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 panel—complete with room for additional breakers—ensure 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!
For sale
Price cut: $15K (3/28)
$715,000
744 Cornwall Rd, Winter Park, FL 32792
4beds
1,968sqft
Est.:
Single Family Residence
Built in 1968
10,146 Square Feet Lot
$695,200 Zestimate®
$363/sqft
$-- HOA
What's special
Refreshing poolHigh-quality anderson windowsPickleball courtsQuiet corner lotDesirable split floor planUpgraded electrical panel
- 60 days |
- 1,578 |
- 52 |
Zillow last checked: 7 hours ago
Listing updated: March 29, 2026 at 01:07pm
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
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
- Pet fee: $0 monthly
- Subdivision: WINTER PARK PINES
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $363/sqft
- Tax assessed value: $562,853
- Annual tax amount: $5,359
- Date on market: 8/1/2025
- Cumulative days on market: 148 days
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Estimated market value
$695,200
$660,000 - $730,000
$3,683/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/28/2026 | Price change | $715,000-2.1%$363/sqft |
Source:  Stellar MLS #O6332168 Report a problem | ||
| 2/6/2026 | Listed for sale | $730,000-2.7%$371/sqft |
Source: Stellar MLS #O6332168 Report a problem | ||
| 10/27/2025 | Listing removed | $750,000$381/sqft |
Source: Stellar MLS #O6332168 Report a problem | ||
| 8/1/2025 | Listed for sale | $750,000+100%$381/sqft |
Source: Stellar MLS #O6332168 Report a problem | ||
| 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
Monthly payment
Est. payment
$4,754/mo
Principal & interest
$3485
Property taxes
$1269
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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.
Local experts in 32792
- Florida
- Orange County
- Winter Park
- 32792
- 744 Cornwall Rd
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