 +3% |
| 2022 | $4,816 +1.7% | $330,609 +3% |
| 2021 | $4,737 +0.8% | $320,980 +1.4% |
| 2020 | $4,700 +1.2% | $316,548 +2.3% |
| 2019 | $4,646 +0.8% | $309,431 +1.9% |
| 2018 | $4,609 | $303,661 +9.3% |
| 2017 | $4,609 +63.5% | $277,798 +12.4% |
| 2016 | $2,820 +1% | $247,088 +5.3% |
| 2015 | $2,791 -3.3% | $234,646 +10.2% |
| 2014 | $2,887 +2.1% | $212,890 +15.7% |
| 2013 | $2,827 +0.5% | $184,005 +1.1% |
| 2012 | $2,813 -5.5% | $181,951 -4.6% |
| 2011 | $2,975 -3.7% | $190,628 -6.1% |
| 2010 | $3,091 | $203,027 -4.4% |
| 2009 | -- | $212,364 0% |
| 2008 | $2,861 -2.6% | $212,376 -2.7% |
| 2007 | $2,936 -5.7% | $218,230 -2.2% |
| 2006 | $3,115 +0.9% | $223,203 +19.4% |
| 2005 | $3,087 +4.7% | $186,971 +5.9% |
| 2004 | $2,950 -0.2% | $176,620 +1.3% |
| 2003 | $2,955 +77.3% | $174,290 +19% |
| 2002 | $1,667 -0.6% | $146,412 +7.2% |
| 2001 | $1,677 +2.5% | $136,631 +13.7% |
| 2000 | $1,635 | $120,179 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$4,690/mo
Principal & interest
$3394
Property taxes
$1296
Climate risks
Neighborhood: 32792
Nearby schools
GreatSchools rating
- 4/10Brookshire Elementary SchoolGrades: PK-5Distance: 0.4 mi
- 7/10Glenridge Middle SchoolGrades: 6-8Distance: 1.4 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 0.5 mi
Schools provided by the listing agent
- Elementary: Brookshire Elem
- Middle: Glenridge Middle
- High: Winter Park High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.





