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Danielle Redner
REALTOR®, ABR, PSA
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1597 Oakhurst Avenue, Winter Park, FL 32789

$2,699,000
  • 1597 Oakhurst Avenue, Winter Park, FL 32789 Main Photo

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New to the Market Pending
BEDS5 BATHS4 full 1 partial SQUARE FEET4,410 MLS#O6436291
STATUSPending PROPERTY TYPEResidential - Single Family SUBDIVISIONCOMSTOCK PARK

Property Description

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.

1597 Oakhurst Avenue | MLS# O6436291

This single family home located at 1597 Oakhurst Avenue, Winter Park, FL 32789 is currently listed for sale with an asking price of $2,699,000. This property was built in 2015 and has 5 bedrooms and 4 full and 1 partial baths with 4410 sq. ft. Oakhurst Avenue is located in the COMSTOCK PARK subdivision. Search COMSTOCK PARK real estate on dredner.floridaexecutiverealty.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Central, Electric
Home Style: Custom
Lot Size: 0.27 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $20,385
Year Built: 2015

Amenities

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
Outdoor Grill
Rain Gutters
Sprinkler Metered

Feature Descriptions

Additional Rooms: Attic, Family Room, Inside Utility, Loft
Appliances: Bar Fridge, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Indoor Grill, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Community Features: Street Lights
Days on Site: 2
Directions: From Palmer Ave. and Bonita Dr., travel south on Bonita Dr. left on Oakhurst Ave. Home will be on the left.
Energy Efficient: Windows
Exterior: Block, Stone
Fencing: Fenced
Fireplace: Gas, Living Room, Other
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Brick, Carpet, Tile, Wood
Foundation: Slab
Garage Dimensions: 25x25
Home Warranty Y/N: No
Listing Terms: Assumable, Cash, Conventional, VA Loan
Lot: City Limits, Street Brick
Lot Dimensions: 0.27
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Driveway, Garage Door Opener, Garage Faces Side
Parking Notes: Driveway, Garage Door Opener, Garage Faces Side
Patio/Porch: Covered, Deck, Patio, Porch, Rear Porch
Pets Allowed: Yes
Pets Restrictions: See County restrictions
Pool: Gunite, Heated, In Ground, Lighting, Salt Water
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Security System Owned
Sewer: Public Sewer
Showing Instructions: ShowingTime
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Available, Cable Connected, Electricity Available, Electricity Connected, Public
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Public
Water Access Y/N: No
Windows: Drapes
Zoning: R-1A

Room Sizes

Foyer: 9x7
Living Room: 26x18
Dining Room: 18x10
Kitchen: 17x17
Primary Bedroom: 21x16
Bedroom 2: 21x13
Laundry: 12x11
Loft: 26x22
Bedroom 3: 20x19
Bedroom 4: 15x13
Bedroom 5: 18x16

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: KELLER WILLIAMS REALTY AT THE PARKS
Agency Contact: 407-629-4420

Shown By

Agent Name: Danielle Redner
Agent Phone: (813) 967-0175
Agency Title: Florida Executive Realty

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Estimated Payment

$ 8,492.76 per month $6,006.80 Principal & Interest $1,698.75 Property Tax $787.21 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 08/29/2026. The listing information on this page last changed on 08/29/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 08/29/2026 12:03:19 AM EST) or Stellar MLS (last updated Fri 08/28/2026 11:55:10 PM EST). Real estate listings held by brokerage firms other than Florida Executive Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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