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$2,699,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,410 Sq. Ft.
  • Updated 1 hour ago
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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.

Full Property Details for 1597 Oakhurst Ave

General

  • Price: $2,699,000
  • Taxes: $20,385 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6436291
  • Updated: Today (8/26/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 11
  • 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
  • Fireplace: Yes
  • Fireplace(s): Gas, Living Room, Other Room
  • Appliances: Bar Fridge, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Indoor Grill, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Brick/Stone, Carpet, Porcelain Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, Heated, In Ground, Lighting, Salt Water
  • Security/Safety: Security System Owned

Exterior

  • Exterior Features: French Doors, Irrigation System, Outdoor Grill, Rain Gutters, Sliding Doors, Sprinkler Metered
  • Deck/Patio: Covered, Deck, Patio, Porch, Rear Porch
  • Porch/Patio/Deck: Covered, Deck, Patio, Porch, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener, Garage Faces Side

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: COMSTOCK PARK
  • Driving Directions: From Palmer Ave. and Bonita Dr., travel south on Bonita Dr. left on Oakhurst Ave. Home will be on the left.
  • Direction Faces: South

School Information

  • Elementary School: Lakemont Elem
  • Middle School: Maitland Middle
  • High School: Winter Park High

Community

  • Community Name: 32789 - Winter Park
  • Pet Restrictions: See County restrictions

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Cable Connected, Electricity Available, Electricity Connected, Public, Street Lights

Structural Information

  • Architectural Info: Custom
  • Architectural Style: Custom
  • Exterior Const.: Block, Stone
  • Roof: Shingle
  • Windows: Drapes
  • Stories/Levels: Two
  • Square Feet: 4,410
  • Sq. Ft. Source: Builder
  • Year Built: 2015

Lot Features

  • Lot Size (Acres): 0.27
  • Lot Size (Sq. Ft.): 11,819
  • Lot Size: 11819
  • Frontage: Street Brick
  • Street/Road Desc.: Brick
  • Fencing (Description): Fenced

Green Features

  • Energy Efficient: Windows

Financial Considerations

  • Tax Amount: $20,385
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: COMSTOCK PARK K/87 THE E1/2 LOT 29 & ALLLOT 30 BLK A
  • Flood Zone Info: X
  • APN: 52230159201291
  • Property ID: 52230159201291
  • Block/Lot/Section: A

Listed by Keller Williams Realty At The Parks

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— 1597 Oakhurst Ave —

  • Keller Williams Realty At The Parks

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 1597 Oakhurst Ave

School District:Orange County School District
NameGradesDistance
Lakemont Elementary School
901 North Lakemont Avenue, Winter Park, FL 32792
K-50.3 mi
Maitland Middle School
701 North Thistle Lane, Maitland, FL 32751
6-81.9 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-121.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1597 Oakhurst Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/26/2026
Listed
$2,699,000
62.1%
MLS
9/16/2019
Sold
$1,665,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1597 Oakhurst Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$20,386
3%
$1,372,102
6%
2024
$19,792
4%
$1,298,376
3%
2023
$19,118
6%
$1,260,559
6%
2021
$18,120
-1%
$1,188,198
-3%
2022
$18,299
1%
$1,223,844
4%
2021
$18,120
-15%
$1,171,793
-11%
2019
$21,396
27%
$1,311,371
24%
2018
$16,896
1%
$1,059,456
2%
2017
$16,762
-9%
$1,037,665
-5%
2016
$18,352
294%
$1,092,537
306%
2015
$4,660
—
$269,000
2%
2014
$4,641
60%
$263,449
29%
2013
$2,903
—
$204,209
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Keller Williams Realty At The Parks

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1597 Oakhurst Avenue, Winter Park, FL 32789 (MLS# O6436291) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 1597 Oakhurst Avenue is currently listed for $2,699,000 and was received on August 26, 2026. Want to learn more about 1597 Oakhurst Avenue? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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