Home in 1597 Oakhurst Ave Winter Park for sale with MLS# O6436291

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.

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1597 Oakhurst Ave, Winter Park, FL 32789

Price
Price:
$2,699,000.00
Original List Price:
$2,699,000.00
List Price per Sq Ft (Calculated, Approx.):
$612.02
Property Status and Type
Listing Type:
For Sale
Status:
Pending (An offer has been accepted)
Previous Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6436291
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
5
Full Bath:
4
Half Bath:
1
Additional Rooms:
Attic, Inside Utility, Loft, Family Room
Measures
Living Area:
4,410 Sqft
Built-Up Area:
5,403 Sqft
Lot Area:
11,819 Sqft
Building Area Source:
Builder
Living Area Source:
Builder
Lot Features:
City Limits, Street Brick
Lot Size Acres:
0.27
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, In Ground, Salt Water, Lighting
Security:
Security System Owned
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Cooktop, Gas Water Heater, Exhaust Fan, Range, Range Hood, Wine Refrigerator, Bar Fridge, Indoor Grill
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Vaulted Ceiling(s), Built-in Features, Wet Bar, Cathedral Ceiling(s), Ceiling Fans(s), Open Floorplan, Split Bedroom, Stone Counters, Window Treatments, Solid Surface Counters, Solid Wood Cabinets, Primary Bedroom Main Floor
Exterior:
Outdoor Grill, Rain Gutters, Sprinkler Metered
Patio and Porch:
Patio, Deck, Porch, Covered, Rear Porch
Windows:
Drapes
Laundry:
Inside, Laundry Room
Fireplace
Fireplace:
Other
Green Energy Efficient:
Windows
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Fence:
Fenced
Vegetation and Trees:
Trees/landscaped, Mature Landscaping
Property Entrance Faces:
South
Other Equipment:
Irrigation Equipment
Construction
Year Built:
2015
Roof:
Shingle
Architectural Style:
Custom
Levels:
Two
Construction Materials:
Block, Stone
Flooring:
Carpet, Tile, Wood, Brick
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$20,385.00
Tax Year:
2025
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway, Garage Door Opener, Garage Faces Side
Garage Dimensions:
25x25
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Electricity Available, Electricity Connected, Public, Cable Connected
Water Source:
Public
Community
Minimum Lease Term:
7 Months
Pets Allowed?
Subdivision Name:
COMSTOCK PARK
Community Features:
Street Lights
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional, VA Loan, Assumable (The financing currently in place may be assumed)
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
COMSTOCK PARK K/87 THE E1/2 LOT 29 & ALLLOT 30 BLK A
Real Estate Folio Number (Parcel Number):
05-22-30-1592-01-291
Zoning:
R-1A
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Meadow Woods Elem
High School:
Winter Park High
Middle Or Junior School:
Maitland Middle
Listing History
Originally published on:
August 26, 2026 11:29 am
Active on the market since:
August 26, 2026
Listing Agreement executed on:
August 26, 2026
Purchase Contract Date:
August 28, 2026
Listing Status Last Changed On:
August 28, 2026 7:50 pm
Photos updated on:
August 27, 2026 6:41 am
Last Modified:
August 31, 2026 9:02 pm
Additional Information
Courtesy of:
KELLER WILLIAMS REALTY AT THE PARKS
Attribution:
407-629-4420
Road Surface Type:
Brick
Location
Street Name:
OAKHURST
Street Number:
1597
City:
WINTER PARK
State:
Florida
Zip Code:
32789
County:
Orange
Latitude:
N28° 36' 29.1''
Longitude:
W82° 40' 0.8''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $100,213
Median Home Value $695,000
Median Rent $1,667/mo
Median Age 44
Population 26,884
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of August 31, 2026, 9:02 PM.