A DISTINCTIVE WINTER PARK RESIDENCE IN AN EXCEPTIONAL LOCATION. Set along a quiet brick street in one of Winter Park’s most established and desirable residential enclaves, this substantial custom home offers more than 4,400 square feet of living space in a setting surrounded by some of the area’s most architecturally notable residences.
Originally built in 2015, the home has been thoughtfully and significantly enhanced by its current owners. The main living level was reconfigured to create a more open and functional flow, while the kitchen was completely renovated and wide-plank oak flooring was installed throughout both levels. The result is an interior that feels current and refined while remaining entirely appropriate to the home’s distinctive Winter Park character. Both HVAC systems have also been recently replaced.
One of the residence’s most compelling qualities is the transition from its dramatic, old-world exterior presence through intimate courtyard and covered patio spaces into a beautifully updated interior. Soaring vaulted ceilings, exposed beams and generous room proportions create a sense of scale and architectural character rarely found in newer construction.
The floor plan is equally impressive, with two bedroom suites on the main level, including a private primary retreat, while the second floor offers an oversized family-room loft, additional bedrooms and baths, and an abundance of storage.
Indoor and outdoor living come together particularly well at the rear of the home, where the main living spaces open naturally to a large covered terrace and pool. The result is a true extension of the interior living environment and an ideal setting for year-round entertaining, relaxed gatherings and the Florida lifestyle Winter Park is known for.
Rarely does a residence combine this degree of scale, architectural individuality, recent renovation and location so successfully. Zoned for top-rated public schools and near elite private schools, with easy access to Phelps Park, YMCA, ICC, WPRC and Park Avenue shops and restaurants!A sophisticated and highly livable custom home in one of Central Florida’s most coveted communities.
Originally built in 2015, the home has been thoughtfully and significantly enhanced by its current owners. The main living level was reconfigured to create a more open and functional flow, while the kitchen was completely renovated and wide-plank oak flooring was installed throughout both levels. The result is an interior that feels current and refined while remaining entirely appropriate to the home’s distinctive Winter Park character. Both HVAC systems have also been recently replaced.
One of the residence’s most compelling qualities is the transition from its dramatic, old-world exterior presence through intimate courtyard and covered patio spaces into a beautifully updated interior. Soaring vaulted ceilings, exposed beams and generous room proportions create a sense of scale and architectural character rarely found in newer construction.
The floor plan is equally impressive, with two bedroom suites on the main level, including a private primary retreat, while the second floor offers an oversized family-room loft, additional bedrooms and baths, and an abundance of storage.
Indoor and outdoor living come together particularly well at the rear of the home, where the main living spaces open naturally to a large covered terrace and pool. The result is a true extension of the interior living environment and an ideal setting for year-round entertaining, relaxed gatherings and the Florida lifestyle Winter Park is known for.
Rarely does a residence combine this degree of scale, architectural individuality, recent renovation and location so successfully. Zoned for top-rated public schools and near elite private schools, with easy access to Phelps Park, YMCA, ICC, WPRC and Park Avenue shops and restaurants!A sophisticated and highly livable custom home in one of Central Florida’s most coveted communities.
Property Details
Price:
$2,699,000
MLS #:
O6436291
Status:
Pending
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
COMSTOCK PARK
Neighborhood:
32789winterpark
Listed Date:
Aug 26, 2026
Finished Sq Ft:
4,410
Total Sq Ft:
5,403
Lot Size:
11,819 sqft / 0.27 acres (approx)
Year Built:
2015
See this Listing
Schools
Elementary School:
Lakemont Elem
Middle School:
Maitland Middle
High School:
Winter Park High
Interior
Appliances
Bar Fridge, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Indoor Grill, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Brick/Stone, Carpet, Porcelain Tile, Hardwood
Heating
Central, Electric
Interior Features
Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Architectural Style
Custom
Attached Garage YN
1
Construction Materials
Block, Stone
Covered Spaces
2
Direction Faces
South
Exterior Features
French Doors, Irrigation System, Outdoor Grill, Rain Gutters, Sliding Doors, Sprinkler Metered
Fencing
Fenced
Garage Spaces
2
Green Energy Efficient
Windows
Lot Features
City Lot
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Garage Faces Side
Patio And Porch Features
Covered, Deck, Patio, Porch, Rear Porch
Roof
Shingle
Security Features
Security System Owned
Window Features
Drapes
Financial
Tax Year
2025
Taxes
$20,385
Map
Community
- Address1597 OAKHURST AVENUE WINTER PARK FL
- SubdivisionCOMSTOCK PARK
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
Market Summary
Current real estate data for Single Family in WINTER PARK as of Aug 29, 2026
302
Single Family Listed
85
Avg DOM
468
Avg $ / SqFt
$1,281,345
Avg List Price
Property Summary
- Located in the COMSTOCK PARK subdivision, 1597 OAKHURST AVENUE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $2,699,000 and features 5 beds, 5 baths, and has approximately 4,410 square feet of living space, and was originally constructed in 2015. The current price per square foot is $612. The average price per square foot for Single Family listings in WINTER PARK is $468. The average listing price for Single Family in WINTER PARK is $1,281,345. To schedule a showing of MLS#o6436291 at 1597 OAKHURST AVENUE in WINTER PARK, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS REALTY AT THE PARKS. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1597 OAKHURST AVENUE
WINTER PARK, FL
