1597 Oakhurst Avenue, FL1597 Oakhurst Avenue, FL1597 Oakhurst Avenue, FL
Stellar MLS
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$2,699,000

1597 Oakhurst Avenue

Winter Park, FL 32789

Listing updated: August 26, 2026 at 4:18 PM ET

Active
Stellar MLSListing courtesy of Keller Williams Realty At The Parks · Robert Kurzreiter PA · MLS #O6436291 · Active · 407-629-4420
5
Beds
5
Baths
4,410
Sq Ft
0.27
Acres
2015
Built
Private poolFireplace$612/sqft
Single Family Residence

Property type

2015

Year built

11,819 sqft

Lot size

$612

Price / sq ft

No HOA

HOA dues

0

Days on market

2

Garage spaces

X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$13,648
Property taxes$1,699
Home insurance (est.)$1,237

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Aug 26, 2026
  2. Listed$2,699,000
    Aug 26, 2026
  3. Price increased$2,699,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Comstock Park
County
Orange
Year built
2015
Living area
4,410 sq ft
Price/sq ft
$612
Building area
5,403 sq ft (Builder)
Lot size
11,819 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0255F)
Garage
2 spaces
Pool
Private pool
Annual taxes
$20,385 (2025)
Parcel #
05-22-30-1592-01-291
Zoning
R-1A
MLS #
O6436291

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Interior Details

Bedrooms
5
Full bathrooms
4
Half bathrooms
1
Flooring
Brick, Carpet, Tile, Wood
Appliances
Bar Fridge, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Indoor Grill, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Interior features
Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Eat-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
Inside, Laundry Room
Stories / Levels
Two
Direction faces
South
Fireplace
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Driveway, Garage Door Opener, Garage Faces Side

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Homestead exemption
Yes
Min lease term
7 Months
Listing terms
Assumable, Cash, Conventional, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Outdoor Grill, Rain Gutters, Sprinkler Metered
Construction materials
Block, Stone
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Brick

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Available, Cable Connected, Electricity Available, Electricity Connected, Public

Community

Pets allowed
Yes

Schools

ElementaryBLakemont ElemGreatSchools ↗
MiddleBMaitland MiddleGreatSchools ↗
High SchoolAWinter Park HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
FoyerFirst9x7
Living RoomFirst26x18
Dining RoomFirst18x10
KitchenFirst17x17
Primary BedroomFirst21x16
Bedroom 2First21x13
LaundryFirst12x11
LoftFirst26x22
Bedroom 3Second20x19
Bedroom 4First15x13
Bedroom 5First18x16

Listing Details

Listing date
2026-08-26
On market date
2026-08-26
Original list price
$2,699,000
Occupant type
Owner
MLS area
32789 - Winter Park
Listing AOR
Orlando Regional
Status changed
2026-08-26
Tax legal description
COMSTOCK PARK K/87 THE E1/2 LOT 29 & ALLLOT 30 BLK A

Flood risk

Minimal riskFEMA Zone XPanel 12095C0255F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From Palmer Ave. and Bonita Dr., travel south on Bonita Dr. left on Oakhurst Ave. Home will be on the left.

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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.

Based on information submitted to the MLS GRID as of August 26, 2026 at 4:18 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information 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/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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